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Clomipramine hydrochloride

CAS No.
17321-77-6
Chemical Name:
Clomipramine hydrochloride
Synonyms
ANAFRANIL;Clomicalm;anaphranil;Chlomipramine;CLOMIPRAMINE HCL;Clomipramine hydroch;Chloroimipram-ine HCl;ANAFRANIL HYDROCHLORIDE;Clomipraminhydrochlorid;Clomipramine-13C-d3 HCl
CBNumber:
CB2173106
Molecular Formula:
C19H24Cl2N2
Molecular Weight:
351.31
MDL Number:
MFCD00069234
MOL File:
17321-77-6.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22

Clomipramine hydrochloride Properties

Melting point 189-190°C
Flash point 9℃
storage temp. 2-8°C
solubility H2O: 25 mg/mL
form powder
color white to off-white
PH 3.5~5.0(100g/l,25℃)
BCS Class 3/1
InChIKey WIMWMKZEIBHDTH-UHFFFAOYSA-N
CAS DataBase Reference 17321-77-6(CAS DataBase Reference)
FDA UNII 2LXW0L6GWJ

Pharmacokinetic data

Protein binding 97.6%
Excreted unchanged in urine 2%
Volume of distribution 12-17(L/kg)
Biological half-life 12-36 / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H336-H370-H410
Precautionary statements  P260-P264-P270-P273-P301+P312-P308+P311
Hazard Codes  Xn,T,F
Risk Statements  20/21/22-39/23/24/25-23/24/25-11-36/37/38
Safety Statements  36-45-36/37-16-7-62-38-36/37/39-28-26-24/25-22-20/21-13
RIDADR  3249
WGK Germany  3
RTECS  HN9055000
HazardClass  6.1(b)
PackingGroup  III
HS Code  2933996100
NFPA 704
0
3 0

Clomipramine hydrochloride price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C-118 Clomipramine hydrochloride solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? 17321-77-6 1mL $26.6 2024-03-01 Buy
Sigma-Aldrich 1140247 Clomipramine hydrochloride United States Pharmacopeia (USP) Reference Standard 17321-77-6 200mg $436 2024-03-01 Buy
Sigma-Aldrich BP980 Clomipramine hydrochloride British Pharmacopoeia (BP) Reference Standard 17321-77-6 100MG $252 2023-06-20 Buy
Alfa Aesar J62485 Clomipramine hydrochloride 17321-77-6 1g $31.65 2024-03-01 Buy
Alfa Aesar J62485 Clomipramine hydrochloride 17321-77-6 5g $105.65 2024-03-01 Buy
Product number Packaging Price Buy
C-118 1mL $26.6 Buy
1140247 200mg $436 Buy
BP980 100MG $252 Buy
J62485 1g $31.65 Buy
J62485 5g $105.65 Buy

Clomipramine hydrochloride Chemical Properties,Uses,Production

Description

Clomipramine is a tricyclic antidepressant, the 3-chlorinated derivative of imipramine . Like imipramine, clomipramine potently inhibits serotonin and norepinephrine reuptake (Kis = 7.4 and 96 nM, respectively). It also is an antagonist at histamine, muscarinic acetylcholine, α1-adrenergic, and dopamine receptors (Kds = 31, 37, 38, and 190 nM for H1, M1, α1, and D2, respectively).

Chemical Properties

Off-White Solid

Originator

Anafranil,Ciba Geigy,Switz.,1968

Uses

Potent, selective 5-HT uptake blocker

Uses

anti-depressant, serotonin uptake inhibitor

Uses

Serotonin reuptake inhibitor. Antidepressant; antiobsessional agent

Definition

ChEBI: A hydrochloride resulting from the reaction of equimolar amounts of clomipramine and hydrogen chloride. One of the more sedating tricyclic antidepressants, it is used for the treatment of depression as well as obsessive-compulsive disorder and phobias.

