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Substance Name: Dothiepin hydrochloride [USAN]
RN: 897-15-4
UNII: 3H0042311V
InChIKey: XUPZAARQDNSRJB-SJDTYFKWSA-N

Note

  • A tricyclic antidepressant with some tranquilizing action.

Molecular Formula

  • C19-H21-N-S.Cl-H

Molecular Weight

  • 331.9088
 

Classification Codes

  • Antidepressant
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Dothiepin hydrochloride
  • Dothiepin hydrochloride [USAN]

Synonyms

  • 1-Propanamine, 3-dibenzo(b,e)thiepin-11(6H)-ylidene-N,N-dimethyl-, hydrochloride
  • 11-(3-Dimethylaminopropylidene)-6,11-dihydrodibenzo(b,e)thiepine hydrochloride
  • Depresym
  • Dosulepin chloride
  • Dosulepin hydrochloride
  • Dothiepin HCl
  • Dothiepin hydrochloride
  • EINECS 212-978-8
  • Idom
  • N,N-Dimethyldibenzo(b,e)thiepin-delta(sup 11(6H),gamma)-propylamine hydrochloride
  • NSC 172130
  • Prothiaden
  • Prothiadene
  • UNII-3H0042311V
  • Xerenal

Systematic Names

  • 1-Propanamine, 3-dibenzo(b,e)thiepin-11(6H)-ylidene-N,N-dimethyl-, hydrochloride
  • Dibenzo(b,e)thiepin-delta(sup 11(6H),gamma)-propylamine, N,N-dimethyl-, hydrochloride
  • Dibenzo(b,e)thiepin-delta11(6H),gamma-propylamine, N,N-dimethyl-, hydrochloride (8CI)
  • Dosulepin hydrochloride

Registry Numbers

CAS Registry Number

  • 897-15-4

FDA UNII

  • 3H0042311V

Related Registry Number

  • 113-53-1 (Parent)

System Generated Number

  • 0000897154

Molecular Formulas

Molecular Formula

  • C19-H21-N-S.Cl-H

Molecular Formula Fragments

  • C19-H21-N-S
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C19H21NS.ClH/c1-20(2)13-7-11-17-16-9-4-3-8-15(16)14-21-19-12-6-5-10-18(17)19;/h3-6,8-12H,7,13-14H2,1-2H3;1H/b17-11+;

InChIKey

XUPZAARQDNSRJB-SJDTYFKWSA-N

Smiles

Cl.CN(C)CC\C=C\1/c2ccccc2CSc3ccccc13

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 90mg/kg (90mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION Postgraduate Medical Journal. Vol. 60, Pg. 442, 1984.
man TDLo oral 21429ug/kg (21.429mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

CARDIAC: CHANGE IN RATE

BEHAVIORAL: COMA
Journal of Toxicology, Clinical Toxicology. Vol. 29, Pg. 297, 1991.
mouse LD50 intraperitoneal 116mg/kg (116mg/kg) BEHAVIORAL: ATAXIA

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 192, 1983.
mouse LD50 intravenous 29200ug/kg (29.2mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: ATAXIA

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 192, 1983.
mouse LD50 oral 209mg/kg (209mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 88, 1972.
mouse LD50 subcutaneous 620mg/kg (620mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: ATAXIA
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 192, 1983.
rat LD50 intraperitoneal 105mg/kg (105mg/kg) BEHAVIORAL: ATAXIA

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 14, Pg. 192, 1983.
rat LD50 intravenous 24mg/kg (24mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 88, 1972.
rat LD50 oral 260mg/kg (260mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 88, 1972.
rat LD50 subcutaneous 760mg/kg (760mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 88, 1972.
women LDLo oral 40mg/kg (40mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

CARDIAC: PULSE RATE
Postgraduate Medical Journal. Vol. 60, Pg. 442, 1984.