1312929-42-2

Basic information

• Product Name: 5-AMINO-1H-PYRAZOLE-3-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 5-AMINO-1H-PYRAZOLE-3-CARBOXYLIC ACID METHYL ESTER;Methyl 5-amino-1H-pyrazole-3-carboxylate;1H-pyrazole-5-carboxylic acid, 3-amino-, methyl ester;methyl 3-amino-1H-pyrazole-5-carboxylate hydrochloride
• CAS NO: 1312929-42-2
• Molecular Formula: C₅H₇N₃O₂
• Molecular Weight: 141.13
• Mol File: 1312929-42-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 135-136°
• Appearance: /
• CAS DataBase Reference: 5-AMINO-1H-PYRAZOLE-3-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1H-PYRAZOLE-3-CARBOXYLIC ACID METHYL ESTER(1312929-42-2)
• EPA Substance Registry System: 5-AMINO-1H-PYRAZOLE-3-CARBOXYLIC ACID METHYL ESTER(1312929-42-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1312929-42-2(Hazardous Substances Data)

Upstream product

• 288-32-4 1H-imidazole 
• 1202657-31-5 methyl 1-tert-butoxycarbonyl-3-amino-1H-pyrazole-5-carboxylate 
• 198348-89-9 5-nitropyrazole-3-carboxylic acid 
• 181585-93-3 5-nitro-2H-pyrazole-3-carboxylic acid methyl ester 

Downstream Products

• 1116117-87-3 methyl 5,7-dihydroxy-6-phenylpyrazolo[1,5-a]pyrimidine-2-carboxylate 
• 1202657-35-9 methyl 3-(Nα-benzyloxycarbonyl-Nε-tert-butoxycarbonyl-L-lysylamino)-1H-pyrazole-5-carboxylate 
• 1312929-43-3 methyl 3-(2-chlorofuro[3,2-d]pyrimidin-4-ylamino)-1H-pyrazole-5-carboxylate 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS AS PRMT5 INHIBITORS

The compounds of Formula I, Formula Ia, and Formula Ib are described herein along with their analogs, tautomeric forms, stereoisomers, polymorphs, hydrates, solvates, pharmaceutically acceptable salts, pharmaceutical compositions, metabolites, and prodrugs thereof. These compounds inhibit PRMT5 and are useful as therpeautic or ameliorating agent for diseases that are involved in cellular growth such as malignant tumors, schizophrenia, Alzheimer's disease, Parkinson's disease and the like.

HETEROCYCLIC COMPOUNDS AS JANUS KINASE INHIBITORS

The invention provides compounds of formula (I): (Formula (I)), or a salt thereof as described herein. The invention also provides pharmaceutical compositions comprising a compound of formula (I), processes for preparing compounds of formula (I), intermediates useful for preparing compounds of formula (I) and therapeutic methods for suppressing an immune response or treating cancer or a hematologic malignancy using compounds of formula (I).

Susceptibility of methyl 3-Amino-1H-pyrazole-5-carboxylate to acylation

In the search for a new method of synthesis of hybrid peptides with aminopyrazole carboxylic acid, we tried to force selective acylation at the aromatic amino group instead of at the ring nitrogen atom with fairly gentle acylating agents. The acylating agents used were acid anhydrides: acetic anhydride, tert-butyl pyrocarbonate, and 2-(2-methoxyethoxy)ethoxyacetic acid/dicyclohexylcarbodiimide. We succceded in acylation at this amino group with almost none at the ring nitrogen atom. Sometimes, however, acylation in small quantities at the ring nitrogen atom was observed as a by-product. To remove this by-product, imidazole was used. Thus, we were able to obtain the hybrid peptides in question with no protection and subsequent removal required. We synthesized a few these free peptides with no protection of the pyrazole ring. This is a simpler method than that being used currently.