Technical articles

Understanding Organofluorine Heterocycles: Structure Tuning, Applications, Research Selection, and Product Navigation (Tables 1-5)

I. Background and Basic Concepts

Organofluorine heterocycles are organic compounds that simultaneously contain an organofluorine structural unit and a heterocyclic scaffold. In the same molecule, these two structural factors often work in combination: the heterocycle provides recognition sites, electronic features, and scaffold diversity, while fluorine is commonly used to fine-tune acidity/basicity, lipophilicity, metabolic stability, conformation, and binding behavior. For this reason, such compounds are highly representative in pharmaceuticals, agrochemicals, molecular imaging, and certain high-performance fluorinated materials. Heterocycles are themselves among the most important scaffold sources in medicinal chemistry, and fluorinated molecules also account for a substantial share of modern drugs and agrochemicals.

 

Broadly speaking, an organofluorine heterocycle can be understood as a molecule that contains at least one heterocycle together with one or more fluorine atoms or fluorinated groups, such as F, CF, CHF, CHF, and OCF. In a narrower sense, some reviews further restrict the term "fluorinated heterocycles" to molecules in which the fluorine atom or fluorinated group is directly attached to the heterocyclic core.

 

Levels for Understanding Organofluorine Heterocycles

 

Level

Meaning

Representative Examples

Broad definition

The molecule contains both a heterocycle and fluorine atom(s) or fluorinated group(s).

Fluoropyridines, trifluoromethyl pyrazoles, fluorinated quinazolines, fluorinated piperidines, etc.

More stringent definition

The fluorine atom or fluorinated group is directly attached to the heterocyclic core.

4-Fluoropyridine, 5-fluoropyrimidine, trifluoromethyl pyrazole, fluorinated benzimidazole

What research usually focuses on

How fluorine changes the intrinsic properties of the heterocycle

Basicity, conformation, metabolic stability, binding mode, imaging-labeling capability

 

II. Structural Features

 

Fluorine is one of the most electronegative elements. When it forms a C-F bond with carbon, it produces a strong inductive effect. At the same time, heteroatoms such as N, O, and S in heterocycles already influence electron distribution, polarity, coordination, and hydrogen-bonding behavior. When these effects are combined, the result is usually not a simple amplification, but a more refined redistribution of the molecule's overall properties.

 

Key effects repeatedly highlighted in the literature include changes in metabolic stability, adjustment of the lipophilicity/hydrophilicity balance, shifts in the pKa of nearby amines or heterocyclic nitrogens, changes in conformational preference, and subtle modifications in target-binding modes. For nitrogen-containing heterocycles in particular, fluorination often affects stability, conformational preference, polarity distribution, and basicity, and can indirectly alter the hydrogen-bonding behavior of neighboring sites.

 

The Most Common Structure-Property Relationships in Organofluorine Heterocycles

 

Structural Factor

Common Effect

What It Means for Research Design

N/O/S in the heterocycle

Provide polar sites and influence aromaticity and electron density

Can serve as a recognition core, reactive site, or pharmacophore scaffold

Replacing H with F

Changes electronic properties without greatly increasing steric bulk

Well suited to structure optimization through small modifications with strong effects

Fluorinated groups such as CF / CHF / CHF

Produce stronger effects on lipophilicity, metabolic stability, acid-base properties, and conformation

Often used to tune ADME, membrane permeability, and exposure

Fluorine near an amine or heterocyclic nitrogen

Often lowers the basicity of nearby sites

Can help optimize ionization state, permeability, or selectivity

Fluorinated heterocyclic core

May alter the electron distribution of the π system and the binding mode

Can be used to improve activity, change selectivity, or reduce clearance

 

Two points are worth noting.

1. Fluorine is not simply a "hydrophobicity enhancer." What it truly changes is the overall polarity distribution and acid-base balance of the molecule, so the outcome must always be judged in the context of the specific scaffold.

2. The properties of organofluorine heterocycles should not be attributed entirely to fluorine alone. In many cases, the actual behavior is jointly determined by the heterocyclic scaffold, the fluorination site, and the type of fluorinated group.

