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Usage

Uses

Used in Pharmaceutical Industry:
ETHYL AMINOCYANOACETATE P-TOLUENESULFONATE is used as a reactant for the asymmetric synthesis of γ-lactams. These γ-lactams are versatile compounds that are widely used in the development of pharmaceuticals, particularly in the creation of novel drugs with unique properties and applications.
Used in Asymmetric Synthesis:
ETHYL AMINOCYANOACETATE P-TOLUENESULFONATE is used as a reactant in the organocatalytic vinylic substitution reaction, which is a key step in the asymmetric synthesis of γ-lactams. This reaction allows for the selective formation of specific enantiomers, which are crucial for the development of drugs with improved efficacy and reduced side effects.

InChI:InChI=1/C7H8O3S.C5H8N2O2/c1-6-2-4-7(5-3-6)11(8,9)10;1-2-9-5(8)4(7)3-6/h2-5H,1H3,(H,8,9,10);4H,2,7H2,1H3

Upstream product

• 6192-52-5 p-toluenesulfonic acid monohydrate 
• 32683-02-6 ethyl-2-aminocyano acetate 
• 105-56-6 ethyl 2-cyanoacetate 
• 7440-06-4 platinum 
• 56503-39-0 ethyl (2E)-cyano(hydroxyimino)ethanoate 
• 5457-25-0 cyano-nitroso-acetic acid ethyl ester 
• 104-15-4 toluene-4-sulfonic acid 
• 3849-21-6 ethyl cyanoglyoxylate-2-oxime 

Downstream Products

• 50627-56-0 2-amino-3-ethoxycarbonyl-5-phenylpyrazine 1-oxide 
• 113120-63-1 2-amino-3-ethoxycarbonyl-5-(p-methylphenyl)pyrazine 1-oxide 
• 865370-16-7 tert-butoxycarbonylamino-cyano-acetic acid ethyl ester 
• 895579-15-4 ethyl 2-(4-methoxybenzylamino)-2-cyanoacetate 
• 1363621-26-4 ethyl 5-amino-2-(4-(2,6-dichlorobenzyloxy)phenyl)oxazole-4-carboxylate 
• 116616-69-4 2-amino-7-ethoxy-6-phenyl-4(3H)-pteridinone 
• 116616-68-3 ethyl 3-amino-5-chloro-6-phenyl-2-pyrazinecarboxylate 
• 51324-29-9 6-phenylisoxanthopterin 
• 609341-12-0 benzylaminocyanoacetic acid ethyl ester 
• 113120-67-5 2-amino-3-carbamoyl-5-(p-methylphenyl)pyrazine 1-oxide 
• 81346-77-2 6-(p-methylphenyl)-4(3H)-pteridinone 
• 113120-70-0 2-amino-3-carbamoyl-5-(p-methylphenyl)pyrazine 
• 64233-29-0 6-p-tolyl-1H-pteridine-2,4-dione 

Relevant academic research and scientific papers

99mTc Radiolabeling and Biological Evaluation of Nanoparticles Functionalized with a Versatile Coating Ligand

Radiolabeling allows noninvasive imaging by single photon emission computed tomography (SPECT) or positron emission tomography (PET) for assessing the biodistribution of nanostructures. Herein, the synthesis of a new coating ligand for gold nanoparticles (AuNPs) and quantum dots (QDs) is reported. This ligand is multifunctional; it combines the metal chelate with conjugating functions to biological vectors. The concept allows the coupling of any targeting function to the chelator; an example for the prostate specific membrane antigen is given. Derivatized NPs can directly be labeled in one step with [99mTc(OH2)3(CO)3]+. AuNPs in particular are highly stable, a prerequisite for in vivo studies excluding misinterpretation of the biodistribution data. AuNPs with differing sizes (7 and 14 nm core diameter) were administered intravenously into nude NMRI mice bearing LNCaP xenografts. MicroSPECT images show for both probes rapid clearance from the blood pool through the hepatobiliary pathway. The 7 nm AuNPs revealed a significantly higher bone uptake than the 14 nm AuNPs. The high affinity towards bone mineral is further confirmed in vitro with hydroxyapatite.

Synthesis and evaluation of anti-tubercular and antibacterial activities of new 4-(2,6-dichlorobenzyloxy)phenyl thiazole, oxazole and imidazole derivatives. Part 2

A series of substituted 4-(2,6-dichlorobenzyloxy)phenyl thiazole, oxazole and imidazole derivatives were synthesized. The derivatives were screened for in vitro anti-tubercular activities against Mycobacterium tuberculosis H37Rv using the Microplate Alamar Blue Assay (MABA), and antibacterial activities with agar dilution method against clinical S. aureus, E. coli, S. pneumoniae and penicilin-resistant S. pneumoniae. Among 15 compounds, several thiazole derivatives exhibited good anti-tubercular activities with MIC values between 1 μM and 61.2 μM, and potent activities against S. pneumoniae with MIC values less than 0.134 μM. These studies suggest that the thiazole scaffold may serve as a new promising template for further elaboration as anti-tubercular and antibacterial drugs.

Method for the production of aminocyanoacetamide

A large-scale industrial process for the production of aminocyanoacetamide is disclosed. A starting material is cyanoacetic acid ester, which is treated with a nitrous acid in a first step to a corresponding hydroxy-iminocyanoacetic acid ester. The hydroxy-iminocyanoacetic acid ester is then hydrogenated and, in a following step, treated with ammonia for obtaining the final product aminocyanoacetamide.

The Oxidation of 6- and 7-Aryl-4(3H)-pteridinones by Immobilized Arthrobacter M-4 Cells Containing Xanthine Oxidase

The preparation of 6- and 7-(pX-phenyl)-4(3H)-pteridinones (X = H, CH3, OCH3) is described.The oxidation of these compounds by (immobilized) Arthrobacter M-4 cells containing xanthine oxidase has been studied.The oxidation monitored by uv spectroscopy usually goes fast, except for 7-(pX-phenyl)-4(3H)-pteridinones (X = CH3, OCH3), which are slowly oxidized.With bacterial cells immobilized in gelatine crosslinked with glutaraldehyde small laboratory-scale oxidations were carried out.Based on spectral data the products of the oxidation reactions are 6- and 7-aryllumazines.

Process for the production of aminocyanoacetic acid ethyl ester

In the process for the production of the ethyl ester of aminocyanoacetic acid by reduction of the ethyl ester of nitrosocyanoacetic acid, the improvement of hydrogenating the ethyl ester of nitrosocyanoacetic acid in a low-boiling polar solvent in the pre