102195-94-8

Basic information

• Product Name: 1-Fluoro-3-nitro-4-phenyl-butan-2-ol
• Synonyms: 1-Fluoro-3-nitro-4-phenyl-butan-2-ol
• CAS NO: 102195-94-8
• Molecular Formula: C₁₀H₁₂FNO₃
• Molecular Weight: 213.2055832
• Mol File: 102195-94-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Fluoro-3-nitro-4-phenyl-butan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Fluoro-3-nitro-4-phenyl-butan-2-ol(102195-94-8)
• EPA Substance Registry System: 1-Fluoro-3-nitro-4-phenyl-butan-2-ol(102195-94-8)

Safety Data

• Hazardous Substances Data: 102195-94-8(Hazardous Substances Data)

Usage

Structure

A derivative of phenylbutane with a fluorine atom, hydroxyl group, and nitro group attached to the carbon backbone.

Functional groups

Fluorine atom, hydroxyl group, and nitro group.

Potential applications

Organic synthesis and medicinal chemistry.

Chemical reactivity

The fluorine atom and nitro group could provide opportunities for chemical reactions and modifications.

Pharmacological properties

The phenyl group may contribute to its pharmacological properties.

Research and study

Further research and study are needed to fully understand the properties and potential uses of 1-Fluoro-2-hydroxy-3-nitro-4-phenylbutane.

Upstream product

• 1544-46-3 2-fluoroacetaldehyde 
• 6125-24-2 2-Phenylnitroethane 
• 5153-67-3 nitrostyrene 
• 430-73-9 2-fluoro-ethane-1,1-diol 

Downstream Products

• 102195-90-4 (S)-2-Acetylamino-4-methyl-pentanoic acid (1-benzyl-3-fluoro-2-oxo-propyl)-amide 
• 102583-45-9 (S)-2-Acetylamino-4-methyl-pentanoic acid (1-benzyl-3-fluoro-2-hydroxy-propyl)-amide 
• 197855-47-3 3,4-Dihydro-1H-isoquinoline-2-carboxylic acid [(S)-1-(1-benzyl-3-fluoro-2-hydroxy-propylcarbamoyl)-3-methyl-butyl]-amide 
• 197855-45-1 (S)-4-Methyl-2-(morpholine-4-sulfonylamino)-pentanoic acid (1-benzyl-3-fluoro-2-hydroxy-propyl)-amide 
• 197855-46-2 (S)-2-(3-Benzyl-ureido)-4-methyl-pentanoic acid (1-benzyl-3-fluoro-2-hydroxy-propyl)-amide 
• 197855-42-8 [(S)-1-(1-Benzyl-3-fluoro-2-hydroxy-propylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester 
• 197855-50-8 [(S)-1-(1-Benzyl-3-fluoro-2-oxo-propylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester 
• 197855-44-0 [(S)-1-(1-Benzyl-3-fluoro-2-hydroxy-propylcarbamoyl)-3-methyl-butyl]-carbamic acid tert-butyl ester 
• 105608-78-4 3-Amino-1-fluoro-2-hydroxy-4-phenylbutane 
• 106943-10-6 3-Amino-1-fluoro-4-phenyl-butan-2-ol; hydrochloride 

Relevant articles and documents

Synthesis and biological activity of a series of potent fluoromethyl ketone inhibitors of recombinant human calpain I

Calpain I, an intracellular cysteine protease, has been implicated in the neurodegeneration following an episode of stroke. In this paper, we report on a series of potent dipeptide fluoromethyl ketone inhibitors of recombinant human calpain I (rh calpain I). SAR studies revealed that while calpain I tolerates a variety of hydrophobic groups at the P1 site, Leu at P2 is preferred. However, the nature of the N-terminal capping group has a significant effect on the inhibitory activity of this series of compounds. Compound 4e [(1,2,3,4-tetrahydroisoquinolin-2-yl)carbonyl-Leu-D,L-Phe- CH2F], having a tetrahydroisoquinoline containing urea as the N-terminal capping group, is the most potent dipeptide fluoromethyl ketone inhibitor of calpain 1 (with a second-order rate constant for inactivation of 276 000 M- 1 s-1) yet reported; tripeptide 4k (Cbz-Leu-Leu-D,L-Phe-CH2F) is equipotent. A number of compounds presented in this study displayed excellent selectivity for calpain I over cathepsins B and L, two related cysteine proteases. Compounds which exhibited good inhibitory activity in the assay against isolated rh calpain I also inhibited intracellular calpain I in a human cell line. Thus, in an intact cell assay, compounds 4e and 4k inhibited calpain I with IC50 values of 0.2 and 0.1 μM, respectively. Finally, we also disclose the first example of fluorination of a dipeptide enol silyl ether to generate the corresponding dipeptide fluoromethyl ketone.

Multicatalytic protease inhibitors

Disclosed herein are inhibitors of the multicatalytic protease enzyme which are represented by the general formula: STR1 Constituent members and preferred constituent members are disclosed herein. Methodologies for making and using the disclosed compounds are also set forth herein.

A VERSATILE SYNTHESIS OF PEPTIDYL FLUOROMETHYL KETONES

A versatile synthesis of peptidyl fluoromethyl ketones with potential as serine protease inhibitors is described.