Title:
GRISEOFULVIN COMPOUND AND PHARMACEUTICAL USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2019/065928
Kind Code:
A1
Abstract:
The present invention addresses the problem of providing a compound for prophylaxis and/or treatment of inflammatory diseases of the central nervous system, or a pharmacologically acceptable salt thereof. Provided is a compound represented by general formula (1) or a pharmacologically acceptable salt thereof. [R1: a C1-C6 alkyl group or the like, R2: a C1-C6 alkyl group or the like, A: a five-membered aromatic hetero-ring or the like, R3, R3
': a C1-C6 alkyl group or the like]
Inventors:
SAITO KEIJI (JP)
NAKAJIMA KATSUYOSHI (JP)
OGAWA YASUYUKI (JP)
MAKINO MITSUHIRO (JP)
ITO KAORI (JP)
NAGATA SEIKO (JP)
HIRASAWA MAKOTO (JP)
NAKAJIMA KATSUYOSHI (JP)
OGAWA YASUYUKI (JP)
MAKINO MITSUHIRO (JP)
ITO KAORI (JP)
NAGATA SEIKO (JP)
HIRASAWA MAKOTO (JP)
Application Number:
PCT/JP2018/036160
Publication Date:
April 04, 2019
Filing Date:
September 28, 2018
Export Citation:
Assignee:
DAIICHI SANKYO CO LTD (JP)
International Classes:
A61K31/343; C07D307/94; A61K31/351; A61K31/4155; A61K31/424; A61K31/4245; A61K31/438; A61K31/443; A61K31/454; A61K31/506; A61P3/04; A61P21/02; A61P25/00; A61P25/02; A61P25/08; A61P25/14; A61P25/16; A61P25/18; A61P25/20; A61P25/22; A61P25/24; A61P25/28; A61P25/30; A61P25/32; A61P27/02; A61P29/00; C07D405/04; C07D405/14; C07D407/12; C07D413/04; C07D413/14; C07D498/10
Domestic Patent References:
| WO2017170623A1 | 2017-10-05 | |||
| WO2010124695A1 | 2010-11-04 |
Foreign References:
| DE4430910A1 | 1996-03-07 |
Other References:
GREEN, G. F. H. ET AL.: "Griseofulvin Analogues. Part IX. Proton Magnetic Resonance Studies", JOURNAL OF THE CHEMICAL SOCIETY, vol. 22, 1964, pages 144 - 148, XP055585611
VINCENT, A. M. ET AL.: "Identification of candidate drugs for the treatment of ALS", AMYOTROPHIC LATERAL SCLEROSIS AND OTHER MOTOR NEURON DISORDERS, vol. 6, no. 1, 2005, pages 29 - 36, XP009096168
RODRIGUEZ, J. A. ET AL.: "The effects of some porphyrinogenic drugs on the brain cholinergic system", CELLULAR AND MOLECULAR BIOLOGY, vol. 48, no. 1, 2002, pages 103 - 110, XP009520227, ISSN: 0145-5680
KRAFT, R. ET AL.: "A cell -based fascin bioassay identifies compounds with potential anti-metastasis or cognition-enhancing functions", DISEASE MODELS & MECHANISMS, vol. 6, no. 1, 2013, pages 217 - 235, XP055562913, DOI: 10.1242/dmm.008243
OXFORD AERAISTRICK HSIMONART P, STUDIES IN THE BIOCH EMISTRY OF MICRO-ORGANISMS: GRISEOFULVIN, C(17)H(17)0(6)CI, A METABOL IC PRODUCT OF PENICLLIUM GRISEO-FULVUM DIERCKX, vol. 33, no. 2, February 1939 (1939-02-01), pages 240 - 248
GENTLES JC.: "Experimental ringworm in guinea, pigs: oral t reatment with griseofulvin", NATURE, vol. 182, no. 4633, 16 August 1958 (1958-08-16), pages 476 - 477
