90349-23-8

Basic information

• Product Name: 5,7-DIMETHYL-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID
• Synonyms: TIMTEC-BB SBB006994;ART-CHEM-BB B001272;AKOS B001272;AKOS BBS-00002689;5,7-DIMETHYLPYRAZOLO[5,4-A]PYRIMIDINE-3-CARBOXYLIC ACID;5,7-DIMETHYL-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID;ALINDA 7268;VITAS-BB TBB005266
• CAS NO: 90349-23-8
• Molecular Formula: C₉H₉N₃O₂
• Molecular Weight: 191.19
• Mol File: 90349-23-8.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 1.43
• Refractive Index: 1.677
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5,7-DIMETHYL-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-DIMETHYL-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID(90349-23-8)
• EPA Substance Registry System: 5,7-DIMETHYL-PYRAZOLO[1,5-A]PYRIMIDINE-3-CARBOXYLIC ACID(90349-23-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 90349-23-8(Hazardous Substances Data)

Usage

Uses

5,7-Dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylic Acid is used as a reactant in the synthetic preparation of noninhibitory small molecule chaperones of glucocerebrosidase.

InChI:InChI=1/C9H9N3O2/c1-5-3-6(2)12-8(11-5)7(4-10-12)9(13)14/h3-4H,1-2H3,(H,13,14)

Upstream product

• 123-54-6 acetylacetone 
• 52664-01-4 ethyl 5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxylate 
• 41680-34-6 5-amino-1H-pyrazole-4-carboxylic acid 
• 43024-16-4 5,7-dimethylpyrazolo<1,5-a>pyrimidine-3-carbonitrile 

Downstream Products

• 1380716-06-2 N-(4-ethynylphenyl)-5,7-dimethylpyrazolo[1,5-a]-pyrimidine-3-carboxamide 
• 1380716-07-3 5,7-dimethyl-N-(4-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide 
• 361467-73-4 5,7-dimethyl-N-(3-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide 
• 361467-77-8 N-(3,4-dimethylphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carboxamide 

Relevant articles and documents

Synthesis of pyrazolo[1,5-α]pyrimidine ring as a possible bioisosteric replacement of the 5-(1H-pyrrol-1-yl)pyrazole scaffold

Reaction of 3-amino-1H-pyrazole-4-carbonitrile with 2,4-pentanedione yielded 5,7-dimethylpyrazolo[1,5-α]pyrimidine-3-carbonitrile, which was easily and efficiently transformed into a small library of amido derivatives. This procedure opens the way to new compounds potentially endowed with interesting biological activities.

Design, Synthesis, and Evaluation of the Anticancer Properties of a Novel Series of α-(Benzoylamino)-β-substituted Acrylic Amide Derivatives of Pyrazolo[1,5-a]pyrimidine

A novel series of α-(benzoylamino)-β-substituted acrylic amide derivatives of pyrazolo[1,5-a]pyrimidine has been synthesized using a convergent multistep synthesis. The synthesized compounds were characterized by 1H NMR, 13C NMR, ESI-MS, and IR analyses. Those new compounds were screened for their in vitro antiproliferative activity using an MTT assay analysis. Out of nine derivatives synthesized in the current study, compounds 13g, 13d, 13h, and 13i exhibited the greatest anticancer activities in HeLa and HepG2 cell lines. The in vitro anticancer activity of compound 13g against HeLa, HepG2, and MCF-7 cell lines is superior to the marketed drugs paclitaxel and SAHA.

SUBSTITUTED PYRAZOLO(1,5-A)PYRIMIDINES AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS

The invention provides substituted pyrazolo[l,5-a]pyrimidine and related organic compounds, compositions containing such compounds, medical kits, and methods for using such compounds and compositions to treat medical disorders, e.g., Gaucher disease, Parkinson's disease, Lewy body disease, dementia, or multiple system atrophy, in a patient. Exemplary substituted pyrazolo[l,5-a]pyrimidine compounds described herein include 5,7- dimethyl-N-phenylpyrazolo[l,5-a]pyrimidine-3-carboxamide compounds and variants thereof.