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Substance Name: Biperiden [USP:INN:BAN:JAN]
RN: 514-65-8
UNII: 0FRP6G56LD
InChIKey: YSXKPIUOCJLQIE-UHFFFAOYSA-N

Note

  • A muscarinic antagonist that has effects in both the central and peripheral nervous systems. It has been used in the treatment of arteriosclerotic, idiopathic, and postencephalitic parkinsonism. It has also been used to alleviate extrapyramidal symptoms induced by phenothiazine derivatives and reserpine.

Molecular Formula

  • C21-H29-N-O

Molecular Weight

  • 311.4661
 

Classification Codes

  • Anti-Dyskinesia Agents
  • Anticholinergic
  • Antiparkinson Agents
  • Antiparkinsonian
  • Autonomic Agents
  • Central Nervous System Agents
  • Cholinergic Agents
  • Cholinergic Antagonists
  • Drug / Therapeutic Agent
  • Muscarinic Antagonists
  • Neurotransmitter Agents
  • Parasympatholytics
  • Peripheral Nervous System Agents

Names and Synonyms

Name of Substance

  • Biperiden
  • Biperiden [USP:INN:BAN:JAN]

MeSH Heading

  • Biperiden

Synonyms

  • 1-(Bicyclo(2.2.1)hept-5-en-2alpha-yl)-1-phenyl-3-piperidinopropanol
  • 1-Bicycloheptenyl-1-phenyl-3-piperidino-propanol-1
  • 1-Piperidinepropanol, alpha-bicyclo(2.2.1)hept-5-en-2-yl-alpha-phenyl-
  • 3-Piperidino-1-phenyl-1-bicyclo(2.2.1)hepten-(5)-yl-propanol-(1)
  • 3-Piperidino-1-phenyl-1-bicyclo(2.2.1)hepten-(5)-yl-propanol-(1) [German]
  • 3-Piperidino-1-phenyl-1-bicycloheptenyl-1-propanol
  • 5-20-02-00242 (Beilstein Handbook Reference)
  • 5-Norbornene-2-methanol, alpha-phenyl-alpha-(2-piperidinoethyl)-
  • alpha-(Bicyclo(2.2.1)hept-5-en-2-yl)-alpha-phenyl-1-piperidino propanol
  • alpha-5-Norbornen-2-yl-alpha-phenyl-1-piperidinepropanol
  • Biperiden
  • Biperidene
  • Biperidene [INN-French]
  • Biperideno
  • Biperideno [INN-Spanish]
  • Biperidenum
  • Biperidenum [INN-Latin]
  • Biperidine
  • BRN 0290038
  • EINECS 208-184-6
  • HSDB 7639
  • KL 373
  • UNII-0FRP6G56LD

Systematic Names

  • 1-Piperidinepropanol, alpha-5-norbornen-2-yl-alpha-phenyl-
  • 1-Piperidinepropanol, alpha-bicyclo(2.2.1)hept-5-en-2-yl-alpha-phenyl-
  • Biperiden

Registry Numbers

CAS Registry Number

  • 514-65-8

FDA UNII

  • 0FRP6G56LD

Related Registry Number

  • 1235-82-1 (hydrochloride)

System Generated Number

  • 0000514658

Structure Descriptors

InChI

1S/C21H29NO/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

InChIKey

YSXKPIUOCJLQIE-UHFFFAOYSA-N

Smiles

c1ccc(cc1)C(CCN2CCCCC2)(C3CC4CC3C=C4)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 340mg/kg (340mg/kg)   Drugs in Japan Vol. 6, Pg. 636, 1982.
mouse LD50 intraperitoneal 161mg/kg (161mg/kg)   Drugs in Japan Vol. 6, Pg. 636, 1982.
mouse LD50 intravenous 56mg/kg (56mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 128, Pg. 204, 1960.
mouse LD50 oral 530mg/kg (530mg/kg)   Drugs in Japan Vol. 6, Pg. 636, 1982.
mouse LD50 subcutaneous 195mg/kg (195mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 128, Pg. 204, 1960.
rat LD50 oral 750mg/kg (750mg/kg)   Drugs in Japan Vol. 6, Pg. 636, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 114 deg C   EXP
log P (octanol-water) 4.25 (none)   EXP
Water Solubility 25.1 mg/L 25 EST
Vapor Pressure 5.42E-09 mm Hg 25 EST
Henry's Law Constant 2.44E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.79E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.