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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

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)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

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
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 Ferrante et al.
Biochemical and biophysical research communications, 158(1), 149-154 (1989-01-16)
The 1,4-dihydropyridine Ca2+ channel activator, (-) [3H]Bay K 8644, binds to cardiac membranes and polarized [5 mM K+] and depolarized [50 mM K+] cardiac cells. Binding to microsomal membranes at 25 degrees C indicates a single set of binding sites
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
B K Lawton et al.
British journal of anaesthesia, 108(6), 929-935 (2012-04-19)
Propofol acts as an L-type calcium channel (LTCC) antagonist to decrease peripheral resistance and initiate hypotension. This study investigated LTCC sensitivity/expression in hypertension and the role of LTCCs in exaggerated hypotension to propofol in this situation. Age-matched 12- to 15-week-old
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