Piperoxan

Piperoxan
Systematic (IUPAC) name
1-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)piperidine
Clinical data
Pregnancy cat.  ?
Legal status Uncontrolled
Routes Oral
Identifiers
CAS number 59-39-2
135-87-5 (hydrochloride)
ATC code None
PubChem CID 6040
ChemSpider 5817
UNII 9ZCS27634Y Y
ChEMBL CHEMBL31836
Chemical data
Formula C14H19NO2 
Mol. mass 233.31 g/mol
SMILES eMolecules & PubChem

Piperoxan, also known as benodaine or benzodioxane, is a drug which was the very first antihistamine ever to be discovered.[1][2] It was prepared in the early 1930s by Daniel Bovet and Ernest Fourneau at the Pasteur Institute in France.[1][2] Formerly investigated by Fourneau as an α-adrenergic-blocking agent, they demonstrated that it also antagonized histamine-induced bronchospasm in guinea pigs, and published their findings in 1933.[1][2][3] Bovet went on to win the 1957 Nobel Prize in Physiology or Medicine for his contribution,[4] and one of their students, Anne-Marie Staub, published the first structure-activity relationship (SAR) study of antihistamines in 1939.[1]

See also

References

  1. ^ a b c d Scriabine, Alexander; Landau, Ralph; Achilladelis, Basil (1999). Pharmaceutical innovation: revolutionizing human health. Philadelphia: Chemical Heritage Press. ISBN 0-941901-21-1. http://books.google.com/books?id=IH4lPs6S1bMC&lpg=PA230&dq=piperoxan%20anthistamine&pg=PA230#v=onepage&q&f=false. 
  2. ^ a b c Williams, David H.; Lemke, Thomas L.; Foye, William O. (2008). Foye's principles of medicinal chemistry. Hagerstwon, MD: Lippincott Williams & Wilkins. ISBN 0-7817-6879-9. http://books.google.com/books?id=R0W1ErpsQpkC&lpg=PA1010&dq=piperoxan%20anthistamine&pg=PA1010#v=onepage&q&f=false. 
  3. ^ Fourneau, Ernest; Daniel Bovet (1933). "Recherches sur l'action sympathicolytique d'un nouveau dérivé du dioxane". Archives Internationales de Pharmacodynamie et de Thérapie 46: 178–91. ISSN 0003-9780. 
  4. ^ "Daniel Bovet - Biography". http://nobelprize.org/nobel_prizes/medicine/laureates/1957/bovet-bio.html.