Anisindione

Base Information

• Chemical Name: Anisindione
• CAS No.: 117-37-3
• Molecular Formula: C16H12 O3
• Molecular Weight: 252.269
• Hs Code.: 2914509090
• European Community (EC) Number: 204-186-6
• NSC Number: 759629
• UNII: S747T1ERAJ
• DSSTox Substance ID: DTXSID3022611
• Nikkaji Number: J36.826A
• Wikipedia: Anisindione
• Wikidata: Q3617574
• NCI Thesaurus Code: C47398
• Pharos Ligand ID: MLJXNG78916K
• Metabolomics Workbench ID: 43350
• ChEMBL ID: CHEMBL712
• Mol file: 117-37-3.mol

Synonyms:2-(4-methoxyphenyl)-1H-indene-1,3(2H)-dione;anisindione;Miradon

Chemical Property of Anisindione

Chemical Property:

• Vapor Pressure: 4.45E-08mmHg at 25°C
• Melting Point: 156-157°
• Refractive Index: 1.5600 (estimate)
• Boiling Point: 443.9°Cat760mmHg
• PKA: pKa 4.13(H2O t=25.0±0.1 I=0.1(NaCl)) (Uncertain)
• Flash Point: 199.8°C
• PSA: 43.37000
• Density: 1.263g/cm³
• LogP: 2.85800
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 252.078644241
• Heavy Atom Count: 19
• Complexity: 344

Purity/Quality:

98%,99%, ^*data from raw suppliers

Anisindione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2C(=O)C3=CC=CC=C3C2=O
• Uses: radiopaque agent Anisindione is a synthetic anticoagulant that prevents the formation of active procoagulation factors and proteins in the liver.
• Therapeutic Function: Anticoagulant

Technology Process of Anisindione

There total 14 articles about Anisindione 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: 91.0%

2-benzofuran-1(3H)-one (87-41-2) + 4-methoxy-benzaldehyde (123-11-5) → anisindione (117-37-3)

Guidance literature:

With sodium methylate; In methanol; ethyl acetate; at 80 ℃; for 5h; Cooling;

DOI:10.1080/00304948.2019.1621085

Reference yield: 79.0%

3-amino-2-(4-methoxyphenyl)-1-inden-1-one (20604-08-4) → anisindione (117-37-3)

Guidance literature:

With 20percent H₂SO₄; In water; for 0.5h; Heating;

DOI:10.1021/jo991968k

Reference yield: 73.0%

2-diazo-indan-1,3-dione (1807-49-4) + methoxybenzene (100-66-3) → anisindione (117-37-3)

Guidance literature:

With rhodium(II) acetate; at 100 ℃; for 2h;

DOI:10.1021/jo00247a007

upstream raw materials:

2-benzofuran-1(3H)-one

4-methoxy-benzaldehyde

3-(4-methoxybenzylidene)phthalide

ethanol

Downstream raw materials:

2-Nitro-2-(4-methoxy-phenyl)-indandion-(1,3)

2-(4-methoxyphenyl)-3-ethylindenone

2-(4-anisyl)-2-thiocyanatoindan-1,3-dione

2-bromo-2-(4'-methoxyphenyl)-1H-indene-1,3(2H)-dione

Refernces

• 1、 -. "INDANONE AND INDANDIONE DERIVATIVES AND HETEROCYCLIC ANALOGS". Page/Page column 63; 84. . Retrieved 2013/05/23.
• 2、 Mitka, Katarzyna,Kowalski, Piotr,Pawelec, Dariusz,Majka, Zbigniew. "Synthesis of novel indane-1,3-dione derivatives and their biological evaluation as anticoagulant agents". scheme or table. p. 613 - 618. Retrieved 2010/04/05.