CAS 14769-73-4

Levamisole

Description:

Levamisole is a synthetic imidazothiazole derivative primarily known for its use as an anthelmintic agent in veterinary medicine and as an immunomodulator in humans. Its chemical formula is C11H13N3S, and it features a thiazole ring, which contributes to its biological activity. Levamisole is typically presented as a white to off-white crystalline powder that is soluble in water and slightly soluble in organic solvents. The substance acts by interfering with the neuromuscular function of parasites, leading to paralysis and subsequent elimination from the host. In humans, it has been used to enhance immune response, particularly in cancer therapy and autoimmune diseases. However, its use has declined due to side effects and the availability of alternative treatments. Levamisole can also be associated with adverse reactions, including gastrointestinal disturbances and potential toxicity, particularly when misused in illicit drug formulations. Its safety profile and pharmacological effects continue to be subjects of research, particularly in understanding its mechanisms and potential therapeutic applications.

Formula: C₁₁H₁₂N₂S

InChI: InChI=1S/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2/t10-/m1/s1

InChI key: InChIKey=HLFSDGLLUJUHTE-SNVBAGLBSA-N

SMILES: [C@@H]1(CN2C(=N1)SCC2)C3=CC=CC=C3

Synonyms:

• (-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2.1-b]thiazole
• (-)-Tetramisole
• (6S)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole
• (6S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
• (6S)-6-Phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole
• (S)-(-)-Levamisole
• (S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
• <span class="text-smallcaps">L</span>-Tetramisole
• Anthelsol
• Imidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-, (S)-
• Ketrax
• Lepuron
• Levamisol
• Levamisole
• Levipor
• Levomol
• Levomysol
• Levovermax
• Nilverm LV
• Totalon
• Vermisol 150
• Wormicid
• l-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole
• l-Tetramisole
• Imidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-, (6S)-
• 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
• (s)-2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b]thiazole

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

CAS: 14769-73-4

Formula: C₁₁H₁₂N₂S

Purity: 98%

Color and Shape: Solid

Molecular weight: 204.2914

Ref: IN-DA001F3K

(S)-6-Phenyl-2,3,5,6-Tetrahydroimidazo[2,1-B]Thiazole

CAS: 14769-73-4

(S)-6-Phenyl-2,3,5,6-Tetrahydroimidazo[2,1-B]Thiazole

Purity: 99%

Molecular weight: 204.29g/mol

Ref: 54-OR1008773

Levamisol

Controlled Product

CAS: 14769-73-4

Formula: C₁₁H₁₂N₂S

Color and Shape: Neat

Molecular weight: 204.29

Ref: 04-C14629690

(S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole

CAS: 14769-73-4

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 204.2899932861328

Ref: 10-F241597

Levamisol 100 µg/mL in Acetonitrile

CAS: 14769-73-4

Formula: C₁₁H₁₂N₂S

Color and Shape: Single Solution

Molecular weight: 204.29

Ref: 04-A14629690AL-100

Levamisole

CAS: 14769-73-4

Formula: C₁₁H₁₂N₂S

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 204.29

Ref: 3B-L0438

(S)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole

Controlled Product

CAS: 14769-73-4

Applications (S)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole (CAS# 14769-73-4) is a useful research chemical compound.

Formula: C₁₁H₁₂N₂S

Color and Shape: Off-White To Light Yellow

Molecular weight: 204.29

Ref: TR-S222945

(S)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole

CAS: 14769-73-4

The drug, 2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b]thiazole (TEM), is a small molecule with potent immunomodulatory properties. TEM is a competitive inhibitor of the enzyme histamine N-methyltransferase and inhibits the synthesis of histamine and other proinflammatory mediators. It also has anthelmintic activity against nematodes and exhibits anti-inflammatory activities in animal models of autoimmune diseases such as lupus erythematosus and inflammatory skin diseases such as psoriasis. TEM is also a potent inhibitor of lymphocyte transformation. This drug can be used for the treatment of chronic viral hepatitis, which is caused by hepatitis B or C virus infections. TEM binds to the active site on the enzyme RNA polymerase II that catalyzes DNA transcription to produce messenger RNA. TEM blocks RNA synthesis by binding to the template strand of DNA, preventing

Formula: C₁₁H₁₂N₂S

Purity: Min. 97 Area-%

Color and Shape: Powder

Molecular weight: 204.29 g/mol

Ref: 3D-FL138922

4-Carboxy Levamisole

Controlled Product

CAS: 14769-73-4

Formula: C₁₂H₁₂N₂O₂S

Color and Shape: Neat

Molecular weight: 248.3

Ref: TR-C178580