57404-87-2

Upstream product

• 67-56-1 methanol 
• 112929-83-6 (3-methoxy-1-naphthyl)methyltrimethylammonium chloride 
• 917-64-6 methyl magnesium iodide 
• 4900-66-7 2-methoxy-1-nitronaphthalene 
• 108-86-1 bromobenzene 
• 10556-93-1 4-methoxypent-3-en-2-one 
• 344560-50-5 2-Methoxy-4-methyl-1-nitro-1,4-dihydro-naphthalene 
• 26207-06-7 4-methylnaphthalen-2-ol 
• 77-78-1 dimethyl sulfate 
• 5111-34-2 1-bromo-3-methoxy-naphthalene 
• 107098-25-9 (3-methoxy-1-naphthyl)methanol 
• 4523-46-0 4-methyl-2-naphthalenamine 
• 78250-66-5 7-methoxy-5-methyl-1,2,3,4-tetrahydronaphthalene 
• 123-54-6 acetylacetone 

Downstream Products

• 26207-06-7 4-methylnaphthalen-2-ol 
• 1621064-59-2 2-(((2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methylnaphthalen-1-yl)methyl)amino)acetic acid 
• 1621064-64-9 2-(((2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methylnaphthalen-1-yl)methyl)amino)acetic acid trifluoroacetate 
• 1621064-62-7 methyl 2-(((2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methylnaphthalen-1-yl)methyl)amino)acetate 
• 1621064-60-5 2-(((2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methylnaphthalen-1-yl)methyl)amino)acetic acid trifluoroacetate 
• 1621064-61-6 2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methyl-1-naphthaldehyde 
• 1621065-23-3 ethyl 1-((2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methylnaphthalen-1-yl)methyl)piperidine-4-carboxylate 
• 1621065-22-2 1-((2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methylnaphthalen-1-yl)methyl)piperidine-4-carboxylic acid 
• 1621065-21-1 (S)-benzyl 1-((2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methylnaphthalen-1-yl)methyl)pyrrolidine-3-carboxylate 
• 1621065-20-0 (S)-1-((2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methylnaphthalen-1-yl)methyl)pyrrolidine-3-carboxylic acid 
• 1621065-19-7 (R)-benzyl 1-((2-(((trans)-4-(tert-butyl)cyclohexyl)oxy)-4-methylnaphthalen-1-yl)methyl)pyrrolidine-3-carboxylate 
• 1266120-15-3 4-{[6-(4-tert-butyl-cyclohexyloxy)-8-methyl-naphthalen-2-ylmethyl]-amino}-butyric acid 
• 1266120-10-8 {[6-(4-tert-butyl-cyclohexyloxy)-8-methyl-naphthalen-2-ylmethyl]-amino}-acetic acid methyl ester 
• 1266120-08-4 6-(4-tert-butyl-cyclohexyloxy)-8-methyl-naphthalene-2-carbaldehyde 

Relevant academic research and scientific papers

Novel Potent Selective Orally Active S1P5 Receptor Antagonists

S1P5 is one of the five sphingosine-1-phosphate (S1P) receptors which play important roles in immune and CNS cell homeostasis, growth, and differentiation. Little is known about the effect of modulation of S1P5 due to the lack of S1P5 specific modulators with suitable druglike properties. Here we describe the discovery and optimization of a novel series of potent selective S1P5 antagonists and the identification of an orally active brain-penetrant tool compound 15.

S1P MODULATING AGENTS

Compounds of formula (I) can modulate the activity of one or more S 1P receptors. Sphingosine 1-phosphate (S IP) is a lysophospholipid mediator that evokes a variety of cellular responses by stimulation of five members of the endothelial cell differentiation gene (EDG) receptor family, namely S1P1, S1P2, S1P3, S1P4, and S1P5 (formerly EDG1, EDG5, EDG3, EDG6 and EDG8). The EDG receptors are G-protein coupled receptors (GPCRs) and on stimulation propagate second messenger signals via activation of heterotrimeric G-protein alpha (Ga.) subunits and beta-gamma (G()y) dimers.

