40925-68-6 Usage
Description
2-Amino-4-bromophenol is an organic compound that features an amino group attached to a bromophenol structure. It is characterized by its reactivity and functional groups, which make it a versatile building block in organic synthesis and a key intermediate in the production of various pharmaceuticals and agrochemicals.
Uses
Used in Pharmaceutical Industry:
2-Amino-4-bromophenol is used as a reactant for the preparation of (aryl)oxadiazolobenzoxazinones via the Suzuki-Miyaura reaction. This reaction is a widely used method for the formation of carbon-carbon bonds, particularly in the synthesis of complex organic molecules and pharmaceutical compounds.
2-Amino-4-bromophenol is also used as a reactant in the copper-catalyzed oxidative amination of benzoxazoles and related azoles via C-H and C-N bond activation. This process allows for the efficient synthesis of a variety of nitrogen-containing heterocycles, which are important in the development of new drugs and pharmaceutical agents.
In the field of medicinal chemistry, 2-Amino-4-bromophenol is used as a reactant for the synthesis of N-(alkoxyphenyl)-aminocarbonylbenzoic acid derivatives. These compounds serve as protein tyrosine phosphatase 1B inhibitors, which are of interest in the treatment of various diseases, including diabetes and obesity.
Used in Agrochemical Industry:
2-Amino-4-bromophenol is used as a reactant in the preparation of lipophilic deoxy-xylulose-phosphate reductoisomerase inhibitors. These inhibitors are important in the development of new agrochemicals, particularly those targeting plant pathogens and pests.
Additionally, 2-Amino-4-bromophenol is used in the synthesis of benzoxazole benzenesulfonamides, which act as allosteric inhibitors of fructose-1,6-bisphosphatase. These compounds have potential applications in the development of new agrochemicals for the control of plant diseases and pests.
Check Digit Verification of cas no
The CAS Registry Mumber 40925-68-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 4,0,9,2 and 5 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 40925-68:
(7*4)+(6*0)+(5*9)+(4*2)+(3*5)+(2*6)+(1*8)=116
116 % 10 = 6
So 40925-68-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H6BrNO/c7-4-1-2-6(9)5(8)3-4/h1-3,9H,8H2
40925-68-6Relevant articles and documents
5-aryl substituted 2-aminobenzoxazole derivative and preparation method and application thereof
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Paragraph 0038-0041, (2021/01/24)
The invention discloses a 5-aryl substituted 2-aminobenzoxazole derivative and a preparation method and application thereof, and belongs to the technical field of pesticides, the 5-aryl substituted 2-aminobenzoxazole derivative is characterized in that th
(±)-trans-2-phenyl-2,3-dihydrobenzofurans as leishmanicidal agents: Synthesis, in vitro evaluation and SAR analysis
Bernal, Freddy A.,Gerhards, Marcel,Kaiser, Marcel,Wünsch, Bernhard,Schmidt, Thomas J.
, (2020/08/06)
Leishmaniasis, a neglected tropical disease caused by parasites of the genus Leishmania, causes a serious burden of disease around the world, represents a threat to the life of millions of people, and therefore is a major public health problem. More effective and non-toxic new treatments are required, especially for visceral leishmaniasis, the most severe form of the disease. On the backdrop that dihydrobenzofurans have previously shown antileishmanial activity, we present here the synthesis of a set of seventy trans-2-phenyl-2,3-dihydrobenzofurans and evaluation of their in vitro activity against Leishmania donovani as well as a discussion of structure-activity relationships. Compounds 8m-o and 8r displayed the highest potency (IC50 4.6). Nonetheless, structural optimization as further requirement was inferred from the high clearance of the most potent compound (8m) observed during determination in vitro of its metabolic stability. On the other hand, chiral separation of 8m and subsequent biological evaluation of its enantiomers demonstrated no effect of chirality on activity and cytotoxicity. Holistic analysis of in silico ADME-like properties and ligand efficiency metrics by a simple scoring function estimating druglikeness highlighted compounds 16c, 18 and 23 as promising candidates for further development. Overall, the potential of trans-2-phenyl-2,3-dihydrobenzofurans as leishmanicidal agents was confirmed.
HETEROCYCLIC COMPOUNDS AS ADENOSINE ANTAGONISTS
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, (2019/02/05)
Aminopyrazine compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.
