U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C43H63NO11
Molecular Weight 769.9604
Optical Activity UNSPECIFIED
Defined Stereocenters 14 / 14
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SELAMECTIN

SMILES

[H][C@@]12OC\C3=C/C=C/[C@H](C)[C@H](O[C@@]4([H])C[C@H](OC)[C@@H](O)[C@H](C)O4)\C(C)=C\C[C@@H]5C[C@@H](C[C@]6(CC[C@H](C)[C@H](O6)C7CCCCC7)O5)OC(=O)[C@]([H])(C=C(C)\C1=N\O)[C@@]23O

InChI

InChIKey=AFJYYKSVHJGXSN-XHKIUTQPSA-N
InChI=1S/C43H63NO11/c1-24-11-10-14-30-23-50-40-36(44-48)27(4)19-33(43(30,40)47)41(46)52-32-20-31(16-15-25(2)38(24)53-35-21-34(49-6)37(45)28(5)51-35)54-42(22-32)18-17-26(3)39(55-42)29-12-8-7-9-13-29/h10-11,14-15,19,24,26,28-29,31-35,37-40,45,47-48H,7-9,12-13,16-18,20-23H2,1-6H3/b11-10+,25-15+,30-14+,44-36-/t24-,26-,28-,31+,32-,33-,34-,35-,37-,38-,39-,40+,42+,43+/m0/s1

HIDE SMILES / InChI

Molecular Formula C43H63NO11
Molecular Weight 769.9604
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 14 / 14
E/Z Centers 1
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created using several sources including: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=8032a1ae-d192-4514-80f1-9a3b50dc2155; http://www.wipo.int/research/en/details.jsp?id=1502; https://www.zoetis.co.za/_locale-assets/pdf/revolution.pdf; http://www.ncbi.nlm.nih.gov/pubmed/19032763

Selamectin (trade name Revolution, Stronghold) is a broad-spectrum endectocide. It is used in dogs and cats for treatment, control and prevention against fleas, heartworms, ear mites, ticks and other parasites. Selamectin is not approved for human use. It is a a semi-synthetic compound of the avermectin class, a macrocyclic lactone.

CNS Activity

Curator's Comment: Brain penetration of selamectin in mdr1a,b P-glycoprotein- and bcrp- deficient knockout mice.

Originator

Curator's Comment: Pfizer transferred its Selamectin IP related to the animal health field to Zoetis in 2013. # Pfizer

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Multimodal approach to treatment for control of fur mites.
2006 Jul
Interaction of macrocyclic lactones with P-glycoprotein: structure-affinity relationship.
2007 Jan
Brain penetration of ivermectin and selamectin in mdr1a,b P-glycoprotein- and bcrp- deficient knockout mice.
2009 Feb
Patents

Patents

Sample Use Guides

The recommended minimum dose for cats and dogs of six weeks of age and older is 2.7 mg selamectin per pound (6 mg/kg) of body weight as a single dose.
Route of Administration: Topical
In Vitro Use Guide
Curator's Comment: Interaction of selamectin with P-glycoprotein was studied on on membrane vesicles prepared from fibroblasts overexpressing P-glycoprotein.
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:57:54 GMT 2023
Edited
by admin
on Fri Dec 15 15:57:54 GMT 2023
Record UNII
A2669OWX9N
Record Status Validated (UNII)
Record Version
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Name Type Language
SELAMECTIN
GREEN BOOK   INN   MART.   MI   USAN  
USAN   INN  
Official Name English
SELAMECTIN [EMA EPAR VETERINARY]
Common Name English
SELAMECTIN COMPONENT OF STRONGHOLD PLUS
Brand Name English
AVERMECTIN A1A, 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)-, (5Z)-
Common Name English
SELAMECTIN [MART.]
Common Name English
REVOLUTION
Brand Name English
UK-124114
Code English
SELAMECTIN [MI]
Common Name English
SELAMECTIN [USP-RS]
Common Name English
SELAMECTIN [GREEN BOOK]
Common Name English
SELAMECTIN COMPONENT OF STRONGHOLD
Common Name English
AVERMECTIN A1A, 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)-
Common Name English
selamectin [INN]
Common Name English
SELAMECTIN [USAN]
Common Name English
STRONGHOLD PLUS COMPONENT SELAMECTIN
Brand Name English
UK-124,114
Code English
SELAMECTIN [USP MONOGRAPH]
Common Name English
STRONGHOLD COMPONENT SELAMECTIN
Brand Name English
Classification Tree Code System Code
EMA VETERINARY ASSESSMENT REPORTS STRONGHOLD [AUTHORIZED ]
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
EMA VETERINARY ASSESSMENT REPORTS STRONGHOLD PLUS [AUTHORIZED ]
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
WHO-VATC QP54AA05
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
EMA VETERINARY ASSESSMENT REPORTS STRONGHOLD [AUTHORIZED ]
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
CFR 21 CFR 524.2098
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
Code System Code Type Description
RXCUI
1044269
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY RxNorm
FDA UNII
A2669OWX9N
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
MERCK INDEX
m9831
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB11459
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
PUBCHEM
9578507
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
RS_ITEM_NUM
1611729
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
CAS
165108-07-6
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
NCI_THESAURUS
C75233
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
MESH
C414354
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
WIKIPEDIA
Selamectin
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
USAN
JJ-88
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
ChEMBL
CHEMBL1908325
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
SMS_ID
300000023777
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
ALANWOOD
selamectin
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
DAILYMED
A2669OWX9N
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
CAS
220119-17-5
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
INN
7888
Created by admin on Fri Dec 15 15:57:54 GMT 2023 , Edited by admin on Fri Dec 15 15:57:54 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY