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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.

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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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
Eric A Sribnick et al.
Brain research, 1276, 159-170 (2009-04-25)
Estrogen-mediated neuroprotection is observed in neurodegenerative disease and neurotrauma models; however, determining a mechanism for these effects has been difficult. We propose that estrogen may limit cell death in the nervous system tissue by inhibiting increases in intracellular free Ca(2+).
D Rampe et al.
The Journal of pharmacology and experimental therapeutics, 265(3), 1125-1130 (1993-06-01)
We compared the cardiovascular effects of two structurally distinct L-type Ca++ channel activators, the 1,4-dihydropyridine Bay K 8644 and the benzoylpyrrole FPL 64176. Both compounds prolonged action potential duration and enhanced contractility in guinea pig papillary muscle with these responses
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
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.
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