Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C22H21NO3 |
| Molecular Weight | 347.407 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)C1=C(C)NC(C)=C1C(=O)C2=CC=CC=C2CC3=CC=CC=C3
InChI
InChIKey=MDMWHKZANMNXTF-UHFFFAOYSA-N
InChI=1S/C22H21NO3/c1-14-19(20(15(2)23-14)22(25)26-3)21(24)18-12-8-7-11-17(18)13-16-9-5-4-6-10-16/h4-12,23H,13H2,1-3H3
| Molecular Formula | C22H21NO3 |
| Molecular Weight | 347.407 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
FPL 64176 is a nondihydropyridine L-type calcium channel activator with high efficacy properties. It is being used as a tool for studying the physiological roles and disorders of L-type channels, identification of L-type currents within the mix of channel subtypes and for increasing the contractility of smooth and cardiac muscle.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Ionic currents in intimal cultured synoviocytes from the rabbit. | 2010-11 |
|
| Acute ethanol treatment prevents endocannabinoid-mediated long-lasting disinhibition of striatal output. | 2009-08-30 |
|
| The intracellular II-III loops of Cav1.2 and Cav1.3 uncouple L-type voltage-gated Ca2+ channels from glucagon-like peptide-1 potentiation of insulin secretion in INS-1 cells via displacement from lipid rafts. | 2009-07 |
|
| Activity-dependent modulation of limbic dopamine D3 receptors by CaMKII. | 2009-02-12 |
|
| Arrhythmogenic actions of the Ca2+ channel agonist FPL-64716 in Langendorff-perfused murine hearts. | 2009-02 |
|
| Endocannabinoid-dependent plasticity at GABAergic and glutamatergic synapses in the striatum is regulated by synaptic activity. | 2009-01 |
|
| Combined activation of L-type Ca2+ channels and synaptic transmission is sufficient to induce striatal long-term depression. | 2007-06-20 |
|
| Facilitation of L-type Ca2+ channels in dendritic spines by activation of beta2 adrenergic receptors. | 2004-09-29 |
|
| DHP-insensitive L-type-like Ca channel of ascidian acquires sensitivity to DHP with single amino acid change in domain III P-region. | 2003-08-14 |
|
| The calcium channel ligand FPL 64176 enhances L-type but inhibits N-type neuronal calcium currents. | 2003-08 |
Patents
Sample Use Guides
The pharmacological, radioligand binding and electrophysiological properties of FPL 64176 were studied in rat tail artery, cardiac membranes, and A7r5 smooth muscle cells. FPL 64176 induced a contractile response, with an EC50 value of 2.11 x 10(-7) M. The maximum tension response to FPL 64176 was approximately 2-fold higher than that to (S)-Bay K 8644. FPL 64176 showed no significant inhibitory activity at concentrations up to 10(-5) M. The Ca2+ channel antagonists nifedipine, verapamil and diltiazem noncompetitively antagonized and completely relaxed the responses induced by FPL 64176. FPL 64176 weakly inhibited (+)-[3H]PN 200-110, [3H]D888, and [3H]TA-3090 binding in rat cardiac membranes, with IC50 values of 1.04 x 10(-5) M and 7.03 x 10(-6) M for inhibition of (+)-[3H]PN 200-110 and [3H]TA-3090 binding, respectively, and with 23% inhibition of [3H]D888 binding at a FPL 64176 concentration of 1 x 10(-5) M. The results suggested that FPL 64176 had a mechanism and site of action that is distinct from those for (S)-Bay K 8644.
| Substance Class |
Chemical
Created
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Edited
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| Record UNII |
UU89L306PO
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| Record Status |
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