3524-35-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Butyl-5-methyl-2H-pyrazol-3-yamine is used as a modulator for DCN1-dependent cullin neddylation. In this application, it plays a crucial role in regulating cellular processes by affecting the neddylation of cullin proteins, which are part of the ubiquitin-proteasome system responsible for protein degradation and cellular signaling.
Used in Chemical Research:
2-BUTYL-5-METHYL-2 H-PYRAZOL-3-YLAMINE can also be utilized in chemical research as a building block or intermediate for the synthesis of more complex molecules with potential applications in various fields, such as pharmaceuticals, agrochemicals, and materials science.
Used in Drug Development:
2-Butyl-5-methyl-2H-pyrazol-3-yamine may have potential applications in drug development, particularly in the design of novel therapeutic agents targeting the ubiquitin-proteasome system. Its ability to modulate cullin neddylation could lead to the development of new drugs for the treatment of various diseases, including cancer and neurodegenerative disorders.

InChI:InChI=1/C8H15N3/c1-3-4-5-11-8(9)6-7(2)10-11/h6H,3-5,9H2,1-2H3

Upstream product

• 1118-61-2 3-Aminocrotononitrile 
• 3530-11-8 butylhydrazine 
• 56795-65-4 N-butylhydrazine monohydrochloride 

Downstream Products

• 37801-53-9 1-butyl-4-chloro-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 
• 1026030-61-4 1-butyl-4-chloro-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carbonyl chloride 

Relevant academic research and scientific papers

Discovery and Characterization of 1H-Pyrazol-5-yl-2-phenylacetamides as Novel, Non-Urea-Containing GIRK1/2 Potassium Channel Activators

The G protein-gated inwardly-rectifying potassium channels (GIRK, Kir3) are a family of inward-rectifying potassium channels, and there is significant evidence supporting the roles of GIRKs in a number of physiological processes and as potential targets for numerous indications. Previously reported urea containing molecules as GIRK1/2 preferring activators have had significant pharmacokinetic (PK) liabilities. Here we report a novel series of 1H-pyrazolo-5-yl-2-phenylacetamides in an effort to improve upon the PK properties. This series of compounds display nanomolar potency as GIRK1/2 activators with improved brain distribution (rodent Kp > 0.6).

Discovery of new orally active phosphodiesterase (PDE4) inhibitors

A series of 4-anilinopyrazolopyridine derivatives were synthesized and biologically evaluated as inhibitors of phosphodiesterase (PDE4). Chemical modification of 3, a structurally new chemical lead that was found in our in-house library, was focused on 1- and 3-substituents. Full details of the discovery of a new orally active chemical lead 5 are presented. Structure-activity relationship data, pharmacological evaluation, and the subtype selectivity study are also presented.

(1,3-Dialkyl-5-amino-1H-pyrazol-4-yl)arylmethanones. A series of novel central nervous system depressants

A series of novel (1,3-dialkyl-5-amino-1H-pyrazol-4-yl)arylmethanones was synthesized. Pharmacological evaluation of these compounds demonstrated central nervous system depressant activity, potential anticonvulsant properties, and a low order of acute toxicity. In addition, selected compounds showed potential antipsychotic effects. This report focuses on the synthesis and structure-activity relationships of these compounds. (5-Amino-1-ethyl-3-methyl-1H-pyrazol-4-yl)(2-chlorophenyl)methanone was the most active compound against pentylene-tetrazole-induced convulsions. (5-Amino-1,3-dimethyl-1H-pyrazol-4-yl)(3-chlorophenyl)methanone also has a favorable anticonvulsant depression ratio. (5-Amino-1,3-dimethyl-1H-pyrazol-4-yl)(3-trifluoromethylphenyl)methanone, (5-amino-1,3-dimethyl-1H-pyrazol-4-yl)(3-thienyl)methanone and (5-amino-3-ethyl-1-methyl-1H-pyrazol-4-yl)phenylmethanone are very potent depressants. (5-Amino-1,3-dimethyl-1H-pyrazol-4-yl)(2-thienyl)methanone possessed marked central depressant activity without anticonvulsant activity and without impairment of motor functioning. (5-Amino-1,3-dimethyl-1H-pyrazol-4-yl)(2-fluorophenyl)methanone has a behavioral profile suggestive of antipsychotic activity and gave a positive Ames test result.