PROCHLORPERAZINE MALEATE Property

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.

Safety

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)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H336May cause drowsiness or dizziness

H362May cause harm to breast-fed children

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P263Avoid contact during pregnancy/while nursing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

PROCHLORPERAZINE MALEATE Chemical Properties,Usage,Production

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