2-[(1-{1-[(4-fluorophenyl)methyl]-1H-1,3-benzodiazol-2-yl}piperidin-4-yl)(methyl)amino]-3,4-dihydropyrimidin-4-one

• ChemBase ID: 174660
• Molecular Formular: C24H25FN6O
• Molecular Mass: 432.4933032
• Monoisotopic Mass: 432.20738767
• SMILES: c1ccc2c(c1)n(c(n2)N1CCC(CC1)N(c1[nH]c(=O)ccn1)C)Cc1ccc(cc1)F
• Canonical SMILES: Fc1ccc(cc1)Cn1c(nc2c1cccc2)N1CCC(CC1)N(c1nccc(=O)[nH]1)C
• InChI: InChI=1S/C24H25FN6O/c1-29(23-26-13-10-22(32)28-23)19-11-14-30(15-12-19)24-27-20-4-2-3-5-21(20)31(24)16-17-6-8-18(25)9-7-17/h2-10,13,19H,11-12,14-16H2,1H3,(H,26,28,32)
• InChIKey: PVLJETXTTWAYEW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1-{1-[(4-fluorophenyl)methyl]-1H-1,3-benzodiazol-2-yl}piperidin-4-yl)(methyl)amino]-3,4-dihydropyrimidin-4-one
• IUPAC Traditional name: mizolastine
• Synonyms: 2-[[1-[1-[(4-Fluorophenyl)methyl]-1H-benzimidazol-2-yl]-4-piperidinyl]methylamino]- 4(1H)-pyrimidinone; MKC 431; Mistamine; Mizollen; SL 850324; Zolistan; Mizolastine; Mizolastine (Mizollen)

Database IDs

• CAS Number: 108612-45-9
• PubChem SID: 164230570
• PubChem CID: 65906

CALCULATED PROPERTIES

• Acid pKa: 9.07813
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.1686146
• LogD (pH = 7.4): 3.7108715
• Log P: 3.7334082
• Molar Refractivity: 122.2769 cm^3
• Polarizability: 46.56925 Å^3
• Polar Surface Area: 65.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Histamine Receptor

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - M385400

A highly selective histamine H1-receptor antagonist (with no anticholinergic, antiadrenergic, or antiserotonin activity) for use in the treatment of allergic disorders, especially rhinitis and urticaria.

REFERENCES

• Simons, F.E.R.: Clin. Alp. Allergy, 29, 3 (1999)
• Brostoff, J. et al.: Allergy, 51, 251 (1999)
• Gensthaler, B.M.: Pharm. Zeit., 143, 228 (1999)