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

Details

Stereochemistry ABSOLUTE
Molecular Formula C25H33NO4
Molecular Weight 411.5338
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETORPHINE

SMILES

[H][C@@]12OC3=C(O)C=CC4=C3[C@@]15CCN(C)[C@]([H])(C4)[C@@]56C[C@]([H])([C@](C)(O)CCC)[C@]2(OC)C=C6

InChI

InChIKey=CAHCBJPUTCKATP-FAWZKKEFSA-N
InChI=1S/C25H33NO4/c1-5-8-22(2,28)17-14-23-9-10-25(17,29-4)21-24(23)11-12-26(3)18(23)13-15-6-7-16(27)20(30-21)19(15)24/h6-7,9-10,17-18,21,27-28H,5,8,11-14H2,1-4H3/t17-,18-,21-,22-,23-,24+,25-/m1/s1

HIDE SMILES / InChI
Etorphine was the first potent opiate agonist employed primarily for use in non-domestic and wild species. Etorphine was 500 times as potent as morphine, with a very rapid onset and short duration of action. In morphine-dependent subjects, etorphine suppressed abstinence but for a shorter period than morphine. Etorphine is a full opiate agonist and binds to multiple opiate sites in the central nervous system. It is believed to produce its clinical effects through binding the µ-, δ-, and κ- opiate sites. It has a potent effect on depressing the respiratory centers of the CNS thus resulting in apnea being commonly seen in immobilized animals. Etorphine revolutionized the ability of biologists and veterinarians to safely capture and restrain many species that previously could not be handled. Etorphine is not currently commercially available due to lack of production by the manufacturer.

Approval Year

PubMed

PubMed

TitleDatePubMed
Actions of etorphine hydrochloride, (M99): a potent morphine-like agent.
1967 May
Effect of benzodiazepines on the central action of narcotic analgesics.
1982
Negative feedback regulation of the content of proenkephalin mRNA in chromaffin cell cultures.
1988 Apr

Sample Use Guides

African Buffalo (700 kg bw) - 7.5-15 ug/kg African elephant (5000 kg bw) - 1-1,25 ug/kg Black Rhino (1000 kg bw) - 2-4 ug/kg
Route of Administration: Intramuscular
Name Type Language
ETORPHINE
HSDB   INN   MI  
INN  
Official Name English
etorphine [INN]
Common Name English
6,7,8,14-TETRAHYDRO-7.ALPHA.-(1-HYDROXY-1-METHYLBUTYL)-6,14-ENDO-ETHENOORIPAVINE
Common Name English
M-99 FREE BASE
Code English
ETORPHINE [MI]
Common Name English
7.ALPHA.-(1(R)-HYDROXY-1-METHYLBUTYL)-6,14-ENDO-ETHENOTETRAHYDROORIPAVINE
Common Name English
19-PROPYLORVINOL
Common Name English
IDS-NE-007
Code English
IDS-NE-007(SECT.3)
Code English
M. 99 FREE BASE
Code English
TETRAHYDRO-7.ALPHA.-(2-HYDROXY-2-PENTYL)-6,14-ENDO-ETHENOORIPAVINE
Common Name English
ETORPHINE [HSDB]
Common Name English
7,8-DIHYDRO-7.ALPHA.-(1(R)-HYDROXY-1-METHYLBUTYL)-O SUP(6)-METHYL-6,14-ENDO-ETHENOMORPHINE
Common Name English
PROPYLORVINOL
Common Name English
TETRAHYDRO-7.ALPHA.-(1-HYDROXY-1-METHYLBUTYL)-6,14-ENDO-ETHENOORIPAVINE
Common Name English
(5.ALPHA.,7.ALPHA.(R))-4,5-EPOXY-3-HYDROXY-6-METHOXY-.ALPHA.,17-DIMETHYL-.ALPHA.-PROPYL-6,14-ETHENOMORPHINAN-7-METHANOL
Common Name English
Classification Tree Code System Code
WHO-VATC QN02AE90
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
NCI_THESAURUS C67413
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
DEA NO. 9056
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
Code System Code Type Description
MESH
D005048
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
PUBCHEM
644209
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
CAS
14521-96-1
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
CHEBI
4912
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
HSDB
7601
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
EVMPD
SUB07339MIG
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
SMS_ID
100000082092
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
EPA CompTox
DTXSID40878669
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
ECHA (EC/EINECS)
238-535-9
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
MERCK INDEX
m5201
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY Merck Index
FDA UNII
42M2Y6NU9O
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
WIKIPEDIA
ETORPHINE
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
NCI_THESAURUS
C80578
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
ChEMBL
CHEMBL1908334
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
DRUG BANK
DB01497
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY
INN
2288
Created by admin on Fri Dec 15 17:18:47 GMT 2023 , Edited by admin on Fri Dec 15 17:18:47 GMT 2023
PRIMARY