169885-19-2

Basic information

• Product Name: METHYL 4,4'-BIPHENYL-R-ALANATE
• Synonyms: METHYL (2R)-2-AMINO-3-(4-PHENYLPHENYL)PROPANOATE;METHYL 4,4'-BIPHENYL-R-ALANATE;(R)-Methyl 3-([1,1'-biphenyl]-4-yl)-2-aMinopropanoate
• CAS NO: 169885-19-2
• Molecular Formula: C16H17NO2
• Molecular Weight: 255.31
• Mol File: 169885-19-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 390.2°Cat760mmHg
• Flash Point: 226°C
• Appearance: /
• Density: 1.119g/cm³
• CAS DataBase Reference: METHYL 4,4'-BIPHENYL-R-ALANATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4,4'-BIPHENYL-R-ALANATE(169885-19-2)
• EPA Substance Registry System: METHYL 4,4'-BIPHENYL-R-ALANATE(169885-19-2)

Safety Data

• Hazardous Substances Data: 169885-19-2(Hazardous Substances Data)

Usage

General Description

Methyl 4,4'-biphenyl-R-alanate is a chemical compound with the molecular formula C20H19NO2. It is a derivative of biphenyl and alanine, and is commonly used as a fragrance ingredient in cosmetics and personal care products. METHYL 4,4'-BIPHENYL-R-ALANATE is known for its pleasant, sweet, floral odor and is often added to perfumes, soaps, and other scented products. It is a colorless to pale yellow liquid at room temperature and has a relatively low boiling point. Methyl 4,4'-biphenyl-R-alanate is also used in the synthesis of pharmaceutical drugs and other organic compounds due to its versatile reactivity and functional groups.

Upstream product

• 67-56-1 methanol 
• 155760-02-4 (S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid 
• 119273-61-9 N-tert-butoxycarbonyl-p-phenyl-L-phenylalanine 
• 137255-86-8 methyl (S)-3-([1,1'-biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propanoate 

Relevant articles and documents

4-Biphenylalanine- and 3-Phenyltyrosine-Derived Hydroxamic Acids as Inhibitors of the JumonjiC-Domain-Containing Histone Demethylase KDM4A

Overexpression of the histone lysine demethylase KDM4A, which regulates H3K9 and H3K36 methylation states, has been related to the pathology of several human cancers. We found that a previously reported hydroxamate-based histone deacetylase (HDAC) inhibitor (SW55) was also able to weakly inhibit this demethylase with an IC50value of 25.4 μm. Herein we report the synthesis and biochemical evaluations, with two orthogonal in vitro assays, of a series of derivatives of this lead structure. With extensive chemical modifications on the lead structure, also by exploiting the versatility of the radical arylation with aryldiazonium salts, we were able to increase the potency of the derivatives against KDM4A to the low-micromolar range and, more importantly, to obtain demethylase selectivity with respect to HDACs. Cell-permeable derivatives clearly showed a demethylase-inhibition-dependent antiproliferative effect against HL-60 human promyelocytic leukemia cells.

Pharmaceutical compositions, methods of preparation thereof, and methods of treatment

The present invention provides compositions, useful as pharmaceuticals, comprising 3-biphenyl-4-yl-(2S)-[(4′-trifluoromethyl-biphenyl-4-carbonyl)-amino]-propionic acid. Also disclosed are methods for preparing the compositions and methods for using the compositions.

A Simple Asymmetric Synthesis of 4-Arylphenylalanines via Palladium-Catalyzed Cross-Coupling Reaction of Arylboronic Acids with Tyrosine Triflate

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