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acetanilide

/ˌæsəˈtænəlaɪd/ noun · British & US
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What does acetanilide mean?

Acetanilide is a white, crystalline organic compound with the formula C6H5NHCOCH3, produced by combining aniline with an acetyl group. Introduced to medicine in the late nineteenth century under the trade name antifebrin, it became one of the first synthetic drugs used to relieve pain and reduce fever, prized for being cheaper than many natural remedies. However, its tendency to cause serious side effects, including damage to red blood cells, led to its replacement by safer derivatives, most notably paracetamol, which retains part of acetanilide's molecular structure while avoiding its toxicity. Today the word appears mainly in chemistry classrooms, pharmaceutical histories, and industrial settings, where acetanilide serves as an intermediate in dye and rubber manufacture and as a stabilizer. Understanding the term offers a window into the early era of synthetic drug development, when chemists first learned to transform coal-tar compounds into medicines.

noun

Acetanilide is a white crystalline organic compound derived from aniline and acetic acid, formerly widely used as an analgesic and antipyretic drug and now used chiefly in industry as a chemical intermediate and stabilizer.

Senses
  1. A white crystalline compound, C6H5NHCOCH3, formed by acetylating aniline, used industrially as an intermediate and stabilizer.
  2. Formerly, a medicinal substance used as an analgesic and fever reducer before being abandoned due to toxic effects.
Example

"Before safer alternatives were developed, physicians routinely prescribed acetanilide to bring down fevers."

More examples

"The laboratory prepared acetanilide by heating aniline with acetic anhydride."

"Historical pharmacology texts describe how acetanilide was once a common household remedy for headaches and fever."

Plural acetanilides

Rarely pluralized; the plural appears only when discussing multiple substituted derivatives of acetanilide.

Example

"Several substituted acetanilides were screened for antibacterial activity."

Did you know?

This humble fever-fighting crystal, sold in the 1880s under the name 'antifebrin,' accidentally opened the door to one of medicine's most famous painkillers — paracetamol.

Reviewed by Deb Chak, Editor. AI-assisted content curated by RJS Tech Solutions LLP.

Etymology of acetanilide

The name acetanilide combines 'acet-' from Latin acetum, meaning vinegar, referring to its acetic acid component, with 'anilide,' derived from aniline, itself traced through Portuguese and Arabic sources ultimately relating to the indigo plant. The compound was first synthesized in the nineteenth century as chemists systematically explored derivatives of aniline obtained from coal tar. Its medicinal form was popularized under the name antifebrin in the 1880s. Related terms sharing these roots include acetate, acetone, and aniline.

How acetanilide is actually used

Acetanilide is a technical term encountered mainly in chemistry, pharmacology history, and industrial contexts rather than everyday speech. It carries no emotional connotation, though its medical use is now discussed almost exclusively in historical terms owing to its toxicity.

Easily confused with acetanilide

paracetamol

Paracetamol is the safer modern drug that replaced acetanilide in medicine; acetanilide itself is now largely restricted to industrial uses because of toxicity.

aniline

Aniline is the parent amine from which acetanilide is made by adding an acetyl group, whereas acetanilide is the resulting acetylated compound.

What's another word for acetanilide?

Words and phrases paired with acetanilide

acetanilide synthesiscrude acetanilideacetanilide derivative

Rhymes with acetanilide