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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
Chemical Compound Review

COMPOUND 9     5-[2-fluoro-5-[(E)-3-(3- hydroxy-2...

Synonyms: CHEMBL117869, SureCN5620738, DB02014, AC1L9LH8, 1q1m, ...
 
 
 
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Disease relevance of COMPOUND 9

 

Psychiatry related information on COMPOUND 9

  • Compound 9 (1mg/kg, i.p.) was fully efficacious in reverting scopolamine-induced amnesia in mice [6].
 

High impact information on COMPOUND 9

  • These compounds, and in particular compound 9, also showed excellent inhibitory activity against both HIV-112 and HIV-AB1 primary isolates in lymphocytes and against HIV WT in macrophages [7].
  • The results suggest therefore that compound 9 is a potent new tool for the accurate mapping of the human V(1a) receptor antagonist binding site [8].
  • The biological properties of compound 9 were studied on HL-60 cells, and several effects were found related to those of PGE(2) [9].
  • Compound 9 increases c-fos mRNA level as does PGE(2) and antagonizes TPA-induced terminal differentiation [9].
  • The best compound, 9, was 2.5-fold more potent than elinafide against human colon carcinoma cells (HT-29) [10].
 

Chemical compound and disease context of COMPOUND 9

  • Compound 14 showed inhibition of HIV-1 with EC(50) > 1.6 mug mL(-1), meanwhile compound 9 exhibited activity against leukaemia (MT4) with CC(50) = 24 mumol L(-1) [11].
 

Biological context of COMPOUND 9

 

Anatomical context of COMPOUND 9

  • Compound 9 with the 6-purine-substituted pyrrolo moiety had a more pronounced selective cytostatic activity against human (Molt4/C8 and CEM/0) cell lines than murine (L1210/0 and FM3A/0) and human (MiaPaCa2, MCF7, HeLa, and Hep2) tumor cell lines and normal fibroblasts (Hef522) [17].
  • The influence of the compound 9 on the central nervous system (CNS) of mice in some behavioural test was examined [18].
  • Two new conformationally constrained benzimidazole derivatives were prepared and their binding affinity was tested on rat brain membranes; compound 9, designed to reproduce the conformation of a known potent H(3) antagonist, showed higher potency than compound 8, as expected from the binding scheme hypothesized [19].
  • The title compound 9, which is a prodrug, and its active metabolite 7 were labelled with 131I (7*/9*) to investigate their pharmacokinetic behaviour, including the distribution between stomach, gut, muscle, blood, lung, liver, kidney, adrenal gland, heart, and spleen [20].
  • Compound 9 (2-[4'-(iso-propylphenyl)-amino]-5,6-dimethyl-1,4-benzoquinone) was identified as the most potent aminoquinone derivative, suppressing 5-lipoxygenase in intact human polymorphonuclear leukocytes as well as in crude enzyme preparations in the low micromolar range (IC(50) = 6 microM) [21].
 

Associations of COMPOUND 9 with other chemical compounds

  • At pH 2.2 and 3.4, the two hydrolytic pathways coexist since, beside compounds 2 and 3, the hydrochloride of compound 9 [Cl(CH2)2NH(CH2)2NH(CH2)3OP(O)(OH)2] is formed, resulting from the acid-catalyzed breakdown of the P-N bond in the nine-membered ring compound 13 [22].
  • To permit detailed biochemical studies regarding interaction of the indazole class of serotonin (5HT) antagonists with 5HT3 receptors in multiple tissues, we synthesized 1-methyl-N-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-1H-indazole- 3-carboxamide (LY278584, compound 9) in high specific activity, tritium-labeled form [23].
  • Compound 9, a reversed amidine, exhibited the highest activity against L. infantum, with a 50% inhibitory concentration (IC(50)) of 0.0042muM compared with 14.2muM for pentamidine [24].
  • In addition, compound 9 exhibited more potent MDR modulating activity than verapamil, a representative modulator of MDR mediated by P-gp [25].
  • A significant decrease in MCF-7 cell proliferation was observed using 1 microM and 10 microM compound (11) and 10 microM of compound (9) [26].
 

Gene context of COMPOUND 9

  • The activity of cyclooxygenase (COX)-1 was inhibited slightly by compound 9, but that of COX-2 was not inhibited [27].
  • A treatment with 100 microM of compound 9 for 24 h resulted in a 50% decrease of COX-2 promoter activity without marked cytotoxicity [28].
  • Moreover, to predict how the thieno[3,2-h]cinnolinone inhibitors might bind to MMP-8, the unsubstituted compound 9 was docked into the MMP-8 crystal structure [29].
  • Seeking to improve the properties of 3 led to the synthesis of compound 9, a highly selective mGlu5 receptor antagonist that is 5-fold more potent than 3 in the rat fear-potentiated startle model of anxiety [30].
  • Compound 9 was a potent competitive inhibitor of MTA phosphorylase with a Ki value of 3.3 microM and was also a substrate, with activity approximately 53% that of MTA [31].
 

Analytical, diagnostic and therapeutic context of COMPOUND 9

References

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