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B133 Sigma-Aldrich

(S)-(−)-Bay K8644

≥98% (HPLC), solid

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

  • CAS Number 98625-26-4

  • Empirical Formula (Hill Notation) C16H15F3N2O4

  • Molecular Weight 356.30

  •  MDL number MFCD00153769

  •  PubChem Substance ID 24891582

  •  NACRES NA.77

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Properties

Related Categories B, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Calcium Channel Modulators, Cell Biology,
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. 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.

Packaging

1, 5 mg in glass bottle

Biochem/physiol Actions

(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.

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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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