2-[(1Z)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine hydrochloride

• ChemBase ID: 104761
• Molecular Formular: C19H23ClN2
• Molecular Mass: 314.85232
• Monoisotopic Mass: 314.15497643
• SMILES: Cl.Cc1ccc(cc1)/C(=C/CN1CCCC1)/c1ncccc1
• Canonical SMILES: Cc1ccc(cc1)/C(=C/CN1CCCC1)/c1ccccn1.Cl
• InChI: InChI=1S/C19H22N2.ClH/c1-16-7-9-17(10-8-16)18(19-6-2-3-12-20-19)11-15-21-13-4-5-14-21;/h2-3,6-12H,4-5,13-15H2,1H3;1H
• InChIKey: WYUYEJNGHIOFOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1Z)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine hydrochloride; 2-[1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine hydrochloride
• IUPAC Traditional name: 2-[(1Z)-1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine hydrochloride; 2-[1-(4-methylphenyl)-3-(pyrrolidin-1-yl)prop-1-en-1-yl]pyridine hydrochloride
• Synonyms: Actidilon; Pro-Actidil; Pro-Entra; Actidil; Triprolidine Hydrochloride; trans-2-[3-(1-Pyrrolidinyl)-1-p-tolylpropenyl]pyridine; TRIPROLIDINE HYDROCHLORIDE

Database IDs

• CAS Number: 550-70-9; 6138-79-0
• PubChem SID: 162091938
• PubChem CID: 21196452

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.0643152
• LogD (pH = 7.4): 2.7876499
• Log P: 4.0451536
• Molar Refractivity: 98.5253 cm^3
• Polarizability: 34.387333 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: 2-8°C
• RTECS: UT7658000

Pharmacology Properties

• Mechanism of Action: Histamine H 1 -receptor antagonist; Over-the-counter antihistamine

Product Information

• Salt Data: HCl
• Application(s): Used to combat the symptoms associated with allergies

DETAILS

MP Biomedicals - 02157116

Hydrochloride
H₁ Histamine antagonist

REFERENCES

• U.K. Pat., 1954, 719 276; CA, 50, 1090, (synth)
• Adamson, D.W. et al., J.C.S., 1958, 312, (synth)
• James, M.N.G. et al., Can. J. Chem., 1974, 52, 1880, (cryst struct)
• Benezra, S.A. et al., Anal. Profiles Drug Subst., 1979, 8, 509, (rev, synth, props, anal)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 5269
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 947
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, TMX775