TRIMIPRAMINE
- Product Name
- 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
- Formula Weight
- 294.43
- MOL File
- 739-71-9.mol
TRIMIPRAMINE Property
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H370Causes damage to organs
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P311Call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- T-904
- Product name
- Trimipramine solution
- Purity
- 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant?
- Packaging
- 1mL
- Price
- $22.1
- Updated
- 2022/05/15
- Product number
- 16886
- Product name
- Trimipramine
- Packaging
- 1mg
- Price
- $520
- Updated
- 2021/12/16
- Product number
- API0009047
- Product name
- TRIIMIPRAMINE
- Purity
- 95.00%
- Packaging
- 100MG
- Price
- $1360
- Updated
- 2021/12/16
- Product number
- API0009047
- Product name
- TRIIMIPRAMINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $5680
- Updated
- 2021/12/16
TRIMIPRAMINE Chemical Properties,Usage,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.
TRIMIPRAMINE Preparation Products And Raw materials
Raw materials
Preparation Products
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