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4-Aminophenol

Index 4-Aminophenol

4-Aminophenol (or para-aminophenol or p-aminophenol) is the organic compound with the formula H2NC6H4OH. [1]

21 relations: Acetanilide, AM404, Aminophenol, Aniline, C6H7NO, David Lester (biochemist), Glycin, ICD-10 Chapter XIX: Injury, poisoning and certain other consequences of external causes, Marasmius rotula, Metol, Momme Andresen, Paracetamol, Phenylhydroxylamine, Photographic developer, Rodinal, Staveley Coal and Iron Company, Staveley, Derbyshire, Superadditive developer, 2-Aminophenol, 3-Aminophenol, 4-Nitrophenol.

Acetanilide

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

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AM404

AM404, also known as N-arachidonoylaminophenol, is an active metabolite of paracetamol (acetaminophen), responsible for all or part of its analgesic action and anticonvulsant effects.

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Aminophenol

Aminophenol may refer to any of three isomeric chemical compounds.

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Aniline

Aniline is an organic compound with the formula C6H5NH2.

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C6H7NO

The molecular formula C6H7NO may refer to.

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David Lester (biochemist)

David Lester (January 22, 1916 – September 15, 1990) was an American biochemist who did extensive studies of alcoholism and was a professor at Rutgers University.

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Glycin

Glycin, or N-(4-hydroxyphenyl)glycine, is N-substituted p-aminophenol.

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ICD-10 Chapter XIX: Injury, poisoning and certain other consequences of external causes

ICD-10 is an international statistical classification used in health care and related industries.

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Marasmius rotula

Marasmius rotula is a common species of agaric fungus in the family Marasmiaceae.

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Metol

Metol is the organic compound with the formula HSO4.

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Momme Andresen

Momme Andresen (17 October 1857 - 12 January 1951) was a Danish-German industrial research chemist.

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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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Phenylhydroxylamine

Phenylhydroxylamine is the organic compound with the formula C6H5NHOH.

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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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Rodinal

Rodinal is the trade name of a black and white developing agent produced originally by the German company Agfa based on the chemical 4-aminophenol.

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Staveley Coal and Iron Company

The Staveley Coal and Iron Company Limited was an industrial company based in Staveley, near Chesterfield, North Derbyshire.

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Staveley, Derbyshire

Staveley is a town within the borough of Chesterfield, in Derbyshire, England.

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Superadditive developer

Photographic developer solutions may contain more than one developing agents, such as Metol and hydroquinone, or Phenidone and hydroquinone.

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2-Aminophenol

2-Aminophenol is an organic compound with the formula | C.

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3-Aminophenol

3-Aminophenol is an organic compound with formula C6H4(NH2)(OH).

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4-Nitrophenol

4-Nitrophenol (also called p-nitrophenol or 4-hydroxynitrobenzene) is a phenolic compound that has a nitro group at the opposite position of the hydroxyl group on the benzene ring.

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Redirects here:

4-aminophenol, P-Aminophenol, P-amidophenol, P-aminophenol, Para-aminophenol.

References

[1] https://en.wikipedia.org/wiki/4-Aminophenol

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