23002-51-9

Basic information

• Product Name: 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine
• Synonyms: 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine;1H-Pyrazolo[3,4-d]pyriMidine, 6-chloro-;6-chloro-1(2)H-pyrazolo[3,4-d]pyrimidine;2-Chlor-purin;6-Chlor-1H-pyrazolopyrimidin;QC-1184
• CAS NO: 23002-51-9
• Molecular Formula: C₅H₃ClN₄
• Molecular Weight: 154.56
• Product Categories: Heterocycle-Pyrimidine series;SF180085
• Mol File: 23002-51-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 287.9±23.0 °C(Predicted)
• Appearance: /
• Density: 1.653 g/cm³
• Refractive Index: 1.74
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly)
• PKA: 9.27±0.20(Predicted)
• Stability: Moisture Sensitive
• CAS DataBase Reference: 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine(23002-51-9)
• EPA Substance Registry System: 6-Chloro-1H-pyrazolo[3,4-d]pyrimidine(23002-51-9)

Safety Data

• Hazardous Substances Data: 23002-51-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 23002-51-9 differently. You can refer to the following data:
1. Pyrazolo[3,4-d]pyrimidines have a close structural resemblance to the substrates for the enzyme xanthine oxidase, hypoxanthine (6-hydroxypurine) and xanthine (2,6-dihydroxypurine). These compounds ar e capable of binding to the enzyme and strongly inhibit its activity. They have been studied for their role in the treatment and prophylaxis of hyperuricemia in human patients as well as potential an ti-tumor agents.
2. Pyrazolo[3,4-d]pyrimidines have a close structural resemblance to the substrates for the enzyme xanthine oxidase, hypoxanthine (6-hydroxypurine) and xanthine (2,6-dihydroxypurine). These compounds are capable of binding to the enzyme and strongly inhibit its activity. They have been studied for their role in the treatment and prophylaxis of hyperuricemia in human patients as well as potential anti-tumor agents.

InChI:InChI=1/C5H3ClN4/c6-5-7-1-3-2-8-10-4(3)9-5/h1-2H,(H,7,8,9,10)

Upstream product

• 871254-61-4 2,4-dichloro-5-pyrimidinecarboxaldehyde 

Downstream Products

• 1614233-65-6 6-(3,5-dimethoxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidine 
• 1614233-66-7 6-(2,6-dichloro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidine 
• 1614233-67-8 6-(2,6-dichloro-3,5-dimethoxyphenyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidine 
• 1614232-49-3 5-[6-(2,6-dichloro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-N,N-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide 
• 1614233-49-6 7-[6-(2,6-difluoro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-2-(methylsulfonyl)-1,2,3,4-tetrahydroisoquinoline 
• 1614234-28-4 tert-butyl 7-[6-(2,6-difluoro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 1614233-70-3 6-(2,6-difluoro-3,5-dimethoxyphenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidine 
• 1614233-72-5 6-(2,6-difluoro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidine 
• 1614233-71-4 6-(2,6-difluoro-3,5-dimethoxyphenyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidine 
• 1614232-51-7 5-[6-(2,6-difluoro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-N,N-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide 
• 1614232-57-3 6-[6-(2,6-dichloro-3,5-dimethoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl]-3,4-dihydroisoquinolin-1(2H)-one 
• 1614233-64-5 6-chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidine 
• 1346161-60-1 N-(1-methyl-1H-pyrazol-4-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine 
• 1346161-66-7 N-(1-methyl-1H-pyrazol-4-yl)-1-(3-methylcyclopentyl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine 

Relevant articles and documents

Preparation method of 2, 4-dichloro-5-pyrimidinecarboxaldehyde and derivative thereof

The invention discloses a preparation method of 2, 4-dichloro-5-pyrimidinecarboxaldehyde and derivatives thereof. The method comprises the following steps:(1)by taking uracil as a raw material, addingDMF, slowly dropwise adding thionyl chloride at the temperature of 40 DEG C or below, controlling the temperature to be 35-40 DEG C after dropwise adding is finished, tracking by HPLC(High Performance Liquid Chromatography)until the raw material is completely reacted, cooling the system to room temperature, pouring into water, and separating out to generate 2, 4-dyhydroxyl-5-pyrimidinecarboxaldehyde; and(2)reacting the 2, 4-dihydroxy-5-pyrimidinecarboxaldehyde with phosphorus oxychloride to obtain 2, 4-dichloro-5-pyrimidinecarboxaldehyde; the method is good in operability and high in yield, and industrial production can be achieved.

PYRAZOLO-PYRIMIDIN-AMINO-CYCLOALKYL COMPOUNDS AND THEIR THERAPEUTIC USES

Disclosed herein are pyrazolo-pyrimid in-ami no-cycloalkyl compounds, analogs thereof, pharmaceutical compositions comprising thereof and therapeutic uses therefor.

NOVEL PYRAZOLO[3,4-d]PYRIMIDINE COMPOUNDS

The present disclosure is directed to novel compounds of Formula (I), pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variables are as defined herein. The compounds of Formula (I) are useful as kinase inhibitors and as such would be useful in treating certain conditions and diseases, especially inflammatory conditions and diseases and proliferative disorders and conditions, for example, rheumatoid arthritis, systemic lupus erythematosus, multiple sclerosis, Crohn's disease, psoriasis and asthma.