3528-51-6

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
1-Benzyl-1H-pyrazol-5-amine is utilized as a key intermediate in the synthesis of pharmaceutical compounds, contributing to the development of new drugs with specific therapeutic properties. Its unique structure allows for the design of molecules targeting various biological pathways and receptors, potentially leading to the discovery of novel treatments for a range of diseases.
Used in Agrochemical Synthesis:
In the agrochemical industry, 1-benzyl-1H-pyrazol-5-amine is employed as a building block for the creation of new agrochemicals, such as pesticides and herbicides. Its reactivity and structural features enable the development of compounds with enhanced efficacy and selectivity, improving crop protection and contributing to sustainable agriculture.
Used in Specialty Chemicals Synthesis:
1-Benzyl-1H-pyrazol-5-amine also finds application in the synthesis of specialty chemicals for various industries, including materials science, dyes, and coatings. Its unique properties allow for the development of innovative products with specific characteristics, such as improved stability, reactivity, or performance, catering to the diverse needs of these industries.

InChI:InChI=1/C10H11N3/c11-10-6-7-12-13(10)8-9-4-2-1-3-5-9/h1-7H,8,11H2

Upstream product

• 137968-21-9 1-(Benzylamino)pyrazole 
• 1202-58-0 (2-cyanoethyl)hydrazone of benzaldehyde 
• 100-52-7 benzaldehyde 
• 107-13-1 acrylonitrile 
• 6162-76-1 cyanoacetaldehyde 
• 555-96-4 Benzylhydrazine 
• 871-29-4 trans-β-chloroacrylonitrile 

Downstream Products

• 92133-88-5 N-(2-Benzyl-2H-pyrazol-3-yl)-4-methyl-benzenesulfonamide 
• 82163-86-8 5-Amino-1-benzyl-4-(2-ethoxycarbonyl-1-hydroxy-1-trifluormethyl-ethyl)pyrazol 
• 75427-06-4 1‐benzyl‐1H‐pyrazolo[3,4‐b]pyridine 
• 75427-12-2 1-benzyl-4-hydroxy-1H-pyrazolo<3,4-b>pyridin-6(7H)-one 
• 75427-13-3 ethyl 3-(1-benzylpyrazol-5-ylamino)-3-ethoxypropionate 
• 37799-73-8 1-Benzyl-5-(2,2-bis-ethoxycarbonyl-vinyl-amino)pyrazol 
• 74439-44-4 5-Amino-1-benzyl-4-(1,2-bis-ethoxycarbonyl-1-hydroxy-ethyl)pyrazol 
• 949321-55-5 C₁₇H₁₇N₅O₂ 
• 37801-55-1 1-benzyl-4-chloro-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 1370535-29-7 C₁₀H₁₁BN₂O₂ 
• 72159-27-4 5-acetamido-1-benzylpyrazole 
• 73498-43-8 1-Benzyl-6,7-dihydro-4-methyl-6-oxo-pyrazolo<3,4-b>pyridin 
• 1609938-62-6 1-benzyl-5-iodo-1H-pyrazole 
• 1340592-21-3 C₂₁H₁₆FN₃O₂ 

Relevant academic research and scientific papers

Synthesis of 2-benzyl-2H-pyrazole-3,4-diamine dihydrochloride

This report describes a straightforward, high yield synthesis of a previously inaccessible N-protected diaminopyrazole in five steps starting from acrylonitrile, hydrazine and benzaldehyde.

TRIAZOLOPYRIDAZINE

Disclosed are compounds of general formula (I) wherein the groups R1 to R3 have the meanings given in the claims and in the specification. The compounds of the invention are suitable for the treatment of diseases characterized by excessive or abnormal cell proliferation pharmaceutical preparations containing such compounds and their uses as a medicament.

TRIAZOLOPYRIDAZINE

The present invention encompasses compounds of general formula (I), wherein the groups R1 to R3 have the meanings given in the claims and in the specification. The compounds of the invention are suitable for the treatment of diseases characterized by excessive or abnormal cell proliferation pharmaceutical preparations containing such compounds and their uses as a medicament.

AZAINDAZOLES

Herein are disclosed azaindazoles of formula (I), (I), where the various groups are defined herein, and which are useful for treating cancer.

TETRAZOLE COMPOUNDS AS OREXIN RECEPTOR ANTAGONISTS

The invention relates to tetrazole compounds of formula (I) wherein X, Y, Z, R1, R2 and R3 are as described in the description; to pharmaceutically acceptable salts thereof, and to the use of such compounds use as medicaments, especially as orexin receptor antagonists.

Approach to the library of fused pyridine-4-carboxylic acids by combes-type reaction of acyl pyruvates and electron-rich amino heterocycles

A library of fused pyridine-4-carboxylic acids (including pyrazolo[3,4-b]pyridines, isoxazolo[5,4-b]pyridines, furo[2,3-b]pyridines, thieno[2,3-b]pyridines, and pyrido[2,3-d]pyrimidines) was generated by Combes-type reaction of acyl pyruvates and electron-rich amino heterocycles followed by hydrolysis of the ester. The library members were also demonstrated to undergo the standard combinatorial transformations including amide coupling and esterification, as well as less common heterocyclizations to 1,2,4-triazoles and 1,2,4-oxadiazoles.

The identification a novel, selective, non-steroidal, functional glucocorticoid receptor antagonist

The identification of novel, potent, non-steroidal/small molecule functional GR antagonist GSK1564023A selective over PR is described. Associated structure-activity relationships and the process of optimisation of an initial HTS hit are also described.

TETRAZOLE COMPOUNDS AS OREXIN RECEPTOR ANTAGONISTS

The invention relates to tetrazole compounds of formula (I) wherein X, Y, Z, R1, R2 and R3 are as described in the description; to pharmaceutically acceptable salts thereof, and to the use of such compounds use as medicaments, especially as orexin receptor antagonists.

Rearrangement of N-(Alkylamino)azoles in Acid Media: A New Entry to C-Amino-N-substituted Azoles

A ring-opening / ring-closure mechanism for the thermal rearrangement of 1-(alkylamino)pyrazoles into 5-amino-1-alkylpyrazoles in acid medium has been established. 1-(Benzylamino)pyrazoles show a different reactivity, affording bis(5-amino-1-benzyl-4-pyrazolyl)phenylmethanes.The reaction was extended to 1-(alkylamino)indazoles but failed in the case of 1-(alkylamino)-1,2,4-triazoles.

Aminopyrazoles. IV. Pyrazol-3- and 5-amines from 2,3-dihaloalkanenitriles or 3-Chloroacrylonitriles and Hydrazines

2,3-Dihalopropanenitriles and substituted 3-chloropropenenitriles react with hydrazines in basic solution to form either pyrazol-3-amines 4 or pyrazol-5-amines 5 or a mixture of both isomers.