129424-08-4

Basic information

• Product Name: 2-{1-methoxy-1-[3-(naphthalen-2-ylmethoxy)phenyl]propyl}-1,3-thiazole
• Synonyms: 1-(3-(Naphth-2-ylmethoxy)phenyl)-1-(thiazol-2-yl)propyl methyl ether; Thiazole, 2-(1-methoxy-1-(3-(2-naphthalenylmethoxy)phenyl)propyl)-
• CAS NO: 129424-08-4
• Molecular Formula: C₂₄H₂₃NO₂S
• Molecular Weight: 389.5099
• Mol File: 129424-08-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 544.2°C at 760 mmHg
• Flash Point: 282.9°C
• Density: 1.19g/cm³
• Vapor Pressure: 2.39E-11mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: 2-{1-methoxy-1-[3-(naphthalen-2-ylmethoxy)phenyl]propyl}-1,3-thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-{1-methoxy-1-[3-(naphthalen-2-ylmethoxy)phenyl]propyl}-1,3-thiazole(129424-08-4)
• EPA Substance Registry System: 2-{1-methoxy-1-[3-(naphthalen-2-ylmethoxy)phenyl]propyl}-1,3-thiazole(129424-08-4)

Safety Data

• Hazardous Substances Data: 129424-08-4(Hazardous Substances Data)

Usage

General Description

The chemical "2-{1-methoxy-1-[3-(naphthalen-2-ylmethoxy)phenyl]propyl}-1,3-thiazole" is a complex organic compound that contains a thiazole ring and a methoxy group. It also has a phenyl group attached to a propyl chain, with a naphthalene moiety linked to the phenyl group through an ether linkage. This chemical compound has potential applications in pharmaceuticals, agrochemicals, and materials science due to its diverse chemical structure and potential for biological activity. Further research and investigation are needed to fully understand the potential uses and properties of this compound.

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 134154-14-6 1-<3-(benzyloxy)phenyl>-1-(thiazol-2-yl)propyl methyl ether 
• 131610-00-9 1-<3-<(tert-butyldimethylsilyl)oxy>phenyl>-1-(thiazol-2-yl)propyl methyl ether 
• 134154-36-2 1-(3-Benzyloxy-phenyl)-1-thiazol-2-yl-propan-1-ol 
• 131626-01-2 1-hydroxy-1-<3-<(tert-butyldimethylsilyl)oxy>phenyl>-1-(thiazol-2-yl)propane 
• 134154-47-5 <3-(benzyloxy)phenyl>thiazol-2-ylmethanol 
• 134154-51-1 <3-(benzyloxy)phenyl> thiazol-2-yl ketone 
• 134154-50-0 3-(tert-butyldimethylsilyloxy)phenyl ethyl ketone 
• 1700-37-4 3-Benzyloxybenzaldehyde 
• 129424-07-3 3-<1-methoxy-1-(thiazol-2-yl)propyl>phenol 
• 939-26-4 2-bromomethylnaphthyl bromide 

Relevant articles and documents

Naphthalenic Lignan Lactones as Selective, Nonredox 5-Lipoxygenase Inhibitors. Synthesis and Biological Activity of (Methoxyalkyl)thiazole and Methoxytetrahydropyran Hybrids

Combinations of structural elements found in (methoxyalkyl)thiazole 1a and methoxytetrahydropyran 2a with a naphthalenic lignan lactone produce the potent 5-lipoxygenase (5-LO) inhibitors 3 and 4.While the nature of link Y-Z has a major effect on the in v

(Methoxyalkyl)thiazoles: A new series of potent, selective, and orally active 5-lipoxygenase inhibitors displaying high enantioselectivity

(Methoxyalkyl)thiazoles are novel 5-lipoxygenase (5-LPO) inhibitors that are neither redox agents nor iron chelators. Consideration of a hypothetical model of the enzyme active site led to this series which is exemplified by 1-[3(naphth-2-ylmethoxy)phenyl]-1-(thiazol-2-yl)propyl methyl ether (2d, ICI211965). 2d inhibits cell-free guinea pig 5-LPO activity, LTC4 synthesis in plasma free mouse macrophages, and LTB4 synthesis in rat and human blood (IC50s 0.1 μM, 8nM, 0.5 μM, and 0.4 μM, respectively) but does not inhibit the synthesis of cyclooxygenase products at concentrations up to 50 μM in macrophages and 100 μM in blood. 2d is orally active in rat (ex vivo ED50 10 mg/kg in blood taken in 1h after dosing). SAR studies show that high in vitro potency requires methoxy, thiazolyl, and naphthyl groups and depends critically on the substitution pattern. (Methoxyalkyl)thiazoles are chiral. Resolution of 1-methoxy-6-(naphth-2-ylmethoxy)-1-(thiazol-2-yl)indan (2j, ICl216800) shows that (+)-2j is 50-150-fold more potent than (-)-2j in in vitro assays. Thus, (methoxyalkyl)thiazoles are a new series of orally active, selective 5-LPO inhibitors and represent the first class of inhibitors in which inhibition is mediated by specific, enantioselective interactions with the enzyme.