70361-61-4

Basic information

• Product Name: METHYL 2-AMINO-3-MERCAPTOPROPANOATE HYDROCHLORIDE
• Synonyms: METHYL 2-AMINO-3-MERCAPTOPROPANOATE HYDROCHLORIDE;(S)-Methyl 2-aMino-3-Mercaptopropanoate hydrochloride;D-Cysteine Methyl Ester Hydrochloride (1:1);Methyl D-cysteinate hydrochloride;(S)-Cysteine methyl ester hydrochloride;D-Cys-OMe·HCl;D-Cysteine Methyl Ester Hydrochloride
• CAS NO: 70361-61-4
• Molecular Formula: C₄H₁₀NO₂S*Cl
• Molecular Weight: 171.65
• EINECS: 200-528-9
• Product Categories: Amino Acid Methyl Esters;Amino Acids;Amino Acids (C-Protected);Biochemistry;Aliphatics;Esters
• Mol File: 70361-61-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 143 °C
• Boiling Point: 197.2 °C at 760 mmHg
• Flash Point: 73.1 °C
• Appearance: /
• Refractive Index: 3 ° (C=20, MeOH)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: almost transparency
• CAS DataBase Reference: METHYL 2-AMINO-3-MERCAPTOPROPANOATE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-AMINO-3-MERCAPTOPROPANOATE HYDROCHLORIDE(70361-61-4)
• EPA Substance Registry System: METHYL 2-AMINO-3-MERCAPTOPROPANOATE HYDROCHLORIDE(70361-61-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-28-36
• Hazardous Substances Data: 70361-61-4(Hazardous Substances Data)

Usage

Uses

D-Cysteine Methyl Ester is a protected form of D-Cysteine (C995020) which is a strong inhibitor of Escherichia coli growth and also functions to provide inorganic sulfates for the sulfation of xenobiotics. D-Cysteine is a non-physiological isomer of L-Cysteine (C995000), and is not involved in protein or glutathione synthesis.

Upstream product

• 67-56-1 methanol 
• 921-01-7 rac-cysteine 
• 921-01-7 D-cysteine 
• 52-89-1 D-cysteine hydrochloride monohydrate 
• 32443-99-5 D-cysteine hydrochloride 

Downstream Products

• 1217515-91-7 (2RS,4S)-2-Phenyl-4-thiazolidin-carbonsaeure-methylester 
• 117954-68-4 N-(3,5-dichlorophenyl)-2-cysteinylsuccimide methyl ester hydrochloride 
• 3113-46-0 2-phenyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester 
• 5673-89-2 N-benzoyl-L-cysteine dimethyl ester 
• 101924-70-3 (R)-methyl 2-(1-(tert-butoxycarbonylamino)-2-phenylethyl)thiazole-4-carboxylate 
• 448906-42-1 ITE 
• 115545-85-2 (S)-2-amino-3-(tritylmercapto)propionic acid methyl ester 

Relevant articles and documents

Benzoxaborole Antimalarial Agents. Part 5. Lead Optimization of Novel Amide Pyrazinyloxy Benzoxaboroles and Identification of a Preclinical Candidate

Carboxamide pyrazinyloxy benzoxaboroles were investigated with the goal to identify a molecule with satisfactory antimalarial activity, physicochemical properties, pharmacokinetic profile, in vivo efficacy, and safety profile. This optimization effort discovered 46, which met our target candidate profile. Compound 46 had excellent activity against cultured Plasmodium falciparum, and in vivo against P. falciparum and P. berghei in infected mice. It exhibited good PK properties in mice, rats, and dogs. It was highly active against the other 11 P. falciparum strains, which are mostly resistant to chloroquine and pyrimethamine. The rapid parasite in vitro reduction and in vivo parasite clearance profile of 46 were similar to those of artemisinin and chloroquine, two rapid-acting antimalarials. It was nongenotoxic in an Ames assay, an in vitro micronucleus assay, and an in vivo rat micronucleus assay when dosed orally up to 2000 mg/kg. The combined properties of this novel benzoxaborole support its progression to preclinical development.

Cycloforskamide, a cytotoxic macrocyclic peptide from the sea slug Pleurobranchus forskalii

A macrocylic dodecapeptide, cycloforskamide, was isolated from the sea slug Pleurobranchus forskalii, collected off Ishigaki Island, Japan. Its planar structure was deduced by extensive NMR analyses and was further confirmed by MS/MS fragmentation analyses. Finally, the absolute configuration was determined by total hydrolysis and chiral-phase gas chromatographic analysis. This novel dodecapeptide contains three d-amino acids and three thiazoline heterocycles and exhibits cytotoxicity against murine leukemia P388 cells, with an IC 50 of 5.8 μM.

THIAZOLIDINONE AMIDES, THIAZOLIDINE CARBOXYLIC ACID AMIDES, METHODS OF MAKING, AND USES THEREOF

Substituted thiazolidinone carboxylic acid amides and substituted thiazolidine carboxylic acid amides according to formulae (I) and (II) are disclosed where the various substituent groups are as defined in the specification. Methods of making these compounds, pharmaceutical compositions containing the compounds, and their use, particularly for treating or preventing cancer, are also disclosed.