Anti-inflammatory properties of a newly synthetized compound, 6-chloro-4-oxyimino-1-phenyl-1,2,3,4-tetrahydroquinoline (M-7074).

Ohnishi, Haruo; Kosuzume, Hiroshi; Yamaguchi, Kazuo; Ohkura, Masatsugu; Satoh, Minoru; Uohama, Misao; Toyonaka, Yoko; Suzuki, Yasuo

doi:10.1254/jjp.31.747

Cited by 6 publications

(4 citation statements)

References 16 publications

(8 reference statements)

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“…Tetrahydroquinoline derivatives exhibit antitumour activities (Jaton et al, 1997), and also act as potent antipsychotic agents (Norman et al, 1996) and antischistosomal drugs (Billings & Heidelberger, 1982). They also possess anti-in¯ammatory (Ohnishi et al, 1981), antiulcer (Uchida et al, 1989) and analgesic (Shaaban et al, 1977) activities. The X-ray crystal structure analysis of the title compound, (I), was carried out as part of our studies on tetrahydroquinoline compounds containing indole derivatives (Sankaranarayanan et al, 2000).…”

Section: Commentmentioning

confidence: 99%

8-Chloro-4-[1-(phenylsulfonyl)indol-3-yl]-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline

Sankaranarayanan¹,

Yogavel²,

Velmurugan³

et al. 2002

Acta Cryst E

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Key indicatorsSingle-crystal X-ray study T = 293 K Mean '(C±C) = 0.003 A Ê R factor = 0.045 wR factor = 0.124 Data-to-parameter ratio = 18.6For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e. # 2003 International Union of Crystallography Printed in Great Britain ± all rights reservedIn the title compound, C 26 H 21 ClN 2 O 2 S, the tetrahydropyridine ring adopts a sofa conformation and the cyclopentene ring adopts an envelope conformation. In the crystal, centrosymmetrically related molecules exist as NÐHÁ Á ÁO and CÐ HÁ Á ÁO hydrogen-bonded dimers, and the molecular packing is stabilized by CÐHÁ Á Á% and van der Waals interactions.

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Section: Commentmentioning

confidence: 99%

8-Chloro-4-[1-(phenylsulfonyl)indol-3-yl]-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline

Sankaranarayanan¹,

Yogavel²,

Velmurugan³

et al. 2002

Acta Cryst E

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“…exhibit antitumour activities (Jaton et al, 1997) and also act as potent antipsychotic agents (Norman et al, 1996), and a compound containing the tetrahydroquinoline moiety acts as an antischistosomal drug (Billings & Heidelberger, 1982). They also possess anti-in¯ammatory (Ohnishi et al, 1981), antiamúbic (Bailey et al, 1979), antiulcer (Uchida et al, 1989) and analgesic (Shaaban et al, 1977) activities. In order to obtain detailed information on molecular conformation, the X-ray structure determination of the title compound, (I), has been carried out and the results are presented here.…”

mentioning

confidence: 99%

4-[1-(Phenylsulfonyl)indol-3-yl]-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline

Sankaranarayanan¹,

Velmurugan²,

Raj³

et al. 2000

Acta Crystallogr C

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In the title compound, C 26 H 22 N 2 O 2 S, the tetrahydropyridine ring has a conformation intermediate between half-chair and sofa. The tetrahydroquinoline mean plane makes a dihedral angle of 73.3 (1) with the cyclopentene ring, which adopts an envelope conformation, and an angle of 45.45 (4) with the indole best plane. The dihedral angle between the benzene and pyrrole rings is 2.6 (1). The orientations of the phenyl ring on the sulfonyl group and of the indole are governed by weak CÐHÁ Á ÁO interactions. The packing of the molecule in the solid state is stabilized by CÐHÁ Á ÁO and CÐHÁ Á ÁN hydrogen bonds. Comment Quinolines and indoles have been of interest for many years, since a large number of natural products contain these heterocyclic nuclei, and they are found in numerous commercial products including pharmaceuticals, fragrances and dyes (Padwa et al., 1999). Tetrahydroquinoline derivatives

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“…Tetrahydroquinoline derivatives exhibit antitumour activities (Jaton et al, 1997) and also act as potent antipsychotic agents (Norman et al, 1996) and a compound containing the tetrahydroquinoline moiety acts as an antischistosomal drug (Billings & Heidelberger, 1982). They also possess anti-in¯ammatory (Ohnishi et al, 1981), anti-amoebic (Bailey et al, 1979), anti-ulcer (Uchida et al, 1989) and analgesic (Shaaban et al, 1977) activities. Nor¯oxacin is a broad (spectrum of 4)¯uoroquinolone antibiotic used in the treatment of urinary tract infections.…”

Section: Commentmentioning

confidence: 99%