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67035-22-7

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67035-22-7 Structure

67035-22-7 Structure
IdentificationBack Directory
[Name]

OXIDIZED NIFEDIPINE
[CAS]

67035-22-7
[Synonyms]

B 4759
BAY-b-4759
Dehydro Nifedipine
Nitrophenyl nifedipine
Nifedipine Nitrophenylpyridine Analog
dimethyl2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate
dimethyl 2,6-dimethyl-4-(2-nitrophenyl)pyridine-3,5-dicarboxylate
2,6-Dimethyl-4-(2-nitrophenyl)pyridine-3,5-dicarboxylic acid dimethyl ester
4-(2-Nitrophenyl)-2,6-dimethylpyridine-3,5-dicarboxylic acid dimethyl ester
2,6-Dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3,5-Dimethyl Ester
[Molecular Formula]

C17H16N2O6
[MDL Number]

MFCD00153847
[MOL File]

67035-22-7.mol
[Molecular Weight]

344.319
Chemical PropertiesBack Directory
[Appearance]

Pale Yellow Solid
[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
[InChI]

1S/C17H16N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8H,1-4H3
[InChIKey]

UMQHJQGNGLQJPF-UHFFFAOYSA-N
[SMILES]

COC(=O)c1c(C)nc(C)c(C(=O)OC)c1-c2ccccc2[N+]([O-])=O
[EPA Substance Registry System]

3,5-Pyridinedicarboxylic acid, 2,6-dimethyl-4-(2-nitrophenyl)-,3,5-dimethyl ester (67035-22-7)
Hazard InformationBack Directory
[Chemical Properties]

Pale Yellow Solid
[Uses]

The main Nifedipine metabolite in human plasma
[Description]

Dehydro nifedipine is an active metabolite of nifedipine (Item No. 11106), 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.
[Definition]

ChEBI: Dehydronifedipine is a phenylpyridine.
[Biochem/physiol Actions]

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

Store at -20°C
[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
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

41
[Safety Statements ]

26-39
[WGK Germany ]

2
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Dam. 1
Spectrum DetailBack Directory
[Spectrum Detail]

OXIDIZED NIFEDIPINE(67035-22-7)1HNMR
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