29097-00-5

Basic information

• Product Name: 1H-Pyrazole-4-carboxylicacid,3-amino-,methylester(9CI)
• Synonyms: 1H-Pyrazole-4-carboxylicacid,3-amino-,methylester(9CI);1H-pyrazole-4-carboxylic acid, 5-amino-, methyl ester;methyl 5-amino-1H-pyrazole-4-carboxylate;methyl 5-azanyl-1H-pyrazole-4-carboxylate;1H-Pyrazole-4-carboxylicacid, 3-amino-, methyl ester;Methyl 3-AMinopyrazole-4-carboxylate;3-AMinopyrazole-4-carboxylic Acid Methyl Ester;Methyl 5-AMino-4-pyrazolecarboxylate
• CAS NO: 29097-00-5
• Molecular Formula: C₅H₇N₃O₂
• Molecular Weight: 141.13
• Product Categories: CARBOXYLICESTER;AMINOACID;Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 29097-00-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 135-136 °C
• Boiling Point: 348°Cat760mmHg
• Flash Point: 164.3°C
• Appearance: /
• Density: 1.395g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 12.87±0.50(Predicted)
• CAS DataBase Reference: 1H-Pyrazole-4-carboxylicacid,3-amino-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxylicacid,3-amino-,methylester(9CI)(29097-00-5)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxylicacid,3-amino-,methylester(9CI)(29097-00-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 29097-00-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 29097-00-5 differently. You can refer to the following data:
1. Methyl 3-aminopyrazole-4-carboxylate is a 5-membered heterocyclic amines and can be used in the derivatization of azo dyes.
2. A 5-membered heterocyclic amines used in the derivatization of azo dyes.

InChI:InChI=1/C5H7N3O2/c1-10-5(9)3-2-7-8-4(3)6/h2H,1H3,(H3,6,7,8)

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 105-34-0 methyl 2-cyanoacetate 
• 71363-39-8 (E)-2-cyano-3-ethoxyacrylic acid methyl ester 
• 29096-99-9 α-ethoxymethylene methyl cyanoacetate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 67-56-1 methanol 
• 41680-34-6 5-amino-1H-pyrazole-4-carboxylic acid 

Downstream Products

• 51105-90-9 methyl pyrazole-4-carboxylate 
• 333761-74-3 5-(4-methoxyphenyl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester 
• 1076195-44-2 5-(4-methoxyphenyl)-6-methyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester 
• 907180-95-4 Methyl 5,7-dichloro-6-(2,4-dichlorophenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate 
• 907180-96-5 methyl 5-chloro-6-(2,4-dichlorophenyl)-7-isopropylaminopyrazolo[1,5-a]pyrimidine-3-carboxylate 
• 315-30-0 4-hydroxypyrazolo(3,4-d)pyrimidine 
• 1349163-36-5 methyl 7-(4-chlorophenyl)-6-{[(2-methoxyphenyl)amino]carbonyl}-5-methyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate 

Relevant articles and documents

Design, synthesis, and evaluation of novel hydrazide hydrochlorides of 6-aminopyrazolo[1,5-a]pyrimidine-3-carboxamides as potent Aurora kinase inhibitors

Abstract: The Aurora kinases play a key role in mitosis and are overexpressed in multiple human tumor types; there has been considerable interest in developing Aurora kinase inhibitors as antitumor agents, particularly Aurora A and Aurora B kinases. A series of novel hydrazide hydrochlorides of pyrazolo[1,5-a]pyrimidine carboxamides were designed and synthesized and their inhibitory activities against Aurora kinases were evaluated. Some of the tested compounds exhibited low micromolar to nanomolar activity with respect to the inhibition of Aurora A kinase. The most potent compound in this series was found to be a potent inhibitor of Aurora A in an HTRF enzymatic assay with an IC50 as low as 23?nM. A structure–activity relationship study indicated that halogen substitution in the benzene ring of amide plays an important role in kinase inhibitory potency. Graphical abstract: [Figure not available: see fulltext.].

Synthetic method of allopurinol

The invention relates to a synthetic method of allopurinol. The synthetic method comprises the following steps: (1) adding methyl cyanoacetate, triethyl orthoformate and ethyl acetic anhydride into areaction kettle, and stirring and heating for reflux, so as to obtain red brown alpha-ethoxylated methyl cyanoacetate; (2) adding absolute ethyl alcohol and hydrazine hydrate into the reaction kettle,heating for reflux, cooling for crystallization, and filtering, so as to obtain a crystal 3-amino-4-methoxycarbonyl pyrazole; (3) adding 3-amino-4-methoxycarbonyl pyrazole and formamide into the reaction kettle, stirring for reaction, and cooling for crystallization, so as to obtain crude allopurinol; and (4) adding an acid liquid into the reaction kettle, adding crude allopurinol and activated carbon, carrying out suction filtration while the liquid is hot, and carrying out low-temperature crystallization, so as to obtain allopurinol. The method is simple in process, the yield and purity ofthe product are effectively increased, the energy consumption is low in the reaction process, the environmental pollution is low, the raw materials are easily available, the price of allopurinol is low, the quality of the allopurinol is controllable, and an allopurinol finished product meets the standards of 2015 edition of the Pharmacopoeia and is suitable for industrial production.

Pyrazolopyrimidines

Pyrazolopyrimidines of the formula in which R1, R2, R3, R4, R5 and X are as defined in the description, processes for preparing these compounds and their use for controlling unwanted microorganisms.