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Details

Stereochemistry MIXED
Molecular Formula C23H30N2O2
Molecular Weight 366.4965
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Ohmefentanyl

SMILES

CCC(=O)N(C1CCN(CC(O)C2=CC=CC=C2)CC1C)C3=CC=CC=C3

InChI

InChIKey=FRPRNNRJTCONEC-UHFFFAOYSA-N
InChI=1S/C23H30N2O2/c1-3-23(27)25(20-12-8-5-9-13-20)21-14-15-24(16-18(21)2)17-22(26)19-10-6-4-7-11-19/h4-13,18,21-22,26H,3,14-17H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C23H30N2O2
Molecular Weight 366.4965
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Studies on synthesis and relationship between analgesic activity and receptor affinity for 3-methyl fentanyl derivatives.
1981 May
[Studies on potent analgesics. V. Synthesis and analgesic activity of the ester derivatives of N-(1-(2-hydroxy-2-phenylethyl)-3-methyl-4-piperidyl)-N-phenylpropan amide (7302)].
1983 Nov
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 09:39:48 GMT 2023
Edited
by admin
on Sat Dec 16 09:39:48 GMT 2023
Record UNII
Y8263089ZX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Ohmefentanyl
Common Name English
.BETA.-HYDROXY-3-METHYLFENTANYL
Common Name English
N-(1-(2-HYDROXY-2- PHENETHYL)-3-METHYL-4-PIPERIDINYL)-N-PHENYLPROPANAMIDE
Systematic Name English
F 7302
Common Name English
OMF
Common Name English
ACSCN-9831
Common Name English
BETA-HYDROXY-3-METHYLFENTANYL
Common Name English
PROPANAMIDE, N-(1-(2-HYDROXY-2-PHENYLETHYL)-3-METHYL-4-PIPERIDINYL)-N-PHENYL-
Systematic Name English
IDS-NB-010
Code English
F-7302
Code English
RTI-4614-4
Code English
IDS-NB-010(SECT.3)
Code English
N-(1-(.BETA.-HYDROXYPHENETHYL)-3-METHYL-4-PIPERIDYL)PROPIONANILIDE
Systematic Name English
Classification Tree Code System Code
DEA NO. 9831
Created by admin on Sat Dec 16 09:39:48 GMT 2023 , Edited by admin on Sat Dec 16 09:39:48 GMT 2023
WIKIPEDIA List_of_fentanyl_analogues
Created by admin on Sat Dec 16 09:39:48 GMT 2023 , Edited by admin on Sat Dec 16 09:39:48 GMT 2023
Code System Code Type Description
DRUG BANK
DB01570
Created by admin on Sat Dec 16 09:39:48 GMT 2023 , Edited by admin on Sat Dec 16 09:39:48 GMT 2023
PRIMARY
WIKIPEDIA
OHMEFENTANYL
Created by admin on Sat Dec 16 09:39:48 GMT 2023 , Edited by admin on Sat Dec 16 09:39:48 GMT 2023
PRIMARY Ohmefentanyl has three stereogenic centers and eight stereoisomers, which are named F9201-F9208. Researchers are studying the different pharmaceutical properties of these isomers. The 4"-fluoro analogue (i.e. substituted on the phenethyl ring) of the 3R,4S,.BETA.S isomer of ohmefentanyl is one of the most potent opioid agonists yet discovered, possessing an analgesic potency approximately 18,000-fold greater than morphine. Other analogues with potency higher than that of ohmefentanyl itself include the 2'-fluoro derivative (i.e. substituted on the aniline phenyl ring), and derivatives where the N-propionyl group was replaced by N-methoxyacetyl or 2-furamide groups, or a carboethoxy group is added to the 4-position of the piperidine ring. The latter is listed as being up to 30,000 times more potent than morphine.
PUBCHEM
62279
Created by admin on Sat Dec 16 09:39:48 GMT 2023 , Edited by admin on Sat Dec 16 09:39:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID50868495
Created by admin on Sat Dec 16 09:39:48 GMT 2023 , Edited by admin on Sat Dec 16 09:39:48 GMT 2023
PRIMARY
FDA UNII
Y8263089ZX
Created by admin on Sat Dec 16 09:39:48 GMT 2023 , Edited by admin on Sat Dec 16 09:39:48 GMT 2023
PRIMARY
CAS
78995-14-9
Created by admin on Sat Dec 16 09:39:48 GMT 2023 , Edited by admin on Sat Dec 16 09:39:48 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
TARGET -> AGONIST
IC50 of Fentanyl= 1.23 NM
IC50
Related Record Type Details
ACTIVE MOIETY