Clomipramine hydrochloride
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Clomipramine hydrochloride
structure -
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CAS No:
17321-77-6
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Formula:
C19H23ClN2.ClH
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Chemical Name:
Clomipramine hydrochloride
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Synonyms:
5H-Dibenz[b,f]azepine-5-propanamine,3-chloro-10,11-dihydro-N,N-dimethyl-,hydrochloride (1:1);5H-Dibenz[b,f]azepine,3-chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro-,monohydrochloride;5H-Dibenz[b,f]azepine-5-propanamine,3-chloro-10,11-dihydro-N,N-dimethyl-,monohydrochloride;3-Chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenz[b,f]azepine hydrochloride;Chlorimipramine hydrochloride;Anafranil;3-Chloroimipramine hydrochloride;Anaphranil;Chloroimipramine monohydrochloride;Clomipramine hydrochloride;Anatranil;117848-72-3;17286-81-6
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CAS No:
Description
Off-White SolidChEBI: 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.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 rep
Clomipramine hydrochloride is 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. It has a role as an antidepressant, a serotonergic antagonist, a serotonergic drug and an anticoronaviral agent. It contains a clomipramine(1+).|Clomipramine Hydrochloride is the hydrochloride salt form of clomipramine, a tertiary amine salt derivative of dibenzazepine. Clomipramine hydrochloride is a tricyclic antidepressant that acts by reducing the re-uptake of norepinephrine and serotonin in the central nervous system, thereby enhancing the effects of these neurotransmitters. This drug also binds to alpha-adrenergic, histaminergic, and cholinergic receptors which are responsible for the many side effects seen with this agent.|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.
Clomipramine hydrochloride Basic Attributes
351.31
350.131653
241-344-3
2LXW0L6GWJ
759323
DTXSID3042633
C47458
QN06AA04
2933996100
Characteristics
6.5
5.39540
white to off-white powder
189-190 °C
160-170 deg C at 0.3 mm Hg
9℃
H2O: 25 mg/mL
Store at RT
4.07X10-7 mm Hg at 25 deg C (est)
Oral-rat LD50: 914 mg/kg; Oral-Mouse LD50: 470 mg/kg
Thermal decomposition releases toxic nitrogen oxides and chloride fumes
173.2 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
III
6.1(b)
3249
3
20/21/22-39/23/24/25-23/24/25-11-36/37/38
36-45-36/37-16-7-62-38-36/37/39-28-26-24/25-22-20/21-13
HN9055000
Xn,T,F
The warehouse is low-temperature, ventilated and dry; stored separately from food materials
P280-P301 + P312 + P330
H302-H361d-H410
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 59 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
As an aid in the treatment of separation related disorders in dogs manifested by destruction and inappropriate elimination (defecation and urination) and only in combination with behavioural modification techniques.
Substances that contain a fused three-ring moiety and are used in the treatment of depression. These drugs block the uptake of norepinephrine and serotonin into axon terminals and may block some subtypes of serotonin, adrenergic, and histamine receptors. However the mechanism of their antidepressant effects is not clear because the therapeutic effects usually take weeks to develop and may reflect compensatory changes in the central nervous system. (See all compounds classified as Antidepressive Agents, Tricyclic.)|Compounds that specifically inhibit the reuptake of serotonin in the brain. (See all compounds classified as Serotonin Uptake Inhibitors.)
Anafranil
Clomipramine hydrochloride Use and Manufacturing
General procedure: 4 mmol of carboxylic acid in toluene (5 vol) was added with sodium borohydride (2.5 mmol) in portions at 0-5°C. To the mixture was added EnCat Ni 2.5 percent. Gradually raise the temperature to 25-30 °C. To the mixture was added 1 mmol secondary amine. Raise the temperature to 80 °C. To the reaction mixture was added 1.5 mmol of sodiumborohydride in portions. The progress of the reaction was monitored by TLC. After the completion of reaction, reaction mixture was quenched with 1N HCl to pH 7 to 8 and separated organic solution washed with water. Solvent was distilled out under reduce pressure at 50 °C. The product was isolated by crystallisation in isopropyl alcohol and conc. Hydrochloric acid followed by filtration and drying to yield (90-99 percent) solid hydrochloride salt as product.
Serotonin reuptake inhibitor. Antidepressant; antiobsessional agent
Veterinary drugs -> Clomicalm -> EMA Drug Category|Psychoanaleptics -> Veterinary pharmacotherapeutic group|Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
Computed Properties
Molecular Weight:351.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:350.1316542
Monoisotopic Mass:350.1316542
Topological Polar Surface Area:6.5
Heavy Atom Count:23
Complexity:346
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
This product is a tricyclic antidepressant. Its main function is to block the reuptake of norepinephrine and 5-hydroxytryptamine in the central nervous system. It has a stronger blocking effect on the reuptake of 5-hydroxytryptamine, and exerts antidepressant and antianxiety effects. It also has sedative and anticholinergic effects.
Registered Holders
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MANKIND PHARMA LTD
Active
United States
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BIOPHORE INDIA PHARMACEUTICALS PVT LTD
Active
United States
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RL FINE CHEM PVT LTD
Active
United States
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