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

form 

powder

pka

2.79±0.70(Predicted)

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.

InChI

InChI=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

InChIKey

PVHUJELLJLJGLN-UHFFFAOYSA-N

SMILES

C1(C)NC(C)=C(C(OC)=O)C(C2=CC=CC([N+]([O-])=O)=C2)C=1C(OCC)=O

CAS DataBase Reference

39562-70-4(CAS DataBase Reference)

NIST Chemistry Reference

Nitrendipine(39562-70-4)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36

WGK Germany 

1

RTECS 

US5653000

Toxicity

LD50 in mice, rats (mg/kg): 39, 12.6 i.v.; 2540, >10000 orally (Hoffmann)

MSDS

• Language:English Provider:Ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(meta-nitrophenyl)-3,5-pyridinedicarboxylate
• Language:English Provider:SigmaAldrich

Nitrendipine Usage And Synthesis

Description

Nitrendipine 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 Properties

Crystalline Solid

Originator

Bayer (W. Germany)

Uses

Nitrendipine 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.

Uses

Antihypertensive;Calcium channel blocker

Uses

Nitrendipine is a dihydropyridine calcium channel blocker. Nitrendipine is used in the treatment of primary (essential) hypertension to decrease blood pressure. Antihypertensive.

Definition

ChEBI: 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 name

Baypress (Bayer);BAYOTENSIN.

General Description

Nitrendipine, 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 Activity

L-type calcium channel blocker.

Biochem/physiol Actions

Ca2+ channel blocker; anti-hypertensive.

storage

Store 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.

Nitrendipine(39562-70-4)Related Product Information

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