108742-08-1

Basic information

• Product Name: (1S,2S,3R,5R)-3-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol
• CAS NO: 108742-08-1
• Molecular Formula: C₁₁H₁₄ClN₅O₃
• Molecular Weight: 299.7136
• Mol File: 108742-08-1.mol

Chemical Properties

• Boiling Point: 647.8°C at 760 mmHg
• Flash Point: 345.6°C
• Density: 2.03g/cm³
• Vapor Pressure: 1.14E-17mmHg at 25°C
• Refractive Index: 1.887
• CAS DataBase Reference: (1S,2S,3R,5R)-3-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,3R,5R)-3-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol(108742-08-1)
• EPA Substance Registry System: (1S,2S,3R,5R)-3-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol(108742-08-1)

Safety Data

• Hazardous Substances Data: 108742-08-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(1S,2S,3R,5R)-3-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol is used as a potential pharmaceutical agent for its possible biological activity. Given its structural similarity to purine nucleosides, it may interact with biological macromolecules, making it a candidate for the development of new drugs or therapeutic agents.
Used in Research Applications:
In the field of scientific research, (1S,2S,3R,5R)-3-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol serves as a valuable compound for studying the interactions between small molecules and biological systems. Its unique structure and potential for binding to macromolecules can provide insights into molecular recognition processes and contribute to the advancement of medicinal chemistry and drug discovery.

Upstream product

• 108742-06-9 (+/-)-(1α,2β,3α,5α)-3-<<2-amino-6-chloro-5-<(4-chlorophenyl)azo>-4-pyrimidyl>amino>-5-(hydroxymethyl)-1,2-cyclopentanediol 
• 91382-82-0 (+/-)-(1α,2β,3α,5α)-3-amino-5-(hydroxymethyl)-1,2-cyclopentanediol 
• 122-51-0 orthoformic acid triethyl ester 
• 108742-07-0 (+/-)-(1α,2β,3α,5α)-3-<(2,5-diamino-6-chloro-4-pyrimidyl)amino>-5-(hydroxymethyl)-1,2-cyclopentanediol 
• 108742-05-8 (+/-)-(1α,2β,3α,5α)-3-<(2-amino-6-chloro-4-pyrimidinyl)amino>-5-(hydroxymethyl)-1,2-cyclopentanediol 

Downstream Products

• 108742-09-2 (+/-)-2-amino-1,9-dihydro-9-<(1α,2β,3α,5α)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl>-6H-purin-6-one 

Relevant articles and documents

Synthesis and antiviral activity of carbocyclic analogues of xylofuranosides of 2-amino-6-substituted-purines and 2-amino-6-substituted-8-azapurines

(±)-(1α,2β,3α,5α)-3-[(2,5-Diamino-6-chloro-4-pyrimidinyl)amino] -5-(hydroxmethyl)-1,2-cyclopentanediol (7) was synthesized from 2-amino-4,6-dichloropyrimidine and the carbocyclic xylofuranosylamine (±)-(1α,2β,3α,5α)-3-amino-5-(hydroxymethyl)-1,2-cyclopentanediol (2) by subsequent preparation of the 5-[(4-chlorophenyl)azo] derivative of the resulting pyrimidine and reduction of the azo moiety with zinc and acetic acid. The carbocyclic analogue of 2-amino-4-chloropurine xylofuranoside (8) and the corresponding 8-azapurine 11 were prepared from 7. The carbocyclic analogues xylofuranosylguanine (9), xylofuranosyl-2,6-diaminopurine (10), xylofuranosyl-8-azaguanine (13), and xylofuranosyl-8-aza-2,6-diaminopurine (14) were prepared from 8 and 11. Compounds 9 and 13 were active against herpes simplex virus (types 1 and 2), with 9 being the more potent against both viruses. Analogues 9 also exhibited potent activity against human cytomegalovirus and varicella-zoster virus.