105434-90-0

Basic information

• Product Name: ethyl 5-amino-1H-pyrazole-3-carboxylate
• Synonyms: ethyl 5-amino-1H-pyrazole-3-carboxylate;5-Amino-3-pyrazolecarboxylic acid ethyl ester;methyl 5-amino-1H-pyrazole-3-carboxylate(SALTDATA: HCl);Ethyl 5-aminopyrazole-3-carboxylate;1H-Pyrazole-3-carboxylicacid, 5-aMino-, ethyl ester;5-amino-2H-pyrazole-3-carboxylic acid ethyl ester;ethyl 5-amino-2H-pyrazole-3-carboxylate;MFCD09991917
• CAS NO: 105434-90-0
• Molecular Formula: C₆H₉N₃O₂
• Molecular Weight: 155.15456
• Mol File: 105434-90-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 391.9 °C at 760 mmHg
• Flash Point: 190.8 °C
• Appearance: /
• Density: 1.318
• Vapor Pressure: 2.38E-06mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: 2-8°C(protect from light)
• PKA: 12.32±0.10(Predicted)
• CAS DataBase Reference: ethyl 5-amino-1H-pyrazole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-amino-1H-pyrazole-3-carboxylate(105434-90-0)
• EPA Substance Registry System: ethyl 5-amino-1H-pyrazole-3-carboxylate(105434-90-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 105434-90-0(Hazardous Substances Data)

Usage

Description

Ethyl 5-amino-1H-pyrazole-3-carboxylate is an organic compound that serves as an intermediate in the synthesis of various chemical compounds, particularly those with potential pharmaceutical applications. It is characterized by its unique molecular structure, which includes a pyrazole ring and a carboxylate group.

Uses

Used in Pharmaceutical Industry:
Ethyl 5-amino-1H-pyrazole-3-carboxylate is used as a synthetic intermediate for the preparation of 5-N,N-Disubstituted 5-aminopyrazole-3-carboxylic acids. These compounds are highly potent agonists of GPR109b, a G-protein coupled receptor that has been identified as a target for the treatment of various diseases, including hypercholesterolemia and atherosclerosis. The agonists of GPR109b have shown potential in modulating cholesterol levels and reducing the risk of cardiovascular events.

InChI:InChI=1/C6H9N3O2/c1-2-11-6(10)4-3-5(7)9-8-4/h3H,2H2,1H3,(H3,7,8,9)

Upstream product

• 95-92-1 oxalic acid diethyl ester 
• 75-05-8 acetonitrile 
• 39846-84-9 5-nitro-1H-pyrazole-3-carboxylic acid ethyl ester 
• 6294-89-9 hydrazinecarboxylic acid methyl ester 

Downstream Products

• 1005209-42-6 ethyl 6-bromopyrazolo[1,5-a]pyrimidine-2-carboxylate 
• 915787-94-9 5-(2-chloro-4,5-difluoro-benzoylamino)-1H-pyrazole-3-carboxylic acid ethyl ester 
• 1232221-70-3 N-(2-ethoxycarbonyl-7-morpholin-4-yl-pyrazolo[1,5-a]-pyrimidin-5-yl)-N'-(3-methyl-benzylidene)-hydrazine 

Relevant articles and documents

5-N,N-Disubstituted 5-aminopyrazole-3-carboxylic acids are highly potent agonists of GPR109b

A series of 5-N,N-disubstituted-5-aminopyrazole-3-carboxylic acids were prepared and found to act as highly potent and selective agonists of the G-Protein Coupled Receptor (GPCR) GPR109b, a low affinity receptor for niacin and some aromatic d-amino acids. Little activity was observed at the highly homologous higher affinity niacin receptor, GPR109a.

POLYCYCLIC AMIDES AS UBE2K MODULATORS FOR TREATING CANCER

Provided are compounds of Formula (I) and pharmaceutically acceptable salts and compositions thereof, which are useful for treating conditions associated with modulation of UBE2K.

PYRAZOLOPYRIMIDINE AS MALT-1 INHIBITORS

The invention provides a compound of formula (I): herein R1, R2 and R3 of series (x), (y) and (z) are as defined in the specification which are potent inhibitors of the enzyme MALT1 and are useful in an immunooncology approach to the treatment of cancer, especially bladder cancer, colon cancer, hepatocellular cancer or small cell or non-small cell lung cancer.