Cas no 86293-41-6 (6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one,10-hydroxy-)

6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one,10-hydroxy- structure
86293-41-6 structure
Product Name:6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one,10-hydroxy-
CAS No:86293-41-6
MF:C14H8N2O2
MW:236.225522994995
CID:732777
PubChem ID:158929
Update Time:2024-12-09

6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one,10-hydroxy- Chemical and Physical Properties

Names and Identifiers

    • 6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one,10-hydroxy-
    • 10-Hydroxycanthin-6-one
    • CHEBI:66064
    • Aervine
    • Ervine
    • NSC 341583
    • 10-Hydroxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one (ACI)
    • 12-hydroxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
    • NSC341583
    • 86293-41-6
    • FS-8131
    • CANTHIN-6-ONE, HYDROXY-K-215 B815099
    • 12-hydroxy-1,6-diazatetracyclo[7.6.1.0?,??.0??,??]hexadeca-3,5,7,9(16),10(15),11,13-heptaen-2-one
    • 10-Hydroxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one
    • 6H-Indolo(3,2,1-de)(1,5)naphthyridin-6-one, 10-hydroxy-
    • CHEMBL454311
    • NSC-341583
    • DTXSID40235475
    • AKOS040760903
    • Q27134576
    • 6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one, 10-hydroxy-
    • DS-009067
    • Inchi: 1S/C14H8N2O2/c17-8-1-3-12-10(7-8)9-5-6-15-11-2-4-13(18)16(12)14(9)11/h1-7,17H
    • InChI Key: FZLISVGXWLVEPB-UHFFFAOYSA-N
    • SMILES: O=C1N2C3C(C4C2=CC=C(O)C=4)=CC=NC=3C=C1

Computed Properties

  • Exact Mass: 236.058578
  • Monoisotopic Mass: 236.058578
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 0
  • Complexity: 409
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 55.1
  • XLogP3: 2.1

Experimental Properties

  • Color/Form: Yellow powder
  • Density: 1.53±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 410.1°Cat760mmHg
  • Flash Point: 201.8°C
  • Refractive Index: 1.795
  • Solubility: Very slightly soluble (0.61 g/l) (25 o C),

6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one,10-hydroxy- Pricemore >>

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6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one,10-hydroxy- Production Method

Production Method 1

Reaction Conditions
1.1 Catalysts: Palladium Solvents: Xylene ;  4 d, reflux
2.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
2.2 Reagents: Water ;  cooled
Reference
Design and synthesis of C10 modified and ring-truncated canthin-6-one analogues as effective membrane-active antibacterial agents
Dai, Jiangkun; et al, Bioorganic & Medicinal Chemistry Letters, 2018, 28(18), 3123-3128

Production Method 2

Reaction Conditions
1.1 Catalysts: p-Toluenesulfonic acid Solvents: Toluene ,  1,4-Dioxane ;  48 h, 180 °C
2.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol ,  Toluene ;  4 h, 80 °C
2.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 8.5
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Xylene ;  4 d, reflux
4.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
4.2 Solvents: Water ;  0 °C
Reference
Synthesis and evaluation of ester derivatives of 10-hydroxycanthin-6-one as potential antimicrobial agents
Zhao, Fei; et al, Molecules, 2016, 21(3), 90/1-90/14

Production Method 3

Reaction Conditions
1.1 Solvents: Methanol ;  36 h, rt
1.2 Reagents: Sodium borohydride ;  1 h, rt
1.3 Reagents: Sodium bicarbonate Solvents: Water
2.1 Catalysts: p-Toluenesulfonic acid Solvents: Toluene ,  1,4-Dioxane ;  48 h, 180 °C
3.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol ,  Toluene ;  4 h, 80 °C
3.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 8.5
4.1 Catalysts: Palladium Solvents: Xylene ;  4 d, reflux
5.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
5.2 Reagents: Water ;  cooled
Reference
Design and synthesis of C10 modified and ring-truncated canthin-6-one analogues as effective membrane-active antibacterial agents
Dai, Jiangkun; et al, Bioorganic & Medicinal Chemistry Letters, 2018, 28(18), 3123-3128

Production Method 4

Reaction Conditions
1.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
1.2 Reagents: Water ;  cooled
Reference
Design and synthesis of C10 modified and ring-truncated canthin-6-one analogues as effective membrane-active antibacterial agents
Dai, Jiangkun; et al, Bioorganic & Medicinal Chemistry Letters, 2018, 28(18), 3123-3128

Production Method 5

Reaction Conditions
1.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
1.2 Solvents: Water ;  0 °C
Reference
Synthesis and evaluation of ester derivatives of 10-hydroxycanthin-6-one as potential antimicrobial agents
Zhao, Fei; et al, Molecules, 2016, 21(3), 90/1-90/14

Production Method 6

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Xylene ;  4 d, reflux
2.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
2.2 Solvents: Water ;  0 °C
Reference
Synthesis and evaluation of ester derivatives of 10-hydroxycanthin-6-one as potential antimicrobial agents
Zhao, Fei; et al, Molecules, 2016, 21(3), 90/1-90/14

Production Method 7

Reaction Conditions
1.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol ,  Toluene ;  4 h, 80 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 8.5
2.1 Catalysts: Palladium Solvents: Xylene ;  4 d, reflux
3.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
3.2 Reagents: Water ;  cooled
Reference
Design and synthesis of C10 modified and ring-truncated canthin-6-one analogues as effective membrane-active antibacterial agents
Dai, Jiangkun; et al, Bioorganic & Medicinal Chemistry Letters, 2018, 28(18), 3123-3128

Production Method 8

Reaction Conditions
1.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol ,  Toluene ;  4 h, 80 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 8.5
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Xylene ;  4 d, reflux
3.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
3.2 Solvents: Water ;  0 °C
Reference
Synthesis and evaluation of ester derivatives of 10-hydroxycanthin-6-one as potential antimicrobial agents
Zhao, Fei; et al, Molecules, 2016, 21(3), 90/1-90/14

Production Method 9

Reaction Conditions
1.1 Catalysts: p-Toluenesulfonic acid Solvents: Toluene ,  1,4-Dioxane ;  48 h, 180 °C
2.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol ,  Toluene ;  4 h, 80 °C
2.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 8.5
3.1 Catalysts: Palladium Solvents: Xylene ;  4 d, reflux
4.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
4.2 Reagents: Water ;  cooled
Reference
Design and synthesis of C10 modified and ring-truncated canthin-6-one analogues as effective membrane-active antibacterial agents
Dai, Jiangkun; et al, Bioorganic & Medicinal Chemistry Letters, 2018, 28(18), 3123-3128

Production Method 10

Reaction Conditions
1.1 Solvents: Methanol ;  36 h, rt
1.2 Reagents: Sodium borohydride ;  1 h, rt
1.3 Reagents: Sodium bicarbonate Solvents: Water ;  rt
2.1 Catalysts: p-Toluenesulfonic acid Solvents: Toluene ,  1,4-Dioxane ;  48 h, 180 °C
3.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Methanol ,  Toluene ;  4 h, 80 °C
3.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 8.5
4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Xylene ;  4 d, reflux
5.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; overnight, rt
5.2 Solvents: Water ;  0 °C
Reference
Synthesis and evaluation of ester derivatives of 10-hydroxycanthin-6-one as potential antimicrobial agents
Zhao, Fei; et al, Molecules, 2016, 21(3), 90/1-90/14

6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one,10-hydroxy- Raw materials

6H-Indolo[3,2,1-de][1,5]naphthyridin-6-one,10-hydroxy- Preparation Products

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