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Acetanilide

Index Acetanilide

Acetanilide is an odourless solid chemical of leaf or flake-like appearance. [1]

35 relations: Acetic anhydride, Acetone, Analgesic, Aniline, Antipyretic, Aspirin, Benzene, Camphor, Carcinogen, Cellulose, Cyanosis, Diethyl ether, Dye, Ester, Ethanol, Hydrogen peroxide, Hydrolysis, Medication, Metabolism, Methemoglobinemia, Natural rubber, Paracetamol, Paracetamol poisoning, Penicillin, Phenacetin, Photographic developer, Reaction inhibitor, Recrystallization (chemistry), Royal Society of Chemistry, Solid, Solubility, Sulfonamide (medicine), Trade name, Varnish, 4-Aminophenol.

Acetic anhydride

Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH3CO)2O.

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Acetone

Acetone (systematically named propanone) is the organic compound with the formula (CH3)2CO.

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Analgesic

An analgesic or painkiller is any member of the group of drugs used to achieve analgesia, relief from pain.

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Aniline

Aniline is an organic compound with the formula C6H5NH2.

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Antipyretic

Antipyretics (from anti- 'against' and 'feverish') are substances that reduce fever.

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Aspirin

Aspirin, also known as acetylsalicylic acid (ASA), is a medication used to treat pain, fever, or inflammation.

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Benzene

Benzene is an important organic chemical compound with the chemical formula C6H6.

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Camphor

Camphor is a waxy, flammable, white or transparent solid with a strong aroma.

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Carcinogen

A carcinogen is any substance, radionuclide, or radiation that promotes carcinogenesis, the formation of cancer.

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Cellulose

Cellulose is an organic compound with the formula, a polysaccharide consisting of a linear chain of several hundred to many thousands of β(1→4) linked D-glucose units.

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Cyanosis

Cyanosis is defined as the bluish or purplish discolouration of the skin or mucous membranes due to the tissues near the skin surface having low oxygen saturation.

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Diethyl ether

Diethyl ether, or simply ether, is an organic compound in the ether class with the formula, sometimes abbreviated as (see Pseudoelement symbols).

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Dye

A dye is a colored substance that has an affinity to the substrate to which it is being applied.

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Ester

In chemistry, an ester is a chemical compound derived from an acid (organic or inorganic) in which at least one –OH (hydroxyl) group is replaced by an –O–alkyl (alkoxy) group.

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Ethanol

Ethanol, also called alcohol, ethyl alcohol, grain alcohol, and drinking alcohol, is a chemical compound, a simple alcohol with the chemical formula.

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Hydrogen peroxide

Hydrogen peroxide is a chemical compound with the formula.

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Hydrolysis

Hydrolysis is a term used for both an electro-chemical process and a biological one.

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Medication

A medication (also referred to as medicine, pharmaceutical drug, or simply drug) is a drug used to diagnose, cure, treat, or prevent disease.

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Metabolism

Metabolism (from μεταβολή metabolē, "change") is the set of life-sustaining chemical transformations within the cells of organisms.

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Methemoglobinemia

Methemoglobinemia is a condition caused by elevated levels of methemoglobin in the blood.

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Natural rubber

Natural rubber, also called India rubber or caoutchouc, as initially produced, consists of polymers of the organic compound isoprene, with minor impurities of other organic compounds, plus water.

