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TRIMIPRAMINE

CAS No.
739-71-9
Chemical Name:
TRIMIPRAMINE
Synonyms
7162rp;il6001;7162 RP;FI 6120;IL 6001;RP-7162;Stangyl;Sapilent;Surmontil;Rhotrimine
CBNumber:
CB4490399
Molecular Formula:
C20H26N2
Molecular Weight:
294.43
MDL Number:
MFCD00242595
MOL File:
739-71-9.mol
MSDS File:
SDS
Last updated:2022-12-21 16:56:50

TRIMIPRAMINE Properties

Melting point 45°
Boiling point 426.2°C (rough estimate)
Density 0.9912 (rough estimate)
refractive index 1.6450 (estimate)
Flash point 9℃
storage temp. 2-8°C
pka pKa 8.0 (Uncertain)
FDA UNII 6S082C9NDT
ATC code N06AA06

Pharmacokinetic data

Protein binding 95%
Volume of distribution 31(L/kg)
Biological half-life 23 / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H225-H301+H311+H331-H370
Precautionary statements  P210-P260-P280-P301+P310-P311
Hazard Codes  F,T
Risk Statements  11-23/24/25-39/23/24/25
Safety Statements  16-36/37-45
RIDADR  3249
WGK Germany  1
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 oral in mouse: 250mg/kg

TRIMIPRAMINE price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T-904 Trimipramine solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? 739-71-9 1mL $22.1 2022-05-15 Buy
Medical Isotopes, Inc. 16886 Trimipramine 739-71-9 1mg $520 2021-12-16 Buy
American Custom Chemicals Corporation API0009047 TRIIMIPRAMINE 95.00% 739-71-9 100MG $1360 2021-12-16 Buy
American Custom Chemicals Corporation API0009047 TRIIMIPRAMINE 95.00% 739-71-9 1G $5680 2021-12-16 Buy
Product number Packaging Price Buy
T-904 1mL $22.1 Buy
16886 1mg $520 Buy
API0009047 100MG $1360 Buy
API0009047 1G $5680 Buy

TRIMIPRAMINE Chemical Properties,Uses,Production

Originator

Surmontil Wyeth-Ayerst,Laboratories

Uses

Antidepressant.

Definition

ChEBI: A dibenzoazepine that is 10,11-dihydro-5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)-2-methylpropyl group at the nitrogen atom. It is used as an antidepressant.

Manufacturing Process

Bis(3-dimethylamino-2-methylpropyl)-5-iminodibenzylyl carboxylic acid at 185-250°C up to discontinue a separation of oxyde carbonique. The product was dissolved in ether, then washed with the hydrochloric acid. Then this solution was extracted with ether. The solvent was evaporated under vacuum, to give pure oil bis(3-dimethylamino-2-methyl-1-propyl)-5-iminodibenzyle with boiling point 153-154°C at 0.4 mm. Maleate of bis(3-dimethylamino-2-methyl- 1-propyl)-5-iminodibenzyle have melting point 145-146°C.

brand name

Surmontil (Wyeth-Ayerst);Apo-trimip;Herphonal;No-tripramine;Novo-tripramine;Rhotromine;Sapilant;Stangyl;Surmantil;Tydamine.

Therapeutic Function

Antidepressant

World Health Organization (WHO)

Trimipramine, a tricyclic antidepressant was introduced in 1961 for the management of endogenous depression. Much of the adverse effects are caused by its antimuscarinic actions. These include dry mouth, cardiac arrhythmias, central nervous system disturbances, blood disorders and risk of suicide. The risk of suicide and dangers related to overdosage led Norwegian Medicines Control Authority to put the higher strength formulation under prescribing restriction in 1992. The risk of death following overdosage is apparently higher for products containing tricyclic compounds as compared with nontricyclic products.

Pharmacokinetics

Trimipramine is one of the antidepressants with the most pronounced differences in pharmacokinetics caused by the CYP2D6 genetic polymorphism. Its bioavailability and systemic clearance depended significantly on the CYP2D6 isoform with a linear dose relationship. Its mean bioavailability was 44% in individuals without CYP2D6 (poor metabolizers) but 16 and 12% in those individuals with two and three active genes of CYP2D6 (fast and ultrafast metabolizers), respectively. Consequently, the mean total clearances of the oral dose were 27, 151, and 253 L/hour in poor, extensive, and ultrarapid metabolizers, respectively. The 44% bioavailability combined with low systemic clearance of trimipramine in poor metabolizers of CYP2D6 substrates results in a very high exposure to trimipramine with the risk of adverse drug reactions. On the other hand, the presystemic elimination may result in subtherapeutic drug concentrations in carriers of CYP2D6 gene duplications with a high risk of poor therapeutic response

Clinical Use

Although trimipramine has the weakest binding affinity for the monoamine transporters, it shares the pharmacological and toxicity actions of the other TCAs and is used primarily in the treatment of depression.

