632365-54-9

Usage

Uses

Used in Organic Synthesis:
1H-Pyrazole-3-carboxylic acid, 5-amino-, methyl ester (9CI) serves as a key intermediate in organic synthesis, facilitating the construction of complex molecular architectures. Its presence of both ester and amino functional groups allows for versatile chemical transformations, making it a preferred choice for the synthesis of a wide array of organic compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1H-Pyrazole-3-carboxylic acid, 5-amino-, methyl ester (9CI) is utilized as a building block for the synthesis of bioactive molecules with potential therapeutic applications. Its unique structure and reactivity contribute to the development of novel drug candidates, particularly in the areas of medicinal chemistry and drug discovery.
Used in Drug Development:
1H-Pyrazole-3-carboxylicacid,5-amino-,methylester(9CI)'s potential applications in drug development are attributed to its capacity to form the backbone of new pharmaceutical agents. Its presence in the synthesis of various bioactive molecules positions it as a promising candidate for the creation of innovative treatments for a range of diseases and conditions.
Used in Agrochemical Development:
1H-Pyrazole-3-carboxylic acid, 5-amino-, methyl ester (9CI) also holds promise in the agrochemical sector, where it may be employed in the development of new pesticides, herbicides, or other agricultural chemicals. Its unique chemical properties could lead to the discovery of more effective and environmentally friendly agrochemicals.

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

Upstream product

• 181585-93-3 5-nitro-2H-pyrazole-3-carboxylic acid methyl ester 
• 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 

Downstream Products

• 784143-09-5 C₁₁H₁₀BrN₃O₂ 
• 1000895-26-0 (3-amino-1H-pyrazol-5-yl)methanol 
• 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 
• 1427549-87-8 methyl 3-cyclohexyl-2-(4-fluorophenyl)-1-methyl-imidazo[1,2-b]pyrazole-6-carboxylate 
• 1427549-83-4 methyl 3-cyclohexyl-2-(4-fluorophenyl)-1H-imidazo[1,2-b]pyrazole-6-carboxylate 
• 863431-88-3 5,7-dihydroxy-6-(2-chloro-4-cyanophenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester 
• 1219743-26-6 5-amino-1H-pyrazole-3-carboxamide 
• 632366-21-3 5-(4-bromo-phenyl)-6-cyclohexyl-7-oxo-4,7-dihydro-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid methyl ester 
• 632366-25-7 5-(4-benzyloxy-phenyl)-6-cyclohexyl-7-oxo-4,7-dihydro-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid methyl ester 
• 632362-06-2 6-(4-benzyloxy-phenyl)-7-cyclohexyl-pyrazolo[1,5-a]pyrimidine-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

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.

ALKYNYL ALCOHOLS AND METHODS OF USE

The invention relates to compounds of Formula (0): wherein Q, A1-A8, R4 and R5 and each has the meaning as described herein. Compounds of Formula (0) and pharmaceutical compositions thereof are useful in the treatment of diseases and disorders in which undesired or over- activation of NF-kB signaling is observed.

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).

FUSED PYRIMIDINES

Compounds of formula (I), or an N-oxide, a salt, a tautomer or a stereoisomer of said compound, or a salt of said N-oxide, tautomer or stereoisomer, wherein ring B and the pyrimidine to which it is fused, R4, R5, R6, R7, m and n have the meanings as given in the description and the claims, which are effective inhibitors of the Pi3K/Akt pathway, processes for their production and their use as pharmaceuticals.

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.

FUSED BICYCLIC PYRIMIDINES

Compounds of formula (I) a tautomer or stereoisomer thereof, or a salt thereof, wherein ring B and the pyrimidine to which it is fused, R4, R5, R6 and R7 have the meanings as given in the description and the claims, are effective inhibitors of the Pi3K/Akt pathway.

FUSED BICYCLIC PYRIMIDINES

Compounds of formula (I), a tautomer or stereoisomer thereof, or a salt thereof, wherein ring B and the pyrimidine to which it is fused, R4, R5, R6 and R7 have the meanings as given in the description and the claims, are effective inhibitors of the Pi3K/Akt pathway.

PYRROLOTRIAZINE KINASE INHIBITORS

The present invention provides compounds of formula I and pharmaceutically acceptable salts thereof. The formula I compounds inhibit tyrosine kinase activity of such as TrkA, TrkB, TrkC, Jak2, Jak3 and CK2, thereby making them useful as antiproliferative agents for the treatment of cancer and other diseases.