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

Details

Stereochemistry RACEMIC
Molecular Formula C22H28N2O
Molecular Weight 336.4705
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETYL-.ALPHA.-METHYLFENTANYL

SMILES

CC(CC1=CC=CC=C1)N2CCC(CC2)N(C(C)=O)C3=CC=CC=C3

InChI

InChIKey=OKTLVZBUKMRPLL-UHFFFAOYSA-N
InChI=1S/C22H28N2O/c1-18(17-20-9-5-3-6-10-20)23-15-13-22(14-16-23)24(19(2)25)21-11-7-4-8-12-21/h3-12,18,22H,13-17H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C22H28N2O
Molecular Weight 336.4705
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 09:55:47 GMT 2023
Edited
by admin
on Sat Dec 16 09:55:47 GMT 2023
Record UNII
0O1GKW2BQO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACETYL-.ALPHA.-METHYLFENTANYL
Common Name English
CID 62307
Code English
N-(1-(.ALPHA.-METHYLPHENETHYL)-4-PIPERIDYL)ACETANILIDE
Systematic Name English
DEA NO. 9815
Code English
ACETAMIDE, N-(1-(1-METHYL-2-PHENYLETHYL)-4-PIPERIDINYL)-N-PHENYL-
Systematic Name English
.ALPHA.-METHYL ACETYL FENTANYL
Common Name English
ACSCN-9815
Common Name English
.ALPHA.-METHYLACETYLFENTANYL
Common Name English
IDS-NA-015
Code English
N-(1-(1-METHYL-2-PHENYL-ETHYL)-4-PIPERIDYL)-N-PHENYL-ACETAMIDE
Systematic Name English
NIH-10354
Common Name English
IDS-NA-015(SECT.3)
Code English
N-PHENYL-N-(1-(1-PHENYLPROPAN-2-YL)-4-PIPERIDYL)ACETAMIDE
Systematic Name English
.ALPHA.-METHYLACETHYLFENTANYL
Common Name English
DB01532
Code English
ACETYL-ALPHA-METHYLFENTANYL
Common Name English
Classification Tree Code System Code
DEA NO. 9815
Created by admin on Sat Dec 16 09:55:47 GMT 2023 , Edited by admin on Sat Dec 16 09:55:47 GMT 2023
WIKIPEDIA List_of_fentanyl_analogues
Created by admin on Sat Dec 16 09:55:47 GMT 2023 , Edited by admin on Sat Dec 16 09:55:47 GMT 2023
Code System Code Type Description
CAS
101860-00-8
Created by admin on Sat Dec 16 09:55:47 GMT 2023 , Edited by admin on Sat Dec 16 09:55:47 GMT 2023
PRIMARY
FDA UNII
0O1GKW2BQO
Created by admin on Sat Dec 16 09:55:47 GMT 2023 , Edited by admin on Sat Dec 16 09:55:47 GMT 2023
PRIMARY
PUBCHEM
62307
Created by admin on Sat Dec 16 09:55:47 GMT 2023 , Edited by admin on Sat Dec 16 09:55:47 GMT 2023
PRIMARY
WEB RESOURCE
ACETYL-.ALPHA.-METHYLFENTANYL
Created by admin on Sat Dec 16 09:55:47 GMT 2023 , Edited by admin on Sat Dec 16 09:55:47 GMT 2023
PRIMARY
EPA CompTox
DTXSID90869365
Created by admin on Sat Dec 16 09:55:47 GMT 2023 , Edited by admin on Sat Dec 16 09:55:47 GMT 2023
PRIMARY
WIKIPEDIA
.ALPHA.-METHYLACETYLFENTANYL
Created by admin on Sat Dec 16 09:55:47 GMT 2023 , Edited by admin on Sat Dec 16 09:55:47 GMT 2023
PRIMARY .ALPHA.-Methylacetylfentanyl was sold briefly on the black market in the early 1980s, before the introduction of the Federal Analog Act which for the first time attempted to control entire families of drugs based on their structural similarity rather than scheduling each drug individually as they appeared. .ALPHA.-Methylacetylfentanyl is made with the same synthetic route as .ALPHA.-methylfentanyl, but by substituting the relatively common acetic anhydride for the more difficult to obtain chemical propionic anhydride in the synthesis. .ALPHA.-Methylacetylfentanyl has similar effects to fentanyl. Side effects of fentanyl analogs are similar to those of fentanyl itself, which include itching, nausea and potentially serious respiratory depression, which can be life-threatening. Fentanyl analogs have killed hundreds of people throughout Europe and the former Soviet republics since the most recent resurgence in use began in Estonia in the early 2000s, and novel derivatives continue to appear.
Related Record Type Details
TARGET -> AGONIST
BINDING
Ki
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY
ED50-PO(mg/kg) = 0.106, LD50-PO(mg/kg) = 125, Potency ratio to morphine = 3.1, Potency ratio to fentanyl = 0.06