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Substance Name: Citalopram [USP:INN:BAN]
RN: 59729-33-8
UNII: 0DHU5B8D6V
InChIKey: WSEQXVZVJXJVFP-UHFFFAOYSA-N
Note
- A furancarbonitrile that is one of the serotonin uptake inhibitors used as an antidepressant. The drug is also effective in reducing ethanol uptake in alcoholics and is used in depressed patients who also suffer from TARDIVE DYSKINESIA in preference to tricyclic antidepressants, which aggravate dyskinesia.
Molecular Formula
- C20-H21-F-N2-O
Molecular Weight
- 324.3969
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antidepressive Agents
- Antidepressive Agents, Second-Generation
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Human Data
- Membrane Transport Modulators
- Neurotransmitter Agents
- Neurotransmitter Uptake Inhibitors
- Psychotropic Drugs
- Serotonin Agents
- Serotonin Uptake Inhibitors
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Names and Synonyms
Name of Substance
- Citalopram
- Citalopram [USP:INN:BAN]
MeSH Heading
- Citalopram
Synonyms
- 1,3-Dihydro-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-5-isobenzofurancarbonitrile
- 1-(3-(Dimethylamino)propyl)-1-(p-fluorophenyl)-5-phthalancarbonitrile
- Cipram
- Citalopram
- Citalopramum
- Citalopramum [INN-Latin]
- EINECS 261-891-1
- HSDB 7042
- Lu 10-171
- Nitalapram
- Perrigo citalopram
- UNII-0DHU5B8D6V
Systematic Names
- 1-(3-(Dimethylamino)propyl)-1-(p-fluorophenyl)-5-phthalancarbonitrile
- 5-Isobenzofurancarbonitrile, 1,3-dihydro-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-
- 5-Isobenzofurancarbonitrile, 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydro-
- Citalopram
Registry Numbers
CAS Registry Number
- 59729-33-8
FDA UNII
- 0DHU5B8D6V
System Generated Number
- 0059729338
Structure Descriptors
InChI
InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3InChIKey
WSEQXVZVJXJVFP-UHFFFAOYSA-NSmiles
CN(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
human | TDLo | oral | 4571ug/kg/8D- (4.571mg/kg) | BEHAVIORAL: SLEEP BEHAVIORAL: HEADACHE GASTROINTESTINAL: NAUSEA OR VOMITING | Human Psychopharmacology. Vol. 12, Pg. 119, 1997. |
man | LDLo | oral | 56mg/kg (56mg/kg) | CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) | Lancet. Vol. 348, Pg. 339, 1996. |
mouse | LD50 | intraperitoneal | 179mg/kg (179mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Journal of Pharmacy and Pharmacology. Vol. 49, Pg. 1019, 1997. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | 3.740 | (none) | EST | |
Atmospheric OH Rate Constant | 9.21E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.