Cas no 88142-60-3 (7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy-)

7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy- structure
88142-60-3 structure
Product Name:7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy-
CAS No:88142-60-3
MF:C20H17NO5
MW:351.352685689926
CID:723037
PubChem ID:137399
Update Time:2024-10-26

7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy- Chemical and Physical Properties

Names and Identifiers

    • 7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy-
    • 4,5,6,9-Tetramethoxy-7H-dibenzo(de,h)quinolin-7-one
    • 4,5,6,9-Tetramethoxy-7H-dibenzo[de,h]quinolin-7-one (ACI)
    • 6-O-Demethyldauriporphinoline
    • Bianfugenine
    • Dauriporphine
    • 88142-60-3
    • CS-0638254
    • 7H-Dibenzo[de,h]quinolin-7-one, 4,5,6,9-tetramethoxy-
    • AKOS040734156
    • HY-N11029
    • CHEMBL4214251
    • DTXSID90236851
    • 5,10,11,12-tetramethoxy-16-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2(7),3,5,9,11,13(17),14-octaen-8-one
    • 4,5,6,9-tetramethoxy-7H-dibenzo[de,h]quinolin-7-one
    • SCHEMBL12289184
    • CHEBI:132719
    • 7H-Dibenzo(de,h)quinolin-7-one, 4,5,6,9-tetramethoxy-
    • DA-61659
    • 5,10,11,12-tetramethoxy-16-azatetracyclo(7.7.1.02,7.013,17)heptadeca-1(16),2(7),3,5,9,11,13(17),14-octaen-8-one
    • DTXCID20159342
    • Inchi： 1S/C20H17NO5/c1-23-10-5-6-11-13(9-10)17(22)15-14-12(7-8-21-16(11)14)18(24-2)20(26-4)19(15)25-3/h5-9H,1-4H3
    • InChI Key： OOWSNEKQIRVGCG-UHFFFAOYSA-N
    • SMILES： O=C1C2C3C(C(=C(C=2OC)OC)OC)=CC=NC=3C2C1=CC(=CC=2)OC

Computed Properties

  • Exact Mass: 351.11067264g/mol
  • Monoisotopic Mass: 351.11067264g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 4
  • Complexity: 528
  • 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
  • XLogP3: 3.2
  • Topological Polar Surface Area: 66.9?2

Experimental Properties

  • Color/Form: Powder

7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy- Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Silver oxide (Ag2O) Solvents: Methanol ,  Chloroform ;  6 h, rt → reflux
Reference
A novel approach to oxoisoaporphine alkaloids via regioselective metalation of alkoxy isoquinolines
Melzer, Benedikt C.; et al, Beilstein Journal of Organic Chemistry, 2017, 13, 1564-1571

Production Method 2

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Water ;  2.5 h, 115 °C; 115 °C → rt
1.2 Reagents: Potassium hydroxide Solvents: Water ;  pH 7, rt
1.3 Reagents: Methanesulfonic acid, mixt. with phosphorus oxide (P2O5) ;  rt; 2 h, 90 °C; 90 °C → rt
1.4 Reagents: Ammonia Solvents: Water ;  rt
2.1 Reagents: Silver oxide (Ag2O) Solvents: Methanol ,  Chloroform ;  6 h, rt → reflux
Reference
A novel approach to oxoisoaporphine alkaloids via regioselective metalation of alkoxy isoquinolines
Melzer, Benedikt C.; et al, Beilstein Journal of Organic Chemistry, 2017, 13, 1564-1571

Production Method 3

Reaction Conditions
1.1 Reagents: Phosphorus oxychloride Solvents: Toluene
2.1 Reagents: Cuprous cyanide Solvents: Dimethylformamide
3.1 Reagents: Potassium hydroxide Solvents: Ethanol
4.1 Solvents: Methanol
5.1 Reagents: Hydrochloric acid Solvents: Water
6.1 Reagents: Silver oxide (Ag2O) Solvents: Chloroform
Reference
The structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC
Kunitomo, Jun Ichi; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(7), 2778-82

Production Method 4

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Diethyl ether ,  Water
2.1 Reagents: Phosphorus oxychloride Solvents: Toluene
3.1 Reagents: Cuprous cyanide Solvents: Dimethylformamide
4.1 Reagents: Potassium hydroxide Solvents: Ethanol
5.1 Solvents: Methanol
6.1 Reagents: Hydrochloric acid Solvents: Water
7.1 Reagents: Silver oxide (Ag2O) Solvents: Chloroform
Reference
The structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC
Kunitomo, Jun Ichi; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(7), 2778-82

Production Method 5

Reaction Conditions
1.1 Reagents: Silver oxide (Ag2O) Solvents: Chloroform
Reference
The structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC
Kunitomo, Jun Ichi; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(7), 2778-82

Production Method 6

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Water
2.1 Reagents: Silver oxide (Ag2O) Solvents: Chloroform
Reference
The structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC
Kunitomo, Jun Ichi; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(7), 2778-82

