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2,3-Dioxoindoline-5-carboxylic acid, with the molecular formula C9H5NO4, is a chemical compound belonging to the class of organic compounds known as indolin-2-ones. It is a derivative of indolecarboxylic acid and is characterized by its white crystalline powder form, which is soluble in certain organic solvents. 2,3-DIOXOINDOLINE-5-CARBOXYLIC ACID has a melting point of approximately 265-268°C and should be handled with care due to its potential harmful effects if ingested, inhaled, or upon skin contact.

25128-32-9

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25128-32-9 Usage

Uses

Used in Pharmaceutical Synthesis:
2,3-Dioxoindoline-5-carboxylic acid is used as a key intermediate in the synthesis of pharmaceutical drugs and natural products. Its unique structure and reactivity make it a valuable component in the development of new medications.
Used in Chemical Production:
2,3-DIOXOINDOLINE-5-CARBOXYLIC ACID also serves as an intermediate in the production of other chemical compounds, contributing to the synthesis of a variety of organic molecules for different applications across various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 25128-32-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,1,2 and 8 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 25128-32:
(7*2)+(6*5)+(5*1)+(4*2)+(3*8)+(2*3)+(1*2)=89
89 % 10 = 9
So 25128-32-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H5NO4/c11-7-5-3-4(9(13)14)1-2-6(5)10-8(7)12/h1-3H,(H,13,14)(H,10,11,12)

25128-32-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-dioxo-1H-indole-5-carboxylic acid

1.2 Other means of identification

Product number -
Other names 1H-indole-2,3-dione-5-carboxylic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:25128-32-9 SDS

25128-32-9Relevant articles and documents

Composition for Inhibiting or Treating for Acute Myeloid Leukemia or Metastatic Breast Cancer

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, (2021/05/11)

The present invention relates to a pharmaceutical composition for preventing or treating acute myeloid leukemia or metastatic breast cancer comprising an indirubin derivative as an active ingredient. Use of the composition of the invention effectively inhibits the activity of FLT3 kinase. A composition for preventing or treating acute myeloid leukemia or metastatic breast cancer is provided.

PHARMACEUTICAL COMPOSITION FOR PREVENTING OR TREATING ACUTE MYELOID LEUKEMIA OR METASTATIC BREAST CANCER

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Paragraph 0077-0080, (2020/09/09)

The present invention relates to a pharmaceutical composition for preventing or treating acute myeloid leukemia or metastatic breast cancer, comprising, as an active ingredient, an indirubin derivative. When the compound of the present invention is used,

Synthesis, anti-lung cancer activity and molecular docking study of 3-methylene-2-oxoindoline-5-carboxamide derivatives

Ai, Juntao,Lv, Meng,Li, Xiaohui,Chen, Zhuo,Hu, Gaoyun,Li, Qianbin

, p. 161 - 170 (2018/04/17)

A series of 3-methylene-2-oxoindoline-5-carboxamide derivatives were synthesized in appreciable yield by using 4-aminobenzoic acid as a starting material. The preliminary biological test results showed that most compounds displayed potent inhibitory activity against proliferation of human lung adenocarcinoma epithelial cell line (A549) in MTT assay. Compound 6l displayed the highest potency (IC50 = 3.0 μM). The western blot analysis demonstrated a correlation between anti-proliferative activity of active compounds and blockade of the phosphorylation of extracellular signal-regulated kinases (ERK1/2). The docking study also provides new insights into further optimization of 3-methylene-2-oxoindoline-5-carboxamide derivatives for the discovery of more potent RAF/MEK/ERK pathway regulators as anti-lung cancer agents.

The SARS coronavirus main protease having effects of inhibiting isatin - 5 - amide inhibitors

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, (2017/04/19)

The invention provides an isatin-5-amide compound represented by a formula (1). The compound has an inhibition activity against SARS coronavirus main protease, and can be used as a SARS coronavirus main protease inhibiting agent, and can be applied in SAR

Synthesis, modification and docking studies of 5-sulfonyl isatin derivatives as SARS-CoV 3C-like protease inhibitors

Liu, Wei,Zhu, He-Min,Niu, Guo-Jun,Shi, En-Zhi,Chen, Jie,Sun, Bo,Chen, Wei-Qiang,Zhou, Hong-Gang,Yang, Cheng

, p. 292 - 302 (2014/01/17)

The Severe Acute Respiratory Syndrome (SARS) is a serious life-threatening and strikingly mortal respiratory illness caused by SARS-CoV. SARS-CoV which contains a chymotrypsin-like main protease analogous to that of the main picornavirus protease, 3CLpro. 3CLpro plays a pivotal role in the viral replication cycle and is a potential target for SARS inhibitor development. A series of isatin derivatives as possible SARS-CoV 3CL pro inhibitors was designed, synthesized, and evaluated by in vitro protease assay using fluorogenic substrate peptide, in which several showed potent inhibition against the 3CLpro. Structure-activity relationship was analyzed, and possible binding interaction modes were proposed by molecular docking studies. Among all compounds, 8k1 showed most potent inhibitory activity against 3CLpro (IC50 = 1.04 μM). These results indicated that these inhibitors could be potentially developed into anti-SARS drugs.

