Selamectin
[CAS# 220119-17-5]

Identification

• Classification: Pharmaceutical intermediate >> API intermediate
• Name: Selamectin
• Synonyms: Revolution; Revolution (antibiotic); Stronghold; (5Z)-25-Cyclohexyl-4'-O-de(2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)-5-demethoxy-25-de(1-methylpropyl)-22,23-dihydro-5-(hydroxyimino)-avermectin A1a
• Molecular Formula: C₄₃H₆₃NO₁₁
• Molecular Weight: 769.96
• CAS Registry Number: 220119-17-5
• EC Number: 811-481-9
• SMILES: C[C@H]1CC[C@]2(C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C/C=C/4CO[C@H]5[C@@]4([C@@H](C=C(/C5=N/O)C)C(=O)O3)O)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O)OC)C)O[C@@H]1C7CCCCC7

Properties

• Density: 1.4±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.618, Calc.^*
• Boiling Point: 917.0±65.0 °C (760 mmHg), Calc.^*
• Flash Point: 508.4±34.3 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS08:GHS09 Warning
• Risk Statements: H361-H400
• Safety Statements: P203-P273-P280-P318-P391-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Specific target organ toxicity - repeated exposure	STOT RE	2	H373
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413

Discovery and Applications

Selamectin, a broad-spectrum antiparasitic agent, was discovered by researchers at Pfizer in the late 1980s. It belongs to the avermectin group of compounds, which are derived from fermentation products of the soil bacterium Streptomyces avermitilis. Selamectin was developed through chemical modifications of avermectins to enhance its efficacy and safety profile, particularly for veterinary use.

Selamectin is primarily used in veterinary medicine for the prevention and treatment of parasitic infestations in companion animals, including dogs and cats. It is effective against a wide range of parasites, including fleas, ticks, ear mites, and certain intestinal parasites such as roundworms and hookworms. Selamectin is commonly formulated as a topical solution for easy administration and provides long-lasting protection against parasites. One of the key applications of selamectin in veterinary medicine is its role in the prevention of heartworm disease in dogs and cats. Heartworm disease, caused by the parasite Dirofilaria immitis, can be life-threatening if left untreated. Selamectin is administered monthly as a preventive measure, effectively killing heartworm larvae and preventing the development of adult worms in infected animals. Selamectin is also effective in the treatment of sarcoptic mange, a contagious skin disease caused by the mite Sarcoptes scabiei. Topical application of selamectin can eliminate mites and alleviate symptoms such as itching and skin irritation associated with sarcoptic mange in dogs and cats. Selamectin's efficacy against fleas makes it a valuable tool in the prevention and management of flea allergy dermatitis, a common allergic skin condition in dogs and cats caused by flea bites. By eliminating fleas and preventing reinfestation, selamectin helps reduce the risk of allergic reactions and associated skin inflammation in affected animals.

References

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