 

III. The Value of Organofluorine Heterocycles: Application Areas, Functional Characteristics, and Representative Examples

 

At the end-use level, the three most prominent directions for these compounds today are pharmaceuticals, agrochemicals, and molecular imaging. In addition, some electron-deficient fluorinated aza-aromatics can serve as precursors or network-forming units for advanced functional materials. Recent reviews show that fluorinated heterocycles continue to appear in newly approved drugs. In agrochemicals, combinations of fluorine and heterocycles are also extremely common, especially in pyridine, pyrimidine, and pyrazole scaffolds. In PET imaging, ¹⁸F has become one of the most widely used positron-emitting nuclides because of its suitable half-life and mature radiochemistry.

 

3.1 Main Application Areas and Practical Roles

 

Application Area

Why Organofluorine Heterocycles Are Used

Main Role

Medicinal chemistry

Heterocycles are common pharmacophore scaffolds, and fluorine can fine-tune properties

Improve activity, selectivity, oral exposure, and metabolic stability, and optimize PK/PD

Agrochemicals and crop protection

Both fluorine and heterocycles are often used to tune physicochemical properties and biological effects

Improve activity, alter the spectrum of action, and enhance uptake, translocation, and field stability

PET molecular imaging

¹⁸F labeling is mature, and many probes contain heterocyclic recognition units

Used for disease-target visualization, diagnosis, and drug development

Fluorinated functional materials

Some electron-deficient fluorinated aza-aromatics show good SNAr reactivity and provide stable, further-derivatizable structural units

Used as precursors for high-performance polymers and fluorinated network materials

 

3.2 Their Practical Roles in Research and Experiments

1) As lead-optimization tools

This is the most common role. In most cases, researchers are not simply trying to "make a fluorinated molecule"; rather, they want to rebalance pKa, logD, metabolic stability, conformation, and binding behavior without making major changes to the core scaffold. Because fluorine is close to hydrogen in size yet can strongly alter electronic effects, it is especially well suited to fine structure-activity optimization. Reviews have pointed out that organofluorine substitution can influence nearly all of the key physicochemical properties related to ADME; for nitrogen-containing heterocycles, this tuning effect is often particularly pronounced.

 

2) As fluorinated building blocks and members of scaffold libraries

In contemporary drug discovery, the direct use of fluorinated building blocks remains a very common and important strategy, rather than relying only on introducing fluorine at the final stage. Recent reviews repeatedly emphasize the continuing importance of fluorinated building blocks in modern lead discovery and molecular optimization, while saturated heterocycles, fluorinated carbocycles, and fluorinated heterocyclic building blocks are becoming increasingly prominent. In other words, in the laboratory, organofluorine heterocycles are often not the final products themselves, but "scaffold components" that lead to more complex bioactive molecules.

 

3) As substrates for late-stage modification and structure validation

For complex leads or candidate compounds, late-stage fluorination and the late-stage introduction of fluorinated groups are becoming increasingly important, especially when a rapid comparison between "non-fluorinated vs fluorinated" analogues is needed. Reviews indicate that late-stage fluorination serves not only drug and agrochemical optimization, but also the preparation of ¹⁸F-labeled probes; however, such reactions place high demands on selectivity, functional-group compatibility, and process conditions.

 

4) As molecular imaging probe scaffolds

If the research goal is in vivo tracing, disease-target visualization, or pharmacokinetic tracking, ¹⁸F probes containing heterocyclic motifs are highly important. The reason is not merely that "¹⁸F can be imaged," but that the heterocycle itself is often the recognition unit required for target binding, while ¹⁸F provides traceability.

 

3.3 Representative Examples

Example 1: 5-Fluorouracil (5-FU)

This is one of the most classical fluorinated heterocyclic drugs and is essentially a fluorinated pyrimidine. Its importance lies in the fact that only a very small structural change was made - replacing one hydrogen on uracil with fluorine - yet the molecule can still follow transport and metabolic-activation pathways similar to those of the natural substrate, ultimately interfering with nucleotide metabolism and DNA/RNA biosynthesis as an antimetabolite. This shows that the value of organofluorine heterocycles often lies not in "switching to a larger scaffold," but in "rewriting function through the smallest possible structural change."

 

Example 2: New drugs such as Sotorasib, Vericiguat, and Oteseconazole

The fluorinated azaquinazolinone design of Sotorasib is associated with optimization of oral pharmacokinetic properties; the 5-fluoro pyrazolo[3,4-b]pyridine core of Vericiguat is associated with higher metabolic stability and lower clearance; and in Oteseconazole, the tetrazole heterocycle helps improve selectivity for fungal CYP51, while its metabolically stable difluoromethyl linker helps stabilize overall molecular performance. Together, these examples show that, in many cases, fluorine is introduced to achieve more precise tuning around metabolic stability, clearance, oral exposure, and target selectivity. They more clearly illustrate the "property-optimization" value of organofluorine heterocycles in modern medicinal chemistry.

