| Identification | Back Directory | [Name]
metopimazine | [CAS]
14008-44-7 | [Synonyms]
NG101
NG-101
NG 101
Nortrip
9965 RP
EXP 999
RP-9965
Vogalene
metopimazine
metopimazine USP/EP/BP
2-Methylsulfonyl-10-[3-(4-carbamoylpiperidino)propyl]phenothiazine
1-[3-[2-[Methylsulfonyl] phenothiazin-10-yl] propyl] isonipecotamide
1-[3-(2-Methylsulfonylphenothiazin-10-yl)propyl]piperidine-4-carboxaMide
1-[3-(2-Methylsulfonyl-10H-phenothiazin-10-yl)propyl]-4-piperidinecarboxamide
1-[3-[2-(Methylsulfonyl)-10H-phenothiazin-10-yl]propyl]piperidin-4-carboxaMide
1-(3-(2-(methylsulfonyl)-10H-phenothiazin-10-yl)propyl)piperidine-4-carboxamide
4-PiperidinecarboxaMide,1-[3-[2-(Methylsulfonyl)-10H-phenothiazin-10-yl]propyl]- | [EINECS(EC#)]
237-818-4 | [Molecular Formula]
C22H27N3O3S2 | [MDL Number]
MFCD00837528 | [MOL File]
14008-44-7.mol | [Molecular Weight]
445.598 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Originator]
Nortrip,Rhodia | [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 |
|
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