42294-52-0

Basic information

• Product Name: S-P-METHYLBENZYL-L-CYSTEINE
• Synonyms: L-4-METHYLBENZYL-L-CYSTEINE;H-CYS(4-MBZL)-OH;H-CYS(4-MEBZL)-OH;H-CYS(CH3BZL)-OH;H-CYS(PMEBZL)-OH;S-P-METHYLBENZYL-L-CYSTEINE;S-4-METHYLBENZYL-L-CYSTEINE;(S)-(4-METHYLBENZYL)CYSTEINE
• CAS NO: 42294-52-0
• Molecular Formula: C₁₁H₁₅NO₂S
• Molecular Weight: 225.31
• Product Categories: Amino Acids
• Mol File: 42294-52-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 366.3oC at 760 mmHg
• Flash Point: 175.3oC
• Appearance: /
• Density: 1.189g/cm3
• Vapor Pressure: 5.19E-06mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: Store at 0°C
• Solubility: Aqueous Acid (Slightly, Heated)
• PKA: 2.08±0.10(Predicted)
• CAS DataBase Reference: S-P-METHYLBENZYL-L-CYSTEINE(CAS DataBase Reference)
• NIST Chemistry Reference: S-P-METHYLBENZYL-L-CYSTEINE(42294-52-0)
• EPA Substance Registry System: S-P-METHYLBENZYL-L-CYSTEINE(42294-52-0)

Safety Data

• Hazardous Substances Data: 42294-52-0(Hazardous Substances Data)

Usage

General Description

S-P-Methylbenzyl-L-cysteine is a chemical compound that belongs to the family of amino acids. It is a derivative of L-cysteine, an essential sulfur-containing amino acid that is commonly found in proteins. S-P-methylbenzyl-L-cysteine is known for its potential antioxidant and anti-inflammatory properties, and it has been studied for its potential therapeutic use in conditions such as cardiovascular disease and diabetes. S-P-METHYLBENZYL-L-CYSTEINE is also a key component in the synthesis of N-Acetyl-S- (2-acetamido-2-carboxyethyl)-L-cysteine, which has been investigated for its potential to support liver health and function. Research on S-P-methylbenzyl-L-cysteine continues to explore its potential physiological effects and therapeutic applications.

InChI:InChI=1/C11H15NO2S/c1-8-2-4-9(5-3-8)6-12-10(7-15)11(13)14/h2-5,10,12,15H,6-7H2,1H3,(H,13,14)/t10-/m0/s1

Upstream product

• 61925-77-7 Boc-cysteine(4-Me-Bn) 
• 52-89-1 l-cysteine hydrochloride 
• 104-81-4 4-Methylbenzyl bromide 
• 198991-77-4 (4R)-2-(4-methylphenyl)-4-thiazolidinecarboxylic acid 
• 52-90-4 L-Cysteine 
• 104-82-5 4-Methylbenzyl chloride 
• 589-18-4 4-Methylbenzyl alcohol 

Downstream Products

• 115370-07-5 (R)-2-((S)-2-Acetylsulfanylmethyl-3-biphenyl-4-yl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid 
• 115370-06-4 (R)-2-((R)-2-Acetylsulfanylmethyl-3-biphenyl-4-yl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid 
• 152684-58-7 N^α-Fmoc-α-benzyl-γ-glutamyl--β-alanine ethyl ester 
• 1056710-12-3 3-[(R)-2-Amino-3-(4-methyl-benzylsulfanyl)-propionylamino]-propionic acid ethyl ester 
• 61925-77-7 Boc-cysteine(4-Me-Bn) 
• 115370-30-4 (R)-2-((R)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid 
• 115370-31-5 (R)-2-((S)-2-Acetylsulfanylmethyl-3-phenyl-propionylamino)-3-(4-methyl-benzylsulfanyl)-propionic acid 
• 56-89-3 L-cystine 
• 136050-67-4 N^α-Fmoc-S-(4-methylbenzyl)cysteine 

Relevant articles and documents

Facile synthesis of α-hydroxy carboxylic acids from the corresponding α-amino acids

An effective and improved procedure is developed for the synthesis of α-hydroxy carboxylic acids by treatment of the corresponding protonated α-amino acid with tert-butyl nitrite in 1,4-dioxane-water. The amino moiety must be protonated and located α to a carboxylic acid function in order to undergo initial diazotization and successive hydroxylation, since neither β-amino acids nor acid derivatives such as esters and amides undergo hydroxylations. The method is successfully applied for the synthesis of 18 proteinogenic amino acids.

Synthesis and biological evaluation of N-mercaptoacylcysteine derivatives as leukotriene A4 hydrolase inhibitors

We studied synthetic modifications of N-mercaptoacylamino acid derivatives to develop a new class of leukotriene A4 (LTA4) hydrolase inhibitors. S-(4-Dimethylamino)benzyl-l-cysteine derivative 2a (SA6541) showed inhibitory activity against LTA4 hydrolase (IC50, 270 nM) and selectivity over other metallopeptidases except angiotensin-converting enzyme (ACE, IC50, 520 nM). Modification at the para-substituent of the phenyl ring of compound 2a improved LTA4 hydrolase inhibitory activity as well as selectivity over ACE. Finally, we obtained S-(4-cyclohexyl)benzy-l-cysteine derivatives 11l and 16i as potent and selective LTA4 hydrolase inhibitors.