20870-79-5 Usage
Description
5-NITROOXINDOLE is an organic compound that serves as a key intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its chemical structure, which includes a nitro group and an oxindole moiety, making it a versatile building block for the development of new drugs.
Uses
Used in Pharmaceutical Industry:
5-NITROOXINDOLE is used as a reactant for the synthesis of 3-[4-(amino/methylsulfonyl)phenyl]methylene-indolin-2-one derivatives, which are novel COX-1/2 and 5-LOX inhibitors. These inhibitors have potential applications in the treatment of inflammation and pain.
5-NITROOXINDOLE is also used as a reactant for the preparation of Aurora kinase inhibitors. Aurora kinases are key regulators of cell division and are often overexpressed in cancer cells, making them an attractive target for cancer therapy.
In the field of oncology, 5-NITROOXINDOLE is used as a reactant for the synthesis of 3-substituted 2-indolinone RET inhibitors. RET is a receptor tyrosine kinase that is frequently mutated or overexpressed in various types of cancer, and its inhibition can help in the treatment of these diseases.
5-NITROOXINDOLE is used as a reactant for the synthesis of 4-azachromeno[2,3-b]indol-11(6H)-ones and their derivatives, which are analogs of the anti-cancer drug ellipticine. These compounds have potential applications in the treatment of various types of cancer due to their ability to interact with DNA and inhibit topoisomerase II.
In the field of medical imaging, 5-NITROOXINDOLE is used as a reactant for the preparation of [18F]fluorobenzylidene-indolinone, a potential tyrosine kinase inhibitor for PET (positron emission tomography) tumor imaging. 5-NITROOXINDOLE can help in the detection and monitoring of cancer progression.
Lastly, 5-NITROOXINDOLE is used as a reactant for the preparation of 3-substituted indolin-2-ones, which have potential applications as neuroprotective and toxic agents. These compounds can be used in the development of drugs targeting neurological disorders and conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 20870-79-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,8,7 and 0 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 20870-79:
(7*2)+(6*0)+(5*8)+(4*7)+(3*0)+(2*7)+(1*9)=105
105 % 10 = 5
So 20870-79-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H6N2O3/c11-8-4-5-3-6(10(12)13)1-2-7(5)9-8/h1-3H,4H2,(H,9,11)
20870-79-5Relevant articles and documents
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Coutts et al.
, p. 3747 (1970)
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New cell cycle checkpoint pathways regulators with 2-Oxo-indoline scaffold as potential anticancer agents: Design, synthesis, biological activities and in silico studies
Abd El-wahab, Hend A.A.,Mansour, Hany S.,Ali, Ahmed M.,El-Awady, Raafat,Aboul-Fadl, Tarek
, (2022/01/31)
3-Arylidene-2-oxo-indoline derivatives are at the heart of a wide range of clinically, medicinally and biologically important compounds among the 2-oxo-indolines. A number of 3-arylidene-2-oxo-indolines have been approved for clinical application. Accordi
A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids
Liu, Li,Li, Yue,Huang, Tiao,Kong, Dulin,Wu, Mingshu
, p. 2321 - 2328 (2021/09/22)
A novel method for the synthesis of 3-monohalooxindoles by acidolysis of isatin-derived 3-phosphate-substituted oxindoles with haloid acids was developed. This synthetic strategy involved the preparation of 3-phosphate-substituted oxindole intermediates and SN1 reactions with haloid acids. This new procedure features mild reaction conditions, simple operation, good yield, readily available and inexpensive starting materials, and gram-scalability.
A Unified Catalytic Asymmetric (4+1) and (5+1) Annulation Strategy to Access Chiral Spirooxindole-Fused Oxacycles
Gao, Min,Gong, Xiangnan,Hu, Lin,Luo, Yanshu,Xia, Yuanzhi,Xu, Qianlan,Zhao, Yukun
supporting information, p. 19813 - 19820 (2021/08/03)
A unified catalytic asymmetric (N+1) (N=4, 5) annulation reaction of oxindoles with bifunctional peroxides has been achieved in the presence of a chiral phase-transfer catalyst (PTC). This general strategy utilizes peroxides as unique bielectrophilic four- or five-atom synthons to participate in the C?C and the subsequent umpolung C?O bond-forming reactions with one-carbon unit nucleophiles, thus providing a distinct method to access the valuable chiral spirooxindole-tetrahydrofurans and -tetrahydropyrans with good yields and high enantioselectivities under mild conditions. DFT calculations were performed to rationalize the origin of high enantioselectivity. The gram-scale syntheses and synthetic utility of the resultant products were also demonstrated.
