2004
DOI: 10.1002/chin.200420101
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Synthesis and Neurotropic Activity of 1‐Ureido‐1,2,3,4‐tetrahydrocarbazoles.

Abstract: Synthesis and Neurotropic Activity of 1-Ureido-1,2,3,4-tetrahydrocarbazoles. -A variety of (thio)ureido-tetrahydrocarbazole derivatives (III) and (V) is prepared by substitution of the free hydroxy group in compounds (I) by (thio)urea derivatives. Among the novel compound prepared, all derivatives possess antihypoxic activity while the most promising neurotropic activity is observed for derivative (IIIb). -(BOKANOV, A. I.; KUKUSHKIN, S. Y.; PARSHIN, V. A.; ALEKSEEVA, L. M.; KOBRAKOV, K. I.; GRANIK, V. G.; Khim… Show more

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“…Compound 2a was obtained in a yield of 0. Compound 10b was obtained in a yield of 3 Cyano 5 hydrazinomethyl 2 oxo 4 phenylamino 1,2 di hydropyridine (11). A mixture of pyrimidinone 4a (0.3 g, 0.87 mol) and 1 M NaOH (7 mL) was refluxed for 1 h. The solution was acidified with concentrated HCl to pH 3.…”
Section: Cyano 2 (2 Methoxyphenylamino)crotonamide (2a)mentioning
confidence: 99%
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“…Compound 2a was obtained in a yield of 0. Compound 10b was obtained in a yield of 3 Cyano 5 hydrazinomethyl 2 oxo 4 phenylamino 1,2 di hydropyridine (11). A mixture of pyrimidinone 4a (0.3 g, 0.87 mol) and 1 M NaOH (7 mL) was refluxed for 1 h. The solution was acidified with concentrated HCl to pH 3.…”
Section: Cyano 2 (2 Methoxyphenylamino)crotonamide (2a)mentioning
confidence: 99%
“…10, 11 The trans formation of 5 hydroxymethyl 4 phenylaminopyridone 13a into the chloro derivative followed by treatment with pyridine gave pyridinium salt 15 ( 1 H NMR spectroscopic data, see the Experimental section). The reaction of compound 13a with urea in AcOH produces 5 ureidomethyl derivative 14 (Scheme 3) in high yield (89%).…”
mentioning
confidence: 99%