Isradipine

Base Information

• Chemical Name: Isradipine
• CAS No.: 75695-93-1
• Deprecated CAS: 88977-22-4
• Molecular Formula: C19H21N3O5
• Molecular Weight: 371.393
• Hs Code.: 2934990002
• European Community (EC) Number: 630-420-5
• NSC Number: 759892
• UNII: YO1UK1S598
• DSSTox Substance ID: DTXSID4023179
• Nikkaji Number: J356.392H,J356.393F,J33.142B
• Wikipedia: Isradipine
• Wikidata: Q414873
• NCI Thesaurus Code: C47577
• RXCUI: 33910
• Pharos Ligand ID: ZC55D4516PJZ
• Metabolomics Workbench ID: 42665
• ChEMBL ID: CHEMBL1648,CHEMBL315436,CHEMBL3211306
• Mol file: 75695-93-1.mol

Synonyms:Dynacirc;Isradipine;Isradipine, (+-)-Isomer;Isradipine, (R)-Isomer;Isradipine, (S)-Isomer;Lomir;PN 200-110;PN 205 033;PN 205 034;PN 205-033;PN 205-034;PN 205033;PN 205034;PN-200-110;PN-205-033;PN-205-034;PN205033;PN205034

Chemical Property of Isradipine

Chemical Property:

• Appearance/Colour: yellow solid
• Melting Point: 166-1680C
• Boiling Point: 501.9 °C at 760 mmHg
• PKA: 2.56±0.70(Predicted)
• Flash Point: 257.4 °C
• PSA: 103.55000
• Density: 1.249 g/cm³
• LogP: 2.91100
• Storage Temp.: 2-8°C
• Solubility.: DMSO: ~26 mg/mL
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 371.14812078
• Heavy Atom Count: 27
• Complexity: 685

Purity/Quality:

99.9% ^*data from raw suppliers

Isradipine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Drug Classes: Cardiovascular Agents
• Canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC(C)C)C2=CC=CC3=NON=C32)C(=O)OC
• Recent ClinicalTrials: Isradipine Enhancement of Virtual Reality Cue Exposure for Smoking Cessation
• Description: Isradipine is a long-acting calcium blocker effective in the treatment of essential hypertension. The advantages of isradipine as compared with other dihydropyridine calcium antagonists include a "gentle" onset and fewer contraindications. It can be taken by patients with diabetes mellitus, chronic obstructive airway diseases, gout, congestive heart failure or ischemic heart disease.
• Uses: Isradipine is a L-type calcium channel blocker, Isradipine has anti-atherosclerotic effects in animals and improves endothelium-mediated nitric oxide (NO)-dependent vasodilation in vitro. Additional studies indicate that Isradipine may provide a neuroprotective effect in a rat model of focal ischemia and that Isradipine produces a dose-dependent sparing of dopamine neuronal fibers and cell bodies. nonsedating H1-antihistamine Dihydropyridine calcium channel blocker. Antihypertensive; antianginal

Technology Process of Isradipine

There total 2 articles about Isradipine 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:

2-acetyl-3-benzofurazan-4-yl-acrylic acid methyl ester (104785-90-2) + isopropyl 3-aminocrotonate (40100-28-5) → isradipine (75695-93-1,131970-21-3)

Guidance literature:

In ethanol; at 25 - 28 ℃; for 5 - 7h;

Reference yield:

→ isradipine (75695-93-1,131970-21-3)

Guidance literature:

Reference yield:

isradipine (75695-93-1,131970-21-3) + C4H9N2O2*ClH → 4-benzo[1,2,5]oxadiazol-4-yl-2,6-dimethyl-pyridine-3,5-dicarboxylic acid 3-isopropyl ester 5-methyl ester

Guidance literature:

With Britton-Robinson buffer; In water; N,N-dimethyl-formamide; at 37 ℃; pH=7.4; Kinetics;

DOI:10.1016/j.bmc.2004.01.050

upstream raw materials:

2-acetyl-3-benzofurazan-4-yl-acrylic acid methyl ester

isopropyl 3-aminocrotonate

Downstream raw materials:

(+)-PN 200-110

(-)-(R)-isradipine

Refernces

• 1、 -. "ANTIHYPERTENSIVE THERAPY". . . Retrieved 2009/09/08.