14008-44-7 Usage
Chemical Properties
Pale Yellow Solid
Originator
Nortrip,Rhodia
Uses
Different sources of media describe the Uses of 14008-44-7 differently. You can refer to the following data:
1. metopimazine is used to prevent emesis during chemotherapies.
2. Metopimazine (MPZ) is used to prevent emesis during chemotherapies. Antiemetic.
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
Check Digit Verification of cas no
The CAS Registry Mumber 14008-44-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,0,0 and 8 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 14008-44:
(7*1)+(6*4)+(5*0)+(4*0)+(3*8)+(2*4)+(1*4)=67
67 % 10 = 7
So 14008-44-7 is a valid CAS Registry Number.
InChI:InChI=1/C22H27N3O3S2/c1-30(27,28)17-7-8-21-19(15-17)25(18-5-2-3-6-20(18)29-21)12-4-11-24-13-9-16(10-14-24)22(23)26/h2-3,5-8,15-16H,4,9-14H2,1H3,(H2,23,26)
14008-44-7Relevant articles and documents
A Simple and Commercially Viable Process for Improved Yields of Metopimazine, a Dopamine D2-Receptor Antagonist
Karicherla, Venumanikanta,Phani, Kumar,Bodireddy, Mohan Reddy,Prashanth, Kumar Babu,Gajula, Madhusudana Rao,Pramod, Kumar
, p. 720 - 731 (2017)
An efficient, practical, and commercially viable manufacturing process was developed with ≥99.7% purity and 31% overall yield (including four chemical reactions and one recrystallization) for an active pharmaceutical ingredient, called Metopimazine (1), an antiemetic drug used to prevent emesis during chemotherapy. The development of two in situ, one-pot methods in the present synthetic route helped to improve the overall yield of 1 (31%) compared with earlier reports (15%). For the first time, characterization data of API (1), intermediates, and also possible impurities are presented. The key process issues and challenges were addressed effectively and achieved successfully.
Stable freeze-dried pharmaceutical formulation
-
, (2008/06/13)
The subject of the invention is a freeze-dried formulation consisting of an amorphous phase and a crystalline phase, which is pharmaceutically acceptable, comprising at least one nonprotein active ingredient, characterized in that it contains mannitol and alanine in a ratio R of between 0.1 and 1, R representing the mass of mannitol to the mass of alanine.
