160842-62-6

Basic information

• Product Name: 3-(TERT-BUTYL)-1-METHYL-1H-PYRAZOLE-5-CARBONYL CHLORIDE
• Synonyms: BUTTPARK 43\57-64;3-(TERT-BUTYL)-1-METHYL-1H-PYRAZOLE-5-CARBONYL CHLORIDE;3-(TERT-BUTYL)-1-METHYLPYRAZOLE-5-CARBONYL CHLORIDE;TIMTEC-BB SBB005464;1H-Pyrazole-5-carbonyl chloride, 3-(1,1-dimethylethyl)-1-methyl- (9CI);3-(tert-Butyl)-1-methylpyrazole-5-carbonyl;3-(tert-Butyl)-5-(chlorocarbonyl)-1-methyl-1H-pyrazole, 3-(tert-Butyl)-5-(chloroformyl)-1-methyl-1H-pyrazole;5-tert-butyl-2-methylpyrazole-3-carbonyl chloride
• CAS NO: 160842-62-6
• Molecular Formula: C₉H₁₃ClN₂O
• Molecular Weight: 200.67
• Product Categories: ACIDHALIDE
• Mol File: 160842-62-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 117 °C
• Flash Point: 121.1°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 0.00474mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 0.38±0.10(Predicted)
• CAS DataBase Reference: 3-(TERT-BUTYL)-1-METHYL-1H-PYRAZOLE-5-CARBONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TERT-BUTYL)-1-METHYL-1H-PYRAZOLE-5-CARBONYL CHLORIDE(160842-62-6)
• EPA Substance Registry System: 3-(TERT-BUTYL)-1-METHYL-1H-PYRAZOLE-5-CARBONYL CHLORIDE(160842-62-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3265
• Hazardous Substances Data: 160842-62-6(Hazardous Substances Data)

Usage

General Description

3-(tert-butyl)-1-methyl-1H-pyrazole-5-carbonyl chloride is an organic compound with the chemical formula C10H14ClN3O. It is a carbonyl chloride derivative of 3-(tert-butyl)-1-methyl-1H-pyrazole-5-carboxylic acid. 3-(TERT-BUTYL)-1-METHYL-1H-PYRAZOLE-5-CARBONYL CHLORIDE is a reactive intermediate commonly used in the synthesis of pharmaceuticals and other organic compounds. Its carbonyl chloride functionality makes it useful in reactions such as acylation and amidation, and it is often employed as a building block in the preparation of various heterocyclic compounds. This chemical can also be used in the production of agrochemicals and other fine chemicals. Additionally, it should be handled with care as it is a corrosive and toxic substance.

InChI:InChI=1/C9H13ClN2O/c1-9(2,3)7-5-6(8(10)13)12(4)11-7/h5H,1-4H3

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 13395-36-3 ethyl trimethylacetopyruvate 
• 133261-10-6 5-tert-butyl-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester 
• 175277-11-9 3-(tert-butyl)-1-methyl-1H-pyrazole-5-carboxylic acid 

Relevant articles and documents

From Lead to Drug Candidate: Optimization of 3-(Phenylethynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine Derivatives as Agents for the Treatment of Triple Negative Breast Cancer

Herein we report the sophisticated process of structural optimization toward a previously disclosed Src inhibitor, compound 1, which showed high potency in the treatment of triple negative breast cancer (TNBC) both in vitro and in vivo but had considerable toxicity. A series of 3-(phenylethynyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine derivatives were synthesized. In vitro cell-based phenotypic screening together with in vivo assays and structure-activity relationship (SAR) studies finally led to the discovery of N-(3-((4-amino-1-(trans-4-hydroxycyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)ethynyl)-4-methylphenyl)-4-methyl-3-(trifluoromethyl)benzamide (13an). 13an is a multikinase inhibitor, which potently inhibited Src (IC50 = 0.003 μM), KDR (IC50 = 0.032 μM), and several kinases involved in the MAPK signal transduction. This compound showed potent anti-TNBC activities both in vitro and in vivo, and good pharmacokinetic properties and low toxicity. Mechanisms of action of anti-TNBC were also investigated. Collectively, the data obtained in this study indicate that 13an could be a promising drug candidate for the treatment of TNBC and hence merits further studies.