metopimazine Chemical Properties

Melting point:

170.5℃

Boiling point:

721.2±60.0 °C(Predicted)

Density 

1.1920 (rough estimate)

refractive index 

1.6320 (estimate)

storage temp. 

Refrigerator

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

16.44±0.20(Predicted)

color 

Pale Yellow

CAS DataBase Reference

14008-44-7

Safety Information

Toxicity

LD50 in male rats (mg/kg): 976 orally, 1080 s.c. (Goldenthal)

metopimazine Usage And Synthesis

Chemical Properties

Pale Yellow Solid

Originator

Nortrip,Rhodia

Uses

Metopimazine (MPZ) is used to prevent emesis during chemotherapies. Antiemetic.

Uses

metopimazine is used to prevent emesis during chemotherapies.

Definition

ChEBI: Metopimazine is a member of phenothiazines.

Manufacturing Process

2-Methylsulfonyl-10-(3-chloropropyl)phenothiazine was prepared by condensation of 1-bromo-3-chloropropane and 2-methylsulfonyl phenothiazine in liquid ammonia in presence of obtained in situ sodium amide.
10 g 2-methylsulfonyl-10-(3-chloropropyl)-phenothiazine, 4 g piperidine-4- carboxylic acid amide, 3.5 g dry sodium carbonate in 200 ml of ethanol was heated to reflux for 24 hours. Than 1.75 g sodium carbonate was added and the mixture was heated another 8 hours. After that the new 1.75 g portion of sodium carbonate was added and heated for 16 hours. The solvent was removed in vacuum (20 mm Hg). The residue was stirred with 50 ml water and 150 ml ethyl acetate. The organic layer was separated and extracted with 200 ml 1 N hydrochloric acid. The water layer was made alkaline with 4 N sodium hydroxide, extracted with ethyl acetate and dried over sodium sulfate. The solvent was removed in vacuum (20 mm Hg) to dryness. The obtained residue 2-methylsulfonyl-10-(3-(4-carbamoylpiperidino)propyl)phenothiazine was recrystallized from ethyl acetate. Yield 6 g; MP: 170°-171°C.

Therapeutic Function

Antiemetic

metopimazine(14008-44-7)Related Product Information

• Cetirizine dihydrochloride
• Stugeron
• Tropisetron
• ONDANSETRON FOR LC SYSTEM SUITABILITY
• Phloroglucinol
• metopimazine
• 3-(4-METHYL-PIPERIDIN-1-YL)-PROPYLAMINE
• 1-(3-AMINO-PROPYL)-PIPERIDINE-4-CARBOXYLIC ACID AMIDE
• 2-Methylthiophenothiazine