2577-72-2

Basic information

• Product Name: METABROMSALON
• Synonyms: 3,5-dibromo-salicylanilid;3,5-dibromosalicylanilide;3,5-dibromosalicylanilide.;metabromsalanum;nsc-526280;Benzamide, 3,5-dibromo-N-phenyl-2-hydroxy;metabromsalan;3,5-Dibromo-2-hydroxy-N-phenylbenzamide
• CAS NO: 2577-72-2
• Molecular Formula: C₁₃H₉Br₂NO₂
• Molecular Weight: 371.02406
• EINECS: 219-933-1
• Mol File: 2577-72-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 137-138 °C
• Boiling Point: 369.5°Cat760mmHg
• Flash Point: 177.2°C
• Appearance: /
• Density: 1.863g/cm³
• Vapor Pressure: 0.000185mmHg at 25°C
• Refractive Index: 1.656
• PKA: 5.01±0.23(Predicted)
• CAS DataBase Reference: METABROMSALON(CAS DataBase Reference)
• NIST Chemistry Reference: METABROMSALON(2577-72-2)
• EPA Substance Registry System: METABROMSALON(2577-72-2)

Safety Data

• Hazardous Substances Data: 2577-72-2(Hazardous Substances Data)

Usage

Uses

Disinfectant.

InChI:InChI=1/C15H16N2O/c1-10-8-11(2)14(9-13(10)16)17-15(18)12-6-4-3-5-7-12/h3-9H,16H2,1-2H3,(H,17,18)

Upstream product

• 13130-23-9 3,5-dibromo-2-methoxybenzoic acid 
• 62-53-3 aniline 
• 320-72-9 3,5-dichlorosalicylic acid 
• 39075-92-8 3,5-dibromo-2-hydroxy-benzoyl chloride 
• 111277-21-5 3,5-dibromo-2-hydroxy-benzophenone-(Z)-oxime 
• 111277-21-5 3,5-dibromo-2-hydroxy-benzophenone-(E)-oxime 
• 89892-33-1 3,5-Dibromo-2-methoxy-benzoyl chloride 
• 15790-59-7 3,5-dibromo-2-methoxy-benzoic acid methyl ester 
• 3147-55-5 3,5-dibromosalicylic acid 

Relevant articles and documents

COMPOUNDS AND METHODS OF INHIBITING BACTERIAL CHAPERONIN SYSTEMS

The present disclosure relates to novel compounds and methods of killing or inhibiting the growth of bacteria. In some embodiments, a method of killing or inhibiting the growth of bacteria is provided. The method comprises administering a compound of formula I or a pharmaceutically acceptable salt thereof to bacteria. In some embodiments, a method of killing or inhibiting the growth of bacteria is provided. The method comprises administering an anthelmintic to bacteria.

5-Bromo- and 3,5-dibromo-2-hydroxy-N-phenylbenzamides - Inhibitors of photosynthesis

5-Bromo-(Br-PBA) and 3,5-dibromo-2-hydroxy-N-phenylbenzamides (Br 2-PBA) inhibited photosynthetic electron transport (PET) and their inhibitory efficiency depended on the compound lipophilicity as well as on the electronic properties of the R substituent in the N-phenyl moiety. Br-PBA showed higher PET inhibiting activity than Br2-PBA with the same R substituent. The most effective inhibitors in the tested series were the derivatives with R = 3-F (Br-PBA; IC50 = 4.3 μmol dm-3) and R = 3-Cl (Br2-PBA; IC50 = 8.6 μmol dm -3). Bilinear dependence of the PET inhibiting activity on the lipophilicity of the compounds as well as on the Hammett constant, σ, of the R substituent was observed for both investigated series. Using EPR spectroscopy it was found that the site of action of the tested compounds in the photosynthetic apparatus is situated on the donor side of PS 2, in D · or in the Z·/D· intermediates. Interaction of the studied compounds with chlorophyll a and aromatic amino acids present in the pigment-protein complexes mainly in photosystem 2 was documented by fluorescence spectroscopy.

Design, synthesis, and biological activities of closantel analogues: Structural promiscuity and its impact on onchocerca volvulus

Onchocerciasis, or river blindness, is a neglected tropical disease that affects more than 37 million people worldwide, primarily in Africa and Central and South America. We have disclosed evidence that the larval-stage-specific chitinase, OvCHT1, may be a potential biological target for affecting nematode development. On the basis of screening efforts, closantel, a known anthelmintic drug, was discovered as a potent and highly specific OvCHT1 inhibitor. Originally, closantel's anthelmintic mode of action was believed to rely solely on its role as a proton ionophore; thus, the impact of each of its biological activities on O. volvulus L3moltingwas investigated. Structure-activity relationship studies on an active closantel fragment are detailed, and remarkably, by use of a simple salicylanilide scaffold, compounds acting only as protonophores or chitinase inhibitors were identified. From these data, unexpected synergistic protonophore and chitinase inhibition activities have also been found to be critical for molting in O. volvulus L3 larvae.