ChemicalBook--->CAS DataBase List--->84-02-6

84-02-6

84-02-6 Structure

84-02-6 Structure
IdentificationBack 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 PropertiesBack 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.
[Major Application]

pharmaceutical
[InChIKey]

DSKIOWHQLUWFLG-SPIKMXEPSA-N
[SMILES]

OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O.CN1CCN(CCCN2c3ccccc3Sc4ccc(Cl)cc24)CC1
Hazard InformationBack 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 DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22
[Safety Statements ]

36
[WGK Germany ]

3
[RTECS ]

SO3150000
[HS Code ]

2934302300
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Lact.
Repr. 2
STOT SE 3
[Toxicity]

LD50 in mice (mg/kg): 400 s.c.; 120 i.p.; 90 i.v., 400 orally (Courvoisier)
Spectrum DetailBack Directory
[Spectrum Detail]

PROCHLORPERAZINE MALEATE(84-02-6)MS
PROCHLORPERAZINE MALEATE(84-02-6)1HNMR
PROCHLORPERAZINE MALEATE(84-02-6)13CNMR
PROCHLORPERAZINE MALEATE(84-02-6)IR1
PROCHLORPERAZINE MALEATE(84-02-6)IR2
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