110-46-3 Usage
Antianginal drugs
Light yellow transparent liquid, ether-like smell with fruity. It volatiles at room temperature, and is easy to burn. It is insoluble in water, can be mixed with alcohol, ether, chloroform or benzene arbitrary at any ratio. In case of light and air it will break down.
Isoamyl nitrite, also known as amyl nitrite, is the fastest onset, and the shortest duration of anti-anginal drugs, is a sub-short-acting nitrates vasodilator, its pharmacological effects is similar to nitroglycerin, it can directly relax vascular smooth muscle, especially for small vascular smooth muscle, make systemic vasodilation, reduce peripheral resistance, blood pressure, reduce venous return blood, reduce cardiac output, thereby reduce myocardial oxygen consumption, anti-angina and effectively stimulate sexual desire. Because of its rapid hydrolysis in the gastrointestinal tract, so this product is oral invalid, drugs used clinically are usually made on a volatile liquid pharmaceutical inhalants, rapidly absorbed in the lungs after inhalation, it can be effective less than half a minute , lasts for only 3 to 10 minutes, the anti-anginal effect nitroglycerin similar, but inhaled dose of this product is difficult to control, and the adverse reaction is large, which is its shortcomings. Because it often causes severe headache, severe hypotension and tachycardia, it is now rarely used in clinical treatment of angina and biliary colic, gradually being replaced by other nitrates.
[Adverse reactions and Precautions]
Common adverse reactions are headache, facial flushing, hypotension and reflex tachycardia ect. Isoamyl nitrite owns severe reaction than nitroglycerin.
Excessive use dosage can cause low blood pressure and heart rate, increase symptoms of angina, heart rate and blood pressure should be closely observed during intravenous drug using. Due to excessive methemoglobin poisoning, symptoms include cyanosis, breathing difficulty and other symptoms of hypoxia, intravenous injection of 1% methylene blue is used for first aid, along with oxygen , and blood transfusions.
Usinge for head trauma, brain hemorrhage, acute coronary thrombosis is banned.
Using in coronary occlusion and increased intracranial pressure is banned.
Cyanide poisoning antidote
Pharmacological effects are the same with sodium nitrite, isoamyl nitrite is also an oxidizing agent, hemoglobin is oxidized to be high iron (Fe3 +) hemoglobin combines with cyanide ions to form cyanide methemoglobin, eliminates blood free cyanide ions on cytochrome oxidase enzyme infringement, but also makes the cytochrome oxidase bound cyanide ion release, leading to the enzyme activity and tissue respiration function recovery, it should be used simultaneously with sodium thiosulfate to bind with cyanide methemoglobin to form non-toxic thiocyanate group (SCN-) and excreted, and thus play a role in the treatment of cyanide poisoning. This product is administrated by inhalation, rapidly absorbed in the lungs, displays the effects after inhalation of 10 to 30 seconds, the role lasts for 3 to 5 minutes. For emergency use, sodium nitrite is intravenous injected until the symptoms improve.
The above information is edited by the lookchem of Tian Ye.
Chemical Properties
Different sources of media describe the Chemical Properties of 110-46-3 differently. You can refer to the following data:
1. Light yellow clear liquid having a boiling point of 99 °C, the relative density is 0.871 (20/4 ℃), the refractive index is 1.3871, the flash point is 10 ℃. It is soluble with alcohol, ether, it can not dissolve in water. With fruit flavor. With volatility, it will break down in the case of light and air .
2. Isoamyl Nitrite is flammable and explosive and decomposes
when exposed to air and sunlight.
3. Amyl nitrites are flammable, yellowish liquid
with a penetrating, fruity odor.
Uses
Different sources of media describe the Uses of 110-46-3 differently. You can refer to the following data:
1. It is used in synthesizing perfumes, drugs and diazo compounds. It can be used as an oxidizing agent, solvent. Isobutyl nitrite ester is a drug that is the the fastest short-acting nitrates vasodilator. It is also used as hydrocyanic acid and its salts poisoning antidote.Vasodilators, for the treatment of angina pectoris, also it is used for cyanide poisoning; it is used in synthesizing perfumes, drugs and diazo compounds. It can be used as an oxidizing agent, solvent.
2. Vasodilator.
3. Isoamyl nitrite is a light yellow, transparent liquid with a
pleasant, fragrant, fruity odor. Amyl nitrite was introduced to
medicine in 1859 and has been under considerable pharmacological
investigation since that time. Its major use was for
treating angina pectoris through its vasodilative effect on the
coronary arteries. However, this effect is transient, and
nitroglycerin and longer acting nitrates have largely replaced
it. Amyl nitrite has been most helpful in clarifying the
differential diagnosis of murmurs. For example, left ventricular
outflowobstruction increases followingamyl nitrite administration.
