1-[(4aR,10bR)-9-{[tris(propan-2-yl)silyl]oxy}-2H,3H,4H,4aH,5H,6H,10bH-naphtho[1,2-b]morpholin-4-yl]ethan-1-one

• ChemBase ID: 159297
• Molecular Formular: C23H37NO3Si
• Molecular Mass: 403.63028
• Monoisotopic Mass: 403.25427058
• SMILES: C1c2c([C@@H]3[C@@H](C1)N(CCO3)C(=O)C)cc(cc2)O[Si](C(C)C)(C(C)C)C(C)C
• Canonical SMILES: CC(=O)N1CCO[C@H]2[C@H]1CCc1c2cc(cc1)O[Si](C(C)C)(C(C)C)C(C)C
• InChI: InChI=1S/C23H37NO3Si/c1-15(2)28(16(3)4,17(5)6)27-20-10-8-19-9-11-22-23(21(19)14-20)26-13-12-24(22)18(7)25/h8,10,14-17,22-23H,9,11-13H2,1-7H3/t22-,23-/m1/s1
• InChIKey: XZZQCTZCKHVBLF-DHIUTWEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(4aR,10bR)-9-{[tris(propan-2-yl)silyl]oxy}-2H,3H,4H,4aH,5H,6H,10bH-naphtho[1,2-b]morpholin-4-yl]ethan-1-one
• IUPAC Traditional name: 1-[(4aR,10bR)-9-[(triisopropylsilyl)oxy]-2H,3H,4aH,5H,6H,10bH-naphtho[1,2-b]morpholin-4-yl]ethanone
• Synonyms: N-Acetyl (+)-3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-b][1,4]oxazine-9-ol TIPS Ether; (+)-N-Acetyl 3,4,4a,5,6,10b-Hexahydro-2H-naphtho[1,2-b][1,4]oxazine-9-ol Triisopropylsilyl Ether

Database IDs

• CAS Number: 1034706-81-4
• PubChem SID: 162253432
• PubChem CID: 46780000

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.6741996
• LogD (pH = 7.4): 4.6742
• Log P: 4.6742
• Molar Refractivity: 110.6396 cm^3
• Polarizability: 45.679295 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A178275

PHNO precursor. Used for the preparation of radiolabeled amines, which are useful in Positron Emission Tomog. (PET) and Single Photon Emission Computed Tomog. (SPECT), and hence, can be utilized for imaging neuro-receptors with radiolabeled agonists.

REFERENCES

• Seiler, M., et al.: J. Med. Chem., 29, 912 (1986)
• Halldin, et al.: J. Nuclear Med., 36, 1275 (1986)
• Hwang, D., et al.: Nuclear Med. Biol., 27(1986)
• 533 (1986)