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Substance Name: Clomipramine hydrochloride [USAN:USP:JAN]
RN: 17321-77-6
UNII: 2LXW0L6GWJ
InChIKey: WIMWMKZEIBHDTH-UHFFFAOYSA-N

Note

  • A tricyclic antidepressant similar to IMIPRAMINE that selectively inhibits the uptake of serotonin in the brain. It is readily absorbed from the gastrointestinal tract and demethylated in the liver to form its primary active metabolite, desmethylclomipramine.

Molecular Formula

  • C19-H23-Cl-N2.Cl-H

Molecular Weight

  • 351.3186
 

Classification Codes

  • Antidepressant
  • Human Data
  • Mutation Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Clomipramine hydrochloride [USAN:USP:JAN]

Synonyms

  • 3-Chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine monohydrochloride
  • 3-Chloroimipramine hydrochloride
  • 5H-Dibenz(b,f)azepine-5-propanamine, 3-chloro-10,11-dihydro-N,N-dimethyl-, monohydrochloride
  • Anafranil
  • Anaphranil
  • Chlorimipramine hydrochloride
  • Chloroimipramine monohydrochloride
  • Clomicalm
  • Clomipramine HCl
  • Clomipramine hydrochloride
  • EINECS 241-344-3
  • G 34586
  • Hydiphen
  • UNII-2LXW0L6GWJ

Systematic Names

  • 5H-Dibenz(b,f)azepine, 10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)-, monohydrochloride
  • 5H-Dibenz(b,f)azepine-5-propanamine, 3-chloro-10,11-dihydro-N,N-dimethyl-, monohydrochloride
  • Clomipramine hydrochloride

Registry Numbers

CAS Registry Number

  • 17321-77-6

FDA UNII

  • 2LXW0L6GWJ

Related Registry Number

  • 303-49-1 (Parent)

System Generated Number

  • 0017321776

Molecular Formulas

Molecular Formula

  • C19-H23-Cl-N2.Cl-H

Molecular Formula Fragments

  • C19-H23-Cl-N2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C19H23ClN2.ClH/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22;/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3;1H

InChIKey

WIMWMKZEIBHDTH-UHFFFAOYSA-N

Smiles

CN(C)CCCN1c2ccccc2CCc3c1cc(cc3)Cl.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 32mg/kg (32mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 2105, 1970.
dog LD50 oral 383mg/kg (383mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 2105, 1970.
dog LD50 subcutaneous > 400mg/kg (400mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 2105, 1970.
mouse LD50 intraperitoneal 90mg/kg (90mg/kg)   Drugs in Japan Vol. 6, Pg. 243, 1982.
mouse LD50 intravenous 22mg/kg (22mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
European Journal of Pharmacology. Vol. 32, Pg. 108, 1975.
mouse LD50 oral 470mg/kg (470mg/kg)   Drugs in Japan Vol. 6, Pg. 243, 1982.
mouse LD50 subcutaneous 400mg/kg (400mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 2105, 1970.
rabbit LD50 intravenous 12mg/kg (12mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 2105, 1970.
rabbit LD50 oral 792mg/kg (792mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 2105, 1970.
rabbit LD50 subcutaneous 217mg/kg (217mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 2105, 1970.
rat LD50 intraperitoneal 135mg/kg (135mg/kg)   Drugs in Japan Vol. 6, Pg. 243, 1982.
rat LD50 intravenous 26mg/kg (26mg/kg)   Drugs in Japan Vol. 6, Pg. 243, 1982.
rat LD50 oral 914mg/kg (914mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
European Journal of Pharmacology. Vol. 32, Pg. 108, 1975.
rat LD50 subcutaneous 1750mg/kg (1750mg/kg)   Drugs in Japan Vol. 6, Pg. 243, 1982.
women LDLo oral 51mg/kg (51mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Analytical Toxicology. Vol. 22, Pg. 612, 1998.
women TDLo oral 9mg/kg/9D-I (9mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: ATAXIA

AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"
American Journal of Psychiatry. Vol. 150, Pg. 165, 1993.
women TDLo oral 170mg/kg (170mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Journal of Toxicology, Clinical Toxicology. Vol. 38, Pg. 447, 2000.
women TDLo oral 360mg/kg/13W- (360mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP Journal of Clinical Psychiatry. Vol. 46, Pg. 290, 1985.