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Substance Name: Trihexyphenidyl hydrochloride [USP:JAN]
RN: 52-49-3
UNII: AO61G82577
InChIKey: QDWJJTJNXAKQKD-UHFFFAOYSA-N

Note

  • One of the centrally acting MUSCARINIC ANTAGONISTS used for treatment of PARKINSONIAN DISORDERS and drug-induced extrapyramidal movement disorders and as an antispasmodic.

Molecular Formula

  • C20-H31-N-O.Cl-H

Molecular Weight

  • 337.932
 

Classification Codes

  • Anticholinergic
  • Antiparkinsonian
  • Drug / Therapeutic Agent
  • Human Data
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Names and Synonyms

Name of Substance

  • Trihexyphenidyl hydrochloride [USP:JAN]

Synonyms

  • (+-)-alpha-Cyclohexyl-alpha-phenyl-1-piperidinepropanol hydrochloride
  • 1-Phenyl-1-cyclohexyl-3-piperidyl-1-propanol hydrochloride
  • 1-Piperidinepropanol, alpha-cyclohexyl-alpha-phenyl-, hydrochloride, (+-)-
  • 3-(1-Piperidyl)-1-cyclohexyl-1-phenyl-1-propanol hydrochloride
  • alpha-Cyclohexyl-alpha-phenyl-1-piperidinepropanol hydrochloride
  • Artane
  • Artane hydrochloride
  • Benzhexol chloride
  • Benzhexol hydrochloride
  • Cyclodol
  • Cyclodolum
  • EINECS 200-142-5
  • Pacitane
  • Paralest
  • Parcopane
  • Pargitan
  • Parkinsan
  • Parkopan
  • Peragit
  • Pipanol
  • Romparkin
  • Tremin
  • Triesifenidile
  • Triexifenidila
  • Trihexyphenidyl HCl
  • Trihexyphenidyl hydrochloride
  • Tsiklodol
  • UNII-AO61G82577
  • WIN 511

Systematic Names

  • 1-Piperidinepropanol, alpha-cyclohexyl-alpha-phenyl-, hydrochloride
  • Trihexyphenidyl hydrochloride

Registry Numbers

CAS Registry Number

  • 52-49-3

FDA UNII

  • AO61G82577

Related Registry Number

  • 144-11-6 (Parent)

System Generated Number

  • 0000052493

Molecular Formulas

Molecular Formula

  • C20-H31-N-O.Cl-H

Molecular Formula Fragments

  • C20-H31-N-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C20H31NO.ClH/c22-20(18-10-4-1-5-11-18,19-12-6-2-7-13-19)14-17-21-15-8-3-9-16-21;/h1,4-5,10-11,19,22H,2-3,6-9,12-17H2;1H

InChIKey

QDWJJTJNXAKQKD-UHFFFAOYSA-N

Smiles

C1CCC(CC1)[C@@](O)(c1ccccc1)CCN1CCCCC1.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 subcutaneous 320mg/kg (320mg/kg) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC Archives Internationales de Pharmacodynamie et de Therapie. Vol. 137, Pg. 375, 1962.
man TDLo oral 400ug/kg/1W-I (0.4mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE Neurology. Vol. 37, Pg. 832, 1987.
mouse LD50 intraperitoneal 150mg/kg (150mg/kg)   Pharmazie. Vol. 37, Pg. 483, 1982.
mouse LD50 intravenous 39mg/kg (39mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 311, 1972.
mouse LD50 oral 217mg/kg (217mg/kg)   Drugs in Japan Vol. 6, Pg. 525, 1982.
mouse LD50 subcutaneous 152mg/kg (152mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 311, 1972.
rat LD50 intraperitoneal 195mg/kg (195mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 311, 1972.
rat LD50 intravenous 30mg/kg (30mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 311, 1972.
rat LD50 oral 1630mg/kg (1630mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT
Toksikologicheskii Vestnik. Vol. (4), Pg. 40, 1994.
women TDLo oral 800ug/kg (0.8mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
British Journal of Psychiatry. Vol. 145, Pg. 300, 1984.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 258.5 deg C   EXP
log P (octanol-water) 5.270 (none)   EST
Atmospheric OH Rate Constant 1.29E-10 cm3/molecule-sec 25 EST

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