Trimeprazine
- CAS NO.:84-96-8
- Empirical Formula: C18H22N2S
- Molecular Weight: 298.45
- MDL number: MFCD00242597
- EINECS: 201-577-3
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-04 17:34:43
What is Trimeprazine?
Absorption
Well absorbed in the digestive tract.
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.
Originator
Temaril,SKF,US,1958
The Uses of Trimeprazine
Trimeprazine is used for treating itching during dermatitis of both allergic and nonallergic origin.
The Uses of Trimeprazine
antipruritic
Indications
Used to prevent and relieve allergic conditions which cause pruritus (itching) and urticaria (some allergic skin reactions).
Background
A phenothiazine derivative that is used as an antipruritic.
Definition
ChEBI: Trimeprazine is a member of phenothiazines.
Manufacturing Process
95% sodamide (2.77 grams) is added to a solution of phenthiazine (9.6
grams) in xylene (140 cc) at a temperature of 130°C and the mixture is
heated with reflux for 2 hours.
A 0.61 N solution (90 cc) of 1-chloro-2-methyl-3-dimethylaminopropane in
xylene is then added over 50 minutes and heating with reflux is continued for
20 hours. After cooling, the mixture is treated with water (40 cc) and N
methanesulfonic acid (70 cc). The aqueous layer is washed with ether, treated
with aqueous sodium hydroxide (density = 1.33; 10 cc) and extracted with
ether.
The extract is dried over potassium carbonate and evaporated and the residue
is distilled in vacuo. 3-(10-phenthiazinyl)-2-methyl-1-dimethylaminopropane
(12.6 grams) is collected, distilling between 150° and 175°C under a pressure
of about 0.3 mm Hg. By dissolving this base in acetone and adding ethereal
hydrogen chloride, a hydrochloride is obtained, MP 216° to 217°C.
brand name
Temaril (Allergan).
Therapeutic Function
Antipruritic
Pharmacokinetics
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.
Metabolism
Hepatic
Properties of Trimeprazine
Melting point: | 68°C |
Boiling point: | bp0.3 150-175° |
Density | 1.1163 (rough estimate) |
refractive index | 1.6000 (estimate) |
pka | pKa 9.00 (Uncertain) |
Water Solubility | 0.942 mg/L |
CAS DataBase Reference | 84-96-8 |
NIST Chemistry Reference | Trimeprazine(84-96-8) |
Safety information for Trimeprazine
Computed Descriptors for Trimeprazine
Abamectin manufacturer
Ralington Pharma
KPS Chemicals And Pharmaceuticals
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