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 Chemical Properties
- Melting point:
- 1750C
- storage temp.
- 2-8°C
- solubility
- Very slightly soluble in water and in ethanol (96 per cent).
- form
- solid
- 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.
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
[1] JAMES A DANIEL. Phenothiazine-derived antipsychotic drugs inhibit dynamin and clathrin-mediated endocytosis.[J]. Traffic, 2015, 16 6: 635-654. DOI:10.1111/tra.12272
[2] HUI YI CHEW. Endocytosis Inhibition in Humans to Improve Responses to ADCC-Mediating Antibodies.[J]. Cell, 2020, 180 5: 895-914.e27. DOI:10.1016/j.cell.2020.02.019
[3] M.D. L E H. Clinical use of psychotherapeutic drugs: Current status[J]. Clinical Pharmacology & Therapeutics, 1969, 10 2: 170-198. DOI:10.1002/cpt1969102170
[4] CALLI COOK Brittany N. Emergency Department Use of Intravenous Prochlorperazine for Acute Migraine.[J]. Advanced Emergency Nursing Journal, 2018, 40 3: 148-154. DOI:10.1097/tme.0000000000000203
[5] VAN DEN BERG A A. The prophylactic antiemetic efficacy of prochlorperazine and ondansetron in nasal septal surgery: a randomized double-blind comparison.[J]. Anaesthesia and Intensive Care, 1996, 24 5: 538-545. DOI:10.1177/0310057x9602400505
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PROCHLORPERAZINE MALEATE(84-02-6)Related Product Information
- 10-METHYLPHENOTHIAZINE
- 5-CHLORO-2-(METHYLTHIO)ANILINE
- 2-AMINO-4'-CHLORODIPHENYL SULFIDE
- Promazine hydrochloride
- 3-CHLORODIPHENYLAMINE
- Promazine
- 10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine
- 1-(3-AMINOPROPYL)PIPERAZINE
- Chlorpromazine
- 1-(3-AMINOPROPYL)-4-METHYLPIPERAZINE
- 2-Chlorophenothiazine
- PROCHLORPERAZINE MALEATE
- 1-[3-(DIMETHYLAMINO)PROPYL]PIPERAZINE
- PIPERAZINE HEXAHYDRATE
- chlorproethazine
- Ammonium hydrogen maleate
- Prochlorperazine
- 2-Amino-4-chlorodiphenylsulfide