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Home > Encyclopedia > Mannitol hexanitrate

Mannitol hexanitrate

Mannitol hexanitrate structure

Mannitol hexanitrate 

structure
  • CAS No:

    15825-70-4

  • Formula:

    C6H8N6O18

  • Chemical Name:

    Mannitol hexanitrate

  • Synonyms:

    D-Mannitol,1,2,3,4,5,6-hexanitrate;Mannitol hexanitrate;D-Mannitol,hexanitrate;Mannitol,hexanitrate,D-;MHN;Angiospasmyl;Manicole;Moloid;Nitranitol;Mannex;Mannitate;Maltrate;Mannitrin;Manexin;Maxitate;Dilangil;Hexanitrol;Hypertenain;Manhexin;Medemanol;Nitromannite;Nitromannitol;Mannite hexanitrate;Mannitol nitrate;130-39-2

Description

Mannite hexanitrate is a monosaccharide.

Mannitol hexanitrate Basic Attributes

452.16 g/mol

452.16

239-924-6

99AU28W1G9

DTXSID8065953

Colorless crystals|Long needles in regular clusters from alcohol

Characteristics

330 Ų

log Kow = 2.54 (est)

1.60 g/cm3 @ Temp: 20 °C

107 °C

Explodes

Soluble in alcohol, acetone, ether|Very soluble in benzene|Insoluble in water|In water, 54.8 mg/L at 25 °C (est)

2.98X10-8 mm Hg at 25 °C (est)

Henry's law constant = 1.16X10-16 atm-cu m/mol at 25 °C (est)

Upon decomposition it emits toxic fumes of NOx.

Safety Information

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

|Danger|H200: Unstable Explosive [Danger Explosives]|P201, P202, P281, P372, P373, P380, P401, and P501|H201: Explosive; mass explosion hazard [Danger Explosives]|P210, P230, P240, P250, P280, P370+P380, P372, P373, P401, and P501

Wear appropriate chemical protective gloves and goggles. /Mannitol hexanitrate, wetted/

Dangerous fire and explosion risk

A powerful explosive sensitive to shock or heat.|Explodes at 120 °F|If it should dry out it can explode due to shock, heat, flame, or friction ... Under prolonged exposure to fire or heat they can explode. /Mannitol hexanitrate, wetted/

If material on fire or involved in fire: Dangerously explosive. Do not fight fires in a cargo of explosives. Evacuate area and let burn. /Mannitol hexanitrate, wetted/|Evacuation: If the material is on fire or involved in fire consider evacuation of one (1) mile radius. /Mannitol hexanitrate, wetted/|Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Mannitol hexanitrate, wetted/

The primary hazard is blast where the entire load can explode instanteously and not from flying projectiles and fragments. /Mannitol hexanitrate, wetted/

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep spilled material wet. Wet spilled material before picking it up. Do not attempt to sweep up dry material. /Mannitol hexanitrate, wetted/|Personnel protection: Avoid breathing dusts, and fumes from burning material ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. /Mannitol hexanitrate, wetted/

D003; A waste containing mannitol hexanitrate may (or may not) be characterized a hazardous waste following testing for the reactivity characteristics as prescribed by the Resource Conservation and Recovery Act (RCRA) regulations.

D003; A solid waste containing mannitol hexanitrate may become characterized as a hazardous waste when subjected to testing for reactivity as stipulated in 40 CFR 261.23, and if so characterized, must be managed as a hazardous waste.

Drug Information

A series of nitrated alcohols and their use as vasodilators are historically reviewed. The preparation and properties of methyl-nitrate, glycol-dinitrate, erythrol-tetranitrate and mannitol-hexanitrate are discussed. Pharmacological action, blood pressure tracings and pulse tracings produced by the drugs are described. Experiments reviewed include perfusion experiments on the kidney of the sheep, on frogs and tortoises. Nonsusceptibility to the drugs is also considered. The use of these drugs to treat cardiac pain, chronic Bright's disease, aneurysm, Raynard's disease, dyspnea, headache and nervous disorders is also examined along with dose and administration information... The author concludes that these organic nitrates will benefit conditions due to high arterial tension.

