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Substance Name: Clomipramine [INN:BAN]
RN: 303-49-1
UNII: NUV44L116D
InChIKey: GDLIGKIOYRNHDA-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
Molecular Weight
- 314.8577
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antidepressive Agents
- Antidepressive Agents, Tricyclic
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Human Data
- Membrane Transport Modulators
- Neurotransmitter Agents
- Neurotransmitter Uptake Inhibitors
- Psychotropic Drugs
- Reproductive Effect
- Serotonin Agents
- Serotonin Uptake Inhibitors
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Names and Synonyms
Name of Substance
- Clomipramine
- Clomipramine [INN:BAN]
MeSH Heading
- Clomipramine
Synonyms
- 3-Chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine
- 3-Chloroimipramine
- 5-20-08-00103 (Beilstein Handbook Reference)
- 5H-Dibenz(b,f)azepine, 3-chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-
- Anafranil (free base)
- Anafranil base
- BRN 1323477
- Chlorimipramine
- Clomicalm
- Clomipramina
- Clomipramina [INN-Spanish]
- Clomipramine
- Clomipraminum
- Clomipraminum [INN-Latin]
- EINECS 206-144-2
- HSDB 7746
- Monochlorimipramine
- NSC 169865
- UNII-NUV44L116D
Systematic Names
- 5H-Dibenz(b,f)azepine, 10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)-
- 5H-Dibenz(b,f)azepine, 3-chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro- (8CI)
- 5H-Dibenz(b,f)azepine-5-propanamine, 3-chloro-10,11-dihydro-N,N-dimethyl-
- Clomipramine
Registry Numbers
CAS Registry Number
- 303-49-1
FDA UNII
- NUV44L116D
Other Registry Number
- 83162-38-3
Related Registry Number
- 17321-77-6 (mono-hydrochloride)
System Generated Number
- 0000303491
Structure Descriptors
InChI
1S/C19H23ClN2/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,5,8-9,12-13H2,1-2H3InChIKey
GDLIGKIOYRNHDA-UHFFFAOYSA-NSmiles
N1(CCCN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | TDLo | oral | 357ug/kg (0.357mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING | Journal of Clinical Pyschopharmacology. Vol. 2, Pg. 215, 1982. |
mouse | LD50 | intraperitoneal | 150mg/kg (150mg/kg) | Journal of Medicinal Chemistry. Vol. 21, Pg. 448, 1978. | |
mouse | LD50 | intravenous | 27mg/kg (27mg/kg) | Acta Pharmaceutica Suecica. Vol. 13, Pg. 485, 1976. | |
mouse | LD50 | oral | 380mg/kg (380mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: WAKEFULNESS | German Offenlegungsschrift Patent Document. Vol. #2618152, |
rat | LD50 | intraperitoneal | 149mg/kg (149mg/kg) | Toxicology. Vol. 24, Pg. 335, 1982. | |
rat | LD50 | oral | 613mg/kg (613mg/kg) | Toxicology. Vol. 24, Pg. 335, 1982. | |
women | TDLo | intravenous | 3400ug/kg/47M (3.4mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION | British Medical Journal. Vol. 3, Pg. 698, 1972. |
women | TDLo | oral | 10mg/kg/5D-I (10mg/kg) | VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | British Medical Journal. Vol. 1, Pg. 406, 1971. |
women | TDLo | oral | 30mg/kg (30mg/kg) | GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS BEHAVIORAL: COMA GASTROINTESTINAL: DECREASED MOTILITY OR CONSTIPATION | Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 425, 1994. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 189.5 | deg C | EXP | |
log P (octanol-water) | 5.19 | (none) | EXP | |
Water Solubility | 0.294 | mg/L | 25 | EST |
Vapor Pressure | 4.07E-07 | mm Hg | 25 | EST |
Henry's Law Constant | 7.48E-09 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 2.94E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.