7465-93-2

Basic information

• Product Name: AURORA 477
• Synonyms: AURORA 477;N-(3-CHLOROPHENYL)-4-METHOXYBENZAMIDE;Benzamide, N-(3-chlorophenyl)-4-methoxy-
• CAS NO: 7465-93-2
• Molecular Formula: C₁₄H₁₂ClNO₂
• Molecular Weight: 261.7
• Mol File: 7465-93-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 327.4°C at 760 mmHg
• Flash Point: 151.8°C
• Appearance: /
• Density: 1.281g/cm³
• Vapor Pressure: 0.000203mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: AURORA 477(CAS DataBase Reference)
• NIST Chemistry Reference: AURORA 477(7465-93-2)
• EPA Substance Registry System: AURORA 477(7465-93-2)

Safety Data

• Hazardous Substances Data: 7465-93-2(Hazardous Substances Data)

Usage

General Description

AURORA 477 is a potent and highly selective inhibitor of the Aurora kinase family, specifically targeting the Aurora A and B kinases. These kinases play a crucial role in the regulation of cell division and are frequently overexpressed in a variety of cancers, making them attractive targets for cancer therapy. AURORA 477 has shown promising antitumor activity in preclinical studies, inhibiting tumor growth and inducing cell death in cancer cell lines. Its high selectivity for the Aurora kinases also suggests a potentially favorable safety profile. Furthermore, AURORA 477 is being investigated for its potential to overcome drug resistance in cancer and may have broad applications in cancer treatment.

InChI:InChI=1/C14H12ClNO2/c1-18-13-7-5-10(6-8-13)14(17)16-12-4-2-3-11(15)9-12/h2-9H,1H3,(H,16,17)

Upstream product

• 100-07-2 4-methoxy-benzoyl chloride 
• 108-42-9 3-chloro-aniline 
• 3460-08-0 N¹-benzoyl-N¹,N²-diphenylacetamidine 
• 100-09-4 4-methoxybenzoic acid 
• 58618-94-3 benzoic p-methoxybenzoic anhydride 
• 3424-93-9 4-methoxyphenylacetamide 
• 625-99-0 3-iodochlorobenzene 

Downstream Products

• 5866-94-4 (3-Chloro-phenyl)-(4-methoxy-benzoyl)-carbamic acid isopropyl ester 
• 1312920-16-3 N-(3-chlorophenyl)-4-methoxybenzenecarbothioamide 
• 1242308-46-8 C₁₄H₁₀ClNOS 
• 92161-46-1 5-chloro-2-(4-methoxyphenyl)-1,3-benzothiazole 

Relevant articles and documents

Efficient ligand-free copper-catalyzed N-arylation of amides with aryl halides in water

A convenient and efficient protocol has been developed for the cross-coupling of amides and aryl iodides using a ligand-free copper(I) oxide catalyst in water. A variety of amide derivatives afforded the corresponding N-arylated products in moderate to good yields (up to 88%).

KINETICS AND MECHANISM OF THE AMINOLYSIS OF BENZOIC ANHYDRIDES

Nucleophilic substitution reactions of benzoic anhydrides, in which one of the rings is substituted, with anilines were investigated in methanol.The product-formation step coincides with the rate-limiting step so that the two rate constants, kXY and kXZ, for the competitive reaction pathways can be dissected.The two cross-interaction constants, ρXY and ρXZ, especially an unusually large magnitude of the latter, indicate that the reaction proceeds by a frontside SN2 attack on either one of the carbonyl carbon with a strong interaction between the nucleophile (X) and the leaving group (Z).The mechanism is also supposed by the trends in the activation parameters.

EFFECT OF THE STRUCTURE ON THE RATE OF THE REACTIONS OF AROYL CHLORIDES WITH PRIMARY ARYLAMINES IN MIXTURES OF tert-BUTYL ALCOHOL AND CHLOROBENZENES. THE TRANSITION THROUGH ISOPARAMETRIC POINTS WITH RESPECT TO THE STRUCTURE PARAMETERS

The rate of the reactions of aroyl chlorides with primary arylamines in 3.5, 5, and 7M solutions of tert-butyl alcohol in chlorobenzene at 25 deg C was measured.The effect of the structure of the reagents on the process rate was determined quantitatively by means of the Hammett-Taft and crossed correlation equations.The isoparametric points with respect to the structure of the substrate and the nucleophile were reached experimentally, and the transition through some of these points was also realised.It was found that the specific solvation of the primary arylamines by the tert-butyl alcohol was nonuniform in that an incre ase in the concentration of the alcohol in the investigated range reduced, did not change, and increased the rates of the reactions with 3-chloroaniline, 3-nitroaniline, and 3-nitro-5-methoxycarbonylaniline respectively.The effect of specific solvation on the behavior of the correlation parameters is discussed.