39994-75-7

Basic information

• Product Name: Methyl L-threoninate hydrochloride
• Synonyms: L-threonineamide;H-Thr-OMe·HCl(oil);L-Threonine methyl ester hydrochloride, 98+%;L-Threonine methyl e;(2S,3R)-Methyl 2-aMino-3-hydroxybutanoate hydrochloride;H-Thr-OMe.Hcl (L-Threonine methyl ester hcl);H-Thr-OMe·HCl (yellowish oil);L-Threonine methyl ester hydrochloride≥ 98% (HPLC)
• CAS NO: 39994-75-7
• Molecular Formula: C₅H₁₁NO₃*ClH
• Molecular Weight: 169.61
• EINECS: 254-738-5
• Product Categories: Aromatic Esters;Amino Acids;Threonine [Thr, T];Amino Acids and Derivatives;Amino hydrochloride;Peptide Synthesis;Amino Acid Derivatives;Amino Acids;I - ZPeptide Synthesis;Modified Amino Acids;Threonine
• Mol File: 39994-75-7.mol
• Article Data: 64

Chemical Properties

• Melting Point: 64 °C
• Boiling Point: 238.6 °C at 760 mmHg
• Flash Point: 98.1 °C
• Appearance: White/Powder
• Vapor Pressure: 0.000687mmHg at 25°C
• Storage Temp.: −20°C
• Water Solubility: Soluble in water.
• Sensitive: Moisture Sensitive & Hygroscopic
• BRN: 3562717
• CAS DataBase Reference: Methyl L-threoninate hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl L-threoninate hydrochloride(39994-75-7)
• EPA Substance Registry System: Methyl L-threoninate hydrochloride(39994-75-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-37/39-26
• WGK Germany: 3
• F: 3-10-21
• Hazardous Substances Data: 39994-75-7(Hazardous Substances Data)

Usage

Description

Methyl L-threoninate hydrochloride, also known as L-Threonine methyl ester hydrochloride, is a derivative of the essential amino acid L-Threonine. It is a white powder that serves as a protected form of L-Threonine, which is crucial for various biological functions in the human body. L-Threonine is naturally found in fish and poultry and is a component of important proteins like hemoglobin and insulin.

Uses

Used in Feed and Food Industry:
Methyl L-threoninate hydrochloride is used as a feed and food additive for [application reason] to enhance the nutritional value of animal feed and human food products. It helps in the growth and development of livestock and contributes to the overall health and well-being of animals.
Used in Pharmaceutical and Biotechnology Applications:
Methyl L-threoninate hydrochloride is used as an essential component in the synthesis of various pharmaceuticals and biotechnological products for [application reason] its role in the formation of important proteins in the human body, such as hemoglobin and insulin.
Used in Research and Development:
Methyl L-threoninate hydrochloride is used as a research compound for [application reason] to study its properties and potential applications in various fields, including pharmaceuticals, biotechnology, and nutrition.
Used in Nutritional Supplements:
Methyl L-threoninate hydrochloride is used as an ingredient in nutritional supplements for [application reason] to provide the body with the essential amino acid L-Threonine, which is vital for various physiological processes and overall health.

InChI:InChI=1/C5H11NO3.ClH/c1-3(7)4(6)5(8)9-2;/h3-4,7H,6H2,1-2H3;1H/t3?,4-;/m0./s1

Upstream product

• 67-56-1 methanol 
• 72-19-5 L-threonine 
• 75-36-5 acetyl chloride 
• 72-19-5 DL-threonine 
• 72-19-5 L-threonine 
• 72-19-5 D-threonine 
• 1487-49-6 3-hydroxybutyric acid methyl ester 
• 28954-12-3 (2S,3S)-2-amino-3-hydroxybutanoic acid 
• 60143-52-4 DL-aThr*HCl 
• 72-19-5 rac-allo-threonine 
• 60143-52-4 DL-threonine hydrochloride 
• 3373-59-9 L-threonine methyl ester 
• 1447695-69-3 cycloforskamide 
• 60538-19-4 N-(tert-butoxycarbonyl)-l-threonine methyl ester 

