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Key Documents

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:
Molecular Weight:
347.41
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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

Biochem/physiol Actions

Potent Ca2+ channel (L-type) activator.

Caution

Photosensitive

Legal Information

Manufactured and sold with permission from Astra Charnwood.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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
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+).

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