Production Method 7

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Water ;  2.5 h, 115 °C; 115 °C → rt
1.2 Reagents: Potassium hydroxide Solvents: Water ;  pH 7, rt
2.1 Reagents: Hydrochloric acid Solvents: Water ;  2.5 h, 115 °C; 115 °C → rt
2.2 Reagents: Potassium hydroxide Solvents: Water ;  pH 7, rt
2.3 Reagents: Methanesulfonic acid, mixt. with phosphorus oxide (P2O5) ;  rt; 2 h, 90 °C; 90 °C → rt
2.4 Reagents: Ammonia Solvents: Water ;  rt
3.1 Reagents: Silver oxide (Ag2O) Solvents: Methanol ,  Chloroform ;  6 h, rt → reflux
Reference
A novel approach to oxoisoaporphine alkaloids via regioselective metalation of alkoxy isoquinolines
Melzer, Benedikt C.; et al, Beilstein Journal of Organic Chemistry, 2017, 13, 1564-1571

Production Method 8

Reaction Conditions
1.1 Solvents: Methanol
2.1 Reagents: Hydrochloric acid Solvents: Water
3.1 Reagents: Silver oxide (Ag2O) Solvents: Chloroform
Reference
The structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC
Kunitomo, Jun Ichi; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(7), 2778-82

Production Method 9

Reaction Conditions
1.1 Reagents: Potassium hydroxide Solvents: Ethanol
2.1 Solvents: Methanol
3.1 Reagents: Hydrochloric acid Solvents: Water
4.1 Reagents: Silver oxide (Ag2O) Solvents: Chloroform
Reference
The structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC
Kunitomo, Jun Ichi; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(7), 2778-82

Production Method 10

Reaction Conditions
1.1 Reagents: Potassium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ,  Water ;  24 h, reflux
2.1 Reagents: Hydrochloric acid Solvents: Water ;  2.5 h, 115 °C; 115 °C → rt
2.2 Reagents: Potassium hydroxide Solvents: Water ;  pH 7, rt
3.1 Reagents: Methanesulfonic acid, mixt. with phosphorus oxide (P2O5) ;  rt; 2 h, 90 °C; 90 °C → rt
3.2 Reagents: Ammonia Solvents: Water ;  rt
4.1 Reagents: Silver oxide (Ag2O) Solvents: Methanol ,  Chloroform ;  6 h, rt → reflux
Reference
A novel approach to oxoisoaporphine alkaloids via regioselective metalation of alkoxy isoquinolines
Melzer, Benedikt C.; et al, Beilstein Journal of Organic Chemistry, 2017, 13, 1564-1571

Production Method 11

Reaction Conditions
1.1 Reagents: Cuprous cyanide Solvents: Dimethylformamide
2.1 Reagents: Potassium hydroxide Solvents: Ethanol
3.1 Solvents: Methanol
4.1 Reagents: Hydrochloric acid Solvents: Water
5.1 Reagents: Silver oxide (Ag2O) Solvents: Chloroform
Reference
The structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC
Kunitomo, Jun Ichi; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(7), 2778-82

Production Method 12

Reaction Conditions
1.1 Reagents: Magnesate(1-), dichloro(2,2,6,6-tetramethylpiperidinato)-, lithium (1:1) Solvents: Toluene ,  Tetrahydrofuran ;  2 min, 25 °C; 4 h, 25 °C; 25 °C → 0 °C
1.2 Reagents: Iodine Solvents: Tetrahydrofuran ;  0 °C; 1 h, 25 °C
1.3 Reagents: Sodium thiosulfate ,  Ammonium chloride Solvents: Water ;  25 °C
2.1 Reagents: Potassium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ,  Water ;  24 h, reflux
3.1 Reagents: Hydrochloric acid Solvents: Water ;  2.5 h, 115 °C; 115 °C → rt
3.2 Reagents: Potassium hydroxide Solvents: Water ;  pH 7, rt
4.1 Reagents: Methanesulfonic acid, mixt. with phosphorus oxide (P2O5) ;  rt; 2 h, 90 °C; 90 °C → rt
4.2 Reagents: Ammonia Solvents: Water ;  rt
5.1 Reagents: Silver oxide (Ag2O) Solvents: Methanol ,  Chloroform ;  6 h, rt → reflux
Reference
A novel approach to oxoisoaporphine alkaloids via regioselective metalation of alkoxy isoquinolines
Melzer, Benedikt C.; et al, Beilstein Journal of Organic Chemistry, 2017, 13, 1564-1571

Production Method 13

Reaction Conditions
1.1 Reagents: Thionyl chloride
2.1 Reagents: Sodium hydroxide Solvents: Diethyl ether ,  Water
3.1 Reagents: Phosphorus oxychloride Solvents: Toluene
4.1 Reagents: Cuprous cyanide Solvents: Dimethylformamide
5.1 Reagents: Potassium hydroxide Solvents: Ethanol
6.1 Solvents: Methanol
7.1 Reagents: Hydrochloric acid Solvents: Water
8.1 Reagents: Silver oxide (Ag2O) Solvents: Chloroform
Reference
The structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC
Kunitomo, Jun Ichi; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(7), 2778-82

7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy- Raw materials

7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy- Preparation Products

7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy- Related Literature

Related Categories

88142-60-3 (7H-Dibenzo[de,h]quinolin-7-one,4,5,6,9-tetramethoxy-) Related Products

Recommended suppliers
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited
Hebei Liye chemical Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hebei Liye chemical Co.,Ltd
Nantong Boya Environmental Protection Technology Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nantong Boya Environmental Protection Technology Co., Ltd