199191-69-0

Basic information

• Product Name: Ziprasidone mesilate
• Synonyms: 2H-INDOL-2-ONE, 5-[2-[4-(1,2-BENZISOTHIAZOL-3-YL)-1-PIPERAZINYL]ETHYL]-6-CHLORO-1,3-DIHYDRO-, MONOMETHANESULFONATE, TRIHYDRATE;5-[2-[4-(1,2-benzisothiazol-3yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2h-indol-2-one mesilate;ziprasidone mesilate;ZIPRASIDONE MESYLATE;Ziprasidone Hcl / Mesilate 138982-67-9 /;Ziprasidone mesylate trihydrate;2H-Indol-2-one, 5-[2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-,monomethanesulfonate, trihydrate
• CAS NO: 199191-69-0
• Molecular Formula: C₂₁H₂₁ClN₄OS
• Molecular Weight: 563.09
• Mol File: 199191-69-0.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 836.3 °C at 760 mmHg
• Flash Point: 459.6 °C
• Appearance: /
• Vapor Pressure: 1.13E-29mmHg at 25°C
• CAS DataBase Reference: Ziprasidone mesilate(CAS DataBase Reference)
• NIST Chemistry Reference: Ziprasidone mesilate(199191-69-0)
• EPA Substance Registry System: Ziprasidone mesilate(199191-69-0)

Safety Data

• Hazardous Substances Data: 199191-69-0(Hazardous Substances Data)

Usage

Uses

Antipsychotic (central D2and 5HT2receptor antagonist).

Definition

ChEBI: The methanesulfonate trihydrate salt of ziprasidone.

InChI:InChI=1/C21H21ClN4OS.CH4O3S.3H2O/c22-17-13-18-15(12-20(27)23-18)11-14(17)5-6-25-7-9-26(10-8-25)21-16-3-1-2-4-19(16)28-24-21;1-5(2,3)4;;;/h1-4,11,13H,5-10,12H2,(H,23,27);1H3,(H,2,3,4);3*1H2

Upstream product

• 160384-41-8 methyl 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-4-chloro-2-nitrophenyl acetate 
• 7149-76-0 2,5-dichloro-4-nitrotoluene 
• 87691-88-1 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride 
• 118289-55-7 6-chloro-5-(2-chloroethyl)-2-oxindole 
• 2634-33-5 1,2-benzisothiazol-3-one 
• 87691-87-0 3-(1-piperazinyl)-1,2-benzisothiazole 
• 133070-64-1 3-(piperazin-1-yl)-1,2-benzisothiazole hydrochloride 
• 884305-06-0 6-chloro-5-(2-chloro-1-hydroxyethyl) indolin-2-one 
• 118307-04-3 6-chloro-5-(2-chloroacetyl) indolin-2-one 
• 155167-98-9 7-bromo-3-piperazinyl-1,2-benzisothiazole 
• 155167-97-8 3,7-dibromo-1,2-benzisothiazole 
• 56341-37-8 6-chloro-2-oxindole 
• 160384-45-2 methyl (5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-4-chloro-2-nitrophenyl)-cyanoacetate 
• 160384-39-4 5-Chloro-4-(2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl)-2-(bis-(methoxycarbonyl)methyl)-nitrobenzene 

Downstream Products

• 1028903-39-0 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]-ethyl}-6-chloro-1,3-dihydro-2H-indol-2-one hydrobromide monohydrate 
• 195244-32-7 Dihydroziprasidone 
• 188797-80-0 Ziprasidone sulfoxide 

Relevant articles and documents

Purification method and preparation method for ziprasidone mesilate

The invention discloses a purification method for ziprasidone mesilate. The purification method comprises the following steps: (1) taking a ziprasidone mesilate crude product, heating for dissolving the ziprasidone mesilate crude product into a mixed solvent formed by tetrahydrofuran and water, and adding carbon for decoloration, and separating out solids, wherein the volume ratio of tetrahydrofuran to water is 15 to (1-5); and (2) washing and drying the solids so as to obtain a ziprasidone mesilate pure product. The purification method is simple and safe to operate and relatively high in yield and purity, does not have special requirements on equipment and can meet the requirements on large-scale industrial production, the industrial production efficiency is improved, the materials are greatly saved, and the industrial production cost is lowered. The invention further discloses a preparation method of high-purity ziprasidone mesilate by virtue of the purification method.

A SHORT PROCESS FOR THE PREPARATION OF ZIPRASIDONE AND INTERMEDIATES THEREOF

A process for the preparation of oxindole derivative (Ziprasidone hydrochloride) of formula (I) comprising reacting compound of formula (II) with metal or metal compound mineral acid to give compound of formula (III) in a single step which is converted into compound of formula IV which is a key intermediate for the preparation of compound of compound of formula (I).

PROCESS FOR PURIFICATION OF ZIPRASIDONE

The present invention relates to a process for the preparation of pure ziprasidone. Thus, for example, ziprasidone tosylate was added to water and aqueous ammonia at room temperature, the contents were heated to 65 °C and maintained for 30 minutes, filtered, washed with water to obtain a wet solid, tetrahydrofuran was added to wet solid and maintained at reflux for 30 minutes. The separated solid was filtered and dried at 65 °C to obtain pure ziprasidone.