51998-91-5

Basic information

• Product Name: 2-BENZYLTHIO-6-CHLOROPURINE (2BS6ClP)
• Synonyms: 2-BENZYLTHIO-6-CHLOROPURINE (2BS6ClP);6-Chloro-2-[(phenylmethyl)thio]-1H-purine;6-Chloro-2-[(phenylmethyl)thio]-9H-purine;2-Benzylthio-6-chloropurine
• CAS NO: 51998-91-5
• Molecular Formula: C₁₂H₉ClN₄S
• Molecular Weight: 276.74466
• Mol File: 51998-91-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-BENZYLTHIO-6-CHLOROPURINE (2BS6ClP)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZYLTHIO-6-CHLOROPURINE (2BS6ClP)(51998-91-5)
• EPA Substance Registry System: 2-BENZYLTHIO-6-CHLOROPURINE (2BS6ClP)(51998-91-5)

Safety Data

• Hazardous Substances Data: 51998-91-5(Hazardous Substances Data)

Usage

Description

2-Benzylthio-6-chloropurine (2BS6ClP) is an organic compound with the molecular formula C11H9ClN4S. It is a derivative of purine, a heterocyclic compound that is a central part of the structure of nucleic acids, such as DNA and RNA. 2BS6ClP features a benzylthio group attached to the 2nd carbon and a chlorine atom at the 6th carbon position, which gives it unique chemical properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
2-Benzylthio-6-chloropurine (2BS6ClP) is used as a valuable intermediate in the synthesis of diaminopurine cyclin-dependent kinase (CDK) inhibitors. These inhibitors play a crucial role in the development of novel therapeutic agents for the treatment of various diseases, including cancer. 2-BENZYLTHIO-6-CHLOROPURINE (2BS6ClP)'s unique structure allows it to interact with specific protein targets, thereby modulating cellular processes and potentially leading to the inhibition of tumor growth.
Used in Research and Development:
In addition to its pharmaceutical applications, 2BS6ClP is also utilized in research and development for the study of purine-based compounds and their interactions with biological systems. Its unique chemical structure makes it an interesting candidate for exploring the mechanisms of action of various purine analogs and their potential applications in drug discovery.
Used in Chemical Synthesis:
2-Benzylthio-6-chloropurine (2BS6ClP) can be employed as a building block in the synthesis of more complex organic molecules, particularly those with potential applications in the pharmaceutical, agrochemical, and materials science industries. Its unique functional groups and reactivity make it a versatile starting material for the development of new compounds with tailored properties and functions.

Upstream product

• 5752-57-8 2-phenylmethylsulfanylhypoxanthine 
• 5752-57-8 1,7-Dihydro-2-[(phenylmethyl)thio]-6H-purin-6-one 
• 547740-66-9 5,6-diamino-2-(benzylsulfanyl)-4(3H)-pyrimidinone 
• 100-44-7 benzyl chloride 
• 547740-66-9 4,5-diamino-2-phenylmethylsulfanyl-6-hydroxy-pyrimidine 
• 5752-57-8 2-benzylthio-6-hydroxypurine 
• 2487-40-3 6-hydroxy-2-mercaptopurine 
• 64194-62-3 4-amino-5-formamido-6-hydroxy-2-mercaptopyrimidine 

Downstream Products

• 132649-18-4 (2-benzylsulfanyl-9H-purin-6-yl)-butyl-amine 
• 851370-49-5 2-(benzylsulfanyl)-6-chloro-9-isopropylpurine 
• 212844-53-6 purvalanol A 
• 851370-50-8 6-chloro-9-isopropyl-2-phenylmethanesulfonyl-9H-purine 
• 851370-52-0 2-(benzylsulfanyl)-6-(3-chlorophenylamino)-9-isopropylpurine 
• 851370-53-1 2-(benzylsulfonyl)-6-(3-chlorophenylamino)-9-isopropylpurine 
• 1096436-95-1 2-Benzylthio-6-anilinopurine 
• 1255942-72-3 2-benzylmercapto-6-(2-hydroxy-3-methoxybenzylamino)purine riboside 
• 1255942-71-2 2-benzylmercapto-6-(2-hydroxy-3-methoxybenzylamino)purine 

Relevant articles and documents

Substituted 6-(Benzylamino) Purine Riboside Derivatives, Use Thereof and Compositions Containing These Derivatives

The invention relates to 2-substituted-6-(substituted benzylamino)purine riboside derivatives of the general formula I. These compounds possess antiapoptotic, anti-inflammatory and differentiating activities. The invention relates also to the compositions, which contain these derivatives as active ingredients.

SUBSTITUTED 6-ANILINOPURINE DERIVATIVES AS INHIBITORS OF CYTOKININ OXIDASE/DEHYDROGENASE AND PREPARATIONS CONTAINING THESE DERIVATIVES

The invention relates to substituted 6-anilinopurine derivatives of the general formula I, wherein R denotes one to five substituents independently selected from the group consisting of hydrogen, halogen, hydroxyl, amino, alkyloxy and alkyl group, and R2 denotes amino, halogen, nitro, thio, alkylthio or alkyl group for use as inhibitors of cytokinin oxidase/dehydrogenase. The invention also relates to the compositions containing these derivatives.

New N6-substituted 8-alkyl-2-phenylmethylsulfanyl-adenines. II [1]

Title compounds bearing substituents on C(2), C(6) and C(8) were prepared from a newly synthesized pyrimidine derivative 11. The new pyrimidine 11 was generated from compound 2 through two different synthetic schemes. In one pathway, compound 2 was nitrosated, reduced and alkylated to produce compounds 9, 10 and 11 respectively (Scheme). In an alternate route using compound 2 as the starting material, a coupling reaction using the diazonium salt derived from p-methylaniline afforded the azo derivative 7, which was subsequently alkylated and reductively cleaved to form compounds 8 and 11 respectively (See Scheme). Compound 11 was annulated to the corresponding hypoxanthine derivatives 12-14; compounds 12 and 13 were chlorinated with phosphorus oxychloride, then reacted with amines to yield compound 17 and 20 respectively. Compounds 21, 22 and 23 were obtained by oxidation of the corresponding sulfide as depicted in Scheme. Alkylation of the thiol function of 1 gave a mixture of 3 and 4. Compound 3 was chlorinated to 5. Nitration of 5 resulted in electrophilic aromatic substitution of the aryl ring and concomitant oxidation of the sulfide to the sulfoxide, producing 6.