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I8898

Sigma-Aldrich

Ivermectin

Sinônimo(s):

22,23-Dihydroavermectin B1, MK-933

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About This Item

Número CAS:
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

forma

powder

Nível de qualidade

solubilidade

MEK: 50 mg/mL

espectro de atividade do antibiótico

parasites

aplicação(ões)

agriculture
environmental

Modo de ação

cell membrane | interferes

originador

Merck & Co., Inc., Kenilworth, NJ, U.S.

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[H][C@@]1(O[C@]2(CC[C@@H]1C)C[C@@H]3C[C@@H](C\C=C(C)\[C@@H](O[C@H]4C[C@H](OC)[C@@H](O[C@H]5C[C@H](OC)[C@@H](O)[C@H](C)O5)[C@H](C)O4)[C@@H](C)\C=C\C=C6/CO[C@]7([H])[C@H](O)C(C)=C[C@@H](C(=O)O3)[C@]67O)O2)[C@@H](C)CC

InChI

1S/C48H74O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1

chave InChI

AZSNMRSAGSSBNP-XPNPUAGNSA-N

Informações sobre genes

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Categorias relacionadas

Descrição geral

Ivermectin is a macro-cyclic lactone, derived from avermectin. It functions as an antiparasitic agent. Ivermectin is used against gastrointestinal roundworms, lungworms, mites and lice. It is used to treat onchocerciasis, strongyloidiasis, ascariasis and filariases.

Aplicação

Ivermectin has been used:
  • in Caenorhabditis elegans fecundity assay
  • in larval development test
  • to measure in vivo topical acaricide activity of compounds in rats
  • to assess its acute and chronic effects to zebrafish
  • in percutaneous drug injection method to treat cystic echinococcosis
  • in liquid chromatography with fluorescence detection method

Ações bioquímicas/fisiológicas

Positive allosteric modulator of α7 neuronal nicotinic acetylcholine receptor; also modulates glutamate-GABA-activated chloride channels.

Características e benefícios

This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Outras notas

Primarily ivermectin B1a.

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 1 Oral - Acute Tox. 3 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Repr. 1B

Código de classe de armazenamento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificados de análise (COA)

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Ivermectin used in percutaneous drug injection method for the treatment of liver hydatid disease in sheep
Hokelek M, et al.
Gastroenterology, 122(4), 957-962 (2002)
Evaluation of the toxicity of 2-aminoimidazole antibiofilm agents using both cellular and model organism systems
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Drug and Chemical Toxicology, 35(3), 310-315 (2012)
Ivermectin in human medicine
Ottesen EA and Campbell W
The Journal of Antimicrobial Chemotherapy, 34(2), 195-203 (1994)
R J Martin et al.
International journal for parasitology, 28(6), 849-862 (1998-07-23)
Two of three major types of anthelminitic, the avermectins and the nicotinic agonists, exert their therapeutic effect by an action on ligand-gated membrane ion-channels of nematodes. The avermectins, such as ivermectin, open glutamategated chloride channels which have so far been
Hidden in plain sight-multiple resistant species within a strongyle community
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