2899-36-7

Basic information

• Product Name: Ethyl L-methionate hydrochloride
• Synonyms: (S)-Ethyl 2-amino-4-(methylthio)butanoate hydrochloride;H-L-Met-OEt*HCl;Ethyl (2S)-2-amino-4-methylsulfanylbutanoate hydrochloride;L-Methionine ethyl ester hydrochloride,99%;L-Methionine ethyl e;L-Methionine ethyl ester hydrochloride 99%;L-Met-OEt·HCl;L-Methionine ethyl ester hydrochloride≥ 99% (TLC)
• CAS NO: 2899-36-7
• Molecular Formula: C₇H₁₆NO₂S*Cl
• Molecular Weight: 213.73
• EINECS: 220-787-6
• Product Categories: Amino Acids;Methionine [Met, M];Amino hydrochloride;Amino Acid Derivatives;Methionine;Peptide Synthesis
• Mol File: 2899-36-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 90-92 °C(lit.)
• Boiling Point: 257.9 °C at 760 mmHg
• Flash Point: 109.8 °C
• Appearance: COA
• Vapor Pressure: 0.0142mmHg at 25°C
• Storage Temp.: Store at RT.
• BRN: 3913812
• CAS DataBase Reference: Ethyl L-methionate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl L-methionate hydrochloride(2899-36-7)
• EPA Substance Registry System: Ethyl L-methionate hydrochloride(2899-36-7)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 2899-36-7(Hazardous Substances Data)

Usage

Description

Ethyl L-methionate hydrochloride, also known as L-Methionine ethyl ester hydrochloride, is a methionine ester derivative with antioxidant properties. It is a crystalline compound that is widely utilized in various industries due to its unique characteristics.

Uses

Used in Pharmaceutical Industry:
Ethyl L-methionate hydrochloride is used as an antioxidant for [application reason] to protect drugs from oxidative degradation, ensuring their stability and efficacy during storage and use.
Used in Cosmetics Industry:
Ethyl L-methionate hydrochloride is used as a preservative for [application reason] to extend the shelf life of cosmetic products by preventing the growth of microorganisms and maintaining their quality.
Used in Food Industry:
Ethyl L-methionate hydrochloride is used as an additive for [application reason] to enhance the flavor and aroma of various food products, as well as to improve their shelf life by preventing oxidation.
Used in Chemical Synthesis:
Ethyl L-methionate hydrochloride is used as an intermediate for [application reason] in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals, taking advantage of its unique chemical properties.

InChI:InChI=1/C7H15NO2S/c1-3-10-7(9)6(8)4-5-11-2/h6H,3-5,8H2,1-2H3/p+1/t6-/m0/s1

Upstream product

• 64-17-5 ethanol 
• 63-68-3 L-methionine 

Downstream Products

• 130633-39-5 Cbz-Gly-L-Met-OEt 
• 41041-52-5 Z-Ala-Met-OEt 
• 130633-42-0 Z-Val-Met-OEt 
• 130633-40-8 Z-Leu-Met-OEt 
• 130633-41-9 Z-Met-Met-OEt 
• 97305-75-4 Nps-Ile-Met-OEt 
• 86179-55-7 2'-(2-Carbobenzoxyaminoethyl)-2,4'-bithiazolyl-4-L-methionine ethyl ester 
• 156792-22-2 (S)-2-((R)-2-Acetylsulfanylmethyl-4-phenyl-butyrylamino)-4-methylsulfanyl-butyric acid ethyl ester 
• 156792-21-1 (S)-2-((S)-2-Acetylsulfanylmethyl-4-phenyl-butyrylamino)-4-methylsulfanyl-butyric acid ethyl ester 
• 145841-10-7 (S)-2-((R)-2-Acetylsulfanylmethyl-3-o-tolyl-propionylamino)-4-methylsulfanyl-butyric acid ethyl ester 
• 136511-43-8 Sch 42495 
• 918437-76-0 2-(2-benzyloxy-ethylamino)-4-methylsulfanyl-butyric acid ethyl ester 
• 1155261-38-3 2-(S)-(2-aminobenzoylamino)-4-methylsulfanylbutyric acid ethyl ester 
• 2899-37-8 (S)-methioninol 

