5,6-Dihydro-2,3-dimethoxy-6,6-dimethylbenz[7,8]indolizino[2,3-B]quinoxaline

Base Information

• Chemical Name: 5,6-Dihydro-2,3-dimethoxy-6,6-dimethylbenz[7,8]indolizino[2,3-B]quinoxaline
• CAS No.: 163769-88-8
• Molecular Formula: C₂₂H₂₁N₃O₂
• Molecular Weight: 359.428
• Hs Code.: 2933990090
• UNII: 6U3RC7G5VT
• DSSTox Substance ID: DTXSID30360341
• Wikidata: Q27089271
• ChEMBL ID: CHEMBL1356775
• Mol file: 163769-88-8.mol

Synonyms:2,3-dimethoxy-6,6-dimethyl-5,6-dihydrobenzo(7,8)indolizino (2,3-b)quinoxaline;YM-90709

Chemical Property of 5,6-Dihydro-2,3-dimethoxy-6,6-dimethylbenz[7,8]indolizino[2,3-B]quinoxaline

Chemical Property:

• Vapor Pressure: 7.97E-13mmHg at 25°C
• Refractive Index: 1.666
• Boiling Point: 579.6°Cat760mmHg
• PKA: 2.74±0.40(Predicted)
• Flash Point: 304.3°C
• PSA: 49.17000
• Density: 1.28g/cm³
• LogP: 4.55990
• Storage Temp.: Store at RT
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 359.16337692
• Heavy Atom Count: 27
• Complexity: 556

Purity/Quality:

98% min ^*data from raw suppliers

YM90709 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC2=CC(=C(C=C2C3=CC4=NC5=CC=CC=C5N=C4N31)OC)OC)C
• Description: YM-90709 is a competitive antagonist of the interleukin-5 (IL-5) receptor that has IC50 values of 1 and 0.57 μM for peripheral human eosinophils and eosinophilic HL-60 clone 15 cells, respectively, in a radioligand binding assay. It inhibits IL-5-induced eosinophil survival (IC50 = 0.45 μM) and JAK2 phosphorylation in vitro. YM-90709 inhibits eosinophil and lymphocyte infiltration (ED50s = 0.32 and 0.12 mg/kg, respectively) into the brochoalveolar lavage fluid (BALF) of rats and eosinophil infiltration (ED50 = 0.05 mg/kg) into the BALF of mice in models of airway inflammation.
• Uses: YM 90709, is an interleukin-5 receptor antagonist.

Technology Process of 5,6-Dihydro-2,3-dimethoxy-6,6-dimethylbenz[7,8]indolizino[2,3-B]quinoxaline

There total 2 articles about 5,6-Dihydro-2,3-dimethoxy-6,6-dimethylbenz[7,8]indolizino[2,3-B]quinoxaline 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: 47.0%

1,2-diamino-benzene (95-54-5) + 8,9-Dimethoxy-5,5-dimethyl-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-2,3-dione (163769-81-1) → 5,5-dimethyl-2,3,5,6-tetrahydro-(3,4-dimethoxybenzo)quinoxalino<2,3-b>indolizine (163769-88-8)

Guidance literature:

With acetic acid; for 2h; Heating;

DOI:10.1007/BF01169639

Reference yield:

1,3,3-trimethyl-6,7-dimethoxy-3,4-dihydroisoquinoline (121064-15-1) → 5,5-dimethyl-2,3,5,6-tetrahydro-(3,4-dimethoxybenzo)quinoxalino<2,3-b>indolizine (163769-88-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Et₃N / diethyl ether / 2.33 h / 0 - 20 °C

2: 47 percent / glacial acetic acid / 2 h / Heating

With acetic acid; triethylamine; In diethyl ether;

DOI:10.1007/BF01169639

upstream raw materials:

1,2-diamino-benzene

8,9-Dimethoxy-5,5-dimethyl-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-2,3-dione

1,3,3-trimethyl-6,7-dimethoxy-3,4-dihydroisoquinoline

Refernces