62158-95-6

Basic information

• Product Name: 4-methoxy-N-(2,2,2-trifluoroethyl)aniline
• Synonyms: 4-methoxy-N-(2,2,2-trifluoroethyl)aniline;(4-Methoxyphenyl)(2,2,2-trifluoroethyl)amine
• CAS NO: 62158-95-6
• Molecular Formula: C₉H₁₀F₃NO
• Molecular Weight: 205.178
• Mol File: 62158-95-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 236.6 °C at 760 mmHg
• Flash Point: 96.9 °C
• Appearance: /
• Density: 1.237 g/cm³
• CAS DataBase Reference: 4-methoxy-N-(2,2,2-trifluoroethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methoxy-N-(2,2,2-trifluoroethyl)aniline(62158-95-6)
• EPA Substance Registry System: 4-methoxy-N-(2,2,2-trifluoroethyl)aniline(62158-95-6)

Safety Data

• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61
• Hazardous Substances Data: 62158-95-6(Hazardous Substances Data)

Usage

General Description

4-methoxy-N-(2,2,2-trifluoroethyl)aniline, also known as MFA, is a chemical compound used in various industries, including pharmaceuticals and agrochemicals. It is a substituted aniline, a type of aromatic amine, with a methoxy group and a trifluoroethyl group attached to the nitrogen atom. MFA is commonly used as an intermediate in the synthesis of organic compounds and as a building block for the production of other chemicals. It has a wide range of applications, including as a reagent in organic chemistry reactions and as a precursor for the synthesis of pharmaceuticals and agrochemicals. MFA is a valuable chemical compound with diverse applications in the chemical industry.

Upstream product

• 2100-17-6 4-pentenal 
• 177838-10-7 (E)-N-(2,2,2-trifluoroethylidene)-4-methoxyaniline 
• 75999-66-5 (Z)-2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidoyl chloride 
• 104-94-9 4-methoxy-aniline 
• 332-34-3 2,2,2-trifluoro-N-(4-methoxy-phenyl)-acetamide 
• 1005385-31-8 N-(2,2,2-trifluoro-1-methoxyethyl)-4-methoxyaniline 
• 99333-34-3 N-(2,2,2-trifluoroethylidene)-4-methoxyaniline 
• 536-74-3 phenylacetylene 
• 753-90-2 trifluoroethylamine 
• 623-12-1 4-chloromethoxybenzene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 371-67-5 2,2,2-trifluorodiazoethane 
• 1547-96-2 2,4,6-tris(2,2,2-trifluoroethoxy)-1,3,5-triazine 
• 5720-07-0 4-methoxyphenylboronic acid 

Downstream Products

• 1404508-99-1 N-(4-methoxyphenyl)-N-(2,2,2-trifluoroethyl)ethenesulfonamide 

Relevant articles and documents

Highly enantioselective synthesis of fluorinated γ-amino alcohols through proline-catalyzed cross-Mannich reaction

(Chemical Equation Presented) A new, simple route for the synthesis of fluorinated β-alkyl γ-amino alcohols in optically pure form in only two steps and featuring proline catalysis from inexpensive and readily available starting materials is described. Th

Novel hybrid conjugates with dual estrogen receptor α degradation and histone deacetylase inhibitory activities for breast cancer therapy

Hormone therapy targeting estrogen receptors is widely used clinically for the treatment of breast cancer, such as tamoxifen, but most of them are partial agonists, which can cause serious side effects after long-term use. The use of selective estrogen receptor down-regulators (SERDs) may be an effective alternative to breast cancer therapy by directly degrading ERα protein to shut down ERα signaling. However, the solely clinically used SERD fulvestrant, is low orally bioavailable and requires intravenous injection, which severely limits its clinical application. On the other hand, double- or multi-target conjugates, which are able to synergize antitumor activity by different pathways, thus may enhance therapeutic effect in comparison with single targeted therapy. In this study, we designed and synthesized a series of novel dual-functional conjugates targeting both ERα degradation and histone deacetylase inhibiton by combining a privileged SERD skeleton 7-oxabicyclo[2.2.1]heptane sulfonamide (OBHSA) with a histone deacetylase inhibitor side chain. We found that substituents on both the sulfonamide nitrogen and phenyl group of OBHSA unit had significant effect on biological activities. Among them, conjugate 16i with N-methyl and naphthyl groups exhibited potent antiproliferative activity against MCF-7 cells, and excellent ERα degradation activity and HDACs inhibitory ability. A further molecular docking study indicated the interaction patterns of these conjugates with ERα, which may provide guidance to design novel SERDs or PROTAC-like SERDs for breast cancer therapy.

B(C6F5)3-Catalyzed Deoxygenative Reduction of Amides to Amines with Ammonia Borane

The first B(C6F5)3-catalyzed deoxygenative reduction of amides into the corresponding amines with readily accessible and stable ammonia borane (AB) as a reducing agent under mild reaction conditions is reported. This metal-free protocol provides facile access to a wide range of structurally diverse amine products in good to excellent yields, and various functional groups including those that are reduction-sensitive were well tolerated. This new method is also applicable to chiral amide substrates without erosion of the enantiomeric purity. The role of BF3 ? OEt2 co-catalyst in this reaction is to activate the amide carbonyl group via the in situ formation of an amide-boron adduct. (Figure presented.).