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Nitrendipine

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CAS:39562-70-4
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  • CAS:39562-70-4
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Nitrendipine Basic information
Product Name:Nitrendipine
Synonyms:NITRENDIPINE;1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylicacidethy;baye5009;bayotensin;baypress;ethylmethyl1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxy;2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylic acid methyl ethyl ester;Bylotensin
CAS:39562-70-4
MF:C18H20N2O6
MW:360.36
EINECS:254-513-1
Product Categories:Pharmaceutical intermediates;Ion Channels;API;Pharmaceutical intermediate;Calcium channel;Pharmaceutical;Intermediates & Fine Chemicals;Pharmaceuticals;39562-70-4
Mol File:39562-70-4.mol
Nitrendipine Structure
Nitrendipine Chemical Properties
Melting point 1580C
Boiling point 492.4°C (rough estimate)
density 1.3595 (rough estimate)
refractive index 1.5700 (estimate)
storage temp. 2-8°C
solubility methanol: 15 mg/mL
pka2.79±0.70(Predicted)
form powder
color yellow to green
Water Solubility Soluble in DMSO (17.5 mg/ml), methanol (15 mg/ml), ethyl acetate, and ethanol (25 mM). Insoluble in water.
Stability:Stable for 1 year from date of purchase as supplied. Protect from light. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 week.
InChIInChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3
InChIKeyPVHUJELLJLJGLN-UHFFFAOYSA-N
SMILESC1(C)NC(C)=C(C(OC)=O)C(C2=CC=CC([N+]([O-])=O)=C2)C=1C(OCC)=O
CAS DataBase Reference39562-70-4(CAS DataBase Reference)
NIST Chemistry ReferenceNitrendipine(39562-70-4)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36
WGK Germany 1
RTECS US5653000
Storage Class11 - Combustible Solids
ToxicityLD50 in mice, rats (mg/kg): 39, 12.6 i.v.; 2540, >10000 orally (Hoffmann)
Nitrendipine Usage And Synthesis
DescriptionNitrendipine is a vasodilating, dihydropyridine calcium antagonist. Its prolonged therapeutic effect in comparison to nifedipine makes it useful in the once to twice daily treatment of hypertension.
Chemical PropertiesCrystalline Solid
OriginatorBayer (W. Germany)
UsesNitrendipine modulates NMDA receptor channel function in mammalian neurons. Nitrendipine has been shown to inhibit neutrophil adhesion to vascular endothelium. It is used in the treatment of primary hypertension to decrease blood pressure. Nitrendipine is used alone or with an angiotensin-converting enzyme inhibitor, to treat hypertension, chronic stable angina pectoris, and Prinzmetal's variant angina.
UsesAntihypertensive;Calcium channel blocker
UsesNitrendipine is a dihydropyridine calcium channel blocker. Nitrendipine is used in the treatment of primary (essential) hypertension to decrease blood pressure. Antihypertensive.
DefinitionChEBI: A dihydropyridine that is 1,4-dihydropyridine substituted by methyl groups at positions 2 and 6, a 3-nitrophenyl group at position 4, a ethoxycarbonyl group at position 3 and a methoxycarbonyl group at position 5. It is a calcium-channel blocker used in t e treatment of hypertension.
Brand nameBaypress (Bayer);BAYOTENSIN.
General DescriptionNitrendipine, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinecarboxylic acid methyl ethylester (Baypress), is a second-generation dihydropyridinechannel blocker of the nifedipine type. It is more selectivefor vascular smooth muscle than for myocardial tissue andserves as an effective vasodilator. The drug is used in thetreatment of mild-to-moderate essential hypertension.
Biological ActivityL-type calcium channel blocker.
Biochem/physiol ActionsCa2+ channel blocker; anti-hypertensive.
storageStore at RT
References[1] H. MEYER. ChemInform Abstract: SYNTHESIS AND COMPARATIVE PHARMACOLOGICAL STUDIES OF 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)PYRIDINE-3,5-DICARBOXYLATES WITH NON-IDENTICAL ESTER FUNCTIONS[J]. ChemInform, 1981, 12 27. DOI:10.1002/chin.198127214
[2] K STOEPEL  S K  A Heise. Pharmacological studies of the antihypertensive effect of nitrendipine.[J]. Arzneimittel-Forschung-Drug Research, 1981, 31 12: 2056-2061.
Tag:Nitrendipine(39562-70-4) Related Product Information
Nimodipine 1-(2,6-Dimethylphenoxy)-2-propanamine Nitrendipine Propyl Ester M-NIFEDIPINE 5-(Ethoxycarbonyl)-2-(hydroxyMethyl-6-Methyl-4-(3-nitrophenyl)nicotinic Acid Nifedipine Impurity F NSC 136464 Dehydronitrendipine Nisoldipine Iganidipine Pranidipine Benidipine Palonidipine S(+)-NIGULDIPINE HYDROCHLORIDE Nilvadipine 3,5-Pyridinedicarboxylic acid 4-(3-Nitrophenyl)pyridine EPN

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