WILLIAMS DIMARTEN RHSARKANY I: "Oral treatment of r i n gworm with griseofulvin", LANCET, vol. 2, no. 7058, 6 December 1958 (1958-12-06), pages 1212 - 1213
WOHLAND JHERZOG WWEBER K: "Interaction of griseofulvi n with microtubules, microtubule protein and tubulin", J MΟL. BIOL., vol. 111, no. 3, 15 April 1977 (1977-04-15), pages 329 - 342
HO YSDUH JSJENG JHWANG YJLIANG YCL IN CHTSENG CJYU CFCHEN RJLIN JK: "Griseofulvin potentiates antitumorigenesi s effects of nocodazole through induction of apoptasis and G2/M cell cycle arrest in human colorectal cancer cells", INT J CANCER, vol. 91, no. 3, 1 February 2001 (2001-02-01), pages 393 - 401
SORRENTINO LCAPASSO FDI ROSA: "M. Anti-inflammatory pr operties of griseofulvin", AGENTS ACTIONS, vol. 7, no. 1, March 1977 (1977-03-01), pages 157 - 162, XP009514265, DOI: 10.1007/BF01964914
SEHGAL VNBIKHCHANDANI RKORANNE RVNAYAR MSAXENA H M.: "Histopathological evaluation of griseofulvin therapy in lichen pla nus, A double-blind controlled study", DERMATOLOGICA, vol. 161, no. 1, 1980, pages 22 - 27
TAMAKI KOSADA ATSUKAMOTO KOHTAKE NFURUE M.: "Treat ment of plasma cell chei litis with griseofulvin", J AM ACAD DERMATOL., vol. 30, no. 5 Pt 1, May 1994 (1994-05-01), pages 789 - 790
TAMAKI KYASAKA NOSADA ASHIBAGAKI NFURUE M.: "Succe ssful treatment of pigmented purpuric dermatosis with griseofulvin", B R J DERMATOL., vol. 132, no. 1, January 1995 (1995-01-01), pages 159 - 160
COHEN AGOLDMAN JDANIELS RKANENSON W.: "Treatment of shoulder-hand syndrome with gr iseofulvin", J AM MED ASSOC., vol. 173, 4 June 1960 (1960-06-04), pages 542 - 543
PETERSEN ABRONNEST MHLARSEN, T0CLAUSEN MH: "The Ch emistry of GrlseofuLvm", CHEM, REV., vol. 114, December 2014 (2014-12-01), pages 12088 - 12107
KADOTA A.: "Neuroinflammation Hypothesis of Psychiatric Disorders", PSYCHIATRIA ET NEUROLOGIA JAPONICA, vol. 114, no. 2, 2012, pages 124 - 133
KADOTA A.: "Neurodegenerative Diseases, Neuroinflammation and Microglia", CLINICAL NEUROLOGY, vol. 54, 2014, pages 1119 - 1121
PROG. MED., vol. 5, 1985, pages 2157 - 2161
CHEMICAL ABSTRACTS, Columbus, Ohio, US; abstract no. 159635-49-1
J. ORG. CHEM., vol. 56, 1991, pages 1088 - 1093
TETRAHEDRON, vol. 68, 2012, pages 2068 - 2073
VINCENT, A. M. ET AL.: "Identification of candidate drugs for the treatment of ALS", AMYOTROPHIC LATERAL SCLEROSIS AND OTHER MOTOR NEURON DISORDERS, vol. 6, no. 1, 2005, pages 29 - 36, XP009096168
RODRIGUEZ, J. A. ET AL.: "The effects of some porphyrinogenic drugs on the brain cholinergic system", CELLULAR AND MOLECULAR BIOLOGY, vol. 48, no. 1, 2002, pages 103 - 110, XP009520227, ISSN: 0145-5680
KRAFT, R. ET AL.: "A cell -based fascin bioassay identifies compounds with potential anti-metastasis or cognition-enhancing functions", DISEASE MODELS & MECHANISMS, vol. 6, no. 1, 2013, pages 217 - 235, XP055562913, DOI: 10.1242/dmm.008243
