Title:
BIS-ACYLATED HYDROXYLAMINE DERIVATIVES
Document Type and Number:
Japanese Patent JP2016094401
Kind Code:
A
Abstract:
PROBLEM TO BE SOLVED: To provide: compounds used for cardiovascular diseases, ischemia, reperfusion injury, cancerous disease, pulmonary hypertension and conditions responsive to nitroxyl therapy; pharmaceutical compositions and kits comprising the compounds; and methods of using the compounds or pharmaceutical compositions.SOLUTION: The present invention provides bis-acylated hydroxylamine derivative compounds represented by formula (1), or pharmaceutically acceptable salts, hydrates or solvates thereof. (L is a bond, SOor O; Y is alkyl, aryl, heteroaryl or benzyl; and Rand Rare each independently H, alkyl, heterocycloalkyl, aryl, amino, or the like.)SELECTED DRAWING: None
Inventors:
TOSCANO JOHN P
ART SUTTON
VINCENT J KALISH
BROOKFIELD FREDERICK ARTHUR
STEPHEN MARTIN COURTNEY
LISA MARIE FROST
ART SUTTON
VINCENT J KALISH
BROOKFIELD FREDERICK ARTHUR
STEPHEN MARTIN COURTNEY
LISA MARIE FROST
Application Number:
JP2015210314A
Publication Date:
May 26, 2016
Filing Date:
October 27, 2015
Export Citation:
Assignee:
UNIV JOHNS HOPKINS
CARDIOXYL PHARMACEUTICALS INC
CARDIOXYL PHARMACEUTICALS INC
International Classes:
C07C259/06; A61K31/215; A61K31/235; A61K31/27; A61K31/343; A61K31/351; A61K31/381; A61K31/401; A61K31/4406; A61K31/495; A61K31/5375; A61P9/00; A61P9/04; A61P9/10; A61P35/00; C07C259/10; C07C271/08; C07C311/51; C07C311/53; C07C317/14; C07D207/16; C07D213/38; C07D213/40; C07D213/71; C07D295/205; C07D307/82; C07D309/12; C07D333/34
Foreign References:
| GB1258792A | 1971-12-30 | |||
| WO1998029408A1 | 1998-07-09 | |||
| US3948967A | 1976-04-06 | |||
| US4405357A | 1983-09-20 |
Other References:
LEE JEEWOO: "Analysis of structure-activity relationships for the 'B-region' of N-(3-acyloxy-2-benzylpropyl)-N(')", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. V14 N9, JPN5013005390, 3 May 2004 (2004-05-03), GB, pages 2291 - 2297, ISSN: 0003456637
PEDRO P O SANTOS: "SELECTIVE O-ACYLATION OF AROMATIC HYDROXYLAMINES BY 2-ACYLIMIDAZOLIUM AND 2-ACYLBENZIMIDAZOLIUM SALT", TETRAHEDRON LETTERS, vol. V34 N23, JPN5013005399, 23 March 1993 (1993-03-23), pages 3793 - 3796, ISSN: 0003456645
DAVID J. ANDERSON: "NOVEL SYNTHESIS OF PYRIDO[1,2-A]BENZIMIDAZOLES VIA REACTION OF N-ACYL ARYLHYDROXYLAMINES WITH PYRIDI", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. V23 N4, JPN5013005400, 1 July 1986 (1986-07-01), pages 1091 - 1094, ISSN: 0003456646
BASKAKOV, BIOLOGICHESKI AKTIVNYKH SOEDINENII, vol. V71, JPN5013005403, 1 January 1968 (1968-01-01), pages 96 - 100, ISSN: 0003456647
LOUIS F. FIESER, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. V62 N7, JPN5013005395, 1 July 1940 (1940-07-01), pages 1640 - 1645, ISSN: 0003456648
OTTO NEUNHOEFFER, LIEBIGS ANNALEN DER CHEMIE, vol. V736, JPN5013005391, 29 January 1970 (1970-01-29), pages 100 - 109, ISSN: 0003456638
BYEONG HYO KIM: "INDIUM MEDIATED REDUCTIVE ACYLATIONS OF NITROARENES TOWARDS N,O-DIACYLATED N-ARYLHYDROXYLAMINES", SYNTHETIC COMMUNICATIONS, vol. V31 N23, JPN5013005392, 1 January 2001 (2001-01-01), pages 3577 - 3586, ISSN: 0003456639
TOMAZIC A: "SYNTHESES OF SOME AZINYLHYDROXYLAMINES(1)", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. V16 N5, JPN5013005393, 1 July 1979 (1979-07-01), US, pages 861 - 864, ISSN: 0003456640
