ethyl 5-hydroxy-2-methyl-1-phenyl-1H-indole-3-carboxylate

• ChemBase ID: 115673
• Molecular Formular: C18H17NO3
• Molecular Mass: 295.33248
• Monoisotopic Mass: 295.12084341
• SMILES: c1(c(n(c2c1cc(cc2)O)c1ccccc1)C)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1c(C)n(c2c1cc(O)cc2)c1ccccc1
• InChI: InChI=1S/C18H17NO3/c1-3-22-18(21)17-12(2)19(13-7-5-4-6-8-13)16-10-9-14(20)11-15(16)17/h4-11,20H,3H2,1-2H3
• InChIKey: FXHQPYDEYABRMX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 5-hydroxy-2-methyl-1-phenyl-1H-indole-3-carboxylate
• IUPAC Traditional name: ethyl 5-hydroxy-2-methyl-1-phenylindole-3-carboxylate; ethyl 5-hydroxy-2-methyl-1-phenyl-1H-indole-3-carboxylate
• Synonyms: ethyl 5-hydroxy-2-methyl-1-phenyl-1H-indole-3-carboxylate; Oksifemedol; Oxyphemedol

Database IDs

• CAS Number: 5564-29-4
• MDL Number: MFCD00218945
• PubChem SID: 162100127
• PubChem CID: 626459

CALCULATED PROPERTIES

• Acid pKa: 9.486333
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.8765552
• LogD (pH = 7.4): 3.8730638
• Log P: 3.8766
• Molar Refractivity: 96.0426 cm^3
• Polarizability: 34.473648 Å^3
• Polar Surface Area: 51.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: 4.585

Pharmacology Properties

• Mechanism of Action: Serotonin release regulator

Product Information

• Purity: 95+%
• Application(s): Antihypertensive agent

REFERENCES

• Grinev, A.N. et al., Khim.-Farm. Zh., 9;CA, 1969, 72, 66732, (synth)