methyl 1H-pyrazole-3-carboxylate

• ChemBase ID: 28332
• Molecular Formular: C5H6N2O2
• Molecular Mass: 126.11334
• Monoisotopic Mass: 126.04292744
• SMILES: c1(n[nH]cc1)C(=O)OC
• Canonical SMILES: COC(=O)c1cc[nH]n1
• InChI: InChI=1S/C5H6N2O2/c1-9-5(8)4-2-3-6-7-4/h2-3H,1H3,(H,6,7)
• InChIKey: ORUCTBNNYKZMSK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1H-pyrazole-3-carboxylate
• IUPAC Traditional name: methyl 1H-pyrazole-3-carboxylate
• Synonyms: 1H-Pyrazole-3-carboxylic Acid Methyl Ester; Methyl 1H-Pyrazole-3-carboxylate; Methyl 3-Pyrazolecarboxylate; 4-Pyrazolecarboxylic Acid Methyl Ester; Methyl 1H-pyrazole-3-carboxylate

Database IDs

• CAS Number: 15366-34-4
• MDL Number: MFCD00649381; MFCD04967319
• PubChem SID: 160991639
• PubChem CID: 565662

CALCULATED PROPERTIES

• Acid pKa: 10.31145
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.46675003
• LogD (pH = 7.4): 0.46622884
• Log P: 0.4667571
• Molar Refractivity: 31.3987 cm^3
• Polarizability: 11.646676 Å^3
• Polar Surface Area: 54.98 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 141 - 143°C
• Hydrophobicity(logP): 0.618

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 97%; 98%

DETAILS

Toronto Research Chemicals - P842565

The methyl ester derivative of 4-Pyrazolecarboxylic Acid (P842550) used in the preparation of androgen receptor (AR) antagonists as well as pyrazole nucleosides.

REFERENCES

• Guo, C. et al.: J. Med. Chem., 54, 7693 (2011)
• Akhrem, A.A. et al.: Zhur. Obshchei Khim., 46, 1394 (2011)