5- Methoxy indoles

TRYPTAMINE, N-ACETYL-5-METHOXY INDOLE, 3-(2-ACETAMIDOETHYL)-5-METHOXY SEROTONIN, N-ACETYL-O-METHYL ACETAMIDE, N-[2-(5-METHOXYINDOL-3-YL)ETHYL] N-ACETYL-5-METHOXYTRYPTAMINE 3-(2-ACETAMIDOETHYL)-5-METHOXYINDOLE N-ACETYL-O-METHYLSEROTONIN N-[2-(5-METHOXYINDOL-3-YL)ETHYL]ACETAMIDE REGULIN... 

On the other hand toluene (4) and 5-methoxy-indole (5) would not be considered very similar from a conventional point of view, yet their hemolytic activity is the same (logl/C = 1.93, where C is the minimal molar concentration which causes 100% hemolysis in rabbit erythrocytes l)). Obviously, topological similarity or dissimilarily is not always a factor which is relevant for biological activity. In the present example the relevant feature is a physicochemical property of the compounds, i.e. lipophilicity as expressed by the octanol/water partition coefficient... 

The indomethacin hydrolysis product 2-methyl-5-methoxy indole acetic acid fluoresces at 385 nm after excitation at 300 nm in 0.1N NaOH,(41) and at 387 nm after excitation at 312 nm in pH 11.6 buffer(42). The latter procedure claimed a threefold increase in detectability. Neither method distinguishes indomethacin from salicylates. Clinical studies employing subjects administered aspirin must use a separation prior to fluorescence analysis. Without adequate separation the indole metabolites as well as salicylate, produce a positive assay bias. 

MeO-DIPT TRYPTAMINE, N,N-DIISOPROPYL-5-METHOXY INDOLE, 3-[2-(DIISOPROPYLAMINO)ETHYL]-5-METHOXY N,N-DIISOPROPYL-5-METHOXYTRYPT AMINE 3-[2-(DIISOPROPYL-AMINO)ETHYL]-5-METHOXYINDOLE... 

The results of carrying out both method I and II upon a mixture of 5-methoxy-indole (MOI) and 2-amino pyridine (AMP) in water are shown below ... 

Analog reagiert 5-Methoxy-indol mit Lithium/Ammoniak/Methanol zu 5-M ethoxy-4,7-dihydro-indol9 (80-82% d.Th. F 65-68°) und 5-Methoxy-3-(2-trimethyl-ammoniono-athyl)-indol-jodid zu 5-Methoxy-3-(2-trimetliylammoniono-dthyl)-4,7-dihydro-indol-jodid (4,7-Dihydro-tryptamin-methojodid)10 (43% d.Th. F 181-183°) ... 

To a stirred mixture of 45.6 g (II) in 60 ml fresh quinoline, add 2 g Cu chromite and heat to 210-230° in a metal bath until COj evolution stops (or just heat at 210-230° five minutes under N t. Cool, filter, dry and evaporate in vacuum or add Vi L ether, filter and extract filtrate with 3X200 ml 2N HCI, 3X200 ml water, 2X100 ml 2N NaOH, 2X100 ml water and dry, filter, evaporate in vacuum to get 24 g 5-methoxy-indole. 

Quantum yield of the tyrosine in 029 SSB is obtained by comparing the steady-state fluorescence spectrum to that of aqueous solutions of 5-methoxy-indole (5 MeOI) of known quantum yield ( Oref = 0.28) (Hersberger and Lumry, 1976). Of of 029 SSB = 0.065. This Of value is unusually high for proteins that lack tryptophan in their primary sequence such as insulin for example. Since Of of 029 SSB is approximately 70% of that of A-acetyl-L-tyrosine amide, the authors concluded that 029 SSB tyrosines do not appear to maintain strong interactions with odier residues of the protein... 

D zy-2.4.diiniino-ehroman 18 O 153. O-NitTO-l-ozy-B-metAyl-indol 201127. x-Nitro-5-methoxy-indol a 21 O 44. x-Nitro-S-methoxy-indol b 21 O 44. [2-NitrD.phenyl].. m6oh3Aarelactam 21 288... 

Methoxy-indol-oarboi ure 2) rinetbyi (/l./l>dimethoxy4kthyl)-amid] 88 II170. 

Methoxy indol-carbon8 ure-(2)-[. -di thoxy-athylamid] 28 II170. 

L-590,226 04J N,N -DIBENZYLETHYLENEDIAMINE SALT OF l-(4-CHLOROBENZOYD-2-METHYL-5-METHYL-5-METHOXY-INDOLE-3-ACETIC ACID... 

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