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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H25FN4O2
Molecular Weight 348.4158
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-FLUORO-AB-PINACA

SMILES

CC(C)[C@@]([H])(C(=N)O)NC(=O)c1c2ccccc2n(CCCCCF)n1

InChI

InChIKey=WCBYXIBEPFZUBG-HNNXBMFYSA-N
InChI=1S/C18H25FN4O2/c1-12(2)15(17(20)24)21-18(25)16-13-8-4-5-9-14(13)23(22-16)11-7-3-6-10-19/h4-5,8-9,12,15H,3,6-7,10-11H2,1-2H3,(H2,20,24)(H,21,25)/t15-/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H25FN4O2
Molecular Weight 348.4158
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/27773389 | http://www.google.ch/patents/WO2009106980A2 | https://www.ncbi.nlm.nih.gov/pubmed/25721194

N-((1S)-1-(Aminocarbonyl)-2-methylpropyl)-1-(5-fluoropentyl)-1H-indazole-3-carboxamide (5F-AB-PINACA) is an indazole-based synthetic cannabinoid developed by Pfizer in 2009 as an analgesic medication. In January 2015, AB-PINACA became a controlled substance in the USA and 5F-ABPINACA will be prohibited based on the analog law. 5F-AB-PINACA has been sold online as a designer drug.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
9.32 null [pEC50]
8.59 null [pEC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Enantioseparation of the carboxamide-type synthetic cannabinoids N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(5-fluoropentyl)-1H-indazole-3-carboxamide and methyl [1-(5-fluoropentyl)-1H-indazole-3-carbonyl]-valinate in illicit herbal products.
2016 Nov 18
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Mouse AtT-20 neuroblastoma cells stably transfected with human CB1 or human CB2 were used for activity evaluation. Prior to the assay, cells were loaded with 90 μL/well of the dye solution without removal of the L-15, giving an initial assay volume of 180 μL/well. Plates were then incubated at 37 °C at ambient CO2 for 45 min. Fluorescence was measured using a FlexStation 3 (Molecular Devices) microplate reader with cells excited at a wavelength of 530 nm and emission measured at 565 nm. Baseline readings were taken every 2 s for at least 2 min, at which time either drug (5F-AB-PINACA) or vehicle was added in a volume of 20 μL. The background fluorescence of cells without dye or dye without cells was negligible. Changes in fluorescence were expressed as a percentage of baseline fluorescence after subtraction of the changes produced by vehicle addition, which was less than 2% for drugs dissolved in assay buffer or DMSO.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:44:28 UTC 2021
Edited
by admin
on Fri Jun 25 21:44:28 UTC 2021
Record UNII
3L83B2298V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
5-FLUORO-AB-PINACA
Common Name English
5F-AB-PINACA
Common Name English
1H-INDAZOLE-3-CARBOXAMIDE, N-((1S)-1-(AMINOCARBONYL)-2-METHYLPROPYL)-1-(5-FLUOROPENTYL)-
Systematic Name English
N-((1S)-1-(AMINOCARBONYL)-2-METHYLPROPYL)-1-(5-FLUOROPENTYL)-1H-INDAZOLE-3-CARBOXAMIDE
Systematic Name English
Classification Tree Code System Code
DEA NO. 7025
Created by admin on Fri Jun 25 21:44:28 UTC 2021 , Edited by admin on Fri Jun 25 21:44:28 UTC 2021
Code System Code Type Description
WIKIPEDIA
5F-AB-PINACA
Created by admin on Fri Jun 25 21:44:28 UTC 2021 , Edited by admin on Fri Jun 25 21:44:28 UTC 2021
PRIMARY
FDA UNII
3L83B2298V
Created by admin on Fri Jun 25 21:44:28 UTC 2021 , Edited by admin on Fri Jun 25 21:44:28 UTC 2021
PRIMARY
CAS
1800101-60-3
Created by admin on Fri Jun 25 21:44:28 UTC 2021 , Edited by admin on Fri Jun 25 21:44:28 UTC 2021
PRIMARY
PUBCHEM
91936927
Created by admin on Fri Jun 25 21:44:28 UTC 2021 , Edited by admin on Fri Jun 25 21:44:28 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> AGONIST
EC50
TARGET -> AGONIST
EC50
RACEMATE -> ENANTIOMER
Related Record Type Details
ACTIVE MOIETY