3182-93-2

Basic information

• Product Name: Ethyl L-phenylalaninate hydrochloride
• Synonyms: PHENYLALANINE-OET HCL;L-phenylalanine ethylester;ethyl L-phenylalaninate hydrochloride;Phe-OEt HCl;L-PhenylalanineEthylEster>99%;L-PHANYLALANINEETHYLESTERHCL;H-L-Phe-OEt*HCl;L-Phenylalanine ethyl ester hydrochlorid
• CAS NO: 3182-93-2
• Molecular Formula: C₁₁H₁₅NO₂*ClH
• Molecular Weight: 229.7
• EINECS: 221-673-9
• Product Categories: Amino Acids;Phenylalanine [Phe, F];Amino hydrochloride;Amino Acid Derivatives;Peptide Synthesis;Phenylalanine;Other enzyme inhibitors and activators;Other Enzyme Inhibitors and Activators.
• Mol File: 3182-93-2.mol
• Article Data: 42

Chemical Properties

• Melting Point: 155-156 °C(lit.)
• Boiling Point: 281.3 °C at 760 mmHg
• Flash Point: 140.3 °C
• Appearance: White/Fine Needle-Like Crystalline Solid
• Vapor Pressure: 0.00359mmHg at 25°C
• Storage Temp.: Store at RT.
• Solubility: Methanol, Water
• Water Solubility: Soluble in methanol and water.
• Sensitive: Hygroscopic
• BRN: 3657823
• CAS DataBase Reference: Ethyl L-phenylalaninate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl L-phenylalaninate hydrochloride(3182-93-2)
• EPA Substance Registry System: Ethyl L-phenylalaninate hydrochloride(3182-93-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-26
• WGK Germany: 3
• Hazardous Substances Data: 3182-93-2(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline

Uses

L-Phenylalanine Ethyl Ester Hydrochloride is an derivative of L-Phenylalanine (P319415), an essential amino acid.

InChI:InChI=1/C11H15NO2/c1-2-14-11(13)10(12)8-9-6-4-3-5-7-9/h3-7,10H,2,8,12H2,1H3/p+1/t10-/m0/s1

Upstream product

• 6378-11-6 ethyl chlorosulfite 
• 63-91-2 L-phenylalanine 
• 100-39-0 benzyl bromide 
• 1416989-77-9 ethyl ((S)-tert-butylsulfinyl)phenylalaninate 
• 3081-24-1 H-Phe-OEt 
• 121269-47-4 (3R,5R)-3-benzyl-4-tert-butyloxycarbonyl-5-phenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one 
• 64-17-5 ethanol 
• 121269-56-5 (3S,5R)-2,3,5,6-tetrahydro-5-phenyl-3,4-bis(phenylmethyl)-4H-1,4-oxazin-2-one 
• 150-30-1 Phenylalanine 
• 100-44-7 benzyl chloride 

Downstream Products

• 97437-59-7 N-(3-Carboxy-propionyl)-D,L-phenylalanin-ethylester 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 106302-39-0 Bernsteinsaeure-glycin-ethylester-DL-phenylalanin-ethylester 
• 3182-95-4 L-Phenylalaninol 
• 29737-44-8 N-(benzothiazole-2-carboximidoyl)-DL-phenylalanine ethyl ester 
• 1170-76-9 Z-Gly-(L)-Phe 
• 32132-71-1 2-(2-Bromo-acetylamino)-3-phenyl-propionic acid ethyl ester 
• 18877-48-0 (-)-N-(2-Oxo-penten-⁽³⁾-yl-⁽⁴⁾)-phenyl-alaninaethylester 
• 83597-39-1 (S)-2-{2-[((S)-1-Ethoxycarbonyl-2-phenyl-ethylcarbamoyl)-methoxy]-acetylamino}-3-phenyl-propionic acid ethyl ester 
• 69555-18-6 ethyl 2-((diphenylmethylene)amino)-3-phenylpropanoate 
• 81477-95-4 N-(diphenylmethylene)-L-phenylalanine ethyl ester 
• 4530-37-4 N-t-butyloxycarbonylglycyl-L-phenylalanine 
• 91757-30-1 5-Benzyl-3-(4-chloro-phenyl)-4,5-dihydro-[1,2,4]oxadiazin-6-one 
• 84409-81-4 2-Amino-3-phenyl-propionic acid N'-(2-oxo-2-phenothiazin-10-yl-ethyl)-hydrazide 

