Title:
ANTICANCER COMPOUND, INTERMEDIATE THEREFOR, AND PROCESSES FOR PRODUCING THESE
Document Type and Number:
WIPO Patent Application WO/2006/098355
Kind Code:
A1
Abstract:
A process for easily and inexpensively producing in high yield 2-(1-hydroxyethyl)-5-hydroxynaphtho[2,3-b]furan-4,9-dione which is a racemic modification or an optically active substance; 2-acetyl-2,3-dihydro-5-hydroxynaphtho[2,3-b]furan-4,9-dione, which is useful as an intermediate for producing NFD; and an anticancer containing 2-(1-hydroxyethyl)-5-hydroxynaphtho[2,3-b]-furan-4,9-dione as an active ingredient. 5-Hydroxynaphthalene-1,4-dione (another name: Juglone), which is available at a relatively low cost, is used as a starting material to obtain 2-(1-hydroxyethyl)-5-hydroxynaphtho[2,3-b]furan-4,9-dione through four or five steps.
Inventors:
TOKUDA HARUKUNI (JP)
NISHIMURA KATSUMI (JP)
NISHIMURA KATSUMI (JP)
Application Number:
PCT/JP2006/305111
Publication Date:
September 21, 2006
Filing Date:
March 15, 2006
Export Citation:
Assignee:
TAHEEBO JAPAN CO LTD (JP)
TOKUDA HARUKUNI (JP)
NISHIMURA KATSUMI (JP)
TOKUDA HARUKUNI (JP)
NISHIMURA KATSUMI (JP)
International Classes:
C07D307/92; A61K31/343; A61P35/00
Foreign References:
| JPH04139177A | 1992-05-13 | |||
| JPH06145162A | 1994-05-24 | |||
| JPH04139177A | 1992-05-13 | |||
| JPH06145162A | 1994-05-24 |
Other References:
HAGIWARA H. ET AL.: "Domino Michael-O-alkylation reaction: one-pot synthesis of 2,4-diacylhydrofuran derivatives and its application to antitumor naphthofuran synthesis", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTION 1, vol. 22, 2001, pages 2946 - 2957, XP003016073
DE OLIVEIRA A.B. ET AL.: "Synthesis of the naturally occurring naphto-[2,3-b]pyran-5,10-quinones alpha-caryopterone, dihydro-alpha-lapachone and 6-hydroxy-alpha-lapachone", TETRAHEDRON LETTERS, vol. 29, no. 2, 1988, pages 155 - 158, XP003016074
JUNKO KOYAMA ET AL., CHEM. PHARM. BULL., vol. 48, no. 6, 2000, pages 873 - 875
See also references of EP 1860103A4
DE OLIVEIRA A.B. ET AL.: "Synthesis of the naturally occurring naphto-[2,3-b]pyran-5,10-quinones alpha-caryopterone, dihydro-alpha-lapachone and 6-hydroxy-alpha-lapachone", TETRAHEDRON LETTERS, vol. 29, no. 2, 1988, pages 155 - 158, XP003016074
JUNKO KOYAMA ET AL., CHEM. PHARM. BULL., vol. 48, no. 6, 2000, pages 873 - 875
See also references of EP 1860103A4
Attorney, Agent or Firm:
Kawamiya, Osamu (IMP Building 3-7, Shiromi 1-chome, Chuo-k, Osaka-shi Osaka 01, JP)
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