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D-マンニトールヘキサニトラート

Mannitol Hexanitrate

HCID 61818
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
15825-70-4
標準SMILES
O=[N+]([O-])OC[C@@H](O[N+](=O)[O-])[C@@H](O[N+](=O)[O-])[C@H](O[N+](=O)[O-])[C@@H](CO[N+](=O)[O-])O[N+](=O)[O-]
InChIKey
DGMJZELBSFOPHH-KVTDHHQDSA-N
分子式
C6H8N6O18
平均分子量
452.16 g/mol
単同位体質量
451.98950743

概要

Shipped as a slurry or wet mass of colorless crystals. Must be shipped wet with at least 40% water or water and denatured alcohol mixture. May explode due to shock, heat, flame, or friction if dried. The primary hazard is the blast of an instantaneous explosion and not flying projectiles and fragments.

名称と識別子

優先名称
Mannitol Hexanitrate
IUPAC
[(2R,3R,4R,5R)-1,2,4,5,6-pentanitrooxyhexan-3-yl] nitrate
現地名
D-マンニトールヘキサニトラート
英語名
Mannitol hexanitrate,wetted with not less than 40% water,or mixture of alcohol and water,by mass
分子式
C6H8N6O18
分子量
452.16

名称と別名

MANNITOL HEXANITRATEd-mannitol hexanitrate15825-70-4D-Mannitol, hexanitratemannite hexanitrateHexanitrato de manitolHexanitrate de mannitolMannityli nitrasHexanitrate of D-mannitolMannitoli hexanitrasMannitolo esanitratoMannitol hexanitrate [INN]
名称をさらに表示
D-マンニトールヘキサニトラートニトロマンニトールマキシタートニトロマンニット六硝酸マンニット六硝酸マンニトール六硝酸マンニトール (水分、またはアルコールと水の含有率が40%未満のもの)(2R,3R,4R,5R)-1,2,4,5,6-ペンタキス(ニトロオキシ)ヘキサン-3-イル ニトラートMaxitateNitromannitolMannitylNitrateHexanitromannitehexanitromannitolmannitol hexanitrate nitromanniteD-Mannitol, 1,2,3,4,5,6-hexanitrate[(2R,3R,4R,5R)-1,2,4,5,6-pentanitrooxyhexan-3-yl] nitratenitric acid [(1R,2R,3R)-1-[(1R)-1,2-dinitrooxyethyl]-2,3,4-trinitrooxy-butyl] ester
NA0133Mannitylium hexanitricum130-39-2Mannitolo esanitrato [DCIT]UNII-99AU28W1G9HSDB 7834Mannitoli hexanitras [INN-Latin]99AU28W1G9

物性

構造計算による物性

XLogP
2.1
極性表面積
330 Ų
水素結合供与体数
0
水素結合受容体数
18
回転可能結合数
11
重原子数
30
形式電荷
0
複雑度
578

実験および物理化学的性質

Density1.8 g/cu cm at 20 °C
Color/Form · 2 件

Colorless crystals

Long needles in regular clusters from alcohol

Solubility · 3 件

Soluble in alcohol, acetone, ether

Very soluble in benzene

Insoluble in water

Boiling PointExplodes
DecompositionUpon decomposition it emits toxic fumes of /nitroxides/.
Melting Point107 °C
Physical Description · 1 件

Shipped as a slurry or wet mass of colorless crystals. Must be shipped wet with at least 40% water or water and denatured alcohol mixture. May explode due to shock, heat, flame, or friction if dried. The primary hazard is the blast of an instantaneous explosion and not flying projectiles and fragments.

Other Experimental PropertiesUpon decomposition it emits toxic fumes of NOx.

