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13115-40-7

13115-40-7 Structure

13115-40-7 Structure
IdentificationBack Directory
[Name]

10-[2-(dimethylamino)propyl]-N,N-dimethyl-10H-phenothiazine-2-sulphonamide monomethanesulphonate
[CAS]

13115-40-7
[Synonyms]

Bonpac
RP 8599
IL-6302
Yoristen
Calsekin
Banistyl
Promaquid
Migristene
Neomestine
8599RP mesylate
IL 6302 mesylate
RP 8599 mesylate
Fonazine mesylate
dimetotiazine mesilate
Dimethothiazine mesylate
Fonazine methanesulfonate
Dimethothiazine methanesulfonate
10-[2-(Dimethylamino)propyl]-N,N-dimethylphenothiazine-2-sulfonamide methanesulfonate
N,N-Dimethyl-10-[2-(dimethylamino)propyl]-10H-phenothiazine-2-sulfonamide·methanesulfonic acid
10-[2-(dimethylamino)propyl]-N,N-dimethyl-10H-phenothiazine-2-sulphonamide monomethanesulphonate
10H-Phenothiazine-2-sulfonamide, 10-[2-(dimethylamino)propyl]-N,N-dimethyl-, monomethanesulfonate
Phenothiazine-2-sulfonamide, 10-[2-(dimethylamino)propyl]-N,N-dimethyl-, monomethanesulfonate (8CI)
[EINECS(EC#)]

236-041-8
[Molecular Formula]

C20H29N3O5S3
[MDL Number]

MFCD01706746
[MOL File]

13115-40-7.mol
[Molecular Weight]

487.656
Hazard InformationBack Directory
[Originator]

Migristene,Rhone Poulenc,France,1965
[Definition]

ChEBI: Dimethothiazine mesylate is a member of phenothiazines, a sulfonamide and a methanesulfonate salt.
[Manufacturing Process]

A solution of 3-dimethylsulfamoylphenthiazine (10 grams) in xylene (100 cc) is heated under reflux for 3 hours with sodium amide (1.5 grams). A solution of 1-dimethylamino-2-chloropropane (4.4 grams) in anhydrous xylene (30 cc) is then added and heating under reflux continued for 4 hours. After cooling the suspension obtained is agitated with water (50 cc) and ether (30 cc). The aqueous layer is separated and the basic products are extracted from the organic phase with 10% hydrochloric acid. The xylene layer is discarded and, after the combined acid solutions have been made alkaline with sodium carbonate, the base is extracted with chloroform. The chloroform solutions are then washed with water and dried over anhydrous potassium carbonate. After evaporation of the solvent under reduced pressure there is obtained a crude resinous base (9.7 grams).
On the addition of ethereal hydrogen chloride to a solution of the base in isopropanol and recrystallization from anhydrous ethanol of the salt formed, there is obtained 3-dimethylsulfamoyl-10-(2-dimethylaminopropyl) phenthiazine hydrochloride (2.1 grams), MP 214°C with decomposition. After dissolving the product in anhydrous ethanol and adding methanesulfonic acid there is obtained fonazine mesylate.
Safety DataBack Directory
[Toxicity]

LD50 oral in rat: 1320mg/kg
Spectrum DetailBack Directory
[Spectrum Detail]

10-[2-(dimethylamino)propyl]-N,N-dimethyl-10H-phenothiazine-2-sulphonamide monomethanesulphonate(13115-40-7)MS
10-[2-(dimethylamino)propyl]-N,N-dimethyl-10H-phenothiazine-2-sulphonamide monomethanesulphonate(13115-40-7)1HNMR
10-[2-(dimethylamino)propyl]-N,N-dimethyl-10H-phenothiazine-2-sulphonamide monomethanesulphonate(13115-40-7)13CNMR
10-[2-(dimethylamino)propyl]-N,N-dimethyl-10H-phenothiazine-2-sulphonamide monomethanesulphonate(13115-40-7)IR1
10-[2-(dimethylamino)propyl]-N,N-dimethyl-10H-phenothiazine-2-sulphonamide monomethanesulphonate(13115-40-7)IR2
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