Title:
HETEROCYCLIC COMPOUNDS, THEIR PRODUCTION AND USE
Document Type and Number:
WIPO Patent Application WO1998055454
Kind Code:
A3
Abstract:
A compound of the formula: wherein R1 and R2 each is H or a hydrocarbon group which may be substituted, or R1 and R2 form a 3- to 8-membered carbo or heterocyclic ring which may be substituted; R3 is H, a lower alkyl which may be substituted or an aromatic group which may be substituted; R4 is (1) an aromatic group which may be substituted, (2) an aliphatic hydrocarbon group substituted by an aromatic group which may be substituted, which hydrocarbon group may be further substituted or (3) an acyl; X and Y each is oxygen or sulfur which may be oxidized; and ring A is a benzene ring which may be further substituted, or a salt thereof, is useful for an agent for suppressing neurodegeneration.
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Inventors:
OHKAWA SHIGENORI (JP)
SETOH MASAKI (JP)
KAKIHANA MITSURU (JP)
OKURA MASAHIRO (JP)
SETOH MASAKI (JP)
KAKIHANA MITSURU (JP)
OKURA MASAHIRO (JP)
Application Number:
PCT/JP1998/002482
Publication Date:
March 04, 1999
Filing Date:
June 04, 1998
Export Citation:
Assignee:
TAKEDA CHEMICAL INDUSTRIES LTD (JP)
OHKAWA SHIGENORI (JP)
SETOH MASAKI (JP)
KAKIHANA MITSURU (JP)
OKURA MASAHIRO (JP)
OHKAWA SHIGENORI (JP)
SETOH MASAKI (JP)
KAKIHANA MITSURU (JP)
OKURA MASAHIRO (JP)
International Classes:
C07D307/79; C07D307/81; C07D405/12; C07D491/10; (IPC1-7): C07D/
Domestic Patent References:
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| WO1995009159A1 | 1995-04-06 | |||
| WO1997034869A1 | 1997-09-25 | |||
| WO1995029907A1 | 1995-11-09 | |||
| WO1996004251A1 | 1996-02-15 | |||
| WO1996020925A1 | 1996-07-11 | |||
| WO1987000840A1 | 1987-02-12 | |||
| WO1997025033A1 | 1997-07-17 | |||
| WO1995017095A1 | 1995-06-29 | |||
| WO1998005292A2 | 1998-02-12 | |||
| WO1996010999A2 | 1996-04-18 | |||
| WO1996011192A1 | 1996-04-18 |
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A. RATNAKAR ET AL.: "Synthesis of a New Type of 5-Heteroaryl-3-Mercapto-4-Amino-1,2,4-Triazoles and their Derivatives", ASIAN J. CHEM., vol. 4, no. 2, 1992, pages 197 - 200, XP002082805
Z. M. WANG ET AL.: "The revised structure of gnetifolin A", CHIN. CHEM. LETT., vol. 6, no. 8, 1995, pages 683 - 686, XP002082806
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D. S. KEMP, D. R. BUCKLER: "New templates for prior thiol capture from xanthene, dibenzo[c,h]xanthen-7-one and 2-methylenedihydrobenzofuran", TETRAHEDRON LETT., vol. 32, no. 26, 1991, pages 3009 - 3012, XP002082808
M. IWASAKI ET AL.: "Palladium-Catalyzed Cyclocarbonylation of 3-(Heteroaryl)allyl Acetates", J. ORG. CHEM., vol. 56, no. 5, 1991, pages 1922 - 1927, XP002082809
M. SHIPCHANDLER ET AL.: "Coumarins. XI. Total synthesis of (+/-)-columbianetin", J. PHARM. SCI., vol. 59, no. 1, 1970, pages 67 - 71, XP002082810
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J. S. KALTENBRONN ET AL.: "Benzofuran derivatives as ET(A)-selective, non-peptide endothelin antagonists", EUR. J. MED. CHEM., vol. 32, no. 5, 1997, pages 425 - 431, XP002082812
CHEMICAL ABSTRACTS, vol. 126, no. 17, 28 April 1997, Columbus, Ohio, US; abstract no. 225226y, page 570; XP002074286
PATENT ABSTRACTS OF JAPAN vol. 096, no. 001 31 January 1996 (1996-01-31)
PATENT ABSTRACTS OF JAPAN vol. 095, no. 009 31 October 1995 (1995-10-31)
PATENT ABSTRACTS OF JAPAN vol. 095, no. 002 31 March 1995 (1995-03-31)
PATENT ABSTRACTS OF JAPAN vol. 015, no. 392 4 October 1991 (1991-10-04)
