FI111947B - Förfarande för framställning av nya terapeutiskt användbara 5-oxo-[1,4]oxazino[3,4-b][1,3]oxazepin och -tiazepin-7-karboxylsyraderivat - Google Patents

Förfarande för framställning av nya terapeutiskt användbara 5-oxo-[1,4]oxazino[3,4-b][1,3]oxazepin och -tiazepin-7-karboxylsyraderivat Download PDF

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Publication number
FI111947B
FI111947B FI20000814A FI20000814A FI111947B FI 111947 B FI111947 B FI 111947B FI 20000814 A FI20000814 A FI 20000814A FI 20000814 A FI20000814 A FI 20000814A FI 111947 B FI111947 B FI 111947B
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formula
ethyl acetate
mmol
dried
oxo
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FI20000814A
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English (en)
Finnish (fi)
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FI20000814A (sv
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Jr Jollie D Godfrey
David R Kronenthal
Jeffrey A Robl
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Squibb Bristol Myers Co
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/30—Preparation of optical isomers
    • C07C227/32—Preparation of optical isomers by stereospecific synthesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C315/00—Preparation of sulfones; Preparation of sulfoxides
    • C07C315/02—Preparation of sulfones; Preparation of sulfoxides by formation of sulfone or sulfoxide groups by oxidation of sulfides, or by formation of sulfone groups by oxidation of sulfoxides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00—Thiocarboxylic acids
    • C07C327/20—Esters of monothiocarboxylic acids
    • C07C327/32—Esters of monothiocarboxylic acids having sulfur atoms of esterified thiocarboxyl groups bound to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C07C327/34—Esters of monothiocarboxylic acids having sulfur atoms of esterified thiocarboxyl groups bound to carbon atoms of hydrocarbon radicals substituted by carboxyl groups with amino groups bound to the same hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06139—Dipeptides with the first amino acid being heterocyclic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
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  • Veterinary Medicine (AREA)
  • Heart & Thoracic Surgery (AREA)
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  • Proteomics, Peptides & Aminoacids (AREA)
  • Biophysics (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Treatments Of Macromolecular Shaped Articles (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Steroid Compounds (AREA)
  • Use Of Switch Circuits For Exchanges And Methods Of Control Of Multiplex Exchanges (AREA)
  • Dram (AREA)
  • Reduction Or Emphasis Of Bandwidth Of Signals (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Peptides Or Proteins (AREA)

Claims (3)

1. Förfarande för framställning av nya tera-peutiskt användbara 5-oxo-[l, 4]oxazino[3, 4-b][l, 3]oxazepin-5 och -tiazepin-7-karboxylsyraderivat med formeln (I) och farmaceutiskt godtagbara salter därav, o oli
10. Il /N\^(CH2)m (I) HS->(CH2)r~C^-C-N^ Rl2 R1 O COOH i vilken formel 15 X är 0 eller S, Ri är väte, alkyl med 1-7 kolatomer, cykloalkyl-CH2-, där cykloalkylen har 3-7 kolatomer, fenyl-CH2-, naftyl-CH2-, tienyl-CH2- eller tiazolyl-CH2- och R12 är väte, eller Ri och Ri2 bildar tillsammans med kolatomen, tili 20 vilken de är bundna, en cykloalkyring med 5-7 kolatomer, n är ett eller tvä, i s t "*: m är noll eller ett, och ' ’ r är noll eller ett, i t :,V kännetecknat därav, att ' 25 a) en acylmerkaptosidokedja med formeln (II) O O Il II Rs— c—s— (ch2 ) r-c— c- OH / \ (II) Rl2 R1 i · » » · *,,( 30 där Rg är alkyl med 1-4 kolatomer eller fenyl, eller en » » ·;* aktiverad form därav kopplas med en amin med formeln (III) » · ► (cajibj^'o (III)
35 JL .N. ^(CH2)m h2n^Y Y O COOR3 21 111947 där R3 är väte, alkyl med 1-4 kolatomer eller fenyl, varvid erhälls en förening med formeln (IV) s o n ii _X^N\/(ch2)„ .uv) Rs- C—s— ( ch2 ) c- isr Y Y Ru Ri H O COOR3 10 b) den i punkt a) erhällna produkten behandlas för avlägsnande av asylgruppen O tl Rö-C-, och, dä R3 är annat än väte, omvandlas karboxylsyraestern COOR3 tili en syra och därefter 15 eventuellt tili ett farmaceutiskt godtagbart sait därav.
2. Förfarande enligt patentkrav 1, känne-t e c k n a t därav, att man framställer en förening med formeln (I), där Ri är bensyl, X är O, n är tvä, m är ett och r är 0. 20
3. Förfarande enligt patentkrav 1, känne- , t e c k n a t därav, att man framställer en förening med formeln (I), där Ri är bensyl, X är S, n är tvä, m är ett och r är 0. * I i * $ * » t * k > > 1 ·
FI20000814A 1993-06-15 2000-04-06 Förfarande för framställning av nya terapeutiskt användbara 5-oxo-[1,4]oxazino[3,4-b][1,3]oxazepin och -tiazepin-7-karboxylsyraderivat FI111947B (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US7797893A 1993-06-15 1993-06-15
US7797893 1993-06-15

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FI20000814A FI20000814A (sv) 2000-04-06
FI111947B true FI111947B (sv) 2003-10-15

Family

ID=22141128

Family Applications (3)

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FI942793A FI106464B (sv) 1993-06-15 1994-06-13 Förfarande för framställning av nya terapeutiskt användbara pyridotiazepin-, pyrido-oxazepin-, pyridotiazin-, pyrrolo-oxazepin- och pyrrolotiazepinderivat
FI20000815A FI111950B (sv) 1993-06-15 2000-04-06 5-oxo-7H-pyrido[2,1-b][1,3]tiazepin-, 4-oxo-2H,6H-pyrido[2,1-b][1,3]tiazin- och 5-oxo-pyrrolo[2,1-b][1,3]tiazepinderivat
FI20000814A FI111947B (sv) 1993-06-15 2000-04-06 Förfarande för framställning av nya terapeutiskt användbara 5-oxo-[1,4]oxazino[3,4-b][1,3]oxazepin och -tiazepin-7-karboxylsyraderivat

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FI942793A FI106464B (sv) 1993-06-15 1994-06-13 Förfarande för framställning av nya terapeutiskt användbara pyridotiazepin-, pyrido-oxazepin-, pyridotiazin-, pyrrolo-oxazepin- och pyrrolotiazepinderivat
FI20000815A FI111950B (sv) 1993-06-15 2000-04-06 5-oxo-7H-pyrido[2,1-b][1,3]tiazepin-, 4-oxo-2H,6H-pyrido[2,1-b][1,3]tiazin- och 5-oxo-pyrrolo[2,1-b][1,3]tiazepinderivat

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US (5) US5508272A (sv)
EP (1) EP0629627B1 (sv)
JP (1) JP3569550B2 (sv)
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