1191245-18-7

Basic information

• Product Name: (2E)-N-(2-BROMOPHENYL)-2-(HYDROXYIMINO)ACETAMIDE
• Synonyms: N-(2-bromophenyl)-2-(N-hydroxyimino)acetamide;(2E)-N-(2-BROMOPHENYL)-2-(HYDROXYIMINO)ACETAMIDE
• CAS NO: 1191245-18-7
• Molecular Formula: C8H7BrN2O2
• Molecular Weight: 243.06
• Mol File: 1191245-18-7.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2E)-N-(2-BROMOPHENYL)-2-(HYDROXYIMINO)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-N-(2-BROMOPHENYL)-2-(HYDROXYIMINO)ACETAMIDE(1191245-18-7)
• EPA Substance Registry System: (2E)-N-(2-BROMOPHENYL)-2-(HYDROXYIMINO)ACETAMIDE(1191245-18-7)

Safety Data

• Hazardous Substances Data: 1191245-18-7(Hazardous Substances Data)

Usage

General Description

N-(2-bromo-phenyl)-2-hydroxyimino-acetamide is a chemical compound with the molecular formula C8H8BrNO2. It is a derivative of acetamide and is characterized by the presence of a hydroxyimino functional group attached to a phenyl ring with a bromine substituent. N-(2-bromo-phenyl)-2-hydroxyimino-acetamide has potential applications in pharmaceutical research due to its structural features and potential medicinal properties. Its synthesis and properties are of interest to chemists and researchers studying the development of new drugs and pharmaceutical compounds. Additionally, its molecular structure and reactivity may make it useful in organic synthesis and other chemical processes.

Upstream product

• 302-17-0 chloral hydrate 
• 615-36-1 2-bromoaniline 
• 349637-17-8 C₈H₅BrCl₃NO 
• 515-83-3 chloral ethyl hemiacetal 
• 75-87-6 chloral 
• 94718-79-3 o-bromoaniline hydrochloride 

Downstream Products

• 1332882-48-0 C₁₅H₉BrFN₃O₂ 
• 1332882-49-1 C₁₅H₉BrFN₃O₂ 
• 40619-69-0 2-(7-bromo-1H-indole-3-yl)ethylamine 
• 115666-21-2 7-bromo-1 H-indole-3-carbaldehyde 
• 20780-74-9 7-bromoisatin 
• 91-56-5 indole-2,3-dione 
• 1469872-18-1 2-(7-bromo-2,3-dioxoindolin-1-yl)-N-phenylacetamide 
• 1421695-55-7 C₁₇H₁₂BrNO₄S 
• 1421695-54-6 C₁₄H₇BrN₂O₄S 
• 1336960-23-6 3-(1,4'-bipiperidin-1'-ylmethyl)-8-bromo-N-(1-phenylcyclopropyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxamide 
• 1336964-51-2 3-(1,4'-bipiperidin-1'-ylmethyl)-8-bromo-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid 
• 1336964-50-1 8-bromo-3-methyl-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid 
• 1336965-78-6 methyl 3-(1,4'-bipiperidin-1'-ylmethyl)-8-bromo-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate 
• 1336965-77-5 methyl 8-bromo-3-(bromomethyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate 

Relevant articles and documents

Methylisoindigo and its bromo-derivatives are selective tyrosine kinase inhibitors, repressing cellular stat3 activity, and target CD133+ cancer stem cells in PDAC

Indirubin is an active component of the herbal ingredient 'Danggui Longhui wan', which was used for the treatment of inflammation and chronic myeloid leukemia in China. The recent study showed its derivative methylisoindigo (also known as meisoindigo) preferentially targeting cancer stem cells (CSCs) in interference with AMPK and LKB1, the cellular metabolic sensors. In this study, we screened the effect of meisoindigo on a panel of 300 protein kinases and found that it selectively inhibited Stat3-associated tyrosine kinases and further confirmed its activity in cell based assays. To gain a deeper insight into the structure-activity relationship we produced 7 bromo-derivatives exhausting the accessible positions on the bisindole backbone except for in the 4-position due to the space limitation. We compared their anti-proliferative effects on tumor cells. We found that 6-bromomeisoindigo showed improved toxicity in company with increased Stat3 inhibition. Moreover, we detected that 6-bromomeisoindigo induced apoptosis of 95% of CD133+ pancreatic cancer cells. Considering that CD133 is a common marker highly expressed in a range of CSCs, our results imply the potential application of 6-bromomeisoindigo for the treatment of CSCs in different types of cancers.

Synthesis of 7-halo indoles (by machine translation)

The present invention relates to synthesis of 7? Halo indole method, comprising the steps of:O-halogenated aniline, chloral hydrate and hydroxylamine hydrochloride by the Sandmeyer reaction to synthesize 7? halogenating isatin ; 7? halogenating isatin dissolved with an organic solvent, in the reducing agent by reduction reaction under the conditions of 7? Halo indole, the reducing agent is an alkali metal borohydride system, four system adopts, lithium hydride system or triethyl silane system. The beneficial effect of the invention is:in order to O-halogenated aniline and the chloral hydrate is, hydroxylamine hydrochloride as raw materials, by the Sandmeyer shall synthesis method for preparing compositions b isonitroso 7? halogenating isatin, and then by further reduction and system reduction to prepare 7? Halo indole; by the 7? Preparation halogenating isatin 7? Halo indole method, the raw material is easy to obtain, low price, higher process yield, the product purity is good, simple operation, and the like, is suitable for batch preparation 7? Halo indole. (by machine translation)

Novel inverse binding mode of indirubin derivatives yields improved selectivity for DYRK kinases

DYRK kinases are involved in alternative pre-mRNA splicing as well as in neuropathological states such as Alzheimer's disease and Down syndrome. In this study, we present the design, synthesis, and biological evaluation of indirubins as DYRK inhibitors wi