Tizanidine hydrochloride

Bezeichnung:Tizanidine hydrochloride

CAS-Nr64461-82-1

Englisch Name:Tizanidine hydrochloride

CBNumberCB8480703

SummenformelC9H9Cl2N5S

Molgewicht290.17

MOL-Datei64461-82-1.mol

Tizanidine hydrochloride physikalisch-chemischer Eigenschaften

Schmelzpunkt	280 °C
Flammpunkt	9℃
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	H₂O: ~29 mg/mL
Aggregatzustand	solid
Farbe	white
Wasserlöslichkeit	H2O: >20mg/mL
Merck	14,9485
InChI	InChI=1S/C9H8ClN5S.ClH/c10-5-1-2-6-8(15-16-14-6)7(5)13-9-11-3-4-12-9;/h1-2H,3-4H2,(H2,11,12,13);1H
InChIKey	ZWUKMNZJRDGCTQ-UHFFFAOYSA-N
SMILES	N1=C2C=CC(Cl)=C(NC3NCCN=3)C2=NS1.[H]Cl
CAS Datenbank	64461-82-1(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-36/37/38
S-Sätze:	26-36-37/39
RIDADR	UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany	3
RTECS-Nr.	DK9910000
HS Code	2934990002

Gefahreninformationscode (GHS)

Tizanidine hydrochloride Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
Off-White to pale Yellow Solid
Originator
Nimzox,Rapross Pharmaceuticals Pvt. Ltd.,India
Verwenden
An α2-adrenergic agonist; centrally active myotonolytic. A muscle relaxant (skeletal).
Verwenden
Anticoagulant
Verwenden
Tizanidine (Zanaflex) is a drug that is used as a muscle relaxant. It is a centrally acting α-2 adrenergic agonist. It is used to treat the spasms, cramping, and tightness of muscles caused by medical problems such as multiple sclerosis, spastic diplegia,
Definition
ChEBI: Tizanidine hydrochloride is a benzothiadiazole.
Manufacturing Process
14 ml of benzoyl chloride are added to a solution of 11.5 g of ammonium thiocyanate in 150 ml of acetone in an ice bath and the mixture is then stirred for 10 min. This solution is heated to the boil at reflux together with 19 g of 4-amino-5-chloro-2,1,3-benzothiadiazole. The solution is cooled to room temperature and diluted with a 4-fold quantity of water. The precipitate is filtered off and rapidly brought to a boil together with 150 ml of a 2 N aqueous sodium hydroxide solution and kept at the boil for 5 min. The solution is cooled to room temperature, is acidified weakly with glacial acetic acid, the precipitate is filtered off, washed with ether and recrystallized from methanol. The N-(5-chloro-2,1,3-benzothiadiazol-4-yl)thiourea, obtained and this is boiled for 1 h together with 9 g of methyl iodide in 150 ml of methanol. After concentrating by evaporation, crude S-methyl-N-(5-chloro-2,1,3- benzothiadiazol-4-yl)isothiuronium iodide is obtained. 9.8 g of S-methyl-N-(5- chloro-2,1,3-benzothiadiazol-4-yl)isothiuronium iodide are heated to the boil at reflux for 1 h together with 50 ml of methanol and 1.8 ml of ethylene diamine. The solvent is then removed by evaporation and the moist residue is boiled at reflux for 1 h together with 20 ml of n-amyl alcohol. The mixture is subsequently shaken with 50 ml of chloroform and 150 ml of water until all the material is dissolved. 40 ml of a 2 N aqueous sodium hydroxide solution are added to the aqueous phase and extraction is effected with 200 ml of chloroform. The organic phase is dried and concentrated by evaporation. After recrystallizing the residue from methanol with the addition of some active charcoal, 4-(2-imidazolin-2-yl-amino)-5-chloro-2,1,3-benzothiadiazole, having a melting point of 221-223°C, is obtained. The 4-(2-imidazolin-2-yl-amino)-5-chloro-2,1,3-benzothiadiazole hydrochloride may be obtained by the teaction of 4-(2-imidazolin-2-yl-amino)-5-chloro- 2,1,3-benzothiadiazole with hydrochloric acid.
Trademarks
Tizanidine is INN and BAN.
Therapeutic Function
Muscle relaxant, Spasmolytic
Biologische Aktivität
α 2 -adrenergic receptor agonist. Antinociceptive upon epidural administration in rats (IC 50 = 48 nM). Also binds to imidazoline receptor.
Lager
Desiccate at RT

Tizanidine hydrochloride Upstream-Materialien And Downstream Produkte

Tizanidine hydrochloride Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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