ChemicalBook--->CAS DataBase List--->58-38-8

58-38-8

58-38-8 Structure

58-38-8 Structure
IdentificationMore
[Name]

Prochlorperazine
[CAS]

58-38-8
[Synonyms]

PROCHLORPERAZINE
10H-Phenothiazine, 2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-
2-Chloro-10-(3-(1-methyl-4-piperazinyl)-propyl)-phenothiazine
2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-10h-phenothiazin
2-chloro-10-(3-(4-methyl-1-piperazinyl)propyl)-phenothiazin
2-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine
2-Chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-10H-phenothiazine
3-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)phenothiazine
3-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]phenothiazine
6140 R.P.
6140 RP
6140rp
Bayer A 173
bayera173
Capazine
Chlormeprazine
Chloro-3 (N-methylpiperazinyl-3 propyl)-10 phenothiazine
chloro-3(n-methylpiperazinyl-3propyl)-10phenothiazine
chloro-3(n-methylpiperazinyl-3propyl)-10phenothiazine(french)
Chlorperazine
[EINECS(EC#)]

200-379-4
[Molecular Formula]

C20H24ClN3S
[MDL Number]

MFCD00056797
[Molecular Weight]

373.94
[MOL File]

58-38-8.mol
Chemical PropertiesBack Directory
[Melting point ]

228 °C
[Boiling point ]

260-275 °C(Press: 2 Torr)
[density ]

1.1679 (rough estimate)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

pKa 8.1(H2O,t =24±1,I undefined) (Uncertain)
[color ]

White to Yellow
[Water Solubility ]

14.96mg/L(24 ºC)
[CAS DataBase Reference]

58-38-8(CAS DataBase Reference)
[NIST Chemistry Reference]

Prochlorperazine(58-38-8)
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

PERPHENAZINE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-Chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine(58-38-8).msds
Safety DataBack Directory
[Safety Profile]

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Experimental teratogenic and reproductive effects. Human systemic effects by ingestion: headache, blood pressure elevation. Implicated in aplastic anemia. When heated to decomposition it emits very toxic fumes of SOx, NOx, and Cl-.
[Hazardous Substances Data]

58-38-8(Hazardous Substances Data)
[Toxicity]

LD50 oral in rat: 1800mg/kg
Hazard InformationBack Directory
[Uses]

antiemetic, antipsychotic, treatment of vertigo
[Definition]

ChEBI: A member of the class of phenothiazines that is 10H-phenothiazine having a chloro substituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at the N-10 position.
[Brand name]

Compazine (GlaxoSmithKline).
[Clinical Use]


Nausea and vomiting
Labyrinthine disorders
Psychoses
Severe anxiety
[Veterinary Drugs and Treatments]

Prochlorperazine as a single agent is used in dogs and cats as an antiemetic. The only approved products for animals are combination products containing prochlorperazine, isopropamide, with or without neomycin (Darbazine?, Neo-Darbazine?—SKB Labs) which are no longer marketed in the USA. The approved indications for these products include: vomiting, non-specific gastroenteritis, drug induced diarrhea, infectious diarrhea, spastic colitis, and motion sickness in dogs and cats (injectable product only).
[Drug interactions]

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: increased risk of convulsions with tramadol; enhanced hypotensive and sedative effects with opioids; increased risk of ventricular arrhythmias with methadone.
Anti-arrhythmics increased risk of ventricular arrhythmias with anti-arrhythmics that prolong the QT interval, e.g. procainamide, disopyramide, dronedarone and amiodarone - avoid with amiodarone and dronedarone.
Antibacterials: increased risk of ventricular arrhythmias with delamanid and moxifloxacin - avoid.
Antidepressants: increase concentrations and additive antimuscarinic effects, notably with tricyclics; increased risk of ventricular arrhythmias with citalopram and escitalopram - avoid; increased risk of convulsions with vortioxetine.
Antiepileptics: antagonised (convulsive threshold lowered).
Antimalarials: avoid with artemether/lumefantrine and piperaquine with artenimol.
Antipsychotics: increased risk of ventricular arrhythmias with droperidol and pimozide - avoid; increased risk of ventricular arrhythmias with risperidone.
Antivirals: concentration possibly increased with ritonavir; increased risk of ventricular arrhythmias with saquinavir - avoid.
Anxiolytics and hypnotics: increased sedative effects.
Atomoxetine: increased risk of ventricular arrhythmias.
Beta-blockers: enhanced hypotensive effect; increased risk of ventricular arrhythmias with sotalol.
Cytotoxics: increased risk of ventricular arrhythmias with arsenic trioxide.
Desferrioxamine: avoid concomitant use.
Diuretics: enhanced hypotensive effect.
Lithium: increased risk of extrapyramidal side effects and possibly neurotoxicity.
Pentamidine: increased risk of ventricular arrhythmias.
[Metabolism]

Prochlorperazine undergoes extensive first pass metabolism in the gut wall. It is also extensively metabolised in the liver and is excreted in the urine and bile. The metabolites are inactive.
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