1020986-38-2

Basic information

• Product Name: ethyl 2-((3,4,5-trimethoxyphenyl)amino)acetate
• Synonyms: ethyl 2-((3,4,5-trimethoxyphenyl)amino)acetate
• CAS NO: 1020986-38-2
• Molecular Weight: 269.298
• Mol File: 1020986-38-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ethyl 2-((3,4,5-trimethoxyphenyl)amino)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-((3,4,5-trimethoxyphenyl)amino)acetate(1020986-38-2)
• EPA Substance Registry System: ethyl 2-((3,4,5-trimethoxyphenyl)amino)acetate(1020986-38-2)

Safety Data

• Hazardous Substances Data: 1020986-38-2(Hazardous Substances Data)

Upstream product

• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 
• 105-36-2 ethyl bromoacetate 
• 24313-88-0 3,4,5-Trimethoxyaniline 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 86323-92-4 [(3-Mercapto-2-methyl-propionyl)-(3,4,5-trimethoxy-phenyl)-amino]-acetic acid 

Relevant articles and documents

Water-Involved Ring-Opening of 4-Phenyl-1,2,4-triazoline-3,5-dione for “Photo-Clicked” Access to Carbamoyl Formazan Photoswitches In Situ

Cyclic azodicarbonyl derivatives, particularly 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD), commonly serve as arenophile, dienophile, enophile and electrophile. Perplexed by its instability in aqueous environment, there are few studies focused on the transient intermediate produced by hydrolysis of PTAD to achieve synthetic significance. Herein, we describe a “photo-click” method that involves nitrile imine (NI) from diarylsydnone to capture the diazenecarbonyl-phenyl-carbamic acid (DACPA) generated by water-promoted ring-opening of PTAD. DFT calculation reveal that H-bonding interactions between PTAD and water are vital to form DACPA which exhibited an umpolung effect during ligation by nature bond orbit (NBO) analysis. The ultra-fast ligation resulted in carbamoyl formazans, as a unique Z?E photo-switchable linker on target molecules, including peptide and drugs, with excellent anti-fatigue performance. This strategy is showcased to construct highly functionalized carbamoyl formazans in situ for photo-pharmacology and material studies, which also expands the chemistry of PTAD in aqueous media.

Angiotensin converting enzyme inhibitors: N-substituted monocyclic and bicyclic amino acid derivatives

The synthesis of N-(3-mercaptopropionyl)-N-arylglycines (14a-x), -N-arylalanines (15a,b), -N-cycloalkylglycines (16a-k), and -1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids (17a-d), -1,2,3,4-tetrahydroquinoline-2-carboxylic acids (18a-f), and -indoline-2-carboxylic acids (19a-k) is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship for each series is discussed. The in vivo inhibition of ACE and antihypertensive effects of representative compounds from each series are discussed. The most potent compound, 19d, had an in vitro ACE IC50 of 2.6 x 10-9 M and lowered blood pressure in spontaneous hypertensive rats 85 mm at a dose of 10 mg/kg po.