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Levamisole chemical structure, C11H12N2S, CAS 14769-73-4
2D chemical structure

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 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.

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.
Exact mass
204.0721 Dacalc.
LogP (octanol/water)
2.15calc.
Topological polar surface area
15.6 ร…ยฒcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
1calc.
Heavy atoms
14calc.
Rings
3calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.36calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc(C2CN3CCSC3=N2)cc1

c1ccc(C2CN3CCSC3=N2)cc1

3 rings, 14 atoms, the (ยฑ)-Tetramisole ring system.

41 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

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 aid

Levamisole suppliers

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Levamisole price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Use classes: Pharmaceuticals, Animal Drugs.

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.

HS 2934.99Indicative HS code

Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934

World exports in 2024
$26.7B
+15.0% vs 2023, imports $26.3B
2019 to 2024
Top exporters
  1. Ireland26.3%
  2. China15.7%
  3. Singapore10.3%
Top importers
  1. United States24.5%
  2. Germany23.1%
  3. Japan4.5%
Reported customs values in USD, not prices.Full trade data

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?

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.

What is the CAS number of Levamisole?

The CAS registry number of Levamisole is 14769-73-4.

What is the molecular formula and weight of Levamisole?

The molecular formula of Levamisole is C11H12N2S and its molar mass is 204.30 g/mol.

What is Levamisole used for?

Use classes: Pharmaceuticals, Animal Drugs.

Is Levamisole hazardous?

Levamisole carries the GHS signal word "Warning". Main hazards: harmful if swallowed. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Levamisole?

Levamisole is usually classified under HS code 293499 (Nucleic acids and their salts, whether or not chemically defined, other heterocyclicโ€ฆ). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Levamisole?

CompoundList lists 75 suppliers of Levamisole in United States, China, India, Germany and 11 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Levamisole in India?

9 suppliers in India list Levamisole on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Levamisole?

Suppliers quote Levamisole on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Levamisole

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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