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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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
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
Medical Isotopes, Inc.
Product number
16886
Product name
Trimipramine
Packaging
1mg
Price
$520
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0009047
Product name
TRIIMIPRAMINE
Purity
95.00%
Packaging
100MG
Price
$1360
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0009047
Product name
TRIIMIPRAMINE
Purity
95.00%
Packaging
1G
Price
$5680
Updated
2021/12/16
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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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TRIMIPRAMINE Suppliers

LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
Cckinase, Inc.
Tel
+1 (732)236-3202
Email
sales@cckinase.com
Country
United States
ProdList
2738
Advantage
58
TargetMol Chemicals Inc.
Tel
+8613564774135
Email
zijue.cai@tsbiochem.com
Country
United States
ProdList
19885
Advantage
58
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
CarboMer, Inc.
Tel
--
Fax
--
Email
sales@carbomer.com
Country
United States
ProdList
4026
Advantage
67
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
Cerilliant Corporation
Tel
--
Fax
--
Email
techserv@cerilliant.com
Country
United States
ProdList
1629
Advantage
69
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Alltech Associates, Inc.
Tel
--
Fax
--
Email
alltech@alltechemail.com
Country
United States
ProdList
419
Advantage
60
ChemPacific Corporation
Tel
--
Fax
--
Email
sales@chempacific.com
Country
United States
ProdList
6891
Advantage
51
BOSCHE SCIENTIFIC, LLC
Tel
--
Fax
--
Email
Sales@BoscheSci.com
Country
United States
ProdList
6477
Advantage
55

739-71-9, TRIMIPRAMINERelated Search:


  • 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