1769-41-1

Basic information

• Product Name: glyoxylanilide,2-oxime
• Synonyms: 2-(hydroxyimino)-n-phenyl-acetamid;2-isonitrosoacetanilide;glyoxanilideoxime;glyoxylanilide,2-oxime;glyoxylanilide,oxime;isonitrosoacetanilide;N-Phenyl-2-(hydroxyimino)acetamide;N-Phenyl-α-isonitrosoacetamide
• CAS NO: 1769-41-1
• Molecular Formula: C₈H₈N₂O₂
• Molecular Weight: 164.16132
• EINECS: 217-190-8
• Mol File: 1769-41-1.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 291.62°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.2739 (rough estimate)
• Refractive Index: 1.6000 (estimate)
• CAS DataBase Reference: glyoxylanilide,2-oxime(CAS DataBase Reference)
• NIST Chemistry Reference: glyoxylanilide,2-oxime(1769-41-1)
• EPA Substance Registry System: glyoxylanilide,2-oxime(1769-41-1)

Safety Data

• Hazardous Substances Data: 1769-41-1(Hazardous Substances Data)

Usage

General Description

Glyoxylanilide,2-oxime is a chemical compound with the molecular formula C8H9NO2. It is an organic compound that contains a phenyl ring and a carbonyl group attached to a nitrogen atom. The oxime group is a functional group with the structure R1R2C=NOH, where R1 and R2 can be any organic substituent. Glyoxylanilide,2-oxime is often used as a reagent in organic synthesis, specifically in the formation of hydrazones and oximes. It can also act as a ligand in coordination chemistry, forming complexes with transition metal ions. Its reactivity and versatility make it a valuable compound in various chemical processes and applications.

InChI:InChI=1/C8H8N2O2/c11-8(6-9-12)10-7-4-2-1-3-5-7/h1-6,12H,(H,10,11)/b9-6+

Upstream product

• 7732-18-5 water 
• 75-87-6 chloral 
• 62-53-3 aniline 
• 302-17-0 chloral hydrate 
• 5470-11-1 hydroxylamine hydrochloride 
• 2565-30-2 formyl chloride 
• 220898-58-8 N⁽¹⁾-phenyl-2-amino-2-hydroxyiminoacetamide 
• 412028-64-9 2-anilino-2-oxoethanehydroxymoyl chloride 

Downstream Products

• 607-28-3 (E)-1H-indole-2,3-dione 3-oxime 
• 6784-22-1 phenylcarbamoyl cyanide 
• 555-48-6 2-amino-N-phenyl-acetamide 
• 412028-64-9 2-anilino-2-oxoethanehydroxymoyl chloride 
• 6579-43-7 hydroxyimino-acetic acid-(2,4-dinitro-anilide) 
• 91-56-5 indole-2,3-dione 
• 4801-39-2 2-amino-N-phenylacetamide hydrochloride 
• 50-00-0 formaldehyd 
• 7803-49-8 hydroxylamine 
• 62-53-3 aniline 
• 78662-37-0 C₆H₄NHCOCNC₆H₄NO₂ 
• 312291-07-9 C₁₅H₁₀Br₂N₂O 
• 1227797-76-3 C₁₅H₁₀Br₂N₂O 
• 1227797-77-4 C₁₄H₇Br₂N₃O₃ 

Relevant articles and documents

Design, synthesis, and in vitro and in vivo anti-angiogenesis study of a novel vascular endothelial growth factor receptor-2 (VEGFR-2) inhibitor based on 1,2,3-triazole scaffold

In the past five years, our team had been committed to click chemistry research, exploring the biological activity of 1,2,3-triazole by synthesizing different target inhibitors. In this study, a series of novel indole-2-one derivatives based on 1,2,3-triazole scaffolds were synthesized for the first time, and their inhibitory activity on vascular endothelial growth factor receptor-2 (VEGFR-2) was tested. Most of the compounds had shown promising activity in the VEGFR-2 kinase assay and had low toxicity to human umbilical vein endothelial cells (HUVECs). The compound 13d (IC50 = 26.38 nM) had better kinase activity inhibition ability than sunitinib (IC50 = 83.20 nM) and was less toxic to HUVECs. Moreover, it had an excellent inhibitory effect on HT-29 and MKN-45 cells. On the one hand, by tube formation assay, transwell, and Western blot analysis, compound 13d could inhibit VEGFR-2 protein phosphorylate on HUVECs, thereby inhibiting HUVECs migration and tube formation. In vivo study, the zebrafish model with VEGFR-2 labeling also verified that compound 13d had more anti-angiogenesis ability than sunitinib. On the other hand, molecular docking and molecular dynamics (MD) simulation results showed that compound 13d could stably bind to the active site of VEGFR-2. Based on the above findings, compound 13d could be considered an effective anti-angiogenesis drug and has more development value than sunitinib.

Design and development of Isatin-triazole hydrazones as potential inhibitors of microtubule affinity-regulating kinase 4 for the therapeutic management of cell proliferation and metastasis

Microtubule affinity-regulating kinase 4 (MARK4) is a potential drug target as the same is found to be over expressed in several types of cancers. In search of effective MARK4 inhibitors, we have synthesized and characterized Isatin-triazole hydrazones (9a-i) and evaluated their inhibitory potential. Of all the compounds, 9g showed better binding affinity and enzyme inhibition potential in sub micromolar range. Human serum albumin (HSA) binding assay suggested an easy transportation of 9g in blood stream due to its binding affinity. In vitro anticancer studies performed on MCF-7, MDA-MB-435s and HepG2 cells using 9g showed inhibition of cell proliferation and cell migration. Further, 9g induces apoptosis in these cancerous cells, with IC50 values of 6.22, 9.94 and 8.14 μM, respectively. Putatively, 9g seems to cause oxidative stress resulting in apoptosis. Functional assay of 9g with a panel of 26 kinases showed MARK4 specific profile. In conclusion, 9g seems to possess an effective inhibitory potential towards MARK4 adding an additional repertoire to anticancer therapeutics.

Indazole compounds and preparation method and application thereof

The invention provides indazole compounds and a preparation method and application thereof. A series of completely new small molecule PI3Kdelta inhibitors are designed and synthesized by using indazole as a structural mother nucleus, the PI3Kdelta kinase inhibitory activity test and MV-4-11 cell activity test of the compounds are carried out, and the indazole compounds exhibit better kinase subtype selectivity, and exhibit better in vitro proliferation inhibitory activity against tumor cell lines. The compounds can be used in the preparation of antitumor drugs and in the preparation of activedrugs for inhibiting PI3Kdelta kinase, and a new way is provided for the antitumor drug research. The raw materials are cheap and easy to obtain, the preparation method is simple, and the large-scaleproduction is suitable. The structural formula is as shown in the specification.