(2R,6S)-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine hydrochloride

• ChemBase ID: 72778
• Molecular Formular: C21H36ClNO
• Molecular Mass: 353.96964
• Monoisotopic Mass: 353.24854246
• SMILES: c1c(ccc(c1)CC(CN1C[C@@H](O[C@@H](C1)C)C)C)C(CC)(C)C.Cl
• Canonical SMILES: CCC(c1ccc(cc1)CC(CN1C[C@H](C)O[C@@H](C1)C)C)(C)C.Cl
• InChI: InChI=1S/C21H35NO.ClH/c1-7-21(5,6)20-10-8-19(9-11-20)12-16(2)13-22-14-17(3)23-18(4)15-22;/h8-11,16-18H,7,12-15H2,1-6H3;1H/t16?,17-,18+
• InChIKey: XZKWIPVTHGWDCF-KUZYQSSXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,6S)-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine hydrochloride
• IUPAC Traditional name: amorolfine hydrochloride
• Synonyms: Amorolfin; Curanail; Loceryl; Locetar; Odenil; Amorolfine Hydrochloride

Database IDs

• CAS Number: 78613-38-4
• PubChem SID: 162037699
• PubChem CID: 54259

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.7427175
• LogD (pH = 7.4): 4.4941626
• Log P: 5.61712
• Molar Refractivity: 99.6073 cm^3
• Polarizability: 39.341354 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: HCL

DETAILS

Selleck Chemicals - S1676

Research Area: Infection
Biological Activity:
Amorolfine Hydrochloride is an antifungal reagent. It exerts the antifungal activity by selectively blocking two steps in the pathway of ergosterol synthesis, and eventually damaging the structure and function of fungal cell membrane. Amorolfine (or amorolfin), is a morpholine antifungal drug that inhibits D14 reductase and D7-D8 isomerase, which depletes ergosterol and causes ignosterol to accumulate in the fungal cytoplasmic cell membranes. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Amorolfine