Piperoxan
Also called Benodaine, Fourneau-933, Piperidinomethylbenzodioxan
Overview
Piperoxan, also known as benodaine, was the first antihistamine to be discovered. This compound, derived from benzodioxan, was prepared in the early 1930s by Daniel Bovet and Ernest Fourneau at the Pasteur Institute in France. 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. Bovet went on to win the 1957 Nobel Prize in Physiology or Medicine for his contribution. One of Bovet and Fourneau's students, Anne-Marie Staub, published the first structure–activity relationship (SAR) study of antihistamines in 1939. Piperoxan and analogues themselves were not clinically useful due to the production of toxic effects in humans and were followed by phenbenzamine (Antergan) in the early 1940s, which was the first antihistamine to be marketed for medical use.[1–5] WP
Chemistry
- Formula
- C14H19NO2 PC
- CAS number
- 59-39-2 PC
- Molar mass (g/mol)
- 233.31 PC
- IUPAC name (computed by PubChem)
- 1-
(2, PC3- dihydro- 1, 4- benzodioxin- 3- ylmethyl) piperidine - SMILES
- C1CCN(CC1)
CC2COC3=CC=CC=C3O2 PC - InChIKey
- LYKMMUBOEFYJQG-
UHFFFAOYSA- PCN - PubChem CID
- 6040
- IUPAC name
- 1-
(2, WP3- dihydro- 1, 4- benzodioxin- 2- ylmethyl) piperidine
Harm reduction information
No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.
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Sources
- Other Scriabine A, Landau R, Achilladelis B. Pharmaceutical innovation: revolutionizing human health. 1999
- Other Nelson WL. Foye's Principles of Medicinal Chemistry. 2008
- Journal / agency Fourneau E, Bovet D. Recherches sur l'action sympathicolytique d'un nouveau dérivé du dioxane. Archives Internationales de Pharmacodynamie et de Thérapie. 1933
- Other Daniel Bovet
- Other Landau R, Achilladelis B, Scriabine A. Pharmaceutical Innovation: Revolutionizing Human Health. 1999
Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.