 

Example 3: Piflufolastat F 18 and Flortaucipir F 18

Piflufolastat F 18 is a radiodiagnostic probe for PET imaging of PSMA-positive lesions, while Flortaucipir F 18 is a PET probe used to evaluate aggregated tau neurofibrillary tangles in the brain. These examples show that the value of organofluorine heterocycles in molecular imaging lies not only in "carrying an ¹⁸F label," but in integrating the recognition function of a heterocyclic scaffold with the function of radioactive tracing within the same molecular framework.

 

IV. Typical Situations in Which Organofluorine Heterocycles Merit Priority Consideration

 

Research Goal

Why Organofluorine Heterocycles Are Worth Considering

Optimizing properties without major scaffold changes

Replacing H with F causes only a small steric change but can markedly affect electronic effects and pKa

Improving metabolic stability or reducing clearance

Certain fluorination sites can help improve metabolic behavior and exposure

Retaining both a recognition scaffold and room for tuning

The heterocycle provides recognition, while fluorine provides fine tuning; the combination is highly efficient

Conducting a more detailed SAR study

Fluorination is a common modification strategy that is small in scale but rich in information

Developing ¹⁸F-PET probes

Heterocyclic recognition units combine naturally with ¹⁸F labeling

Building a new fluorinated scaffold library

Fluorinated heterocyclic building blocks have become an important source in modern lead discovery

 

V. Important Points to Consider During Selection and Use

 

Point to Note

Why It Matters

Do not treat fluorine introduction as a universal optimization tool

Fluorine can affect nearly all physicochemical and ADME properties, and the outcome is often a linked set of changes rather than a single improvement

Pay attention to fluorine position, not just fluorine count

Mono-fluoro, difluoro, trifluoromethyl, and fluoromethyl groups do not behave the same way; different positions on the same scaffold can also differ greatly

Do not confuse the heterocycle effect with the fluorine effect

Sometimes improved activity comes from heterocycle-based recognition, and sometimes from pKa or conformational changes; these factors need to be analyzed separately

Pay attention to synthetic accessibility and later scale-up

Many fluorination methods impose requirements on substrate selectivity, functional-group compatibility, and process conditions

In drug research, evaluate metabolism and toxicology, not just activity

The example of 5-FU shows that metabolites and differences in metabolic enzymes can strongly affect toxicity

When developing ¹⁸F probes, consider time sensitivity

The half-life of ¹⁸F is about 109.8 minutes, so route design, purification, and instrument scheduling must all be organized around time efficiency

Avoid over-fluorination

More fluorine is not always better, and excessive fluorination can instead create problems with solubility, synthesis, selectivity, or safety

 

VI. Product Navigation for Organofluorine Heterocycles: Quickly Locate Tables 1-5 by Research Task

 

Research Task / Experimental Need

Product Types to Focus On

Recommended Table

Navigation Notes

Fluorinated heterocycle scaffold design, route development, or screening of pharmaceutical/agrochemical intermediates

Basic building blocks such as fluoropyridines, fluoropyrimidines, and trifluoromethyl pyridines/pyrazoles

Table 1

Table 1 focuses on basic fluorinated heterocyclic fragments that can be further derivatized. It is suitable for building lead structures, substitution reactions, coupling reactions, and intermediate stock preparation. If the research emphasis is "start from the scaffold and then expand," Table 1 should usually be consulted first.

Preparation of fluorinated agrochemical standards, pesticide-residue testing, or method validation

Herbicide, insecticide/acaricide, and fungicide standards

Table 2

Table 2 collects typical bioactive fluorinated heterocyclic agrochemicals. It is suitable for LC/GC-MS method development, standard-curve preparation, sample pretreatment validation, and pesticide-residue monitoring. If the task is analytical testing or quality control, Table 2 is the most direct starting point.

