6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole hydrochloride

• ChemBase ID: 103549
• Molecular Formular: C11H13ClN2S
• Molecular Mass: 240.75232
• Monoisotopic Mass: 240.04879711
• SMILES: Cl.C1CN2CC(N=C2S1)c1ccccc1
• Canonical SMILES: C1CN2C(=NC(C2)c2ccccc2)S1.Cl
• InChI: InChI=1S/C11H12N2S.ClH/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10;/h1-5,10H,6-8H2;1H
• InChIKey: LAZPBGZRMVRFKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole hydrochloride
• IUPAC Traditional name: levamisole hydrochloride; tetramisole hydrochloride hydrochloride
• Synonyms: Tetramisole hydrochloride; (±)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole hydrochloride; Tetramisole HCl; DL-2,3,5,6-Tetrahydro-6-phenylimidazo-[2,1-b]-thiazole hydrochloride; TETRAMISOLE; Nemicide; L(-)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole; (-)-6-phenyl-2,3,5,6-tetrahydroimidazo[2, 1-b]thiazole; LEVAMISOLE HYDROCHLORIDE; TETRAMISOLE HYDROCHLORIDE, BP; (±)-2,3,5,6-四氢-6-苯基咪唑并[2,1-b]噻唑 盐酸盐; 四咪唑 盐酸盐

Database IDs

• CAS Number: 5086-74-8,5036-02-2(freebase); 5086-74-8; 16595-80-5
• EC Number: 240-654-6; 225-799-5
• MDL Number: MFCD00005536
• Beilstein Number: 4358989
• PubChem SID: 24278725; 162102926; 24870604
• PubChem CID: 68628

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.91581506
• LogD (pH = 7.4): 2.220205
• Log P: 2.358227
• Molar Refractivity: 60.0784 cm^3
• Polarizability: 23.02744 Å^3
• Polar Surface Area: 15.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 230-233°C; 266-267 °C(lit.); 266-268°C

Safety Information

• Storage Condition: Room Temperature (15-30°C); Room Temperature (15-30°C), Protect from light
• RTECS: NJ5950000; NJ5960000
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: 22-36/37/38; R:22; R:25
• Safety Statements: 26-36; S:28-29-36/37/39-45; S:36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Target: Others

Product Information

• Grade: BP; VETRANAL™, analytical standard
• Salt Data: HCl
• Description: alkaline phosphatase inhibitor
• Empirical Formula (Hill Notation): C11H12N2S · HCl

DETAILS

MP Biomedicals - 02152119

Hydrochloride
Crystalline
Inhibitor of alkaline phosphatase.

MP Biomedicals - 02155228

(L[-]-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole) Hydrochloride
Crystalline Suitable as an inhibitor of various mammalian alkaline phosphatases. Intestinal alkaline phosphatases are only slightly inhibited.

Sigma Aldrich - T1512

Application
Suitable for inhibition of various mammalian alkaline phosphatases (i.e., liver, kidney, placenta, bone and tumor). Intestinal alkaline phosphatases are only slightly inhibited.
Structure-activity relationship for tetramisole derivatives as alkaline phosphatase inhibitors.1
Other Notes
Racemic form of levamisole.

Sigma Aldrich - 31743

Other Notes
Racemic form of levamisole.
Application
Structure-activity relationship for tetramisole derivatives as alkaline phosphatase inhibitors.1
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

REFERENCES

• Van Belle, H., Biochim. Biophys. Acta, 289: 158, (1972).