Downstream Products

• 49705-91-1 Z-Ile-Thr-OMe 
• 17554-22-2 CBZ-Phe-Thr-OMe 
• 2458-78-8 methyl N-acetyl-threoninate 
• 102410-47-9 Pic(3-OBzl)-Thr-OMe 
• 73116-15-1 N-Z-O-tert-butyl-L-tyrosyl-L-threonine methyl ester 
• 219851-78-2 Z(NO₂)-Thr-OMe 
• 284469-97-2 N-(2-benzyloxy-5-methoxy)benzoyl-L-threonine methyl ester 
• 7352-28-5 N-(benzyloxycarbonyl)-L-valyl-L-threonine methyl ester 
• 23010-55-1 Boc-Lys(Z)-Thr-OMe 
• 500220-28-0 Boc-L-phenylalanine-L-threonine methyl ester 
• 43188-65-4 methyl (2S,3S)-3-methyl-1-[(4-methylphenyl)sulfonyl]aziridne-2-carboxylate 
• 728877-98-3 (2S,3S)-methyl 3-hydroxy-2-(tritylamino)butanoate 
• 1093341-25-3 (2S,3R)-2-(4-bromobenzenesulfinylamino)-3-hydroxybutyric acid methyl ester 
• 728877-96-1 (2S,3R)-2-(3-bromo-4-fluorobenzoylamino)-3-hydroxybutyric acid methyl ester 

Relevant articles and documents

Stereoselective cycloaddition of monosubstituted ketene to a methyl glyoxylate- and threonine-derived imine: Synthesis of optically pure β-lactamic α-amino ester with high functionality

The reaction of chloroacetyl chloride and triethylamine with a chiral imine derived from the combination of methyl glyoxylate and protected L-threonine gave two optically active α-amino acid derivatives with a cis-substituted β-lactam skeleton in a 72:28 ratio. The major product is obtained in 59% yield by simple crystallisation.

NOVEL COMPOUNDS AND THEIR USE

The present invention provides compounds of the general formula (I) or a pharmaceutically acceptable prodrugs, salts and/or solvates thereof, wherein LHS is selected from the group consisting of LHSa and LHSb And wherein, the asterisk (*) marks the point of attachment; These compounds exhibit antibacterial activity against Gram-negative and Gram-positive bacteria, especially S. aureus, E. coli, K. pneumoniae and A. baumannii. Pharmaceutical compositions containing these compounds, therapeutic uses thereof and methods for manufacturing the same are also provided.

Amino acid conjugates of 2-mercaptobenzimidazole provide better anti-inflammatory pharmacology and improved toxicity profile

Benzimidazole is an important pharmacophore for clinically active drugs against inflammation and treatment of pain, however, it is associated with gastrointestinal side effects. Here we synthesized benzimidazole based agents with significant analgesic/anti-inflammatory potential but with less gastrointestinal adverse effects. In this study, we synthesized novel, orally bioavailable 2-mercaptobenzimidazole amino acid conjugates (4a–4o) and screened them for analgesic, anti-inflammatory and gastro-protective effects. The synthesized 2-mercaptbenzimidazole derivatives were characterized for their structure using FTIR, 1H NMR and 13C NMR spectroscopic techniques. The 2-mercaptobenzimidazole amino acid conjugates have found to possess potent analgesic, anti-inflammatory and gastroprotective activities, particularly with compound 4j and 4k. Most of the compounds exhibited remarkable anti-ulcer and antisecretory effects. Molecular docking studies were carried out to study the binding affinities and interactions of the synthesized compounds with target proteins COX-2 (PDB ID: 3LN1) and H+/K+-ATPase (PDB ID: 5Y0B). Our results support the clinical promise of these newly synthesized 2-mercaptobezimidazol conjugates as a component of therapeutic strategies for inflammation and analgesia, for which the gastric side effects are always a major limitation.