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Acetylsalicylic acid

What’s acetylsalicylic acid? Chemical property Uses How Aspirin is used in Ischemic Stroke therapy Production method Category Toxicity grading Acute toxicity Flammable hazardous characteristics Handling and storage characteristics Fire extinguishing agent Occupational standard
Acetylsalicylic acid
Acetylsalicylic acid structure
CAS No.
50-78-2
Chemical Name:
Acetylsalicylic acid
Synonyms
ECM;ASA;Xaxa;Aspr;Adiro;Aspec;sp189;Supac;Yasta;Aspro
CBNumber:
CB5114818
Molecular Formula:
C9H8O4
Formula Weight:
180.16
MOL File:
50-78-2.mol

Acetylsalicylic acid Properties

Melting point:
134-136 °C(lit.)
Boiling point:
272.96°C (rough estimate)
Density 
1.35
refractive index 
1.4500 (estimate)
Flash point:
250 °C
storage temp. 
Store at RT.
solubility 
H2O: 10 mg/mL at 37 °C
form 
crystalline
color 
white
pka
3.5(at 25℃)
Water Solubility 
3.3 g/L (20 ºC)
Merck 
14,851
BRN 
779271
Stability:
Stable. Keep dry. Incompatible with strong oxidizing agents, strong bases, strong acids, various other compounds such as iodides, iron salts, quinine salts, etc.
InChIKey
BSYNRYMUTXBXSQ-UHFFFAOYSA-N
CAS DataBase Reference
50-78-2(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 2-(acetyloxy)-(50-78-2)
EPA Substance Registry System
Benzoic acid, 2-(acetyloxy)-(50-78-2)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36/37/39
RIDADR  UN 1851
WGK Germany  1
RTECS  VO0700000
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29182210
Hazardous Substances Data 50-78-2(Hazardous Substances Data)
Toxicity LD50 orally in mice, rats: 1.1, 1.5 g/kg (Hart)
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H301 Toxic if swalloed Acute toxicity,oral Category 3 Danger P264, P270, P301+P310, P321, P330,P405, P501
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning P264, P280, P305+P351+P338,P337+P313P
H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled Sensitisation, respiratory Category 1 Danger P261, P285, P304+P341, P342+P311,P501
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning
H360 May damage fertility or the unborn child Reproductive toxicity Category 1A, 1B Danger
H371 May cause damage to organs Specific target organ toxicity, single exposure Category 2 Warning P260, P264, P270, P309+P311, P405,P501
H373 May cause damage to organs through prolonged or repeated exposure Specific target organ toxicity, repeated exposure Category 2 Warning P260, P314, P501
Precautionary statements:
P201 Obtain special instructions before use.
P202 Do not handle until all safety precautions have been read and understood.
P260 Do not breathe dust/fume/gas/mist/vapours/spray.
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P284 Wear respiratory protection.
P304+P340 IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405 Store locked up.
P501 Dispose of contents/container to..…

Acetylsalicylic acid price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A2093 Aspirin meets USP testing specifications 50-78-2 100g $28.9 2018-11-13 Buy
Sigma-Aldrich 1044006 Aspirin United States Pharmacopeia (USP) Reference Standard 50-78-2 500mg $348 2018-11-13 Buy
TCI Chemical A2262 Acetylsalicylic Acid >98.0%(GC)(T) 50-78-2 25g $17 2018-11-22 Buy
TCI Chemical A2262 Acetylsalicylic Acid >98.0%(GC)(T) 50-78-2 500g $55 2018-11-22 Buy
Alfa Aesar A12488 O-Acetylsalicylic acid, 99% 50-78-2 100g $20.2 2018-11-13 Buy

Acetylsalicylic acid Chemical Properties,Uses,Production

What’s acetylsalicylic acid?

