360056-45-7

Basic information

• Product Name: 1H-Pyrazole-3-carboxylicacid,4-amino-,methylester(9CI)
• Synonyms: 1H-Pyrazole-3-carboxylicacid,4-amino-,methylester(9CI);Methyl 4-aMino-1H-pyrazole-3-carboxylate;1H-Pyrazole-3-carboxylicacid,4-aMino-,Methylester;Methyl 4-aMino-1H-pyrazol...;4-AMino-1H-pyrazole-3-carboxylic acid Methyl ester;4-Aminopyrazole-3-carboxylic acid methyl ester
• CAS NO: 360056-45-7
• Molecular Formula: C₅H₇N₃O₂
• Molecular Weight: 141.13
• Product Categories: AMINOACID;AMINEPRIMARY;CARBOXYLICESTER
• Mol File: 360056-45-7.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 348.0±22.0 °C(Predicted)
• Appearance: /
• Density: 1.395±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 14.74±0.50(Predicted)
• CAS DataBase Reference: 1H-Pyrazole-3-carboxylicacid,4-amino-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-3-carboxylicacid,4-amino-,methylester(9CI)(360056-45-7)
• EPA Substance Registry System: 1H-Pyrazole-3-carboxylicacid,4-amino-,methylester(9CI)(360056-45-7)

Safety Data

• Hazardous Substances Data: 360056-45-7(Hazardous Substances Data)

Usage

General Description

1H-Pyrazole-3-carboxylic acid, 4-amino-, methyl ester (9CI) is a chemical compound that belongs to the pyrazole carboxylic acid ester family. It is commonly used in the synthesis of pharmaceuticals, agrochemicals, and dyes. 1H-Pyrazole-3-carboxylicacid,4-amino-,methylester(9CI) has potential applications in the pharmaceutical industry due to its diverse biological activities, such as anti-cancer, anti-inflammatory, and anti-microbial properties. It is also used as a building block in the production of various organic compounds. Additionally, this chemical compound is known for its ability to inhibit the activity of certain enzymes, making it a valuable tool in biochemical research and drug discovery. Overall, 1H-Pyrazole-3-carboxylic acid, 4-amino-, methyl ester (9CI) is an important and versatile compound with potential applications in various industries.

Upstream product

• 138786-86-4 methyl 4-nitro-1H-pyrazole-3-carboxylate 
• 138786-86-4 4-nitro-2H-pyrazole-3-carboxylic acid methyl ester 

Downstream Products

• 896467-54-2 4-(2,6-difluoro-benzoylamino)-1H-pyrazole-3-carboxylic acid methyl ester 
• 27321-50-2 4-[3,3-dimethyltriaz-1-en-1-yl]-1H-pyrazol-5-carboxylic acid methyl ester 
• 896466-71-0 4-tert-butoxycarbonylamino-1H-pyrazole-3-carboxylic acid 
• 1024499-62-4 methyl 4-{[3-({[2-fluoro-5-(trifluoromethyl)phenyl]carbamoyl}amino)-benzyl]amino}-1H-pyrazole-3-carboxylate trifluoroacetate 
• 825619-05-4 methyl 4-(2,6-dichlorobenzamido)-1H-pyrazole-3-carboxylate 
• 825619-04-3 4-(2,6-dichlorobenzamido)-1H-pyrazole-3-carboxylic acid 
• 906087-50-1 4-amino-pyrazole-3-carboxylic acid methyl-amide 

Relevant articles and documents

Discovery of novel cyclin-dependent kinase (CDK) and histone deacetylase (HDAC) dual inhibitors with potent in vitro and in vivo anticancer activity

In the current study, we reported a series of novel 1-H-pyrazole-3-carboxamide-based inhibitors targeting histone deacetylase (HDAC) and cyclin-dependent kinase (CDK). The representative compounds N-(4-((2-aminophenyl)carbamoyl)benzyl)-4-(2,6-dichlorobenzamido)-1H-pyrazole-3-carboxamide (7c) and N-(4-(2-((2-aminophenyl)amino)-2-oxoethyl)phenyl)-4-(2,6-dichlorobenzamido)-1H-pyrazole-3-carboxamide (14a) with potent antiproliferative activities towards five solid cancer cell lines, showed excellent inhibitory activities against HDAC2 (IC50 = 0.25 and 0.24 nM respectively) and CDK2 (IC50 = 0.30 and 0.56 nM respectively). In addition, compounds 7c and 14a significantly inhibited the migration of A375 and H460 cells. Further studies revealed that compounds 7c and 14a could arrest cell cycle in G2/M phase and promote apoptosis in A375, HCT116, H460 and Hela cells, which was associated with increasing the intracellular reactive oxygen species (ROS) levels. More importantly, compound 7c possessed favorable pharmacokinetic properties with the intraperitoneal bioavailability of 63.6% in ICR mice, and potent in vivo antitumor efficacy in the HCT116 xenograft model. Our study demonstrated that compound 7c provides a promising strategy for the treatment of malignant tumors.

1H-PYRAZOLO[4,3-d]PYRIMIDINE COMPOUNDS AS TOLL-LIKE RECEPTOR 7 (TLR7) AGONISTS

Compounds according to formula I are useful as agonists of Toll-like receptor 7 (TLR7). (I) Such compounds can be used in cancer treatment, especially in combination with an anti-cancer immunotherapy agent, or as a vaccine adjuvant.

5-MORPHOLIN-4-YL-PYRAZOLO[4,3-B]PYRIDINE DERIVATIVES

Compounds of the formula Ia and Ib in which R1, R2 and R3 have the meanings indicated in Claim 1, are inhibitors of ATR, and can be employed for the treatment of diseases such as cancer.