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Paracetamol

--> Acetanilide was the first aniline derivative serendipitously found to possess analgesic as well as antipyretic properties, and was quickly introduced into medical practice under the name of Antifebrin by A. Cahn and P. Hepp in 1886. But its unacceptable toxic effects, the most alarming being cyanosis due to methemoglobinemia, prompted the search for less toxic aniline derivatives. Harmon Northrop Morse had already synthesised paracetamol at Johns Hopkins University via the reduction of ''p''-nitrophenol with tin in glacial acetic acid in 1877, but it was not until 1887 that clinical pharmacologist Joseph von Mering tried paracetamol on humans. In 1893, von Mering published a paper reporting on the clinical results of paracetamol with phenacetin, another aniline derivative. Von Mering claimed that, unlike phenacetin, paracetamol had a slight tendency to produce methemoglobinemia. Paracetamol was then quickly discarded in favor of phenacetin. The sales of phenacetin established Bayer as a leading pharmaceutical company. Overshadowed in part by aspirin, introduced into medicine by Heinrich Dreser in 1899, phenacetin was popular for many decades, particularly in widely advertised over-the-counter "headache mixtures", usually containing phenacetin, an aminopyrine derivative of aspirin, caffeine, and sometimes a barbiturate. Paracetamol is the active metabolite of phenacetin and acetanilide, both once popular as analgesics and antipyretics in their own right. However, unlike phenacetin, acetanilide and their combinations, paracetamol is not considered carcinogenic at therapeutic doses. Von Mering's claims remained essentially unchallenged for half a century, until two teams of researchers from the United States analyzed the metabolism of acetanilide and paracetamol. In 1947 David Lester and Leon Greenberg found strong evidence that paracetamol was a major metabolite of acetanilide in human blood, and in a subsequent study they reported that large doses of paracetamol given to albino rats did not cause methemoglobinemia. In three papers published in the September 1948 issue of the Journal of Pharmacology and Experimental Therapeutics, Bernard Brodie, Julius Axelrod and Frederick Flinn confirmed using more specific methods that paracetamol was the major metabolite of acetanilide in human blood, and established that it was just as efficacious an analgesic as its precursor. They also suggested that methemoglobinemia is produced in humans mainly by another metabolite, phenylhydroxylamine. A follow-up paper by Brodie and Axelrod in 1949 established that phenacetin was also metabolised to paracetamol. This led to a "rediscovery" of paracetamol. It has been suggested that contamination of paracetamol with 4-aminophenol, the substance von Mering synthesised it from, may be the cause for his spurious findings. Paracetamol was first marketed in the United States in 1950 under the name Triagesic, a combination of paracetamol, aspirin, and caffeine. Reports in 1951 of three users stricken with the blood disease agranulocytosis led to its removal from the marketplace, and it took several years until it became clear that the disease was unconnected. Paracetamol was marketed in 1953 by Sterling-Winthrop Co. as Panadol, available only by prescription, and promoted as preferable to aspirin since it was safe for children and people with ulcers. In 1955, paracetamol was marketed as Children's Tylenol Elixir by McNeil Laboratories. In 1956, 500 mg tablets of paracetamol went on sale in the United Kingdom under the trade name Panadol, produced by Frederick Stearns & Co, a subsidiary of Sterling Drug Inc. In 1963, paracetamol was added to the British Pharmacopoeia, and has gained popularity since then as an analgesic agent with few side-effects and little interaction with other pharmaceutical agents. Concerns about paracetamol's safety delayed its widespread acceptance until the 1970s, but in the 1980s paracetamol sales exceeded those of aspirin in many countries, including the United Kingdom. This was accompanied by the commercial demise of phenacetin, blamed as the cause of analgesic nephropathy and hematological toxicity. In 1988 Sterling Winthrop was acquired by Eastman Kodak which sold the over the counter drug rights to SmithKline Beecham in 1994. Available without a prescription since 1959, it has since become a common household drug. Patents on paracetamol have long expired, and generic versions of the drug are widely available.

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Paracetamol poisoning

Paracetamol poisoning, also known as acetaminophen poisoning, is caused by excessive use of the medication paracetamol (acetaminophen).

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Penicillin

Penicillin (PCN or pen) is a group of antibiotics which include penicillin G (intravenous use), penicillin V (use by mouth), procaine penicillin, and benzathine penicillin (intramuscular use).

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Phenacetin

Phenacetin (or acetophenetidin) is a pain-relieving and fever-reducing drug, which was widely used between its introduction in 1887 and the 1983 ban imposed by the U.S. Food and Drug Administration.

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Photographic developer

In the processing of photographic films, plates or papers, the photographic developer (or just developer) is one or more chemicals that convert the latent image to a visible image.

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Reaction inhibitor

A reaction inhibitor is a substance that decreases the rate of, or prevents, a chemical reaction.

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Recrystallization (chemistry)

In chemistry, recrystallization is a technique used to purify chemicals.

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Royal Society of Chemistry

The Royal Society of Chemistry (RSC) is a learned society (professional association) in the United Kingdom with the goal of "advancing the chemical sciences".

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Solid

Solid is one of the four fundamental states of matter (the others being liquid, gas, and plasma).

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Solubility

Solubility is the property of a solid, liquid or gaseous chemical substance called solute to dissolve in a solid, liquid or gaseous solvent.

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Sulfonamide (medicine)

Sulfonamide (also called sulphonamide, sulfa drugs or sulpha drugs) is the basis of several groups of drugs.

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Trade name

A trade name, trading name, or business name is a pseudonym frequently used by companies to operate under a name different from their registered, legal name.

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Varnish

Varnish is a transparent, hard, protective finish or film that is primarily used in wood finishing but also for other materials.

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4-Aminophenol

4-Aminophenol (or para-aminophenol or p-aminophenol) is the organic compound with the formula H2NC6H4OH.

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Redirects here:

Acetanil, Acetanilid, Acetanilides, Acetylaminobenzene, Antefebrin, Antefebrine, Antifebrin, Antifebrine, C6H5NH(COCH3), C8H9NO, N-Phenylacetamide, NPhenylacetamide, Phenylacetamide.

References

[1] https://en.wikipedia.org/wiki/Acetanilide

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