Crop disease control, fungicide mechanism studies, or SDHI/CYP51/protectant fungicide research

Fluorinated triazoles, pyridine carboxamides, pyrazole carboxamides, and phenylpyrrole fungicides

Table 2

Table 2 is useful not only for residue testing but also for activity screening and mechanistic studies in crop protection. If the goal is to compare different fluorinated heterocyclic fungicidal scaffolds in disease control, Table 2 is the most targeted reference.

Pest/acarid control, sap-sucking pest studies, or insecticidal mechanism research

Phenylpyrazole, pyridine, pyrazole, and mesoionic fluorinated insecticides/acaricides

Table 2

Table 2 covers GABA receptor-related insecticides, feeding inhibitors, mitochondrial electron transport inhibitor acaricides, and novel mesoionic insecticides, making it suitable for pest-spectrum, mechanism, and resistance studies.

5-FU-related research, antimetabolite mechanisms, thymidylate synthase inhibition, or cell-proliferation inhibition studies

Fluorouracil, FUDR, 5-fluorocytosine, and 5-FU prodrugs

Table 3

Table 3 focuses on fluoropyrimidines and their prodrug/nucleoside systems. It is suitable for studies of nucleic acid metabolism, DNA synthesis inhibition, drug-sensitivity differences, and prodrug conversion. If the project centers on the 5-FU system, Table 3 should be the first choice.

Nucleoside analogues, nucleotide prodrugs, or antiviral replication-inhibition studies

Gemcitabine, Emtricitabine, Sofosbuvir, Favipiravir, etc.

Table 3

Table 3 includes multiple fluorinated heterocyclic molecules related to nucleosides, nucleotides, or nucleic-acid metabolism. It is suitable for studies on RdRp, reverse transcriptase, nucleoside metabolism, and prodrug delivery.

Antibacterial susceptibility testing, quinolone mechanism studies, or DNA gyrase/topoisomerase research

Levofloxacin, Ofloxacin, Norfloxacin, Ciprofloxacin, Moxifloxacin, and Delafloxacin

Table 4

Table 4 concentrates on fluorinated quinolone antibacterials. It is suitable for MIC/zone-of-inhibition assays, resistance comparison, antibacterial-spectrum evaluation, and target-enzyme mechanism studies. For antibacterial-focused projects, Table 4 should be prioritized.

Antifungal susceptibility testing, fungal CYP51 inhibition, or invasive fungal infection studies

Fluconazole, Voriconazole, Isavuconazole, and Oteseconazole

Table 4

The fluorinated antifungals in Table 4 cover both classical triazoles and newer scaffolds. They are suitable for drug-sensitivity studies on Candida, Aspergillus, and related fungi, as well as resistance-mechanism and sterol-biosynthesis pathway research.

Non-anti-infective pharmacology research on tumor signaling, inflammatory pathways, cardiovascular pathways, etc.

Functional drugs such as Selumetinib, Celecoxib, and Vericiguat

Table 5

Table 5 is more focused on pharmacologically functional organofluorine heterocycles. It is suitable for mechanism studies and drug screening in areas such as the MEK/ERK pathway, COX-2 inflammatory signaling, and the NO-sGC-cGMP cardiovascular pathway.

Diabetes, metabolic regulation, or DPP-4-related research

Sitagliptin

Table 5

If the research theme is glucose-lowering pharmacology, the incretin system, or DPP-4 target validation, Table 5 is more appropriate, because these products do not belong to the anti-infective or nucleoside-analogue categories.

Novel antiviral target research for HIV, influenza, and related viruses

Lenacapavir, Baloxavir marboxil, etc.

Table 5

Table 5 is suitable for identifying "non-classical nucleoside" antiviral molecules. If the focus is not nucleoside metabolism, but new mechanisms such as capsid inhibition or cap-dependent endonuclease inhibition, Table 5 should be prioritized.

PET molecular imaging, tumor tracing, or neurodegenerative disease imaging research

Flortaucipir (18F) and Dcfpyl F-18

Table 5

Table 5 includes radiodiagnostic probes suitable for Tau imaging, PSMA-positive lesion imaging, and related molecular imaging studies. If the task is tracing/imaging rather than conventional pharmacological testing, Table 5 should be consulted directly.

Selecting simultaneously from both ends: basic building blocks and active molecules

Basic building blocks + final drug or agrochemical products

Table 1 + Table 2 / Table 3 / Table 4 / Table 5

If the project involves both molecular design and final activity validation, it is usually best to first identify expandable scaffolds in Table 1 and then consult Table 2 (agrochemicals), Table 3 (nucleosides/antimetabolites), Table 4 (anti-infectives), or Table 5 (innovative drugs/probes) according to the specific direction.

