1123172-89-3

Basic information

• Product Name: (3,5-difluoro-4-nitrophenyl)Methanol
• Synonyms: 3,5-Difluoro-4-nitrobenzyl Alcohol;3,5-Difluoro-4-nitrobenzenemethanol;(3,5-difluoro-4-nitrophenyl)Methanol;Benzenemethanol, 3,5-difluoro-4-nitro-
• CAS NO: 1123172-89-3
• Molecular Formula: C₇H₅F₂NO₃
• Molecular Weight: 189.12
• Mol File: 1123172-89-3.mol

Chemical Properties

• Boiling Point: 327.2±37.0 °C(Predicted)
• Appearance: /
• Density: 1.531±0.06 g/cm3 (20 oC 760 Torr)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.93±0.10(Predicted)
• CAS DataBase Reference: (3,5-difluoro-4-nitrophenyl)Methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (3,5-difluoro-4-nitrophenyl)Methanol(1123172-89-3)
• EPA Substance Registry System: (3,5-difluoro-4-nitrophenyl)Methanol(1123172-89-3)

Safety Data

• Hazardous Substances Data: 1123172-89-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(3,5-difluoro-4-nitrophenyl)methanol is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its ability to undergo multiple reactions allows for the creation of a wide array of compounds with potential therapeutic and pesticidal properties.
Used in Organic Chemistry Research:
As a versatile building block, (3,5-difluoro-4-nitrophenyl)methanol is utilized in organic chemistry for research and development purposes. It aids in exploring new reaction pathways and the synthesis of novel organic compounds.
Used in the Development of New Drugs:
Owing to its strong antibacterial and antiviral properties, (3,5-difluoro-4-nitrophenyl)methanol is used as a starting material in the development of new drugs and medications designed to combat various infectious diseases.
Used in the Production of Dyes and Pigments:
(3,5-difluoro-4-nitrophenyl)methanol is employed as a raw material in the manufacturing process of various dyes and pigments, contributing to the coloration and properties of these products.
Used in the Synthesis of Fine Chemicals:
(3,5-difluoro-4-nitrophenyl)methanol is also used in the synthesis of fine chemicals, which are high-purity, specialty chemicals used in various applications such as fragrances, flavors, and other industries requiring high-quality chemical inputs.

Upstream product

• 1123172-87-1 methyl 3,5-difluoro-4-nitrobenzoate 
• 147808-42-2 5-bromo-1,3-difluoro-2-nitro-benzene 
• 67567-26-4 4-bromo-2,6-difluoroaniline 

Downstream Products

• 1123172-90-6 5-(bromomethyl)-1,3-difluoro-2-nitro-benzene 
• 1367877-91-5 (3S,4S,5R)-3-(4-amino-3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzyl)-4-hydroxy-5-(((5-neopentylisoxazol-3-yl)methyl)amino)tetrahydro-2H-thiopyran 1,1-dioxide 
• 1367877-90-4 (3S,4S,5R)-3-(4-amino-3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzyl)-4-hydroxy-5-(((1-neopentyl-1H-pyrazol-4-yl)methyl)amino)tetrahydro-2H-thiopyran 1,1-dioxide 
• 1367877-89-1 (3S,4S,5R)-3-(4-amino-3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzyl)-4-hydroxy-5-((3-(trifluoromethoxy)benzyl)amino)tetrahydro-2H-thiopyran 1,1-dioxide 
• 1367877-85-7 (3R,4S,5S)-3-amino-5-(4-amino-3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide 
• 1367877-87-9 (3S,4S,5R)-3-(4-amino-3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzyl)-4-hydroxy-5-((3-(2-hydroxypropan-2-yl)benzyl)amino)tetrahydro-2H-thiopyran 1,1-dioxide 
• 1367877-86-8 (3S,4S,5R)-3-(4-amino-3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)benzyl)-5-(((4-(tertbutyl)pyridin-2-yl)methyl)amino)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide 
• 1204343-95-2 C₂₇H₃₄F₄N₂O₇S 
• 1123340-12-4 C₂₅H₃₂F₄N₂O₄S 
• 1123173-03-4 (3R,4S,5S)-3-(3-tert-butyl-benzylamino)-5-[3-fluoro-4-nitro-5-(2,2,2-trifluoro-ethoxy)-benzyl]-1,1-dioxo-hexahydro-1λ6-thiopyran-4-ol 
• 1204343-92-9 (3R,4S,5S)-3-amino-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide hydrochloride 
• 1204343-91-8 tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxy-1,1-dioxidotetrahydro-2Hthiopyran-3-yl)carbamate 
• 1204343-90-7 tert-butyl ((3R,4S,5S)-5-(3-fluoro-5-((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)-4-nitrobenzyl)-4-hydroxytetrahydro-2H-thiopyran-3-yl)carbamate 
• 1204343-19-0 (3S,4S,5R)-3-(4-amino-3-(((S)-3-ethoxy-1,1,1-trifluoropropan-2-yl)oxy)-5-fluorobenzyl)-5-((3-(tert-butyl)benzyl)amino)-4-hydroxytetrahydro-2H-thiopyran 1,1-dioxide 

Relevant articles and documents

Discovery of cyclic sulfone hydroxyethylamines as potent and selective β-site APP-cleaving enzyme 1 (BACE1) inhibitors: Structure-based design and in vivo reduction of amyloid β-peptides

Structure-based design of a series of cyclic hydroxyethylamine BACE1 inhibitors allowed the rational incorporation of prime- and nonprime-side fragments to a central core template without any amide functionality. The core scaffold selection and the structure-activity relationship development were supported by molecular modeling studies and by X-ray analysis of BACE1 complexes with various ligands to expedite the optimization of the series. The direct extension from P1-aryl- and heteroaryl moieties into the S3 binding pocket allowed the enhancement of potency and selectivity over cathepsin D. Restraining the design and synthesis of compounds to a physicochemical property space consistent with central nervous system drugs led to inhibitors with improved blood-brain barrier permeability. Guided by structure-based optimization, we were able to obtain highly potent compounds such as 60p with enzymatic and cellular IC50 values of 2 and 50 nM, respectively, and with >200-fold selectivity over cathepsin D. Pharmacodynamic studies in APP51/16 transgenic mice at oral doses of 180 μmol/kg demonstrated significant reduction of brain Aβ levels.

AMINOBENZYL-SUBSTITUTED CYCLIC SULFONES USEFUL AS BACE INHIBITORS

The invention relates to novel heterocyclic compounds of the formula in which all of the variables are as defined in the specification, in free form or in salt form, to their preparation, to their use as medicaments and to medicaments comprising them.