103438-90-0

Basic information

• Product Name: 3-BENZYLOXY-2-FLUOROBENZALDEHYDE
• Synonyms: 3-BENZYLOXY-2-FLUOROBENZALDEHYDE
• CAS NO: 103438-90-0
• Molecular Formula: C₁₄H₁₁FO₂
• Molecular Weight: 230.23
• Mol File: 103438-90-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-BENZYLOXY-2-FLUOROBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BENZYLOXY-2-FLUOROBENZALDEHYDE(103438-90-0)
• EPA Substance Registry System: 3-BENZYLOXY-2-FLUOROBENZALDEHYDE(103438-90-0)

Safety Data

• Hazardous Substances Data: 103438-90-0(Hazardous Substances Data)

Upstream product

• 103438-87-5 2-amino-3-methoxybenzaldehyde dimethyl acetal 
• 103438-89-7 tert-Butyl-(2-fluoro-phenoxy)-dimethyl-silane 
• 103438-88-6 2-fluoro-3-methoxybenzaldehyde 
• 367-12-4 2-fluorophenol 
• 100-39-0 benzyl bromide 
• 103438-86-4 2-fluoro-3-hydroxybenzaldehyde 
• 113984-69-3 3-(tert-Butyl-dimethyl-silanyloxy)-2-fluoro-benzaldehyde 

Downstream Products

• 850644-12-1 (3-benzyloxy-2-fluorophenyl)-(3-chloropyrazin-2-yl)-carbinol 
• 287715-11-1 methyl-2-azido-3-(2-fluoro-3-benzyloxyphenyl)propenoate 
• 103439-01-6 1-(3-Benzyloxy-2-fluoro-phenyl)-2-methylamino-ethanol 
• 103438-97-7 N-[2-(3-Benzyloxy-2-fluoro-phenyl)-2-hydroxy-ethyl]-formamide 
• 103438-94-4 2-Amino-1-(3-benzyloxy-2-fluoro-phenyl)-ethanol 

Relevant articles and documents

IMIDAZOPYRAZINE TYROSINE KINASE INHIBITORS

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Indole derivatives as mcp-1 receptor antagonists

A compound of formula (I) wherein: R1 is hydrogen, halo or methoxy; R2 is hydrogen, halo, methyl, ethyl or methoxy; R3 is a halo group or a trifluoromethyl group; R4 is a halo group or a trifluoromethyl group; R5 is hydrogen or halo; R6 is hydrogen or halo; provided that when R5 and R6 are both hydrogen, and one of R3 or R4 is chloro or fluoro, then the other is not chloro or fluoro; or a pharmaceutically acceptable salt or prodrug thereof. These compounds have useful activity for the treatment of inflammatory disease, specifically in antagonising an MCP-1 mediated effect in a warm-blooded animal such as a human being.

Synthesis and Adrenergic Activity of Ring-Fluorinated Phenylephrines

2-Fluoro-, 4-fluoro-, and 6-fluorophenylephrine (6-FPE) were synthesized from the corresponding fluorinated 3-hydroxybenzaldehydes.New routes to 2-fluoro- and 6-fluoro-3-hydroxybenzaldehydes were developed based on regioselective lithiation of 2- and 4-fluorobenzene ortho to fluorine.As with norepinephrine and isoproterenol analogues, the adrenergic properties of phenylephrine were markedly altered by ring fluorination.The order of potency of the fluoro analogues as α1-adrenergic agonists in the stimulation of contraction of aorticstrips and of phosphatidylinositol turnover and potentiation of cyclic AMP accumulation in guinea pig synaptoneurosomes was 6-FPE > PE > 4-FPE > 2-FPE.The same pattern was observed for the displacement of radioligands specific for α1- and α2-adrenergic receptors on brain membranes.The order of potency for the displacement of 3H>dihydroalprenolol, a β-specific adrenergic ligand from brain membranes, was 2-FPE > 4-FPE = PE >> 6-FPE. 6-FPE was much more selective for α-adrenergic receptors compared to β-receptors than was phenylephrine.A rationale for the observed fluorine-induced alterations in potency and selectivity of the FPEs for α- and β-adrenergic systems is presented based on fluorine-induced conformations due to electrostatic repulsion of fluorine and the benzyl hydroxyl group.