70977-85-4

Basic information

• Product Name: 1-(3-amino-5-bromo-2-hydroxyphenyl)ethanone
• Synonyms: 1-(3-amino-5-bromo-2-hydroxyphenyl)ethanone;3'-Amino-5'-bromo-2'-hydroxy acetophenone
• CAS NO: 70977-85-4
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.07
• Mol File: 70977-85-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 99–102°C
• Boiling Point: 344.1±42.0 °C(Predicted)
• Appearance: /
• Density: 1.668±0.06 g/cm3(Predicted)
• PKA: 9.40±0.23(Predicted)
• CAS DataBase Reference: 1-(3-amino-5-bromo-2-hydroxyphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-amino-5-bromo-2-hydroxyphenyl)ethanone(70977-85-4)
• EPA Substance Registry System: 1-(3-amino-5-bromo-2-hydroxyphenyl)ethanone(70977-85-4)

Safety Data

• Hazardous Substances Data: 70977-85-4(Hazardous Substances Data)

Usage

Preparation

Preparation by reaction of 20% aqueous titanium trichloride solution on 5-bromo-2-hydroxy-3-nitroacetophenone in toluene, at r.t., in a sealed tube (31%).

Upstream product

• 95-55-6 2-amino-phenol 
• 107986-49-2 N-(5-bromo-2-hydroxyphenyl)acetamide 
• 614-80-2 2-(acetylamino)phenol 
• 70978-54-0 5'-bromo-2'-hydroxy-3'-nitroacetophenone 

Downstream Products

• 70977-72-9 3'-Amino-2'-hydroxyacetophenone 
• 70977-47-8 1H-tetrazole-5-carboxylic acid 3-acetyl-5-bromo-2-hydroxy-anilide 
• 70977-97-8 1-(4-methoxy-benzyl)-1H-tetrazole-5-carboxylic acid 3-acetyl-5-bromo-2-hydroxy-anilide 

Relevant articles and documents

Method for preparing pranlukast key intermediate 3-amino-2-hydroxyacetophenone

The invention provides a method for preparing a pranlukast key intermediate 3-amino-2-hydroxyacetophenone. The method takes 2-aminophenol as an initial raw material, 2-aminophenol and acetic anhydride are subjected to a synthesis reaction in water to obtain 2-acetaminophenol, then 2-acetamido-4-bromophenol is prepared by 2-ace-taminophenol and NBS under room temperature, 2-hydroxy-3-amino-5-bromoacetophenone is prepared by a Hoesch reaction, finally 2-hydroxy-3-amino-5-bromoacetophenone is dissolved in ethanol, and a Pd/C is added for catalytic hydrogenation and bromine removal to obtain the 3-amino-2-hydroxyacetophenone. The raw materials have the advantages of low cost, easy acquisition, diversified raw material selection, easy realization of production technology, and easy control, the purity of the final product is high, no dangerous process is generated, the equipment is simple, the synthesis route is novel, the synthesis route is short, the production power is increased, and production processing cost is reduced.

SUBSTITUTED HYDROXYETHYL AMINE COMPOUNDS AS BETA-SECRETASE MODULATORS AND METHODS OF USE

The present invention comprises a new class of compounds useful for the modulation of Beta-secretase enzyme activity and for the treatment of Beta-secretase mediated diseases, including Alzheimer's disease (AD) and related conditions. In one embodiment, the compounds have a general Formula (I) I wherein R1, R2, R3, R4, R5, A1, A2, A3, A4, X and Z are defined herein. The invention also includes use of these compounds in pharmaceutical compositions for treatment, prophylactic or therapeutic, of disorders and conditions related to the activity of beta-secretase protein. Such disorders include, for example, Alzheimer's Disease (AD), cognitive deficits and impairment, schizophrenia and other similar central nervous system conditions. The invention also comprises further embodiments of Formula II, intermediates and processes useful for the preparation of compounds of Formulas I and II.

SUBSTITUTED HYDROXYETHYL AMINE COMPOUNDS AS BETA-SECRETASE MODULATORS AND METHODS OF USE

The present invention comprises a new class of compounds useful for the modulation of Beta-secretase enzyme activity and for the treatment of Beta-secretase mediated diseases, including Alzheimer's disease (AD) and related conditions. In one embodiment, the compounds have a general Formula I or Formula II wherein RIa, RIb, RIc, B, R3, R4, R5 and W of Formula I, and RIa, RIb, RIc, R2, R2a, R3, R4, R5, R6, Al, A2, A3, A4, W, X, Z, m and n of Formula II are defined herein.