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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H10ClF4NO2
Molecular Weight 359.703
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLINDOKALNER

SMILES

COC1=CC=C(Cl)C=C1[C@]2(F)C(=O)NC3=CC(=CC=C23)C(F)(F)F

InChI

InChIKey=ULYONBAOIMCNEH-HNNXBMFYSA-N
InChI=1S/C16H10ClF4NO2/c1-24-13-5-3-9(17)7-11(13)15(18)10-4-2-8(16(19,20)21)6-12(10)22-14(15)23/h2-7H,1H3,(H,22,23)/t15-/m0/s1

HIDE SMILES / InChI

Molecular Formula C16H10ClF4NO2
Molecular Weight 359.703
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Flindokalner (BMS 204352; MaxiPost™) is a neuroprotective agent with potential in the treatment of stroke developed by Bristol-Myers Squibb. Flindokalner is a potent and effective opener of two important subtypes of neuronal potassium channels, the calcium-activated, big-conductance potassium channels (K(Ca) channels) and voltage-dependent, non-inactivating potassium channels known as KCNQ channels. Flindokalner significantly reduced cortical infarct volume in a animal models of stroke. Flindokalner failed to show superior efficacy in acute stroke patients compared to placebo in a Phase III study.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
352.0 nM [EC50]
2.4 µM [EC50]
2.4 µM [EC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
121 ng/mL
10 mg single, intravenous
FLINDOKALNER plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
184 ng × h/mL
10 mg single, intravenous
FLINDOKALNER plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
37 h
10 mg single, intravenous
FLINDOKALNER plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
0.38%
FLINDOKALNER plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
In healthy humans, single and multiple i.v. doses of BMS-204352 (0.001 to 0.2 mg/kg) were safe, well-tolerated and without psychomotor function effects. Multiple doses of BMS-204352 (0.1-2 mg/kg i.v.) administered within 48 h after stroke onset were well tolerated in patients in Phase II studies, designed to evaluate safety, tolerability and pharmacokinetics.
Route of Administration: Intravenous
In Vitro Use Guide
∼1-100 μM Flindokalner (BMS 204352) dose-dependently increased CK2 activity in SK-N-SH cells in the presence of TNF-α
Substance Class Chemical
Record UNII
J57O328W4W
Record Status Validated (UNII)
Record Version