5-Methoxyisatin

Base Information

• Chemical Name: 5-Methoxyisatin
• CAS No.: 39755-95-8
• Molecular Formula: C9H7NO3
• Molecular Weight: 177.159
• Hs Code.: 29339900
• European Community (EC) Number: 670-372-2
• NSC Number: 88052
• UNII: C7GA9U9TN1
• DSSTox Substance ID: DTXSID00192838
• Nikkaji Number: J64.783G
• Wikidata: Q69999941
• ChEMBL ID: CHEMBL222660
• Mol file: 39755-95-8.mol

Synonyms:5-Methoxyisatin;39755-95-8;5-Methoxy-1H-indole-2,3-dione;5-methoxyindoline-2,3-dione;1H-Indole-2,3-dione, 5-methoxy-;5-Methoxy-2,3-indolinedione;5-Methoxy isatin;5-Methoxy-indole-2,3-dione;5-Methoxyindole-2,3-dione;5-Methoxy-2,3-Dihydro-1H-Indole-2,3-Dione;INDOLE-2,3-DIONE, 5-METHOXY-;MFCD00169023;NSC 88052;BRN 0139520;C7GA9U9TN1;NSC-88052;1H-Indole-2,3-dione, 5-methoxy- (9CI);5-21-13-00116 (Beilstein Handbook Reference);SMR000177846;5-methoxyisatine;NSC88052;EC-000.1696;UNII-C7GA9U9TN1;Isatin-based compound, 31;ISATIN, 5-METHOXY-;SCHEMBL21602;MLS000561694;MLS002473346;CHEMBL222660;BDBM22811;AMY3503;DTXSID00192838;CHEBI:149863;HMS2557P21;5-Methoxy-1H-indole-2,3-dione #;CL3515;STK215331;AKOS000200895;CS-W001176;FS-2332;MB00814;NCGC00245347-01;AC-28109;LS-83032;SY021560;BB 0254516;FT-0639576;M1362;EN300-17177;A20428;SR-01000390541;J-517701;SR-01000390541-1;Z56899037;F0896-0193

Chemical Property of 5-Methoxyisatin

Chemical Property:

• Appearance/Colour: Brown Solid
• Melting Point: 201-203 °C
• Refractive Index: 1.585
• PKA: 9.73±0.20(Predicted)
• PSA: 55.40000
• Density: 1.346 g/cm³
• LogP: 0.96800
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in cold water.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

5-Methoxyisatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=O)C2=O
• Uses: 5-Methoxyisatin is used for Pharmaceutical intermediates, a raw material used in chemical synthesis.

Technology Process of 5-Methoxyisatin

There total 28 articles about 5-Methoxyisatin 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: 92.0%

5-methoxyindolin-2-one (7699-18-5) → 5-methoxyisatine (39755-95-8)

Guidance literature:

With oxygen; sodium iodide; In tetrahydrofuran; at 60 ℃; for 12h; chemoselective reaction; Schlenk technique;

DOI:10.1039/c8cc04471f

Reference yield: 88.0%

2-hydroxyimino-N-(4-methoxyphenyl)acetamide (6335-41-7,53629-66-6) → 5-methoxyisatine (39755-95-8)

Guidance literature:

With sulfuric acid; water; at 65 - 80 ℃;

DOI:10.1055/s-0030-1258361

Reference yield: 84.0%

5-methoxylindole (1006-94-6) → 5-methoxyisatine (39755-95-8)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; oxygen; In acetonitrile; at 20 ℃; for 11h;

DOI:10.1016/j.tetlet.2015.09.124

upstream raw materials:

5-methoxy-2-nitro-benzaldehyde

2-hydroxyimino-N-(4-methoxyphenyl)acetamide

N,N'-bis(4-methoxyphenyl)ethane-bis(imidoyl) dichloride

(4-methoxy-phenyl)-2-thio-oxalomonoimidic acid-2-amide-1-p-anisidide

Downstream raw materials:

3-hydroxy-5-methoxy-3-(2-oxocyclohexyl)indolin-2-one

6-methoxy-2-methyl-3-(5-chloro-2-methylphenylthio)-4-quinolinecarboxylic acid

5-hydroxy-3,3-diphenyl-1,3-dihydroindol-2-one

2-amino-5-methoxybenzoic acid hydrochloride

Refernces

• 1、 Chen, Juncheng,Chiang, Cheng-Ming,He, Gu,Liu, Bo,Liu, Jie,Ouyang, Liang,Tang, Pan,Wang, Guan,Yang, Chengcan,Ye, Tinghong,Zhang, Jifa,Zhang, Jin,Zou, Ling. "Discovery of Novel Dual-Target Inhibitor of Bromodomain-Containing Protein 4/Casein Kinase 2 Inducing Apoptosis and Autophagy-Associated Cell Death for Triple-Negative Breast Cancer Therapy". . p. 18025 - 18053. Retrieved 2022/01/03.
• 2、 Zhang, Qian,Teng, Yuou,Yuan, Yuan,Ruan, Tingting,Wang, Qi,Gao, Xing,Zhou, Yao,Han, Kailin,Yu, Peng,Lu, Kui. "Synthesis and cytotoxic studies of novel 5-phenylisatin derivatives and their anti-migration and anti-angiogenic evaluation". . p. 800 - 814. Retrieved 2018/07/29.