263901-48-0

Basic information

• Product Name: 2'-METHOXY[1,1'-BIPHENYL]-4-AMINE
• Synonyms: TIMTEC-BB SBB010982;2'-METHOXY-BIPHENYL-4-YLAMINE;AKOS BAR-0138;(2'-methoxybiphenyl-4-yl)amine(SALTDATA: HCl);(2'-methoxybiphenyl-4-yl)amine 1HCl
• CAS NO: 263901-48-0
• Molecular Formula: C₁₃H₁₃NO
• Molecular Weight: 199.25
• Mol File: 263901-48-0.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 312.2 °C at 760 mmHg
• Flash Point: 143.4 °C
• Appearance: /
• Density: 1.1
• PKA: 4.37±0.10(Predicted)
• CAS DataBase Reference: 2'-METHOXY[1,1'-BIPHENYL]-4-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-METHOXY[1,1'-BIPHENYL]-4-AMINE(263901-48-0)
• EPA Substance Registry System: 2'-METHOXY[1,1'-BIPHENYL]-4-AMINE(263901-48-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 263901-48-0(Hazardous Substances Data)

Usage

Description

2'-Methoxy[1,1'-biphenyl]-4-amine, also known as 4-(2-Methoxyphenyl)Aniline, is an organic compound with the molecular formula C13H13NO. It is characterized by its amine functional group and methoxy substituent on the biphenyl structure. 2'-Methoxy[1,1'-biphenyl]-4-amine is known for its potential applications in various chemical and pharmaceutical processes due to its unique molecular structure.

Uses

Used in Pharmaceutical Industry:
2'-Methoxy[1,1'-biphenyl]-4-amine is used as a reactant in the synthesis of 3-Hydroxypyrimidine-2,4-diones, which are selective RNase H inhibitors. These inhibitors play a crucial role in the development of antiviral and anticancer drugs, as they target the RNase H enzyme that is essential for the replication of certain viruses and cancer cells.
Used in Chemical Synthesis:
In the chemical industry, 2'-Methoxy[1,1'-biphenyl]-4-amine can be utilized as a building block for the synthesis of various complex organic molecules and pharmaceutical compounds. Its unique structure allows for further functionalization and modification, making it a versatile starting material for the development of new drugs and chemicals.

Upstream product

• 6460-91-9 2-methoxy-4'-nitrobiphenyl 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 106-40-1 4-bromo-aniline 
• 100-66-3 methoxybenzene 
• 100-65-2 N-Phenylhydroxylamine 
• 106-47-8 4-chloro-aniline 
• 540-37-4 p-aminoiodobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 20281-20-3 4′-nitro-[1,1′-biphenyl]-2-ol 
• 1243985-65-0 2-methoxyphenyl(triphenylphosphine)gold(I) 
• 16750-63-3 2-methoxyphenylmagnesium bromide 
• 3381-47-3 N-benzylidene-4-iodoaniline 

Downstream Products

• 1025943-55-8 [3-(3-cyano-phenyl)-5-(2'-methoxy-biphenyl-4-ylcarbamoyl)-4,5-dihydro-isoxazol-5-yl]-acetic acid methyl ester 
• 666726-33-6 4-bromomethyl-6-(2-methoxybiphenyl)-2,2,-dimethyl-1,2-dihydroquinoline 

Relevant articles and documents

3-Hydroxypyrimidine-2,4-diones as Selective Active Site Inhibitors of HIV Reverse Transcriptase-Associated RNase H: Design, Synthesis, and Biochemical Evaluations

Human immunodeficiency virus (HIV) reverse transcriptase (RT) associated ribonuclease H (RNase H) remains an unvalidated antiviral target. A major challenge of specifically targeting HIV RNase H arises from the general lack of selectivity over RT polymerase (pol) and integrase (IN) strand transfer (ST) inhibitions. We report herein the synthesis and biochemical evaluations of three novel 3-hydroxypyrimidine-2,4-dione (HPD) subtypes carefully designed to achieve selective RNase H inhibition. Biochemical studies showed the two subtypes with an N-1 methyl group (9 and 10) inhibited RNase H in low micromolar range without siginificantly inhibiting RT polymerase, whereas the N-1 unsubstituted subtype 11 inhibited RNase H in submicromolar range and RT polymerase in low micromolar range. Subtype 11 also exhibited substantially reduced inhibition in the HIV-1 INST assay and no significant cytotoxicity in the cell viability assay, suggesting that it may be amenable to further structure-activity relationship (SAR) for identifying RNase H inhibitors with antiviral activity.

Structure-activity relationship study of E6 as a novel necroptosis inducer

Necroptosis inducers represent a promising potential treatment for drug-resistant cancer. We herein describe the structure modification of E6, which was identified recently as a potent and selective necroptosis inducer. The studies described herein demonstrate for the first time that functionalized biphenyl derivatives possess necroptosis inducer activity. Furthermore, these studies have led to the identification of two promising compounds (5h and 5j) that can be used for further optimization studies as well as mechanism of action investigations.

Facile synthesis of mono-, bis- and tris-aryl-substituted aniline derivatives in aqueous DMF

A facile, efficient and general protocol for synthesizing a series of mono-, bis- and tris-arylsubstituted aniline derivatives is described via the Pd(OAc)2-catalyzed aerobic and ligand-free Suzuki reaction of mono-, di- and tribromoanilines with aryl boronic acids in aqueous N,Ndimethylformamide (DMF). This is the first example to prepare 2,6-bisaryl-4-nitroanilines and 2,6-bisarylanilines via a palladium-catalyzed ligand-free Suzuki reaction.