AzddMeC - ≥98% , CAS No.87190-79-2

CAS: 87190-79-2 Cat. No.: A646587 Molecular Weight: 266.26 PubChem CID: 64986
AVAILABLE TO ORDER
GRADE & PURITY ≥98%
Synonyms
AZ-5MeC | 4-amino-1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidin-2-one | HY-105268 | 3'-Azido-2',3'-dideoxy-5-methylcytidine | Az-Dcme | SCHEMBL15531809 | NSC687371 | 4-amino-1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2
Storage
Store at 2-8°C,Desiccated
Shipped In
Wet ice
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5mg
A646587-5mg
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$420.90
10mg
A646587-10mg
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$680.90
25mg
A646587-25mg
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50mg
A646587-50mg
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$2,200.90
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Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C,Desiccated Ships Wet ice 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 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

AzddMeC (CS-92) is an antiviral nucleoside analogue and a potent potent, selective and orally active HIV-1 reverse transcriptase and HIV-1 replication inhibitor. In HIV-1 -infected human PBM cells and HIV-1 -infected human macrophages, the EC 50 values of AzddMeC are 9 nM and 6 nM, respectively

In Vitro

AzddMeC (CS-92) is also effective against HIV-2 in lymphocytes. The replication of Friend murine virus is only weakly inhibited, and no effect is observed against HSV type 1 and type 2 and coxsackievirus B4. The interaction of the 5'-triphosphate of AzddMeC with HIV-1 reverse transcriptase indicated competitive inhibition (the inhibition constant, Kis, is 9.3 nM). MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

The pharmacokinetics of AzddMeC are characterized following intravenous and oral administration of 60 mg/kg of the compound to male rhesus monkeys. 3'-azido-3'-deoxythymidine (AZT) is a major metabolite of AzddMeC in monkeys. AzddMeC concentrations in serum declined rapidly in a biexponential fashion with the terminal half-life ranging from 0.5 to 1.3 hr. Renal excretion of unchanged nucleoside and metabolic deamination yielding AZT are the primary routes of AzddMeC clearance. The oral bioavailability is 26%. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:HIV-1 9 nM (EC 50 , Human PBM cells) HIV-1 6 nM (EC 50 , Human macrophages)

Specifications

Synonyms
AZ-5MeC | 4-amino-1-[(2R, 4S, 5S)-4-azido-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidin-2-one | HY-105268 | 3'-Azido-2', 3'-dideoxy-5-methylcytidine | Az-Dcme | SCHEMBL15531809 | NSC687371 | 4-amino-1-[(2R, 4S, 5S)-4-azido-5-(hydroxymethyl)oxolan-2
Specifications & Purity
≥98%
Biochemical and Physiological Mechanisms
AzddMeC (CS-92) is an antiviral nucleoside analogue and a potent potent, selective and orally active HIV-1 reverse transcriptase and HIV-1 replication inhibitor. In HIV-1 -infected human PBM cells and HIV-1 -infected human macrophages, the EC 50 values of
Storage
Store at 2-8°C, Desiccated
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type
INHIBITOR
Purity
≥98%
Names and Identifiers
Canonical SmilesCC1=CN(C(=O)N=C1N)C2CC(C(O2)CO)N=[N+]=[N-]
IUPAC Name4-amino-1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidin-2-one
InChIKeyGZSDAHQGNUAEBC-XLPZGREQSA-N
INCHI1S/C10H14N6O3/c1-5-3-16(10(18)13-9(5)11)8-2-6(14-15-12)7(4-17)19-8/h3,6-8,17H,2,4H2,1H3,(H2,11,13,18)/t6-,7+,8+/m0/s1
Isomeric SMILES CC1=CN(C(=O)N=C1N)[C@H]2C[C@@H]([C@H](O2)CO)N=[N+]=[N-]
Alternate CAS 87190-79-2
PubChem CID 64986
MeSH Entry Terms 3'-azido-2',3'-dideoxy-5-methylcytidine;Az-dCME;AzddMeC;CS-92
Molecular Weight 266.26

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
SuperclassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleosides
SubclassPyrimidine 2',3'-dideoxyribonucleosides
Intermediate Tree Nodes Not available
Direct ParentPyrimidine 2',3'-dideoxyribonucleosides
Alternative Parents Pyrimidones  Aminopyrimidines and derivatives  Imidolactams  Hydropyrimidines  Tetrahydrofurans  Heteroaromatic compounds  Azo compounds  Azo imides  Azacyclic compounds  Oxacyclic compounds  Hydrocarbon derivatives  Organic oxides  Organic zwitterions  Organopnictogen compounds  Primary alcohols  Primary amines  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Pyrimidine 2',3'-dideoxyribonucleoside - Aminopyrimidine - Pyrimidone - Hydropyrimidine - Pyrimidine - Imidolactam - Heteroaromatic compound - Tetrahydrofuran - Azo compound - Azo imide - Oxacycle - Azacycle - Organoheterocyclic compound - Organic oxide - Amine - Organic oxygen compound - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Alcohol - Organopnictogen compound - Organic zwitterion - Organic nitrogen compound - Hydrocarbon derivative - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at positions 2 and 3.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
DCK Tchem Deoxycytidine kinase (530 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TK1 Tchem Thymidine kinase, cytosolic (627 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MT4 (17854 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Human immunodeficiency virus 1 (70413 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Moloney murine leukemia virus (54 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sarcoma-180 (387 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
SolubilityDMSO : 200 mg/mL (751.15 mM; Need ultrasonic)
Molecular Weight266.260 g/mol
XLogP3-0.300
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass266.113 Da
Monoisotopic Mass266.113 Da
Topological Polar Surface Area103.000 Ų
Heavy Atom Count19
Formal Charge0
Complexity495.000
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Solution Calculators
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