 

Table 1. Basic Organofluorine Heterocyclic Building Blocks (Fluoropyridines, Fluoropyrimidines, and Trifluoromethyl Heterocycles)

 

Category

CAS No.

Aladdin Catalog No.

Name

Specification or Purity

Product Features and Applications

Basic fluoropyridine building block

1513-65-1

D124337

2,6-Difluoropyridine

≥99%

A representative fluoropyridine building block commonly used in the synthesis of fluoropyridine derivatives, pharmaceutical/agrochemical intermediates, and heterocycle-functionalized molecules; the two fluorine sites also facilitate later selective transformations.

Basic fluoropyridine building block

372-48-5

F120342

2-Fluoropyridine

≥99%

A commonly used fluoropyridine building block suitable for the design and synthesis of fluorinated aza-heterocyclic drugs, agrochemical intermediates, and substituted pyridine derivatives.

Basic fluoropyridine building block

372-47-4

F119663

3-Fluoropyridine

≥99%

A commonly used fluoropyridine building block that can be used to construct fluorinated heteroaryl drug leads, agrochemical intermediates, and substrates for subsequent coupling/substitution reactions.

Basic fluoropyrimidine building block

31575-35-6

F665141

2-Fluoropyrimidine

≥98%

A representative fluoropyrimidine building block often used in the synthesis of fluorinated nucleoside analogues, heterocyclic drug intermediates, and electron-deficient pyrimidine derivatives.

Basic fluoropyrimidine building block

675-21-8

F194535

5-Fluoropyrimidine

≥98%

A commonly used fluoropyrimidine building block suitable for medicinal chemistry research on fluorinated nucleic-acid-related molecules, antimetabolite derivatives, and fluoropyrimidine scaffolds.

Basic trifluoromethyl pyridine building block

368-48-9

T122680

2-(Trifluoromethyl)pyridine

≥98%

A commonly used trifluoromethyl pyridine building block suitable for the synthesis of fluorinated drug, agrochemical, and functional-molecule intermediates; it is also frequently used as a pyridine fragment for tuning lipophilicity and electronic properties.

Basic trifluoromethyl pyrazole building block

20154-03-4

T168356

3-(Trifluoromethyl)pyrazole

≥97%

An important trifluoromethyl pyrazole building block commonly used to construct fluorinated pyrazole agrochemicals, drug leads, and various heterocyclic bioactive scaffolds.

Basic trifluoromethyl pyridine building block

3796-23-4

T136292

3-(Trifluoromethyl)pyridine

≥97%

A commonly used trifluoromethyl pyridine building block suitable for the synthesis of fluorinated drug and agrochemical intermediates, and often used to tune molecular electronic properties and hydrophobicity.

Basic trifluoromethyl pyridine building block

3796-24-5

W135490

4-(Trifluoromethyl)pyridine

≥97%

A commonly used trifluoromethyl pyridine building block suitable for constructing fluorinated heteroaryl fragments, pharmaceutical intermediates, and agrochemical bioactive molecules.

 

Table 2. Fluorinated Heterocyclic Agrochemicals (Herbicides, Insecticides/Acaricides, and Fungicides)

 

Category

CAS No.

Aladdin Catalog No.

Name

Specification or Purity

Product Features and Applications

Fluorinated triazolopyrimidine herbicide

145701-23-1

F118352

Florasulam

Analytical standard, ≥99.8%

A representative fluorinated triazolopyrimidine herbicide standard commonly used for residue detection of ALS-inhibitor herbicides, LC/GC-MS method development, weed control, and mode-of-action studies.

Fluorinated triazolopyrimidine herbicide

98967-40-9

A114954

Flumetsulam

Analytical standard, ≥98%

A representative fluorinated triazolopyrimidine herbicide standard suitable for pesticide-residue analysis, standard-curve preparation, method validation, and herbicide-screening studies.

Fluorinated phenylpyrazole insecticide

120068-37-3

F110005

Fipronil

Analytical standard, ≥98%

A representative fluorinated phenylpyrazole insecticide standard suitable for pesticide-residue testing, environmental sample monitoring, and studies on GABA receptor-related insecticidal mechanisms.

