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F131

Sigma-Aldrich

FPL 64176

≥98% (HPLC), powder

Synonym(s):

2,5-Dimethyl-4-[2-(phenylmethyl)benzoyl]-1H-pyrrole-3-carboxlic acid methyl ester

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About This Item

Empirical Formula (Hill Notation):
C22H21NO3
CAS Number:
120934-96-5
Molecular Weight:
347.41
MDL number:
MFCD00274043
UNSPSC Code:
12352200
PubChem Substance ID:
24277836
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to beige

solubility

DMSO: >20 mg/mL (Solutions should be freshly prepared.)
H2O: insoluble

storage temp.

2-8°C

SMILES string

COC(=O)c1c(C)[nH]c(C)c1C(=O)c2ccccc2Cc3ccccc3

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

InChI key

MDMWHKZANMNXTF-UHFFFAOYSA-N

Gene Information

rat ... Cacnb3(25297)

Biochem/physiol Actions

Potent Ca2+ channel (L-type) activator.

Caution

Photosensitive

Legal Information

Manufactured and sold with permission from Astra Charnwood.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Y Zhang et al.
Acta physiologica (Oxford, England), 198(2), 143-158 (2009-11-06)
To investigate the effect of increases in extracellular Ca(2+) entry produced by the L-type Ca(2+) channel agonist FPL-64176 (FPL) upon acute atrial arrhythmogenesis in intact Langendorff-perfused mouse hearts and its dependence upon diastolic Ca(2+) release from sarcoplasmic reticular Ca(2+) stores.
Zhong Zhang et al.
American journal of physiology. Renal physiology, 299(4), F862-F871 (2010-07-16)
Multiple voltage-gated Ca(2+) channel (Ca(V)) subtypes have been reported to participate in control of the juxtamedullary glomerular arterioles of the kidney. Using the patch-clamp technique, we examined whole cell Ca(V) currents of pericytes that contract descending vasa recta (DVR). The
Stefan I McDonough et al.
Biophysical journal, 88(1), 211-223 (2004-10-27)
FPL 64176 (FPL) is a nondihydropyridine compound that dramatically increases macroscopic inward current through L-type calcium channels and slows activation and deactivation. To understand the mechanism by which channel behavior is altered, we compared the effects of the drug on
Julie A Gaasch et al.
Neurochemical research, 32(10), 1686-1693 (2007-04-04)
Recent studies suggest that iron enters cardiomyocytes via the L-type voltage-gated calcium channel (VGCC). The neuronal VGCC may also provide iron entry. As with calcium, extraneous iron is associated with the pathology and progression of neurodegenerative diseases such as Parkinson's
W Zheng et al.
Molecular pharmacology, 40(5), 734-741 (1991-11-01)
The pharmacological, radioligand binding, and electrophysiological properties of FPL 64176, a new nondihydropyridine Ca2+ channel activator, were studied in rat tail artery, cardiac membranes, and A7r5 smooth muscle cells. FPL 64176 induced a contractile response, with an EC50 value of
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