YAGODINA O V: "Acylation and oxidation of 4-chloro-6-(hydroxyamino)pyrimidines. Synthesis of 4-chloro-6-nitro(nitro", CHEMISTRY OF HETEROCYCLIC COMPOUNDS, vol. V25, JPN5013005394, 9 June 1988 (1988-06-09), pages 908 - 913, ISSN: 0003456641
MILEWSKA: "OXIDATION OF AMINO ACIDS. IV* REACTION OF DIBENZOYL PEROXIDE WITH ω-AMINO ACID ESTERS", AUSTRALIAN JOURNAL OF CHEMISTRY, vol. V40 N11, JPN5013005396, 1 January 1987 (1987-01-01), AU, pages 1919 - 1922, ISSN: 0003456642
STANLEY C. BELL: "A NEW SYNTHESIS OF 7-CHLORO-1,3-DIHYDRO-5-PHENYL-2H-1,4-BENZODIAZEPIN-2-ONE 4-OXIDE", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. V4 N4, JPN5013005397, 1 December 1967 (1967-12-01), pages 647 - 649, ISSN: 0003456643
JYH MING LIN: "AN INVESTIGATION OF THE INTRAMOLECULAR ENE REACTION OF N-ACYL IMINES", THE JOURNAL OF ORGANIC CHEMISTRY, vol. V51 N2, JPN5013005398, 1 January 1986 (1986-01-01), pages 167 - 174, ISSN: 0003456644
PEDRO P O SANTOS: "SELECTIVE O-ACYLATION OF AROMATIC HYDROXYLAMINES BY 2-ACYLIMIDAZOLIUM AND 2-ACYLBENZIMIDAZOLIUM SALT", TETRAHEDRON LETTERS, vol. V34 N23, JPN5013005399, 23 March 1993 (1993-03-23), pages 3793 - 3796, ISSN: 0003456645
DAVID J. ANDERSON: "NOVEL SYNTHESIS OF PYRIDO[1,2-A]BENZIMIDAZOLES VIA REACTION OF N-ACYL ARYLHYDROXYLAMINES WITH PYRIDI", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. V23 N4, JPN5013005400, 1 July 1986 (1986-07-01), pages 1091 - 1094, ISSN: 0003456646
BASKAKOV, BIOLOGICHESKI AKTIVNYKH SOEDINENII, vol. V71, JPN5013005403, 1 January 1968 (1968-01-01), pages 96 - 100, ISSN: 0003456647
LOUIS F. FIESER, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. V62 N7, JPN5013005395, 1 July 1940 (1940-07-01), pages 1640 - 1645, ISSN: 0003456648
OTTO NEUNHOEFFER, LIEBIGS ANNALEN DER CHEMIE, vol. V736, JPN5013005391, 29 January 1970 (1970-01-29), pages 100 - 109, ISSN: 0003456638
BYEONG HYO KIM: "INDIUM MEDIATED REDUCTIVE ACYLATIONS OF NITROARENES TOWARDS N,O-DIACYLATED N-ARYLHYDROXYLAMINES", SYNTHETIC COMMUNICATIONS, vol. V31 N23, JPN5013005392, 1 January 2001 (2001-01-01), pages 3577 - 3586, ISSN: 0003456639
TOMAZIC A: "SYNTHESES OF SOME AZINYLHYDROXYLAMINES(1)", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. V16 N5, JPN5013005393, 1 July 1979 (1979-07-01), US, pages 861 - 864, ISSN: 0003456640
YAGODINA O V: "Acylation and oxidation of 4-chloro-6-(hydroxyamino)pyrimidines. Synthesis of 4-chloro-6-nitro(nitro", CHEMISTRY OF HETEROCYCLIC COMPOUNDS, vol. V25, JPN5013005394, 9 June 1988 (1988-06-09), pages 908 - 913, ISSN: 0003456641
MILEWSKA: "OXIDATION OF AMINO ACIDS. IV* REACTION OF DIBENZOYL PEROXIDE WITH ω-AMINO ACID ESTERS", AUSTRALIAN JOURNAL OF CHEMISTRY, vol. V40 N11, JPN5013005396, 1 January 1987 (1987-01-01), AU, pages 1919 - 1922, ISSN: 0003456642
STANLEY C. BELL: "A NEW SYNTHESIS OF 7-CHLORO-1,3-DIHYDRO-5-PHENYL-2H-1,4-BENZODIAZEPIN-2-ONE 4-OXIDE", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. V4 N4, JPN5013005397, 1 December 1967 (1967-12-01), pages 647 - 649, ISSN: 0003456643
JYH MING LIN: "AN INVESTIGATION OF THE INTRAMOLECULAR ENE REACTION OF N-ACYL IMINES", THE JOURNAL OF ORGANIC CHEMISTRY, vol. V51 N2, JPN5013005398, 1 January 1986 (1986-01-01), pages 167 - 174, ISSN: 0003456644
Attorney, Agent or Firm:
Hiroshi Kobayashi
Norio Omori
Mami Hino
Kyoei Sugiyama
Yasuhito Suzuki
Norio Omori
Mami Hino
Kyoei Sugiyama
Yasuhito Suzuki