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1-(3-methylbenzyl)indoline-2,3-dione, also known as 3-Methylbenzylisatin, is a chemical compound characterized by its molecular formula C17H13NO2. This yellow solid is a versatile compound with a wide range of applications in organic synthesis, pharmaceuticals, and agrochemicals. It exhibits various biological activities, such as antitumor, antimicrobial, and anti-inflammatory properties, and has potential uses as a fluorescent dye and a therapeutic agent for different medical conditions. Its chemical structure, featuring an indoline core with a dione functional group and a 3-methylbenzyl substituent, makes it a valuable compound for research and industrial applications.

689757-37-7

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689757-37-7 Usage

Uses

Used in Pharmaceutical Industry:
1-(3-methylbenzyl)indoline-2,3-dione is used as a building block for the production of various pharmaceuticals due to its versatile chemical properties and biological activities, including antitumor, antimicrobial, and anti-inflammatory effects.
Used in Agrochemical Industry:
1-(3-methylbenzyl)indoline-2,3-dione is used as a component in the development of agrochemicals, leveraging its antimicrobial properties to contribute to the creation of effective products for agricultural use.
Used in Research and Development:
1-(3-methylbenzyl)indoline-2,3-dione is used as a research compound for exploring its potential as a fluorescent dye and as a therapeutic agent for various medical conditions, thanks to its unique chemical structure and biological activities.
Used in Organic Synthesis:
1-(3-methylbenzyl)indoline-2,3-dione is used as a key intermediate in organic synthesis, where its chemical reactivity and structural features enable the creation of a diverse range of compounds for various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 689757-37-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,8,9,7,5 and 7 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 689757-37:
(8*6)+(7*8)+(6*9)+(5*7)+(4*5)+(3*7)+(2*3)+(1*7)=247
247 % 10 = 7
So 689757-37-7 is a valid CAS Registry Number.

689757-37-7Downstream Products

689757-37-7Relevant academic research and scientific papers

Synthesis of diverse isatins: Via ring contraction of 3-diazoquinoline-2,4-diones

Shrestha, Rajeev,Lee, Gun Joon,Lee, Yong Rok

, p. 63782 - 63787 (2016)

An efficient synthesis of diverse isatin derivatives was accomplished by a copper-mediated reaction of 3-diazoquinoline-2,4-diones via ring contraction through domino Wolff rearrangement, decarboxylation, bromination, substitution, and dehydration. This protocol has several advantages as a one-pot procedure, with functional group tolerance, and high yield.

Synthesis and biological evaluation of isatin derivatives containing 1,3,4-thiadiazole as potent a-glucosidase inhibitors

Zhao, Xuelian,Zhan, Xuehui,Zhang, Huilin,Wan, Yichao,Yang, Huizhong,Wang, Yutian,Chen, Yanda,Xie, Wenlin

supporting information, (2021/11/16)

A series of (Z)-3-(2-(1,3,4-thiadiazol-2-yl)hydrazono)-1-substituted indolin-2-ones derivatives (3a-3m) were designed and synthesized. All newly synthesized compounds were evaluated for their a-glucosidase inhibitory activity with resveratrol as positive control in vitro. Except for 3i and 3j, all of the compounds showed a potent inhibitory activity against a-glucosidase with IC50 values in the range of 3.12 ± 1.25 to 45.95 ± 1.26 μM and the purity of these compounds was greater than 95%. The IC50 values were being compared to the standard resveratrol (IC50 = 22.00 ± 1.15 μM) and it was found that compounds 3b, 3d-3h were found to be more active than resveratrol. Specifically, (Z)-3-(2-(1,3,4-thiadiazol-2-yl)hydrazono)-1-(4-chlorobenzyl)indolin-2-one (3d) exhibited the most potent a-glucosidase inhibitory activity with IC50 value of 3.12 ± 1.25 μM. The kinetic analysis revealed that compound (3d) is noncompetitive inhibitor. Structure activity relationship has been established for all compounds. Furthermore, the binding interactions of compound 3d with the active site of a-glucosidase were confirmed through molecular docking. This study has identified a new class of potent a-glucosidase inhibitors for further investigation.

Synthesis of isatin based N1-alkylated 3-β-C-glycoconjugated-oxopropylidene oxindoles as potent antiplasmodial agents

Thakur, Ravi Kumar,Joshi, Prince,Upadhyaya, Kapil,Singh, Kartikey,Sharma, Gaurav,Shukla, Sanjeev K.,Tripathi, Renu,Tripathi, Rama Pati

supporting information, p. 448 - 454 (2018/11/25)

In an attempt to develop new antimalarial drugs, we have synthesized a new class of N-alkylated 3-glycoconjugated-oxopropylidene oxindoles starting from substituted isatins and glucopyranosyl propanone via a well-known cross-aldol reaction followed by deh

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