2-[3-(2-{4-[1-(2-ethoxyethyl)-1H-1,3-benzodiazol-2-yl]piperidin-1-yl}ethyl)phenyl]-2-(2H3)methyl(2H3)propanoic acid

• ChemBase ID: 161980
• Molecular Formular: C28H37N3O3
• Molecular Mass: 463.61168
• Monoisotopic Mass: 463.28349206
• SMILES: c1ccc2c(c1)nc(n2CCOCC)C1CCN(CC1)CCc1cc(ccc1)C(C)(C)C(=O)O
• Canonical SMILES: CCOCCn1c(nc2c1cccc2)C1CCN(CC1)CCc1cccc(c1)C(C(=O)O)(C)C
• InChI: InChI=1S/C28H37N3O3/c1-4-34-19-18-31-25-11-6-5-10-24(25)29-26(31)22-13-16-30(17-14-22)15-12-21-8-7-9-23(20-21)28(2,3)27(32)33/h5-11,20,22H,4,12-19H2,1-3H3,(H,32,33)
• InChIKey: YQBLDZMARIUXJI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-(2-{4-[1-(2-ethoxyethyl)-1H-1,3-benzodiazol-2-yl]piperidin-1-yl}ethyl)phenyl]-2-(^2H₃)methyl(^2H₃)propanoic acid
• IUPAC Traditional name: 2-[3-(2-{4-[1-(2-ethoxyethyl)-1,3-benzodiazol-2-yl]piperidin-1-yl}ethyl)phenyl]-2-(^2H₃)methyl(^2H₃)propanoic acid
• Synonyms: 4-[2-[4-[1-(2-Ethoxyethyl)-1H-benzimidazol-2-yl]-1-piperidinyl]ethyl]-α,α-(dimethyl-d6)benzeneacetic Acid; Bilastine-d6

Database IDs

• PubChem SID: 162256115
• PubChem CID: 57369243

CALCULATED PROPERTIES

• Acid pKa: 4.163452
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.085288
• LogD (pH = 7.4): 2.4143581
• Log P: 2.4071224
• Molar Refractivity: 135.575 cm^3
• Polarizability: 53.636868 Å^3
• Polar Surface Area: 67.59 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B385002

Labelled Bilastine. It is a novel, nonsedating H1-antihistamine developed for symptomatic treatment of allergic rhinitis and chronic idiopathic urticaria.

REFERENCES

• Van Cauwenberge, P., et al.: Clin. Exp. Allergy, 30, 891 (2000)
• Bauchau, V., et al.: Eur. Respir. J., 24, 758 (2000)
• Lehman, J., et al.: Drugs, 66, 2309 (2000)