Tetralin analogs

However, while the Indane analog shows considerably less activity in the guinea pig ileum and mouse vas deferens assays chan [Leu ]enkephalln, the tetralin analog is more active in the guinea pig ileum (p-receptor) assay and much less active in the mouse vas deferens (6-receptor) assay than [leu ]enkephalin. Implying an Increase of receptor specificity by this conformational restriction. The use of dehydro amino acids to Induce rigidity and increase hydrophoblclty of the enkephalins has resulted in the u-selective [AAla , Leu ]enkephalln and the 6-selective [D -Ala ,... 

However, this oxidation to carbonyl failed with the complexes of tetralin, o-chlorotoluene, 9,10-dihydrophenanthrene, and acenaphthalene [109]. The aniline complex can be oxidized to the nitrobenzene complex using H202 in CF3C02H [86] Eq. (38). This reaction parallels the analogous oxidation of aminocobaltici-nium [86, 111],... 

In geteilter Zelle und 2 n Schwefelsaure laBt sich Phenol an Platin-Kathoden zu Cyclo-hexanol hydrieren (niedrige Stromdichte 56% d.Th.)6,7. Analog reagieren Methyl-phe-nole, -aniline und -benzoesauren sowie Methoxy-toluole usw.7. 1-Naphthol wird zu 7-Hydroxy-dekalin und 2-Naphthol zu 6-Hydroxy-tetralin in mittleren Ausbeuten reduziert7. 

Analog erhalt man aus dem entsprechenden Naphthyl-(2)-ester unter gleichzcitiger Reduktion eines aromatischen Ringes Tetralin (59% d.Th.). ... 

Glennon RA et al. (1988) NAN-190 an cU ylpiperazine analog that antagonizes the stimulus effects of the 5-HTlA agonist 8-hydroxy-2-(di-n-propylamino)tetralin (8-OH-DPAT). Eur J Pharmacol 154(3) 339-341... 

Partial reduction of polyarenes has been reported. Use of boron trifluoride hydrate (BF3 OH2) as the acid in conjunction with triethylsilane causes the reduction of certain activated aromatic systems 217,262 Thus, treatment of anthracene with a 4-6 molar excess of BE3 OH2 and a 30% molar excess of triethylsilane gives 9,10-dihydroanthracene in 89% yield after 1 hour at room temperature (Eq. 120). Naphthacene gives the analogously reduced product in 88% yield under the same conditions. These conditions also result in the formation of tetralin from 1-hydroxynaphthalene (52%, 4 hours), 2-hydroxy naphthalene (37%, 7 hours), 1-methoxynaphthalene (37%, 10 hours), 2-methoxynaphthalene (26%, 10 hours), and 1-naphthalenethiol (13%, 6 hours). Naphthalene, phenanthrene, 1-methylnaphthalene, 2-naphthalenethiol, phenol, anisole, toluene, and benzene all resist reduction under these conditions.217 Use of deuterated triethylsilane to reduce 1-methoxynaphthalene gives tetralin-l,l,3-yielding information on the mechanism of these reductions.262 2-Mercaptonaphthalenes are reduced to 2,3,4,5-tetrahydronaphthalenes in poor to modest yields.217 263... 

It can be seen that primary and secondary R02 radicals disproportionate with the participation of the a-C—H bond. This explains why the substitution of D in the a-position for H retards the recombination of R02 [/tn//tD =1.9 for ethylbenzene, h/ d = 2.1 for styrene, and h/ d=1-37 for diphenylmethane [179]). Because of this, R02 radicals of unsaturated compounds with a double bond in the a-position to the peroxyl free valence disproportionate more rapidly than structurally analogous aliphatic peroxyl radicals (at 300 K, 2kt = 2x 107 and 3.8 x 106 L mol-1 s-1 for R02 radicals of cyclohexene and cyclohexane, respectively [180]). Among the products of secondary peroxyl radicals disproportionation, carbonyl compound and alcohol were found in a ratio of 1 1 at room temperature (in experiments with ethylbenzene [181], tetralin [103], and cyclohexane [182-184],... 

