Levamisole Hydrochloride

Base Information

• Chemical Name: Levamisole Hydrochloride
• CAS No.: 16595-80-5
• Deprecated CAS: 39170-95-1,74191-78-9,24593-45-1
• Molecular Formula: C11H12N2S^.HCl
• Molecular Weight: 240.757
• Hs Code.: 29349990
• European Community (EC) Number: 240-654-6
• NSC Number: 177023
• UNII: DL9055K809
• DSSTox Substance ID: DTXSID7047518
• Wikidata: Q27107205
• NCI Thesaurus Code: C610
• RXCUI: 227227
• ChEMBL ID: CHEMBL1770
• Mol file: 16595-80-5.mol

Synonyms:Decaris;Dekaris;Hydrochloride, Levamisole;L-Tetramisole;Levamisole;Levamisole Hydrochloride;Levotetramisole;Solaskil

Chemical Property of Levamisole Hydrochloride

Chemical Property:

• Appearance/Colour: white to almost white crystalline powder
• Melting Point: 266-267 ºC
• Refractive Index: -126 ° (C=1, H2O)
• Boiling Point: 344.4 ºC at 760 mmHg
• Flash Point: 162.1 ºC
• PSA: 40.90000
• LogP: 2.32160
• Storage Temp.: 0-6°C
• Solubility.: Freely soluble in water, soluble in ethanol (96 per cent), slightly soluble in methylene chloride.
• Water Solubility.: 210 g/L (20 ºC)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 240.0487973
• Heavy Atom Count: 15
• Complexity: 246

Purity/Quality:

98% ^*data from raw suppliers

Levamisole Hydrochloride >99.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn
• Hazard Codes: T,Xn,F
• Statements: 25-20/21/22-39/23/24/25-23/24/25-11
• Safety Statements: 36/37/39-45-28A-36-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CSC2=NC(CN21)C3=CC=CC=C3.Cl
• Isomeric SMILES: C1CSC2=N[C@H](CN21)C3=CC=CC=C3.Cl
• Recent ClinicalTrials: Efficiency of Levamisole for Maintaining Remission After the First Flare of Steroid Sensitive Nephrotic Syndrome in Children
• Recent EU Clinical Trials: Prevention of relapse with Levamisole as adjuvant therapy to corticosteroids in children with first episode of idiopathic nephrotic syndrome
• Uses: Biological response modifier with anthelmintic activity. Anthelmintic (nematodes); immunomodulator. Levamisole hydrochloride is an anthelmintic. The activity of levamisole is about twice as high as that of abscisicidal, and the toxicity and side effects are lower. Levamisole can cause muscle paralysis of roundworms and then excrete them in the feces. It is mainly used as an anti-worm and anti-hookworm.
• Therapeutic Function: Antiinflammatory

Technology Process of Levamisole Hydrochloride

There total 4 articles about Levamisole Hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.2%

levamisole.L-N-[(4-methoxyphenyl)sulfonyl]glutamic acid (salt) + toluene (108-88-3,15644-74-3,16713-13-6) → levamisole hydrochloride (16595-80-5,74191-78-9)

Guidance literature:

With sodium hydroxide; In water;

Reference yield: 92.1%

Levamisole (14769-73-4) → levamisole hydrochloride (16595-80-5,74191-78-9)

Guidance literature:

Levamisole; With sodium metabisulfite; pyrographite; In isopropyl alcohol; for 0.5h;

With hydrogenchloride; pH=4 - 5; Time;

Reference yield:

Tetramisole (5036-02-2) → levamisole hydrochloride (16595-80-5,74191-78-9) + (+)-Tetramisole hydrochloride (16595-76-9,74191-78-9)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; toluene; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)96641-4

upstream raw materials:

Tetramisole

toluene

Levamisole

Downstream raw materials:

1-(2-Mercapto-ethyl)-4-phenyl-imidazolidin-2-one

(E)-1-nitroso-2-oxo-3-(2-nitrosothioethyl)-5-phenylimidazolidine

C₂₂H₂₄N₆O₄S₂

Levamisole

Refernces

• 1、 -. "Pesticidal compositions in paste form". . . Retrieved 2008/06/13.
• 2、 -. "Process for isolating levamisole from tetramisole". . . Retrieved 2008/06/13.