56564-52-4

Basic information

• Product Name: H-D-MEPHE-OH HCL
• Synonyms: H-D-MEPHE-OH HCL;N-ME-D-PHE-OH HCL;N-METHYL-D-PHENYLALANINE HYDROCHLORIDE;N-ALPHA-METHYL-D-PHENYLALANINE HYDROCHLORIDE;N-Me-D-Phe-OMe·HCl;N-Me-D-Phe-OMe.;(R)-2-(MethylaMino)-3-phenylpropanoic acid;N-Methyl-D-phenylalanine HCl
• CAS NO: 56564-52-4
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 215.68
• Product Categories: amino acids
• Mol File: 56564-52-4.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 308.3 °C at 760 mmHg
• Flash Point: 140.3 °C
• Appearance: /Solid
• Density: 1.126
• Vapor Pressure: 0.000297mmHg at 25°C
• Refractive Index: 1.543
• Storage Temp.: −20°C
• CAS DataBase Reference: H-D-MEPHE-OH HCL(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-MEPHE-OH HCL(56564-52-4)
• EPA Substance Registry System: H-D-MEPHE-OH HCL(56564-52-4)

Safety Data

• Hazardous Substances Data: 56564-52-4(Hazardous Substances Data)

Usage

Uses

N-alpha-Methyl-D-phenylalanine is used for preparation of phosphate/sulfate ester compounds and their pharmaceutical composition for inhibition of protein interacting NIMA (PIN 1).

InChI:InChI=1/C10H13NO2/c1-11-9(10(12)13)7-8-5-3-2-4-6-8/h2-6,9,11H,7H2,1H3,(H,12,13)/t9-/m1/s1

Upstream product

• 7474-06-8 (S)-2-chloro-3-phenyl-propionic acid 
• 74-89-5 methylamine 
• 93529-74-9 (S)-N-(4-chlorobenzylidene)phenylalanine methyl ester 
• 77-78-1 dimethyl sulfate 
• 93473-37-1 (S)-2-(Dimethylamino-methyleneamino)-3-phenyl-propionic acid methyl ester 
• 30634-71-0 C₁₄H₂₀N₂O₂ 
• 333-27-7 methyl trifluoromethanesulfonate 
• 170642-33-8 (S,S)-pseudoephedrine N-methyl-D-phenylalaninamide 
• 7647-01-0 hydrogenchloride 
• 124312-54-5 2-(N,4-dimethylphenylsulfonamido)-3-phenylpropanoic acid 
• 64-19-7 acetic acid 
• 10034-85-2 hydrogen iodide 
• 172721-98-1 (3R, 6R)-4-methyl-6-(1-methylethyl)-3-phenylmethylperhydro-1,4-oxazine-2,5-dione 
• 114526-00-0 (2R)-2-[[(benzyloxy)carbonyl](methyl)amino]-3-phenylpropanoic acid 

Downstream Products

• 19881-54-0 N-methyl-D-phenylalanine ethyl ester; hydrochloride 
• 130008-09-2 methyl N-methyl-D-phenylalaninate hydrochloride 
• 178357-84-1 N-methyl-D-tyrosine 
• 114525-95-0 (R)-tert-butyl 2-(methylamino)-3-phenylpropanoate 
• 593252-88-1 (S)-2-Benzyloxycarbonylamino-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 
• 593252-99-4 (S)-2-((R)-3-Hydroxy-2,2-dimethyl-oct-7-ynoylamino)-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 
• 593252-95-0 (S)-2-((S)-3-Hydroxy-2,2-dimethyl-oct-7-ynoylamino)-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 
• 593252-96-1 (S)-2-[(S)-3-(3-tert-Butoxycarbonylamino-propionyloxy)-2,2-dimethyl-oct-7-ynoylamino]-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 
• 593253-02-2 (S)-2-[(R)-3-(3-tert-Butoxycarbonylamino-propionyloxy)-2,2-dimethyl-oct-7-ynoylamino]-3-methyl-butyric acid (S)-1-[((R)-1-tert-butoxycarbonyl-2-phenyl-ethyl)-methyl-carbamoyl]-2-methyl-propyl ester 
• 129918-83-8 methyl (3'P)-syn-N-(2',4'-dimethylnicotinoyl)-N-methyl-D-phenylalaninate 
• 129918-83-8 methyl (3'M)-syn-N-(2',4'-dimethylnicotinoyl)-N-methyl-D-phenylalaninate 
• 102339-81-1 (2R)-2-(Methylamino)-3-phenylpropan-1-ol 
• 1309656-45-8 C₂₀H₂₇N₂O₄P 
• 194736-83-9 D-N-Me-Phe-FDAA 

Relevant articles and documents

Isolation, Structure Determination, and Total Synthesis of Hoshinoamide C, an Antiparasitic Lipopeptide from the Marine Cyanobacterium Caldora penicillata

Hoshinoamide C (1), an antiparasitic lipopeptide, was isolated from the marine cyanobacterium Caldora penicillata. Its planar structure was elucidated by spectral analyses, mainly 2D NMR, and the absolute configurations of the α-amino acid moieties were determined by degradation reactions followed by chiral-phase HPLC analyses. To clarify the absolute configuration of an unusual amino acid moiety, we synthesized two possible diastereomers of hoshinoamide C and determined its absolute configuration based on a comparison of their spectroscopic data with those of the natural compound. Hoshinoamide C (1) did not exhibit any cytotoxicity against HeLa or HL60 cells at 10 μM, but inhibited the growth of the parasites responsible for malaria (IC50 0.96 μM) and African sleeping sickness (IC50 2.9 μM).

Discovery of Amantamide, a Selective CXCR7 Agonist from Marine Cyanobacteria

CXCR7 plays an emerging role in several physiological processes. A linear peptide, amantamide (1), was isolated from marine cyanobacteria, and the structure was determined by NMR and mass spectrometry. The total synthesis was achieved by solid-phase method. After screening two biological target libraries, 1 was identified as a selective CXCR7 agonist. The selective activation of CXCR7 by 1 could provide the basis for developing CXCR7-targeted therapeutics and deciphering the role of CXCR7 in different diseases.

Odoamide, a cytotoxic cyclodepsipeptide from the marine cyanobacterium Okeania sp.

The bioassay-guided fractionation of the Okinawan marine cyanobacterium Okeania sp. led to the isolation of the 26-membered cyclodepsipeptide odoamide (1). The gross structure of 1 was determined by 1D and 2D NMR analyses, whereas its absolute stereochemistry was determined using a variety of different methods, including synthesis and chemical degradation followed by chiral HPLC analysis. Notably, odoamide (1) showed potent cytotoxicity against HeLa S3 human cervical cancer cells with an IC50value of 26.3?nM.