Fluorinated pyridine insecticide

158062-67-0

F770772

Flonicamid

Analytical standard

A fluorinated pyridine insecticide standard suitable for studies on the control of sap-sucking pests, pesticide-residue testing, and evaluation of feeding-inhibition activity.

Fluorinated mesoionic fused pyrimidinone insecticide

1263133-33-0

T1282852

Triflumezopyrim

A fluorinated mesoionic fused pyrimidinone insecticide used mainly for controlling planthoppers and other sap-sucking pests, and also commonly used in studies on novel nAChR-related mechanisms and pesticide-residue analysis.

Fluorinated triazole fungicide

136426-54-5

F118341

Fluquinconazole

Analytical standard, ≥97.5%

A fluorinated triazole fungicide standard commonly used for fungicide residue analysis, seed-treatment studies, and evaluation of sterol-biosynthesis inhibition mechanisms.

Fluorinated pyridine fungicide

79622-59-6

F114600

Fluazinam

Analytical standard

A fluorinated pyridine fungicide standard commonly used for pesticide-residue analysis, environmental fate monitoring, and studies on the mechanism of broad-spectrum protectant fungicides.

Fluorinated triazole fungicide

76674-21-0

F1421303

Flutriafol

≥98%

A representative fluorinated triazole fungicide commonly used in sterol-biosynthesis inhibition studies, crop-disease control evaluation, and pesticide-residue analysis.

Fluorinated phenylpyrrole fungicide

131341-86-1

F769319

Fludioxonil

≥98%

A representative fluorinated phenylpyrrole fungicide widely used in seed treatment and post-harvest disease control studies, as well as in pesticide-residue testing and broad-spectrum preservation experiments.

Fluorinated pyridine carboxamide fungicide

658066-35-4

F304303

Fluopyram

≥98%

A fluorinated pyridine carboxamide SDHI fungicide that also has some nematicidal value, suitable for studies on succinate dehydrogenase inhibition, seed treatment, and pesticide-residue analysis.

Fluorinated pyrazole carboxamide fungicide

494793-67-8

P1348187

Penflufen

≥99%

A fluorinated pyrazole carboxamide SDHI fungicide commonly used in seed treatment, soil-borne disease control, succinate dehydrogenase inhibition studies, and pesticide-residue analysis.

Fluorinated pyrazole carboxamide fungicide

907204-31-3

F412925

Fluxapyroxad

≥98%

A representative fluorinated pyrazole carboxamide SDHI fungicide commonly used for broad-spectrum disease control, studies of mitochondrial respiration inhibition, and resistance-risk evaluation.

 

Table 3. Fluoropyrimidines, Fluorinated Nucleosides, and Related Prodrugs/Antiviral Molecules

 

Category

CAS No.

Aladdin Catalog No.

Name

Specification or Purity

Product Features and Applications

Fluoropyrimidine antitumor drug

51-21-8

F476739

Fluorouracil

PharmPure™, USP

A classic fluoropyrimidine antimetabolite used in studies of thymidylate synthase inhibition, tumor-cell proliferation inhibition, and 5-FU-related drug sensitivity, metabolism, and mechanism.

Fluoropyrimidine antifungal drug

2022-85-7

F123460

5-Fluorocytosine

Moligand™, ≥99%

A classic fluoropyrimidine antifungal molecule commonly used in fungal susceptibility testing, cytosine deaminase-related selection systems, and antifungal mechanism studies.

Fluoropyrimidine deoxynucleoside antimetabolite

50-91-9

F110732

5-Fluoro-2′-deoxyuridine(FUDR)

Moligand™, ≥99%

A fluoropyrimidine deoxynucleoside antimetabolite commonly used in studies of DNA synthesis inhibition, cell-cycle regulation, and cellular/model-organism experiments.

Fluoropyrimidine prodrug antitumor drug

154361-50-9

C124969

Capecitabine

Moligand™, ≥99%

An oral 5-FU prodrug suitable for studies of prodrug activation mechanisms, pharmacokinetics, and fluoropyrimidine antitumor drugs.

Fluorinated nucleoside antitumor drug

95058-81-4

G127944

Gemcitabine

Moligand™, ≥99%

A difluorinated cytidine antitumor drug used in studies of nucleoside metabolism, DNA synthesis inhibition, and tumor-cell drug sensitivity and mechanism.

