1000895-53-3

Basic information

• Product Name: 5-(3,5-diMethoxyphenethyl)-1H-pyrazol-3-aMine
• Synonyms: 5-(3,5-diMethoxyphenethyl)-1H-pyrazol-3-aMine;5-[2-(3,5-Dimethoxyphenyl)ethyl]-1H-pyrazol-3-amine;3-(3,5-diMethoxyphenethyl)-1H-pyrazol-5-aMine;AZD4547 intermediate;1H-Pyrazol-3-amine, 5-[2-(3,5-dimethoxyphenyl)ethyl]-
• CAS NO: 1000895-53-3
• Molecular Formula: C₁₃H₁₇N₃O₂
• Molecular Weight: 247.29298
• Mol File: 1000895-53-3.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Density: 1.207
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 5-(3,5-diMethoxyphenethyl)-1H-pyrazol-3-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3,5-diMethoxyphenethyl)-1H-pyrazol-3-aMine(1000895-53-3)
• EPA Substance Registry System: 5-(3,5-diMethoxyphenethyl)-1H-pyrazol-3-aMine(1000895-53-3)

Safety Data

• Hazardous Substances Data: 1000895-53-3(Hazardous Substances Data)

Usage

General Description

5-(3,5-diMethoxyphenethyl)-1H-pyrazol-3-aMine, also known as 3C-E, is a psychedelic compound belonging to the phenethylamine and amphetamine chemical classes. It is a derivative of the phenethylamine hallucinogen mescaline and acts as a selective serotonin receptor agonist. 3C-E is known for its hallucinogenic effects, producing altered states of consciousness, visual and auditory hallucinations, and changes in perception. It is a potent psychoactive substance and is illegal in many countries due to its potential for abuse and harm. Research into the compound is limited, and its long-term effects on human health are not well understood.

Upstream product

• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 42174-79-8 (E)-ethyl 3-(3,5-dimethoxyphenyl)acrylate 
• 54901-09-6 3-(3,5-dimethoxyphenyl)propionic acid ethyl ester 
• 1000895-54-4 5-(3,5-dimethoxyphenyl)-3-oxopentanenitrile 
• 16909-11-8 3-(3,5-dimethoxyphenyl)acrylic acid 
• 99050-36-9 3-(3,5-dimethoxyphenyl) propionic acid chloride 
• 717-94-2 3-(3,5-dimethoxyphenyl)propionic acid 
• 20767-04-8 (E)-3,5-dimethoxycinnamic acid 
• 75-05-8 acetonitrile 
• 302-01-2 hydrazine 

Downstream Products

• 1000893-66-2 N₄-(3-(3,5-dimethoxyphenylethyl)-1H-pyrazol-5-yl)-N₂-((3-methylisoxazol-5-yl)methyl)pyrimidine-2,4-diamine 
• 1150263-21-0 2-chloro-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl]pyrimidin-4-amine 
• 1150262-52-4 N'-[5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl]-N-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine 

Relevant articles and documents

Pyrazole derivative for FGFR inhibitor and preparation method of pyrazole derivative

The invention provides a pyrazole derivative for an FGFR inhibitor and a preparation method of the pyrazole derivative. The invention specifically relates to an amide pyrazole compound serving as an FGFR irreversible inhibitor, and a preparation method and application thereof. The present invention provides a compound as shown in Formula I, or a pharmaceutically acceptable salt, or solvate, isotope substitute, prodrug, or metabolite thereof. The compound as shown in general formula I have FGFR inhibitory activity, and is capable of preventing or treating disorders associated with FGFR activityor expression, preferably such as cancer.

New and convergent synthesis of AZD 4547

A practical and convergent synthetic route of AZD 4547 was developed successfully. The intermediate 5-(3,5-dimethoxyphenylethyl)-1H-pyrazol-3-amine (7) was prepared from 3,5-dimethoxybenzaldehyde through 6 simple steps in 52.3% yield. Another intermediate 4-((3S,5R)-3,5-dimethylpiperazin-1-yl)benzoic acid (14) was synthesized from ethyl 4-fluorobenzoate and (2R,6S)-2,6-dimethylpiperazine in 62% yield over 2 steps. Finally, AZD 4547 was obtained from 7 and 14 in 73% yield and 99.1% purity. Purification methods of the intermediates and the final product involved in the route were developed.

Synthetic process for 5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazole-3-amine

The invention belongs to the field of medicine chemical industries, and particularly relates to a new synthetic process for 5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazole-3-amine of an AZD4547 key intermediate. The synthetic process comprises the following steps: using 2-(3,5-dimethoxyphenyl) ethylpropionate as a starting raw material, in the presence of a basic catalyst and an organic solvent, reacting with acetonitrile, enabling an obtained product to perform cyclization with hydrazine hydrate in the presence of concentrated sulfuric acid, to obtain a target product of the 5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazole-3-amine. Compared with a current technology, the provided synthetic process for the 5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazole-3-amine is capable of greatly shortening thereaction time, enabling the yield of the product to be higher, wherein a process of purifying the intermediate does not exist between two steps of the reactions, shortening a reaction period, and reducing the wastewater discharge, and suitable for the industrialized mass production.