Nitrendipine

Base Information

• Chemical Name: Nitrendipine
• CAS No.: 39562-70-4
• Deprecated CAS: 86052-02-0
• Molecular Formula: C18H20N2O6
• Molecular Weight: 360.367
• Hs Code.: 2933399090
• European Community (EC) Number: 254-513-1
• NSC Number: 758466
• UNII: 9B627AW319
• DSSTox Substance ID: DTXSID0023373
• Nikkaji Number: J16.451H
• Wikipedia: Nitrendipine
• Wikidata: Q416584
• NCI Thesaurus Code: C90821
• Pharos Ligand ID: WW68FQ371HYW
• Metabolomics Workbench ID: 43292
• ChEMBL ID: CHEMBL475534,CHEMBL3195219
• Mol file: 39562-70-4.mol

Synonyms:Balminil;Bay e 5009;Bayotensin;Baypresol;Baypress;Gericin;Jutapress;Nidrel;Niprina;Nitre AbZ;Nitre Puren;Nitre-Puren;Nitregamma;Nitren 1A Pharma;Nitren acis;Nitren Lich;Nitrend KSK;Nitrendepat;Nitrendi Biochemie;Nitrendidoc;Nitrendimerck;Nitrendipin AL;Nitrendipin Apogepha;Nitrendipin Atid;Nitrendipin Basics;Nitrendipin beta;nitrendipin corax;Nitrendipin Heumann;Nitrendipin Jenapharm;Nitrendipin Lindo;Nitrendipin ratiopharm;Nitrendipin Stada;nitrendipin von ct;nitrendipin-corax;Nitrendipin-ratiopharm;nitrendipincorax;Nitrendipine;Nitrendipino Bayvit;Nitrendipino Ratiopharm;Nitrendipinratiopharm;Nitrensal;Nitrepress;NitrePuren;Tensogradal;Trendinol;Vastensium

Chemical Property of Nitrendipine

Chemical Property:

• Appearance/Colour: Crystalline solid
• Vapor Pressure: 8.08E-09mmHg at 25°C
• Melting Point: 158 °C
• Refractive Index: 1.579
• Boiling Point: 488.9 °C at 760 mmHg
• PKA: 2.79±0.70(Predicted)
• Flash Point: 249.5 °C
• PSA: 110.45000
• Density: 1.247 g/cm³
• LogP: 3.41770
• Storage Temp.: Store at RT
• Solubility.: methanol: 15 mg/mL
• Water Solubility.: Soluble in DMSO (17.5 mg/ml), methanol (15 mg/ml), ethyl acetate, and ethanol (25 mM). Insoluble in water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 360.13213636
• Heavy Atom Count: 26
• Complexity: 661

Purity/Quality:

99% ^*data from raw suppliers

Nitrendipine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C(C1C2=CC(=CC=C2)[N+](=O)[O-])C(=O)OC)C)C
• Recent ClinicalTrials: The Effect of Nitrendipine/Atenolol Combination on Blood Pressure Variability.
• Recent EU Clinical Trials: A multicentre, multinational, randomised, double-blind, pilot, ascending dose for non responder, parallel group study on the therapeutic efficacy and safety of o.d. Zofenopril 30 mg plus HCTZ 12.5 mg vs. Irbersartan 150 mg plus HCTZ 12.5 mg in elderly subjects (age > 65 years) affected by Isolated Systolic Hypertension never treated or non responder to previous antihypertensive therapy (monotherapy or association of maximum two treatments)
• 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.
• 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. Antihypertensive;Calcium channel blocker Nitrendipine is a dihydropyridine calcium channel blocker. Nitrendipine is used in the treatment of primary (essential) hypertension to decrease blood pressure. Antihypertensive.

Technology Process of Nitrendipine

There total 27 articles about Nitrendipine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

ethyl acetoacetate (141-97-9) + 3-nitro-benzaldehyde (99-61-6) + methyl 3-aminocrotonate (14205-39-1) → 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridine-dicarboxylic acid ethyl methyl ester (39562-70-4)

Guidance literature:

With sodium tosylate; In water; for 0.4h; Reagent/catalyst; Time; Microwave irradiation; Reflux; Green chemistry;

DOI:10.1021/op010026q

Reference yield: 92.0%

(S)-1,1-Dibenzyl-3-[(R)-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carbonyloxy]-piperidinium; bromide → 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridine-dicarboxylic acid ethyl methyl ester (39562-70-4)

Guidance literature:

With potassium hydroxide; In ethanol; at 25 ℃; for 24h;

DOI:10.1080/00397919708005632

Reference yield: 92.0%

Benzyl-{2-[5-methoxycarbonyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carbonyloxy]-ethyl}-dimethyl-ammonium; iodide → 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridine-dicarboxylic acid ethyl methyl ester (39562-70-4)

Guidance literature:

With potassium hydroxide; In ethanol; at 25 ℃;

DOI:10.1080/00397919708005632

upstream raw materials:

methyl (Z)-2-(3-nitrobenzylidene)-3-oxobutanoate

ethyl acetoacetate

3-nitro-benzaldehyde

methyl (E)-3-aminocrotonate

Downstream raw materials:

1,4-dihydro-2,6-bis(1H-imidazol-1-ylmethyl)-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid ethyl methyl diester

(+)-Nitrendipine

(-)-Nitrendipine

N-methylnitrendipine

Refernces

• 1、 -. "METHODS FOR TREATING CHRONIC FATIGUE SYNDROME AND MYALGIC ENCEPHALOMYELITIS". . . Retrieved 2021/03/13.
• 2、 -. "Preparation method of nitrendipine". Paragraph 0042-0058. . Retrieved 2019/05/22.