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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

SMILES

CCN1N=NN(CCN2CC[C@@H]([C@H](C)C2)N(C(=O)COC)C3=CC=CC=C3F)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

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

Unknown
139594
Patents

Patents

20030194420
4
20050260186
2
20070122474
47
20080280975
2
20090192222
2
20120093770
4
7175854
26
7829081
6
8158152
108
9016221
110
9125833
2
9211315
2
WO2001091753A1
2
WO2008027442A2
2
WO2012054831A2
2
WO2014085719A1
5
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:54:27 UTC 2023
Edited
by admin
on Sat Dec 16 17:54:27 UTC 2023
Record UNII
6GDT77PQBW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BRIFENTANIL
INN   WHO-DD  
INN  
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
A-3331-
Code English
BRIFENTANYL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1506
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
NCI_THESAURUS C241
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
WIKIPEDIA List_of_fentanyl_analogues
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
Code System Code Type Description
WIKIPEDIA
BRIFENTANIL
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
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 Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
DRUG BANK
DB09172
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
EPA CompTox
DTXSID20143867
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
PUBCHEM
60672
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
FDA UNII
6GDT77PQBW
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
SMS_ID
100000088644
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
ChEMBL
CHEMBL2220476
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
NCI_THESAURUS
C79775
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
WEB RESOURCE
BRIFENTANYL
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
EVMPD
SUB05888MIG
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
CAS
101345-71-5
Created by admin on Sat Dec 16 17:54:27 UTC 2023 , Edited by admin on Sat Dec 16 17:54:27 UTC 2023
PRIMARY
Related Record Type Details
Structure of BRIFENTANIL HYDROCHLORIDE
SALT/SOLVATE -> PARENT
MU-TYPE OPIOID RECEPTOR
TARGET -> AGONIST
Related Record Type Details
Structure of BRIFENTANIL
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