41791-59-7

Basic information

• Product Name: (1-BROMO-NAPHTHALEN-2-YLOXY)-ACETIC ACID
• Synonyms: Aceticacid, (1-bromo-2-naphthyloxy)- (5CI);Acetic acid,[(1-bromo-2-naphthalenyl)oxy]- (9CI);(1-Bromonaphthalen-2-yloxy)acetic acid;[(1-Bromo-2-naphthyl)oxy]acetic acid;[(1-Bromonaphthalen-2-yl)oxy]acetic acid;2-((1-Bromonaphthalen-2-yl)oxy)acetic acid;2-(1-Bromo-2-naphthyloxy)acetic acid;ZINC00096485;AC1MSPKJ;HMS1409I09;CID3563014
• CAS NO: 41791-59-7
• Molecular Formula: C₁₂H₉BrO₃
• Molecular Weight: 281.11
• Mol File: 41791-59-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 433.3 °C at 760 mmHg
• Flash Point: 215.9 °C
• Appearance: /
• Density: 1.607 g/cm³
• Vapor Pressure: 2.81E-08mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: (1-BROMO-NAPHTHALEN-2-YLOXY)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (1-BROMO-NAPHTHALEN-2-YLOXY)-ACETIC ACID(41791-59-7)
• EPA Substance Registry System: (1-BROMO-NAPHTHALEN-2-YLOXY)-ACETIC ACID(41791-59-7)

Safety Data

• Hazardous Substances Data: 41791-59-7(Hazardous Substances Data)

Usage

General Description

(1-Bromo-naphthalen-2-yloxy)-acetic acid is a chemical compound with the molecular formula C14H11BrO3. It is a derivative of naphthalene, with a bromo group attached to the 1 position and an acetic acid ester functionality at the 2 position. (1-BROMO-NAPHTHALEN-2-YLOXY)-ACETIC ACID is typically used as an intermediate in the synthesis of other organic compounds, and it may also have potential applications in pharmaceutical or agrochemical research. 1-bromo-naphthalen-2-yloxy)-acetic acid is a white to off-white solid with a molecular weight of 303.14 g/mol, and its physical and chemical properties make it suitable for use in various chemical reactions and processes.

InChI:InChI=1/C12H9BrO3/c13-12-9-4-2-1-3-8(9)5-6-10(12)16-7-11(14)15/h1-6H,7H2,(H,14,15)

Upstream product

• 573-97-7 1-bromo-2-naphthol 
• 105-36-2 ethyl bromoacetate 
• 79-11-8 chloroacetic acid 

Downstream Products

• 712325-30-9 2-[(1-bromonaphthalen-2-yl)oxy]-N-(pyridin-3-yl)acetamide 

Relevant articles and documents

Synthesis and herbicidal activities of aryloxyacetic acid derivatives as HPPD inhibitors

A series of aryloxyacetic acid derivatives were designed and synthesized as 4-hydoxyphenylpyruvate dioxygenase (HPPD) inhibitors. Preliminary bioassay results reveal that these derivatives are promising Arabidopsis thaliana HPPD (AtHPPD) inhibitors, in particular compounds I12 (Ki = 0.011 μM) and I23 (Ki = 0.012 μM), which exhibit similar activities to that of mesotrione, a commercial HPPD herbicide (Ki = 0.013 μM). Furthermore, the newly synthesized compounds show significant greenhouse herbicidal activities against tested weeds at dosages of 150 g ai/ha. In particular, II4 exhibited high herbicidal activity for pre-emergence treatment that was slightly better than that of mesotrione. In addition, compound II4 was safe for weed control in maize fields at a rate of 150 g ai/ha, and was identified as the most potent candidate for a novel HPPD inhibitor herbicide. The compounds described herein may provide useful guidance for the design of new HPPD inhibiting herbicides and their modification.

An Efficient One-Pot Synthesis of 2-(Aryloxyacetyl)cyclohexane-1,3-diones as Herbicidal 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is an important target for new bleaching herbicides discovery. As a continuous work to discover novel crop selective HPPD inhibitor, a series of 2-(aryloxyacetyl)cyclohexane-1,3-diones were rationally designed and synthesized by an efficient one-pot procedure using N,N′-carbonyldiimidazole (CDI), triethylamine, and acetone cyanohydrin in CH2Cl2. A total of 58 triketone compounds were synthesized in good to excellent yields. Some of the triketones displayed potent in vitro Arabidopsis thaliana HPPD (AtHPPD) inhibitory activity. 2-(2-((1-Bromonaphthalen-2-yl)oxy)acetyl)-3-hydroxycyclohex-2-en-1-one, II-13, displayed high, broad-spectrum, and postemergent herbicidal activity at the dosage of 37.5-150 g ai/ha, nearly as potent as mesotrione against some weeds. Furthermore, II-13 showed good crop safety against maize and canola at the rate of 150 g ai/ha, indicating that II-13 might have potential as a herbicide for weed control in maize and canola fields. II-13 is the first HPPD inhibitor showing good crop safety toward canola.

COMPOUNDS USEFUL IN THE TREATMENT OF INFLAMMATORY DISEASES

There are provided according to the invention, novel compounds of formula (I)wherein R, R, R, R, Rand Rare as defined in the specification, processes for preparing them, formulations containing them and their use in therapy for the treatment of inflammatory diseases.