(S)-(-)-Bay-K-8644

InvivoChem Cat #:V4179CAS #:98625-26-4Purity >=98%

Description: (S)-(-)-Bay-K-8644 is a novel and potent Ca2+ channel activator. Bay-K-8644 (S)-(-)- activates Ba2+ currents (IBa) with EC50 of 32 nM. (+/-)-Bay K 8644, a conventional racemic mixture of Bay K 8644, is widely used as an L-type Ca(2+) channel agonist. Although interactions between Bay K 8644 and cyclic nucleotide have been described, they have not been properly characterized. We have investigated whether two optical isomers of Bay K 8644 (i.e., R(+)- and S(-)-Bay K 8644) modify cyclic nucleotide (cAMP and cGMP)-induced inhibitory effects on nifedipine-sensitive voltage-dependent Ba(2+) currents (I (Ba)) recorded from guinea pig gastric myocytes. Conventional whole-cell recordings were used to compare the effects of R(+)-Bay K 8644 and S(-)-Bay K 8644 on I (Ba). S(-)-Bay K 8644 enhanced the peak amplitude of I (Ba) evoked by depolarizing pulses to +10 mV from a holding potential of -70 mV in a concentration-dependent manner (EC(50) = 32 nM), while R(+)-Bay K 8644 inhibited I (Ba) (IC(50) = 975 nM). When R(+)-Bay K 8644 (0.5 microM) was applied, I (Ba) was suppressed to 71 +/- 10% of control. In the presence of R(+)-Bay K 8644 (0.5 microM), additional application of forskolin and sodium nitroprusside (SNP) further inhibited I (Ba). Conversely, in the presence of S(-)-Bay K 8644 (0.5 microM), subsequent application of forskolin and SNP did not affect I (Ba). Similarly, in the presence of 0.5 microM S(-)-Bay K 8644, db-cAMP and 8-Br-cGMP had no effect on I (Ba). These results indicate that S(-)-Bay K 8644, but not R(+)-Bay K 8644, can prevent the inhibitory actions of two distinct cyclic nucleotide pathways on I (Ba) in gastric myocytes of the guinea pig antrum.

Description:

References: Naunyn Schmiedebergs Arch Pharmacol. 2008 Dec; 378(6):609-15.

References:

Related CAS#:98791-67-4 (R)-(+)-Bay-K-8644; 71145-03-4 (racemate)

-20C for 3 years in powder form

Synonym: (S)-(-)-Bay-K-8644; (-)-BAY-R-5417; (-)-BAY-K-8644; Bay-K-8644 (S)-(-)-; (S)-(-)-Bay K-8644; (-)-BAY R-5417; (-)-BAY-K 8644; Bay-K 8644 (S)-(-)-; BAYK 8644; BAYK8644; BAYK-8644.
IUPAC/Chemical Name: methyl 2, 6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1, 4-dihydropyridine-3-carboxylate
InChi Key: ZFLWDHHVRRZMEI-UHFFFAOYSA-N
InChi Code: 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
SMILES Code: O=C(C1=C(C)NC(C)=C([N+]([O-])=O)C1C2=CC=CC=C2C(F)(F)F)OC