Indobufen

Base Information

• Chemical Name: Indobufen
• CAS No.: 63610-08-2
• Deprecated CAS: 36690-96-7
• Molecular Formula: C18H17NO3
• Molecular Weight: 295.338
• Hs Code.: 2942000000
• European Community (EC) Number: 264-364-4
• UNII: 6T9949G4LZ
• DSSTox Substance ID: DTXSID7057789
• Nikkaji Number: J282.998C,J22.621A
• Wikipedia: Indobufen
• Wikidata: Q3798322
• NCI Thesaurus Code: C83800
• Metabolomics Workbench ID: 153515
• ChEMBL ID: CHEMBL1765292
• Mol file: 63610-08-2.mol

Synonyms:2-(4-(1-oxo-2-isoindolinyl)phenyl)butyric acid;Ibustrin;indobufen;indobufen, (+-)-isomer;K 3920

Chemical Property of Indobufen

Chemical Property:

• Vapor Pressure: 1.47E-11mmHg at 25°C
• Melting Point: 33-34°C(lit.)
• Refractive Index: 1.629
• Boiling Point: 518.1 °C at 760 mmHg
• PKA: 4.39±0.10(Predicted)
• Flash Point: 267.1 °C
• PSA: 57.61000
• Density: 1.275 g/cm³
• LogP: 3.49020
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 295.12084340
• Heavy Atom Count: 22
• Complexity: 428

Purity/Quality:

99% ^*data from raw suppliers

Indobufen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=C(C=C1)N2CC3=CC=CC=C3C2=O)C(=O)O
• Recent ClinicalTrials: INdobufen Versus aSpirin in acUte Ischemic stRokE,INSURE
• Description: Indobufen is a platelet aggregation inhibitor related to the antiinflammatory agent indoprofen. It has shown clinical efficacy in peripheral artery disease, in prevention of deep vein thrombosis after myocardial infarction, and in blocking excercise-induced increase in platelet aggregation in angina patients.
• Uses: Indobufen is a platelet aggregation inhibitor. Indobufen is the anticoagulant drug and platelet aggregation inhibitor, which has anti-inflammatory analgesic effect. Indobufen is used as an antithrombotic.
• Clinical Use: A reversible but very potent inhibitor of platelet COX-1 activity, was shown to have comparable clinical efficacy to that of aspirin in prevention of DVT after myocardial infarction and in blocking exercise-induced increase in platelet aggregation. In the secondary prevention of thromboembolic events, 100 or 200 mg of indobufen twice daily is as effective as warfarin or aspirin in patients with or without atrial fibrillation. Currently, indobufen is only available for routine clinical use in Europe.

Technology Process of Indobufen

There total 14 articles about Indobufen 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: 98.0%

ethyl 2-(4-(1-oxoisoindolin-2-yl)phenyl)butanoate (36691-02-8) → indobufen (63610-08-2)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃;

DOI:10.1021/acs.orglett.9b00224

Reference yield: 95.0%

methyl 2-(4-(1-oxoisoindolin-2-yl)phenyl)butanoate → indobufen (63610-08-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 12h; Schlenk technique;

DOI:10.1002/anie.201804844

Reference yield: 94.7%

2-[4-(1,3-dioxo-2-isoindolinyl)phenyl]butyric acid (94232-67-4) → indobufen (63610-08-2)

Guidance literature:

With hydrogenchloride; acetic acid; zinc; at 82 ℃; for 1h; under 760.051 Torr; Reagent/catalyst; Temperature; Large scale;

upstream raw materials:

2RS-(4-nitrophenyl)butanoic acid

2-[4-(1,3-dioxo-2-isoindolinyl)phenyl]butyric acid

ethyl 2-(4-(benzylamino)phenyl)acetate

ethyl (4-amino-3,5-dibromophenyl)acetate

Refernces

• 1、 Geng, Pengxin,Tang, Yurong,Pan, Guanglong,Wang, Wentao,Hu, Jinchuan,Cai, Yunfei. "A g-C3N4-based heterogeneous photocatalyst for visible light mediated aerobic benzylic C-H oxygenations". supporting information. p. 6116 - 6122. Retrieved 2019/11/20.
• 2、 -. "Method for preparing indobufen". . . Retrieved 2017/08/29.