PROCHLORPERAZINE MALEATE

PROCHLORPERAZINE MALEATE Basic information
Product Name:PROCHLORPERAZINE MALEATE
Synonyms:2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-phenothiazinmaleate(1:2);buccastem;emetiral;enedioate(1:2);meterazinmaleate;nibromina;pasotomin;prochloroproazinehydrogenmaleate
CAS:84-02-6
MF:C28H32ClN3O8S
MW:606.09
EINECS:201-511-3
Product Categories:Heterocyclic Compounds;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Antagonists;Dopaminergics;Neurotransmitters
Mol File:84-02-6.mol
PROCHLORPERAZINE MALEATE Structure
PROCHLORPERAZINE MALEATE Chemical Properties
Melting point 1750C
storage temp. 2-8°C
solubility Very slightly soluble in water and in ethanol (96 per cent).
form neat
pkapKa 8.1(H2O,t =24±1) (Uncertain)
color White
λmax313nm(MeOH)(lit.)
Merck 14,7761
Stability:Stable for 2 years as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36
WGK Germany 3
RTECS SO3150000
HS Code 2934302300
ToxicityLD50 in mice (mg/kg): 400 s.c.; 120 i.p.; 90 i.v., 400 orally (Courvoisier)
MSDS Information
PROCHLORPERAZINE MALEATE Usage And Synthesis
DescriptionProchlorperazine maleate (84-02-6) inhibits dynamin and clathrin-mediated endocytosis (CME) with an IC50=5.8 μM for CME.1?Increases tumor cell antigen presentation enhancing the efficacy of anti-tumor mAbs.2?A clinically useful antipsychotic agent3?with antimigraine4?and antiemetic activity5.
Chemical PropertiesOff-White Powder
UsesAntiemetic;Dopamine antagonist
UsesAntiemetic.
Brand nameCompazine (GlaxoSmithKline).
General DescriptionProchlorperazinemaleate, 2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazinemaleate (Compazine), is in the piperazine subgroupof the phenothiazines, characterized by high-milligramantipsychotic potency, a high prevalence of EPS, and lowsedative and autonomic effects. Prochlorperazine is more potenton a milligram basis than its alkylamino counterpart,chlorpromazine. Because of the high prevalence of EPS, however,it is used mainly for its antiemetic effect, not for its antipsychoticeffect.
Biological ActivityD 2 receptor antagonist. Also interacts with 5-HT 3 and nAChR. Displays antipsychotic, antispasmodic, antiemetic and antinociceptive activity in vivo .
Biochem/physiol ActionsPhenothiazine antipsychotic; D2 dopamine receptor antagonist; antispasmodic
ReferencesReferences/Citations 1) Daniel?et al.?(2015),?Phenothiazine-derived antipsychotic drugs inhibit dynamin and clathrin-mediated endocytosis; Traffic,?16?635 2) Chew?et al.?(2020),?Endocytosis Inhibition in Humans to Improve Responses to ADCC-Mediating Antibodies; Cell,?180?895 3) Hollister?et al.?(1969),?Clinical use of psychotherapeutic drugs: current status;?Clin. Pharmacol. Ther.,?10?170 4) Cook and Newberry (2018),?Emergency Department Use of Intravenous Prochlorperazine for Acute Migraine; Adv. Emerg. Nurs. J.,?40?148 5) Van den Berg?et al.?(1996),?The prophylactic antiemetic efficacy of prochlorperazine and ondansetron in nasal septal surgery: a randomized double-blind comparison; Anaesth. Intensive Care,?24?538
PROCHLORPERAZINE MALEATE Preparation Products And Raw materials
10-METHYLPHENOTHIAZINE 5-CHLORO-2-(METHYLTHIO)ANILINE 10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine 2-Chlorophenothiazine chlorproethazine PIPERAZINE HEXAHYDRATE PROCHLORPERAZINE MALEATE N-Desmethyl Prochlorperazine Dimaleate Ammonium hydrogen maleate 2-Amino-4-chlorodiphenylsulfide 3-CHLORODIPHENYLAMINE 1-(3-AMINOPROPYL)PIPERAZINE Chlorpromazine Promazine 2-AMINO-4'-CHLORODIPHENYL SULFIDE Promazine hydrochloride 1-[3-(DIMETHYLAMINO)PROPYL]PIPERAZINE 1-(3-AMINOPROPYL)-4-METHYLPIPERAZINE

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