4-{4-[(S)-(4-chlorophenyl)(pyridin-2-yl)methoxy]piperidin-1-yl}(3,3,4,4-2H4)butanoic acid; benzenesulfonic acid

• ChemBase ID: 161920
• Molecular Formular: C27H31ClN2O6S
• Molecular Mass: 547.06284
• Monoisotopic Mass: 546.1591354
• SMILES: c1c(cccc1)S(=O)(=O)O.c1(ccc(cc1)[C@H](OC1CCN(CC1)CCCC(=O)O)c1ccccn1)Cl
• Canonical SMILES: OS(=O)(=O)c1ccccc1.OC(=O)CCCN1CCC(CC1)O[C@H](c1ccccn1)c1ccc(cc1)Cl
• InChI: InChI=1S/C21H25ClN2O3.C6H6O3S/c22-17-8-6-16(7-9-17)21(19-4-1-2-12-23-19)27-18-10-14-24(15-11-18)13-3-5-20(25)26;7-10(8,9)6-4-2-1-3-5-6/h1-2,4,6-9,12,18,21H,3,5,10-11,13-15H2,(H,25,26);1-5H,(H,7,8,9)/t21-;/m0./s1
• InChIKey: UDGHXQPQKQPSBB-BOXHHOBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{4-[(S)-(4-chlorophenyl)(pyridin-2-yl)methoxy]piperidin-1-yl}(3,3,4,4-^2H₄)butanoic acid; benzenesulfonic acid
• IUPAC Traditional name: 4-{4-[(S)-(4-chlorophenyl)(pyridin-2-yl)methoxy]piperidin-1-yl}(3,3,4,4-^2H₄)butanoic acid; benzenesulfonic acid
• Synonyms: 4-[(S)-(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinebutanoic Acid Benzenesulfonate-d4; (S)-4-[4-(4-Chlorophenyl-2-pyridylmethoxy)piperidinyl]butyric Acid Benzenesulfonate-d4; BB-d4; Bepotastine Benzenesulfonate-d4; Bepotastine Benzenesulfonate Salt-d4; Bepotastine Besilate-d4; Bepreve-d4; TAU 284-d4; Talion; Bepotastine-d4 Besylate

Database IDs

• PubChem SID: 162256055
• PubChem CID: 71313917

CALCULATED PROPERTIES

• Acid pKa: 4.1016054
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.5400221
• LogD (pH = 7.4): 0.5506054
• Log P: 0.55255556
• Molar Refractivity: 105.0988 cm^3
• Polarizability: 41.298424 Å^3
• Polar Surface Area: 62.66 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - B317002

Labelled Bepotastine. Bepotastine is a histamine H1 receptor anatagonist. Bepotastine suppresses some allergic inflammatory processes such as allergic rhinitis, chronic urticaria or pruritus associated with skin conditions (eczema/dermatitis, prurigo or p

REFERENCES

• Kaminuma, O. et al.: Biol. Pharm. Bull., 21, 411 (1998)
• Kitaba, S. et al.: J. Allergy, No pp. given (1998)
• Lyseng-Williamson, K.A., Drugs, 70, 1579 (1998)