Manufacturing Process

22.9 parts of 3-chloroiminodibenzyl are dissolved in 300 parts by volume of xylene, and 4 parts of sodium amide, pulverized and suspended in toluene,are added thereto while stirring and maintaining the whole under a nitrogen atmosphere. The xylene solution immediately turns dark colored, but upon crystallization of the sodium salt therefrom it becomes again light-colored. The reaction mixture is stirred for about 2 hours at 80°C until the development of ammonia has terminated. A solution of γ-dimethylaminopropyl chloride in toluene, prepared by setting free a corresponding amount of the free base from 17.4 parts of its hydrochloride salt by addition of aqueous sodium hydroxide solution in about 10% excess, extraction with toluene and drying for 2 hours over anhydrous sodium sulfate is added to the xylene solution containing the sodium salt mentioned above and the whole is stirred under reflux for 15 hours. Precipitated sodium chloride is filtered off and the filtrate is concentrated. The residue is diluted with ether, and the hydrochloride of 3- chloro-5-(γ-dimethylaminopropyl)-iminodibenzyl is precipitated by introducing dry, gaseous hydrogen chloride. It is filtered off under suction and purified by repeated recrystallization from acetone; the pure substance melts at 191.5°C to 192°C.

brand name

Anafranil (Tyco).

Therapeutic Function

Antidepressant

General Description

Clomipramine (Anafranil) is up to 50 times as potentas imipramine in some bioassays. This does not implyclinical superiority, but it might be informative about tricyclicand, possibly, other reuptake inhibitors. The chloro replacingthe H-substituent could increase potency by increasingdistribution to the CNS, but it is unlikely that this wouldgive the potency magnitude seen. It might be conjecturedthat an H-bond between the protonated amino group (as invivo) and the unshared electrons of the chloro substituent might stabilize a β-arylamine–like shape and give moreefficient competition for the transporter. The drug is anantidepressant. It is used in obsessive–compulsive disorder,an anxiety disorder that may have an element of depression.

Biological Activity

Potent, selective 5-HT uptake blocker. Antidepressant. Binds to the human 5-HT transporter with a K i of 0.05 nmol/l. Also available as part of the Serotonin Uptake Inhibitor Tocriset™ .

Veterinary Drugs and Treatments

In veterinary medicine, clomipramine is used primarily in dogs as a treatment for obsessive-compulsive disorders (ritualistic stereotypical behaviors) and may be useful for dominance aggression and anxiety (separation).
Clomipramine may also be useful in cats, particularly for behaviors such as urine spraying. One prospective, double-blinded controlled study in cats with psychogenic alopecia comparing clomipramine (0.5 mg/kg PO daily) versus placebo showed no statistic differences in study parameters (Mertens, Torres et al. 2006).

Drug interactions

Potentially hazardous interactions with other drugs
Alcohol: increased sedative effect.
Analgesics: increased risk of CNS toxicity with tramadol; possibly increased risk of side effects with nefopam; possibly increased sedative effects with opioids.
Anti-arrhythmics: increased risk of ventricular arrhythmias with amiodarone - avoid; increased risk of ventricular arrhythmias with disopyramide, flecainide or propafenone; avoid with dronedarone.
Antibacterials: increased risk of ventricular arrhythmias with delamanid and moxifloxacin and possibly telithromycin - avoid with delamanid and moxifloxacin.
Anticoagulants: may alter anticoagulant effect of coumarins.
Antidepressants: possibly increased serotonergic effects with duloxetine; enhanced CNS excitation and hypertension with MAOIs and moclobemide; concentration possibly increased with SSRIs; risk of ventricular arrhythmias with citalopram and escitalopram - avoid; possible increased risk of convulsions with vortioxetine.
Antiepileptics: convulsive threshold lowered; concentration reduced by carbamazepine, phenobarbital and possibly fosphenytoin, phenytoin and primidone.
Antimalarials: avoid with artemether/lumefantrine and piperaquine with artenimol.
Antipsychotics: increased risk of ventricular arrhythmias especially with droperidol, fluphenazine, haloperidol, pimozide, sulpiride and zuclopenthixol - avoid; increased risk of ventricular arrhythmias with risperidone; increased antimuscarinic effects with clozapine and phenothiazines; concentration increased by antipsychotics.
Antivirals: increased risk of ventricular arrhythmias with saquinavir - avoid; concentration possibly increased with ritonavir.
Atomoxetine: increased risk of ventricular arrhythmias and possibly convulsions.
Beta-blockers: increased risk of ventricular arrhythmias with sotalol.
Clonidine: tricyclics antagonise hypotensive effect; increased risk of hypertension on clonidine withdrawal.
Cytotoxics: increased risk of ventricular arrhythmias with arsenic trioxide.
Dapoxetine: possibly increased risk of serotonergic effects - avoid.
Dopaminergics: avoid use with entacapone; CNS toxicity reported with selegiline and rasagiline.
Methylthioninium: risk of CNS toxicity - avoid if possible.

