18372-22-0 Usage
Description
Methyl indolyl-3-glyoxylate, with the CAS number 18372-22-0, is a pale yellow fine powder that serves as a versatile compound in organic synthesis. It is known for its unique chemical properties that make it a valuable reactant in the creation of various pharmaceutical compounds and organic molecules.
Uses
1. Used in Pharmaceutical Industry:
Methyl indolyl-3-glyoxylate is used as a reactant for the preparation of sotrastaurin analogs, which are protein kinase inhibitors. These inhibitors play a crucial role in regulating cellular processes and have potential applications in the treatment of various diseases, including cancer.
2. Used in Organic Synthesis:
Methyl indolyl-3-glyoxylate is used as a reactant for the synthesis of GSK-3 inhibitors. These inhibitors are essential in studying the role of glycogen synthase kinase-3 (GSK-3) in various cellular processes and may have therapeutic implications in treating conditions like Alzheimer's disease and type 2 diabetes.
3. Used in Chemical Research:
Methyl indolyl-3-glyoxylate is used as a reactant for Diels-Alder cycloaddition, a fundamental reaction in organic chemistry. This reaction is widely employed for the synthesis of complex organic molecules and has significant applications in the development of pharmaceuticals, agrochemicals, and materials.
4. Used in Medicinal Chemistry:
Methyl indolyl-3-glyoxylate is used as a reactant for the preparation of a Janus kinase 3 (JAK3) inhibitor. JAK3 inhibitors are being investigated for their potential in treating autoimmune diseases, inflammatory disorders, and certain types of cancer.
5. Used in Alkaloid Synthesis:
Methyl indolyl-3-glyoxylate is used as a reactant for the synthesis of cephalandole alkaloids, a class of natural products with diverse biological activities. These alkaloids have potential applications in the development of new drugs for the treatment of various diseases.
6. Used in Anticancer Research:
Methyl indolyl-3-glyoxylate is used as a reactant for the stereoselective preparation of COX-2 inhibitors, which are being studied for their potential as anticancer agents. COX-2 inhibitors may help in the treatment of cancer by reducing inflammation and inhibiting the growth of tumor cells.
7. Used in Organic Chemistry:
Methyl indolyl-3-glyoxylate is used as a reactant for the synthesis of cycloalkene indole carbazole alkaloids via ring-closing metathesis. This reaction is an essential tool in the construction of complex molecular structures and has applications in the development of novel pharmaceuticals and bioactive compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 18372-22-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,3,7 and 2 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 18372-22:
(7*1)+(6*8)+(5*3)+(4*7)+(3*2)+(2*2)+(1*2)=110
110 % 10 = 0
So 18372-22-0 is a valid CAS Registry Number.
InChI:InChI=1/C11H9NO3/c1-15-11(14)10(13)8-6-12-9-5-3-2-4-7(8)9/h2-6,12H,1H3
18372-22-0Relevant articles and documents
Design, synthesis and evaluation of novel (S)-tryptamine derivatives containing an allyl group and an aryl sulfonamide unit as anticancer agents
Guo, Zhenbo,Xu, Yiming,Peng, Yujie,Haroon ur Rashid,Quan, Wei,Xie, Peng,Wu, Lichuan,Jiang, Jun,Wang, Lisheng,Liu, Xu
, p. 1133 - 1137 (2019)
A series of (S)-tryptamine derivatives containing an allyl group and an aryl sulfonamide unit were designed, synthesized and evaluated for their potential application as anticancer agents. The structures of the synthesized compounds were characterized by 1H NMR, 13C NMR and ESI-MS spectral analyses. The target compounds were evaluated for their in vitro cytotoxicity against HepG2, HeLa, CNE1 and A549 human cancer cell lines. Some of the synthesized compounds showed moderate to good anticancer activities against four selected cancer cell lines, among of which 6ag was found to be the most active analogue possessing IC50 values 16.5–18.7 μM. Further mechanism studies revealed that compound 6ag could significantly induce HepG2 cell cycle arrest at G1 phase, promote cell apoptosis, and inhibit the colony formation as well.
Copper-catalyzed carbonylative transformations of indoles with hexaketocyclohexane
Wang, Zechao,Yin, Zhiping,Wu, Xiao-Feng
, p. 4798 - 4801 (2018)
With hexaketocyclohexane octahydrate as the carbon monoxide source, a novel procedure for copper-catalyzed direct double carbonylation of indoles has been established. Using alcohols as reaction partners, moderate to good yields of the desired double carbonylation products have been obtained. Wide functional group tolerance and substrate scope can be observed.
S -indole benzamide derivative as well as preparation method and application thereof
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Paragraph 0030-0033, (2021/09/15)
S - Indole benzamide derivatives as well as a preparation method and application thereof relate to the technical field of pharmacy. The derivative has a structural formula. The specific preparation method comprises the following steps: taking indole as a starting raw material and performing acylation reaction. Reaction, oxidation reaction, (R)- (+) -tert-butylsulfenamide asymmetric synthesis reaction, hydrolysis reaction and acylation reaction to give the target product. By means of the method, a novel antiviral drug with a development prospect can be obtained, and the yield is high.
A convenient synthesis of indole and 1,4-dihydropyridine hybrid macromolecules by dimerization of [2-(1h-indol-3-yl)ethyl]pyridinium salts
Ling, Gang,Zhang, Jing,Zhang, Rong-Zheng,Han, Fu-She
, p. 67 - 73 (2018/01/26)
The design and synthesis of a novel type of macrocyclic compounds containing indole and 1,4-dihydropyridine heterocyclic subunits is presented. The key reaction involved in the synthesis was a base-mediated dimerization of [2-(1H-indol-3-yl)ethyl]pyridinium salts. The structure of the macrocycles was unambiguously confirmed by NMR and HRMS spectroscopic and X-ray single crystal diffraction.
