(4aR,10bR)-9-methoxy-2H,3H,4H,4aH,5H,6H,10bH-naphtho[1,2-b]morpholin-3-one

• ChemBase ID: 169924
• Molecular Formular: C13H15NO3
• Molecular Mass: 233.2631
• Monoisotopic Mass: 233.10519335
• SMILES: C1C(=O)N[C@H]2[C@H](O1)c1c(CC2)ccc(c1)OC
• Canonical SMILES: COc1ccc2c(c1)[C@H]1OCC(=O)N[C@@H]1CC2
• InChI: InChI=1S/C13H15NO3/c1-16-9-4-2-8-3-5-11-13(10(8)6-9)17-7-12(15)14-11/h2,4,6,11,13H,3,5,7H2,1H3,(H,14,15)/t11-,13-/m1/s1
• InChIKey: HFZGKSHMCSNUQB-DGCLKSJQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,10bR)-9-methoxy-2H,3H,4H,4aH,5H,6H,10bH-naphtho[1,2-b]morpholin-3-one
• IUPAC Traditional name: (4aR,10bR)-9-methoxy-2H,4H,4aH,5H,6H,10bH-naphtho[1,2-b]morpholin-3-one
• Synonyms: (4aR-trans)-4a,5,6,10b-Tetrahydro-9-methoxy-2H-naphth[1,2-b]-1,4-oxazin-3(4H)-one; (+)-3,4,4a,5,6,10b-Hexahydro-9-methoxy-2H-naphtho[1,2-b][1,4]oxazin-3-one

Database IDs

• CAS Number: 153153-60-7
• PubChem SID: 162264056
• PubChem CID: 13432827

CALCULATED PROPERTIES

• Acid pKa: 11.9429655
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0185343
• LogD (pH = 7.4): 1.0185233
• Log P: 1.0185344
• Molar Refractivity: 62.1738 cm^3
• Polarizability: 24.34386 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 236-238°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H294150

A dopamine antagonist. A dopaminergic ligand.

REFERENCES

• Dijkstra, D., et al.: J. Med. Chem., 45, 3022 (2002)