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Chemical Compound Review:

C8136_ALDRICH 2,5-dichloro-3,6-dihydroxy- cyclohexa-2,5...

Synonyms: SureCN223460, NSC-6108, C8136_SIGMA, NSC6108, LS-40338, ...

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Disease relevance of NSC6108

A bacterium culture was isolated on the basis of its ability to degrade chloranilic acid, and was later identified as Pseudomonas putida (TQ07) [1].

High impact information on NSC6108

Cloning and characterization of a FAD-monooxygenase gene ( cadA) involved in degradation of chloranilic acid (2,5-dichloro-3,6-dihydroxybenzo-1,4-quinone) in Pseudomonas putida TQ07 [1].
At 82 K a phase transition takes place leading to a doubling of unit cells and alternation of the hydrogen bond lengths linking tetramethylpyrazine (TMP) and chloranilic acid molecules [2].
Charge transfer (CT) complexes formed between 2-amino-1,3,4-thiadiazole as donor and 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), p-chloranil (p-CHL), o-chloranil (o-CHL), p-bromanil (BRL) and chloranilic acid (CHA) as acceptors, have been studied spectrophotometrically [3].
The IC50 of chloranilic acid was 1 microM [4].
Inhibition of camel lens zeta-crystallin/NADPH:quinone oxidoreductase activity by chloranilic acid [4].

Analytical, diagnostic and therapeutic context of NSC6108

A complexation phenomenon between certain antimalarials (as donors) and chloranilic acid (as an acceptor) has been studied using thin-layer-chromatography (TLC) [5].

References

Cloning and characterization of a FAD-monooxygenase gene ( cadA) involved in degradation of chloranilic acid (2,5-dichloro-3,6-dihydroxybenzo-1,4-quinone) in Pseudomonas putida TQ07. Treviño-Quintanilla, L.G., Galán-Wong, L.J., Rodríguez-Uribe, B., Soberón-Chávez, G. Appl. Microbiol. Biotechnol. (2002) [Pubmed]
X-ray diffraction and inelastic neutron scattering study of 1:1 tetramethylpyrazine chloranilic acid complex: temperature, isotope, and pressure effects. Prager, M., Pietraszko, A., Sobczyk, L., Pawlukoj??, A., Grech, E., Seydel, T., Wischnewski, A., Zamponi, M. The Journal of chemical physics (2006) [Pubmed]
Spectrophotometric and electrical studies of charge transfer complexes of 2-amino-1,3,4-thiadiazole with pi-acceptors. Gaber, M., Al-Shihry, S.S. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. (2005) [Pubmed]
Inhibition of camel lens zeta-crystallin/NADPH:quinone oxidoreductase activity by chloranilic acid. al-Hamidi, A.A., Riskuwa, A.S., Ali, S.D. Biochem. Mol. Biol. Int. (1997) [Pubmed]
Detection of halofantrine, mefloquine and proguanil by charge--transfer complexation on thin layer plates. Adikwu, M.U., Esimone, C.O., Attama, A.A., Builders, P.F. Bollettino chimico farmaceutico. (2000) [Pubmed]

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