Description
2-Methylpyrazolo(1,5-a)pyrimidine-6-carboxylic acid (CAS No. 739364-95-5) is a high-purity heterocyclic carboxylic acid with the molecular formula C8H7N3O2. This compound is a valuable building block in pharmaceutical and agrochemical research, particularly in the synthesis of novel pyrazolopyrimidine derivatives. Its rigid bicyclic structure and carboxylic acid functionality make it an ideal intermediate for medicinal chemistry applications, including kinase inhibitor development. Available in ≥95% purity by HPLC, this product is supplied as a fine white to off-white powder with strict quality control to ensure batch-to-batch consistency. Proper storage at 2-8°C under inert atmosphere is recommended for long-term stability.
Properties
- CAS Number: 739364-95-5
- Complexity: 221
- IUPAC Name: 2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid
- InChI: InChI=1S/C8H7N3O2/c1-5-2-7-9-3-6(8(12)13)4-11(7)10-5/h2-4H,1H3,(H,12,13)
- InChI Key: YHVGUXFUOSJCFJ-UHFFFAOYSA-N
- Exact Mass: 177.053826475
- Molecular Formula: C8H7N3O2
- Molecular Weight: 177.16
- SMILES: CC1=NN2C=C(C=NC2=C1)C(=O)O
- Topological: 67.5
- Monoisotopic Mass: 177.053826475
- Synonyms: 2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid, 739364-95-5, DTXSID40630527, 2-Methylpyrazolo(1,5-a)pyrimidine-6-carboxylic acid, DTXCID10581279, 833-745-2, MFCD19443280, 2-Methyl-pyrazolo[1,5-a]pyrimidine-6-carboxylic acid, YHVGUXFUOSJCFJ-UHFFFAOYSA-N, SCHEMBL5066688, BCP09334, SC1102, AKOS022708956, CS-W003908, DS-8624, PB21492, AC-37561, DA-25788, SY033503, M2760, EN300-1698837, 2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylicacid
Application
This pyrazolopyrimidine derivative serves as a key intermediate in the synthesis of potential therapeutic agents, particularly in cancer research where pyrazolo[1,5-a]pyrimidine scaffolds show promise as kinase inhibitors. The carboxylic acid moiety allows for further functionalization through amide coupling or esterification reactions. Researchers utilize this compound in structure-activity relationship studies to develop novel heterocyclic compounds with improved pharmacological properties.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
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