49629-37-0

Basic information

• Product Name: BUTTPARK 104\40-45
• Synonyms: BUTTPARK 104\40-45;2-(4-METHOXYBENZYLIDENE)-1-TETRALONE
• CAS NO: 49629-37-0
• Molecular Formula: C₁₈H₁₆O₂
• Molecular Weight: 264.32
• Mol File: 49629-37-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BUTTPARK 104\40-45(CAS DataBase Reference)
• NIST Chemistry Reference: BUTTPARK 104\40-45(49629-37-0)
• EPA Substance Registry System: BUTTPARK 104\40-45(49629-37-0)

Safety Data

• Hazardous Substances Data: 49629-37-0(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 14397-61-6 3,4-dihydronaphthalen-1(2H)-one-2,2-d₂ 
• 105-13-5 4-Methoxybenzyl alcohol 
• 771-29-9 1,2,3,4-tetrahydro-1-naphthyl hydroperoxide 
• 119-64-2 tetralin 

Downstream Products

• 78364-60-0 (3R,3aS)-3-(4-Methoxy-phenyl)-3,3a,4,5-tetrahydro-naphtho[1,2-c]isoxazole 
• 1396010-87-9 (R)-2-((R)-(benzylthio)(4-methoxyphenyl)methyl)-3,4-dihydronaphthalen-1(2H)-one 
• 49629-37-0 2-(4-methoxybenzylidene)-1-tetralone 
• 79566-35-1 2-(4-methoxyphenylmethyl)-3,4-dihydronaphthalen-1(2H)-one 

Relevant articles and documents

A class of 2-benzylene tetrahydronaphthalone derivatives and preparation methods and applications thereof

The present invention relates to the field of biotechnology, discloses a class of 2-benzylene tetrahydrophthalone derivatives and preparation methods and applications thereof. 2-Benzylene tetrahydronaphthalone derivative having the following structural formula, wherein R1 is selected from chlorine, bromine, iodine, alkyl, alkoxy, substituted or unsubstituted amino, alkylthio, alkyneoxy, hydroxy or hydroxymethyl group; R2, R3, R4 are hydrogen or carboxyl-containing substituents, and R2, R3, or R4 At least one of them is a carboxyl-containing substituent group. The present invention innovatively proposes a class of 2-benzylene tetrahydronaphthalone derivatives as a new skeleton of firefly luciferase inhibitors. A class of 2-benzylene tetrahydronaphthone derivatives of the present invention having a highly efficient inhibitor of nanomolar and a nanamol IC50; by competing with D- fluorescein reversibly inhibits firefly luciferase, and exhibits a high effect of firefly glowworm luciferase inhibition at the enzyme, intracellular and in vivo levels; at the same time, it is shown that it has good biocompatibility and application potential.

Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C═C and C═O bonds

3-Arylidenechroman-4-ones and 2-arylidene-1-tetralones are hydrogenated to cis-benzylic alcohols in dr's and er's up to 99:1 via a C═C and C═O one-pot reduction in the presence of 2-5 mol % Noyori-Ikariya-type RuII chiral complexes and HCO2Na as a hydroge

From Celecoxib to a Novel Class of Phosphodiesterase 5 Inhibitors: Trisubstituted Pyrazolines as Novel Phosphodiesterase 5 Inhibitors with Extremely High Potency and Phosphodiesterase Isozyme Selectivity

A ligand-based approach involving systematic modifications of a trisubstituted pyrazoline scaffold derived from the COX2 inhibitor, celecoxib, was used to develop novel PDE5 inhibitors. Novel pyrazolines were identified with potent PDE5 inhibitory activit

Tetralone derivatives are MIF tautomerase inhibitors and attenuate macrophage activation and amplify the hypothermic response in endotoxemic mice

