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Details

Stereochemistry RACEMIC
Molecular Formula C17H21F3O3
Molecular Weight 330.342
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BHFF

SMILES

CC(C)(C)C1=CC2=C(OC(=O)C2(O)C(F)(F)F)C(=C1)C(C)(C)C

InChI

InChIKey=RVNOANDLZIIFHB-UHFFFAOYSA-N
InChI=1S/C17H21F3O3/c1-14(2,3)9-7-10(15(4,5)6)12-11(8-9)16(22,13(21)23-12)17(18,19)20/h7-8,22H,1-6H3

HIDE SMILES / InChI

Molecular Formula C17H21F3O3
Molecular Weight 330.342
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

RAC BHFF is the potent and selective GABAB receptor positive allosteric modulator that increases the potency and efficacy of GABA. Exhibits anxiolytic and anticonvulsant activity in vivo and is orally active. RAC BHFF reduces alcohol’s reinforcing properties in alcohol-preferring rats and adds further support to the hypothesis that the positive allosteric modulators of the GABAB receptor may constitute a novel class of agents with therapeutic potential for alcohol dependence.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
234.0 nM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Infusion volume: 2 ml/kg at the doses of 50, 100, and 200 mg/kg
Route of Administration: Other
In Vitro Use Guide
rac-BHFF does not inhibit major cytochrome P450 isoenzymes (human liver microsomes IC50 values: 3A4 and 2D6: >50 uM; 2C9: 15.5 uM).
Substance Class Chemical
Record UNII
K3W3822BMV
Record Status Validated (UNII)
Record Version