Detail of "13437-03-1"

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Electrochemical and electron spin resonance studies of actinomycin D and other phenoxazones

Electrochemical and electron spin resonance studies of actinomycin D and other phenoxazones. Nakazawa, Hiroyuki; Bachur, Nicholas R.; Chou, Feng Te Edward; Mossoba, Magdi M.; Gutierrez, Peter L. (Lab. Med. Chem. Pharmacol., Natl. Cancer Inst., Bethesda, MD 20205, USA). Biophys. Chem., 21(2), 137-43 (English) 1985. CODEN: BICIAZ. ISSN: 0301-4622. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacology) Section cross-reference(s): 22 Electrochem. studies on actinomycin D (I) [50-76-0] and 2 analogs, 2-amino-3-phenoxazone (II) [1916-59-2] and 1,2,4-trichloro-7-nitrophenoxazone (III) [13437-03-1] were conducted by polarog. and ESR spectroscopy. The polarograms of the 3 compds. in acetonitrile all show 2 redn. waves. ESR expts. confirm that the 1st redn. wave corresponds to a 1-electron transfer process which produces a phenoxazone free radical anion, the 2nd wave corresponds to a subsequent 1-electron transfer producing a diamagnetic dianion. Substitution with electron-withdrawing groups such as NO2 (at C-7) and chloro (at C-1, C-2 and C-4) facilitated the redn. of the phenoxazone ring system to a free radical (i.e., half-wave potentials; -0.815 V; II, -0.920 V; III, -0.135 V). Computer simulation of the ESR spectra, revealed that the spin d. in the electrochem. generated free radicals from I, II, and III was preferentially located in the benzenoid ring and at the N-10 N atom. For radicals of I and II, only a small residual spin d. could be detected in the quinoid ring. Since I can be metabolized to a free radical in cells, these free radical forms of I and its analogs may represent reactive forms of the phenoxazone nucleus.

Studies on the chemistry of some new 12H-quinoxalo[2, 3-b]-phenoxazines

Studies on the chemistry of some new 12H-quinoxalo[2, 3-b]-phenoxazines. Agrawal, Nand Lal; Mital, R. L. 62231-21-4 and 13437-03-1 are also occured in this study. (Dep. Chem., Univ. Rajasthan, Jaipur, India). J. Inst. Chem. (India), 48, Pt. 4, 180-3 (English) 1976. CODEN: JOICA7. DOCUMENT TYPE: Journal CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Section cross-reference(s): 40 The quinoxalophenoxazines I (R = H, NO2; R1 = H, NO2; R2 = H, Cl, NO2; R3 = Cl, Br) were prepd. by cyclization of the phenoxazines II with 3,4-(H2N)2C6H3R2. The II were prepd. from the quinones III and 2,4,5-H2NRR1C6H2OH. .