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I8898

Ivermectin

Name: Ivermectin
Brand: SIGMA

α7 neuronal nicotinic acetylcholine receptor modulator, powder

Sinónimos:

22,23-Dihydroavermectin B1, MK-933

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Número CAS:

70288-86-7

UNSPSC Code:

12352200

PubChem Substance ID:

24278497

NACRES:

NA.77

MDL number:

MFCD00869511

Form:

powder

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Propiedades

Nombre del producto

Ivermectin,

form

powder

Quality Segment

100

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)

Descripción

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.

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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

Clase de almacenamiento

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

flash_point_f

Not applicable

flash_point_c