(+/-)-BAY K 8644

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Company Name: ATK CHEMICAL COMPANY LIMITED
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Products Intro: CAS:71145-03-4
Purity:98% Package:10MG;50MG;100MG,1G,5G,10G
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Products Intro: Product Name:(±)-Bay K 8644
CAS:71145-03-4
Purity:98% Package:25mg Remarks:BOC Sciences also provides custom synthesis services for (±)-Bay K 8644.
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Products Intro: Product Name:(+/-)-BAY K 8644
CAS:71145-03-4
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Company Name: Alfa Chemistry
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Products Intro: Product Name:(+/-)-Bay k 8644
CAS:71145-03-4
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Company Name: InvivoChem
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Products Intro: Product Name:BAYK 8644 (racemate)
CAS:71145-03-4
Purity:98% Package:5mg Remarks:V4181
(+/-)-BAY K 8644 Basic information
Product Name:(+/-)-BAY K 8644
Synonyms: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;1,4-DIHYDRO-2,6-DIMETHYL-5-NITRO-4-(2-[TRIFLUOROMETHYL]PHENYL)PYRIDINE-3-CARBOXYLIC ACID METHYL ESTER;(+/-)-BAY K 8644;BAY K-8644 (+/-);3-Pyridinecarboxylic acid, 1,4-dihydro-2,6-diMethyl-5-nitro-4-[2-(trifluoroMethyl)phenyl]-, Methyl ester;(+/-)-BAY K8644 CALCIUM SLOW CHANNEL;1,4-Dihydro-2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-3-pyridinecarboxylicacidmethylester
CAS:71145-03-4
MF:C16H15F3N2O4
MW:356.3
EINECS:
Product Categories:Calcium channel
Mol File:71145-03-4.mol
(+/-)-BAY K 8644 Structure
(+/-)-BAY K 8644 Chemical Properties
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
pka-3.43±0.70(Predicted)
form Yellow solid.
color Yellow
Water Solubility Soluble in DMSO at 20mg/ml. Also soluble in methanol or ethanol at 60mg/ml. Insoluble in water
Stability:Stable. Incompatible with strong oxidizing agents.
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 26-36
WGK Germany 3
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
(+/-)-BAY K 8644 Usage And Synthesis
DescriptionBAY K8644 (71145-03-4) is an L-type Ca2+-channel activator with positive inotropic and vasoconstrictive effects.
Chemical Propertiesyellow powder
UsesAn active L-type, voltage-gated calcium channel agonist
DefinitionChEBI: 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.
Biological ActivityL-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).
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 vitroit 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 vivostudy 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
References1) 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
(+/-)-BAY K 8644 Preparation Products And Raw materials
Tag:(+/-)-BAY K 8644(71145-03-4) Related Product Information
Methyl 3-aminocrotonate Methyl 2-benzylacrylate 3-PHENYL-1-BUTANOL 1-NITROBUTANE 2-methyl-1-nitropropane 2-Benzylacrylic acid 1-(PHENYL) 2-NITROETHANE METHYL 3-METHYLAMINOCROTONATE 3-PHENYLBUTYRIC ACID 3-[o-(alpha,alpha,alpha-trifluorotolyl)]propionic acid S(-)-BAY K 8644,S(-)-BAY K 8644 CA2+ CHANNEL ACTIVATO BETA-(NITROMETHYL)-BENZENEPROPANOIC ACID 3-(2-TRIFLUOROMETHYL-PHENYL)-PROPIONALDEHYDE o-(trifluoromethyl)phenethylamine 1-NITRO-2-METHYL-BUTANE 3-AMINO-2-METHYLACRYLALDEHYDE R(+)-BAY K 8644,R(+)-BAY K 8644 CA2(+) CHANNEL BLOCKE,(+/-)-BAY K 8644, 0 TO 5 °C,R(+)-BAY K 8644 98% 0 C 4-AMINO-3-PHENYL-1-BUTANOL