1-[(4-fluorophenyl)methyl]-N-(1-{2-[4-(2H3)methoxyphenyl]ethyl}piperidin-4-yl)-1H-1,3-benzodiazol-2-amine

• ChemBase ID: 160848
• Molecular Formular: C28H31FN4O
• Molecular Mass: 458.5703432
• Monoisotopic Mass: 458.24818985
• SMILES: c1ccc2c(c1)n(c(n2)NC1CCN(CC1)CCc1ccc(cc1)OC)Cc1ccc(cc1)F
• Canonical SMILES: COc1ccc(cc1)CCN1CCC(CC1)Nc1nc2c(n1Cc1ccc(cc1)F)cccc2
• InChI: InChI=1S/C28H31FN4O/c1-34-25-12-8-21(9-13-25)14-17-32-18-15-24(16-19-32)30-28-31-26-4-2-3-5-27(26)33(28)20-22-6-10-23(29)11-7-22/h2-13,24H,14-20H2,1H3,(H,30,31)
• InChIKey: GXDALQBWZGODGZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4-fluorophenyl)methyl]-N-(1-{2-[4-(^2H₃)methoxyphenyl]ethyl}piperidin-4-yl)-1H-1,3-benzodiazol-2-amine
• IUPAC Traditional name: 1-[(4-fluorophenyl)methyl]-N-(1-{2-[4-(^2H₃)methoxyphenyl]ethyl}piperidin-4-yl)-1,3-benzodiazol-2-amine
• Synonyms: 1-[(4-Fluorophenyl)methyl]-N-[1-[2-(4-methoxy-d3-phenyl)ethyl]-4-piperidinyl]-1H-benzimidazol-2-amine; Astemisan-d3; Hismanal-d3; Histamen-d3; Paralergin-d3; R 42512-d3; R 43512-d3; Retolen-d3; Waruzol-d3; Astemizole-d3

Database IDs

• CAS Number: 1189961-39-4
• PubChem SID: 162254983
• PubChem CID: 46780485

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.4488908
• LogD (pH = 7.4): 3.9728467
• Log P: 5.3896523
• Molar Refractivity: 135.6432 cm^3
• Polarizability: 52.524464 Å^3
• Polar Surface Area: 42.32 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 145-150°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A790032

Labelled Astemizole. Nonsedating-type histamine H1-receptor antagonist. Potential for combination therapy with antivancer drugs such as doxorubicin in resistant leukemia. Antihistaminic.

REFERENCES

• Wauquier, A., et al.: Eur. J. Pharmacol., 72, 245 (1981)
• Laduron, P.M., et al.: Mol. Pharmacol., 21, 294 (1981)
• Richards, D.M., et al.: Drugs, 28, 38 (1981)
• Al-Obaid, A.M., et al.: Anal. Profiles Drug Subs., 20, 173 (1981)
• Ishikawa, M., et al.: Biol.