D-Glucitol, 1,4:3,6-dianhydro-, 2,5-dinitrate

Base Information

• Chemical Name: D-Glucitol, 1,4:3,6-dianhydro-, 2,5-dinitrate
• CAS No.: 87-33-2
• Molecular Formula: C6H8N2O8
• Molecular Weight: 236.138
• Hs Code.: 3003.90
• ChEMBL ID: CHEMBL250009
• Mol file: 87-33-2.mol

Synonyms:D-Glucitol, 1,4:3,6-dianhydro-, 2,5-dinitrate;(6-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl) nitrate;Isoidide dinitrate;C6-H8-N2-O8;38777-20-7;BiDil (Salt/Mix);SCHEMBL309369;SDM No. 40 (Salt/Mix);SDM No. 50 (Salt/Mix);CHEMBL250009;SDM-40;MOYKHGMNXAOIAT-UHFFFAOYSA-N;HMS3369G02;BCP28433;component of Dilatrate-SR (Salt/Mix);Glucitol, 1,4:3,6-dianhydro-, dinitrate;FT-0603301;1,4:3,6-Dianhydro-D-sorbitol 2,5-dinitrate;EN300-11813677;6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate;Isosorbide dinitrate, European Pharmacopoeia (EP) Reference Standard;NSC 80038;NSC-80038;NSC80038;SST-101;Dilatrate SR;Korodil;1219405-83-0

Chemical Property of D-Glucitol, 1,4:3,6-dianhydro-, 2,5-dinitrate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 3.19E-05mmHg at 25°C
• Melting Point: 700 °C
• Refractive Index: 1.537
• Boiling Point: 365.9 °C at 760 mmHg
• Flash Point: 186.6 °C
• PSA: 128.56000
• Density: 1.65 g/cm³
• LogP: -0.01580
• Storage Temp.: -20?C Freezer
• Solubility.: Undiluted isosorbide dinitrate is very slightly soluble in water, very soluble in acetone, sparingly soluble in ethanol (96 per cent). The solubility of the diluted product depends on the diluent and its concentration.
• Water Solubility.: 549.7mg/L(25 oC)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 236.02806522
• Heavy Atom Count: 16
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

Isosorbide Dinitrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 5-22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C2C(O1)C(CO2)O[N+](=O)[O-])O[N+](=O)[O-]
• Uses: Isosorbide dinitrate is also used in chronic cardiac insufficiency for preventing angina pectoris attacks. It is a long-lasting drug. Antianginal;Nitric oxide (NO) donor
• Clinical Use: Vasodilator: Prophylaxis and treatment of angina Left ventricular failure
• Drug interactions: Potentially hazardous interactions with other drugs Avanfil, sildenafil, tadalafil, vardenafil: hypotensive effect significantly enhanced - avoid concomitant use. Riociguat: avoid concomitant use due to risk of hypotension.

Technology Process of D-Glucitol, 1,4:3,6-dianhydro-, 2,5-dinitrate

There total 5 articles about D-Glucitol, 1,4:3,6-dianhydro-, 2,5-dinitrate 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: 92.0%

Isosorbide (652-67-5) → isosorbide dinitrate (87-33-2)

Guidance literature:

With nitric acid; acetic anhydride; In acetic acid; at 5 - 10 ℃; for 2h;

DOI:10.1055/s-1994-25631

Reference yield: 41.53%

Isosorbide (652-67-5) → isosorbide mononitrate (16106-20-0,16908-90-0,16908-91-1,35993-37-4,38709-03-4,114718-64-8,127001-76-7,16051-77-7) + isosorbide dinitrate (87-33-2)

Guidance literature:

Isosorbide; With nitric acid; acetic anhydride; acetic acid; at 0 - 12 ℃; for 6h;

With sodium hydroxide; at -5 ℃; for 1h; pH=13; Temperature;

Reference yield:

Isosorbide (652-67-5) → isosorbide mononitrate (16106-20-0,16908-90-0,16908-91-1,35993-37-4,38709-03-4,114718-64-8,127001-76-7,16051-77-7) + isosorbide-2-mononitrate (16051-77-7) + isosorbide dinitrate (87-33-2)

Guidance literature:

With nitric acid; acetic anhydride;

DOI:10.1021/acs.oprd.8b00176

upstream raw materials:

Isosorbide

Downstream raw materials:

isosorbide mononitrate

Isosorbide

isosorbide-2-mononitrate

Refernces

• 1、 Zhu, Shi-Guo,Yang, Jiang-Tao,Zhang, Gui-Min,Chen, Cheng-Fu,Zhang, Fu-Li. "An Improved Process for Industrial Production of Isosorbide-5-mononitrate: Recycling of Wastes". supporting information. p. 991 - 995. Retrieved 2018/08/03.
• 2、 -. "NANOEMULSIONS HAVING REVERSIBLE CONTINUOUS AND DISPERSED PHASES". . . Retrieved 2017/08/01.