物理化学的性質

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H200: (Deleted) Unstable Explosive [Danger Explosives]

P201, P202, P281, P372, P373, P380, P401, and P501 (click each P-code to see the statement)

Danger

H201: (Deleted) Explosive; mass explosion hazard [Danger Explosives]

P210, P230, P240, P250, P280, P370+P380, P372, P373, P401, and P501 (click each P-code to see the statement)

危険有害性情報

DOT LabelExplosive 1.1D
Fire HazardsExcerpt from ERG Guide 112 [Explosives - Division 1.1, 1.2, 1.3 or 1.5]:
Fire PotentialDangerous fire and explosion risk
Health HazardsExcerpt from ERG Guide 112 [Explosives - Division 1.1, 1.2, 1.3 or 1.5]:
Reactive GroupNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
RCRA RequirementsD003; 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.
Reactivity AlertsStrong Oxidizing Agent
Reactivity Profile · 1 件

Nitroalkanes, such as MANITOL HEXANITRATE, 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.

化学と産業

薬理情報

Biological Half-Life · 1 件

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.

Metabolism/Metabolites · 1 件

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.

Absorption, Distribution and Excretion · 1 件

... 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.

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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
15825-70-4
PubChem CID
61818
DTXSID
DTXSID8065953
ChEMBL
CHEMBL2104740
ChEBI
CHEBI:135734
UNII
99AU28W1G9
EC Number
239-924-6
Nikkaji
J10.018H
融点
106 · 106-108°
沸点
559.71 °C · 559.71°C (rough estimate)
比重(密度)
1.8 · 1.8000
屈折率
1.75 · 1.7500 (estimate)
CAS データベース
15825 · 15825-70-4
EPAの化学物質情報
D-Mannitol, hexanitrate (15825-70-4)

化学的性質

化学的特性Colorless crystals.Soluble in alcohol, acetone, ether; insoluble in water.

DOT Hazard Classification · 6 件

Mannitol hexanitrate (dry)

Forbidden explosives/materials (49 eCFR § 173.54/§ 173.21)

Mannitol hexanitrate, wetted or Nitromannite, wetted with not less than 40 percent water, or mixture of alcohol and water, by mass

UN0133

Div 1.1 Explosives (with a mass explosion hazard) (49 eCFR § 173.50)

Nitromannite (dry)

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.
EPA Hazardous Waste NumberD003; 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.
Hazard Classes and Categories · 4 件

Unstable explosive

Explosives - Unstable Explosive

Unst. Expl.

Expl. 1.1

安全と保護具

Fire FightingExcerpt from ERG Guide 112 [Explosives - Division 1.1, 1.2, 1.3 or 1.5]:
First AidExcerpt from ERG Guide 112 [Explosives - Division 1.1, 1.2, 1.3 or 1.5]:
Firefighting HazardsThe primary hazard is blast where the entire load can explode instanteously and not from flying projectiles and fragments. /Mannitol hexanitrate, wetted/
Fire Fighting Procedures · 3 件

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/

Nonfire Spill ResponseExcerpt from ERG Guide 112 [Explosives - Division 1.1, 1.2, 1.3 or 1.5]:
Disposal Methods · 1 件

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.

Preventive Measures · 2 件

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/

Isolation and EvacuationExcerpt from ERG Guide 112 [Explosives - Division 1.1, 1.2, 1.3 or 1.5]:
Personal Protective Equipment (PPE) · 2 件

Excerpt from ERG Guide 112 [Explosives - Division 1.1, 1.2, 1.3 or 1.5]:

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

毒性情報

Non-Human Toxicity Excerpts · 3 件

/ALTERNATIVE and IN VITRO TESTS/ The mode of action of glycerol-trinitrate (GTN), mannitol-hexanitrate (MHN), and erythritol-tetranitrate (ETN) on electron transport and on oxidative phosphorylation were studied in rats. Rat liver mitochondria were isolated, and oxygen consumption was measured spectrometrically in the presence of the organic nitrate esters. The primary action of GTN was to block the response of mitochondria to adenosine-diphosphate (ADP) and to lower the rate of oxygen consumption when ADP was present. In contrast, MHN resulted in an increase in the rate of oxygen consumption. When oxidation was uncoupled from phosphorylation, GTN inhibited the uncoupled rate, as did MHN, to a smaller extent. When succinate, instead of 3-hydroxybutyrate, was used as substrate, GTN did not inhibit respiration, although MHN did. Controlled respiration with 3-hydroxybutyrate as substrate was also released by ETN, but at higher concentrations than MHN, 0.5 millimolar solution compared to 0.1 millimolar solution. With succinate as substrate, ETN did not inhibit electron transport.