Acetylsalicylic acid, also known as aspirin, is an analgesic-antipyretic medicine made by salicylic acid interacting with acetic anhydride. It is a white crystalline powder, odorless, stable in dry air. It will be slowly hydrolyzed to be salicylic acid and acetic acid in moist air, and aqueous solution has acidic reaction. Slightly soluble in water, soluble in ethanol, ethyl ether, chloroform, sodium hydroxide solution and sodium carbonate solution. Acetylsalicylic acid has antipyretic analgesic, anti-inflammatory and anti-rheumatism effect, that’s why it is often used for fever, headache, muscle pain, neuralgia, rheumatic fever, acute rheumatic arthritis, gout, etc.; also it has antiplatelet aggregation effect, and can be used for prevention of arterial thrombosis, atherosclerosis, transient cerebral ischemia and myocardial infarction; in addition, acetylsalicylic acid also can be used in the treatment of biliary tract roundworm disease and athlete's foot.
Pharmacological actions
Acetylsalicylic acid is one of the traditional antipyretic analgesics, as well as the role of platelet aggregation. Acetylsalicylic acid in the body has the characteristics of the antithrombotic, can reduce the formation of obstructive blood clots in surrounding arteries, and inhibit release of platelet response and endogenous ADP, 5-HT, etc., therefore to inhibit second phase other than the first phase of platelet aggregation. The mechanism of action of acetylsalicylic acid is to make platelets cyclooxygenase acetylation, thus inhibiting the formation of ring peroxide, and TXA2 formation is also reduced as well. At the mean time make the platelet membrane protein acetylation, and inhibit platelet membrane enzyme, which helps to inhibit platelet function. As the cyclooxygenase is inhibited, it impacts blood vessel wall synthesized to be PGI2, the platelet TXA2 synthetic enzymes also to be inhibited; so it would impact formation of both TXA2 and PGI2 when it is large doses. Suitable for ischemic heart disease, after percutaneous transluminal coronary angioplasty or coronary artery bypass grafting, prevent transient ischemic stroke, myocardial infarction and reduce the incidence of arrhythmia.
The above information is edited by the Chemicalbook He Liao Pu.

Chemical property

This product is a white crystalline, with melting point 138~140 ℃, insoluble in water, soluble in alcohol, ether, etc.

Uses

1.Acetylsalicylic acid is the raw material for rodenticide intermediates 4-hydroxycoumarin.
2.Used to make outdoor structural members and equipment parts exposed in highlights, such as the automobile body, agricultural machinery parts, meters and electric lamps, road marking, etc.
3.It is the earliest applied, the most popular and the most common antipyretic analgesics anti-rheumatism medicine, has aspects of pharmacological effects as antipyretic-analgesic and anti-inflammatory, anti-platelet aggregation and works quickly and effectively. Overdosage can be easily diagnosed and treated, with rare allergic reactions. Often used to cold fever, headache, neuralgia, joint ache, muscle pain, rheumatic fever, acute wet sex arthritis, rheumatoid arthritis and toothache, etc. Listed in National Essential Medicine List. Acetylsalicylic acid also works as an intermediate of other medicines.

How Aspirin is used in Ischemic Stroke therapy

In the therapy of Ischemic Stroke, 50 to 325 mg/day started between 24 and 48 hours after completion of alteplase has also been shown to reduce long-term death and disability.
Aspirin, clopidogrel, and extended-release dipyridamole plus aspirin are all considered first-line antiplatelet agents. The combination of aspirin and clopidogrel can only be recommended in patients with ischemic stroke and a recent history of myocardial infarction or coronary stent placement and then only with ultra-low-dose aspirin to minimize bleeding risk.

Production method

Acetylation of salicylic acid: add acetic anhydride (feeding ratio is 0.7889 times of the total salicylic acid) in reaction vessel, and then add two thirds of salicylic acid, stir it and temperature rises. React 40-60min in 81-82℃. Cool it to 81-82 ℃ and keep the temperature for 2h. When free salicylic acid is qualified, cool it to 13 ℃, precipitation crystallization, rejection filter, dry it in 65-70℃ air flow, then we get acetylsalicylic acid.

Category

Toxic substance

Toxicity grading

High toxic

Acute toxicity

Oral-rat LD50: 200 mg/kg; Oral-mice LD50: 250 mg/kg

Flammable hazardous characteristics

Flammable in fire; irritant gas would be decomposed out when heated.

Handling and storage characteristics

Warehouse needs to be ventiIative and dry with low temperature; separate it from oxidant and food additives.

Fire extinguishing agent

Water fog, foam, carbon dioxide, sandy soil.

Occupational standard

TWA 5 mg/m3

Description

Acetylsalicylic acid is a white crystalline powder commonly known by its common name as aspirin or ASA. Aspirin is the most widely used medication in the world.

