(+/-)-BAY K 8644

ChemicalBook > CAS DataBase List > (+/-)-BAY K 8644

Product Name: (+/-)-BAY K 8644
CAS No.: 71145-03-4
Chemical Name: (+/-)-BAY K 8644
Synonyms: SQ-28873;(RS)-BAY K 8644;BAY K-8644 (+/-);(+/-)-BAY K 8644;(+/-)-BAY K 8644;(±)-Bay K 8644,98%;BAYK 8644 (racemate);BAYK 8644; BAYK8644; BAYK-8644;(+/-)-BAY K8644 CALCIUM SLOW CHANNEL;(+/-)-Bay K8644 calcium channel agonist
CBNumber: CB9471784
Molecular Formula: C16H15F3N2O4
Formula Weight: 356.3
MOL File: 71145-03-4.mol

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(+/-)-BAY K 8644 Property

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
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.

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Safety

Hazard Codes: Xi
Risk Statements: 36/38
Safety Statements: 26-36
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B112
Product name: (±)-Bay K8644
Purity: calcium channel agonist
Packaging: 5mg
Price: $349
Updated: 2024/03/01

Sigma-Aldrich

Product number: B112
Product name: (±)-Bay K8644
Purity: calcium channel agonist
Packaging: 25mg
Price: $1390
Updated: 2024/03/01

Alfa Aesar

Product number: J61480
Product name: (±)-Bay K 8644
Packaging: 5mg
Price: $178.65
Updated: 2024/03/01

Cayman Chemical

Product number: 21479
Product name: (±)-Bay K 8644
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 21479
Product name: (±)-Bay K 8644
Purity: ≥98%
Packaging: 5mg
Price: $72
Updated: 2024/03/01

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(+/-)-BAY K 8644 Chemical Properties,Usage,Production

Description

BAY K8644 (71145-03-4) is an L-type Ca2+-channel activator with positive inotropic and vasoconstrictive effects.

Chemical Properties

yellow powder

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.

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).

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

(+/-)-BAY K 8644 Preparation Products And Raw materials

Raw materials

Preparation Products

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(+/-)-BAY K 8644 Suppliers

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71145-03-4, (+/-)-BAY K 8644Related Search:

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

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

methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate

(+/-)-BAY K8644 CALCIUM SLOW CHANNEL

1,4-Dihydro-2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-3-pyridinecarboxylicacidmethylester

(RS)-BAY K 8644

SQ-28873

(±)-Bay K 8644,98%

(4R)-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylic acid methyl ester

BAYK 8644; BAYK8644; BAYK-8644

(+/-)-Bay K8644 calcium channel agonist

BAYK 8644 (racemate)

Methyl 2,6-dimethyl-3-nitro-4-[2-(trifluoromethyl)phenyl]-1,...

Methyl 2,6-dimethyl-3-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-5-carboxylate

(+/-)-BAY K 8644

Bay K8644,influx,L-type,inhibit,sarcolemmal,Ca2+ channels,(±)-Bay K 8644,Bay K-8644,Bay K 8644,Inhibitor,Ca channels,Ca2+,Calcium Channel

Methyl (R)-2,6-dimethyl-5-nitro-4-(2-(trifluoromethyl)phenyl)-1,4-dihydropyridine-3-carboxylate

71145-03-4

Substrate Analogs

Enzymes, Inhibitors, and Substrates

Enzyme Inhibitors by Type

Enzyme Inhibitors

BioChemical

Biochemicals and Reagents

Calcium channel