30925-14-5

Basic information

• Product Name: N-ME-D-PHG-OH
• Synonyms: N-ME-D-PHG-OH;H-D-MePhg-OH;N-alpha-Methyl-D-phenylglycine;(R)-a-(Methylamino)-benzeneacetic acid HCl
• CAS NO: 30925-14-5
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• Mol File: 30925-14-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 213 °C
• Boiling Point: 110 °C(Press: 1.0 Torr)
• Appearance: /
• Density: 1.155±0.06 g/cm3(Predicted)
• Storage Temp.: Store at RT.
• PKA: 1.86±0.10(Predicted)
• CAS DataBase Reference: N-ME-D-PHG-OH(CAS DataBase Reference)
• NIST Chemistry Reference: N-ME-D-PHG-OH(30925-14-5)
• EPA Substance Registry System: N-ME-D-PHG-OH(30925-14-5)

Safety Data

• Hazardous Substances Data: 30925-14-5(Hazardous Substances Data)

Usage

General Description

N-ME-D-PHG-OH, also known as N-methyl-D-phenylglycine, is a chemical compound with the molecular formula C9H11NO2. It is a derivative of the amino acid phenylglycine, and the N-methylated form has been of interest for its potential pharmacological properties. N-ME-D-PHG-OH has been studied for its potential use as a precursor in the synthesis of pharmaceuticals and as a building block in organic chemistry. Additionally, it has been investigated for its potential biological activity, including its role as an antihypertensive agent. While further research is needed to fully understand its properties and potential applications, N-ME-D-PHG-OH shows promise in various fields of chemistry and pharmacology.

Upstream product

• 63903-98-0 R-α-(1-methylhydrazino)phenylacetate 
• 19883-41-1 D-phenylglycine methyl ester hydrochloride 
• 4870-65-9 2-bromophenylacetic acid 
• 61857-93-0 α-methylamino phenylacetamide 
• 333-27-7 methyl trifluoromethanesulfonate 
• 74641-60-4 2-methylamino-2-phenylacetic acid 
• 68180-11-0 N-toluenesulfonyl-N-methyl-D-phenylglycine 

Downstream Products

• 84773-28-4 (R)-2-(methylamino)-2-phenylethanol 
• 2392-52-1 (R)-2-(N-methylacetamido)-2-phenylacetic acid 
• 29810-09-1 (R)-2-(dimethylamino)-2-phenylacetic acid 

Relevant articles and documents

Tasiamide F, a potent inhibitor of cathepsins D and E from a marine cyanobacterium

In search of novel protease inhibitors with therapeutic potential, our efforts exploring the marine cyanobacterium Lyngbya sp. have led to the discovery of tasiamide F (1), which is an analogue of tasiamide B (2). The structure was elucidated using a combination of NMR spectroscopy and mass spectrometry. The key structural feature in 1 is the presence of the Phe-derived statine core, which contributes to its aspartic protease inhibitory activity. The antiproteolytic activity of 1 and 2 was evaluated in vitro against cathepsins D and E, and BACE1. Tasiamide F (1) displayed IC50values of 57?nM, 23?nM, and 0.69?μM, respectively, indicating greater selectivity for cathepsins over BACE1 compared with tasiamide B (2). Molecular docking experiments were carried out for compounds 1 and 2 against cathepsins D and E to rationalize their activity towards these proteases. The dysregulated activities of cathepsins D and E have been implicated in cancer and modulation of immune responses, respectively, and these proteases represent potential therapeutic targets.

Optical Resolution and Asymmetric Transformation of (RS)-N-Alkyl- and (RS)-N,N-Dialkyl-2-phenylglycines

Optical resolution of (RS)-N-methyl-2-phenylglycine and (RS)-N-ethyl-2-phenylglycine was carried out by using (1S)-10-camphorsulfonic acid as resolving agents, and that of (RS)-N-ethyl-N-methyl-2-phenylglycine by (R)- and (S)-1-phenylethylamine.Racemization rates of optically active Mpg, Epg, Emp, N,N-dimethyl-2-phenylglycine , and six α-amino acids were measured by heating in carboxylic acids.The electron-donating amino acid side chain and N-substituted alkyl group decreased therate to inhibit the formation of intermediary carbanions, whereas the electron-withdrawing side chain increased it.Asymmetric transformation of (RS)-Mpg, (RS)-Epg, and (RS)-Dmp was carried out on the basis of the results of optical resolution and racemization to give the corresponding enantiomers of approximately 100percent optical purities in over 70percent yield based on the sterting racemates.