(1S,5R,13R,14S,17R)-4-(2H3)methyl-10-[2-(morpholin-4-yl)ethoxy]-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol

• ChemBase ID: 176680
• Molecular Formular: C23H30N2O4
• Molecular Mass: 398.4953
• Monoisotopic Mass: 398.22055745
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@H]4[C@@]3([C@H]([C@H](C=C4)O)O2)CCN1C)OCCN1CCOCC1
• Canonical SMILES: CN1CC[C@@]23[C@@H]4[C@H]1Cc1c3c(O[C@H]2[C@H](C=C4)O)c(cc1)OCCN1CCOCC1
• InChI: InChI=1S/C23H30N2O4/c1-24-7-6-23-16-3-4-18(26)22(23)29-21-19(5-2-15(20(21)23)14-17(16)24)28-13-10-25-8-11-27-12-9-25/h2-5,16-18,22,26H,6-14H2,1H3/t16-,17+,18-,22-,23-/m0/s1
• InChIKey: GPFAJKDEDBRFOS-FKQDBXSBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14S,17R)-4-(^2H₃)methyl-10-[2-(morpholin-4-yl)ethoxy]-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-14-ol
• IUPAC Traditional name: (1S,5R,13R,14S,17R)-4-(^2H₃)methyl-10-[2-(morpholin-4-yl)ethoxy]-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-14-ol
• Synonyms: (5α,6α)-7,8-Didehydro-4,5-epoxy-17-(methyl-d3)-3-[2-(4-morpholinyl)ethoxy]morphinan-6-ol; 7,8-Didehydro-4,5α-epoxy-17-(methyl-d3)-3-(2-morpholinoethoxy)morphinan-6α-ol; 3-O-(2-Morpholinoethyl)morphine-d3; 3-[2-(4-Morpholinyl)ethyl]morphine-d3; Biocalyptol-d3; Codylin-d3; Ethnine-d3; Folcodin-d3; Folcodine-d3; Galenphol-d3; Galphol-d3; Glycodine-d3; Hibernyl-d3; Homocodeine-d3; Memine-d3; Morpholinylethylmorphine-d3; Neocodine-d3; O-2-Morpholinoethylmorphine-d3; Pectolin-d3; Pholtex-d3; Tussokon-d3; Weifacodine-d3; β-Morpholinylethylmorphine-d3; Pholcodine-d3

Database IDs

• PubChem SID: 164232590
• PubChem CID: 71751651

CALCULATED PROPERTIES

• Acid pKa: 13.78274
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -3.0236862
• LogD (pH = 7.4): -0.6806895
• Log P: 1.1430954
• Molar Refractivity: 111.6983 cm^3
• Polarizability: 43.312305 Å^3
• Polar Surface Area: 54.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Beige Solid
• Melting Point: 43-48°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - P351502

A labelled antitussive; an opioid cough suppressant. Controlled Substance.

REFERENCES

• Findlay, J.W.A.: J. Clin. Pharm. Therap., 13, 5 (1988)
• Chen, Z.R. et al.: Br. J. Clin. Pharmacol., 26, 445 (1988)
• Maurer, H.H. et al.: Arzneim.-Forsch., 40, 546 (1988)