ChemicalBook > CAS DataBase List > TRIMIPRAMINE MALEATE SALT

TRIMIPRAMINE MALEATE SALT

Product Name
TRIMIPRAMINE MALEATE SALT
CAS No.
521-78-8
Chemical Name
TRIMIPRAMINE MALEATE SALT
Synonyms
TRIMIPRAMINE MALEATE;Trimipramina;surmontilmaleate;Einecs 208-318-3;trimepriminemaleate;TRIMIPRAMINEMALEATE,BP;Trimeprimine Monomaleat;trimipramineacidmaleate;trimepriminemonomaleate;Trimipramine maleate CRS
CBNumber
CB3104538
Molecular Formula
C24H30N2O4
Formula Weight
410.51
MOL File
521-78-8.mol
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TRIMIPRAMINE MALEATE SALT Property

Melting point:
141-143°C
Flash point:
11 °C
storage temp. 
2-8°C
solubility 
chloroform: soluble50 mg/ml, clear, colorless to faintly yellow
form 
powder
color 
white
InChI
InChI=1S/C20H26N2.C4H4O4/c1-16(14-21(2)3)15-22-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)22;5-3(6)1-2-4(7)8/h4-11,16H,12-15H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
InChIKey
YDGHCKHAXOUQOS-BTJKTKAUSA-N
SMILES
N1(CC(C)CN(C)C)C2C(=CC=CC=2)CCC2C=CC=CC1=2.C(/C(=O)O)=C/C(=O)O
EPA Substance Registry System
Trimipramine maleate (521-78-8)
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Safety

Hazard Codes 
Xn,T,F
Risk Statements 
22-36/37/38-63-36/38-23/25-39/23/24/25-23/24/25-11
Safety Statements 
26-36-45-33-24-16-7-36/37
RIDADR 
3249
WGK Germany 
3
RTECS 
HN9260000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2933996100
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T3146
Product name
Trimipramine maleate salt
Purity
≥98% (TLC), powder
Packaging
5g
Price
$93.86
Updated
2025/07/31
Sigma-Aldrich
Product number
Y0000759
Product name
Trimipramine for peak identification
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
0.51 mg
Price
$118
Updated
2025/07/31
Sigma-Aldrich
Product number
T2500000
Product name
Trimipramine maleate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
100 mg
Price
$153
Updated
2025/07/31
Sigma-Aldrich
Product number
PHR3151
Product name
Trimipramine Maleate
Purity
pharmaceutical secondary standard, certified reference material
Packaging
200MG
Price
$205.2
Updated
2025/07/31
Sigma-Aldrich
Product number
1692709
Product name
Trimipramine maleate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100mg
Price
$297
Updated
2025/07/31
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TRIMIPRAMINE MALEATE SALT Chemical Properties,Usage,Production

Chemical Properties

White Crystalline Solid

Originator

Surmontil Wyeth-Ayerst,Laboratories

Uses

Antidepressant; serotonin transport blocker that also blocks norepinephrine uptake.

Uses

Antidepressant;Noradrenaline uptake inhibitor

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 (Odyssey).

Therapeutic Function

Antidepressant

General Description

For details of chemical nomenclature, consult the descriptionof imipramine. Replacement of hydrogen with an -methylsubstituent produces a chiral carbon, and trimipramine(Surmontil) is used as the racemic mixture. Biological propertiesreportedly resemble those of imipramine.

Biological Activity

trimipramine (maleate) is a potent antagonist of histamine h1 receptor, serotonin 5-ht2a, and α1-adrenergic receptors [1].the histamine h1 receptor is widely expressed tissues, such as smooth muscles, vascular endothelial cells, heart, and the central nervous system. histamine h1 receptor (h1r) antagonists are very effective drugs alleviating the symptoms of allergic reactions [2]. 5-ht2a receptor shows constitutive activity. variations in5-ht2a receptor can produce profound alterations in cognitive states [3]. the adrenergic receptors play an important role in modulating sympathetic nervous system activity as well as a site of action for many therapeutic agents. the α1-adrenergic receptor is the prime mediators of smooth muscle contraction and hypertrophic growth. the α1-adrenergic receptor plays an essential role in smooth muscle, growth, neurological, and cardiovascular function [4].trimipramine (maleate) is a tricyclic antidepressant compound that antagonizes several types of neurotransmitter receptors. trimipramine potently antagonized the activity of histamine h1 serotonin 5-ht2a, and α1-adrenergic receptors with the kd value of 0.27 nm, 24 nm, and 24 nm, respectively. trimipramine moderately antagonized the activity of dopamine d2 with the kd of 180 nm. trimipramine inhibited the activity of muscarinic acetylcholine with the kd of 58 nm. trimipramine weakly inhibited the activity of 5-ht2c, d1, α2-adrenergic receptors (kd = 680 nm) [1]. trimipramine (maleate) was a weak to moderate reuptake inhibitor of serotonin (ki = 149 nm for sert), and an extremely weak inhibitor of norepinephrine (ki = 2.5 μm for net) and dopamine (ki = 3.8 μm for dat) reuptake in slices of rat cerebral cortex [5,6].

