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B133

Sigma-Aldrich

(S)-(−)-Bay K8644

≥98% (HPLC), solid

Synonym(e):

S-(−)-1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-3-pyridinecarboxylic acid methyl ester

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About This Item

Empirische Formel (Hill-System):
C16H15F3N2O4
CAS-Nummer:
98625-26-4
Molekulargewicht:
356.30
MDL-Nummer:
MFCD00153769
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24891582
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

solid

Farbe

yellow

Löslichkeit

H2O: slightly soluble
ethanol: soluble (Organic solutions are stable for at least 20 days at RT.)

Lagertemp.

2-8°C

SMILES String

COC(=O)C1=C(C)NC(C)=C([C@H]1c2ccccc2C(F)(F)F)[N+]([O-])=O

InChI

1S/C16H15F3N2O4/c1-8-12(15(22)25-3)13(14(21(23)24)9(2)20-8)10-6-4-5-7-11(10)16(17,18)19/h4-7,13,20H,1-3H3/t13-/m0/s1

InChIKey

ZFLWDHHVRRZMEI-ZDUSSCGKSA-N

Angaben zum Gen

human ... ADORA3(140)
rat ... Adora1(29290) , Adora2a(25369)

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Allgemeine Beschreibung

(S)-(-)-Bay K8644, a dihydropyridine compound is a Ca2+ channel activator. It is an enantiomer of Bay K 8644.

Anwendung

(S)-(-)-Bay K8644 has been used as a L-type calcium channel (LTCC) agonist in the suprachiasmatic nucleus (SCN) slices. It has also been used as a LTCC agonist to induce arrhythmia in rats.

Biochem./physiol. Wirkung

(S)-(-)-Bay K8644 enhances Ca2+ current, whereas the (+)-Bay K 8644 is a weak Ca2+ channel antagonist. Bay K 8644 is lipophilic and it effectively scavenges superoxide anions.

Leistungsmerkmale und Vorteile

This compound is featured on the Calcium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Rechtliche Hinweise

Manufactured and sold with the permission of Bayer AG.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H315,H319

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Joshua P Whitt et al.
The Journal of general physiology, 150(2), 259-275 (2017-12-15)
Large conductance K+ (BK) channels are expressed widely in neurons, where their activation is regulated by membrane depolarization and intracellular Ca2+ (Ca2+i). To enable this regulation, BK channels functionally couple to both voltage-gated Ca2+ channels (VGCCs) and channels mediating Ca2+
J J Enyeart et al.
Molecular endocrinology (Baltimore, Md.), 4(5), 727-735 (1990-05-01)
Dihydropyridine (DHP) Ca2+ channel modulators were used to explore the relationship between voltage-gated Ca2+ channels and PRL secretion, synthesis, and mRNA in PRL-secreting pituitary cells. Optical isomers of the Ca2+ channel agonist Bay K 8644 produced stereospecific and opposing effects
Gildenisson Araújo do Nascimento et al.
Arquivos brasileiros de cardiologia, 113(5), 925-932 (2019-09-05)
D-limonene (DL) is a monoterpene and is the major component in the essential oil of citrus fruit. It presents antihyperglycemic and vasodilatation activities. This study evaluated the cardiovascular effects and potential antiarrhythmic of DL in rats. Hemodynamic and electrocardiographic (ECG)
Paula Clancy et al.
Journal of atherosclerosis and thrombosis, 23(7), 773-791 (2016-03-08)
Matrix metalloproteinases (MMPs), angiotensin II (AII) and its receptors are implicated in atherosclerotic plaque instability, however the roles of the two receptor subtypes, ATR1 and ATR2, in MMP regulation remain uncertain. In this study, we investigated the effect of ATR1
Herbert Marini et al.
Frontiers in endocrinology, 3, 94-94 (2012-10-13)
Genistein aglycone, one of the soy isoflavones, has been reported to be beneficial in the treatment of menopausal vasomotor symptoms, osteoporosis, and cardiovascular diseases, as well as in a variety of cancers. However, issues of potential harm on thyroid function
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