4-[(5-chloro-2-oxo-2H-benzothiazol-3-yl)acetyl]piperazine-1-ethanol monohydrochloride Struktur

4-[(5-Chlor-2-oxo-2H-benzothiazol-3-yl)acetyl]piperazin-1-ethanolmonohydrochlorid

Bezeichnung:4-[(5-Chlor-2-oxo-2H-benzothiazol-3-yl)acetyl]piperazin-1-ethanolmonohydrochlorid

CAS-Nr35941-71-0

Englisch Name:4-[(5-chloro-2-oxo-2H-benzothiazol-3-yl)acetyl]piperazine-1-ethanol monohydrochloride

CBNumberCB9941351

SummenformelC15H19Cl2N3O3S

Molgewicht392.30066

MOL-Datei35941-71-0.mol

Synonyma

4-[(5-Chlor-2-oxo-2H-benzothiazol-3-yl)acetyl]piperazin-1-ethanolmonohydrochlorid

4-[(5-Chlor-2-oxo-2H-benzothiazol-3-yl)acetyl]piperazin-1-ethanolmonohydrochlorid physikalisch-chemischer Eigenschaften

Schmelzpunkt	159-161°
Wasserlöslichkeit	Completely soluble in water
Aggregatzustand	powder to crystal
Farbe	White to Orange to Green
Merck	14,9424

Sicherheit

RTECS-Nr.	TL7050000
HS Code	2934.20.8000
Toxizität	LD50 in male mice, rats (mg/kg): 178, 203 i.v.; 298, 540 i.p.; 564, 3600 orally (Watanabe)

Gefahreninformationscode (GHS)

4-[(5-chloro-2-oxo-2H-benzothiazol-3-yl)acetyl]piperazine-1-ethanol monohydrochloride Chemische Eigenschaften,Einsatz,Produktion Methoden

Originator
Solantal,Fujisawa,Japan,1975
Verwenden
Tiaramide Hydrochloride is a useful compound for treatment of gastrointestinal disease.
Definition
ChEBI: Tiaramide hydrochloride is a member of benzothiazoles.
Manufacturing Process
A solution of ethyl 5-chloro-2-oxo-3-benzo-thiazolineacetate (4.0 grams) in 1- (2-hydroxyethyl)piperazine is heated at 100°C for 24 hours. After cooling, the resulting mixture is extracted with chloroform. The chloroform extract is washed with water and shaken with 10% hydrochloric acid. The hydrochloric acid layer is washed with chloroform, made alkaline with 10% sodium hydroxide solution and extracted with chloroform. The chloroform extract is washed with water, dried over magnesium sulfate and concentrated. The residual oil (5.5 grams) is allowed to stand to form crystals, which are recrystallized from a mixture of ethyl acetate (40 ml) and ethanol (15 ml) to give 3-[4-(2-hydroxyethyl)-1-piperazinylcarbonylmethyl]-5-chloro-2(3H)- benzothiazolinone (3.2 grams) as colorless crystals, MP 159° to 161°C. The following is an alternate method of preparation: A mixture of 3-(1- piperazinyl)carbonylmethyl-5-chloro-2(3H)-benzothiazolinone (500 mg), anhydrous potassium carbonate (400 mg), 2-hydroxyethyl bromide (300 mg) and anhydrous ethanol (20 ml) is heated while refluxing for 5 hours. The reaction mixture is concentrated under reduced pressure. The residue is extracted with chloroform. The chloroform layer is dried over magnesium sulfate and concentrated. The residue is crystallized from a mixture of ethyl acetate and ethanol to give 3-[4-(2-hydroxyethyl]-1- piperazinylcarbonylmethyl]-5-chloro-2(3H)-benzothiazolinone (370 mg) as crystals, MP 159° to 160°C.
Therapeutic Function
Antiinflammatory

4-[(5-chloro-2-oxo-2H-benzothiazol-3-yl)acetyl]piperazine-1-ethanol monohydrochloride Upstream-Materialien And Downstream Produkte

4-[(5-Chlor-2-oxo-2H-benzothiazol-3-yl)acetyl]piperazin-1-ethanolmonohydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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