| Identification | Back Directory | [Name]
PROCHLORPERAZINE MALEATE | [CAS]
84-02-6 | [Synonyms]
emetiral
Vertigon
nibromina
pasotomin
buccastem
enedioate(1:2)
meterazinmaleate
Einecs 201-511-3
stemetildimaleate
prochlorperazinudimaleat
PROCHLORPERAZINE MALEATE
prochlorperazinebimaleate
PROCHLORPERAZINE DIMALEATE
Prochlorpromazine dimaleate
PROCHLORPERAZINEMALEATE,USP
Prochloroperazine Dimaleate
PROCHLORPERAZINE DIMALEATE SALT
prochlorperazinehydrogenmaleate
prochloroproazinehydrogenmaleate
Prochlorperazine Maleate (200 mg)
Prochlorperazine Dimaleate Also See: P755800
2-chloro-10-(3-(4-Methylpiperazin-1-yl)propyl)-10H-phenothiazine
2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazinedimaleate
2-chloro-10-(3-(1-methyl-4-piperazinyl)propyl)phenothiazine,dimaleate
2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-phenothiazinmaleate(1:2)
2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-10h-phenothiazin(z)-2-but
2-Chloro-10-[3[(4-methyl-1-piperazinyl)propyl]-10H-phenothiazinedimaleate
10H-Phenothiazine, 2-chloro-10-3-(4-methyl-1-piperazinyl)propyl-, (2Z)-2-butenedioate (1:2)
10H-Phenothiazine, 2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-, (Z)-2-butenedioate (1:2) | [EINECS(EC#)]
201-511-3 | [Molecular Formula]
C28H32ClN3O8S | [MDL Number]
MFCD00069330 | [MOL File]
84-02-6.mol | [Molecular Weight]
606.09 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Powder | [Melting point ]
1750C | [storage temp. ]
Store at RT | [solubility ]
Very slightly soluble in water and in ethanol (96 per cent). | [form ]
neat | [pka]
pKa 8.1(H2O,t =24±1) (Uncertain) | [color ]
White | [Water Solubility ]
H2O: slightly soluble 0.3mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 2.3mg/mL
methanol: soluble | [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. |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Powder | [Uses]
Antiemetic;Dopamine antagonist | [Biological Activity]
D 2 receptor antagonist. Also interacts with 5-HT 3 and nAChR. Displays antipsychotic, antispasmodic, antiemetic and antinociceptive activity in vivo . | [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. | [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. | [Biochem/physiol Actions]
Phenothiazine antipsychotic; D2 dopamine receptor antagonist; antispasmodic | [storage]
Store at -20°C, protect from light | [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 |
| Safety Data | Back Directory | [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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