The preceding prediction rules are largely restricted to acyclic compounds. But there is also a considerable need for parameter sets enabling the spectroscopist to calculate I3C chemical shifts of conformationally defined cyclic molecules, especially of the cyclohexane type. Methyl-group effects in methylcyclohexanes (100,101) that are to be added to the basic value for cyclohexane itself (8 = 27.3) are listed in Table 29. Analogous methyl-group parameters in tetralins and tetra-hydroanthracenes have been reported (403). 

Unusual amino acids include a class of unnatural a-amino acids such as phenylalanine, tyrosine, alanine, tryptophan, and glycine analogs, and f)-amino acid analogs containing 1,2,3,4-tetrahydroisoquinoline, tetraline, l,2,3,4-tetrahydro-2-carboline, cyclopentane, cyclohexane, cyclohexene, bicyclo[2.2.1]heptane or heptene skeletons. Different selectors were exploited for the separation of unusual amino acids, most of the production being made by Peter and coworkers teicoplanin [41, 56, 84, 90, 93, 124, 141-144], ristocetin A [33, 94, 145, 146], and TAG [56, 147]. Enantiomeric and diastereomeric separations of cyclic -substituted a-amino acids were reported by other authors on a teicoplanin CSP [88, 89], Ester and amide derivatives of tryptophan and phenylalanine were recently analyzed on a Me-TAG CSP [58],... 

Synthesized tyrosine-, phenylalanine-, tetrahydroisoquinoline-, tetralin- and tryptophan analogs Chirobiotic R Reversed-phase mode H20/Me0H Polar organic mode MeOH/HOAc/TEA 269... 

Increase in conversion is also obtained with tetralin/water mixtures (see Table VIII) in an analogous manner to the increased conversion with the addition of small amounts of tetralin to toluene (see Figure 1). Similar findings have been reported for the extraction of Powhatan coal with tetralin/water and tetrahydroquinoline/water mixtures since this work was completed (15). 

Glennon RA, Naiman NA, Pierson ME, Titeler M, Lyon RA. NAN-190 an arylpiperazine analog that antagonizes the stimulus effects of the 5-HT1A agonist 8-hydro y-2-(di- -propylamino)tetralin. Eur J Pharmacol 1988 154 339-341. 

Retrograde Diels-Alder reactions are unlikely reactions in coal liquefaction chemistry due, again, to the lack of suitable molecular structures. Decomposition of cyclohexene to ethylene and 1,3-butadiene, for instance, is 40 kcal/mol endothermic and at 450°C proceeds at a rate such that the half-life of cyclohexene is 13 hours (11a). For tetralin to react by an analogous reaction, resonance stability would be lost, and the reaction would be many orders of magnitude slower than cyclohexene. 

Synthesis of a tetracyclic analog of 294 is also reported from the anhydride of pyrazine-2,3-dicarboxylic acid and a tetralin derivative under Friedel-Crafts conditions (85JCR(S)338). A representative of the o-quinonoid system (296) was prepared from 2,3-dichloro-1,4-naphthoquinone and o-phenyl-enediamine (63JOC1019). 

Summary Novel potential o ligands of the l,4 -silaspiro[tetralin-l,4 -piperidine] type (compounds lb - 4b, isolated as hydrochlorides) and rac-sila-venlafiixine (rac-5b, a silicon analog of the serotonin/noradrenaline leuptake inhibitor roc-venla xine (rac-5a)) were synthesized. In addition, the sila-venlafaxine enantiomers (i )-5b and (S)-5b and the sila-venla xine derivatives / ac-6-HCl and rac-T-HCl were prepared. Compounds 3b-HCl and rac-Sb-HCl were structurally characterized by single-crystal X-ray diffraction, and rac-Sa, rac-Sh, rac-6, and rac-7 were pharmacologically characterized. 

Glase, S.A. (1995) Synthesis and dopaminergic activity of pyridine analogs of 5-hydroxy-2-(di-//-propylamino)tetralin. J. Med. Chem. 38, 3132-3137. 

In the mass spectra of compounds (1 5) and (36), as shown in Chart 8, not only the molecular ion peaks at m/z 428 but also other prominent ion peaks at m/z 260, 215, 203, 181 and 168 were common to both compounds. The mass spectra of analogous lignans have been reported by Duffield and Pelter (ref. 38). Therefore each fragment ion was assigned as shown in Chart 8b. The above results show that compound (1 5) has a trimethoxyphenyl group and a tetralin ring, and that a methoxy and a methylenedioxy group on the benzene nucleus. 

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