BRIFENTANIL

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	RACEMIC
Molecular Formula	C20H29FN6O3
Molecular Weight	420.4811
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of BRIFENTANIL

Structure Search

SMILES

CCN1N=NN(CCN2CC[C@@H]([C@H](C)C2)N(C(=O)COC)C3=C(F)C=CC=C3)C1=O

InChI

InChIKey=KKMGCTVJCQYQPV-WBVHZDCISA-N

InChI=1S/C20H29FN6O3/c1-4-25-20(29)26(23-22-25)12-11-24-10-9-17(15(2)13-24)27(19(28)14-30-3)18-8-6-5-7-16(18)21/h5-8,15,17H,4,9-14H2,1-3H3/t15-,17+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C20H29FN6O3
Molecular Weight	420.4811
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1874883 | https://www.ncbi.nlm.nih.gov/pubmed/1798508 | https://www.ncbi.nlm.nih.gov/pubmed/2170652 | https://www.drugbank.ca/drugs/DB09172

Brifentanii, a potent narcotic analgesic structurally similar to alfentanil, that was studied in clinical trials in the early 1990s. The effects of brifentanil are very similar to those of alfentanil, with strong but short lasting analgesia and sedation, and particularly notable itching and respiratory depression. Side effects of Brifentanii are similar to those of fentanyl itself, which include itching, nausea and potentially serious respiratory depression, which can be life-threatening.

Originator

Approval Year

Patents

Patents

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:45:27 GMT 2025` Edited by `admin` on `Wed Apr 02 09:45:27 GMT 2025`
Record UNII	6GDT77PQBW
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

A-3331-

Preferred Name

English

BRIFENTANIL

Official Name

English

(±)-CIS-N-(1-(2-(4-ETHYL-5-OXO-2-TETRAZOLIN-1-YL)ETHYL)-3-METHYL-4-PIPERIDYL)-2'-FLUORO-2-METHOXYACETANILIDE

Systematic Name

English

ACETAMIDE, N-(1-(2-(4-ETHYL-4,5-DIHYDRO-5-OXO-1H-TETRAZOL-1-YL)ETHYL)-3-METHYL-4-PIPERIDINYL)-N-(2-FLUOROPHENYL)-2-METHOXY-, CIS-(±)-

Common Name

English

Brifentanil [WHO-DD]

Common Name

English

brifentanil [INN]

Common Name

English

BRIFENTANYL

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1506

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

NCI_THESAURUS

C241

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

WIKIPEDIA

List_of_fentanyl_analogues

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

Code System Code Type Description

WIKIPEDIA

BRIFENTANIL

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

Brifentanil (A-3331) is an opioid analgesic that is an analogue of fentanyl and was developed in the early 1990s. Brifentanil is most similar to highly potent, short-acting fentanyl analogues such as alfentanil. The effects of brifentanil are very similar to those of alfentanil, with strong but short lasting analgesia and sedation, and particularly notable itching and respiratory depression.

INN

6500

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

DRUG BANK

DB09172

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

EPA CompTox

DTXSID20143867

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

PUBCHEM

60672

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

FDA UNII

6GDT77PQBW

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

SMS_ID

100000088644

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

ChEMBL

CHEMBL2220476

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

NCI_THESAURUS

C79775

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

WEB RESOURCE

BRIFENTANYL

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

EVMPD

SUB05888MIG

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

CAS

101345-71-5

Created by admin on Wed Apr 02 09:45:27 GMT 2025 , Edited by admin on Wed Apr 02 09:45:27 GMT 2025

PRIMARY

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					CT60LNZ8I8

BRIFENTANIL HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					1PE72K8X46

MU-TYPE OPIOID RECEPTOR

TARGET -> AGONIST

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					6GDT77PQBW

ACTIVE MOIETY