74247-52-2

Basic information

• Product Name: 1-C-(6-chloro-9H-purin-9-yl)-1-S-methyl-1-thiohexitol
• CAS NO: 74247-52-2
• Molecular Formula: C₁₂H₁₇ClN₄O₅S
• Molecular Weight: 364.8052
• Mol File: 74247-52-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 736.7°C at 760 mmHg
• Flash Point: 399.3°C
• Density: 1.79g/cm³
• Vapor Pressure: 8.73E-23mmHg at 25°C
• Refractive Index: 1.745
• CAS DataBase Reference: 1-C-(6-chloro-9H-purin-9-yl)-1-S-methyl-1-thiohexitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-C-(6-chloro-9H-purin-9-yl)-1-S-methyl-1-thiohexitol(74247-52-2)
• EPA Substance Registry System: 1-C-(6-chloro-9H-purin-9-yl)-1-S-methyl-1-thiohexitol(74247-52-2)

Safety Data

• Hazardous Substances Data: 74247-52-2(Hazardous Substances Data)

Usage

Chemical class

Purine nucleoside analogs

Explanation

Different sources of media describe the Explanation of 74247-52-2 differently. You can refer to the following data:
1. It belongs to a group of chemical compounds that are structurally similar to purines, which are a type of nucleobase found in nucleic acids.
2. It is modified from the natural nucleoside adenosine, which is a building block of DNA and RNA.
3. It specifically targets and inhibits the activity of viral reverse transcriptase enzymes, which are essential for the replication of viral genetic material.
4. The compound is commonly used in the treatment of Human Immunodeficiency Virus (HIV) infection due to its antiviral properties.
5. The unique structure of 1-C-(6-chloro-9H-purin-9-yl)-1-S-methyl-1-thiohexitol allows it to effectively target and inhibit the viral enzyme, contributing to its antiviral activity.

Upstream product

• 74247-51-1 2,3,4,5,6-penta-O-acetyl-1-(6-chloropurin-9-yl)-1-S-methyl-1-thio-D-glycero-D-ido-hexitol 

Relevant articles and documents

ACYCLIC-SUGAR PURINE NUCLEOSIDES DERIVED FROM D-GLUCOSE: STEREOCHEMICAL CORRELATIONS IN ACYCLIC-SUGAR DERIVATIVES UNEQUALLY SUBSTITUTED AT C1

Condensation of 2,3,4,5,6-penta-O-acetyl-1-bromo-1-S-methyl-1-thio-D-glucitol (1) with 6-chloro-9-(chloromercuri)purine gave 49percent of crystalline, levorotatory (1S)-2,3,4,5,6-penta-O-acetyl-1-(6-chloropurin-9-yl)-1-S-methyl-1-thio-D-glucitol (3), together with a smaller proportion of the syrupy, dextrorotatory (1R) isomer.Thiourea converted 3 into its 6-mercaptopurine analog, whose O-deacetylated derivative could be S-methylated to the corresponding 6-(methylthio)purin-9-yl analog: all compounds in this sequence were crystalline and were the pure (1S) isomers, as were the corresponding 1'-S-ethyl derivatives prepared by a similar route.Crystal-structure analysis of the O-deacetylated derivative of the 1'-S-ethyl analog of 3 established the relative stereochemistry of the ethyltio group, permitting assignment of the (1S) absolute stereochemistry to this compound and thus to all compounds in the sequence starting from 1, including the previously described, crystalline, levorotatory 1-(1,6-dihydro-6-thioxopurin-9-yl)-1-S-ethyl-1-thio-D-glucitol, whose chirality at C-1 had not hitherto been established.The close similarity of the chiroptical properties of the crystalline 1'-S-methyl derivatives to those of their 1'-S-ethyl counterparts permitted firm attribution of (1S) chirality to the former series also.Conformational studies showed that all of the derivatives have the sugar chain in a non-extended (sickle) conformation.