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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H25NO4
Molecular Weight 355.4275
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NALMEXONE

SMILES

[H][C@@]12OC3=C4C(C[C@H]5N(CC=C(C)C)CC[C@@]14[C@@]5(O)CCC2=O)=CC=C3O

InChI

InChIKey=OHKCLOQPSLQCQR-MBPVOVBZSA-N
InChI=1S/C21H25NO4/c1-12(2)6-9-22-10-8-20-17-13-3-4-14(23)18(17)26-19(20)15(24)5-7-21(20,25)16(22)11-13/h3-4,6,16,19,23,25H,5,7-11H2,1-2H3/t16-,19+,20+,21-/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H25NO4
Molecular Weight 355.4275
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Nalmexone is an opioid partial agonist or mixed agonist-antagonist with both analgesic and narcotic antagonist properties. In preclinical models parenteral nalmexone was a moderately active antagonist and therefore might have low abuse potential. At the same time, early work in man indicated analgesic activity in doses above 20 mg.

Approval Year

PubMed

PubMed

TitleDatePubMed
Analgesic and other effects of nalmexone in man.
1972 Jul-Aug
Discriminative effects of cyclazocine in the squirrel monkey.
1978 May

Sample Use Guides

Doses of 5 mg and 10 mg of morphine were compared with 15 mg and 30 mg of nalmexone in the first study and with 40 mg and 60 mg of nalmexone in the second one. Each patient was given a "round" of 4 medications, a low and high dose of morphine with a low and high dose of nalmexone, to establish and compare doseeffect curves of the 2 drugs. The medications were prepared in identical ampules and administered intramuscularly under random, double-blind conditions.
Route of Administration: Intramuscular
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:48:59 GMT 2023
Edited
by admin
on Fri Dec 15 15:48:59 GMT 2023
Record UNII
AIB278UKIG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NALMEXONE
INN  
INN  
Official Name English
MORPHINAN-6-ONE, 4,5-EPOXY-3,14-DIHYDROXY-17-(3-METHYL-2-BUTENYL)-(5.ALPHA.)-
Systematic Name English
nalmexone [INN]
Common Name English
4,5.ALPHA.-EPOXY-3,14-DIHYDROXY-17-(3-METHYL-2-BUTENYL)MORPHINAN-6-ONE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C681
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
Code System Code Type Description
FDA UNII
AIB278UKIG
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
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WIKIPEDIA
Nalmexone
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
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NCI_THESAURUS
C83978
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
PRIMARY
EVMPD
SUB09140MIG
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
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INN
2443
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
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SMS_ID
100000084461
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
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MESH
C005300
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
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ChEMBL
CHEMBL2111160
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
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CAS
16676-26-9
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
PRIMARY
PUBCHEM
5360516
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID80168172
Created by admin on Fri Dec 15 15:48:59 GMT 2023 , Edited by admin on Fri Dec 15 15:48:59 GMT 2023
PRIMARY
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