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B133

Sigma-Aldrich

(S)-(−)-Bay K8644

≥98% (HPLC), solid

Synonyme(s) :

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

Formule empirique (notation de Hill):
C16H15F3N2O4
Numéro CAS:
98625-26-4
Poids moléculaire :
356.30
Numéro MDL:
MFCD00153769
Code UNSPSC :
12352200
ID de substance PubChem :
24891582
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

solid

Couleur

yellow

Solubilité

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

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

ZFLWDHHVRRZMEI-ZDUSSCGKSA-N

Informations sur le gène

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

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Description générale

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

Application

(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.

Actions biochimiques/physiologiques

(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.

Caractéristiques et avantages

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.

Informations légales

Manufactured and sold with the permission of Bayer AG.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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+
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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