Chemical Properties

White Solid

Chemical Properties

Acetylsalicylic acid is a white crystalline solid with a slightly bitter taste. It is odorless but hydrolyzes in moist air to give an acetic acid odor

History

The use of salicylic acid goes back thousands of years, and there are numerous accounts of the medicinal properties of plants from the Salix (willow) and Myrtaceae (Myrtle) families. Writings from ancient civilizations indicate the use of willow bark in Mesopotamia and myrtle leaves in Egypt as medicines existing several thousand years b.c.e. Hippocrates (460–377 b.c.e. ) and the ancient Greeks used powdered willow bark and leaves to reduce fever (antipyretic) and as a pain reliever (analgesic). Willow and oil of wintergreen was used as medications by native Americans.
The chemical responsible for the medicinal properties in willow and oil of wintergreen are forms of salicylates, a general name to describe compounds containing the general structure of salicylic acid. Willows (genus Salix) contain salicin and oil of wintergreen contains methyl salicylate. Although the use of willow bark and oil of wintergreen as an accepted antipyretic and analgesic has occurred for at least 2,000 years, by the 19th century medicines were starting to be synthesized in chemical laboratories.

Uses

Aspirin’s original use as an analgesic, an antipyretic, and to reduce inflammation continues to this day. More recently there is some evidence that aspirin lessens the chance of heart attacks as a result of its effect as a blood “thinner.”

Uses

Analgesic; antipyretic; anti-inflammatory; antithrombotic

Uses

antifungal

Uses

Axepim Cephalosporin antibiotic

Definition

ChEBI: A member of the class of benzoic acids that is salicylic acid in which the hydrogen that is attached to the phenolic hydroxy group has been replaced by an acetoxy group. A non-steroidal anti-inflammatory drug with moA cyclooxygenase inhibitor activity.

brand name

Aspirin;Compralgyl;Melabon;Rumicine;Salipran;Spalt;Tapal;Zorprin.

World Health Organization (WHO)

Acetylsalicylic acid, a nonsteroidal anti-inflammatory, analgesic and antipyretic agent, was introduced into medicine in 1899 and has since been widely available in over-the-counter preparations. Recent studies carried out in the USA have shown an association between acetylsalicylic acid consumption in children and the development of Reye's syndrome (a rare condition characterized by a combination of encephalopathy and liver disorder and usually preceded by an acute viral illness, such as influenza, diarrhoea, or chickenpox). Many drug regulatory authorities have acted to caution against the use of the drug in children and young adults with febrile conditions. Even within this group the risk of exposure is remote and has been estimated to be of the order of 1.5 per million. This warning also concerns products containing other salicylates. The new indication of acetylsalicylic acid - prophylaxis of myocardial infarction due to its antithrombotic effect - requires loneterm use and may lead to serious adverse reactions, including cerebral haemorrhage. Acetylsalicylic acid retains a valuable place in medicine and remains in the WHO Model List of Essential Drugs.

General Description

Odorless white crystals or crystalline powder with a slightly bitter taste.

General Description

Aspirin, acetylsalicylic acid (Aspro, Empirin), was introducedinto medicine by Dreser in 1899.Aspirin occurs as white crystals or as a white crystallinepowder and must be kept under dry conditions. It is not advisableto keep aspirin products in the kitchen or bathroomcabinets, because aspirin is slowly decomposed into aceticand salicylic acids in the presence of heat and moisture.Several proprietaries (e.g., Bufferin) use compounds such as sodium bicarbonate, aluminum glycinate, sodium citrate,aluminum hydroxide, or magnesium trisilicate to counteractaspirin’s acidic property. One of the better antacids is dihydroxyaluminumaminoacetate. Aspirin is unusually effectivewhen prescribed with calcium glutamate. The more stable,nonirritant calcium acetylsalicylate is formed, and theglutamate portion (glutamic acid) maintains a pH of 3.5 to5. Practically all salts of aspirin, except those of aluminumand calcium, are unstable for pharmaceutical use. Thesesalts appear to have fewer undesirable side effects and induceanalgesia faster than aspirin. A timed release preparationof aspirin is available. It does not appear to offer anyadvantages over aspirin, except for bedtime dosage.

