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PROCHLORPERAZINE MALEATE

Basic information Safety Supplier Related

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
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PROCHLORPERAZINE MALEATE Chemical Properties

Melting point:
1750C
storage temp. 
2-8°C
solubility 
Very slightly soluble in water and in ethanol (96 per cent).
pka
pKa 8.1(H2O,t =24±1) (Uncertain)
color 
White
λmax
313nm(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.
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36
WGK Germany 
3
RTECS 
SO3150000
HS Code 
2934302300
Toxicity
LD50 in mice (mg/kg): 400 s.c.; 120 i.p.; 90 i.v., 400 orally (Courvoisier)
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PROCHLORPERAZINE MALEATE Usage And Synthesis

Description

Prochlorperazine 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 Properties

Off-White Powder

Uses

Antiemetic;Dopamine antagonist

Uses

Antiemetic.

brand name

Compazine (GlaxoSmithKline).

General Description

Prochlorperazinemaleate, 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 Activity

D 2 receptor antagonist. Also interacts with 5-HT 3 and nAChR. Displays antipsychotic, antispasmodic, antiemetic and antinociceptive activity in vivo .

Biochem/physiol Actions

Phenothiazine antipsychotic; D2 dopamine receptor antagonist; antispasmodic

References

References/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 MALEATESupplier

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