2-[1-(triphenylmethyl)-1H-imidazol-4-yl]ethan-1-amine; oxalic acid

• ChemBase ID: 179323
• Molecular Formular: C26H25N3O4
• Molecular Mass: 443.4944
• Monoisotopic Mass: 443.1845063
• SMILES: n1c(cn(c1)C(c1ccccc1)(c1ccccc1)c1ccccc1)CCN.C(=O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)O.NCCc1ncn(c1)C(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C24H23N3.C2H2O4/c25-17-16-23-18-27(19-26-23)24(20-10-4-1-5-11-20,21-12-6-2-7-13-21)22-14-8-3-9-15-22;3-1(4)2(5)6/h1-15,18-19H,16-17,25H2;(H,3,4)(H,5,6)
• InChIKey: QXLUTZXFKUCYGO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-(triphenylmethyl)-1H-imidazol-4-yl]ethan-1-amine; oxalic acid
• IUPAC Traditional name: 2-[1-(triphenylmethyl)imidazol-4-yl]ethanamine; oxalic acid
• Synonyms: 1-(Triphenylmethyl)-1H-imidazole-4-ethanamine Ethanedioate; 2-(1-Trityl-1H-imidazol-4-yl)ethylamine Oxalate; N-Trityl Histamine Oxalate

Database IDs

• CAS Number: 1187929-12-9
• PubChem SID: 164235233
• PubChem CID: 53445941

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2381322
• LogD (pH = 7.4): 2.5534859
• Log P: 4.67966
• Molar Refractivity: 111.6103 cm^3
• Polarizability: 42.90114 Å^3
• Polar Surface Area: 43.84 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T887940

Used in the preparation of substituted imidazole derivatives for use as angiotensin II AT1 receptor antagonists. A new class of histamine H2 receptor agonists.

REFERENCES

• Buschauer, A., et al.: J. Med. Chem., 32, 1963 (1989)
• Hill, S., et al.: Pharmacol. Rev., 49, 253 (1989)
• Schneider, E., et al.: ChemBioChem., 8, 1981 (1989)