CAS 136470-79-6

(1R,4S)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol

Description:

The chemical substance known as (1R,4S)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol, with the CAS number 136470-79-6, is a complex organic compound characterized by its unique structural features, including a cyclopentene ring and a purine derivative. This compound exhibits chirality, indicated by its (1R,4S) configuration, which can influence its biological activity and interactions. The presence of an amino group and a cyclopropylamino moiety suggests potential applications in medicinal chemistry, particularly in the development of pharmaceuticals targeting specific biological pathways. Its molecular structure may confer specific properties such as solubility, stability, and reactivity, which are critical for its function in biological systems. Additionally, the compound's interactions with enzymes or receptors could be significant in therapeutic contexts, making it a subject of interest in drug discovery and development. Overall, this substance represents a fascinating example of how structural intricacies can lead to diverse chemical behaviors and potential applications in science and medicine.

Formula: C₁₄H₁₈N₆O

InChI: InChI=1S/C14H18N6O/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m0/s1

InChI key: InChIKey=MCGSCOLBFJQGHM-WCBMZHEXSA-N

SMILES: N(C1=C2C(N(C=N2)[C@H]3C[C@@H](CO)C=C3)=NC(N)=N1)C4CC4

Synonyms:

• (1R,4S)-4-[2-Amino-6-(cyclopropylamino)-9H-purin-9-yl]-2-cyclopentene-1-methanol
• 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1R,4S)-
• 2-Cyclopentene-1-methanol, 4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]-, (1R-cis)-

ent-Abacavir

CAS: 136470-79-6

Formula: C₁₄H₁₈N₆O

Color and Shape: Solid

Molecular weight: 286.3323

Ref: IN-DA0011WB

Abacavir EP Impurity A

CAS: 136470-79-6

Formula: C₁₄H₁₈N₆O

Color and Shape: White To Off-White Solid

Molecular weight: 286.34

Ref: 4Z-A-2814

ent-abacavir

CAS: 136470-79-6

Ref: 7W-GN3008

rac-Abacavir Sulfate

Controlled Product

CAS: 136470-79-6, 188062-50-2

Formula: C₁₄H₁₈N₆O·H₂SO₄

Color and Shape: Neat

Molecular weight: 670.743

Ref: TR-A105025

ent-Abacavir

Controlled Product

CAS: 136470-79-6

Impurity Abacavir EP Impurity A
Applications ent-Abacavir (Abacavir EP Impurity A) is an enatiomer 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)

Formula: C₁₄H₁₈N₆O

Color and Shape: Neat

Molecular weight: 286.33

Ref: TR-A105015

Abacavir EP Impurity A

CAS: 136470-79-6

Formula: C₁₄H₁₈N₆O

Molecular weight: 286.3

Ref: ST-EA-CP-A1001

ent-abacavir

CAS: 136470-79-6

Ent-abacavir is a drug that belongs to the group of antiretroviral drugs. It has minimal toxicity and has been shown to be effective in long-term treatment of HIV/AIDS. Ent-abacavir is also used as part of active antiretroviral therapy, which includes at least three or four different drugs. It inhibits the activity of reverse transcriptase, an enzyme involved in the replication process of HIV and other retroviruses. This drug has been shown to have few drug interactions with other medications, although caution should be taken when using ent-abacavir with drugs that are metabolized by cytochrome P450 enzymes. Ent-abacavir is not recommended for use in patients who have chronic viral hepatitis or who have a body mass index greater than 30 kg/m2 because its pharmacokinetic properties may be altered in these individuals.

Formula: C₁₄H₁₈N₆O

Purity: Min. 95%

Molecular weight: 286.33 g/mol

Ref: 3D-NE16540

ent-Abacavir

CAS: 136470-79-6

ent-Abacavir, enantiomer of an anti-HIV carbocyclic nucleoside RT inhibitor, is metabolized in the liver, forms active CBV-TP.

Formula: C₁₄H₁₈N₆O

Color and Shape: Solid

Molecular weight: 286.33

Ref: TM-T70859