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QuickView for Trimeprazine (compound)

Summary
General Info

PubChem

PubChem Compound 5574

PubChem Compound 5574

Name:	Trimeprazine
PubChem Compound ID:	5574
Description:	A phenothiazine derivative that is used as an antipruritic.
Molecular formula:	C₁₈H₂₂N₂S
Molecular weight:	298.447 g/mol
Synonyms:	EINECS 201-577-3; 10H-Phenothiazine-10-propanamine, N,N,beta-trimethyl-; Alimemazina [INN-Spanish]; (+-)-Trimeprazine; Teralen; Alimemazinum [INN-Latin]; Trimeprazine; AIDS109744; HSDB 3197; C07172. show more » EINECS 201-577-3; 10H-Phenothiazine-10-propanamine, N,N,beta-trimethyl-; Alimemazina [INN-Spanish]; (+-)-Trimeprazine; Teralen; Alimemazinum [INN-Latin]; Trimeprazine; AIDS109744; HSDB 3197; C07172; 84-96-8; AIDS-109744; Phenothiazine, 10-(3-(dimethylamino)-2-methylpropyl)-; 10-(3-(Dimethylamino)-2-methylpropyl)phenothiazine; (+-)-Alimemazine; Bayer 1219; Repetin; N,N,beta-Trimethyl-10H-phenothiazine-10-propanamine; Alimezine; Methylpromazine; 10H-Phenothiazine-10-propanamine, N,N,.beta.-trimethyl-; Alimemazine; RP 6549; dl-Trimeprazine; 10-(2-Methyl-3-dimethylaminopropyl)-phenothiazine show less «

DrugBank

Identification

Name:	Trimeprazine
Name (isomeric):	DB01246
Drug Type:	small molecule
Description:	A phenothiazine derivative that is used as an antipruritic.
Synonyms:	Trimeprazine hemi-(+)tartrate; Bayer 1219; Trimeprazine Tartrate; Oxomemazin; Trimeprazine 5,5-dioxide; (+-)-Trimeprazine; Oxomemazine; Oxomemazinum [INN-Latin]; Oxomemazina [INN-Spanish]; Trimeperazine. show more » Trimeprazine hemi-(+)tartrate; Bayer 1219; Trimeprazine Tartrate; Oxomemazin; Trimeprazine 5,5-dioxide; (+-)-Trimeprazine; Oxomemazine; Oxomemazinum [INN-Latin]; Oxomemazina [INN-Spanish]; Trimeperazine; Oxomemazine [DCF:INN]; Methylpromazine; Alimemazine S,S-dioxide; Alimemazine; Trimeprazine Tartrat; Oxymemazine; (+-)-Alimemazine show less «
Brand:	Temaril, Panectyl, Repeltin, Vallergan, Alimezine, Dosegran, Repetin, Teralen, Levoprome, Doxergan, Imakol, Theralene, Dysedon
Brand name mixture:	Vanectyl-P Tablets(Prednisolone + Trimeprazine Tartrate)
Category:	Antipruritics, Phenothiazine Derivatives
CAS number:	84-96-8

