CAS 137490-72-3

6H-Purin-6-one, 2-amino-1,9-dihydro-9-[3-hydroxy-4-(hydroxymethyl)cyclopentyl]-, [1R-(1α,3α,4α)]-

Description:

The chemical substance known as "6H-Purin-6-one, 2-amino-1,9-dihydro-9-[3-hydroxy-4-(hydroxymethyl)cyclopentyl]-, [1R-(1α,3α,4α)]-" with CAS number 137490-72-3 is a purine derivative characterized by its complex bicyclic structure, which includes a purine ring system and a cyclopentyl moiety. This compound features a 2-amino group and a hydroxymethyl substituent, contributing to its potential biological activity. The presence of hydroxyl groups suggests that it may engage in hydrogen bonding, influencing its solubility and reactivity. The stereochemistry indicated by the [1R-(1α,3α,4α)] notation implies specific spatial arrangements of atoms, which can significantly affect the compound's interactions with biological targets. Such compounds are often investigated for their pharmacological properties, including potential roles as antiviral or anticancer agents. Overall, the unique structural features of this substance may confer specific biochemical properties, making it of interest in medicinal chemistry and drug development.

Formula: C₁₁H₁₅N₅O₃

InChI: InChI=1S/C11H15N5O3/c12-11-14-9-8(10(19)15-11)13-4-16(9)6-1-5(3-17)7(18)2-6/h4-7,17-18H,1-3H2,(H3,12,14,15,19)/t5-,6-,7-/m1/s1

InChI key: InChIKey=ZEKJSNVOQKQOFO-FSDSQADBSA-N

SMILES: O=C1C2=C(N(C=N2)[C@@H]3C[C@H](CO)[C@H](O)C3)NC(N)=N1

Synonyms:

• 6H-Purin-6-one, 2-amino-1,9-dihydro-9-[3-hydroxy-4-(hydroxymethyl)cyclopentyl]-, [1R-(1α,3α,4α)]-
• Carbocyclic 2'-deoxyguanosine
• 6H-Purin-6-one, 2-amino-1,9-dihydro-9-[3-hydroxy-4-(hydroxymethyl)cyclopentyl]-, [1R-(1α,3α,4α)]- (9CI)

Carbocyclic 2'-deoxyguanosine

CAS: 137490-72-3

Carbocyclic 2'-deoxyguanosine is an analog of the nucleoside guanosine, and it is a prodrug that is converted to the active form, carbocyclic 2'-deoxyguanosin-8-yl-1-beta-D-arabinofuranoside, in vivo. This drug inhibits viral thymidine kinase and has been shown to be effective against HIV infection in clinical studies. Carbocyclic 2'-deoxyguanosine has been shown to inhibit virus proliferation by interfering with viral DNA synthesis and replication. It also blocks transcription of the HLA class I molecule by binding to its promoter region. Carbocyclic 2'-deoxyguanosine may have therapeutic potential for treating herpes simplex virus infections. The drug is being developed as an oral prodrug to treat patients with mild to moderate symptoms of herpes simplex virus infection.

Formula: C₁₁H₁₅N₅O₃

Purity: Min. 95%

Molecular weight: 265.27 g/mol

Ref: 3D-NC29203