/ALTERNATIVE and IN VITRO TESTS/ Mannitol hexanitrate (MANHN), iditol hexanitrate and sorbitan tetranitrate, all at 442 uM, stimulate oxygen uptake by isolated rabbit atrial tissue. At the same concentration, glyceryl trinitrate decreased oxygen uptake, while isosorbide dinitrate and erythrityl tetranitrate had no effect. No simple correlation was found between the lipoid solubility or percent nitration of these compounds and their effects on oxygen uptake.

/ALTERNATIVE and IN VITRO TESTS/ The effects of organic nitrates on mitochondrial swelling, respiration, phosphorylation, and oxygen uptake were investigated. Rat liver or heart mitochondria were exposed to various amounts of several organic nitrates, and physiologic function was evaluated. Gradual mitochondrial swelling was produced by mannitol-hexanitrate (MHN), erythrityl-tetranitrate (ETN), pentaerythritol-tetranitrate (PETN), and 1,2-glyceryl-dinitrate (GDN). These chemicals also decreased or delayed mitochondrial swelling induced by inorganic phosphate and beta-hydroxybutyrate. In liver mitochondria, stimulation of oxygen consumption and loss of respiratory control were induced by MHN, ETN, PETN, glyceryl-trinitrate, and isosorbide-dinitrate at concentrations of 27 to 1500 umoles, and by GDN, pentaerythritol-trinitrate, and sodium-nitrate at concentrations of 4.0 to 6.7 millimoles. Higher concentrations of these chemicals were required to disrupt respiration in heart mitochondria. A correlation was established between the ability of the nitrates to stimulate respiration, rate of reaction with reduced glutathione in the presence of glutathione organic nitrate reductase, and the oil/water partition coefficients of the chemicals.

Antidote and Emergency Treatment · 3 件

/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/

法規制情報

RCRA RequirementsD003; 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.
DHS Chemicals of Interest (COI) · 6 件

Nitromannite

A Commercial Grade

5000

A Commercial Grade

400

Explosive chemical that can be released at a facility.

安全データ

tsca
TSCA listed
ridadr
UN 0133
risk_code
3
hazard_code
E
safety_code
35
有毒物質データの
15825-70-4(Hazardous Substances Data)

用途と製造

Uses · 2 件

Explosive cap ingredient, medicine (admixed with at least 10 parts of carbohydrate)

THERAPEUTIC CATEGORY: Vasodilator

Methods of ManufacturingBy nitrating mannitol with mixed acid, purifying the precipitate from organic solvents and stabilizing.
Formulations/PreparationsGrade: Technical, pharmaceutical.
General Manufacturing Information · 2 件

D-Mannitol, 1,2,3,4,5,6-hexanitrate: INACTIVE

Not approved in the United States /for therapeutic use/

応用分野 · 3 件

用途火薬,爆薬 医薬,医薬中間体

使用Explosive cap ingredient, medicine (admixed with at least 10 parts of carbohydrate).

一般的な説明Colorless needles. Used for filling blasting caps.

調製方法

純化方法The hexanitrate crystallises from EtOH or dilute EtOH as silky white needles. EXPLOSIVE (on detonation). [Hayward J Am Chem Soc 73 1974 1951, Patterson & Todd J Chem Soc 2876 1929, Beilstein 1 IV 2841.]

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