Metabolism

Clomipramine is extensively demethylated during first-pass metabolism in the liver to its primary active metabolite, desmethylclomipramine. Clomipramine has been estimated to have a plasma elimination half-life of about 21 hours; that of desmethylclomipramine is longer (about 36 hours).
Paths of metabolism of both clomipramine and desmethylclomipramine include hydroxylation and N-oxidation. About two-thirds of a single dose of clomipramine is excreted in the urine, mainly in the form of its metabolites, either free or in conjugated form; the remainder of the dose appears in the faeces.

Clomipramine hydrochloride Preparation Products And Raw materials

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View Lastest Price from Clomipramine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Clomipramine hydrochloride pictures 2024-12-13 Clomipramine hydrochloride
17321-77-6
US $0.00 / KG 1KG 99%,USP 500kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Clomipramine hydrochloride pictures 2024-11-19 Clomipramine hydrochloride
17321-77-6
US $50.00-40.00 / mg 99.47% 10g TargetMol Chemicals Inc.
Clomipramine hydrochloride pictures 2024-11-19 Clomipramine hydrochloride
17321-77-6
US $50.00-40.00 / mg 99.47% 10g TargetMol Chemicals Inc.

Clomipramine hydrochloride Spectrum

3-chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5h-dibenz(b,f)azepinemono 3-chloroimipraminehydrochloride CHLOROIMIPRAMINE HYDROCHLORIDE CHLORIMIPRAMINE HYDROCHLORIDE CLOMIPRAMINE HCL CLOMIPRAMINE HYDROCHLORIDE 3-chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro-5h-dibenz[b,f]azepine monohydrochloride 3-CHLORO-10,11-DIHYDRO-N,N-DIMETHYL-5H-DIBENZ[B,F]AZEPINE-5-PROPANAMINE HYDROCHLORIDE ANAFRANIL ANAFRANIL HYDROCHLORIDE anaphranil chloroimipraminemonohydrochloride f)azepine,10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)-5h-dibenz(mon f)azepine-5-propanamine,3-chloro-10,11-dihydro-n,n-dimethyl-5h-dibenz(mo Chloroimipram-ine HCl CLOMIPRAMINE HYDROCHLORIDE \ SEROTONIN U PTAKE INHIBITOR, ANTIDEPRESSANT 3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine hydrochloride Chlomipramine 5H-Dibenzb,fazepine-5-propanamine, 3-chloro-10,11-dihydro-N,N-dimethyl-, monohydrochloride Clomipraminhydrochlorid 3-Chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine Hydrochloride Clomicalm CHLORIMIPRAMINE HYDROCHLORIDE:3-(3-CHLORO-10,11-DIHYDRO-5H-DIBENZO[B,F]AZEPIN-5-YL)-N,N-DIMETHYLPROPAN-1-AMINE HYDROCHLORIDE CloMipraMine hydrochloride (Anafranil) 5H-Dibenz[b,f]azepine-5-propanaMine,3-chloro-10,11-dihydro-N,N-diMethyl-, hydrochloride (1:1) 3-chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine, hydrochloride (1:1) Clomipramine hydrochloride solution Clomipranine Hydrochloride 3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz(Z)[b,f]azepine-5-propanaminehydrochloride Clomipramine hydrochloride,3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine hydrochloride, Anafranil hydrochloride Clomipramine Hydrochloride (200 mg) Anafranil hydrochloride, 3-Chloro-10,11-dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-propanamine hydrochloride CloMipraMine Hydrochloride, USP Clomipramine HCl,clomipramine hydrochloride Clomipramine-13C-d3 HCl Clomipramine Hydrochloride, 98.0+ % (volumetric analysis), 98.0+ % (HPLC) Clomipramine hydrochloride CRS Clomipramine hydrochloride USP/EP/BP Clomipramine Hydrochloride (1.0 mg/mL in Methanol) Clomipramine hydroch Clomipramine HCl (G34586) Clomipramine HydrochlorideQ: What is Clomipramine Hydrochloride Q: What is the CAS Number of Clomipramine Hydrochloride Q: What is the storage condition of Clomipramine Hydrochloride Q: What are the applications of Clomipramine Hydrochloride Clomipramine Hydrochloride (1140247) Clomipramine HCl Reference Standard Clomipramine hydrochloride in methanol 17321-77-6 C19H23ClN2ClH C19H23CIN2HCl C19H24Cl2N2 C19H23ClN2HCl 35131 Tricyclic antidepressant; inhibits serotonin and norepinephrine transporters. ANAFRANIL Other APIs Serotonin receptor Amines Heterocycles Intermediates & Fine Chemicals