10-Propargyl-5,8-dideazafolic acid , CAS No.76849-19-9

CAS: 76849-19-9 Cat. No.: P669303 Molecular Weight: 477.5
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Synonyms
10-propargyl-5,8-dideazafolic acid | CB3717 | TCMDC-131823 | PDDF | CHEBI:3258 | CB-3717 | CID 443388 | (2S)-2-[[4-[(2-amino-4-oxo-1H-quinazolin-6-yl)methyl-prop-2-ynylamino]benzoyl]amino]pentanedioic acid | CB3 | AC1L9EKK | BDBM18771 | AKOS040746670 | DB
Storage
Room temperature
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Size
Status
Price
Qty
1mg
P669303-1mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.

$571.90

$999.90
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5mg
P669303-5mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.

$1,999.90

$2,999.90
Save $1,000.00 (33.33%)
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Why this grade

for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 4 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
10-propargyl-5, 8-dideazafolic acid | CB3717 | TCMDC-131823 | PDDF | CHEBI:3258 | CB-3717 | CID 443388 | (2S)-2-[[4-[(2-amino-4-oxo-1H-quinazolin-6-yl)methyl-prop-2-ynylamino]benzoyl]amino]pentanedioic acid | CB3 | AC1L9EKK | BDBM18771 | AKOS040746670 | DB
Storage
Room temperature
Action Type
INHIBITOR
Product Properties
ALogP0.6
Names and Identifiers
Canonical SmilesC#CCN(CC1=CC2=C(C=C1)N=C(NC2=O)N)C3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
IUPAC Name(2S)-2-[[4-[(2-amino-4-oxo-3H-quinazolin-6-yl)methyl-prop-2-ynylamino]benzoyl]amino]pentanedioic acid
InChIKeyLTKHPMDRMUCUEB-IBGZPJMESA-N
INCHI1S/C24H23N5O6/c1-2-11-29(13-14-3-8-18-17(12-14)22(33)28-24(25)27-18)16-6-4-15(5-7-16)21(32)26-19(23(34)35)9-10-20(30)31/h1,3-8,12,19H,9-11,13H2,(H,26,32)(H,30,31)(H,34,35)(H3,25,27,28,33)/t19-/m0/s1
Isomeric SMILES C#CCN(CC1=CC2=C(C=C1)N=C(NC2=O)N)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
Molecular Weight 477.5
Reaxy-Rn 4241059
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4241059&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives - Alpha amino acids and derivatives
Direct ParentGlutamic acid and derivatives
Alternative Parents N-acyl-alpha amino acids  Hippuric acids  Quinazolinamines  Aminobenzamides  Aniline and substituted anilines  Benzoyl derivatives  Dialkylarylamines  Aminopyrimidines and derivatives  Pyrimidones  Aralkylamines  Dicarboxylic acids and derivatives  Vinylogous amides  Heteroaromatic compounds  Secondary carboxylic acid amides  Amino acids  Acetylides  Carboxylic acids  Azacyclic compounds  Hydrocarbon derivatives  Carbonyl compounds  Organic oxides  Organopnictogen compounds  Primary amines  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Glutamic acid or derivatives - N-acyl-alpha-amino acid - Hippuric acid or derivatives - Hippuric acid - N-acyl-alpha amino acid or derivatives - Quinazolinamine - Diazanaphthalene - Aminobenzamide - Aminobenzoic acid or derivatives - Quinazoline - Benzamide - Benzoic acid or derivatives - Tertiary aliphatic/aromatic amine - Benzoyl - Aniline or substituted anilines - Dialkylarylamine - Pyrimidone - Aralkylamine - Aminopyrimidine - Benzenoid - Pyrimidine - Dicarboxylic acid or derivatives - Monocyclic benzene moiety - Heteroaromatic compound - Vinylogous amide - Secondary carboxylic acid amide - Tertiary amine - Carboxamide group - Amino acid - Acetylide - Azacycle - Organoheterocyclic compound - Carboxylic acid - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Amine - Organopnictogen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as glutamic acid and derivatives. These are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
External Descriptors N-acyl-L-glutamic acid
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
DHFR Tclin Dihydrofolate reductase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TYMS Tclin Thymidylate synthase (14 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
DHFR Tclin Dihydrofolate reductase (3072 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TYMS Tclin Thymidylate synthase (1651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC2A1 Tchem Glucose transporter (14755 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WIL2 (182 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (R7A) (18 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (RD1694) (36 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ht1 Hexose transporter 1 (14071 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
Molecular Weight477.500 g/mol
XLogP30.600
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Exact Mass477.165 Da
Monoisotopic Mass477.165 Da
Topological Polar Surface Area174.000 Ų
Heavy Atom Count35
Formal Charge0
Complexity903.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Guohong Yao, Fenfang Li, Shengyi Dong.  (2023)  Solvent-free bulk soft material with low-temperature tolerance: Transparency, flexibility, stretchability, and adhesion.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2023.119164]
2. Li Gao, Huiying Zuo, Aikun Han, Yaming Sun, Xue Ma, Lijun He, Wenjie Zhao.  (2022)  Chromatographic Regulation by the Building Blocks for Triazine Polymer-Based Core–Shell Stationary Phases.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.2c00939]
3. Yongjin Ma, Xi Chen, Hanshuo Wu, Yanyang Shang, Pengfei Tan, Laidi Wu, Hong Wu, Jun Pan, Xiang Xiong.  (2017)  Highly efficient adsorption/photodegradation of organic pollutants using Sn1−0.25xCuxS2 flower-like as a novel photocatalyst.  JOURNAL OF ALLOYS AND COMPOUNDS,      [PMID:] [10.1016/j.jallcom.2017.01.266]
4. Sisi Liu, Shibao Chen, Xiaohao Li, Yubo Yue, Jinling Li, Paul N. Williams, Zhanyun Wang, Cailin Li, Yuanyuan Yang, Guang-Guo Ying, Chang-Er Chen.  (2021)  Development and application of diffusive gradients in thin-films for in situ sampling of the bitterest chemical – denatonium benzoate in waters.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:34329009] [10.1016/j.jhazmat.2021.126393]
Solution Calculators
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