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: enhanced CNS excitation and hypertension with MAOIs and moclobemide - avoid; 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.
Dapoxetine: possibly increased risk of serotonergic effects - avoid.
Dopaminergics: avoid use with entacapone; CNS toxicity reported with selegiline and rasagiline.
Pentamidine: increased risk of ventricular arrhythmias.
Sympathomimetics: increased risk of hypertension and arrhythmias with adrenaline and noradrenaline; metabolism possibly inhibited by methylphenidate.

Metabolism

Trimipramine is metabolised in the liver to its major metabolite desmethyltrimipramine, which is active. Trimipramine is excreted in the urine mainly in the form of its metabolites.

14171-70-1
739-71-9
Synthesis of TRIMIPRAMINE from Trimipramine N-Oxide

TRIMIPRAMINE Preparation Products And Raw materials

Global( 43)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Career Henan Chemica Co
+86-0371-86658258 15093356674; laboratory@coreychem.com China 30255 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29271 58
Alfa Chemistry
+1-5166625404 Info@alfa-chemistry.com United States 21317 58
Shaanxi Didu New Materials Co. Ltd
+86-89586680 +86-13289823923 1026@dideu.com China 9116 58
ZHEJIANG JIUZHOU CHEM CO., LTD
+86-0576225566889 +86-13454675544 admin@jiuzhou-chem.com;jamie@jiuzhou-chem.com;alice@jiuzhou-chem.com China 20000 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2127 70
Hangzhou Yuhao Chemical Technology Co., Ltd 0571-82693216 info@yuhaochemical.com China 9394 52
Shanghai Sphchem Co., Ltd. 21-21-56491756 13512199871 sales@panhongchem.com China 3985 55

View Lastest Price from TRIMIPRAMINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
TRIMIPRAMINE USP/EP/BP pictures 2021-07-27 TRIMIPRAMINE USP/EP/BP
739-71-9
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
2’-metil-3’-dimetilamino-propil-5-iminodibenzile 2'-Metil-3'-dimetilamino-propil-5-iminodibenzile 3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N,2-trimethyl-1-propanamine 5-(3-(Dimethylamino)-2-methylpropyl)-10,11-dihydro-5H-dibenz(b,f)azepine 5-(gamma-dimethylamino-beta-methylpropyl)-10,11-dihydro-5h-dibenzo(b,f)azepi 5-(gamma-Dimethylamino-beta-methylpropyl)-10,11-dihydro-5H-dibenzo(b,f)azepine 5H-Dibenz(b,f)azepine, 10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)- 5H-Dibenz[b,f]azepine, 5-[3-(dimethylamino)-2-methylpropyl]-10,11-dihydro- 5H-Dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-N,N,beta-trimethyl- 7162 RP 7162rp beta-Methylimipramine f)azepine,10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)-5h-dibenz( f)azepine,5-(3-(dimethylamino)-2-methylpropyl)-10,11-dihydro-5h-dibenz( TRIMIPRAMINE 1-(3-Dimethylamino-2-methylpropyl)-4,5-dihydro-2,3:6,7-dibenzazepine 10,11-Dihydro-5-(3-dimethylamino-2-methylpropyl)-5H-dibenz(b,f)azepine f)azepine-5-propanamine,10,11-dihydro-n,n,beta-trimethyl-5h-dibenz( FI 6120 IL 6001 il6001 Rhotrimine RP-7162 Sapilent Surmontil Surmontil 315695 surmontil315695 Trimeprimina Trimeprimine Trimeproprimine TRIMIDRAMINE TRIMIPRAMINE,1.0MG/MLINMETHANOL 5-(g-Dimethylamino-b-methylpropyl)-10,11-dihydro-5H-dibenzo[b,f]azepine 5H-Dibenz[b,f]azepine, 5-[3-(dimethylamino)-2-methylpropyl]-10,11-dihydro- (6CI, 7CI, 8CI) 5H-Dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-N,N,b-trimethyl- (9CI) b-Methylimipramine Trimipramine (base and/or unspecified salts) Trimipramine solution 5-(3-dimethylamino-2-methylpropyl)-10,11-dihydrodibenz(b,f)azepine Trimipramine Solution, 100ppm 5H-Dibenz[b,f]azepine-5-propanamine, 10,11-dihydro-N,N,β-trimethyl- TRIMIPRAMINE USP/EP/BP 5H-Dibenz[b,f]azepine-5-propanamine,10,11-dihydro-N,N,b-trimethyl- Stangyl 739-71-9