95086-97-8

Basic information

• Product Name: 4-AMINO-N-(2-METHOXYETHYL)BENZAMIDE
• Synonyms: 4-AMINO-N-(2-METHOXYETHYL)BENZAMIDE;AKOS BBV-011002;OTAVA-BB 1133678;UKRORGSYN-BB BBV-011002;4-amino-N-(2-methoxyethyl)benzamide(SALTDATA: FREE);4-azanyl-N-(2-methoxyethyl)benzamide
• CAS NO: 95086-97-8
• Molecular Formula: C₁₀H₁₄N₂O₂
• Molecular Weight: 194.24
• Mol File: 95086-97-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 402.5°C at 760 mmHg
• Flash Point: 197.2°C
• Appearance: /
• Density: 1.132g/cm³
• Vapor Pressure: 1.09E-06mmHg at 25°C
• Refractive Index: 1.556
• PKA: 15.09±0.46(Predicted)
• CAS DataBase Reference: 4-AMINO-N-(2-METHOXYETHYL)BENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-N-(2-METHOXYETHYL)BENZAMIDE(95086-97-8)
• EPA Substance Registry System: 4-AMINO-N-(2-METHOXYETHYL)BENZAMIDE(95086-97-8)

Safety Data

• Hazardous Substances Data: 95086-97-8(Hazardous Substances Data)

Usage

General Description

4-Amino-N-(2-methoxyethyl)benzamide is a chemical compound with the molecular formula C10H14N2O2. It is a benzamide derivative with a methoxyethyl substituent attached to the amino group. 4-AMINO-N-(2-METHOXYETHYL)BENZAMIDE is a white to off-white solid that is soluble in organic solvents. It is commonly used in research and pharmaceutical applications as a building block for the synthesis of various pharmaceuticals and organic compounds. The compound may also have potential pharmacological or biological activities, although further research is needed to fully understand its properties and potential uses.

InChI:InChI=1/C10H14N2O2/c1-14-7-6-12-10(13)8-2-4-9(11)5-3-8/h2-5H,6-7,11H2,1H3,(H,12,13)

Upstream product

• 67-56-1 methanol 
• 19614-29-0 1-(p-nitrobenzoyl)aziridine 
• 95086-96-7 N-(2-methoxyethyl)-p-nitrobenzamide 
• 122-04-3 4-nitro-benzoyl chloride 
• 62-23-7 4-nitro-benzoic acid 

Downstream Products

• 1229653-24-0 C₂₁H₂₉N₃O₃ 
• 1395885-91-2 N₄-(2-chlorophenyl)-N₂-[4-N-(2-methoxyethyl)carbamoylphenyl]pyrimidine-2,4-diamine hydrochloride 

Relevant articles and documents

Development of o-chlorophenyl substituted pyrimidines as exceptionally potent aurora kinase inhibitors

The o-carboxylic acid substituted bisanilinopyrimidine 1 was identified as a potent hit (Aurora A IC50 = 6.1 ± 1.0 nM) from in-house screening. Detailed structure-activity relationship (SAR) studies indicated that polar substituents at the para position of the B-ring are critical for potent activity. X-ray crystallography studies revealed that compound 1 is a type I inhibitor that binds the Aurora kinase active site in a DFG-in conformation. Structure-activity guided replacement of the A-ring carboxylic acid with halogens and incorporation of fluorine at the pyrimidine 5-position led to highly potent inhibitors of Aurora A that bind in a DFG-out conformation. B-Ring modifications were undertaken to improve the solubility and cell permeability. Compounds such as 9m with water-solubilizing moieties at the para position of the B-ring inhibited the autophosphorylation of Aurora A in MDA-MB-468 breast cancer cells.

COMPOUNDS AND METHODS

Disclosed are compounds having the formula (I): wherein R1, R2, R3, R4, R5, and R6 are as defined herein, and methods of making and using the same.

Effect of para-Substituents on the Photochemical Rin-opening Reactivity of 1-(p-Substituted-benzoyl)aziridines in Methanol

Photolysis of 1-(p-substituted-benzoyl)aziridines (1a-e) in Ar-purged methanol led to N-(2-methoxyethyl)benzamides (3b-e) as the methanolysis products and/or N-ethylbenzamides (2a and b).Penta-1,3-diene quenched the formation of (2a and b) but not (3b-e).