866023-58-7

Basic information

• Product Name: N-(3-amino-4-fluorophenyl)benzamide
• Synonyms: N-(3-amino-4-fluorophenyl)benzamide
• CAS NO: 866023-58-7
• Molecular Formula: C₁₃H₁₁FN₂O
• Molecular Weight: 230.2376432
• Mol File: 866023-58-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(3-amino-4-fluorophenyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3-amino-4-fluorophenyl)benzamide(866023-58-7)
• EPA Substance Registry System: N-(3-amino-4-fluorophenyl)benzamide(866023-58-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 866023-58-7(Hazardous Substances Data)

Upstream product

• 228425-41-0 N-(4-fluoro-3-nitrophenyl)-benzylamide 
• 65-85-0 benzoic acid 
• 364-76-1 4-Fluoro-3-nitroaniline 
• 98-88-4 benzoyl chloride 

Downstream Products

• 1192928-23-6 N-(5-benzamido-2-fluorophenylcarbamothioyl)-3,4,5-trimethoxybenzamide 
• 1395922-98-1 C₂₈H₂₁FN₂O₂ 
• 1417404-13-7 C₃₀H₂₅FN₂O₄ 
• 1395923-20-2 C₂₄H₂₁FN₂O₂ 
• 1395923-55-3 C₂₇H₁₉FN₂O₃ 

Relevant articles and documents

Discovery of Potent and Noncovalent Reversible EGFR Kinase Inhibitors of EGFRL858R/T790M/C797S

In this paper, we describe the discovery and optimization of a series of noncovalent reversible epidermal growth factor receptor inhibitors of EGFRL858R/T790M/C797S. One of the most promising compounds, 25g, inhibited the enzymatic activity of EGFRL858R/T790M/C797S with an IC50 value of 2.2 nM. Cell proliferation assays showed that 25g effectively and selectively inhibited the growth of EGFRL858R/T790M/C797S-dependent cells. This series of compounds, which occupy both the ATP binding site and the allosteric site of the EGFR kinase, may serve as a basis for the development of fourth-generation EGFR inhibitors for L858R/T790M/C797S mutants.

Metabolically stable dibenzo[ b, e ]oxepin-11(6 H)-ones as highly selective p38 MAP kinase inhibitors: Optimizing anti-cytokine activity in human whole blood

Five series of metabolically stable disubstituted dibenzo[b,e]oxepin-11(6H) -ones were synthesized and tested in a p38α enzyme assay for their inhibition of tumor necrosis factor-α (TNF-α) release in human whole blood. Compared to the monosubstituted dibenzo[b,e]oxepin-11(6H)-one derivatives, it has been shown that the additional introduction of hydrophilic residues at position 9 leads to a substantial improvement of the inhibitory potency and metabolic stability. Using protein X-ray crystallography, the binding mode of the disubstituted dibenzoxepinones and the induction of a glyince flip in the hinge region were confirmed. The most potent compound of this series, 32e, shows an outstanding biological activity on isolated p38α, with an IC50 value of 1.6 nM, extraordinary selectivity (by a factor >1000, Kinase WholePanelProfiler), and low ATP competitiveness. The ability to inhibit the release of TNF-α from human whole blood was optimized down to an IC50 value of 125 nM. With the promising dibenzoxepinone inhibitor 3i, a pharmacokinetic study in mice was conducted.

Acylthiourea, acylurea, and acylguanidine derivatives with potent Hedgehog inhibiting activity

The Smoothened (Smo) receptor is the major transducer of the Hedgehog (Hh) signaling pathway. On the basis of the structure of the acylthiourea Smo antagonist (MRT-10), a number of different series of analogous compounds were prepared by ligand-based structural optimization. The acylthioureas, originally identified as actives, were converted into the corresponding acylureas or acylguanidines. In each series, similar structural trends delivered potent compounds with IC50 values in the nanomolar range with respect to the inhibition of the Hh signaling pathway in various cell-based assays and of BODIPY-cyclopamine binding to human Smo. The similarity of their biological activities, in spite of discrete structural differences, may reveal the existence of hydrogen-bonding interactions between the ligands and the receptor pocket. Biological potency of compounds 61, 72, and 86 (MRT-83) were comparable to those of the clinical candidate GDC-0449. These findings suggest that these original molecules will help delineate Smo and Hh functions and can be developed as potential anticancer agents.

