83405-70-3

Basic information

• Product Name: Ethyl 5-(tert-butyl)-2H-pyrazole-3-carboxylate
• Synonyms: AKOS BBS-00004492;5-TERT-BUTYL-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER;ETHYL 5-TERT-BUTYL-2H-PYRAZOLE-3-CARBOXYLATE;ETHYL 3-(TERT-BUTYL)-1H-PYRAZOLE-5-CARBOXYLATE;ETHYL 3-T-BUTYL-5-PYRAZOLECARBOXYLATE;BUTTPARK 36\06-08;5-tert-Butyl-2H-pyrazole-3-carboxylic acid ethyl;ETHYL 3-TERT-BUTYLPYRAZOLE-5-CARBOXYLATE
• CAS NO: 83405-70-3
• Molecular Formula: C₁₀H₁₆N₂O₂
• Molecular Weight: 196.25
• Mol File: 83405-70-3.mol
• Article Data: 17

Chemical Properties

• Melting Point: 141-144°C
• Boiling Point: 322.3 °C at 760 mmHg
• Flash Point: 148.7 °C
• Appearance: /
• Density: 0.91
• Vapor Pressure: 0.000281mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: Ethyl 5-(tert-butyl)-2H-pyrazole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 5-(tert-butyl)-2H-pyrazole-3-carboxylate(83405-70-3)
• EPA Substance Registry System: Ethyl 5-(tert-butyl)-2H-pyrazole-3-carboxylate(83405-70-3)

Safety Data

• Safety Statements: 24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 83405-70-3(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C10H16N2O2/c1-5-14-9(13)7-6-8(12-11-7)10(2,3)4/h6H,5H2,1-4H3,(H,11,12)

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 917-92-0 3,3-Dimethylbut-1-yne 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 95-92-1 oxalic acid diethyl ester 
• 13395-36-3 ethyl trimethylacetopyruvate 
• 94122-76-6 ethyl 2-hydroxy-5,5-dimethyl-4-oxohex-2-enoate 
• 302-01-2 hydrazine 
• 37174-98-4 ethyl 4-oxo-5,5-dimethylhexanoate 

Downstream Products

• 1020173-40-3 benzyl 6-(3-tert-butyl-5-(ethoxycarbonyl)-1H-pyrazol-1-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 
• 926296-51-7 ethyl 3-tert-butyl-1-[2-chloro-4-(trifluoromethyl)benzyl]-1H-pyrazole-5-carboxylate 
• 1087163-09-4 ethyl 3-tert-butyl-1-(3-methylphenyl)-1H-pyrazole-5-carboxylate 
• 848144-51-4 C₁₇H₂₂N₂O₂ 
• 1087163-10-7 C₁₆H₁₈F₂N₂O₂ 
• 682757-38-6 ethyl 3-(1,1-dimethylethyl)-1-ethyl-1H-pyrazole-5-carboxylate 
• 133261-10-6 5-tert-butyl-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester 
• 1012879-52-5 ethyl 3-tert-butyl-1-(3-fluorophenyl)-1H-pyrazole-5-carboxylate 
• 1012879-53-6 3-tert-butyl-1-(3-fluorophenyl)-1H-pyrazole-5-carboxylic acid 

Relevant articles and documents

The discovery of a potent and selective pyrazolo-[2,3-e]-[1,2,4]-triazine cannabinoid type 2 receptor agonist

The development of selective CB2 receptor agonists is a promising therapeutic approach for the treatment of inflammatory diseases, without CB1 receptor mediated psychoactive side effects. Preliminary structure-activity relationship studies on pyrazoylidene benzamide agonists revealed the -ylidene benzamide moiety was crucial for functional activity at the CB2 receptor. A small library of compounds with varying linkage moieties between the pyrazole and substituted phenyl group has culminated in the discovery of a potent and selective pyrazolo-[2,3-e]-[1,2,4]-triazine agonist 19 (CB2R EC50 = 19 nM, CB1R EC50 > 10 μM). Docking studies have revealed key structural features of the linkage group that are important for potent functional activity.

Nitrogen-containing five-membered heteroaromatic compound and preparation method and application thereof

The invention discloses a nitrogen-containing five-membered heteroaromatic compound as shown in structural formulae (I) and (II), a medicinal derivative, a hydrate, a composition containing the nitrogen-containing five-membered heteroaromatic compound and a preparation method thereof. The invention also disclose an application of the compound as a drug and as a cannabinoid acceptor adjustor for preventing and treating ache, inflammation, immune diseases and central nervous system diseases and the like.

Pyrazole C-region analogues of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent TRPV1 antagonists

A series of 1-substituted 3-(t-butyl/trifluoromethyl)pyrazole C-region analogues of 2-(3-fluoro-4-methylsulfonamidophenyl)propanamides were investigated for hTRPV1 antagonism. The structure activity relationship indicated that the 3-chlorophenyl group at the 1-position of pyrazole was the optimized hydrophobic group for antagonistic potency and the activity was stereospecific to the S-configuration, providing exceptionally potent antagonists 13S and 16S with Ki(CAP) = 0.1 nM. Particularly significant, 13S exhibited antagonism selective for capsaicin and NADA and not for low pH or elevated temperature. Both compounds also proved to be very potent antagonists for rTRPV1, blocking in vivo the hypothermic action of capsaicin, consistent with their in vitro mechanism. The docking study of compounds 13S and 16S in our hTRPV1 homology model indicated that the binding modes differed somewhat, with that of 13S more closely resembling that of GRT12360.