5-Methylisatin

Base Information

• Chemical Name: 5-Methylisatin
• CAS No.: 608-05-9
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 29337900
• European Community (EC) Number: 210-152-1
• NSC Number: 9398
• UNII: AK8XAB7PS8
• DSSTox Substance ID: DTXSID00209637
• Nikkaji Number: J40.166H
• Wikidata: Q72492148
• ChEMBL ID: CHEMBL118883
• Mol file: 608-05-9.mol

Synonyms:5-methylisatin

Chemical Property of 5-Methylisatin

Chemical Property:

• Appearance/Colour: orange crystalline
• Melting Point: 180 °C (dec.)(lit.)
• Refractive Index: 1.598
• PKA: 10.42±0.20(Predicted)
• PSA: 46.17000
• Density: 1.301 g/cm³
• LogP: 1.26780
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: methanol: soluble25mg/mL, clear to slightly hazy, orange to red
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

5-Methylisatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=O)C2=O
• Uses: Reactant for preparation of:Antimycobacterial agentsPromoters of central nervous system (CNS) depression in miceInhibitors of TAK1 kinaseAnti-human immunodeficiency virus (HIV) agentPotent herpes simplex virus (HSV) inhibitorsAntimicrobial agentsIKKβ inhibitorsPotential drug to combat human immunodeficiency virus-tuberculosis (HIV-TB) coinfectionCyclooxygenase 1/2 (COX-1/2) and 5-lipoxygenase (5-LOX) inhibitorsAntibacterial and anticancer agents Reactant for preparation of:? ;Antimycobacterial agents1? ;Promoters of central nervous system (CNS) depression in mice2? ;Inhibitors of TAK1 kinase3? ;Anti-human immunodeficiency virus (HIV) agent4? ;Potent herpes simplex virus (HSV) inhibitors5? ;Antimicrobial agents6? ;IKKβ inhibitors7? ;Potential drug to combat human immunodeficiency virus-tuberculosis (HIV-TB) coinfection8? ;Cyclooxygenase 1/2 (COX-1/2) and 5-lipoxygenase (5-LOX) inhibitors9? ;Antibacterial and anticancer agents

Technology Process of 5-Methylisatin

There total 60 articles about 5-Methylisatin 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: 100.0%

2-Diethylamino-5-methyl-indol-3-on → 5-methyl-indole-2,3-dione (608-05-9)

Guidance literature:

With hydrogenchloride; In ethanol;

DOI:10.1002/prac.19953370130

Reference yield: 99.0%

2-(2-amino-5-methylphenyl)-N-hexyl-2-oxoacetamide → 5-methyl-indole-2,3-dione (608-05-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1002/ejoc.201600143

Reference yield: 97.3%

2-hydroxyimino-N-p-tolyl-acetamide (1132-40-7) → 5-methyl-indole-2,3-dione (608-05-9)

Guidance literature:

With sulfuric acid; at 20 - 30 ℃; for 1.66667h;

upstream raw materials:

oxalyl dichloride

p-toluidine hydrochloride

5-methyl-2-nitrobenzaldehyde

2-hydroxyimino-N-p-tolyl-acetamide

Downstream raw materials:

2-(2-furyl)-6-methyl-4-quinolinecarboxylic acid

6-methyl-2-thiophen-2-yl-quinoline-4-carboxylic acid

3-hydroxy-5-methyl-3-[2-oxo-2-(2-pyridinyl)ethyl]-1,3-dihydro-2H-indol-2-one

3-[2-(4-Fluoro-3-methyl-phenyl)-2-oxo-eth-(E)-ylidene]-5-methyl-1,3-dihydro-indol-2-one

Refernces

• 1、 Pandian, P.,Rajkamal, B.,Sultana, Shaheen. "Microwave-Assisted Synthesis, Molecular Docking Studies and Biological Evaluation of Benzothiazole Containing Novel Indole Derivatives". . p. 2755 - 2761. Retrieved 2021/10/25.
• 2、 Patel, Dushyant V.,Patel, Nirav R.,Kanhed, Ashish M.,Teli, Divya M.,Patel, Kishan B.,Gandhi, Pallav M.,Patel, Sagar P.,Chaudhary, Bharat N.,Shah, Dharti B.,Prajapati, Navnit K.,Patel, Kirti V.,Yadav, Mange Ram. "Further Studies on Triazinoindoles as Potential Novel Multitarget-Directed Anti-Alzheimer's Agents". . p. 3557 - 3574. Retrieved 2020/11/18.