1,1-diphenyl-4-(piperidin-1-yl)butan-1-ol

• ChemBase ID: 1100
• Molecular Formular: C21H27NO
• Molecular Mass: 309.44518
• Monoisotopic Mass: 309.20926449
• SMILES: OC(CCCN1CCCCC1)(c1ccccc1)c1ccccc1
• Canonical SMILES: OC(c1ccccc1)(c1ccccc1)CCCN1CCCCC1
• InChI: InChI=1S/C21H27NO/c23-21(19-11-4-1-5-12-19,20-13-6-2-7-14-20)15-10-18-22-16-8-3-9-17-22/h1-2,4-7,11-14,23H,3,8-10,15-18H2
• InChIKey: OGAKLTJNUQRZJU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1-diphenyl-4-(piperidin-1-yl)butan-1-ol
• IUPAC Traditional name: diphenidol
• Brand Name: Ansmin; Avomol; Celmidol; Cephadol; Cerrosa; Maniol; Nometic; Satanolon; Verterge; Vontrol; Yesdol
• Synonyms: Difenidol HCl; Difenidol; Difenidol hydrochloride; Difenidolo [DCIT]; Difenidolum [INN-Latin]; Diphenidol HCl; Diphenidol hydrochloride; Diphenidol

Database IDs

• CAS Number: 972-02-1
• PubChem SID: 160964563; 46506486
• PubChem CID: 3055; 9175
• CHEBI ID: 4638
• CHEMBL: 936
• Chemspider ID: 2947
• DrugBank ID: DB01231
• KEGG ID: D03858
• Unique Ingredient Identifier: NQO8R319LY
• Wikipedia Title: Diphenidol

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.398821
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.9203477
• LogD (pH = 7.4): 2.3909268
• Log P: 4.2215185
• Molar Refractivity: 96.9184 cm^3
• Polarizability: 37.97322 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.08
• LOG S: -4.72
• Solubility (Water): 5.87e-03 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 4.3

Pharmacology Properties

• Admin Routes: Oral
• Half Life: 4 hours

DETAILS

DrugBank - DB01231

• Drug Groups: approved
• Description: Diphenidol is an antiemetic agent used in the treatment of vomiting and vertigo. Diphenidol overdose may result in serious toxicity in children.
• Indication: For use in the prevention and symptomatic treatment of peripheral (labyrinthine) vertigo and associated nausea and vomiting that occur in such conditions as Meniere's disease and surgery of the middle and inner ear. Also for the control of nausea and vomiting associated with postoperative states, malignant neoplasms, labyrinthine disturbances, antineoplastic agent therapy, radiation sickness, and infectious diseases.
• Pharmacology: Diphenidol is used for control of nausea and vomiting. It has an antivertigo effect on the vestibular apparatus, inhibiting the chemoreceptor trigger zone to control nausea and vomiting, thus preventing motion sickness.
• Toxicity: Symptoms of overdose include drowsiness (severe); shortness of breath or troubled breathing; unusual tiredness or weakness (severe).
• Affected Organisms: Humans and other mammals
• Absorption: Well absorbed from gastrointestinal tract following oral administration.
• Half Life: 4 hours
• References: [Link]
• External Links: Drugs.com

REFERENCES

• Link