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Clomipramine

Clomipramine Structure
CAS No.
303-49-1
Chemical Name:
Clomipramine
Synonyms
CLOMIPRAMINE HCL;ANAFRANIL;CHLORIMIPRAMINE;CIM;g34586;G34596;5H-Dibe;G 34586;Hydiphen;CLOMIPRAMINE
CBNumber:
CB5173107
Molecular Formula:
C19H23ClN2
Molecular Weight:
314.85
MOL File:
303-49-1.mol
MSDS File:
SDS
Modify Date:
2023/9/4 16:42:00

Clomipramine Properties

Melting point 189.5°C
Boiling point bp0.3 160-170°
Density 1.0568 (rough estimate)
refractive index 1.5749 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility H2O: 25 mg/mL
form powder
pka pKa 9.38(H2O) (Uncertain)
color white to off-white
CAS DataBase Reference 303-49-1(CAS DataBase Reference)
NIST Chemistry Reference Clomipramine(303-49-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H410-H302-H370-H336
Precautionary statements  P260-P264-P270-P307+P311-P321-P405-P501-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P403+P233-P405-P501-P273-P391-P501
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  36
WGK Germany  3
RTECS  HN9055000

Clomipramine Chemical Properties,Uses,Production

Uses

Antidepressan.

Definition

ChEBI: A dibenzoazepine that is 10,11-dihydro-5H-dibenzo[b,f]azepine which is substituted by chlorine at position 3 and in which the hydrogen attached to the nitrogen is replaced by a 3-(dimethylamino)propyl group. One of the more sedating tricyclic antidepressan s, it is used as the hydrochloride salt for the treatment of depression as well as obsessive-compulsive disorder and phobias.

Mechanism of action

Clomipramine is different from the other TCAs, exhibiting preferential selectivity for inhibiting the reuptake of 5-HT at the presynaptic neuronal membrane. Its antidepressant mechanism of action as an inhibitor of the 5-HT transporter is reduced in vivo, however, because of the formation of its active metabolite, N-desmethylclomipramine, which inhibits the reuptake of NE. As a result of its common structure with the other TCAs, clomipramine shares the pharmacological and adverse-effect profile of the other TCAs.
The efficacy of clomipramine relative to the other TCAs in the treatment of obsessive-compulsive disorder may be related to its potency in blocking 5-HT reuptake at the presynaptic neuronal membrane, suggesting a dysregulation of 5-HT for the pathogenesis of obsessive-compulsive disorder. Clomipramine appears to decrease the turnover of 5-HT in the CNS, probably because of a decrease in the release and/or synthesis of 5-HT.
Although in vitro studies suggest that clomipramine is approximately four times more potent than fluoxetine as a 5-HT reuptake inhibitor, in vivo studies suggest the opposite. This difference has been attributed to the relatively long elimination half-lives for fluoxetine and its principal serotonergic metabolite norfluoxetine. In addition, metabolism of clomipramine to its N-desmethyl secondary amine metabolite decreases the potency and selectivity of 5-HT -reuptake inhibition of clomipramine, but not fluoxetine.

Clinical Use

Clomipramine is considered to be the most powerful antidepressant ever made. This dihydrodibenzazepine TCA, with actions on both the NE and 5-HT transporters, was the last of the major TCAs to come to market. Initially, the U.S. FDA regarded it as another “me-too” drug, and accordingly, they did not license it. Subsequently, however, it was licensed for the treatment of obsessive-compulsive disorders. Clomipramine differs from imipramine only by the addition of a 3-chloro group.

Side effects

Male patients taking clomipramine should be informed of sexual dysfunction as a side effect associated with antidepressants having significant serotonergic activity. Sexual dysfunction in men appears as ejaculatory incompetence, ejaculatory retardation, decreased libido, or inability to obtain or maintain an erection. Sexual dysfunction is dose-related and may be treated by simply lowering the drug dose.

Clomipramine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 125)Suppliers
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Sibram Pharmaceutical +91-8655777550 +91-8655777550 Maharashtra, India 244 58 Inquiry
OCEAN TRADING CORPORATION +91(22) 24921669 New Delhi, India 6211 58 Inquiry
SOLARA ACTIVE PHARMA SCIENCES LTD +91 44 4344 6700 New Delhi, India 89 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
MANGALAM DRUGS AND ORGANICS LIMITED 08147509329 Uttar Pradesh, India 50 58 Inquiry
Mahir Technologies Inc. 09930610606 Mumbai, India 38 58 Inquiry
Apex Distributors 08048372628Ext 317 Mumbai, India 14 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Capot Chemical Co.,Ltd. 571-85586718 +8613336195806 China 29798 60 Inquiry

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Clomipramine Spectrum

g34586 Hydiphen Monochlorimipramine RARECHEM AX KI 5027 CLOMIPRAMINE HYDROCLORIDE AURORA KA-7606 CHLORIMIPRAMINE HYDROCHLORIDE CHLOROIMIPRAMINE HYDROCHLORIDE CLOMIPRAMINE ANAFRANIL HYDROCHLORIDE 3-chloro-10,11-dihydro-n,n-dimethyl-5h-dibenz[b,f]azepine-5-propanamine 3-CHLORO-10,11-DIHYDRO-N,N-DIMETHYL-5H-DIBENZ[B,F]AZEPINE-5-PROPANAMINE HYDROCHLORIDE [3-(3-CHLORO-10,11-DIHYDRO-DIBENZO[B,F]AZEPIN-5-YL)-PROPYL]-DIMETHYL-AMINE ChlorimipramineHcl CLOMIPRAMINE,1.0MG/MLINMETHANOL N-[3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl]-N,N-dimethylamine CIM G34596 5H-Dibe Clomipranine 3-(1-chloro-4a,5-dihydro-4H-dibenzo[b,f]azepin-10-yl)-N,N-diMethylpropan-1-aMine 3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethyl-1-propanamine 3-Chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine 3-Chloroimipramine 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- 5H-Dibenz[b,f]azepine-5-propanamine, 3-chloro-10,11-dihydro-N,N-dimethyl- Anafranil (free base) Anafranil base f)azepine,10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)-5h-dibenz( f)azepine,3-chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5h-dibenz( G 34586 3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine Clomipramine USP/EP/BP Clomipramine 13C D3 Naftalofosum ANAFRANIL CLOMIPRAMINE HCL CHLORIMIPRAMINE Chlorimipramine|||Anafranil|||Clomicalm|||Anafranil (free base)|||Clomipramina 303-49-1 Tricyclic antidepressant; inhibits serotonin and norepinephrine transporters.