Relevant articles and documents

Characterization and cytotoxicity evaluation of biocompatible amino acid esters used to convert salicylic acid into ionic liquids

The technological utility of active pharmaceutical ingredients (APIs) is greatly enhanced when they are transformed into ionic liquids (ILs). API-ILs have better solubility, thermal stability, and the efficacy in topical delivery than solid or crystalline drugs. However, toxicological issue of API-ILs is the main challenge for their application in drug delivery. To address this issue, 11 amino acid esters (AAEs) were synthesized and investigated as biocompatible counter cations for the poorly water-soluble drug salicylic acid (Sal) to form Sal-ILs. The AAEs were characterized using 1H and 13C NMR, FTIR, elemental, and thermogravimetric analyses. The cytotoxicities of the AAE cations, Sal-ILs, and free Sal were investigated using mammalian cell lines (L929 and HeLa). The toxicities of the AAE cations greatly increased with inclusion of long alkyl chains, sulfur, and aromatic rings in the side groups of the cations. Ethyl esters of alanine, aspartic acid, and proline were selected as a low cytotoxic AAE. The cytotoxicities of the Sal-ILs drastically increased compared with the AAEs on incorporation of Sal into the cations, and were comparable to that of free Sal. Interestingly, the water miscibilities of the Sal-ILs were higher than that of free Sal, and the Sal-ILs were miscible with water at any ratio. A skin permeation study showed that the Sal-ILs penetrated through skin faster than the Sal sodium salt. These results suggest that AAEs could be used in biomedical applications to eliminate the use of traditional toxic solvents for transdermal delivery of poorly water-soluble drugs.

Chiral 1,5-disubstituted 1,3,5-hexahydrotriazine-2-N-nitroimine analogues as novel potent neonicotinoids: Synthesis, insecticidal evaluation and molecular docking studies

A new series of 1,5-disubstituted 1,3,5-hexahydrotriazine-2-N-nitroimines (4a-4x) were designed and synthesized as novel chiral neonicotinoid analogues. The single-crystal structure of 4n was further determined by X-ray diffraction, and its S configuration was confirmed. Preliminary bioassay showed that compound 4e, 4k, 4u, 4v exhibited excellent insecticidal activities at 100 mg/L, while 4k had >90% mortality at 10 mg/L, which suggested it could be used as a lead for future development. Modeling the inhibitor-nAChR complexes by molecular docking studies explained the structure-activity relationships observed in vitro, and revealed an intriguing molecular binding mode at the active site of nAChR, which raised the possibility that these analogues may arbitrate their insecticidal activity through a mechanism other than imidacloprid.

9. Les β-cetonitriles groupes protecteurs de la fonction amine. Preparation d'amino-alcools

β-Ketonitrile-Derived Protecting Groups of the Amino Function.Synthesis of Amino Alcohols.The amino group of natural L-amino acid esters is protected by condensation with 2-oxocyclopentanenitrile (1) or 2-formyl-2-phenylacetonitrile (10).Only the ester group of the formed cyanoenamino esters 2 and 11 reacts with nucleophilic reagents such as organometallics (RMgX, RLi), borohydrides, or metal amides, whereas the cyanoenamino group is unchanged (Schemes 1 and 2).Cyanoenamino alcohols obtained by reduction of cyanoenamino esters 2 are hydrolyzed under acidic conditions to amino alcohols with retention of the configuration of the starting amino acid.This sequence of reactions allows to prepare derivatives of L-tyrosinol from (-)-L-tyrosine (see, e.g., Scheme 4).Cyanoenamino esters 11 are readily methylated at the N-atom to give N-methylated cyanoenamino esters (Scheme 3).This property is exploited on the way of multistep procedure to obtain N-methylated amino alcohols homologous to natural (-)-(1R,2S)-ephedrine.