Phenbenzamine, sold under the brand name Antergan and known by the former developmental code name RP-2339, is an antihistamine of the ethylenediamine class which also has anticholinergic properties.[1][2] It was introduced in 1941 or 1942 and was the first antihistamine to be introduced for medical use.[3][4][5] Soon following its introduction, phenbenzamine was replaced by another antihistamine of the same class known as mepyramine (pyrilamine; Neoantergan).[5][6] Following this, other antihistamines, such as diphenhydramine, promethazine, and tripelennamine, were developed and introduced.[5][7] Owing to their sedative effects, phenbenzamine and promethazine were assessed in the treatment of manic depression in France in the 1940s and were regarded as promising therapies for such purposes.[3] Whereas phenbenzamine was the first clinically useful antihistamine, piperoxan was the first compound with antihistamine properties to be discovered and was synthesized in the early 1930s.[7]
^Maxwell RA, Eckhardt SB (6 December 2012). "Chloropromazine". Drug Discovery: A Casebook and Analysis. Springer Science & Business Media. pp. 113–. ISBN978-1-4612-0469-5.
^ abMoncrieff, Joanna (2013). "Chlorpromazine: The First Wonder Drug". The Bitterest Pills. Palgrave Macmillan UK. pp. 20–38. doi:10.1057/9781137277442_2. ISBN978-1-137-27743-5.
^Williams DA, Foye WO, Lemke TL (2002). "Chapter 29: Estrogen, Progestins, and Androgens". Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 799–. ISBN978-0-683-30737-5.
^ abcWelcome MO (20 June 2018). Gastrointestinal Physiology: Development, Principles and Mechanisms of Regulation. Springer. pp. 827–. ISBN978-3-319-91056-7.
^Cundell DR, Mickle KE (11 July 2018). "Developing the Perfect Antihistamine for use in Allergic Conditions: A Voyage in H1 Selectivity". In Atta-ur-Rahman (ed.). Frontiers in Clinical Drug Research - Anti-Allergy Agents. Bentham Science Publishers. pp. 29–. ISBN978-1-68108-337-7.
^ abLandau R, Achilladelis B, Scriabine A (1999). Pharmaceutical Innovation: Revolutionizing Human Health. Chemical Heritage Foundation. pp. 230–231. ISBN978-0-941901-21-5.
^US 2634293, Kyrides LP, Zienty FB, "Process of preparing a monobasic salt of a secondary amine", issued 7 April 1953, assigned to Monsanto Chemicals
^Kaye IA, Parris CL, Weiner N (1953). "A Novel N-Alkylation Reaction". Journal of the American Chemical Society. 75 (3): 744–745. doi:10.1021/ja01099a508.
phenbenzamine, sold, under, brand, name, antergan, known, former, developmental, code, name, 2339, antihistamine, ethylenediamine, class, which, also, anticholinergic, properties, introduced, 1941, 1942, first, antihistamine, introduced, medical, soon, followi. Phenbenzamine sold under the brand name Antergan and known by the former developmental code name RP 2339 is an antihistamine of the ethylenediamine class which also has anticholinergic properties 1 2 It was introduced in 1941 or 1942 and was the first antihistamine to be introduced for medical use 3 4 5 Soon following its introduction phenbenzamine was replaced by another antihistamine of the same class known as mepyramine pyrilamine Neoantergan 5 6 Following this other antihistamines such as diphenhydramine promethazine and tripelennamine were developed and introduced 5 7 Owing to their sedative effects phenbenzamine and promethazine were assessed in the treatment of manic depression in France in the 1940s and were regarded as promising therapies for such purposes 3 Whereas phenbenzamine was the first clinically useful antihistamine piperoxan was the first compound with antihistamine properties to be discovered and was synthesized in the early 1930s 7 PhenbenzamineClinical dataTrade namesAnterganOther namesRP 2339Drug classAntihistamine H1 receptor antagonistIdentifiersIUPAC name N 2 Dimethylaminoethyl N benzylanilineCAS Number961 71 7 YPubChem CID13751ChemSpider13155 YUNII733W48NG2QCompTox Dashboard EPA DTXSID3043863Chemical and physical dataFormulaC 17H 22N 2Molar mass254 377 g mol 13D model JSmol Interactive imageSMILES CN C CCN Cc1ccccc1 c2ccccc2InChI InChI InChI 1S C17H22N2 c1 18 2 13 14 19 17 11 7 4 8 12 17 15 16 9 5 3 6 10 16 h3 12H 13 15H2 1 2H3 YKey CHOBRHHOYQKCOU UHFFFAOYSA N YChemistry editSynthesis edit Phenbenzamine can be prepared by the reaction of N benzylaniline with 2 chloroethyldimethylamine 8 9 nbsp Phenbenzamine synthesisReferences edit Phenbenzamine Encyclopaedia Britannica Maxwell RA Eckhardt SB 6 December 2012 Chloropromazine Drug Discovery A Casebook and Analysis Springer Science amp Business Media pp 113 ISBN 978 1 4612 0469 5 a b Moncrieff Joanna 2013 Chlorpromazine The First Wonder Drug The Bitterest Pills Palgrave Macmillan UK pp 20 38 doi 10 1057 9781137277442 2 ISBN 978 1 137 27743 5 Williams DA Foye WO Lemke TL 2002 Chapter 29 Estrogen Progestins and Androgens Foye s Principles of Medicinal Chemistry Lippincott Williams amp Wilkins pp 799 ISBN 978 0 683 30737 5 a b c Welcome MO 20 June 2018 Gastrointestinal Physiology Development Principles and Mechanisms of Regulation Springer pp 827 ISBN 978 3 319 91056 7 Cundell DR Mickle KE 11 July 2018 Developing the Perfect Antihistamine for use in Allergic Conditions A Voyage in H1 Selectivity In Atta ur Rahman ed Frontiers in Clinical Drug Research Anti Allergy Agents Bentham Science Publishers pp 29 ISBN 978 1 68108 337 7 a b Landau R Achilladelis B Scriabine A 1999 Pharmaceutical Innovation Revolutionizing Human Health Chemical Heritage Foundation pp 230 231 ISBN 978 0 941901 21 5 US 2634293 Kyrides LP Zienty FB Process of preparing a monobasic salt of a secondary amine issued 7 April 1953 assigned to Monsanto Chemicals Kaye IA Parris CL Weiner N 1953 A Novel N Alkylation Reaction Journal of the American Chemical Society 75 3 744 745 doi 10 1021 ja01099a508 nbsp This drug article relating to the respiratory system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Phenbenzamine amp oldid 1188956247, wikipedia, wiki, book, books, library,