Relevant articles and documents

Juvenile hormone mimics with phenyl ether and amide functionality to be insect growth regulators (IGRs): synthesis, characterization, computational and biological study

A series of substituted phenyl ethers derivatives as juvenile hormone (JH) mimics (V1-V8) have been synthesized. Substituted phenoxyacetic acid and amino acid ethyl ester hydrochloride were prepared using NaOH, SOCl2. DCC method has been used for amide linkage. The structure of prepared compounds has been confirmed by Fourier Transform Infra-Red (FT-IR), Electrospray ionization-Mass spectrometry (ESI-MS), Proton and Carbon-13 nuclear magnetic resonance (1H-NMR, 13C-NMR) spectroscopic techniques. Biological efficacy of synthesized analogs has been carried out under laboratory conditions. Galleria mellonella (honey bee pest) has been chosen as testing insect. Juvenile hormone (JH) activity of synthesized compounds has been tested at different concentrations and compared with the standard juvenile hormone analogs (JHAs) pyriproxyfen (M1) and fenoxycarb (M2) against the fifth larval instar of G. mellonella. Compound ethyl 2-[2-(4-methylphenoxy)aminoacetyl]-3-phenyl-propanoate (V6) exhibited better activity among all the synthesized compounds (V1-V8) with LC50 and LC90 values of 0.11 mg/mL and 0.56 mg/mL respectively. Compounds showed insect growth regulating (IGR) activity at lower concentrations. In silico screening of all synthesized compounds with the W-cavity of juvenile hormone-binding protein (JHBP) of insect G. mellonella has been carried out. Chemical reactivity of synthesized series has been studied using DFT/B3LYP/6-311 + G(d,2p) method. Non-toxic behavior of molecules has also been observed from ADMET (Absorption, Distribution, Metabolism, Excretion, and Toxicity) study using discovery studio client 3.0. Communicated by Ramaswamy H. Sarma.

Synthesis and Biological Evaluation of a Series of Novel Celastrol Derivatives with Amino Acid Chain

The synthesis of celastrol analogues containing amino acid ester at the C(29) position and their evaluation for cytotoxic activities in?vitro were reported. The MTT test showed that a set of derivatives with lower IC50 values than that of the positive control group cisplatin and the parent compound celastrol, which exhibited greater antiproliferative activities. The most potent title compounds 2a and 2e exhibited cytotoxic activities in?vitro against HeLa and A549 cell lines with IC50 values of 0.371 and 0.237?μm, 0.235 and 0.109?μm, respectively. The apoptosis assay demonstrated that 2a and 2e can induces of A549 cell apoptosis in low concentrations. These results showed that 2a and 2e may be promising for further research as antitumor agents.

Synthesis and antimicrobial activities of novel sorbic and benzoic acid amide derivatives

A series of sorbic and benzoic acid amide derivatives were synthesized by conjugating sorbic acid (SAAD, a1–a7) or benzoic acid (BAAD b1–b6) with amino acid esters and their antimicrobial activities were investigated against Escherichia coli, Bacillus subtilis and Staphylococcus aureus, mixed bacteria from rancid milk, Saccharomyces cerevisiae, and Aspergillus niger. The antimicrobial activity of sorbic acid amides was better than that of benzoic acid amides. The minimum inhibitory concentrations (MIC) of compound isopropyl N-[1-oxo-2, 4-hexadien-1-yl]-L-phenylalaninate (a7) were 0.17 mM against B. subtilis, and 0.50 mM against S. aureus, while the MIC values of sorbic acid were more than 2 mM respectively. Also, compound a7 displayed pH-independent antimicrobial activity in the range of pH 5.0–9.0 and was effective at pH 9.0. These results demonstrated that the conjugation of sorbic acid with amino acid esters led to significant improvement of in vitro antimicrobial attributes, but little effect was observed for benzoic acid amide derivatives.