Mitral regurgitation decreases following amyl nitrite
as does the apical diastolic rumble of mitral stenosis. The
Austin–Flint rumble decreases followingamyl nitrite as does a
ventricular septal defect and acyanotic tetralogy of Fallot. Pulmonic stenosis increases as does isolated valvular pulmonary
stenosis following amyl nitrite.
Isoamyl nitrite has also been reportedly used for inhalation
abuse. The symptoms following inhalation of
large doses by humans are flushing of the face, pulsatile
headache, disturbing tachycardia, cyanosis (methemoglobinemia),
weakness, confusion, restlessness, faintness, and
collapse, particularly if the individual is standing. The
symptoms are usually of short duration. Industrial intoxication
has not been reported.
4. Isopentyl nitrite is used in the conversion of 2,6-disubstituted phenols to diphenoquinones and aminophenols to quinone diazides. It acts as an oxidant and nitrosating agent. It finds application in aromatic arylation, deamination of arylamines using tetrahydrofuran as a hydrogen donor. It is also useful for the preparation of benzyne using anthranilic acid. It is an antihypertensive and vasodilator to treat heart diseases such as angina and an antidote for cyanide poisoning. Further, it is used as a solvent and cleaning agent for a printed circuit board. In addition to this, it is considered to be a replacement for freon.
Production method
It is derived from isoamyl alcohol and sodium nitrite. According to the actual production situation, it may have a different method of operation. 1. The reaction takes place in the reaction tube, in synthetic aqueous solution of sodium nitrite, isoamyl alcohol, hydrochloric acid, respectively, are put into the high slot. First sodium nitrite solution and hydrochloric acid solution are dropped at the same rate into the synthesis pipe, when the chlorine gas bubbles in the pipe,isoamyl alcohol is slowly dropped from the top of the pipe, that is in the pipeline synthetic crude. Washed, dried, fractionated to get the products. 2. The reaction is carried out in a reaction tank of sodium nitrite, isoamyl alcohol and water are added to the reaction pot, stirring, cooling to 5 ℃, solution of hydrochloric acid is dropped. At 5 ℃ insulation for 1h, after standing hours to remove the water layer, acetate layer is washed with water, then washed with sodium carbonate solution, and then washed with water. After removing the layer of water, it is dehydrated with anhydrous sodium carbonate, filtered. The filtrate is distilled, collecting 97-99 ℃ distillate, to get isoamyl nitrite.
Category
Flammable liquid
Toxicity grading
Highly toxic
Acute toxicity
Oral-rat LD50: 505 mg/kg; inhalation-mouse LC50: 1430 PPM/30 min
Explosive hazardous characteristics
Heating can be explosive
Flammability hazard characteristics
In the case of fire, high temperature, oxidant, it is flammable; in the case of light, heat may generate toxic nitric oxide gas.
Storage characteristics
Treasury should be ventilation, low-temperature and dry; It should be stored separately from oxidants and acids.
Description
Amyl nitrite had been used clinically as early as 1867, when the
Scottish physician Sir Thomas Brunton used it as a vasodilator
as treatment for angina pectoris in his patients. In the late
1880s, a protective effect on cyanide toxicity in canines was
noted when amyl nitrite was inhaled postexposure. Amyl
nitrite has been used clinically in a multicomponent cyanide
antidote kit and is also a recreational drug of abuse (‘poppers’).
Definition
ChEBI: Isoamyl nitrite is a nitrite ester having isopentyl as the alkyl group. It has a role as a vasodilator agent and an antihypertensive agent. It derives from an isoamylol.
General Description
Clear yellow liquid.
Air & Water Reactions
Highly flammable. Decomposes on exposure to air and light. Insoluble in water.
Reactivity Profile
Isoamyl nitrite is an oxidizing agent but can serve as a reducing agent. Forms explosive mixtures with air or oxygen. .
Hazard
Flammable, dangerous fire risk, a strong oxidizer. Vapor may explode if ignited.
Fire Hazard
Isoamyl nitrite is flammable.
Potential Exposure
Amyl nitrite is used to make pharmaceuticals;
perfumes, diazonium compounds, and other
chemicals.
Environmental Fate
The primary mechanism of toxicity develops from the
powerful oxidative effects of nitrites on hemoglobin. Methemoglobinemia,
which develops when the iron atom in
hemoglobin loses one electron to an oxidant, causing a change
from the ferrous (2+) state to the ferric (3+) state, may cause
cellular hypoxia. When methemoglobin levels exceed
10–15%, cyanosis may be evident. Nitrites also cause vasodilation
by direct action on smooth muscle. Physical effects
include decreases in blood pressure, headache, flushing of the
face, increased heart rate, dizziness, and relaxation of involuntary
muscles, especially of the blood vessels and the anal
sphincter.
