ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

• ChemBase ID: 66792
• Molecular Formular: C12H20N2O3
• Molecular Mass: 240.2988
• Monoisotopic Mass: 240.14739251
• SMILES: c1(nc(c([nH]1)C(=O)OCC)C(C)(C)O)CCC
• Canonical SMILES: CCOC(=O)c1[nH]c(nc1C(O)(C)C)CCC
• InChI: InChI=1S/C12H20N2O3/c1-5-7-8-13-9(11(15)17-6-2)10(14-8)12(3,4)16/h16H,5-7H2,1-4H3,(H,13,14)
• InChIKey: KZBJJAFGNMRRHN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate; ethyl 5-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-4-carboxylate
• IUPAC Traditional name: ethyl 5-(2-hydroxypropan-2-yl)-2-propyl-3H-imidazole-4-carboxylate; ethyl 5-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-4-carboxylate
• Synonyms: Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate; 2-Propyl-5-(1-hydroxy-1-methylethyl)-3H-imidazole-4-carboxylic Acid Ethyl Ester; Ethyl 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylate; 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic Acid Ethyl Ester; ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate

Database IDs

• CAS Number: 144689-93-0
• MDL Number: MFCD07787565
• PubChem SID: 162032528
• PubChem CID: 10562026

CALCULATED PROPERTIES

• Acid pKa: 8.070175
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.6998271
• LogD (pH = 7.4): 1.645755
• Log P: 1.7188833
• Molar Refractivity: 64.8337 cm^3
• Polarizability: 25.029764 Å^3
• Polar Surface Area: 75.21 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 98-100°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%; 97%

DETAILS

Toronto Research Chemicals - H946900

Olmesartan (O550000) intermediate.

REFERENCES

• Sakamoto, F., et al.: Chem. Pharm. Bull ., 32, 2241 (1984)
• Yanagisawa, H., et al.: J. Med. Chem., 39, 323 (1984)