7-(benzyloxy)-1H-indole

• ChemBase ID: 12184
• Molecular Formular: C15H13NO
• Molecular Mass: 223.26982
• Monoisotopic Mass: 223.09971404
• SMILES: [nH]1ccc2cccc(c12)OCc1ccccc1
• Canonical SMILES: c1ccc(cc1)COc1cccc2c1[nH]cc2
• InChI: InChI=1S/C15H13NO/c1-2-5-12(6-3-1)11-17-14-8-4-7-13-9-10-16-15(13)14/h1-10,16H,11H2
• InChIKey: DIGZMTAFOACVBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-(benzyloxy)-1H-indole
• IUPAC Traditional name: 7-(benzyloxy)-1H-indole
• Synonyms: 7-Benzyloxyindole; 7-(Phenylmethoxy)indole; NSC 92526; 7-Benzyloxyindole; 7-(Phenylmethoxy)-1H-indole; 7-(Benzyloxy)-indole; 7-Benzyloxy-1H-indole; 7-Benzyloxyindole 98%; 7-Benzyloxy-1H-indole; 7-苄氧基吲哚

Database IDs

• CAS Number: 20289-27-4
• MDL Number: MFCD00037974
• PubChem SID: 24891521; 24882810; 160975491
• PubChem CID: 260798

CALCULATED PROPERTIES

• Acid pKa: 15.581715
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.6388097
• LogD (pH = 7.4): 3.6388097
• Log P: 3.6388097
• Molar Refractivity: 68.2203 cm^3
• Polarizability: 27.746773 Å^3
• Polar Surface Area: 25.02 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Pale-Yellow Solid
• Melting Point: 70-74 °C; 70-74°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 96%; 98%
• Empirical Formula (Hill Notation): C15H13NO

DETAILS

MP Biomedicals - 05213707

MP Biomedicals Rare Chemical collection

Sigma Aldrich - B0501

Application
Reactant for preparation of pyrazolo-quinoline derivatives as adenosine receptor antagonists1Reactant for asymmetric total synthesis of diazonamide A2Reactant for preparation of HCV inhibitor3Reactant for preparation of substituted 3-cyanoindoles and 3-(4-pyridinyl)indoles as inhibitors of inosine monophosphate dehydrogenase, with antiproliferative activity on peripheral blood mononuclear cells (PMBC)4Reactant for preparation of [(indolyl)methyl]hydantoin and -thiohydantoin derivatives as treatment of necroptosis5Reactant for preparation of regioisomeric analogs of ED-110, indolocarbazole poisons of human topoisomerase I6

Sigma Aldrich - 636800

Packaging
1, 5 g in glass bottle
Application
Reactant for preparation of pyrazolo-quinoline derivatives as adenosine receptor antagonists1Reactant for asymmetric total synthesis of diazonamide A2Reactant for preparation of HCV inhibitor3Reactant for preparation of substituted 3-cyanoindoles and 3-(4-pyridinyl)indoles as inhibitors of inosine monophosphate dehydrogenase, with antiproliferative activity on peripheral blood mononuclear cells (PMBC)4Reactant for preparation of [(indolyl)methyl]hydantoin and -thiohydantoin derivatives as treatment of necroptosis5Reactant for preparation of regioisomeric analogs of ED-110, indolocarbazole poisons of human topoisomerase I6

Toronto Research Chemicals - B285946

Indole analogue as inhibitor.

REFERENCES

• Chauhan, Y., et al.:Biochem. Biophys. Res. Commun., 83, 1237 (1978)
• Epstein, E., et al.: Plant Physiol., 65, 415 (1978)