Copper-catalyzed synthesis of benzoxazoles via a regioselective C-H functionalization/C-O bond formation under an air atmosphere

(Chemical Equation Presented) An efficient method for the synthesis of functionalized benzoxazoles is described that involves a copper(II)-catalyzed regioselective C-H functionalization/C-O bond formation protocol. The use of dichlorobenzene as a solvent at 160°C allows the use of air as the terminal oxidant in the catalytic synthesis of benzoxazoles in a process that has high functional group tolerance. The presence of a directing group at the meta position markedly improves the reaction efficacy and a variety of 7-substituted benzoxazoles are selectively produced under mild reaction conditions. The mechanism of the reaction is also discussed in this report.

SULFIDE DYES

Formula (I) wherein R1 and R2 each independently from each other are a residue of an organic dye; Y1 and Y2 each independently from each other are unsubstituted or substituted, straightchain or branched, interrupted or uninterrupted -C1-C10alkylene-; -C5-C10cycloalkylene-; C5-C10arylene; or-C5-C10arylene-(C1-C10alkylene)-; Z1 and Z2 independently from each other are Formula (II) are each independently from each other hydrogen; or unsubstituted or substituted, straight-chain or branched, monocyclic or polycyclic, interrupted or uninterrupted C1-C14alkyl; C2-C14alkenyl; C6-C10aryl; C6-C10aryl-C1-C10alkyl; or C5-C10alkyl(C5-C10aryl); r, q and n independently from each other are 0 or 1, if n is 0, Z3 is hydrogen; and if n is 1, Z3 is -S-; with the proviso that the method does not comprise treating the fiber with an enzyme of the type of a protein disulfidisomerase (EC 5.3.4.1). Further, the present invention relates to novel disulfid compounds, compositions thereof, especially comprising other dyes, and to processes for their preparation.

2,5-DIAMINO SUBSTITUTED AZO DYES

Disclosed are azo dyes of formula (1) , wherein R1 is hydrogen; C1-C14alkyl; hydroxy- C1-C14alkyl; C2-C14alkenyl; a radical of formula (1a) -(CH2)n1-O-(CH2)n2-CH3; a radical of formula (1b) C10aryl; or C6-C10aryl-C1-C6alkyl; R3 is hydrogen; C1-C14alkyl; C2-C14alkenyl; C6-C10aryl; C6-C10aryl-C1-C6alkyl; or CO-R6; R4 is CO-R6; R5 is C1-C14alkyl; C2-C14alkenyl; C6-C10aryl; or C6-C10aryl-C1-C6alkyl; R6 is hydrogen; C1-C14alkyl; C2-C14alkenyl; or C6-C10aryl; R7, R8, R9 and R10, independently from each other are hydrogen; or C1-C5alkyl; m is 1; or 2; An- is an anion; If m = 1, R2 is hydrogen; C1-C14alkyl; C2-C14alkenyl; a radical of formula (1a); a radical of formula (1b) ; C6-C10aryl; or C6-C10aryl-C1-C6alkyl; If m = 2, R2 is the direct bond; or C1-C14alkylene, which is optionally substituted by one or more C1-C4alkyl, or which is optionally interrupted by C5-C10arylene, -O- or -NR9R10-; R9 and R10, independently from each other are hydrogen; or C1-C5alkyl; and n1, n2, n3 and n4, independently from each other are a number from 0 to 5. The compounds are useful for the dyeing of organic material, preferably human hair.