levamisole ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
1561 14769-73-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • levamisole hydrochloride
  • levamisole
  • tetramisole
  • levamisol
  • levamizol
  • tetramisole hydrochloride
  • levamisole HCl
  • tetramisole HCl
  • levamisole phosphate
  • levamisole resinate
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. (From Smith and Reynard, Textbook of Pharmacology, 1991, p435-6)
  • Molecular weight: 204.29
  • Formula: C11H12N2S
  • CLOGP: 1.84
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 0
  • TPSA: 15.60
  • ALOGS: -2.15
  • ROTB: 1

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.15 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 4.08 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 65 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
June 18, 1990 FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Toxicity to various agents 135.00 101.18 42 141 247208 63241631

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Toxicity to various agents 277.49 92.96 111 547 200251 34756022
Drug abuse 196.79 92.96 72 586 99024 34857249

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Toxicity to various agents 369.77 85.55 143 699 421397 79322149
Drug abuse 276.89 85.55 91 751 162600 79580946

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC P02CE01 ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
ANTHELMINTICS
ANTINEMATODAL AGENTS
Imidazothiazole derivatives
MeSH PA D000276 Adjuvants, Immunologic
MeSH PA D000871 Anthelmintics
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000969 Antinematodal Agents
MeSH PA D000977 Antiparasitic Agents
MeSH PA D018501 Antirheumatic Agents
MeSH PA D007155 Immunologic Factors
CHEBI has role CHEBI:35444 antinematodal drugs
CHEBI has role CHEBI:35842 anti-rheumatic drugs
CHEBI has role CHEBI:50846 Immunologic factor
CHEBI has role CHEBI:50847 Immunologic adjuvant
CHEBI has role CHEBI:63332 alkaline phosphatase inhibitors

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Ascariasis indication 2435008 DOID:456
Ancylostomiasis indication 63479002 DOID:12841




๐Ÿถ Veterinary Drug Use

SpeciesUseRelation
Cattle Nematode infections, removal of stomach worms, Haemonchus Indication
Cattle Nematode infections, removal of intestinal worms, Trichostrongylus Indication
Cattle Nematode infections, removal of lungworms, Dictyocaulus Indication
Cattle Nematode infections, removal of intestinal worms, Cooperia Indication
Cattle Nematode infections, removal of intestinal worms, Nematodirus Indication
Cattle Nematode infections, removal of intestinal worms, Bunostomum Indication
Cattle Nematode infections, removal of intestinal worms, Oesophagostomum Indication
Cattle Nematode infections, removal of stomach worms, Trichostrongylus Indication
Cattle Nematode infections, removal of stomach worms, Ostertagia Indication
Sheep Nematode infections, removal of stomach worms, Haemonchus Indication
Sheep Nematode infections, removal of intestinal worms, Trichostrongylus Indication
Sheep Nematode infections, removal of lungworms, Dictyocaulus Indication
Sheep Nematode infections, removal of intestinal worms, Cooperia Indication
Sheep Nematode infections, removal of intestinal worms, Nematodirus Indication
Sheep Nematode infections, removal of intestinal worms, Bunostomum Indication
Sheep Nematode infections, removal of intestinal worms, Oesophagostomum Indication
Sheep Nematode infections, removal of stomach worms, Trichostrongylus Indication
Sheep Nematode infections, removal of stomach worms, Ostertagia Indication
Swine Nematode infections, removal of large roundworms, Ascaris suum Indication
Swine Nematode infections, removal of nodular worms, Oesophagostomum species Indication
Swine Nematode infections, removal of lungworms, Metastrongylus species Indication
Swine Nematode infections, removal of intestinal threadworms, Strongyloides ransomi Indication
Swine Nematode infections, removal of kidney worms, Stephanurus dentatus Indication

๐Ÿถ Veterinary products

ProductApplicantIngredients
Ripercol L Bolus, Tramisol Cattle Wormer Bolus Zoetis Inc. 1
Ripercol L Soluble Drench Powder Zoetis Inc. 1
Ripercol L, Tramisol Soluble Drench Powder for Sheep Zoetis Inc. 1
Ripercol L Wormer Oblets, Tramisol Sheep Wormer Oblets Zoetis Inc. 1
Ripercol L Zoetis Inc. 1
Ripercol L Zoetis Inc. 1
Levasole Cattle Wormer Bolus Intervet Inc. 1
Ripercol L-Piperazine Soluble Zoetis Inc. 2
Ripercol L-Piperazine Zoetis Inc. 2
Tramisol Injectable Solution Zoetis Inc. 1
Tramisol Zoetis Inc. 1
Levasole Soluble Pig Wormer Intervet Inc. 1
Levasole Intervet Inc. 1
Levamisole Soluble Drench Powder, Levasole, Levasole Soluble Drench Powder, Tramisol Soluble Drench Powder Intervet Inc. 1
Levasole Sheep Wormer Bolus, Tramisole Sheep Wormer Oblets Tablets Intervet Inc. 1
Tramisol Gel Zoetis Inc. 1
Levasole Injectable Solution Intervet Inc. 1
Tramisol-X-Tra Cattle Anthelmintic and Extoparasitic Paste Intervet Inc. 2
Totalon Topical Cattle Anthelmintic Intervet Inc. 1
Tramisol Pour-On Zoetis Inc. 1
Prohibit Soluble Drench Powder Huvepharma EOOD 1
Levamisole Phosphate Huvepharma EOOD 1
LevaMed Bimeda Animal Health Limited 1
LevaMed Soluble Drench Powder Bimeda Animal Health Limited 1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.2 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Alkaline phosphatase, tissue-nonspecific isozyme Enzyme Ki 4.80 CHEMBL
Intestinal-type alkaline phosphatase Enzyme IC50 4.69 CHEMBL
Nicotinic acetylcholine receptor alpha subunit Ion channel AGONIST CHEMBL CHEMBL
Acetylcholine receptor subunit alpha-type unc-63 Ion channel WOMBAT-PK
Membrane-associated progesterone receptor component 1 Membrane receptor Ki 5.57 DRUG MATRIX
Alkaline phosphatase, tissue-nonspecific isozyme Enzyme IC50 4.72 CHEMBL

External reference:

IDSource
D00750 KEGG_DRUG
16595-80-5 SECONDARY_CAS_RN
5036-02-2 SECONDARY_CAS_RN
4019531 VANDF
C0023556 UMLSCUI
CHEBI:6432 CHEBI
CHEMBL1454 ChEMBL_ID
DB00848 DRUGBANK_ID
CHEMBL1770 ChEMBL_ID
CHEMBL277775 ChEMBL_ID
D007978 MESH_DESCRIPTOR_UI
26879 PUBCHEM_CID
7210 IUPHAR_LIGAND_ID
2643 INN_ID
5086-74-8 SECONDARY_CAS_RN
2880D3468G UNII
DB16561 DRUGBANK_ID
1535214 RXNORM
4967 MMSL
d00276 MMSL
003546 NDDF
004809 NDDF
387296006 SNOMEDCT_US
54391004 SNOMEDCT_US
81365005 SNOMEDCT_US
96118005 SNOMEDCT_US
D013773 MESH_DESCRIPTOR_UI
CHEMBL554891 ChEMBL_ID
1973 INN_ID
32093-35-9 SECONDARY_CAS_RN

Pharmaceutical products:

None