1-[(2Z)-4-(4-chlorophenyl)-3-phenylbut-2-en-1-yl]pyrrolidine

• ChemBase ID: 177225
• Molecular Formular: C20H22ClN
• Molecular Mass: 311.84838
• Monoisotopic Mass: 311.14407739
• SMILES: c1cc(ccc1C/C(=C/CN1CCCC1)/c1ccccc1)Cl
• Canonical SMILES: Clc1ccc(cc1)C/C(=C/CN1CCCC1)/c1ccccc1
• InChI: InChI=1S/C20H22ClN/c21-20-10-8-17(9-11-20)16-19(18-6-2-1-3-7-18)12-15-22-13-4-5-14-22/h1-3,6-12H,4-5,13-16H2/b19-12-
• InChIKey: WDYYVNNRTDZKAZ-UNOMPAQXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2Z)-4-(4-chlorophenyl)-3-phenylbut-2-en-1-yl]pyrrolidine
• IUPAC Traditional name: pyrrobutamine
• Synonyms: 1-[4-(4-Chlorophenyl)-3-phenyl-2-buten-1-yl]pyrrolidine; 1-[γ-(p-Chlorobenzyl)cinnamyl]pyrrolidine; Pyrrobutamine

Database IDs

• CAS Number: 91-82-7
• PubChem SID: 164233135
• PubChem CID: 5375785

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.2597976
• LogD (pH = 7.4): 3.893472
• Log P: 5.4121675
• Molar Refractivity: 96.2431 cm^3
• Polarizability: 37.199562 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P997800

Antihistaminic.

REFERENCES

• Casy, A.F., et al.: J. Pharm. Pharmacol., 22, 270 (1970)