64461-82-1

Basic information

• Product Name: Tizanidine hydrochloride
• Synonyms: 1,3-benzothiadiazol-4-amine,5-chloro-n-(4,5-dihydro-1h-imidazol-2-yl)-mono;5-chloro-4-(2-imidazolin-2-ylamino)-2,1,3-benzothiadiazolehydrochloride;SIRDALUD;TERNELIN;TIZANIDINE HCL;TIZANIDINE HYDROCHLORIDE;ZANAFLEX;DS-103-282
• CAS NO: 64461-82-1
• Molecular Formula: C9H9Cl2N5S
• Molecular Weight: 290.17
• Product Categories: Muscle relaxant (skeletal);Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Adrenoceptor;Bases & Related Reagents;Heterocycles;Nucleotides;Sulfur & Selenium Compounds;Zanaflex, Sirdalud
• Mol File: 64461-82-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 280 °C
• Boiling Point: 391.2 °C at 760 mmHg
• Flash Point: 9℃
• Appearance: white/solid
• Vapor Pressure: 2.51E-06mmHg at 25°C
• Storage Temp.: Desiccate at RT
• Solubility: H2O: ~29 mg/mL
• Merck: 14,9485
• CAS DataBase Reference: Tizanidine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Tizanidine hydrochloride(64461-82-1)
• EPA Substance Registry System: Tizanidine hydrochloride(64461-82-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
• WGK Germany: 3
• RTECS: DK9910000
• Hazardous Substances Data: 64461-82-1(Hazardous Substances Data)

Usage

Description

As an adrenergic agonist with muscle relaxant activity, tizanidine hydrochloride belongs to the hydrochloride salt form of tizanidine, which is commonly used in the treatment of spasticity, a condition where muscles in human body spasm, cramp, or become tight induced by a variety of medical problems such as multiple sclerosis, spinal cord injury, Lou Gehrig's disease, spastic diplegia, back pain or certain other injuries to the spine or central nervous system. Besides, as a sleep aid and an anticonvulsant, tizanidine hydrochloride has off-label usage for migraine headaches and is effective for some symptoms of fibromyalgia. As a short-acting muscle relaxer, the antinociceptive effect of tizanidine hydrochloride functions by blocking excess nerve impulses (pain sensations) of the nerve cells that are sent to the brain and control muscle movement, ultimately resulting in muscle relaxation and spasticity alleviation.

References

https://en.wikipedia.org/wiki/Tizanidine http://www.webmd.com/drugs/2/drug-1024/tizanidine-oral/details http://bodyandhealth.canada.com/drug/getdrug/pal-tizanidine https://pubchem.ncbi.nlm.nih.gov/compound/114869#section=Top https://www.drugs.com/tizanidine.html

Chemical Properties

Off-White to pale Yellow Solid

Originator

Nimzox,Rapross Pharmaceuticals Pvt. Ltd.,India

Uses

Different sources of media describe the Uses of 64461-82-1 differently. You can refer to the following data:
1. An α2-adrenergic agonist; centrally active myotonolytic. A muscle relaxant (skeletal).
2. 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,

Brand name

Tizanidine is INN and BAN.

Biological Activity

α 2 -adrenergic receptor agonist. Antinociceptive upon epidural administration in rats (IC 50 = 48 nM). Also binds to imidazoline receptor.

InChI:InChI=1/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

Upstream product

• 106314-85-6 tizanidine 2-hydroxypropionic acid salt 
• 5391-39-9 1-acetylimidazolidin-2-one 
• 30536-19-7 4-amino-5-chloro-2,1,3-benzothiadiazole 
• 51322-75-9 tizanidine 

Relevant articles and documents

Preparation method of tizanidine hydrochloride

The invention discloses a preparation method of tizanidine hydrochloride, and belongs to the field of medicine preparation. According to the preparation method, 5-chloro-4-amino-2,1,3-benzothiadiazole and 1-acetyl-2-imidazolinone are taken as raw materials, and condensation, alcoholysis and salification are performed, further refining can be performed; then the tizanidine hydrochloride can be prepared. The operation is simpler, more convenient and safer, and the preparation method is more suitable for industrial production. The tizanidine hydrochloride prepared by the method is higher in yield, the obtained tizanidine hydrochloride is also higher in purity; the method has important industrial value, and can protect the supply of the bulk drug tizanidine hydrochloride and benefit the public.

Preparation method for benzothiadiazole derivative

The invention discloses a preparation method for a benzothiadiazole derivative, and specifically relates to a preparation method for tizanidine hydrochloride. The preparation method includes the following steps: (a) taking a compound II and a compound III or a salt thereof, performing reaction in an organic solvent in the presence of an acid-binding agent, and obtaining an intermediate IV throughalkalization, filtration and refining; and (b) preparing tizanidine hydrochloride shown as a formula I by taking the intermediate IV obtained by step (a) as a raw material. The method is high in yieldand purity, simple in operation, high in production efficiency, environmentally friendly, safe and suitable for industrial mass production, and has wide market application prospects. The preparationsteps are shown in the description.

Preparation method of central alpha 2 adrenergic receptor agonist

The invention relates to a preparation method of a central alpha 2 adrenergic receptor agonist. The invention discloses a preparation method of tizanidine hydrochloride, which comprises the followingsteps of: (1) taking organic acid A, a compound S1 as shown in the specification and a compound S2 as shown in the specification as raw materials for reaction in an organic solvent, separating out a solid to form tizanidine organic acid salt S3 as shown in the specification, and (2) preparing tizanidine hydrochloride by taking the tizanidine organic acid salt S3 obtained in step (1) as a raw material, wherein the organic acid A is formic acid, dichloroacetic acid, glycolic acid, maleic acid, fumaric acid, tartaric acid, caproic acid or benzoic acid; R1 is hydrogen, methyl, acetyl, propionyl, benzoyl, tertiary butyl methyl carbonyl or COOR2; and R2 is methyl, ethyl, allyl, benzyl, tertiary butyl or phenyl. The method achieves higher productivity and purity, is easy and simple to operate, high in production efficiency, environment-friendly, safe and applicable to industrial mass production and has broad market application prospects.