Biochem/physiol Actions

Antidepressant; serotonin transport blocker that also blocks norepinephrine uptake.

References

[1] richelson e, nelson a. antagonism by antidepressants of neurotransmitter receptors of normal human brain in vitro[j]. journal of pharmacology and experimental therapeutics, 1984, 230(1): 94-102.
[2] shimamura t, shiroishi m, weyand s, et al. structure of the human histamine h1 receptor complex with doxepin[j]. nature, 2011, 475(7354): 65-70.
[3] harvey j a. role of the serotonin 5-ht2a receptor in learning[j]. learning & memory, 2003, 10(5): 355-362.
[4] piascik m t, perez d m. α1-adrenergic receptors: new insights and directions[j]. journal of pharmacology and experimental therapeutics, 2001, 298(2): 403-410.
[5] gross g, xie x, gastpar m. trimipramine: pharmacological reevaluation and comparison with clozapine[j]. neuropharmacology, 1991, 30(11): 1159-1166.
[6] tatsumi m, groshan k, blakely r d, et al. pharmacological profile of antidepressants and related compounds at human monoamine transporters[j]. european journal of pharmacology, 1997, 340(2): 249-258.

TRIMIPRAMINE MALEATE SALT Preparation Products And Raw materials

Raw materials

Preparation Products

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521-78-8, TRIMIPRAMINE MALEATE SALTRelated Search:


  • TRIMIPRAMINE MALEATE
  • TRIMIPRAMINE MALEATE SALT
  • f)azepine,10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)-5h-dibenz(mal
  • surmontilmaleate
  • trimepriminemaleate
  • trimepriminemonomaleate
  • trimipramineacidmaleate
  • trimipramine hydrogen maleate
  • TRIMIPRAMINE MALEATE METHANOL SOLUTION
  • 10,11-Dihydro-N,N,b-trimethyl-5H-dibenz[b,f]azepine-5-propanamine (2Z)-2-butenedioate
  • Trimeprimine Monomaleat
  • Trimipramina
  • 5H-Dibenzb,fazepine-5-propanamine, 10,11-dihydro-N,N,.beta.-trimethyl-, (2Z)-2-butenedioate (1:1)
  • TRIMIPRAMINEMALEATE,BP
  • 5H-Dibenz[b,f]azepine, 5-[3-(dimethylamino)-2-methylpropyl]-10,11-dihydro-, maleate (1:1) (8CI)
  • 10,11-Dihydro-N,N,-trimethyl-5H-dibenz[b,f]azepine-5-propanamine (2Z)-2-butenedioate
  • Trimipramine solution maleate salt
  • 5H-Dibenz(B,F)azepine, 10,11-dihydro-5-(3-(dimethylamino)-2-methylpropyl)-, maleate (1:1)
  • 5H-Dibenz(B,F)azepine-5-propanamine, 10,11-dihydro-N,N,beta-trimethyl-, (Z)-2-butenedioate (1:1)
  • Einecs 208-318-3
  • Trimipramine Maleate (100 mg)
  • Trimipramine maleate salt solution
  • Trimipramine maleate CRS
  • Trimipramine for peak identification CRS
  • (2RS)-3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N,2- trimethylpropan-1-amine (Z)-butenedioate
  • Trimipramine maleateQ: What is Trimipramine maleate Q: What is the CAS Number of Trimipramine maleate Q: What is the storage condition of Trimipramine maleate Q: What are the applications of Trimipramine maleate
  • Trimipramine Maleate (1692709)
  • 3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N,2-trimethylpropan-1-amine maleate
  • hOCT3,hNAT,dopamine,5-HTIA receptors,neurological disease,serotonin,5-HT1A,5-hydroxytryptamine,5-HT,Inhibitor,antidepressants,5-hydroxytryptamine Receptor,Serotonin Receptor,Bacterial,hOCT1,5-HT1C,hDAT,Trimipramine,Trimipramine maleate,inhibit,5-HT2,hSERT,noradrenaline,human organic cation transporters,anxiolytic,DA D2 receptor,5-HTlc receptors,5-HT Receptor,hOCT2
  • Trimipramine maleate in methanol
  • Trimipramine maleate, 10 mM in DMSO
  • RIMIPRAMINE MALEATE SALT
  • Trimipramine Maleate 1.0 mg/ml in Methanol (as free base)
  • Trimipramine.maleate, 1mg/ml in Methanol (as free base)
  • 521-78-8
  • C20H26N2C4H4O4
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