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

• ChemBase ID: 72824
• Molecular Formular: C11H13ClN2S
• Molecular Mass: 240.75232
• Monoisotopic Mass: 240.04879711
• SMILES: [C@@H]1(CN2C(=N1)SCC2)c1ccccc1.Cl
• Canonical SMILES: C1CN2C(=N[C@H](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/t10-;/m1./s1
• InChIKey: LAZPBGZRMVRFKY-HNCPQSOCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6S)-6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole hydrochloride
• IUPAC Traditional name: levamisole hydrochloride; levamisole hydrochloride hydrochloride
• Synonyms: Ergamisol; Levamisole Hydrochloride; (-)-Tetramisole hydrochloride; (S)-(-)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride; L(-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole hydrochloride; Levamisole hydrochloride; Levamisol hydrochloride; (6S)-6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole hydrochloride; (-)-Tetramisole hydrochloride; (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride; (-)-四咪唑/驱虫净 盐酸盐; 左旋咪唑 盐酸盐; 左咪唑 盐酸盐; (-)-四咪唑/驱虫净 盐酸盐; (S)-(-)-6-苯基-2,3,5,6-四氢咪唑并[2,1-b]噻唑 盐酸盐; L(-)-2,3,5,6-四氢-6-苯基咪唑并(2,1-b)噻唑 盐酸盐

Database IDs

• CAS Number: 16595-80-5
• EC Number: 240-654-6
• MDL Number: MFCD00012675
• Beilstein Number: 4358988
• PubChem SID: 24278526; 24870601; 162037745
• PubChem CID: 27944

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: 228-230 °C
• Hydrophobicity(logP): 1.844

Safety Information

• Storage Condition: -20°C
• RTECS: NJ5960000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥99% (GC); 95%; 95+%
• Grade: VETRANAL™, analytical standard
• Salt Data: Hcl
• Empirical Formula (Hill Notation): C11H12N2S · HCl

DETAILS

Selleck Chemicals - S1939

Research Area: Immunology
Biological Activity:
Levamisole Hydrochloride(Ergamisol)is an antihelminthic drug that has been tried experimentally in rheumatic disorders where it apparently restores the immune response by increasing macrophage chemotaxis and T-lymphocyte function. Paradoxically, this immune enhancement appears to be beneficial in rheumatoid arthritis where dermatitis, leukopenia, and thrombocytopenia, and nausea and vomiting have been reported as side effects. [1]

Sigma Aldrich - L9756

Application
Suitable for inhibition of various mammalian alkaline phosphatase (i.e., liver, kidney, placenta, bone and tumor). Intestinal alkaline phosphatases are only slightly inhibited. Not for veterinary use.
Biochem/physiol Actions
Shows both immunostimulant and immunosuppressant effects, depending on several controllable factors.1 Very effective in treatment of ascariasis (hookworm infestation).2 Useful in chemotherapy of colorectal cancers, possibly due to its stimulation of IL-1 production and direct activation of macrophages.3
包装
5, 10 g in poly bottle
Other Notes
Levamisole hydrochloride is soluble in water at 50mg/mL yielding a clear, colorless solution. Solutions are stable at 2-8°C for ~1 month.

Sigma Aldrich - 31742

Biochem/physiol Actions
Shows both immunostimulant and immunosuppressant effects, depending on several controllable factors.1 Very effective in treatment of ascariasis (hookworm infestation).2 Useful in chemotherapy of colorectal cancers, possibly due to its stimulation of IL-1 production and direct activation of macrophages.3
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

REFERENCES

• http://www.drugbank.ca/drugs/DB00848