| Identification | Back Directory | [Name]
(+/-)-BAY K 8644 | [CAS]
71145-03-4 | [Synonyms]
SQ-28873
(RS)-BAY K 8644
(+/-)-BAY K 8644
BAY K-8644 (+/-)
(±)-Bay K 8644,98%
(+/-)-BAY K8644 CALCIUM SLOW CHANNEL
1,4-Dihydro-2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-3-pyridinecarboxylicacidmethylester
1,4-DIHYDRO-2,6-DIMETHYL-5-NITRO-4-(2-[TRIFLUOROMETHYL]PHENYL)PYRIDINE-3-CARBOXYLIC ACID METHYL ESTER
1,4-DIHYDRO-2,6-DIMETHYL-5-NITRO-4-[2'-(TRIFLUOROMETHYL)PHENYL]-3-PYRIDINECARBOXYLIC ACID METHYL ESTER
1,4-DIHYDRO-2,6-DIMETHYL-5-NITRO-4-[2-(TRIFLUOROMETHYL)PHENYL]-3-PYRIDINECARBOXYLIC ACID, METHYL ESTER
3-Pyridinecarboxylic acid, 1,4-dihydro-2,6-diMethyl-5-nitro-4-[2-(trifluoroMethyl)phenyl]-, Methyl ester | [Molecular Formula]
C16H15F3N2O4 | [MDL Number]
MFCD00036697 | [MOL File]
71145-03-4.mol | [Molecular Weight]
356.3 |
| Chemical Properties | Back Directory | [Appearance]
yellow powder | [Melting point ]
166 °C | [Boiling point ]
429.2±45.0 °C(Predicted) | [density ]
1.3548 (estimate) | [RTECS ]
US5655000 | [storage temp. ]
2-8°C
| [solubility ]
DMSO: 184 mg/mL
| [form ]
Yellow solid. | [pka]
-3.43±0.70(Predicted) | [color ]
Yellow | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Soluble in DMSO at 20mg/ml. Also soluble in methanol or ethanol at 60mg/ml. Insoluble in water |
| Hazard Information | Back Directory | [Chemical Properties]
yellow powder | [Biological Activity]
L-type Ca 2+ -channel activator (EC 50 = 17.3 nM). Has positive inotropic, vasoconstrictive and behavioral effects in vivo . Separate enantiomers also available ((4R)-1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-trifluoromet hyl)phenyl]-3-pyridinecarboxylic acid methyl ester and (4S)-1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-trifluoromet hyl)phenyl]-3-pyridinecarboxylic acid methyl ester). | [Description]
BAY K8644 (71145-03-4) is an L-type Ca2+-channel activator with positive inotropic and vasoconstrictive effects.1-4 | [Uses]
An active L-type, voltage-gated calcium channel agonist | [Definition]
ChEBI: Methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate is a pentasubstituted dihydropyridine carrying methoxycarbonyl, 2-(trifluoromethyl)phenyl and nitro substituents at positions 3, 4 and 5 respectively as well as two methyl substituents at positions 2 and 6. It is a dihydropyridine, a methyl ester, a C-nitro compound and a member of (trifluoromethyl)benzenes. | [Biochem/physiol Actions]
(±)-Bay K8644 is a 1,4-dihydropyridine (DHP) derivative and an agonist for L-type Ca2+ channels. However, it′s enantiomers (-)-BAY k8644 and (+)-BAY k8644 have opposing functionality with respect to Ca2+ channels as high-potency agonist and low-potency antagonist, respectively. (±)-Bay K8644 increases influx of Ca2+ specifically at voltage-gated calcium channels. It constricts blood vessels and heart contraction. | [in vitro]
it was demonstrated that bay k 8644 prolonged the mean ca2+ channel opening time in heart myocytes and neurones of spinal ganglia. an experiment using rat heart ventricles demonstrated that bay k 8644, at the final concentration of approximately 1 pm, had strong positive inotropic effect when added to the perfusion fluid. moreover, the addition of bay k 8644 to the chronic ethanol treatment significantly reduced the electrophysiological signs of withdrawal in the isolated hippocampal slices. [2, 3] | [in vivo]
study in mice demonstrated that bay k 8644 significantly ameliorated the ethanol withdrawal syndrome. when experimental animals were administered with an acute injection of bay k 8644, the convulsive behavior of mice could be monitored to increase for 2 hours. in addition, bay k 8644 was also reported to ameliorate hypotension in endotoxin-shocked rats. it could lead to a 37% decrease in heart rate of endotoxin-treated rats and 39% decrease in control rats in a dose-dependent manner. [3,4] | [storage]
+4°C | [References]
1) Schramm?et al. (1983)?Novel Dihydropyridines with positive inotropic action through activation of Ca2+ channels; Nature,?303?535
2) Yamamoto?et al. (1984)?Bay K8644 Differentiates between potential and receptor operated Ca2+ channels; Eur. J. Pharmacol.?102?555
3) Thomas?et al. (1985)?A dihydropyridine (Bay K 8644) that enhances calcium currents in guinea pig and calf myocardial cells. A new type of positive inotropic agent; Circ. Res.,?56?87
4) Shi?et al. (2009)?Induction of pluripotent stem cells from mouse embryonic fibroblasts by Oct4 and Klf4 with small molecule compounds; Cell Stem Cell,?3?568 |
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