Imipramine
- CAS No.
- 50-49-7
- Chemical Name:
- Imipramine
- Synonyms
- IM;Prazepine;Melipramin;DPID;Irmin;Iramil;Imizin;Imiprin;Imizine;Surplix
- CBNumber:
- CB1727489
- Molecular Formula:
- C19H24N2
- Molecular Weight:
- 280.41
- MDL Number:
- MFCD00242921
- MOL File:
- 50-49-7.mol
- MSDS File:
- SDS
| Melting point | 174°C |
|---|---|
| Boiling point | bp0.1 160° |
| Density | 0.9935 (rough estimate) |
| refractive index | 1.5640 (estimate) |
| storage temp. | Storage temp. 2-8°C |
| form | Liquid |
| pka | pKa 9.66(H2O,t = 25,I=0.025) (Uncertain) |
| color | Colorless to light yellow |
| 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) |   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 |
| Hazardous Substances Data | 50-49-7(Hazardous Substances Data) |
| 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. |
| REACH Registrations | Active |
Imipramine price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Biosynth | FI176386 | Imipramine | 50-49-7 | 5mg | $250 | 2026-06-04 | Buy |
| Biosynth | FI176386 | Imipramine | 50-49-7 | 10mg | $252.8 | 2026-06-04 | Buy |
| Biosynth | FI176386 | Imipramine | 50-49-7 | 25mg | $505.75 | 2026-06-04 | Buy |
| ChemScene | CS-0013621 | Imipramine 99.88% | 50-49-7 | 5mg | $70 | 2026-06-04 | Buy |
| ChemScene | CS-0013621 | Imipramine 99.88% | 50-49-7 | 10mg | $114 | 2026-06-04 | 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].
Imipramine Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| LGM Pharma | 1-(800)-881-8210 | inquiries@lgmpharma.com | United States | 2110 | 70 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| Beijing HuaMeiHuLiBiological Chemical | 010-56205725 | waley188@sohu.com | China | 12323 | 58 |
| Shanghai TaoSu Biochemical Technology Co., Ltd. | 021-33632979 | info@tsbiochem.com | China | 8039 | 58 |
| Shanghai Xingui Biotechnology Co., Ltd. | 15121041756 | xingui2022@126.com | China | 9985 | 58 |
| Shanghai HuanChuan Industry Co.,Ltd. | 021-61478794 | sales@hcshhai.com | China | 9781 | 50 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66028182 17714375163 | yftan@aikonchem.com | China | 16674 | 50 |
| Chizhou Kailong Import and Export Trade Co., Ltd. | xg01_gj@163.com | China | 9413 | 50 | |
| BOC Sciences | 16314854226 | info@bocsci.com | United States | 9909 | 65 |
View Latest Price from Imipramine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-10 | Imipramine
50-49-7
|
$52.00-172.00 | 99.40% | 10g | TargetMol Chemicals Inc. | ||
![3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine pictures](/ProductImageEN/2022-04/Small/bfb810d8-0788-4b71-be5a-56a4100e8fcf.jpg) |
2023-02-13 | 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
50-49-7
|
$9.00 | 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](/ProductImageEN/2021-12/Small/0bc09066-dd56-43f1-bfb7-038394de30bb.jpg) |
2022-02-25 | 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
50-49-7
|
$1.99 | 100g | 99% | 30tons | Hong Kong Tiansheng New Material Trading Co., Ltd |
-
- Imipramine
50-49-7
- $52.00-172.00
- 99.40%
- TargetMol Chemicals Inc.
-
- 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
50-49-7
- $9.00
- 99%
- Hebei baicao biology science and technology co., ltd
-
- 3-(5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine
50-49-7
- $1.99
- 99%
- Hong Kong Tiansheng New Material Trading Co., Ltd
