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Key Documents

C7291

Sigma-Aldrich

Clomipramine hydrochloride

≥98% (HPLC), powder

Synonym(s):

3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine hydrochloride, Anafranil hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H23ClN2 · HCl
CAS Number:
Molecular Weight:
351.31
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

H2O: 25 mg/mL
0.1 M HCl: soluble

originator

Novartis

SMILES string

Cl.CN(C)CCCN1c2ccccc2CCc3ccc(Cl)cc13

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

InChI key

WIMWMKZEIBHDTH-UHFFFAOYSA-N

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General description

Clomipramine hydrochloride is an antiobsessional drug. It has anticholinergic activity in vitro and in vivo. Clomipramine is used to treat obsessive compulsive disorder and panic disorder.

Application

Clomipramine hydrochloride has been used to manipulate serotonin (5-HT) mechanisms. It has also been used to study its role on bone mass.
Clomipramine hydrochloride has been used:
  • to study its effect on human serum albumin using UV-visible, fluorescence and circular dichroism (CD) techniques
  • to block itchy E3 ubiquitin protein ligase (ITCH) ubiquitin transthiolation
  • as a serotonin reuptake inhibitor
  • as a homologous to E6AP C terminus (HECT) E3 ligase inhibitor

Biochem/physiol Actions

Clomipramine hydrochloride (CLP) is a amphiphilic drug, with two benzene rings in its structure. It exhibits anti-depressant property by restoring the equilibrium of certain natural materials in the human being. CLP acts as a potential therapeutic for obsessive compulsive disorder.
Tricyclic antidepressant; inhibits serotonin and norepinephrine transporters.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT SE 1 - STOT SE 3

Target Organs

Central nervous system, Central nervous system,Cardiovascular

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J Ortiz et al.
British journal of pharmacology, 105(4), 941-946 (1992-04-01)
1. The concentration of 5-hydroxytryptamine (5-HT) in rat platelet-free plasma increased significantly 30 min after a single i.p. injection (10 mg kg-1) of each of six inhibitors of the high-affinity 5-HT uptake (fluvoxamine, fluoxetine, alaproclate, paroxetine, sertraline and clomipramine). The
Clomipramine causes osteoporosis by promoting osteoclastogenesis via E3 ligase Itch, which is prevented by Zoledronic acid
Li X, et al.
Scientific reports, 7, 41358-41358 (2017)
Genotoxic effect of the tricyclic antidepressant drug clomipramine hydrochloride in somatic and germ cells of male mice
El-Fiky SA, et al.
Asian Pacific Journal of Allergy and Immunology / Launched by the Allergy and Immunology Society of Thailand, 6(4), 321-327 (2016)
M Fujita et al.
European journal of nuclear medicine, 24(4), 403-408 (1997-04-01)
Many reports support the concept of serotonergic-dopaminergic interaction in the brain. However, at present, there are few methods to study this relationship in vivo. The purpose of this study was to investigate the effect of serotonin (5-HT) uptake inhibitor, clomipramine
Real-time tracking of complex ubiquitination cascades using a fluorescent confocal on-bead assay
Koszela J, et al.
BMC biology, 16(1), 88-88 (2018)

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