... Blood samples were drawn from the carotid artery of rats treated with radioactive glyceryl-trinitrate (C-14-GTN), isosorbide-dinitrate (C-14-ISD) or mannitol-hexanitrate (C-14-MHN). The lifetime of the labeled organic nitrates was determined. In another experiment, female rats were intravenously administered one of the radioactive nitrates. Urine was collected hourly, and the samples were counted for radioactive material. A separate experiment was conducted with human liver homogenate, and organic nitrate-reductase activity was measured. In a fourth experiment, rats were treated orally with C-14-GTN and the lymph was collected. Results from the blood clearance investigations showed an extremely rapid initial fall in the blood concentration of the parent compound, with a half life of about 10 to 14 seconds. The disappearance of C-14-MHN was more than 99 percent complete by 90 seconds. Blood was cleared of more than 80 percent of C-14-GTN or C-14-ISD by 1 minute. In the urine samples, the sum of C-14-ISD and C-14-MHN metabolites approached 100 percent of the administered amount. However, the C-14-GTN did not approach 100 percent. The human liver contained the same enzyme capacity for denitration as the rat liver. In the fourth experiment, less than 1 percent of orally administered C-14-GTN was recovered in the lymph after 7 hours.

The nature of the formation of nitrite ion from nitrate esters in the presence of blood and tissue suspensions from rabbits was examined. Suspensions were made by homogenizing one part fresh tissue from white-rabbits and four parts aqueous buffer. Equal volumes of the homogenate and a solution of nitrate ester were mixed. Samples for nitrite assay were removed and analyzed. Inorganic nitrite was formed rapidly when glycerol-trinitrate was incubated with the liver homogenate but not with muscle homogenate or diluted whole blood. The rate of nitrite formation from glycerol-trinitrate, l-glucosan-trinitrate, and mannitol-hexanitrate was influenced by pH. Highest volumes formed when the pH was 8.4. Heat had an inactivation effect for glycerol-trinitrate and mannitol-hexanitrate but only partial inactivation took place at low temperatures for l-glucosan-trinitrate while at temperatures between 60 and 100 degrees-C, activity increased. For mannitol-hexanitrate, the amount of nitrite liberated increased with increasing ester concentration. The authors conclude that inorganic nitrite is formed from nitrate esters of polyhydric alcohols by two systems occurring in normal rabbit tissues. The first, occurring principally in the liver, is heat labile while the second, found in liver, muscle, and blood, is activated by heat.

Blood samples were drawn from the carotid artery of rats treated with radioactive glyceryl-trinitrate (C-14-GTN), isosorbide-dinitrate (C-14-ISD) or mannitol-hexanitrate (C-14-MHN). ... Results from the blood clearance investigations showed an extremely rapid initial fall in the blood concentration of the parent compound, with a half life of about 10 to 14 seconds.

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Nitrates, nitrites, and related compounds/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... . Anticipate seizures and treat as necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Nitrates, nitrites, and related compounds/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or is in severe respiratory distress. Monitor cardiac rhythm and treat arrhythmias if necessary. Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. If unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Nitrates, nitrites, and related compounds/

Mannitol hexanitrate Use and Manufacturing

Methods of Manufacturing

By nitrating mannitol with mixed acid, purifying the precipitate from organic solvents and stabilizing.

Uses

Explosive cap ingredient, medicine (admixed with at least 10 parts of carbohydrate)|THERAPEUTIC CATEGORY: Vasodilator

Grade: Technical, pharmaceutical.

D-Mannitol, 1,2,3,4,5,6-hexanitrate: INACTIVE|Not approved in the United States /for therapeutic use/

Computed Properties

Molecular Weight:452.16
XLogP3:2.1
Hydrogen Bond Acceptor Count:18
Rotatable Bond Count:11
Exact Mass:451.98950743
Monoisotopic Mass:451.98950743
Topological Polar Surface Area:330
Heavy Atom Count:30
Complexity:579
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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