ChemicalBook >> CAS DataBase List >>IMIPRAMINE

IMIPRAMINE

CAS No.
50-49-7
Chemical Name:
IMIPRAMINE
Synonyms
IM;DPID;Irmin;Iramil;Imizin;Imiprin;Imizine;Surplix;Timolet;Censtim
CBNumber:
CB1727489
Molecular Formula:
C19H24N2
Molecular Weight:
280.41
MDL Number:
MFCD00242921
MOL File:
50-49-7.mol
Last updated:2023-06-02 14:42:00

IMIPRAMINE Properties

Melting point 174°C
Boiling point bp0.1 160°
Density 0.9935 (rough estimate)
refractive index 1.5640 (estimate)
pka pKa 9.66(H2O,t = 25,I=0.025) (Uncertain)
Water Solubility 18.23mg/L(24 ºC)
Solvent Ethanol under nitrogen
Concentration 1 mCi/ml
Specific Activity 60-90 Ci/mmol
BCS Class 1
NCI Dictionary of Cancer Terms IM
FDA UNII OGG85SX4E4
NCI Drug Dictionary imipramine
ATC code N06AA02
EPA Substance Registry System Imipramine (50-49-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H336-H370-H400
Precautionary statements  P261-P280-P305+P351+P338-P304+P340-P271-P312-P405-P403+P233-P260-P264-P270-P307+P311-P321-P405-P501-P391
Toxicity A tertiary amine tricyclic antidepressant that is thought to exert its therapeutic effect by inhibiting the reuptake of serotonin and norepinephrine centrally. A major metabolite is N-desmethylimipramine (desipramine), also used as an antidepressant drug. Desipramine differs from imipramine in being a better blocker of norepinephrine, rather than serotonin, uptake. Side effects, including sedation and drowsiness, dry mouth, urinary retention, constipation, and orthostatic hypotension, are probably due to the anticholinergic, anti-α-adrenergic, and antihistaminergic receptor-blocking properties. Imipramine should not be used in conjunction with a monoamine oxidase inhibitor or other treatment that increases catecholamine concentrations (e.g., drugs containing sympathomimetic amines). Imipramine should be avoided in patients with cardiovascular disease or seizure disorder, or in those who may abuse alcohol, as imipramine lowers seizure threshold, can produce cardiovascular toxicity and may potentiate the effects of alcohol. Imipramine intoxication can include CNS abnormalities (e.g., drowsiness, stupor, coma, and extrapyramidal symptoms), cardiac arrhythmia, and respiratory depression. Children appear to be particularly vulnerable to the cardiotoxic and seizure-inducing effects of high doses of imipramine. The oral LD50 in female rats is 305 mg/kg.

IMIPRAMINE price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological I7250-25 Imipramine 50-49-7 500ul $306 2021-12-16 Buy
Matrix Scientific 099653 3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine 95+% 50-49-7 1g $240 2021-12-16 Buy
American Custom Chemicals Corporation API0006755 IMIPRAMINE 95.00% 50-49-7 1G $255.15 2021-12-16 Buy
Matrix Scientific 099653 3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine 95+% 50-49-7 5g $819 2021-12-16 Buy
Chemtos I-8190 Imipraminelabeledd4Hydrochloride 50-49-7 10mg $1100 2021-12-16 Buy
Product number Packaging Price Buy
I7250-25 500ul $306 Buy
099653 1g $240 Buy
API0006755 1G $255.15 Buy
099653 5g $819 Buy
I-8190 10mg $1100 Buy

IMIPRAMINE Chemical Properties,Uses,Production

Originator

Tofranil,Ciba Geigy,France,1959

Uses

Imipramine is used in depression of various etiology accompanied by motor clumsiness and enuresis in children and Parkinson’s disease.

Uses

antidepressant

Definition

ChEBI: Imipramine is a dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom. It has a role as an adrenergic uptake inhibitor, an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor and an antidepressant. It derives from a hydride of a 5H-dibenzo[b,f]azepine.

Manufacturing Process

20 parts of imino dibenzyl are dissolved in 100 parts by volume of absolutely dry benzene. A suspension of 4 parts NaNH2 in 50 parts by volume of absolute benzene are then added dropwise at 50° to 60°C after which the mixture is boiled for an hour under reflux. 13 parts of 3-dimethylamino n_x0002_propyl chloride are then added dropwise at 40° to 50°C and the mixture is boiled for 10 hours under reflux. After cooling, the benzene solution is thoroughly washed with water, whereupon the basic constituents are extracted with dilute hydrochloric acid.
The hydrochloric extract is then made alkaline and the separated base is extracted with ether. After drying, the solvent is evaporated and the residue is distilled in the high vacuum, whereby the N-(3-dimethylaminopropyl)-imino dibenzyl passes over at a temperature of 160°C under 0.1 mm pressure. The chlorohydrate with a melting point of 174° to 175°C is obtained therefrom with alcoholic hydrochloric acid.

brand name

Janimine (Abbott); Pramine (Alra); Presamine (Sanofi Aventis); Tofranil (Novartis); Tofranil (Tyco).

