Levamisole
Also known as Levamisol, Ketrax, L-Tetramisole
Key facts
What buyers check first
- CAS number
- 14769-73-4
- Formula
- C11H12N2S
- Molar mass
- 204.30 g/mol
- Solubility
- Water 210 (mg/mL)
- HS code
- 293499
- Category
- Antibiotics and anti-infectives
What is Levamisole?
Plain description, key identifiers and synonyms
Levamisole is a 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole that has S configuration. It is used (generally as the monohydrochloride salt) to treat parasitic worm infections in pigs, sheep and cattle and was formerly used in humans as an adjuvant to chemotherapy for the treatment of various cancers. It is also widely used as an adulterant to coccaine. It has a role as an antinematodal drug, an antirheumatic drug, an immunomodulator, an immunological adjuvant and an EC 3.1.3.1 (alkaline phosphatase) inhibitor. It is an enantiomer of a dexamisole.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
- CAS number
- 14769-73-4 CAS number cross-checked
- EC number
- 238-836-5
- Molecular formula
- C11H12N2S
- UNII
- 2880D3468G
- MDL number
- MFCD00792481
- InChIKey
- HLFSDGLLUJUHTE-SNVBAGLBSA-N
- 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
- Canonical SMILES
- c1ccc(C2CN3CCSC3=N2)cc1
- Isomeric SMILES
- C1CSC2=N[C@H](CN21)C3=CC=CC=C3
Synonyms
- Levamisol
- Ketrax
- L-Tetramisole
- Lepuron
- Levomysol
- Wormicid
- (S)-(-)-Levamisole
- (-)-Tetramisole
- Levamisolum
- (6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
- Tetramisole, (s)-
- Totalon
- (6S)-6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole
- Imidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-, (6S)-
- (S)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole
- Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-, (S)-
- Levotetramisole
- Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-, (6S)-
- levamisolo
- (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
- (6S)-6-phenyl-2,3,5,6-tetrahydroimidazo(2,1-b)(1,3)thiazole
- Tramisol Pour-On
- Totalon Topical Cattle Anthelmintic
- (S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
Show all 33 synonymsShow fewer synonyms
- Vermisol 150
- L-tetramisol
- Levamisole (INN)
- (6S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
- Levovermax
- L-2,3,5,6-Tetrahyro-6-phenylimidazo(2,1-b)thiazole
- L(-)-Levamisole
- Ketrax (TN)
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Solubility | Water 210 (mg/mL)exp.Measured value |
|---|
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 204.30 g/molcalc.Computed value |
|---|---|
| Exact mass | 204.0721 Dacalc.Computed value |
| LogP (octanol/water) | 2.15calc.Computed value |
| Topological polar surface area | 15.6 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 3calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 14calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.36calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
c1ccc(C2CN3CCSC3=N2)cc1
3 rings, 14 atoms, the (ยฑ)-Tetramisole ring system.
41 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
Precautionary statements (5)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P317If swallowed: Get medical help.
- P330Rinse mouth.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidLevamisole suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, Shijiazhuang ManufacturerUnclaimed profileLevamisoleGrade, purity and minimum order on requestPrice on request
- China, XiamenUnclaimed profileLevamisoleGrade, purity and minimum order on requestPrice on request
- Price on request
- India, Ahmedabad ManufacturerUnclaimed profileLevamisoleGrade, purity and minimum order on requestPrice on request
- Bangladesh, Dhaka ManufacturerUnclaimed profileLevamisoleGrade, purity and minimum order on requestPrice on request
- Nepal, NarayaniUnclaimed profileLevamisoleGrade, purity and minimum order on requestPrice on request
- India, Ahmedabad ManufacturerUnclaimed profileLevamisoleGrade, purity and minimum order on requestPrice on request
- India, SuratUnclaimed profileLevamisoleGrade, purity and minimum order on requestPrice on request
- Price on request
- India, Ahmedabad ManufacturerUnclaimed profileLevamisoleGrade, purity and minimum order on requestPrice on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
75 suppliers in 15 countries
- United States25
- China18
- India9
- Germany5
- Spain3
- United Kingdom3
- and 9 more countries
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Levamisole price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Use classes: Pharmaceuticals, Animal Drugs.
Industries and functions
Pharmacological actions
- Adjuvants, Immunologic
- Antinematodal Agents
- Antirheumatic Agents
Roles
- adjuvant
- anthelminthic drug
- antiinfective agent
- antinematodal drug
- antiparasitic agent
- antirheumatic drug
- enzyme inhibitor
- immunological adjuvant
- immunomodulator
- nematicide
- pesticide
- pharmaceutical
Pharmacology
Levamisole is an anthelmintic drug. Co-administered with fluorouracil in the treatment of Dukes' stage C colon cancer, levamisole restores immune function through stimulating antibody formation, enhancing T-cell activity, and potentiating macrophage function. (NCI04)
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Levamisole is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for Levamisole is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Levamisole, based on the data on this page
What is Levamisole?
What is the CAS number of Levamisole?
What is the molecular formula and weight of Levamisole?
What is Levamisole used for?
Is Levamisole hazardous?
What is the HS code of Levamisole?
Where can I buy Levamisole?
Where can I buy Levamisole in India?
What is the price of Levamisole?
Guides for buyers
Practical guides that help when you source, ship or handle Levamisole
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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