2-[(5-chloro-2,1,3-benzothiadiazol-4-yl)amino]-4,5-dihydro-1H-imidazol-5-ol hydrochloride

• ChemBase ID: 171380
• Molecular Formular: C9H9Cl2N5OS
• Molecular Mass: 306.17166
• Monoisotopic Mass: 304.99048629
• SMILES: c1cc(c(c2c1nsn2)NC1=NCC(N1)O)Cl.Cl
• Canonical SMILES: OC1CN=C(N1)Nc1c(Cl)ccc2c1nsn2.Cl
• InChI: InChI=1S/C9H8ClN5OS.ClH/c10-4-1-2-5-8(15-17-14-5)7(4)13-9-11-3-6(16)12-9;/h1-2,6,16H,3H2,(H2,11,12,13);1H
• InChIKey: LBGLZBVUVNNRIP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(5-chloro-2,1,3-benzothiadiazol-4-yl)amino]-4,5-dihydro-1H-imidazol-5-ol hydrochloride
• IUPAC Traditional name: 2-[(5-chloro-2,1,3-benzothiadiazol-4-yl)amino]-4,5-dihydro-3H-imidazol-4-ol hydrochloride
• Synonyms: 2-[(5-Chloro-2,1,3-benzothiadiazol-4-yl)amino]-4,5-dihydro-1H-imidazol-5-ol Hydrochloride; rac Hydroxy Tizanidine Hydrochloride(Mixture of Tautomers)

Database IDs

• PubChem SID: 164227290
• PubChem CID: 71434012

CALCULATED PROPERTIES

• Acid pKa: 13.176698
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.2349929
• LogD (pH = 7.4): 1.6513903
• Log P: 1.6604491
• Molar Refractivity: 65.7963 cm^3
• Polarizability: 25.175024 Å^3
• Polar Surface Area: 82.43 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale yellow Solid
• Melting Point: 248-250°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H966500

A metabolite of Tizanidine (M-2) (T449500).

REFERENCES

• Koch, P., et al.: Xenobiotica, 19, 1255 (1989)