Fluorinated pyrazine antiviral drug

259793-96-9

F303252

Favipiravir

Moligand™, ≥99%

A fluorinated pyrazine antiviral molecule used in studies of RNA-virus replication inhibition, RdRp-related mechanisms, and antiviral activity evaluation.

Fluorinated nucleotide prodrug antiviral drug

1190307-88-0

P127282

Sofosbuvir

Moligand™, ≥99%

A fluorinated nucleotide prodrug antiviral drug used in studies of HCV replication inhibition, prodrug-delivery design, and nucleoside analogues.

Fluoropyrimidine prodrug antitumor drug

17902-23-7

T125377

FT-207 (NSC 148958)

Moligand™, ≥98%(HPLC)

A representative 5-FU prodrug molecule suitable for studies of prodrug design, in vivo metabolic conversion, and fluoropyrimidine antitumor mechanisms.

Fluorinated nucleoside antiviral drug

143491-57-0

E125328

Emtricitabine

Moligand™, ≥98%

A fluorinated cytidine analogue antiviral drug used in reverse-transcriptase inhibition studies, anti-HIV research, and nucleoside-drug development.

Fluoropyrimidine nucleoside prodrug antitumor drug

3094-09-5

D155744

5'-Deoxy-5-fluorouridine

≥98%(HPLC)

A fluoropyrimidine nucleoside prodrug and an important representative of 5-FU-related prodrug systems, commonly used in studies of prodrug activation, nucleoside metabolism, and antitumor mechanisms.

 

Table 4. Fluorinated Anti-infective Heterocyclic Drugs (Antibacterials and Antifungals)

 

Category

CAS No.

Aladdin Catalog No.

Name

Specification or Purity

Product Features and Applications

Fluorinated quinolone antibacterial

100986-85-4

L473790

Levofloxacin

Moligand™, anhydrous grade, ≥98%

A representative fluorinated quinolone antibacterial used in studies of DNA gyrase/topoisomerase inhibition, susceptibility testing, and infection models.

Fluorinated quinolone antibacterial

82419-36-1

O102012

Ofloxacin

Moligand™, analytical standard, ≥99%(HPLC)

A classic fluorinated quinolone antibacterial suitable for antibacterial-activity evaluation, susceptibility analysis, and quinolone mechanism studies.

Fluorinated quinolone antibacterial

70458-96-7

N114261

Norfloxacin

Moligand™, analytical standard

A commonly used fluorinated quinolone antibacterial suitable for drug analysis, antibacterial mechanism studies, and monitoring of quinolones in environmental and other samples.

Fluorinated quinolone antibacterial

189279-58-1

D125392

Delafloxacin

Moligand™, ≥98%

A next-generation fluorinated quinolone antibacterial suitable for studies on drug-resistant bacteria, DNA gyrase/topoisomerase inhibition, and antibacterial-activity evaluation.

Fluorinated quinolone antibacterial

85721-33-1

C129896

Ciprofloxacin

Moligand™, ≥98%

A representative fluorinated quinolone antibacterial used in studies of DNA gyrase inhibition, antibacterial-activity evaluation, and drug delivery.

Fluorinated quinolone antibacterial

151096-09-2

M302962

Moxifloxacin

Moligand™, ≥98%

A representative fluorinated quinolone antibacterial suitable for DNA gyrase/topoisomerase inhibition studies, susceptibility testing, and evaluation of antibacterial activity in infection models.

Fluorinated triazole antifungal

137234-62-9

V129745

Voriconazole

Moligand™, ≥98%

A representative fluorinated triazole antifungal used in studies of fungal CYP51 inhibition, susceptibility testing, and invasive fungal infections.

Fluorinated triazole antifungal

86386-73-4

E129360

Fluconazole

Moligand™, ≥98%

A classic fluorinated triazole antifungal commonly used in studies of fungal CYP51 inhibition, susceptibility testing, and resistance mechanisms.

Fluorinated tetrazole/pyridine antifungal

1340593-59-0

O647411

Oteseconazole

≥99%

A fluorinated tetrazole/pyridine antifungal that selectively inhibits fungal CYP51 and is commonly used in studies of recurrent vulvovaginal candidiasis and fungal sterol-biosynthesis mechanisms.

