Basic information
- CAS
125-53-1- Standard SMILES
CN1CCCN=C1COC(=O)C(O)(c1ccccc1)C1CCCCC1- InChIKey
DUDKAZCAISNGQN-UHFFFAOYSA-N- Molecular formula
- C20H28N2O3
- Average molar mass
- 344.4 g/mol
- Monoisotopic mass
- 344.20999276
Overview
Oxyphencyclimine is a monocarboxylic acid.
Names & identifiers
- Preferred name
- Oxyphencyclimine
- IUPAC
- (1-methyl-5,6-dihydro-4H-pyrimidin-2-yl)methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate
- English name
- oxyphencyclimine
- Molecular formula
- C20H28N2O3
- Molecular weight
- 344.45
Names & synonyms
oxyphencyclimine125-53-1Oxyphencycliminumoxifenciclimina4V44H1O8XI(1-methyl-1,4,5,6-tetrahydropyrimidin-2-yl)methyl 2-cyclohexyl-2-hydroxy-2-phenylacetateDTXSID4023410RefChem:169068DTXCID403410A03AA01Benzeneacetic acid, alpha-cyclohexyl-alpha-hydroxy-, (1,4,5,6-tetrahydro-1-methyl-2-pyrimidinyl)methyl ester204-743-3
Show more names
ManirC07851ZamanilNaridan1,4,5,6-Tetrahydro-1-methyl-2-pyrimidinemethanol alpha-phenylcyclohexaneglycolate (ester)Benzeneacetic acid, α-cyclohexyl-α-hydroxy-, (1,4,5,6-tetrahydro-1-methyl-2-pyrimidinyl)methyl ester
AntulcusOxiphencycliminumOxyphencycliminum [INN-Latin]Oxifencicliminum [INN-Spanish](1-methyl-5,6-dihydro-4H-pyrimidin-2-yl)methyl 2-cyclohexyl-2-hydroxy-2-phenylacetateOxyphencyclimine (INN)Benzeneacetic acid, .alpha.-cyclohexyl-.alpha.-hydroxy-, (1,4,5,6-tetrahydro-1-methyl-2-pyrimidinyl)methyl esterCaridan
Database identifiers
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 62.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 6
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 481
Experimental & physicochemical properties
LogP3.7
Solubility5.67e-02 g/L
Human DrugsPharmaceuticals
Physical DescriptionSolid
Collision Cross Section180.99 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- FDA UNII
- 4 V44H1O8XI · 4V44H1O8XI
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Other Safety InformationIMAP assessments - Benzeneacetic acid, .alpha.-cyclohexyl-.alpha.-hydroxy-, (1,4,5,6-tetrahydro-1-methyl-2-pyrimidinyl)methyl ester: Environment tier I assessment
Chemistry & industry
Pharmacology
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Pharmacodynamics
Oxyphencyclimine is a synthetic anticholinergic agent which has been shown in experimental and clinical studies to have a pronounced antispasmodic and antisecretory effect on the gastrointestinal tract. Oxyphencyclimine is an antimuscarinic, anticholinergic drug.
Mechanism of Action
Oxyphencyclimine binds the muscarinic acetylcholine receptor. It may block all three types of muscarinic receptors including M-1 receptors in the CNS and ganglia, M-2 receptors in the heart (vagus) and M-3 receptors at the parasympathetic NEJ system. The muscarinic acetylcholine receptors mediate various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Oxphencyclimine inhibits vagally mediated reflexes by antagonizing the action of acetylcholine. This in turn reduces the secretion of gastric acids in the stomach.
Cellular LocationsMembrane
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
UsesAntulcus can be used as a potential inhibitor for insulin fibril formation.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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