22387-37-7

Basic information

• Product Name: 1H-Purin-6-amine, 8-methyl- (9CI)
• Synonyms: 1H-Purin-6-amine, 8-methyl- (9CI);8-methyladenine;6-Amino-8-methyl-9H-purine;8-Methyl-1H-purin-6-amine;8-Methyl-7H-purin-6-aMine
• CAS NO: 22387-37-7
• Molecular Formula: C₆H₇N₅
• Molecular Weight: 149.15328
• Product Categories: PYRIMIDINE
• Mol File: 22387-37-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 335 °C (decomp)
• Boiling Point: 495°Cat760mmHg
• Flash Point: 285.3°C
• Appearance: /
• Density: 1.49g/cm³
• Vapor Pressure: 0.00191mmHg at 25°C
• Refractive Index: 1.858
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.86±0.20(Predicted)
• CAS DataBase Reference: 1H-Purin-6-amine, 8-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Purin-6-amine, 8-methyl- (9CI)(22387-37-7)
• EPA Substance Registry System: 1H-Purin-6-amine, 8-methyl- (9CI)(22387-37-7)

Safety Data

• Hazardous Substances Data: 22387-37-7(Hazardous Substances Data)

Usage

General Description

1H-Purin-6-amine, 8-methyl- (9CI), also known as 8-methyladenine, is a derivative of adenine which is one of the five nucleobases used in the genetic code of DNA and RNA. The "8-methyl" term refers to a methyl group being attached at the 8 position of the adenine molecule. The specific chemical formula of this derivative is C6H7N5. As an adenine derivative, this chemical plays an important role in biochemistry and molecular biology. However, it's important to note that this chemical should be carefully handled and properly stored due to its potential hazardous and environmental impacts.

InChI:InChI=1/C6H7N5/c1-3-10-4-5(7)8-2-9-6(4)11-3/h2,4H,1H3,(H2,7,8,9,10,11)

Upstream product

• 108-24-7 acetic anhydride 
• 118-70-7 4,5,6-triaminopyrimidine 
• 64-17-5 ethanol 
• 92001-52-0 6-chloro-8-methyl-7H-purine 
• 13061-96-6 dihydroxy-methyl-borane 
• 6974-78-3 8-bromoadenine 
• 239784-24-8 6-chloro-8-methyl-9-(tetrahydro-2-hydro-pyran-2-yl)-9H-purine 
• 218431-07-3 6,8-dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine 
• 713140-78-4 6-amino-8-methyl-9-(tetrahydropyran-2-yl)purine 
• 29767-70-2 9-(1-Ethoxyethyl)adenine 
• 60-35-5 acetamide 
• 49721-45-1 4,5,6-triaminopyrimidine sulfate 

Relevant articles and documents

Discovery of Orally Bioavailable Purine-Based Inhibitors of the Low-Molecular-Weight Protein Tyrosine Phosphatase

Obesity-associated insulin resistance plays a central role in the pathogenesis of type 2 diabetes. A promising approach to decrease insulin resistance in obesity is to inhibit the protein tyrosine phosphatases that negatively regulate insulin receptor signaling. The low-molecular-weight protein tyrosine phosphatase (LMPTP) acts as a critical promoter of insulin resistance in obesity by inhibiting phosphorylation of the liver insulin receptor activation motif. Here, we report development of a novel purine-based chemical series of LMPTP inhibitors. These compounds inhibit LMPTP with an uncompetitive mechanism and are highly selective for LMPTP over other protein tyrosine phosphatases. We also report the generation of a highly orally bioavailable purine-based analogue that reverses obesity-induced diabetes in mice.

Dichotomy in regioselective cross-coupling reactions of 6,8-dichloropurines with phenylboronic acid and methylmagnesium chloride: Synthesis of 6,8-di-substituted purines

Pd-catalyzed cross-coupling reaction of 6,8-dichloro-9-(tetrahydropyran-2- yl)purine with one equivalent of phenylboronic acid proceeded regioselectively to give 8-chloro-6-phenylpurine, while the analogous Fe-catalyzed reaction with methylmagnesium chlor

Purine Derivatives as Competitive Inhibitors of Human Erythrocyte Membrane Phosphatidylinositol 4-Kinase

The possibility of deriving a potent, cell-penetrating inhibitor of human erythrocyte PI 4-kinase, competitive with respect to ATP, has been investigated in a series of purine derivatives and analogues.The purine nucleus is not essential for binding to th