OXFORD AERAISTRICK HSIMONART P, STUDIES IN THE BIOCH EMISTRY OF MICRO-ORGANISMS: GRISEOFULVIN, C(17)H(17)0(6)CI, A METABOL IC PRODUCT OF PENICLLIUM GRISEO-FULVUM DIERCKX, vol. 33, no. 2, February 1939 (1939-02-01), pages 240 - 248
GENTLES JC.: "Experimental ringworm in guinea, pigs: oral t reatment with griseofulvin", NATURE, vol. 182, no. 4633, 16 August 1958 (1958-08-16), pages 476 - 477
WILLIAMS DIMARTEN RHSARKANY I: "Oral treatment of r i n gworm with griseofulvin", LANCET, vol. 2, no. 7058, 6 December 1958 (1958-12-06), pages 1212 - 1213
WOHLAND JHERZOG WWEBER K: "Interaction of griseofulvi n with microtubules, microtubule protein and tubulin", J MΟL. BIOL., vol. 111, no. 3, 15 April 1977 (1977-04-15), pages 329 - 342
HO YSDUH JSJENG JHWANG YJLIANG YCL IN CHTSENG CJYU CFCHEN RJLIN JK: "Griseofulvin potentiates antitumorigenesi s effects of nocodazole through induction of apoptasis and G2/M cell cycle arrest in human colorectal cancer cells", INT J CANCER, vol. 91, no. 3, 1 February 2001 (2001-02-01), pages 393 - 401
SORRENTINO LCAPASSO FDI ROSA: "M. Anti-inflammatory pr operties of griseofulvin", AGENTS ACTIONS, vol. 7, no. 1, March 1977 (1977-03-01), pages 157 - 162, XP009514265, DOI: 10.1007/BF01964914
SEHGAL VNBIKHCHANDANI RKORANNE RVNAYAR MSAXENA H M.: "Histopathological evaluation of griseofulvin therapy in lichen pla nus, A double-blind controlled study", DERMATOLOGICA, vol. 161, no. 1, 1980, pages 22 - 27
TAMAKI KOSADA ATSUKAMOTO KOHTAKE NFURUE M.: "Treat ment of plasma cell chei litis with griseofulvin", J AM ACAD DERMATOL., vol. 30, no. 5 Pt 1, May 1994 (1994-05-01), pages 789 - 790
TAMAKI KYASAKA NOSADA ASHIBAGAKI NFURUE M.: "Succe ssful treatment of pigmented purpuric dermatosis with griseofulvin", B R J DERMATOL., vol. 132, no. 1, January 1995 (1995-01-01), pages 159 - 160
COHEN AGOLDMAN JDANIELS RKANENSON W.: "Treatment of shoulder-hand syndrome with gr iseofulvin", J AM MED ASSOC., vol. 173, 4 June 1960 (1960-06-04), pages 542 - 543
PETERSEN ABRONNEST MHLARSEN, T0CLAUSEN MH: "The Ch emistry of GrlseofuLvm", CHEM, REV., vol. 114, December 2014 (2014-12-01), pages 12088 - 12107
KADOTA A.: "Neuroinflammation Hypothesis of Psychiatric Disorders", PSYCHIATRIA ET NEUROLOGIA JAPONICA, vol. 114, no. 2, 2012, pages 124 - 133
KADOTA A.: "Neurodegenerative Diseases, Neuroinflammation and Microglia", CLINICAL NEUROLOGY, vol. 54, 2014, pages 1119 - 1121
PROG. MED., vol. 5, 1985, pages 2157 - 2161
CHEMICAL ABSTRACTS, Columbus, Ohio, US; abstract no. 159635-49-1
J. ORG. CHEM., vol. 56, 1991, pages 1088 - 1093
TETRAHEDRON, vol. 68, 2012, pages 2068 - 2073
Attorney, Agent or Firm:
ISHIBASHI Koki et al. (JP)
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