tizanidine   Click here for help

GtoPdb Ligand ID: 7308

Synonyms: AN-021 | DS-103-282 | Zanaflex®
Approved drug
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).
Click here for help
IUPHAR Pharmacology Education Project (PEP) logo

View more information in the IUPHAR Pharmacology Education Project: tizanidine

2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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)
1. Leiphart JW, Dills CV, Levy RM. (2004)
Alpha2-adrenergic receptor subtype specificity of intrathecally administered tizanidine used for analgesia for neuropathic pain.
J Neurosurg, 101 (4): 641-7. [PMID:15481719]
2. Ono H, Mishima A, Ono S, Fukuda H, Vasko MR. (1991)
Inhibitory effects of clonidine and tizanidine on release of substance P from slices of rat spinal cord and antagonism by alpha-adrenergic receptor antagonists.
Neuropharmacology, 30 (6): 585-9. [PMID:1717870]