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Isosorbide dinitrate

Isosorbide dinitrate Structure
Isosorbide dinitrate
  • CAS No.87-33-2
  • Chemical Name:Isosorbide dinitrate
  • CBNumber:CB2226929
  • Molecular Formula:C6H8N2O8
  • Formula Weight:236.14
  • MOL File:87-33-2.mol
Isosorbide dinitrate Property
  • Melting point 700C
  • alpha D20 +135° (alc)
  • Boiling point 378.59°C (rough estimate)
  • Density 1.7503 (rough estimate)
  • refractive index 1.5010 (estimate)
  • 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.
  • form Solid
  • color White to Off-White
  • Water Solubility 549.7mg/L(25 ºC)
  • BCS Class 3
  • InChIKey MOYKHGMNXAOIAT-JGWLITMVSA-N
  • LogP 1.31 at 25℃
  • FDA 21 CFR 250.102
  • CAS DataBase Reference 87-33-2(CAS DataBase Reference)
  • FDA UNII IA7306519N
  • ATC code C01DA08,C01DA58,C05AE02
  • EPA Substance Registry System D-Glucitol, 1,4:3,6-dianhydro-, dinitrate (87-33-2)
  • UNSPSC Code 41116107
  • NACRES NA.24
Safety
  • Hazard Codes  :Xn
  • Risk Statements  :5-22
  • Safety Statements  :36
  • RIDADR  :UN 2907
  • HazardClass  :4.1
  • PackingGroup  :II
  • HS Code  :2932999000
  • Hazardous Substances Data :87-33-2(Hazardous Substances Data)
  • Toxicity :LD50 oral in rat: 747mg/kg
  • NFPA 704:
    0
    3 0
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H207-H302
  • Precautionary statements P210-P212-P230-P233-P280-P370+P380+P375-P501

Isosorbide dinitrate Chemical Properties,Usage,Production

  • Chemical Properties white to light yellow crystal powde
  • Originator Isordil,Ives,US,1959
  • Uses Isosorbide dinitrate is also used in chronic cardiac insufficiency for preventing angina pectoris attacks. It is a long-lasting drug.
  • Uses Antianginal;Nitric oxide (NO) donor
  • Uses Coronary vasodilator
  • Definition ChEBI: Isosorbide dinitrate is a nitrate ester and a glucitol derivative. It has a role as a vasodilator agent and a nitric oxide donor.
  • Manufacturing Process An aqueous syrup of 1,4:3,6-dianhydro-D-glucitol is slowly added to a cooled mixture of HNO3 and H2SO4. After standing a few minutes the mixture is poured into cold water and the precipitated product is collected and recrystallized from ethanol.
  • brand name Dilatrate (Schwarz Pharma); Isordil (Biovail); Isordil (Wyeth); Sorbitrate (AstraZeneca).
  • Therapeutic Function Coronary vasodilator
  • General Description A crystalline solid. May be toxic by ingestion. Used to make pharmaceuticals. Used as a heart drug.
  • Air & Water Reactions Highly flammable. Slightly soluble in water.
  • Reactivity Profile Nitroalkanes, such as Isosorbide dinitrate, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. Nitroalkanes are milder oxidizing agents, but still react violently with reducing agents at higher temperature and pressures. Nitroalkanes react with inorganic bases to form explosive salts. The presence of metal oxides increases the thermal sensitivity of nitroalkanes. Nitroalkanes with more than one nitro group are generally explosive. Nitroalkanes are insoluble in water. This heart drug is detonable when dry, but non-explosive with 30% of water.
  • Health Hazard Fire may produce irritating and/or toxic gases. Contact may cause burns to skin and eyes. Contact with molten substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution.
  • Fire Hazard Flammable/combustible material. May be ignited by friction, heat, sparks or flames. Some may burn rapidly with flare burning effect. Powders, dusts, shavings, borings, turnings or cuttings may explode or burn with explosive violence. Substance may be transported in a molten form at a temperature that may be above its flash point. May re-ignite after fire is extinguished.
  • Clinical Use Vasodilator:
    Prophylaxis and treatment of angina
    Left ventricular failure
  • Safety Profile Moderately toxic by ingestion, intraperitoneal, intramuscular, and subcutaneous routes. Experimental reproductive effects. Mutation data reported. A flammable solid. When heated to decomposition it emits toxic fumes of NOx. A coronary vasodilator. See also NITRATES.
  • Synthesis Isosorbiddinitrate, 1,4:3,6-dianhydrosorbate-2,5-dinitrate (19.1.4), is synthesized by intermolecular dehydration of D-sorbite into isosorbide (19.1.3) using paratoluenesulfonic acid and subsequent nitration of the two hydroxyl groups by nitric acid.

    Synthesis_87-33-2

  • Veterinary Drugs and Treatments Isosorbide mononitrate (ISMN) and dinitrate (ISDN) are organic nitrates potentially useful as preload reducing agents in treating heart failure in small animals, however, research and clinical experience demonstrating clinical efficacy are lacking in dogs or cats. Limited research indicates that dogs may require much higher dosages of isosorbide dinitrate to achieve therapeutic effects than do humans.
    In humans, isosorbide nitrates are used for treating or preventing angina, treating esophageal spasm, and as an adjunctive treatment in CHF.
Isosorbide dinitrate Preparation Products And Raw materials
Raw materials
Preparation Products
Isosorbide dinitrate Suppliers
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Isosorbide dinitrate Spectrum
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  • Isosorbide dinitrate, 10 mM in DMSO

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