Macrophage migration inhibitory factor (MIF) is a pro-inflammatory cytokine playing crucial role in immunity. MIF exerts a unique tautomerase enzymatic activity that has relevance concerning its multiple functions and its small molecule inhibitors have been proven to block its pro-inflammatory effects. Here we demonstrate that some of the E-2-arylmethylene-1-tetralones and their heteroanalogues efficiently bind to MIF’s active site and inhibit MIF tautomeric (enolase, ketolase activity) functions. A small set of the synthesised derivatives, namely compounds (4), (23), (24), (26) and (32), reduced inflammatory macrophage activation. Two of the selected compounds (24) and (26), however, markedly inhibited ROS and nitrite production, NF-κB activation, TNF-α, IL-6 and CCL-2 cytokine expression. Pre-treatment of mice with compound (24) exaggerated the hypothermic response to high dose of bacterial endotoxin. Our experiments suggest that tetralones and their derivatives inhibit MIF’s tautomeric functions and regulate macrophage activation and thermal changes in severe forms of systemic inflammation.

A simple iron-catalyst for alkenylation of ketones using primary alcohols

Herein, we developed a simple iron-catalyzed system for the α-alkenylation of ketones using primary alcohols. Such acceptor-less dehydrogenative coupling (ADC) of alcohols resulted in the synthesis of a series of important α,β-unsaturated functionalized ketones, having aryl, heteroaryl, alkyl, nitro, nitrile and trifluoro-methyl, as well as halogen moieties, with excellent yields and selectivity. Initial mechanistic studies, including deuterium labeling experiments, determination of rate and order of the reaction, and quantitative determination of H2 gas, were performed. The overall transformations produce water and dihydrogen as byproducts.

Ash of pomegranate peels (APP): A bio-waste heterogeneous catalyst for sustainable synthesis of α,α′-bis(substituted benzylidine)cycloalkanones and 2-arylidene-1-tetralones

Abstract: α,α′-bis(substituted benzylidene)cycloalkanones were efficiently prepared from variously substituted aldehydes and cycloalkanones in water by using ash of pomegranate peels (APP) as a catalyst. The APP-catalyst was obtained from bio-waste by simple thermal treatment to dry peels of pomegranate fruit and formation of its active phase was confirmed by FT-IR, XRD, XRF, EDX, SEM, DSC-TGA and BET techniques. The analysis revealed that the present catalyst has basic sites which promote the synthesis of desired products. The main attractions of our protocol are utilization of highly abundant bio-waste-derived catalyst and good-to-excellent yield in shortest reaction time. This green protocol was further extended for structurally diverse 2-arylidene-1-tetralones by condensation of equimolar quantity of aromatic aldehydes and 1-tetralone at low temperature. The catalyst could be quantitatively recovered and reused effectively for five times. Graphic abstract: [Figure not available: see fulltext.].

Radical C?N Borylation of Aromatic Amines Enabled by a Pyrylium Reagent

Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)?N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry-OTf) thus priming the amino group for reacti

Claisen-Schmidt, aza-Michael, cyclization via cascade strategy toward microwave promoted synthesis of imidazo[2,1-b]quinazolines

Imidazole blended quinazolines are having a wide run of potential applications in synthetic field. In this current investigation, we reported a modern synthesis with the help of non-conventional energy. Optimization parameters have been stabilized utilizi

Manganese(I)-Catalyzed α-Alkenylation of Ketones Using Primary Alcohols

A simple protocol of manganese catalyzed selective α-alkenylation of ketones using primary alcohols is reported. The reactions proceeded well with a low loading of catalyst (0.3 mol %). The overall transformation operates through O-H bond activation of pr

Basic Anion-Exchange Resin-Catalyzed Aldol Condensation of Aromatic Ketones with Aldehydes in Continuous Flow

A general method for the aldol condensation of aromatic ketones with aldehydes was developed under continuous-flow conditions using a commercially available, strongly basic anion-exchange resin (A26) as catalyst. This procedure, in addition to exhibiting a wide substrate scope, promoted carbon-carbon bond formation under mild conditions using a quasi-stoichiometric ratio of starting reagents with good to excellent yields, thereby forming a limited amount of waste and allowing the process to be applied to sequential-flow systems. A proof of concept was developed in the first fully heterogeneously catalyzed two-step flow synthesis of donepezil, which is a blockbuster commercial anti-Alzheimer's drug.