Isoellipticine

Base Information

• Chemical Name: Isoellipticine
• CAS No.: 13799-49-0
• Molecular Formula: C17H14N2
• Molecular Weight: 246.312
• NSC Number: 101152
• DSSTox Substance ID: DTXSID40295317
• Nikkaji Number: J495.974D
• Wikidata: Q82035179
• Mol file: 13799-49-0.mol

Synonyms:Isoellipticine;13799-49-0;NSC101152;DTXSID40295317;JSYJDIUYIWEOMO-UHFFFAOYSA-N;NSC-101152;5,11 dimethyl 10H-pyrido[3,4-b]carbazole;5,11-dimethyl-10H-pyrido[3,4-b]carbazol

Chemical Property of Isoellipticine

Chemical Property:

• Vapor Pressure: 1.81E-09mmHg at 25°C
• Boiling Point: 495.4°Cat760mmHg
• Flash Point: 227.1°C
• Density: 1.257g/cm³
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 246.115698455
• Heavy Atom Count: 19
• Complexity: 342

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=CN=CC2=C(C3=C1C4=CC=CC=C4N3)C

Technology Process of Isoellipticine

There total 4 articles about Isoellipticine 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%

3-Bromopyridine (626-55-1,163928-56-1) + C19H17NO4S (1352536-90-3) → ellipticine (519-23-3) + NSC-101152 (13799-49-0)

Guidance literature:

3-Bromopyridine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -15 ℃; Inert atmosphere; Reflux;

C₁₉H₁₇NO₄S; Further stages; Inert atmosphere;

DOI:10.1016/j.tet.2011.10.022

Reference yield: 20.0%

1,4-dimethylpyrano<3,4-b>indol-3-one (93772-11-3) + 3-(3',3'-dimethyltriazene-1-yl)pyridine-4-carboxylic acid (93772-12-4) → ellipticine (519-23-3) + NSC-101152 (13799-49-0)

Guidance literature:

In acetonitrile; for 36h; Heating;

Reference yield:

1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole (89241-38-3) + 1-aminotriazolo<4,5-c>pyridine (23589-45-9) → ellipticine (519-23-3) + NSC-101152 (13799-49-0)

Guidance literature:

1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole; 1-aminotriazolo<4,5-c>pyridine; In tetrahydrofuran; at 20 ℃; for 3.25h; Inert atmosphere;

With methanol; sodium tetrahydroborate; water; sodium hydroxide; In tetrahydrofuran; for 17h; Overall yield = 0.147 g; Reflux; Inert atmosphere;

DOI:10.3987/COM-18-S(F)6

upstream raw materials:

1,4-dimethylpyrano<3,4-b>indol-3-one

3-(3',3'-dimethyltriazene-1-yl)pyridine-4-carboxylic acid

10-(Phenylsulfonyl)-5,11-epoxy-5,11-dimethyl-5,11-dihydropyrido<3.4-b>carbazole

6-(Phenylsulfonyl)-5,11-epoxy-5,11-dimethyl-5,11-dihydropyrido<4.3-b>carbazole