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N7634 Sigma

Nifedipine

≥98% (HPLC), powder

Synonym: 1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester

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Properties

Related Categories Application Index, Approved Therapeutics/Drug Candidates, Bayer, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules,
InChI Key   HYIMSNHJOBLJNT-UHFFFAOYSA-N
assay   ≥98% (HPLC)
form   powder
color   yellow
solubility   DMSO: soluble
  ethanol: soluble
originator   Bayer
storage temp.   2-8°C
Gene Information   human ... ADORA2A(135), ADORA3(140), CACNA2D1(781), CYP1A2(1544), KCNH1(3756), TTR(7276)
mouse ... Cacna1c(12288)
rat ... Adora1(29290), Adora2a(25369), Cacna1c(24239), Cacna1d(29716), Kcnj1(24521), Kcnn4(65206), Tbxas1(24886)

Description

Frequently Asked Questions

Frequently Asked Questions are available for this Product.

Biochem/physiol Actions

L-type Ca2+ channel blocker; induces apoptosis in human glioblastoma cells.

Packaging

1, 5, 10, 25 g in glass bottle

Features and Benefits

This compound is a featured product for ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound is featured on the Calcium Channels and Cyclic Nucleotide-Gated (CNG) and Hyperpolarization Activated Cyclic Nucleotide-Gated (HCN) Channels pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. N7634.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
1
RTECS 
US7975000

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis. These documents are located on the product detail page under Useful Links & Tools. Click on the following link to search for a Certificate of Analysis. Please click the following link to see the details on our Product Dating Information.
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What is the solubility of Product N7634, Nifidipine?
Nifedipine can be dissolved in DMSO at 50 mg/ml1. It is sparingly soluble in absolute ethanol2. Herembert, T. et al., dissolved nifedipine in absolute ethanol (no concentration reported); the maximum ethanol concentration in cultures was 0.2% without any effect of solvent on the cells3. Nifedipine is soluble (g/L, at 20°C) in the following solvents: acetone, 250; methylene chloride, 160; chloroform, 140; ethyl acetate, 50; methanol, 26; ethanol, 17.4 It is practically insoluble in water. The solubilities at 37°C in buffer solutions of different pH values are: pH 4, 0.0058 g/L; pH 7, 0.0056 g/L; pH 9.0, 0.0078 g/L; pH 13, 0.006 g/L1.  This information and more can be found in product N7634's Product Information Sheet (link provided below).  Link:  http://www.sigmaaldrich.com/etc/medialib/docs/Sigma/Product_Information_Sheet/2/n7634pis.Par.0001.File.tmp/n7634pis.pdf References:  1.  Ali, S.L., Analytical Profiles of Drug Substances, 18, 221, (1989).   2.  Martindale, The Extra Pharmacopoeia, 30th ed., 374, (1993).  and 3.  Herembert, T. et al. Brit. J. Pharmacol., 114, 1703, (1995).
Are there any recommended dosages for Product N7634, Nifidipine, in vivo and in vitro?
Nifedipine is reported to inhibit Ca2+-sensitive K+ channels at 100 μM1. Doses for different animals have been reported2,3. In randomly growing cultures of aortic cells of rats, nifedipine at 10 μM inhibited cell proliferation.  This information and more can be found on product N7634's Product Information Sheet (link provided below).   Link: http://www.sigmaaldrich.com/etc/medialib/docs/Sigma/Product_Information_Sheet/2/n7634pis.Par.0001.File.tmp/n7634pis.pdf.            References:  1.  Thomas-Young, R.J. et al. Biochim. Biophys. Acta, 1146, 81, (1993).      2.  Drug Dosages In Laboratory Animals: A Handbook, 3rd ed., Telford Press.  and 3.  Borchard, R.E. et al. Drug Dosage in Laboratory Animals, A Handbook, Third Edition, p. 315, The Telford Press, (1990).
What is the half life of Product N7634, Nifidipine, in vivo?
After administration by the mouth, the half-life is 2 to 5 hours1. In plasma, about 92-98% binds to plasma proteins.  Nifedipine is completely metabolized. About 70% of a dose is excreted in the urine in 24 hours as metabolites including 5-methoxycarbonyl-2,6-dimethyl-4-(2-nitrophenyl) pyridine-3-carboxylic acid; dimethyl 2,6-dimethyl-4-(2-nitrophenyl pyridine-3,5-dicarboxylate and 2-hydroxymethyl-5-methoxycarbonyl-6-methyl-4-(2-nitrophenyl) pyridine-3-carboxylic acid and its lactone derivative. Up to 15% of a dose is eliminated in the feces as metabolites in 4 days2.    More information can be found in product N7634's Product Information Sheet (link provided below).   Link:  http://www.sigmaaldrich.com/etc/medialib/docs/Sigma/Product_Information_Sheet/2/n7634pis.Par.0001.File.tmp/n7634pis.pdf References:  1.  Martindale, 29th ed., pgs. 1509-1513.  2.  Clarke′s Isolation and Identification of Drugs., 2nd ed., p. 811.
Are there any recommended conditions that Product N7634, Nifidipine, should be used in?
When exposed to daylight and certain wavelengths of artificial light, nifedipine readily converts to a nitrosophenylpyridine derivative. Exposure to ultra-violet light leads to the formation of a nitrophenylpyridine derivative. Therefore, USP recommends that assays be performed in the dark or under golden fluorescent or other low actinic light. Low actinic glassware should be used1.   More information can be found in product N7634's Product Information Sheet (link provided below).   Link:  http://www.sigmaaldrich.com/etc/medialib/docs/Sigma/Product_Information_Sheet/2/n7634pis.Par.0001.File.tmp/n7634pis.pdf .  Reference:  1.  USP XXII, p. 945.
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