Oxyphencyclimine

Oxyphencyclimine is a muscarinic receptor antagonist, given orally to treat peptic ulcer disease and gastrointestinal spasms. It has antispasmodic and antimotility properties.

Oxyphencyclimine

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	A03AA01 (WHO)
Identifiers
IUPAC name (1-Methyl-1,4,5,6-tetrahydropyrimidin-2-yl)methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate
CAS Number	125-53-1 Y
PubChem CID	4642
IUPHAR/BPS	7256
ChemSpider	4481 N
UNII	4V44H1O8XI
KEGG	D08325 Y
ChEMBL	ChEMBL1200891 N
CompTox Dashboard (EPA)	DTXSID4023410
ECHA InfoCard	100.004.313
Chemical and physical data
Formula	C20H28N2O3
Molar mass	344.455 g·mol−1
InChI InChI=1S/C20H28N2O3/c1-22-14-8-13-21-18(22)15-25-19(23)20(24,16-9-4-2-5-10-16)17-11-6-3-7-12-17/h2,4-5,9-10,17,24H,3,6-8,11-15H2,1H3 N Key:DUDKAZCAISNGQN-UHFFFAOYSA-N N
NY (what is this?)  (verify)

Synthesis

The 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][2]