I8898

Ivermectin

• Synonym(s): 22,23-Dihydroavermectin B1, MK-933
• CAS Number: 70288-86-7
• MDL number: MFCD00869511
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278497
• NACRES: NA.77

Properties

• form: powder
• solubility: MEK: 50 mg/mL
• antibiotic activity spectrum: parasites
• application(s): agriculture; environmental
• mode of action: cell membrane | interferes
• originator: Merck & Co., Inc., Kenilworth, NJ, U.S.
• storage temp.: 2-8°C
• SMILES string: [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
• InChI key: AZSNMRSAGSSBNP-XPNPUAGNSA-N
• Gene Information: human ... ABCB1(5243) , CYP3A4(1576) ; mouse ... Abcb1a(18671) , Abcb1b(18669)

Description

General description

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.

Application

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

Biochem/physiol Actions

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

Features and Benefits

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.

Other Notes

Primarily ivermectin B_1a.

Safety Information

• pictograms: GHS06,GHS08,GHS09
• signalword: Danger
• hcodes: H300,H311,H351,H360D,H410
• pcodes: P202 - P264 - P273 - P280 - P301 + P310 - P302 + P352 + P312
• Hazard Classifications: Acute Tox. 1 Oral - Acute Tox. 3 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Repr. 1B
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges