5326-80-7

Basic information

• Product Name: 6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine
• Synonyms: 6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine;1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 6-methyl- (9CI);(6-methyl-1H-pyrazolo[4,3-e]pyrimidin-4-yl)amine;6-methyl-1H-pyrazolo[4,3-e]pyrimidin-4-amine;MFCD02008690
• CAS NO: 5326-80-7
• Molecular Formula: C₆H₇N₅
• Molecular Weight: 149.15328
• EINECS: 226-206-2
• Product Categories: PYRIMIDINE
• Mol File: 5326-80-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 291.5°Cat760mmHg
• Flash Point: 155°C
• Appearance: /
• Density: 1.49g/cm³
• Vapor Pressure: 0.00195mmHg at 25°C
• Refractive Index: 1.776
• CAS DataBase Reference: 6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine(5326-80-7)
• EPA Substance Registry System: 6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine(5326-80-7)

Safety Data

• Hazardous Substances Data: 5326-80-7(Hazardous Substances Data)

Usage

General Description

The chemical compound "6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine" is an organic compound that belongs to the pyrazolo[3,4-d]pyrimidin class of chemicals. It has a molecular formula of C8H8N6 and a molar mass of 176.19 g/mol. 6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine is a derivative of pyrazolo[3,4-d]pyrimidine, and it contains an amine group. It is used in pharmaceutical research and development as a building block for the synthesis of various bioactive compounds, especially in the field of medicinal chemistry. Additionally, it has potential applications in the field of organic synthesis and chemical biology due to its unique structure and properties.

InChI:InChI=1/C6H7N5/c1-3-9-5(7)4-2-8-11-6(4)10-3/h2H,1H3,(H3,7,8,9,10,11)

Upstream product

• 30129-53-4 4-chloro-6-methylpyrazolo<3,4-d>pyrimidine 
• 30129-57-8 NSC 76237 
• 117868-30-1 N-(4-cyano-1⁽²⁾H-pyrazol-3-yl)-acetamide 
• 16617-46-2 3-Amino-4-cyanopyrazole 
• 75-05-8 acetonitrile 
• 124-42-5 acetamidine hydrochloride 
• 16617-46-2 3-amino-4-cyano-2H-pyrazole 
• 67-56-1 methanol 
• 2380-63-4 4-Aminopyrazolo<3,4-d>pyrimidin 

Downstream Products

• 936758-09-7 1-(4-fluorophenyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 7154-45-2 4-amino-3-methyl-N¹-phenyl-1H-pyrazolo[3,4-d]pyrimidine 
• 936758-08-6 1-(2-fluorophenyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 936758-10-0 1-(2,4-difluorophenyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1075736-82-1 phenylmethyl 3-(4-amino-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)benzoate 
• 1075736-81-0 1-{[3-(4-amino-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)phenyl]carbonyl}-D-prolinamide 
• 1075736-83-2 3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)benzoic acid 
• 1075736-87-6 N-(2-amino-2-oxoethyl)-3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)benzamide 
• 1075736-86-5 N-[(1R)-2-amino-1-methyl-2-oxoethyl]-3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)benzamide 
• 1075736-85-4 1-{[3-(4-{[4-[5-fluoro-2-(methyloxy)phenyl]-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]amino}-6-methyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)phenyl]carbonyl}-D-prolinamide 

Relevant articles and documents

Regioselective Synthesis of Pyrazolo[3,4-D[Pyrimidine Based Carbocyclic Nucleosides as Possible Antiviral Agent

Carbocyclic nucleosides are considered as nucleoside mimetic having high therapeutic potentials, however diverse exploration is still limited due to their synthetic difficulties. The major challenges are associated with the preparation of new base and carbocyclic sugar key intermediates. The modified base may provide conformational advantage to achieve better nucleoside mimetics and may also help in increasing the drug-like properties. In this manuscript, we report the use of acetamidine hydrochloride to synthesize 6-methyl-4-amino-pyrazolo[3,4-d]pyrimidine base and regioselective synthesis of six new carbocyclic nucleosides (6a-f) for antiviral evaluation. Theoretical investigations were carried out on the basis of thermodynamic and kinetic stability using MM based energy optimizations and QM based transition state search for the significant regioselectivity, which was further experimentally analyzed by NOE and UV spectroscopy.

Simple and Clean Photo-induced Methylation of Heteroarenes with MeOH

Heteroarene methylation utilizing a cheap and safe methylation source without involving transition metals represents an important yet challenging objective. Here, a simple and clean catalyst-free protocol for the methylation of various heteroarenes (including six- and five-membered types) is described under light irradiation. This protocol employs cheap, readily available, and abundant MeOH as both the solvent and the methylation source. It was found that adding dichloromethane (DCM) as a co-solvent could significantly increase the yield of the methylation products. Heteroarenes bearing various functional groups could be methylated and tri-deuteromethylated successfully. Deuterium labeling studies suggested that the newly generated methyl group in the products consisted of two hydrogens from the methyl group and one hydrogen from the OH group in MeOH.

PYRAZOLO-PYRIMIDINE DERIVATIVES AS ANTI-INFLAMMATORY AGENTS

The present invention is directed to compounds of formula (I): a process for their preparation, to pharmaceutical compositions comprising the compounds and the preparation of said compositions, to intermediates and to use of the compounds for the manufacture of a medicament for therapeutic treatment, particularly for the treatment of inflammation and/or allergic conditions.