21116-13-2

Usage

Uses

Used in Pharmaceutical Industry:
4-[(2-CHLOROBENZYL)OXY]ANILINE is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs and medicinal compounds.
Used in Dye Industry:
In the dye industry, 4-[(2-CHLOROBENZYL)OXY]ANILINE is used as an intermediate for the production of various dyes, taking advantage of its chemical structure to create a range of colorants.
Used in Organic Chemistry:
4-[(2-CHLOROBENZYL)OXY]ANILINE is used as a building block for various reactions in organic chemistry, enabling the creation of diverse organic compounds and contributing to the advancement of chemical research.
Used in Chemical Research and Synthesis:
As a reagent in chemical research and synthesis, 4-[(2-CHLOROBENZYL)OXY]ANILINE aids in conducting experiments and developing new synthetic pathways for the production of various chemical compounds.

InChI:InChI=1/C13H12ClNO/c14-13-4-2-1-3-10(13)9-16-12-7-5-11(15)6-8-12/h1-8H,9,15H2

Upstream product

• 1421229-94-8 4-((pivaloyloxy)amino)phenol 
• 611-17-6 1-bromomethyl-2-chlorobenzene 
• 1421229-81-3 N-(4-((2-chlorobenzyl)oxy)phenyl)-O-pivaloylhydroxylamine 
• 103-90-2 4-acetaminophenol 
• 611-19-8 1-chloro-2-(chloromethyl)benzene 
• 65890-78-0 C₁₅H₁₄ClNO₂ 
• 1043471-44-8 C₁₃H₁₂ClNO*ClH 
• 54840-15-2 4-N-tert-butoxycarbonylaminophenol 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 1416442-69-7 N-tertbutoxycarbonyl-(4-((2-chlorobenzyl)oxy)phenyl)amine 
• 100-02-7 4-nitro-phenol 
• 56532-65-1 2-chlorobenzyl-4-nitrophenyl ether 

Downstream Products

• 1416442-50-6 N-(5′-deoxy-α-thymidin-5′-yl)-N′-[4-(2-chlorobenzyloxy)-phenyl]urea 
• 1416442-60-8 N-(5'-deoxy-thymidin-5'-yl)-N'-(4-(2-chlorobenzyloxy)phenyl)urea 
• 1416442-84-6 C₁₄H₁₀ClNO₂ 
• 1277185-33-7 C₂₁H₁₇ClN₄O₃ 
• 1277185-38-2 C₂₁H₁₆ClN₃O₅ 
• 57181-09-6 2-Chloro-3-[4-(2-chloro-benzyloxy)-phenyl]-propionic acid ethyl ester 

Relevant academic research and scientific papers

Interaction of α-Thymidine Inhibitors with Thymidylate Kinase from Plasmodium falciparum

Plasmodium falciparum thymidylate kinase (PfTMK) is a critical enzyme in the de novo biosynthesis pathway of pyrimidine nucleotides. N-(5′-Deoxy-α-thymidin-5′-yl)-N′-[4-(2-chlorobenzyloxy)phenyl]urea was developed as an inhibitor of PfTMK and has been reported as an effective inhibitor of P. falciparum growth with an EC50 of 28 nM [Cui, H., et al. (2012) J. Med. Chem. 55, 10948-10957]. Using this compound as a scaffold, a number of derivatives were developed and, along with the original compound, were characterized in terms of their enzyme inhibition (Ki) and binding affinity (KD). Furthermore, the binding site of the synthesized compounds was investigated by a combination of mutagenesis and docking simulations. Although the reported compound is indicated to be highly effective in its inhibition of parasite growth, we observed significantly lower binding affinity and weaker inhibition of PfTMK than expected from the reported EC50. This suggests that significant structural optimization will be required for the use of this scaffold as an effective PfTMK inhibitor and that the inhibition of parasite growth is due to an off-target effect.

1,3-Benzothiazoles as Antimicrobial Agents

Starting from 2-amino-1,3-mercaptobenzothiazoles recently reported (1a, 1b, 1c, 1d, 1e, 1f, 1g, 1h), a series of the corresponding 2-mercapto-1,3-benzothiazole isosters (2a, 2b, 2c, 2d, 2e, 2f, 2g, 2h) were screened for their in vitro antibacterial and antifungal activities. Results underline that the presence of the mercapto moiety at the 2-position of the heterocyclic nucleus is crucial for activity against bacteria. The biological screening against Candida spp. identified commercial 2f as the most promising compound as antifungal against Candida albicans and tropicalis. Molecular modeling studies supported these results. Then, to enlarge structure-activity relationship (SAR) studies on series 1, newly synthesized compounds (1k, 1l, 1m, 1n, 1o, 1p) were reported. All the compounds belonging to this series and bearing a bulky substituent at the 6-position of the aryl moiety showed high antifungal activity.

DERIVATIVES OF PHENYL (THIO) UREA DEOXYTHYMIDINE AND USE THEREOF AS ANTIMALARIALS

Deoxythymidine derivatives according to formula (I) are disclosed. wherein: X may be O or S; and R1, R2, R3, R4 and R5 may each be independently selected from H, halo, C1-C6 alkyl, C1-C6 haloalkyl, nitro, phenyl, heteroaryl, substituted heteroaryl wherein the substituents may be C1-C6 alkyl or C1-C6 haloalkyl, benzyl, -CH2OAr, -OR6 and six-membered ring heterocyclic groups containing 1 or more O and/or N heteroatoms wherein any N heteroatom may be C1-C6 alkyl-substituted; and R6 may be selected from C1-C6 alkyl, phenyl, six-membered ring heterocyclic groups containing at least one O heteroatom, benzyl and substituted benzyl wherein the substituents may be halo, C1-C6 alkyl or C1-C6 alkoxy; R7 may be H or C1-C6 alkyl; and the stereochemistry of the bond depicted as ? is either α or β. Such derivatives have shown good inhibitory activity against malaria-causing parasites, e.g. Plasmodium falciparum, but have shown low levels of toxicity to human cells.

Synthesis and evaluation of α-thymidine analogues as novel antimalarials

Plasmodium falciparum thymidylate kinase (PfTMPK) is a key enzyme in pyrimidine nucleotide biosynthesis. 3-Trifluoromethyl-4-chloro-phenyl-urea- α-thymidine has been reported as an inhibitor of Mycobacterium tuberculosis TMPK (MtTMPK). Starting from this

Synthesis of a new series of aminomethylated 5-nitro-1H-benzo [d] imidazoles, 6-nitrobenzo [d] oxazol-2(3H)-ones and 4-nitroisoindoline-1,3-diones as antileishmanial and antimicrobial agents

4-(Chlorobenzyloxy) anilines were incorporated into 5-nitro-1H-benzo [d] imidazole, 6-nitrobenzo [d] oxazol-2(3H)-one and 4-nitroisoindoline-1,3-dione in the presence of 40% aq formaldehyde to furnish a new series of 5-nitro-1-(4-chlorobenzyloxy)-anilinomethyl-1 H-benzo [d] imidazoles /6-nitro-3-(4-(chlorobenzyloxy)-anilinomethyl)-benzo [d] oxazol-2(3H)-ones and 4-nitro-2-(4-chlorobenzyloxy)-anilinomethyl) isoindoline-1,3-diones (11-25). The structures of the compounds were established by means of elemental analysis and spectral data (IR & PMR). Compounds were screened for their antileishmanial and antimicrobial potential.