Ohmefentanyl

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

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	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

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Title	Date	PubMed
[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	6679974

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Patents

Substance Class	Chemical
Record UNII	Y8263089ZX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Ohmefentanyl

Common Name

English

F-7302

Preferred 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

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Classification Tree

Code System

Code

Sec. 1308.11 Schedule I.

DEA NO.

9831

WIKIPEDIA

WIKIPEDIA

List_of_fentanyl_analogues

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Code System

Code

Type

Description

DRUG BANK

DB01570

PRIMARY

WIKIPEDIA

OHMEFENTANYL

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

PRIMARY

EPA CompTox

DTXSID50868495

PRIMARY

FDA UNII

Y8263089ZX

PRIMARY

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