Key Documents

View All Documentation

(S)-(−)-Bay K8644

Name: (<I>S</I>)-(&#8722;)-Bay K8644
Brand: SIGMA

≥98% (HPLC), Ca2+ channel activator, solid

Synonym(s):

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

Select a Size

Change View

Pack Size	SKU	Availability	Price

About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₅F₃N₂O₄

CAS Number:

98625-26-4

Molecular Weight:

356.30

UNSPSC Code:

12352200

PubChem Substance ID:

24891582

NACRES:

NA.77

MDL number:

MFCD00153769

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Pricing and availability is not currently available.

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

(S)-(−)-Bay K8644, ≥98% (HPLC), solid

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

yellow

solubility

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

storage temp.

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

InChI key

ZFLWDHHVRRZMEI-ZDUSSCGKSA-N

Gene Information

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

Description

General description

(S)-(-)-Bay K8644, a dihydropyridine compound is a Ca²⁺ channel activator.[1] It is an enantiomer of Bay K 8644.[2]

Application

(S)-(-)-Bay K8644 has been used as a L-type calcium channel (LTCC) agonist in the suprachiasmatic nucleus (SCN) slices.[1] It has also been used as a LTCC agonist to induce arrhythmia in rats.[3]

Biochem/physiol Actions

(S)-(-)-Bay K8644 enhances Ca²⁺ current, whereas the (+)-Bay K 8644 is a weak Ca²⁺ channel antagonist.[2] Bay K 8644 is lipophilic and it effectively scavenges superoxide anions.[4]

Features and Benefits

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.

Legal Information

Manufactured and sold with the permission of Bayer AG.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item	B112	B3686	UC175
Sigma-Aldrich B133 (S)-(−)-Bay K8644	Sigma-Aldrich B112 (±)-Bay K8644	Sigma-Aldrich B3686 BAY U6751 hydrate	Sigma-Aldrich UC175 (S)-(+)-Mephenytoin
form solid	form powder	form solid	form solid
assay ≥98% (HPLC)	assay ≥97.5% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 200
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility H₂O: slightly soluble, ethanol: soluble (Organic solutions are stable for at least 20 days at RT.)	solubility DMSO: 20 mg/mL, methanol and ethanol: 63 mg/mL, H₂O: insoluble	solubility H₂O: >8 mg/mL	solubility DMSO: soluble
color yellow	color yellow to dark yellow	color white	color off-white

pictograms

GHS07

signalword

Warning

hcodes

H315,H319

pcodes

P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000238241

0000151641

0000148220

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Differential contribution of Ca2+ sources to day and night BK current activation in the circadian clock.

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+

Opposing actions of Bay K 8644 enantiomers on calcium current, prolactin secretion, and synthesis in pituitary cells.

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

Bradycardic and Antiarrhythmic Effects of the D-Limonene in Rats.

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)