Oxyphencyclimine

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Oxyphencyclimine
Oxyphencyclimine.png
Clinical data
AHFS/Drugs.com International Drug Names
ATC code
Identifiers
CAS Number
PubChem CID
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ChemSpider
UNII
KEGG
ChEMBL
ECHA InfoCard 100.004.313 Edit this at Wikidata
Chemical and physical data
Formula C20H28N2O3
Molar mass 344.45 g/mol
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Oxyphencyclimine is an antimuscarinic.

Synthesis[edit]

Reaction of chloroacetonitrile (1) with methanol and hydrogen chloride leads to the corresponding iminoether (Pinner reaction). Condensation of 2 with 3-methylaminopropylamine gives (3) gives the corresponding tetrahydropyrimidine (4). Displacement of the halogen with the sodium salt 5 affords oxyphencyclimine (6).

Oxyphencyclimine synthesis:[1] GB 795758  (1958 to Pfizer).

References[edit]

  1. ^ Faust, J. A.; Mori, A.; Sahyun, M. (1959). "Antispasmodics: Esters of Heterocyclic Alcohols". Journal of the American Chemical Society. 81 (9): 2214. doi:10.1021/ja01518a051.