Therapeutic Function

Antidepressant

Mechanism of action

Besides being used in the clinical treatment of depression, imipramine also has been used for the treatment of functional enuresis in children who are at least 6 years of age (25 mg daily administered 1 hour before bedtime, not to exceed 2.5 mg/kg daily).

Clinical Use

Imipramine is a 10,11-dihydrodibenzazepine tertiary amine TCA that is marketed as hydrochloride and pamoate salts, both of which are administered orally. Although the hydrochloride salt may be administered in divided daily doses, imipramine's long duration of action suggests that the entire oral daily dose may be administered at one time.On the other hand, imipramine pamoate usually is administered as a single daily oral dose.

Synthesis

Imipramine, 5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f] azepine (7.1.1), is synthesized by the alkylation of 10,11-dihydro-5H-dibenz[b,f]azepine using 3-dimethylaminopropylchloride in the presence of sodium amide [1¨C3].

Synthesis_50-49-7

113-52-0
50-49-7
Synthesis of IMIPRAMINE from Imipramine hydrochloride

IMIPRAMINE Preparation Products And Raw materials

Global( 70)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29016 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58
Hong Kong Tiansheng New Material Trading Co., Ltd
+8617320695765 zxx@hktiansheng.com China 981 58
Hebei baicao biology science and technology co., ltd
+86-19131911055 +8617824879454 zhang@hbbocao.com China 1035 58
Shaanxi Didu New Materials Co. Ltd
+86-89586680 +86-13289823923 1026@dideu.com China 9116 58
LEAP CHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 24738 58

View Lastest Price from IMIPRAMINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine pictures 2023-02-13 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
50-49-7
US $9.00 / kg 1kg 99% 50MT Hebei baicao biology science and technology co., ltd
3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine pictures 2022-02-25 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
50-49-7
US $1.99 / Kg/Bag 100g 99% 30tons Hong Kong Tiansheng New Material Trading Co., Ltd
IMIPRAMINE USP/EP/BP pictures 2021-07-27 IMIPRAMINE USP/EP/BP
50-49-7
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
IM Imidobenzyle Imipramina Imiprin Imizin Imizine Imizinum Impramine Intalpram Iramil Irmin Melipramin Melipramine N-(3-Dimethylaminopropyl)-o-iminodibenzyl N-(gamma-Dimethylaminopropyl)iminodibenzyl Nelipramin Prazepine Promiben Psychoforin SK-Pramine Surplix Timolet Tofranil (free base) Tofranil, base Tofraniln A 3-(10,11-dihydrodibenz(b,f)azepin-5-yl)propyldimethylamine N-[γ-Dimethylaminopropyl] iminodibenzyl IMIPRAMINE,1.0MG/MLINMETHANOL IMIPRAMINE AURORA KA-7708 1-(3-Dimethylaminopropyl)-4,5-dihydro-2,3,6,7-dibenzazepine 10,11-Dihydro-5-(3-(dimethylamino)propyl)-5H-dibenz[b,f]azepine 2,2'-(3-Dimethylaminopropylimino)bibenzyl 2,2'-(3-Dimethylaminopropylimino)dibenzyl 3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethyl-1-propanamine 5-(3-(Dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine 5-(3-Dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(b,f)azepine 5H-Dibenz(b,f)azepine, 10,11-dihydro-5-(3-(dimethylamino)propyl)- 5H-Dibenz[b,f]azepine, 5-[3-(dimethylamino)propyl]-10,11-dihydro- 5H-Dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-N,N-dimethyl- Antideprin Berkomine Censtim Censtin Declomipramine Dimipressin DPID Dynaprin Eupramin Imipramine (base and/or unspecified salts) N-[3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl]-N,N-dimethylamine 10,11-Dihydro-N,N-dimethyl-5H-dibenz[b,f]azepine-5-(1-propanamine) 3-(4a,5-dihydro-4H-dibenzo[b,f]azepin-10-yl)-N,N-diMethylpropan-1-aMine 3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine Clomipramine HCl EP Impurity B Trimipramine BP Impurity D Imipramine for system suitability CRS Imipramine (Clomipramine EP Impurity B)