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Substance Name: Benztropine mesylate [USP]
RN: 132-17-2
UNII: WMJ8TL7510
InChIKey: CPFJLLXFNPCTDW-BWSPSPBFSA-N

Note

  • A centrally active muscarinic antagonist that has been used in the symptomatic treatment of PARKINSON DISEASE. Benztropine also inhibits the uptake of dopamine.

Molecular Formula

  • C21-H25-N-O.C-H4-O3-S

Molecular Weight

  • 403.5401
 

Classification Codes

  • Anti-Dyskinesia Agents
  • Antiparkinson Agents
  • Antiparkinsonian
  • Autonomic Agents
  • Central Nervous System Agents
  • Cholinergic Agents
  • Cholinergic Antagonists
  • Dopamine Agents
  • Dopamine Uptake Inhibitors
  • Drug / Therapeutic Agent
  • Human Data
  • Muscarinic Antagonists
  • Mutation Data
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Parasympatholytics
  • Peripheral Nervous System Agents
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Names and Synonyms

Name of Substance

  • Benzatropine methanesulfonate
  • Benztropine mesylate [USP]

Synonyms

  • 1-alpha-H,5-alpha-H-Tropane, 3-alpha-(diphenylmethoxy)-, methanesulfonate
  • 3-alpha-(Diphenylmethoxy)-1-alpha-H, 5-alpha-H-tropane methanesulfonate
  • 3-Diphenylmethoxytropane mesylate
  • 3-Diphenylmethoxytropane methanesulfonate
  • 3alpha-(Diphenylmethoxy)-1alphaH,5alphaH-tropane methanesulfonate
  • Benzatropine mesylate
  • Benztropine mesilate
  • Benztropine mesylate
  • Benztropine methanesulfonate
  • Cobrentin methanesulfonate
  • Cogentin
  • EINECS 205-048-8
  • MK 02
  • NSC 169913
  • Tropine benzohydryl ether methanesulfonate
  • UNII-WMJ8TL7510

Systematic Names

  • 1-alpha-H,5-alpha-H-Tropane, 3-alpha-(diphenylmethoxy)-, methanesulfonate
  • 1alphaH,5alphaH-Tropane, 3alpha-(diphenylmethoxy)-, methanesulfonate (8CI)
  • 3-Diphenyl methoxytropane methanesulfonate
  • 8-Azabicyclo(3.2.1)octane, 3-(diphenylmethoxy)-8-methyl-, endo-, methanesulfonate (9CI)
  • endo-3-(Diphenylmethoxy)-8-methyl-8-azoniabicyclo(3.2.1)octane methanesulphonate

Registry Numbers

CAS Registry Number

  • 132-17-2

FDA UNII

  • WMJ8TL7510

System Generated Number

  • 0000132172

Molecular Formulas

Molecular Formula

  • C21-H25-N-O.C-H4-O3-S

Molecular Formula Fragments

  • C-H4-O3-S
  • C21-H25-N-O
  • COMPONENT

Structure Descriptors

InChI

1S/C21H25NO.CH4O3S/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17;1-5(2,3)4/h2-11,18-21H,12-15H2,1H3;1H3,(H,2,3,4)/t18-,19+,20+;

InChIKey

CPFJLLXFNPCTDW-BWSPSPBFSA-N

Smiles

CN1[C@@H]2CC[C@H]1C[C@H](C2)OC(c3ccccc3)c4ccccc4.CS(=O)(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 33mg/kg (33mg/kg)   Compilation of LD50 Values of New Drugs.
guinea pig LD50 subcutaneous 80mg/kg (80mg/kg) AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC Archives Internationales de Pharmacodynamie et de Therapie. Vol. 137, Pg. 375, 1962.
human TDLo oral 100ug/kg (0.1mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS Proceedings of the European Society for the Study of Drug Toxicity. Vol. 8, Pg. 59, 1967.
mouse LD50 intraperitoneal 65mg/kg (65mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 144, Pg. 555, 1963.
mouse LD50 intravenous 24mg/kg (24mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 208, 1972.
mouse LD50 oral 91mg/kg (91mg/kg)   Drugs in Japan Vol. 6, Pg. 775, 1982.
mouse LD50 subcutaneous 103mg/kg (103mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 208, 1972.
rat LD50 oral 940mg/kg (940mg/kg)   Drugs in Japan Vol. 6, Pg. 775, 1982.
rat LD50 subcutaneous 353mg/kg (353mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 208, 1972.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 143 deg C   EXP

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