General Description

Aspirin, acetylsalicylic acid, has an inhibitoryeffect on platelet aggregation not only because of its abilityto inhibit cyclooxygenase (COX) but also because of its ability to acetylate the enzyme. Aspirin irreversibly inhibitsCOX (prostaglandin H synthase), which is the enzyme involvedin converting arachidonate to prostaglandin G2 andultimately thromboxane 2, an inducer of platelet aggregation.Aspirin’s mechanism of action includes not only the inhibitionin the biosynthesis of thromboxane 2, but also itsability to acetylate the serine residue (529) in the polypeptidechain of platelet prostaglandin H synthetase-1. Thisexplains why other nonsteroidal anti-inflammatory agentsthat are capable of inhibiting the COX enzyme do not act asantithrombotics—they are not capable of acetylating thisenzyme. Because platelets cannot synthesize new enzymes,aspirin’s ability to acetylate COX lasts for the life of theplatelet (7–10 days) and is, thus, irreversible.

Air & Water Reactions

Slowly hydrolyzes in moist air. Has been involved in dust cloud explosions. Water insoluble. Solution in water is acid to methyl red indicator.

Reactivity Profile

The active ingredient in common aspirin. Incompatible with oxidizers and strong acids. Also incompatible with strong bases. May react with water or nucleophiles (e.g. amines and hydroxy groups). May also react with acetanilide, amidopyrine, phenazone, hexamine, iron salts, phenobarbitone sodium, quinine salts, potassium and sodium iodides, alkali hydroxides, carbonates, stearates and paracetanol.

Hazard

An allergen; may cause local bleeding espe- cially of the gums; 10-g dose may be fatal. May cause excessive biosynthesis of prostaglandins. Dust dispersed in air is serious explosion risk. Skin and eye irritant.

Fire Hazard

Acetylsalicylic acid is combustible.

Safety Profile

Poison by ingestion, intraperitoneal, and possibly other routes. Human systemic effects by ingestion: acute pulmonary edema, body temperature increase, changes in kidney tubules, coma, constipation, dehydration, hematuria, hepatitis, nausea or vomiting, respiratory stimulation, somnolence, tinnitus, decreased urine volume. Implicated in aplastic anemia. A 10 gram dose to an adult may be fatal. A human teratogen. Human reproductive effects by ingestion and possibly other routes: menstrual cycle changes, parturition, various effects on newborn including Apgar score, developmental abnormalities of the cardlovascular and respiratory systems. Experimental animal reproductive effects. Human mutation data reported. An allergen; skin contact, inhalation, or ingestion can cause asthma, sneezing, irritation of eyes and nose, hves, and eczema. Combustible when exposed to heat or flame. When heated to decomposition it emits acrid smoke and fumes.

Potential Exposure

Used as an over-the counter and proprietary pharmaceutical and veterinary drug. Those engagedin manufacture of aspirin or, more likely, in its consumption in widespread use as an analgesic, antipyretic, and antiinflammatory agent

First aid

Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In the case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

Purification Methods

Crystallise aspirin twice from toluene, wash it with cyclohexane and dry it at 60o under vacuum for several hours [Davis & Hetzer J Res Nat Bur Stand 60 569 1958]. It has been recrystallised from isopropanol and from diethyl ether/pet ether (b 40-60o). It crystallises from EtOH (m 143-144o), *C6H6 (m 143o), hexane (m 115o and 128o), octane (m 121o), and has m 110o after sublimation. It has pK2 6 3.69(H2O), 4.15(20% aqueous EtOH), 4.47(30% aqueous EtOH) and 4.94(40% aqueous EtOH). It is an analgesic. [Beilstein 10 H 67, 10 II 41, 10 III 102, 10 IV 138.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, carbonates, moisture. Dust dispersed in air is explosive

Waste Disposal

May be flushed to sewer with large volumes of water.

Acetylsalicylic acid Preparation Products And Raw materials

Raw materials

Preparation Products


Acetylsalicylic acid Suppliers

Global( 390)Suppliers
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View Lastest Price from Acetylsalicylic acid manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-04-02 o-Acetylsalicylic acid Manufacturer; In stock GMP Factory
50-78-2
US $1.00 / KG 1KG High quality manufacturer TOP 3 largest production factory in China Chemwill Asia Co.,Ltd.
2018-12-17 Acetylsalicylic acid
50-78-2
US $7.00 / kg 1kg 99% 100KG career henan chemical co
2018-08-20 Acetylsalicylic acid
50-78-2
US $1.00 / KG 1G 98% 100KG career henan chemical co

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