12,13-Dihydro-2,10-dimethoxy-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione

Base Information

• Chemical Name: 12,13-Dihydro-2,10-dimethoxy-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione
• CAS No.: 118458-57-4
• Molecular Formula: C22H19N3O4
• Molecular Weight: 389.40396
• DSSTox Substance ID: DTXSID80416206
• Nikkaji Number: J2.038.823D
• Wikidata: Q82225410
• ChEMBL ID: CHEMBL127852
• Mol file: 118458-57-4.mol

Synonyms:118458-57-4;12,13-Dihydro-2,10-dimethoxy-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione;6,20-dimethoxy-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaene-12,14-dione;indolocarbazole deriv. 4h;BDBM6778;CHEMBL127852;DTXSID80416206;PHOPMJNJEYAORG-UHFFFAOYSA-N;FT-0701454;12,13-Dihydro-2,10-dimethoxy-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)-dione;2,10-dimethoxy-6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione;6,20-dimethoxy-3,13,23-triazahexacyclo[14.7.0.0;{2,10}.0;{4,9}.0;{11,15}.0;{17,22}]tricosa-1(16),2(10),4(9),5,7,11(15),17(22),18,20-nonaene-12,14-dione

Chemical Property of 12,13-Dihydro-2,10-dimethoxy-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione

Chemical Property:

• PSA: 99.70000
• LogP: 3.86680
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 385.10625597
• Heavy Atom Count: 29
• Complexity: 658

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C3=C4C(=C5C6=C(C=C(C=C6)OC)NC5=C3N2)C(=O)NC4=O

Technology Process of 12,13-Dihydro-2,10-dimethoxy-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione

There total 2 articles about 12,13-Dihydro-2,10-dimethoxy-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 46.0%

2,3-bis-(6-methoxy-1H-indol-3-yl)-maleimide (245106-27-8) → C22H15N3O4 (118458-57-4)

Guidance literature:

With toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; toluene; at 100 ℃; for 0.25h;

DOI:10.1016/S0968-0896(99)00032-2

Reference yield:

5,6-Bis-[(3-methoxy-phenyl)-hydrazono]-hexahydro-isoindole-1,3-dione (118458-43-8) → C22H15N3O4 (118458-57-4)

Guidance literature:

With polyphosphoric acid trimethyl silyl ether; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Yield given. Multistep reaction; 1.) MeNO₂, reflux, 1 h, 2.) EtOAc, reflux, 24 h;

DOI:10.1021/jo00265a020

Reference yield: 31.0%

C22H15N3O4 (118458-57-4) → Arcyriaflavin C (73697-65-1)

Guidance literature:

With pyridine hydrochloride; at 180 ℃; for 1h;

DOI:10.1016/S0968-0896(99)00032-2

upstream raw materials:

5,6-Bis-[(3-methoxy-phenyl)-hydrazono]-hexahydro-isoindole-1,3-dione

2,3-bis-(6-methoxy-1H-indol-3-yl)-maleimide

Downstream raw materials:

Arcyriaflavin C

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