BICYCLIC ARYL SPHINGOSINE 1-PHOSPHATE ANALOGS

Compounds that have agonist activity at one or more of the SlP receptors are provided. The compounds are sphingosine analogs that, after phosphorylation, can behave as agonists at SlP receptors.

[4+2] Cycloadditions between 2-pyrones and benzyne. Application to the synthesis of binaphthyls

Cycloaddition of benzyne to 2-pyrones affords the corresponding naphthalene derivatives, the intermediate bicyclic adduct not being detected. Benzopyrones do not react with benzyne under similar conditions probably because this would require the fused aromatic ring to lose aromaticity in the Diels-Alder transition state, which is therefore destabilized. 4-Bromo-2-naphthoic acid methyl ester (obtained by cycloaddition of benzyne to 3-bromo-5-carboxymethylpyran-2-one) can be transformed into 3,3'-dicarboxymethyl-1,1'-binaphthyl by Ni-mediated dimerization.

REACTION OF PHENOLS AND THEIR DERIVATIVES WITH AROMATIC COMPOUNDS IN THE PRESENCE OF ACIDIC AGENTS X. ROTATIONAL ISOMERISM IN THE SERIES OF 2-METHOXY-1-NAPHTHALENONIUM IONS

It was shown by 13C NMR spectroscopy that 4-X-2-methoxy-1-naphthalenonium ions (X=H, Cl, CH3, C6H5), generated in the HSO3F-SO2FCl medium, exist as Z and E isomers due to restricted rotation about the C-O partial double bond.It is not possible to detect Z, E isomerism in the corresponding 4-X-2-hydro-1-naphthalenonium ions or in the 2,4-dimethoxy- and 1-chloro-2-methoxy-1-naphthalenonium ions.

Substituent effects on homolytic versus heterolytic photocleavage of (1-naphthylmethyl)trimethylammonium chlorides

Singlet escited state rate constants have been measured for both the heterolytic and homolytic photocleavage of 3- and 4-methoxy and 3- and 4-cyano (1-naphthylmethyl)trimethylammonium chlorides, 6-10.The results are interpreted in terms of the meta effect or changes in charge distribution upon excitation and the competition between bond cleavage, electron transfer, and hydrogen atom transfer in the contact pairs resulting from the two types of cleavage.

Herbicidal cyclohexane-1,3-dione derivatives

Compounds of the formula STR1 wherein: R5 is a bicyclic aryl or nitrogen-containing heteroaryl ring system such as naphthyl, quinolyl, isoquinolyl or tetrahydroisoquinolyl, optionally substituted by a wide variety of groups; R4 and R

Stereochemistry of Protonation at C(1) of Nitronate Adducts from 1,6-Conjugate Addition of Grignard Reagents to 2-Methoxy-1-nitronaphthalene

C(1) protonation of 4-alkyl-2-methoxy-1,4-dihydronaphthalene-1-nitronate anions (7) gives a mixture of trans- (9) and cis-4-alkyl-2-methoxy-1-nitro-1,4-dihydronaphthalenes (8) with the latter isomer in excess.Isomerization experiments indicate that the cis compound is also the more stable isomer.Formation of the more stable isomer under kinetically controlled conditions confirms that the stereochemistry of the reaction is governed by the steric hindrance offered by the axial alkyl group the proton attack in the axial direction in a transition state whose geometry reflects a boat conformation for (7).

Studies on Furano Compounds: Part XLVIII - Syntheses of 2,5-Dimethyl- and 2-Ethyl-5-methylnaphthofurans

4-Methyl-2-naphthol has been synthesised unambiguously and converted into 2,5-dimethyl- (4) and 2-ethyl-5-methylnaphthofurans (5) through a series of reactions thereby confirming that Vilsmeier formylation of 2-alkylnaphthofurans occurs at position-5.