GtoPdb Ligand ID: 7308

Synonyms: AN-021 | DS-103-282 | Zanaflex®
tizanidine is an approved drug (FDA (1996))
Compound class: Synthetic organic
Comment: Tizanidine is a centrally acting α2-adrenoceptor agonist.
Marketed formulations may contain tizanidine hydrochloride (PubChem CID 114869).
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 90.44
Molecular weight 253.02
XLogP 2.25
No. Lipinski's rules broken 0
Canonical SMILES Clc1ccc2c(c1NC1=NCCN1)nsn2
Isomeric SMILES Clc1ccc2c(c1NC1=NCCN1)nsn2
InChI InChI=1S/C9H8ClN5S/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)
No information available.
Summary of Clinical Use
Used as a muscle relaxant to treat muscle spasticity caused by medical problems such as multiple sclerosis (MS), amyotrophic lateral sclerosis (ALS, aka motor neorone disease), spastic diplegia, spinal cord injury or disease.
Mechanism Of Action and Pharmacodynamic Effects
Drug action at α2-adrenoceptors increases presynaptic inhibition of motor neurons leading to muscular relaxation. There is evidence from rat studies that the α2B-AR subtype may mediate tizanidine’s spinal analgesic effect [1-2].
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