(S)-(-)-Bay K 8644

Modify Date: 2025-08-25 12:12:40

(S)-(-)-Bay K 8644 Structure
(S)-(-)-Bay K 8644 structure
Common Name (S)-(-)-Bay K 8644
CAS Number 98625-26-4 Molecular Weight 356.29700
Density 1.37g/cm3 Boiling Point 429.2ºC at 760mmHg
Molecular Formula C16H15F3N2O4 Melting Point N/A
MSDS Chinese USA Flash Point 213.4ºC
Symbol GHS07
GHS07
Signal Word Warning

 Use of (S)-(-)-Bay K 8644


Bay-K-8644 (S)-(-)- is an agonist of L-type Ca2+ channel. Bay-K-8644 (S)-(-)- activates Ba2+ currents (IBa) (EC50=32 nM).

 Names

Name methyl (4S)-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
Synonym More Synonyms

 (S)-(-)-Bay K 8644 Biological Activity

Description Bay-K-8644 (S)-(-)- is an agonist of L-type Ca2+ channel. Bay-K-8644 (S)-(-)- activates Ba2+ currents (IBa) (EC50=32 nM).
Related Catalog
Target

EC50: 32 nM (IBa)[1]

In Vitro (±)-Bay K 8644, a conventional racemic mixture of Bay K 8644, is widely used as an L-type Ca2+ channel agonist. Each optical isomer possesses opposite effects on IBa (R(+)-Bay K 8644 as an antagonist and Bay-K-8644 (S)-(-)- as an agonist. Bay-K-8644 (S)-(-)- can prevent the inhibitory actions of two distinct cyclic nucleotide pathways on IBa in gastric myocytes of the guinea pig antrum[1]. The Ca2+ channel activity is enhanced by 3–30 μM Bay-K-8644 (S)-(-)-, an agonist of L-type Ca2+ channels[2]. The interactions of two Ca2+ channel activators Bay-K-8644 (S)-(-)- and FPL 64176 is examined on smooth muscle L-type Ca2+ channels. FPL 64176 (300 nM) causes a sustained contraction of rat tail artery strips. This contractile response is inhibited by approximately 70% by Bay-K-8644 (S)-(-)- (EC50=14 nM). Bay-K-8644 (S)-(-)- (100 nM) increases whole-cell Ca2+ currents in A7r5 smooth muscle cells but effectively blocks further stimulation by 1 μM FPL 64176[3].
References

[1]. Zhu HL, et al. Antagonistic actions of S(-)-Bay K 8644 on cyclic nucleotide-induced inhibition of voltage-dependent Ba(2+) currents in guinea pig gastric antrum. Naunyn Schmiedebergs Arch Pharmacol. 2008 Dec;378(6):609-15.

[2]. Mironov SL, et al. L-type Ca2+ channels in inspiratory neurones of mice and their modulation by hypoxia. J Physiol. 1998 Oct 1;512 ( Pt 1):75-87.

[3]. Rampe D, et al. Functional interactions between two Ca2+ channel activators, (S)-Bay K 8644 and FPL 64176, in smooth muscle. Mol Pharmacol. 1992 Apr;41(4):599-602.

 Chemical & Physical Properties

Density 1.37g/cm3
Boiling Point 429.2ºC at 760mmHg
Molecular Formula C16H15F3N2O4
Molecular Weight 356.29700
Flash Point 213.4ºC
Exact Mass 356.09800
PSA 84.15000
LogP 4.19940
InChIKey ZFLWDHHVRRZMEI-ZDUSSCGKSA-N
SMILES COC(=O)C1=C(C)NC(C)=C([N+](=O)[O-])C1c1ccccc1C(F)(F)F

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319
Precautionary Statements P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
RIDADR NONH for all modes of transport

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 Synonyms

Tocris-1544
(S)-(-)-Bay K8644
Lopac-B-112
S-(-)-1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-3-pyridinecarboxylic acid methyl ester
Bay-K-8644 ((S)-(-)-)
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