PATENT ABSTRACTS OF JAPAN vol. 015, no. 377 24 September 1991 (1991-09-24)
PATENT ABSTRACTS OF JAPAN vol. 016, no. 066 19 February 1992 (1992-02-19)
PATENT ABSTRACTS OF JAPAN vol. 016, no. 518 26 October 1992 (1992-10-26)
PATENT ABSTRACTS OF JAPAN vol. 018, no. 625 29 November 1994 (1994-11-29)
PATENT ABSTRACTS OF JAPAN vol. 095, no. 010 30 November 1995 (1995-11-30)
PATENT ABSTRACTS OF JAPAN vol. 014, no. 548 5 December 1990 (1990-12-05)
PATENT ABSTRACTS OF JAPAN vol. 013, no. 501 10 November 1989 (1989-11-10)
PATENT ABSTRACTS OF JAPAN vol. 016, no. 329 17 July 1992 (1992-07-17)
M. DAVID ET AL.: "Evaluation of Antiviral Activity of Chromane Diols and their Synthetic Analogues", PHARM. SCI., vol. 3, no. 5/6, 1997, pages 305 - 309, XP002082798
B. SNIDER ET AL.: "Synthesis of 2,3-Dihydrobenzofurans by Mn(OAc)3-Based Oxidative Cycloaddition of 2-Cyclohexenones with Alkenes. Synthesis of (+/-)-Conocarpan", J. ORG. CHEM., vol. 62, no. 20, 1997, pages 6978 - 6984, XP002082799
M. MIYAKE ET AL.: "Synthesis and biological activity of arthrographol and related compounds", HETEROCYCLES, vol. 43, no. 3, 1996, pages 665 - 674, XP002082800
H. MATSUTANI ET AL.: "Synthesis of ferroelectric liquid crystals having chiral nitrodihydrobenzofuran structure", MOL. CRYST. LIQ. CRYST. SCI. TECHNOL., SECT. A, vol. 263, 1995, pages 2063 - 2070, XP002082801
M. DAVID ET AL.: "Une nouvelle voie d'accès courte à des chromane diols, des dihydrobenzo[b]furane diols. Différenciations par RMN 1H et 13C", BULL. SOC. CHIM. FR., vol. 130, no. 4, 1993, pages 527 - 534, XP002082802
M. M. PONPIPOM ET AL.: "Structure-Activity Relationships of Kadsurenone Analogues", J. MED. CHEM., vol. 30, no. 1, 1987, pages 136 - 142, XP002082803
R. E. CLINE ET AL.: "Gas Chromatographic and Spectral Properties of Pentafluorobenzyl Derivatives of 2,4-Dichlorophenoxyacetic Acid and Phenolic Pesticides and Metabolites", J. CHROMATOGR. SCI., vol. 28, no. 4, 1990, pages 167 - 172, XP002082804
A. RATNAKAR ET AL.: "Synthesis of a New Type of 5-Heteroaryl-3-Mercapto-4-Amino-1,2,4-Triazoles and their Derivatives", ASIAN J. CHEM., vol. 4, no. 2, 1992, pages 197 - 200, XP002082805
Z. M. WANG ET AL.: "The revised structure of gnetifolin A", CHIN. CHEM. LETT., vol. 6, no. 8, 1995, pages 683 - 686, XP002082806
K. CLARKE ET AL.: "Substitution Reactions of Benzo[b]thiophen Derivatives. Part VII. Reactions of 4-Hydroxybenzo[b]thiophen, its 3-Methyl Derivative, and Related Compounds", J. CHEM. SOC., PERKIN TRANS. 1, no. 11, 1973, pages 1196 - 1200, XP002082807
D. S. KEMP, D. R. BUCKLER: "New templates for prior thiol capture from xanthene, dibenzo[c,h]xanthen-7-one and 2-methylenedihydrobenzofuran", TETRAHEDRON LETT., vol. 32, no. 26, 1991, pages 3009 - 3012, XP002082808
M. IWASAKI ET AL.: "Palladium-Catalyzed Cyclocarbonylation of 3-(Heteroaryl)allyl Acetates", J. ORG. CHEM., vol. 56, no. 5, 1991, pages 1922 - 1927, XP002082809
M. SHIPCHANDLER ET AL.: "Coumarins. XI. Total synthesis of (+/-)-columbianetin", J. PHARM. SCI., vol. 59, no. 1, 1970, pages 67 - 71, XP002082810
E. CAMPAIGNE, R. B. ROGERS: "Benzo[b]thiophene Derivatives. XIX. The Sulfur Isosteres of Psilocin and Related Isomers (1)", J. HETEROCYCL. CHEM., vol. 10, no. 3, 1973, pages 297 - 305, XP002082811
J. S. KALTENBRONN ET AL.: "Benzofuran derivatives as ET(A)-selective, non-peptide endothelin antagonists", EUR. J. MED. CHEM., vol. 32, no. 5, 1997, pages 425 - 431, XP002082812
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