1-{bicyclo[2.2.1]hept-5-en-2-yl}-1-phenyl-3-(piperidin-1-yl)propan-1-ol hydrochloride

• ChemBase ID: 72609
• Molecular Formular: C21H30ClNO
• Molecular Mass: 347.922
• Monoisotopic Mass: 347.20159227
• SMILES: c1cc(ccc1)C(CCN1CCCCC1)(C1C2C=CC(C2)C1)O.Cl
• Canonical SMILES: OC(C1CC2CC1C=C2)(c1ccccc1)CCN1CCCCC1.Cl
• InChI: InChI=1S/C21H29NO.ClH/c23-21(19-7-3-1-4-8-19,11-14-22-12-5-2-6-13-22)20-16-17-9-10-18(20)15-17;/h1,3-4,7-10,17-18,20,23H,2,5-6,11-16H2;1H
• InChIKey: RDNLAULGBSQZMP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{bicyclo[2.2.1]hept-5-en-2-yl}-1-phenyl-3-(piperidin-1-yl)propan-1-ol hydrochloride
• IUPAC Traditional name: biperiden hydrochloride; biperidene hydrochloride
• Synonyms: 1-(5-Bicyclo[2.2.1]hept-2-enyl)-1-phenyl-3-(1-piperidinyl)propan-1-ol hydrochloride; Akinophyl; Biperiden hydrochloride; α-Bicyclo[2.2.1]hept-5-en-2-yl-α-phenyl-1-piperidinepropanol Hydrochloride; α-5-Norbornen-2-yl-α-phenyl-1-piperidinepropanol Hydrochloride; Akineton Hydrochloride; Biperidene Hydrochloride; NSC 170950; NSC 84989; Akineton; Biperiden hydrochloride; Biperiden 盐酸盐

Database IDs

• CAS Number: 1235-82-1
• EC Number: 214-976-2
• PubChem SID: 162037534
• PubChem CID: 92151

CALCULATED PROPERTIES

• Acid pKa: 13.820097
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.21261095
• LogD (pH = 7.4): 1.6437268
• Log P: 3.5365074
• Molar Refractivity: 97.0158 cm^3
• Polarizability: 37.70881 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: insoluble
• Apperance: off-white powder

Safety Information

• Storage Condition: -20°C
• RTECS: TN3706000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: mAChRs

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Hydrochloride
• Empirical Formula (Hill Notation): C21H30ClNO

DETAILS

Selleck Chemicals - S1285

Research Area: Neurological Disease
Biological Activity:
Biperiden is an antiparkinsonian agent of the anticholinergic type. It is used for the adjunctive treatment of all forms of Parkinson’s disease (postencephalitic, idiopathic, and arteriosclerotic). Biperiden has an atropine-like blocking effect on all peripheral structures which are parasympathetic-innervate. It also has a prominent central blocking effect on M1 receptors. [1]

Sigma Aldrich - B5311

Biochem/physiol Actions
Biperiden hydrochloride is antiparkinsonian; non-selective muscarinic receptor antagonist. It is used for the adjunctive treatment of all forms of Parkinson′s Disease (postencephalitic, idiopathic, and arteriosclerotic); also commonly used to improve parkinsonian signs and symptoms related to antipsychotic drug therapy. LD50 in rats 750 mg/kg; in dogs 340 mg/kg.

Toronto Research Chemicals - B397825

Biperiden hydrochloride is antiparkinsonian; non-selective muscarinic receptor antagonist. Biperiden is used for the adjunctive treatment of all forms of Parkinson′s Disease (postencephalitic, idiopathic, and arteriosclerotic); also commonly used to impro

REFERENCES

• http://www.rxlist.com/akineton-drug.htm
• Patela, Y., et al.: Talanta, 47, 625 (1998)
• Bebawy, L., et al: J. Pharm. Biomed. Anal., 20, 663 (1998)
• Dinc, E., et al.: J. Pharm. Biomed. Anal., 28, 591 (1998)