Amyl nitrite may be irritating to the lungs and throat when
breathed in. With exposure to the skin, amyl nitrite has irritant
properties. It can also be readily absorbed, causing systemic
effects with skin contact.
Shipping
UN1993 Flammable liquids, n.o.s., Hazard
Class: 3; Labels: 3-Flammable liquid, Technical Name
Required.
Toxicity evaluation
A volatile liquid, amyl nitrite is slightly soluble in water and is
commonly supplied in ampoules that are broken and administered
by inhalation. Inhalation is likely the most common
route of exposure, though reports of ingestion of the liquid
itself have been seen. Amyl nitrite may also be absorbed
through the skin when skin comes in contact with the liquid.Amyl nitrite is an unstable compound. It is air and light
sensitive and flammable. Amyl nitrite forms explosive mixtures
with air or oxygen, and it is incompatible with oxidizing agents
and reducing agents.
Incompatibilities
Vapors may form explosive mixture with
air. Slowly decomposes in light, heat, and on contact with
water. A strong oxidizer. Contact with reducing agents and
easily oxidizable materials may cause fire and explosions.
Reported to be an explosion hazard when exposed to air and
light. Keep away from alcohols, antipyrine, alkaline materials;
alkaline carbonates; potassium iodide; bromides, and ferrous
salts. Attacks metals in the presence of moisture.
Waste Disposal
Incineration with scrubber to
remove nitrogen oxides from the combustion gases.
Check Digit Verification of cas no
The CAS Registry Mumber 110-46-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 0 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 110-46:
(5*1)+(4*1)+(3*0)+(2*4)+(1*6)=23
23 % 10 = 3
So 110-46-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO2/c1-7(10-12)9(11)8-5-3-2-4-6-8/h2-6,12H,1H3/b10-7+
110-46-3Relevant articles and documents
Continuous-Flow Process for the Synthesis of 5-Nitro-1,4-dihydro-1,4-methanonaphthalene
Tan, Zhiyong,Li, Zhenhua,Jin, Guoqiang,Yu, Chuanming
, p. 31 - 37 (2019)
In this article, we describe a safe and practical process for the synthesis of 5-nitro-1,4-dihydro-1,4-methanonaphthalene (1) via a continuous-flow reactor. The primary procedures in this process involved not merely the production of isoamyl nitrite but also the temperature-programmed Diels-Alder reaction of an aryne (derived from 2-amino-6-nitrobenzoic acid) with cyclopentadiene in the series flow reactor. The continuous-flow process minimized the accumulation of dangerous isoamyl nitrite and the energetic diazonium salt, and the entire reaction time was held down to 250 s.
Synthesis, modeling and optimization of cyanide antidote (3-methylbutyl) nitrite using response surface methodology
Khakyzadeh, Vahid,Vahidian, Hadi Rezaei,Salarian, Amir Ahmad,Zolfigol, Mohammad Ali
, p. 2391 - 2398 (2016)
In this research, synthesis of cyanide antidote (3-methylbutyl) nitrite has been designed and performed by response surface methodology. The antidote was prepared by the reaction of 3-methyl-1-butanol with sodium nitrite, which is the nitrosonium (NO+) source, in the presence of sulfonic acid-functionalized Fe3O4 (Fe3O4@SO3H) as a nanomagnetic solid acid catalyst and triethylammonium hydrogen sulfate as ionic liquid in aqueous media. Optimization of the reaction conditions was investigated using the response surface method (central composite design). In accordance with analysis of variance, a quadratic polynomial model was able to predict the response. Predicted response values by the obtained model was in good agreement with the experimental results. A clean reaction, easy workup procedure, reusability of the catalyst and a high yield are some advantages of this method.
Method for synthesizing isoamyl nitrite (by machine translation)
-
Paragraph 0022-0029, (2020/05/02)
The method comprises the following steps, mixing: mixture of isoamyl alcohol and solid benzene sulfonic acid resin with a mass ratio :1) of sodium nitrite and isoamyl alcohol: 5555555° C. and carrying out the method according to the present invention to - 555555500° C. and recovering and reusing, the benzene sulfonic acid resin in step, to process industrial waste acid 1) . The reaction solution of Step, is subjected to washing 2) filtration, and stirring reaction, to obtain isoamyl nitrite, with a mass ratio of, The 80% method, disclosed in, is carried out under reduced pressure of 1:1 - 3:1, DEG C. 1:1.35 - 1:1.5. (by machine translation)
