N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide

CAS: 171887-03-9

Ref. TR-A604735

Product Information

• Name: N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide
• Synonyms: 2506U90, Abacavir related, GW 282348X, GW 282349X, GR 90352X, 1518U91, 2506U90, 5771W93, 234W93, 26U90 Test Mix 1, 1518U91, 2,5-Diamino-4,6-DichloroformamidoHcl, 2-Amino-4,6-dichloro-5-formamidopyrimidine, 2-Amino-4,6-dichloro-5-pyrimidinyl formamide, Formamide, N-(2-amino-4,6-dichloro-5-pyrimidinyl)-, N-(2-Amino-4,6-Dichloro-5-Pyri, N-(2-Amino-4,6-Dichloropyrimidin-5-Yl) Formamide

Description

Impurity Abacavir - In House Impurity
Applications N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide (Abacavir - In House Impurity) is an intermediate of Abacavir (A105000). Abacavir is a carbocyclic 2'-deoxyguanosine nucleoside reverse transcriptase inhibitor and an anti-HIV drug used to treat HIV infection (1). Intracellular enzymes convert Abacavir to its active form, carbovir-triphosphate (CBV-TP), which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA (2). Abacavir is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase resulting in inactive glucuronide and carboxylate metabolites, respectively.
References (1) Jackson, A., et al.: Antivir Ther. 17, 19 (2012) (2) Yuen, G. J., et al.: Clin Pharmacokinet. 47, 351 (2008)

• Brand: TRC

Chemical properties

• Molecular weight: 207.02
• Formula: C₅H₄Cl₂N₄O
• Color/Form: Off-White To Beige
• InChI: InChI=1S/C5H4Cl2N4O/c6-3-2(9-1-12)4(7)11-5(8)10-3/h1H,(H,9,12)(H2,8,10,11)
• InChI key: InChIKey=XYWHZUCZNRMJGO-UHFFFAOYSA-N
• SMILES: N=c1nc(Cl)c(NC=O)c(Cl)[nH]1