19514-92-2

Usage

Uses

Used in Pharmaceutical and Medicinal Chemistry:
N-(4-BENZYLOXY-PHENYL)-2-CHLORO-ACETAMIDE is used as an intermediate in the synthesis of pharmaceutical compounds for its potential to contribute to the development of new drugs. Its specific structural features allow it to be a key component in the creation of molecules with therapeutic properties.
Used in Organic Synthesis:
In the field of organic synthesis, N-(4-BENZYLOXY-PHENYL)-2-CHLORO-ACETAMIDE is used as a building block for the creation of complex organic molecules. Its versatility in reactions makes it suitable for the synthesis of a wide range of organic compounds, including those with potential applications in various industries.
Used in Research and Development:
N-(4-BENZYLOXY-PHENYL)-2-CHLORO-ACETAMIDE is also utilized in research and development settings to explore its chemical properties and potential interactions with other compounds. This helps in understanding its role in the synthesis of new organic materials and its possible applications in different fields.
Used in Chemical Education:
In educational settings, especially in chemistry, N-(4-BENZYLOXY-PHENYL)-2-CHLORO-ACETAMIDE can be used as a teaching aid to demonstrate the principles of organic synthesis and the importance of functional groups in determining the properties and reactivity of compounds.

InChI:InChI=1/C15H14ClNO2/c16-10-15(18)17-13-6-8-14(9-7-13)19-11-12-4-2-1-3-5-12/h1-9H,10-11H2,(H,17,18)

Upstream product

• 1145-76-2 benzyl 4-nitrophenyl ether 
• 100-44-7 benzyl chloride 
• 100-02-7 4-nitro-phenol 
• 51388-20-6 4-benzyloxyaniline hydrochloride 
• 79-04-9 chloroacetyl chloride 
• 6373-46-2 p-benzyloxyaniline 
• 1135-12-2 p-benzylaniline 

Downstream Products

• 777934-39-1 2-benzylamino-N-(4-benzyloxyphenyl)acetamide 
• 777934-43-7 (3R)-3-hydroxymethyl-4-(4-hydroxyphenyl)-5-oxopiperazine-1-carboxylic acid tert-butyl ester 
• 777934-42-6 (6R)-4-benzyl-1-(4-benzyloxyphenyl)-6-hydroxymethylpiperazin-2-one 
• 777934-41-5 2-{benzyl[(2S)-3-chloro-2-hydroxypropyl]amino}-N-(4-benzyloxyphenyl)acetamide 
• 1262058-65-0 C₁₅H₁₃ClN₂O₄ 
• 94437-32-8 N,N-diethyl-glycine-(4-benzyloxy-anilide) 
• 921616-58-2 N²-(2-hydroxyethyl)-N¹-{4-[(phenylmethyl)oxy]phenyl}glycinamide 

Relevant academic research and scientific papers

Structure based design, synthesis, and biological evaluation of imidazole derivatives targeting dihydropteroate synthase enzyme

In this study, we have designed and synthesized 2-((5-acetyl-1-(phenyl)-4-methyl-1H-imidazol-2-yl)thio)-N-(4-((benzyl)oxy)phenyl) acetamide derivatives. Antimicrobial activities of all the imidazole derivatives have been examined against Gram-positive and Gram-negative bacteria and results showed that the conjugates have appreciable antibacterial activity. Besides, several analogous were evaluated for their in vitro antiresistant bacterial strains such as Extended-spectrum beta-lactamases (ESBL), Vancomycin-resistant Enterococcus (VRE), and Methicillin-resistant Staphylococcus aureus (MRSA). The SAR revealed that the 12l compound resulted in potency against all bacterial strains as well as ESBL, VRE, and MRSA strains. Lipinski's rule of five, and ADME studies were preformed for all the synthesized compounds with Staphylococcus aureus dihydropteroate synthase (saDHPS) protein (PDB ID: 6CLV) and were found standard drug-likeness properties of conjugates. Moreover, the binding mode of the ligands with the protein study has been examined by molecular docking and results are quite promising. Besides, all the analogous were tested for their in vitro antituberculosis, antimalarial, and antioxidant activity.

Toward the discovery of dual HCMV-VZV inhibitors: Synthesis, structure activity relationship analysis, and cytotoxicity studies of long chained 2-uracil-3-yl-N-(4-phenoxyphenyl)acetamides

The need for novel therapeutic options to fight herpesvirus infections still persists. Herein we report the design, synthesis and antiviral evaluation of a new family of non-nucleoside antivirals, derived from 1-[ω-(4-bromophenoxy)alkyl]uracil derivatives - previously reported inhibitors of human cytomegalovirus (HCMV). Introduction of the N-(4-phenoxyphenyl)acetamide side chain at N3 increased their potency and widened activity spectrum. The most active compounds in the series exhibit submicromolar activity against different viral strains of HCMV and varicella zoster virus (VZV) replication in HEL cell cultures. Inactivity against other DNA and RNA viruses, including herpes simplex virus 1/2, points to a novel mechanism of antiviral action.

Synthesis and biological evaluation of 1H-benzimidazol-5-ols as potent HBV inhibitors

A new series of 1-methyl-1H-benzimidazol-5-ol derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. Some of the analogues in this series displayed inhibitory activity superior to lamivudine. Of them, compound 13b was the most potent one, showing an IC50 value of 7.8 μM and a SI value of 13.0. 2010 Published by Elsevier Ltd. All rights reserved.

4-Acyl-1-(4-aminoalkoxyphenyl)-2-ketopiperazines as a novel class of non-brain-penetrant histamine H3 receptor antagonists

A series of ketopiperazines were prepared and evaluated for their activity as histamine H3 antagonists. From investigation of the tertiary basic center in the aminopropyloxyphenyl template, the 2(R)-methylpyrrolidine was identified as the most

PIPERAZINONE DERIVATIVES USEFUL AS HISTAMINE H3 RECEPTOR ANTAGONISTS AND/OR INVERSE AGONISTS

The invention relates to compounds of formula (I) or salts and solvates thereof, processes for their preparation, to compositions containing them and to their use in the treatment of various disorders, such as allergic rhinitis, wherein R1 and

Practical synthesis of 1-aryl-6-(hydroxymethyl)-2-ketopiperazines via a 6-exo amide-epoxide cyclization

(Chemical Equation Presented) Chiral 1-aryl-6-(hydroxymethyl)-2- ketopiperazines can be prepared via an operationally simple, 6-exo epoxide ring-opening cyclization to form the ketopiperazine C6-N1 bond in high yields and with excellent enantiomeric purity.

PIPERAZINE DERIVATIVE RENIN INHIBITORS

Disclosed are piperazine derivatives, their manufacture and use as inhibitors of renin. Formula (I):