4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol

• ChemBase ID: 127792
• Molecular Formular: C21H27NO2
• Molecular Mass: 325.44458
• Monoisotopic Mass: 325.20417911
• SMILES: OC(c1ccc(O)cc1)C(N1CCC(CC1)Cc1ccccc1)C
• Canonical SMILES: Oc1ccc(cc1)C(C(N1CCC(CC1)Cc1ccccc1)C)O
• InChI: InChI=1S/C21H27NO2/c1-16(21(24)19-7-9-20(23)10-8-19)22-13-11-18(12-14-22)15-17-5-3-2-4-6-17/h2-10,16,18,21,23-24H,11-15H2,1H3
• InChIKey: UYNVMODNBIQBMV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(4-benzylpiperidin-1-yl)-1-hydroxypropyl]phenol
• IUPAC Traditional name: ifenprodil
• Synonyms: Ifenprodil; α-(4-Hydroxyphenyl)-β-methyl-4-(phenylmethyl)-1-piperidineethanol (2R,3R)-2,3-Dihydroxybutanedioate; Ifenprodil L-(+)-Tartrate; RC-61-91; Cerocral; Dilvax; Vadilex; Ifenprodil Hemitartrate

Database IDs

• CAS Number: 23210-58-4
• PubChem SID: 162222110
• PubChem CID: 3689
• ATC CODE: C04AX28
• CHEMBL: 113830
• Chemspider ID: 3561
• KEGG ID: D08064
• Wikipedia Title: Ifenprodil

CALCULATED PROPERTIES

• Acid pKa: 9.66631
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.82022184
• LogD (pH = 7.4): 2.3004246
• Log P: 3.5710015
• Molar Refractivity: 98.3495 cm^3
• Polarizability: 38.463696 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 165-169°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - I258000

Vasodilator (cerebral and peripheral).

REFERENCES

• Carron, C., et al.: Arzneim.-Forsch., 21, 1992 (1971)