Fluorinated triazole antifungal

241479-67-4

I337027

Isavuconazole

≥98%

A fluorinated triazole antifungal commonly used in research on invasive aspergillosis and mucormycosis, and also in fungal CYP51 inhibition and broad-spectrum antifungal-activity evaluation.

 

Table 5. Other Innovative Fluorinated Drugs, Functional Drugs, and Molecular Imaging Probes

 

Category

CAS No.

Aladdin Catalog No.

Name

Specification or Purity

Product Features and Applications

Fluorinated benzimidazole targeted antitumor drug

606143-52-6

S125580

Selumetinib (AZD6244)

Moligand™, ≥99%

A fluorinated benzimidazole MEK inhibitor used in RAS/RAF/MEK/ERK pathway studies, tumor-signal-transduction analysis, and combination-therapy screening.

Fluorinated pyrazole anti-inflammatory drug

169590-42-5

C129279

Celecoxib

Moligand™, ≥99%

A fluorinated pyrazole selective COX-2 inhibitor commonly used in studies of inflammatory pathways, pain mechanisms, and the tumor inflammatory microenvironment.

Fluorinated fused aza-heterocycle cardiovascular drug

1350653-20-1

V414461

Vericiguat

Moligand™, ≥98%

A fluorinated fused aza-heterocycle soluble guanylate cyclase (sGC) stimulator used in studies of the NO-sGC-cGMP signaling pathway, heart-failure pharmacology, and cardiovascular drug screening.

Fluorinated sulfur-containing heterocyclic prodrug anti-influenza drug

1985606-14-1

B413378

Baloxavir marboxil

Moligand™, ≥97%

A fluorinated heterocyclic prodrug anti-influenza molecule and prodrug of a cap-dependent endonuclease inhibitor, commonly used in studies of influenza-virus replication inhibition, PA-protein-related mechanisms, and antiviral-drug screening.

Fluorinated triazolopyrazine antidiabetic drug

486460-32-6

S176594

sitagliptin

Moligand™, ≥97%

A fluorinated triazolopyrazine DPP-4 inhibitor commonly used in studies of the incretin pathway, glucose-homeostasis regulation, and the pharmacology of type 2 diabetes.

Fluorinated fused aza-heterocycle radiodiagnostic probe

1522051-90-6

F610343

flortaucipir (18F)

Moligand™

A fluorinated fused aza-heterocycle PET imaging probe used for imaging Tau-related neurofibrillary tangles, commonly seen in Alzheimer's disease and other tauopathy research.

Fluorinated polyheterocyclic anti-HIV drug

2189684-44-2

L611483

lenacapavir

Moligand™

A fluorinated polyheterocyclic HIV-1 capsid inhibitor suitable for studies of HIV capsid function, long-acting antiviral-drug development, and resistance-mechanism evaluation.

Fluorinated pyridine radiodiagnostic probe

1207181-29-0

D671218

Dcfpyl F-18

A fluorinated pyridine PET imaging probe used for imaging PSMA-positive lesions, commonly used in prostate-cancer molecular imaging, tracing, and diagnostic research.

 

Note: The products above are representative Aladdin products. For more product specifications, please refer to the product list at the end of the article or search the Aladdin website using the product name/CAS/catalog number.

 

For more related articles, see below:

 

Late-Stage Fluorination Toolbox: “Minimally Invasive Upgrades” for Lead Candidates: Four “Fluorine Knobs” → Two major routes (electrophilic vs nucleophilic) → An ¹⁸F-PET tracer branch  Selection navigation & representative product list

 

One Atom Can Change a Drug’s Fate: Atom-Level Knobs and a Functional-Group Toolbox for Medicinal Chemistry (Methyl / Halogen Bonding / 3D Building Blocks / Late-Stage Fluorination + Product-Selection Tables)

 

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Fluorinated Polyimide (FPI/CPI) Monomer Selection and Performance Trade-offs: Structure Design, Processing Window, and Application Guide (with an Aladdin Product List)

Categories: Technical articles

Da — when not otherwise indicated, molecular weight units are daltons.   Mw — weight-average molecular weight.   Mn — number-average molecular weight.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.

Cite this article

Aladdin Scientific. "Understanding Organofluorine Heterocycles: Structure Tuning, Applications, Research Selection, and Product Navigation (Tables 1-5)" Aladdin Knowledge Base, updated 15 mar 2026. https://www.aladdinsci.com/us_es/faqs/understanding-organofluorine-heterocycles-en.html
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