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drugbank:absorption Bioavailability is approximately 50% orally.
drugbank:affectedOrganism Humans and other mammals
drugbank:ahfsCode 28:16.04.28
drugbank:atcCode N06AA04
drugbank:biotransformation Hepatic. The main active metabolite is desmethylclomipramine.
drugbank:brandName Anafranil
drugbank:brandName Hydiphen
drugbank:casRegistryNumber <http://bio2rdf.org/cas:303-49-1>
drugbank:chemicalFormula C19H23ClN2
drugbank:chemicalIupacName 3-(9-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
drugbank:contraindicationInsert <http://129.128.185.122/drugbank2/drugs/DB01242/inserts/1433/full>
drugbank:creationDate 2005-06-13 13:24:05 UTC
drugbank:description 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. [PubChem]
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drugbank:dpdDrugIdNumber 02244818
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/antidepressiveAgents,Tricyclic>
drugbank:drugCategory <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/drugcategory/serotoninUptakeInhibitors>
drugbank:drugIdNumberPage <http://205.193.93.51/dpdonline/searchRequest.do?din=02244818>
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drugbank:enzyme <http://wifo5-04.informatik.uni-mannheim.de/drugbank/resource/enzymes/4>
drugbank:experimentalLogpHydrophobicity 4.5
drugbank:experimentalWaterSolubility 0.294 mg/L
drugbank:fdaLabelFiles 2003-06-01 /drugs/1242/fda_labels/829
drugbank:foodInteraction Avoid alcohol.
drugbank:foodInteraction Grapefruit and grapefruit juice should be avoided throughout treatment, grapefruit can modify serum levels of clomipramine and its metabolite desmethyl-clomipramine.
drugbank:foodInteraction Take with food to reduce irritation.
drugbank:genericName Clomipramine
drugbank:halfLife Approximately 35 hours.
drugbank:inchiIdentifier InChI=1/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,5,8-9,12-13H2,1-2H3
drugbank:inchiKey GDLIGKIOYRNHDA-UHFFFAOYAD
drugbank:indication For the treatment of depression, obsessive compulsive disorder (OCD), panic attacks with or without agoraphobia, narcolepsy, chronic pain, and enuresis.
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drugbank:keggCompoundId <http://bio2rdf.org/cpd:C06918>
rdfs:label Clomipramine
drugbank:limsDrugId 1242
drugbank:massSpecFile 0
drugbank:mechanismOfAction Clomipramine is a strong, but not completely selective Serotonic-Reuptake-Inhibitor (SRI), as the active main metabolite desmethyclomipramine acts preferably as an inhibitor of Noradrenaline-Reuptake. Alpha-1-Receptor blockage and beta-down-regulation have been noted and most likely play a role in the short term effects of clomipramine. A blockade of sodium-channels and NDMA-receptors might, as with other tricyclics, account for its effect in chronic pain, in particular the neuropathic type.
drugbank:meltingPoint 189.5 oC
drugbank:molecularWeightAverage 314.852
drugbank:molecularWeightMono 314.155
drugbank:msdsFiles /drugs/1242/safety_sheets/705
foaf:page <http://dbpedia.org/page/Clomipramine>
foaf:page <http://en.wikipedia.org/wiki/Clomipramine>
foaf:page <http://www.drugbank.ca/drugs/DB01242>
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drugbank:pdrhealthLink http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/ana1020.shtml
drugbank:pharmacology Clomipramine, a tricyclic antidepressant, is the 3-chloro derivative of Imipramine. It was thought that tricyclic antidepressants work exclusively by inhibiting the re-uptake of the neurotransmitters norepinephrine and serotonin by nerve cells. However, this response occurs immediately, yet mood does not lift for around two weeks. It is now thought that changes occur in receptor sensitivity in the cerebral cortex and hippocampus. The hippocampus is part of the limbic system, a part of the brain involved in emotions. Presynaptic receptors are affected: alpha-1 and beta-1 receptors are sensitized, alpha-2 receptors are desensitized (leading to increased noradrenaline production). Tricyclics are also known as effective analgesics for different types of pain, especially neuropathic or neuralgic pain.
drugbank:pharmgkbId PA449048
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drugbank:predictedLogpHydrophobicity 5.04
drugbank:predictedLogs -4.34
drugbank:predictedWaterSolubility 1.44e-02 mg/mL
drugbank:primaryAccessionNo DB01242
drugbank:proteinBinding 97%
drugbank:pubchemCompoundId 2801
drugbank:pubchemSubstanceId 152550
drugbank:reference
drugbank:rxlistLink <http://www.rxlist.com/cgi/generic/clomipr.htm>
owl:sameAs <http://data.linkedct.org/resource/intervention/34262>
owl:sameAs <http://dbpedia.org/resource/Clomipramine>
owl:sameAs <http://www.dbpedia.org/resource/Clomipramine>
drugbank:secondaryAccessionNumber aprd00253
drugbank:smilesStringCanonical CN(C)CCCN1C2=CC=CC=C2CCC2=C1C=C(Cl)C=C2
drugbank:smilesStringIsomeric CN(C)CCCN1C2=CC=CC=C2CCC2=C1C=C(Cl)C=C2
drugbank:state Solid
drugbank:structure 1
drugbank:synonym 3-Chloroimipramine
drugbank:synonym Chlorimipramine
drugbank:synonym Clomipramina [INN-Spanish]
drugbank:synonym Clomipramine HCL
drugbank:synonym Clomipraminum [INN-Latin]
drugbank:synonym Monochlorimipramine
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drugbank:toxicity Signs and symptoms vary in severity depending upon factors such as the amount of drug absorbed, the age of the patient, and the time elapsed since drug ingestion. Critical manifestations of overdose include cardiac dysrhythmias, severe hypotension, convulsions, and CNS depression including coma. Changes in the electrocardiogram, particularly in QRS axis or width, are clinically significant indicators of tricyclic toxicity. In U.S. clinical trials, 2 deaths occurred in 12 reported cases of acute overdosage with Anafranil either alone or in combination with other drugs. One death involved a patient suspected of ingesting a dose of 7000 mg. The second death involved a patient suspected of ingesting a dose of 5750 mg.
rdf:type drugbank:drugs
rdf:type vocabClass:Offer
drugbank:updateDate 2008-08-26 14:39:46 UTC