OXIDIZED NIFEDIPINE Chemical Properties

Melting point:

100-105 °C

Boiling point:

443.7±45.0 °C(Predicted)

Density 

1.284±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

powder

pka

1.55±0.29(Predicted)

color 

yellow

EPA Substance Registry System

3,5-Pyridinedicarboxylic acid, 2,6-dimethyl-4-(2-nitrophenyl)-,3,5-dimethyl ester (67035-22-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

41

Safety Statements 

26-39

WGK Germany 

2

OXIDIZED NIFEDIPINE Usage And Synthesis

Description

Dehydro nifedipine is an active metabolite of nifedipine , a calcium channel blocker present in formulations used to treat hypertension and angina. Dehydro nifedipine is formed when nifedipine is metabolized by the cytochrome P450 (CYP) isomers CYP3A4 and CYP3A5. Dehydro nifedipine inhibits glucose uptake in PC-12 cells with an IC₅₀ value of 130 μM.

Chemical Properties

Pale Yellow Solid

Uses

Oxidized nifedipine has been used for apoptotic signaling studies in dopaminergic neurons.

Uses

The main Nifedipine metabolite in human plasma

Definition

ChEBI: Dehydronifedipine is a phenylpyridine.

Biochem/physiol Actions

CYP3A4 nifedipine metabolite. Nifedipine (parent compound) is an antianginal and antihypertensive agent.

References

[1] T. D. ARDIZZONE D D Xiao Hong Lu. Calcium-independent inhibition of glucose transport in PC-12 and L6 cells by calcium channel antagonists.[J]. American journal of physiology. Cell physiology, 2002, 27 1: C579-86. DOI: 10.1152/ajpcell.00451.2001
[2] KIRAN C PATKI D J G Lisa L Von Moltke. In vitro metabolism of midazolam, triazolam, nifedipine, and testosterone by human liver microsomes and recombinant cytochromes p450: role of cyp3a4 and cyp3a5.[J]. Drug Metabolism and Disposition, 2003, 31 7: 938-944. DOI: 10.1124/dmd.31.7.938
[3] TETSURO AGO. Nifedipine inhibits cardiac hypertrophy and left ventricular dysfunction in response to pressure overload.[J]. Journal of Cardiovascular Translational Research, 2010, 3 4: 304-313. DOI: 10.1007/s12265-010-9182-x
[4] J. LEMAY. Regression of Neointimal Lesions in the Carotid Artery of Nifedipine-Treated SHR and WKY Rats: Possible Role of Apoptosis[J]. Journal of Vascular Research, 2001, 38 1: 462-470. DOI: 10.1159/000051079

OXIDIZED NIFEDIPINE(67035-22-7)Related Product Information

• Nifedipine
• METHYL 2-(O-NITROBENZYLIDENE)-ACETOACETATE
• Methyl 3-aminocrotonate
• 2,6-Ntp
• Dehydro Nifedipine N-Oxide
• diethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• Nifedipine Impurity J
• Hydroxydehydro Nifedipine Carboxylate
• methyl 2,4-bis{2-nitrophenyl}-6-methyl-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
• Nifedipine Impurity 9
• 2,6-DIMETHYL-4-(3-NITRO-PHENYL)-PYRIDINE-3,5-DICARBOXYLIC ACID DIMETHYL ESTER
• Nifendipine Impurity G
• nifedipine iMpurity C
• Hydroxy Dehydro Nifedipine Lactone
• 3-aminocrotonamide
• Nifedipine impurity 10
• Nifedipine EP IMpurity-B
• Nifedipine EP IMpurity-C