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

(+/-)-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
Molecular Weight:
356.3
MDL Number:
MFCD00036697
MOL File:
71145-03-4.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

(+/-)-BAY K 8644 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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Hazard Codes  Xi
Risk Statements  36/38
Safety Statements  26-36
WGK Germany  3
NFPA 704
0
2 0

(+/-)-BAY K 8644 price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B112 (±)-Bay K8644 calcium channel agonist 71145-03-4 5mg $349 2024-03-01 Buy
Sigma-Aldrich B112 (±)-Bay K8644 calcium channel agonist 71145-03-4 25mg $1390 2024-03-01 Buy
Alfa Aesar J61480 (±)-Bay K 8644 71145-03-4 5mg $178.65 2024-03-01 Buy
Cayman Chemical 21479 (±)-Bay K 8644 ≥98% 71145-03-4 1mg $32 2024-03-01 Buy
Cayman Chemical 21479 (±)-Bay K 8644 ≥98% 71145-03-4 5mg $72 2024-03-01 Buy
Product number Packaging Price Buy
B112 5mg $349 Buy
B112 25mg $1390 Buy
J61480 5mg $178.65 Buy
21479 1mg $32 Buy
21479 5mg $72 Buy

(+/-)-BAY K 8644 Chemical Properties,Uses,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

(+/-)-BAY K 8644 Suppliers

Global( 74)Suppliers
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ATK CHEMICAL COMPANY LIMITED
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Aladdin Scientific
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Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58

(+/-)-BAY K 8644 Spectrum

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 (RS)-BAY K 8644 SQ-28873 (±)-Bay K 8644,98% methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate (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