5440-17-5

Basic information

• Product Name: 6-CHLORO-7-METHYLPURINE
• Synonyms: 6-CHLORO-7-METHYLPURINE;7-METHYL-6-CHLOROPURINE;NSC 15192;6-Chloro-7-methyl-7H-purine
• CAS NO: 5440-17-5
• Molecular Formula: C₆H₅ClN₄
• Molecular Weight: 168.58
• Product Categories: Bases & Related Reagents;Nucleotides
• Mol File: 5440-17-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 175-185°C
• Boiling Point: 321.7 °C at 760 mmHg
• Flash Point: 148.4 °C
• Appearance: light green solid
• Density: 1.59 g/cm³
• Vapor Pressure: 0.000293mmHg at 25°C
• Refractive Index: 1.743
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
• PKA: 0.65±0.30(Predicted)
• CAS DataBase Reference: 6-CHLORO-7-METHYLPURINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-7-METHYLPURINE(5440-17-5)
• EPA Substance Registry System: 6-CHLORO-7-METHYLPURINE(5440-17-5)

Safety Data

• Hazardous Substances Data: 5440-17-5(Hazardous Substances Data)

Usage

Description

6-CHLORO-7-METHYLPURINE is an organic compound characterized by its light green solid appearance. It is a synthetic intermediate that plays a significant role in the creation of various chemical products and pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
6-CHLORO-7-METHYLPURINE is used as a synthetic intermediate for the development of various pharmaceutical products. Its unique chemical structure allows it to be a key component in the synthesis of drugs targeting specific medical conditions.
Used in Chemical Synthesis:
6-CHLORO-7-METHYLPURINE is also used as a synthetic intermediate in the chemical industry for the production of different compounds. Its versatility in chemical reactions makes it a valuable asset in creating a wide range of products.

InChI:InChI=1/C6H5ClN4/c1-11-3-10-6-4(11)5(7)8-2-9-6/h2-3H,1H3

Upstream product

• 87-42-3 6-chloropurine 
• 74-88-4 methyl iodide 
• 74-87-3 methylene chloride 
• 32916-51-1 cyclopentylmagnesium chloride 
• 87-42-3 6-chloro-7H-purine 
• 1374867-82-9 9-tert-butoxycarbonyl-6-chloro-7,8-dihydro-7-methylpurine 
• 1374867-77-2 9-tert-butoxycarbonyl-6-chloro-7,8-dihydropurine 
• 851165-38-3 9-tert-butoxycarbonyl-6-chloro-9H-purine 
• 67-56-1 methanol 
• 110475-17-7 5-amino-3-methyl-3H-imidazole-4-carboxylic acid amide; hydrochloride 
• 1006-08-2 7-methyl-1,7-dihydro-purin-6-one 
• 1008361-76-9 6-chloro-9-trityl-9H-purine 
• 1258274-87-1 6-chloro-7,8-dihydro-7-methyl-9-tritylpurine 
• 1258274-72-4 6-chloro-7,8-dihydro-9-tritylpurine 

Downstream Products

• 1229593-31-0 6-(2-hydroxy-3-methylbenzylamino)-7-methylpurine 

Relevant articles and documents

Regioselective alkylation reaction of purines under microwave irradiation

The alkylation of purines which is generally carried out after anion formation by treatment with a base and alkyl halide is complicated and in the best cases, mixtures of N-alkylated compounds are obtained. Purine derivatives can be acquired from alkylati

6-Substituted purines as ROCK inhibitors with anti-metastatic activity

Rho-associated serine/threonine kinases (ROCKs) are principal regulators of the actin cytoskeleton that regulate the contractility, shape, motility, and invasion of cells. We explored the relationships between structure and anti-ROCK2 activity in a group

Solvent-Controlled, Site-Selective N-Alkylation Reactions of Azolo-Fused Ring Heterocycles at N1-, N2-, and N3-Positions, Including Pyrazolo[3,4- d]pyrimidines, Purines, [1,2,3]Triazolo[4,5]pyridines, and Related Deaza-Compounds

Alkylation of 4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (1b) with iodomethane in THF using NaHMDS as base selectively provided N2-methyl product 4-methoxy-2-methyl-2H-pyrazolo[3,4-d]pyrimidine (3b) in an 8/1 ratio over N1-methyl product (2b). Interestingly, conducting the reaction in DMSO reversed selectivity to provide a 4/1 ratio of N1/N2 methylated products. Crystal structures of product 3b with N1 and N7 coordinated to sodium indicated a potential role for the latter reinforcing the N2-selectivity. Limits of selectivity were tested with 26 heterocycles which revealed that N7 was a controlling element directing alkylations to favor N2 for pyrazolo- and N3 for imidazo- and triazolo-fused ring heterocycles when conducted in THF. Use of 1H-detected pulsed field gradient-stimulated echo (PFG-STE) NMR defined the molecular weights of ionic reactive complexes. This data and DFT charge distribution calculations suggest close ion pairs (CIPs) or tight ion pairs (TIPs) control alkylation selectivity in THF and solvent-separated ion pairs (SIPs) are the reactive species in DMSO.