Pharmacology

Indication:	Used to prevent and relieve allergic conditions which cause pruritus (itching) and urticaria (some allergic skin reactions).
Pharmacology:	Trimeprazine (also known as Alimemazine) is a tricyclic antihistamine, similar in structure to the phenothiazine antipsychotics, but differing in the ring-substitution and chain characteristics. Trimeprazine is in the same class of drugs as chlorpromazine (Thorazine) and trifluoperazine (Stelazine); however, unlike the other drugs in this class, tr... show more » Trimeprazine (also known as Alimemazine) is a tricyclic antihistamine, similar in structure to the phenothiazine antipsychotics, but differing in the ring-substitution and chain characteristics. Trimeprazine is in the same class of drugs as chlorpromazine (Thorazine) and trifluoperazine (Stelazine); however, unlike the other drugs in this class, trimeprazine is not used clinically as an anti-psychotic. It acts as an anti-histamine, a sedative, and an anti-emetic (anti-nausea). Trimeprazine is used principally as an anti-emetic, to prevent motion sickness or as an anti-histamine in combination with other medications in cough and cold preparations. Tricyclic antihistamines are also structurally-related to the tricyclic antidepressants, explaining the antihistaminergic adverse effects of these two drug classes and also the poor tolerability profile of tricyclic H₁-antihistamines. show less «
Mechanism of Action:	Trimeprazine competes with free histamine for binding at HA-receptor sites. This antagonizes the effects of histamine on HA-receptors, leading to a reduction of the negative symptoms brought on by histamine HA-receptor binding.
Absorption:	Well absorbed in the digestive tract.
Biotransformation:	Hepatic
Toxicity:	Symptoms of overdose clumsiness or unsteadiness, seizures, severe drowsiness, flushing or redness of face, hallucinations, muscle spasms (especially of neck and back), restlessness, shortness of breath, shuffling walk, tic-like (jerky) movements of head and face, trembling and shaking of hands, and insomnia.
Affected organisms:	Humans and other mammals

Interactions

Drug interaction:

Tacrine	The therapeutic effects of the central acetylcholinesterase inhibitor, Tacrine, and/or the anticholinergic, Trimeprazine, may be reduced due to antagonism. The interaction may be beneficial when the anticholinergic action is a side effect. Monitor for decreased efficacy of both agents.
Terfenadine	Increased risk of cardiotoxicity and arrhythmias
Galantamine	Possible antagonism of action
Phentermine	Decreased anorexic effect, may increase psychotic symptoms
Phenylpropanolamine	Decreased anorexic effect, may increase psychotic symptoms

Tacrine	The therapeutic effects of the central acetylcholinesterase inhibitor, Tacrine, and/or the anticholinergic, Trimeprazine, may be reduced due to antagonism. The interaction may be beneficial when the anticholinergic action is a side effect. Monitor for decreased efficacy of both agents.
Terfenadine	Increased risk of cardiotoxicity and arrhythmias
Galantamine	Possible antagonism of action
Phentermine	Decreased anorexic effect, may increase psychotic symptoms
Phenylpropanolamine	Decreased anorexic effect, may increase psychotic symptoms
Pramlintide	The anticholinergic effects of Trimeprazine may be enhanced by Pramlintide. Additive effects of reduced GI motility may occur. Pramlintide slows gastic emptying and should not be used with drugs that alter GI motility (e.g. anticholinergics). Consider alternative treatments or use caution during concomitant therapy.
Bromocriptine	The phenothiazine decreases the effect of bromocriptine
Donepezil	Possible antagonism of action
Fenfluramine	Decreased anorexic effect, may increase psychotic symptoms
Guanethidine	Trimeprazine may decrease the effect of guanethidine.
Trospium	Trospium and Trimeprazine, two anticholinergics, may cause additive anticholinergic effects and enhanced adverse/toxic effects. Monitor for enhanced anticholinergic effects.
Triprolidine	Triprolidine and Trimeprazine, two anticholinergics, may cause additive anticholinergic effects and enhance their adverse/toxic effects. Additive CNS depressant effects may also occur. Monitor for enhanced anticholinergic and CNS depressant effects.
Cisapride	Increased risk of cardiotoxicity and arrhythmias
Diethylpropion	Decreased anorexic effect, may increase psychotic symptoms
Mazindol	Decreased anorexic effect, may increase psychotic symptoms
Trimethobenzamide	Trimethobenzamide and Trimeprazine, two anticholinergics, may cause additive anticholinergic effects and enhance their adverse/toxic effects. Monitor for enhanced anticholinergic effects.
Dexfenfluramine	Decreased anorexic effect, may increase psychotic symptoms

Targets

Histamine H1 receptor

Enzymes

Cytochrome P450 3A4