Sulfanilamide (also spelled sulphanilamide) is a sulfonamide antibacterial drug. Chemically, it is an organic compound consisting of an aniline derivatized with a sulfonamide group.[1] Powdered sulfanilamide was used by the Allies in World War II to reduce infection rates and contributed to a dramatic reduction in mortality rates compared to previous wars.[2][3] Sulfanilamide is rarely if ever used systemically due to toxicity and because more effective sulfonamides are available for this purpose. Modern antibiotics have supplanted sulfanilamide on the battlefield; however, sulfanilamide remains in use today in the form of topical preparations, primarily for treatment of vaginal yeast infections such as vulvovaginitis caused by Candida albicans.[4][5][6][7]
The term "sulfanilamides" is also sometimes used to describe a family of molecules containing these functional groups. Examples include:
Furosemide, a loop diuretic
Sulfadiazine, an antibiotic
Sulfamethoxazole, an antibiotic
^Actor P, Chow AW, Dutko FJ, McKinlay MA. "Chemotherapeutics". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a06_173. ISBN 978-3527306732.
^Steinert D (2000). "The Use of Sulfanilamide in World War II". The History of WWII Medicine. Archived from the original on 2016-06-07.
^"Class 9 Items: Drugs, Chemicals and Biological Stains Sulfa Drugs". Library of Congress Web Archives. Archived from the original on 2013-12-04. Retrieved 2014-06-13.
^"Sulfanilamide". PubChem. National Center for Biotechnology Information (NCBI), U.S. National Library of Medicine.
^Scholar E (2007-01-01). "Sulfanilamide". In Enna SJ, Bylund DB (eds.). xPharm: The Comprehensive Pharmacology Reference. New York: Elsevier. pp. 1–5. doi:10.1016/b978-008055232-3.62694-7. ISBN 978-0-08-055232-3. Retrieved 2021-10-02.
^"US FDA Label: AVC (sulfanilamide) Vaginal Cream 15%" (PDF). United States Food & Drug Administration. Retrieved 3 October 2021.
Sulfanilamide (also spelled sulphanilamide) is a sulfonamide antibacterial drug. Chemically, it is an organic compound consisting of an aniline derivatized...
Elixir sulfanilamide was an improperly prepared sulfonamide antibiotic that caused mass poisoning in the United States in 1937. It is believed to have...
medical experiments revolving around food, seawater, epidemic jaundice, sulfanilamide, blood coagulation and phlegmon. According to the indictments at the...
became the first oral version of sulfanilamide by Bayer, which had actually obtained a German patent on sulfanilamide as early as 1909, without realizing...
cell DNA replication. Antimetabolites may also be antibiotics, such as sulfanilamide drugs, which inhibit dihydrofolate synthesis in bacteria by competing...
aniline derivative and a coupling agent. The most common arrangements use sulfanilamide and N-(1-naphthyl)ethylenediamine: a typical commercial Griess reagent...
sometimes used as a synonym for sulfa drug, a derivative or variation of sulfanilamide. The first sulfonamide was discovered in Germany in 1932. Sulfonamides...
rapidly enacted into law following the public outcry over the 1937 Elixir Sulfanilamide tragedy, in which over 100 people died after using a drug formulated...
regulation of drug development and drug sales. In the U.S., the Elixir Sulfanilamide disaster led to the establishment of the Food and Drug Administration...
people died in the United States after ingesting DEG-contaminated elixir sulfanilamide, a drug used to treat infections. The origin of the gly- and glu- prefixes...
chlorothiazide, the first thiazide diuretic and developed from the antibiotic sulfanilamide, which became available in 1958. Subsequently, beta blockers, calcium...
hypersensitivity to trimethoprim or sulfonamides. Sulfamethoxazole, a sulfanilamide, is a structural analog of para-aminobenzoic acid (PABA). They compete...
1932), must be cleaved in the body to release the active molecule, sulfanilamide. Since that time, many other examples have been identified. Terfenadine...
Sulfapyridine (INN; also known as sulphapyridine) is a sulfanilamide antibacterial medication. At one time, it was commonly referred to as M&B 693. Sulfapyridine...
Jungle by Upton Sinclair led to 1906 Pure Food and Drugs Act Elixir of Sulfanilamide led to the 1938 Food Drug and Cosmetic Act Thalidomide led to the 1962...
drug's ingredients. In 1937 over 100 people died after ingesting "Elixir Sulfanilamide" manufactured by S.E. Massengill Company of Tennessee. The product was...
was an Austrian chemist who worked on synthetic dyes and discovered sulfanilamide in 1908, although their antibiotic properties were discovered only in...
1937 Elixir sulfanilamide incident: S. E. Massengill Company used diethylene glycol as the solvent for the antibacterial sulfanilamide, leading to the...
explosion Sayreville, New Jersey Fatalities estimated 100+ 1937 Elixir sulfanilamide Mass poisoning United States 100 1978 Northeastern United States blizzard...
vaginal tablets, oral metronidazole, and vaginal suppositories containing sulfanilamide, aminacrine hydrochloride, and allantoin in the treatment of symptomatic...
thousands of deaths worldwide since the first recorded case: the Elixir sulfanilamide incident in 1937. Most of the recalled wines contained up to a few grams...
amounts of morphine. Conflicting accounts exist concerning whether sulfanilamide, a new antibacterial drug, was given; Gebhardt testified at his 1947...
sulfanilamide dissolved with diethylene glycol, to create a liquid alternative of this drug. The company tested the new product, Elixir sulfanilamide...
Sanami (born 1937), Japanese sport shooter Sanamid, alternative name of Sulfanilamide Sanamidol, alternative name of Omeprazole This disambiguation page lists...