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

Details

Stereochemistry RACEMIC
Molecular Formula C17H25NO2
Molecular Weight 275.3859
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALPHAMEPRODINE

SMILES

CC[C@H]1CN(C)CC[C@]1(OC(=O)CC)C2=CC=CC=C2

InChI

InChIKey=ODEGQXRCQDVXSJ-WMLDXEAASA-N
InChI=1S/C17H25NO2/c1-4-14-13-18(3)12-11-17(14,20-16(19)5-2)15-9-7-6-8-10-15/h6-10,14H,4-5,11-13H2,1-3H3/t14-,17+/m0/s1

HIDE SMILES / InChI
Alphameprodine (ACSCN 9604) is an opioid analgesic classified by the United States Drug Enforcement Administration under Schedule I of illegal substances. The stereoisomer betameprodine is similarly classified, however alphameprodine is more widely used (both are referred to as Meprodine). Alphameprodine is a structural analogue of meperidine. It exerts physiological effects characteristic of opioids, such as analgesia, euphoria and sedation, as well as itching, nausea, and respiratory depression.

Approval Year

PubMed

PubMed

TitleDatePubMed
Standardised thin-layer chromatographic systems for the identification of drugs and poisons.
1982 Oct
Name Type Language
ALPHAMEPRODINE
INN  
INN  
Official Name English
ACSCN-9608
Code English
MEPRODINE
Common Name English
.ALPHA.-3-ETHYL-1-METHYL-4-PHENYL-4-PROPIONOXYPIPERIDINE
Systematic Name English
4-PIPERIDINOL, 3-ETHYL-1-METHYL-4-PHENYL-, 4-PROPANOATE, (3R,4S)-REL-
Common Name English
CIS-3-ETHYL-1-METHYL-4-PHENYL-4-PROPIONYLOXYPIPERIDINE
Common Name English
IDS-NA-009
Code English
alphameprodine [INN]
Common Name English
Classification Tree Code System Code
DEA NO. 9604
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
NCI_THESAURUS C67413
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
Code System Code Type Description
INN
1042
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
FDA UNII
1177I648L1
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
CAS
468-51-9
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
WIKIPEDIA
Meprodine
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
NCI_THESAURUS
C76084
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
PUBCHEM
61119
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
ECHA (EC/EINECS)
207-409-5
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
EPA CompTox
DTXSID30196940
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
DRUG BANK
DB01499
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
EVMPD
SUB05364MIG
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY
ChEMBL
CHEMBL2104027
Created by admin on Fri Dec 16 20:32:12 UTC 2022 , Edited by admin on Fri Dec 16 20:32:12 UTC 2022
PRIMARY