Identification and further development of thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B

Vintonyak, Viktor V.,Warburg, Karin,Over, Bj?rn,Hübel, Katja,Rauh, Daniel,Waldmann, Herbert

scheme or table, p. 6713 - 6729 (2011/10/01)

Tuberculosis continues to be a major cause of morbidity and mortality throughout the world. Protein tyrosine phosphatases from Mycobacterium tuberculosis are attractive targets for developing novel strategies in battling tuberculosis due to their role in

Synthesis and cytotoxicity of novel indirubin-5-carboxamides

Cheng, Xinlai,Rasque, Paul,Vatter, Sandra,Merz, Karl-Heinz,Eisenbrand, Gerhard

scheme or table, p. 4509 - 4515 (2010/08/22)

Indirubins have been reported to act as potent inhibitors of protein kinases relevant to tumorigenesis and of tumor cell growth, but their development to antitumor drugs suffer from their poor water solubility. We synthesized a novel class of indirubin derivatives, indirubin-5-carboxamides, carrying amide substituents with basic centers. Quaternization or protonation of these alkylamino substituents provided indirubins with significantly improved solubility without loss of bioactivity.

Inhibitors of Src homology-2 domain containing protein tyrosine phosphatase-2 (Shp2) based on oxindole scaffolds

Lawrence, Harshani R.,Pireddu, Roberta,Chen, Liwei,Luo, Yunting,Sung, Shen-Shu,Szymanski, Ann Marie,Yip, M. L. Richard,Guida, Wayne C.,Sebti, Sa?d M.,Wu, Jie,Lawrence, Nicholas J.

experimental part, p. 4948 - 4956 (2009/07/11)

Screening of the NCI diversity set of compounds has led to the identification of 5 (NSC-117199), which inhibits the protein tyrosine phosphatase (PTP) Shp2 with an IC50 of 47 μM. A focused library incorporating an isatin scaffold was designed a

Synthesis and biological evaluation of quinoline salicylic acids as P-selectin antagonists

Kaila, Neelu,Janz, Kristin,DeBernardo, Silvano,Bedard, Patricia W.,Camphausen, Raymond T.,Tam, Steve,Tsao, Desirée H.H.,Keith Jr., James C.,Nickerson-Nutter, Cheryl,Shilling, Adam,Young-Sciame, Ruth,Wang, Qin

, p. 21 - 39 (2008/02/02)

Leukocyte recruitment of sites of inflammation and tissue injury involves leukocyte rolling along the endothelial wall, followed by firm adherence of the leukocyte, and finally transmigration of the leukocyte across cell junctions into the underlying tissue. The initial rolling step is mediated by the interaction of leukocyte glycoproteins containing active moieties such as sialyl Lewisx (sLex) with P-selectin expressed on endothelial cells. Consequently, inhibition of this interaction by means of a small molecule P-selectin antagonist is an attractive strategy for the treatment of inflammatory diseases such as arthritis. High-throughput screening of the Wyeth chemical library identified the quinoline salicylic acid class of compounds (1) as antagonists of P-selectin, with potency in in vitro and cell-based assays far superior to that of sLex. Through iterative medicinal chemistry, we identified analogues with improved P-selectin activity, decreased inhibition of dihydrooratate dehydrogenase, and acceptable CYP profiles. Lead compound 36 was efficacious in the rat AIA model of rheumatoid arthritis.

Isatin compounds as noncovalent SARS coronavirus 3C-like protease inhibitors

Zhou, Lu,Liu, Ying,Zhang, Weilin,Wei, Ping,Huang, Changkang,Pei, Jianfeng,Yuan, Yaxia,Lai, Luhua

, p. 3440 - 3443 (2007/10/03)

A series of isatin derivatives were synthesized and tested against SARS CoV 3C-like protease. Substitutions at the N-1 and C-5 positions were examined to elucidate the differences in substrate binding sites of the rhinovirus 3C protease and SARS CoV 3C-li

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