AR097971A1 - Formas cristalinas de derivado de diazabiciclooctano y proceso de producción de ellas - Google Patents

Formas cristalinas de derivado de diazabiciclooctano y proceso de producción de ellas

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Publication number
AR097971A1
AR097971A1 ARP140103759A ARP140103759A AR097971A1 AR 097971 A1 AR097971 A1 AR 097971A1 AR P140103759 A ARP140103759 A AR P140103759A AR P140103759 A ARP140103759 A AR P140103759A AR 097971 A1 AR097971 A1 AR 097971A1
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Argentina
Prior art keywords
formula
compound represented
appear
diffraction pattern
powder diffraction
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ARP140103759A
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English (en)
Inventor
Abe Takao
Furuuchi Takeshi
Sakamaki Yoshiaki
Mitsuhashi Nakako
Saito Yumiko
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Meiji Seika Pharma Co Ltd
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Application filed by Meiji Seika Pharma Co Ltd filed Critical Meiji Seika Pharma Co Ltd
Publication of AR097971A1 publication Critical patent/AR097971A1/es

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/425Thiazoles
    • A61K31/429Thiazoles condensed with heterocyclic ring systems
    • A61K31/43Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/08Bridged systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/439Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom the ring forming part of a bridged ring system, e.g. quinuclidine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A61K31/542Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/545Compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins, cefaclor, or cephalexine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2300/00Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13Crystalline forms, e.g. polymorphs
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Reivindicación 1: Un proceso para producir un compuesto representado por la fórmula (4), caracterizado porque comprende: hacer reaccionar un compuesto representado por la fórmula (1) con un compuesto: R³ONH₂ para obtener un compuesto representado por la fórmula (2) tratar con un catalizador de paladio sobre carbón bajo una atmósfera de hidrógeno, someter simultánea o consecutivamente a una reacción de sulfatación usando complejo de trióxido de azufre-trimetilamina en presencia de una cantidad catalítica de base en un solvente acuoso y tratar con hidrógeno-sulfato de tetrabutilamonio para obtener un compuesto representado por la fórmula (3) seguido, en un caso en que la cadena lateral de R³ONHC(=O)- tenga un grupo protector, eliminación del grupo protector con un ácido y precipitación de un producto crudo por adición de un solvente pobre a la solución de reacción para obtener un compuesto crudo representado por la fórmula (4-CR) seguido alternativamente por adición del compuesto crudo representado por la fórmula (4-CR) y tampón helado para obtener una solución que tiene un pH de 4 a 5,5, concentración después de desalar con un adsorbente sintético de ser necesario, ajuste de la temperatura, siembra de ser necesario y cristalización por adición de un solvente pobre para producir el compuesto representado por la fórmula (4) (en cada una de las fórmulas anteriores, OBn es benciloxi; R¹ es 2,5-dioxopirrolidin-1-ilo, 1,3-dioxo-3a,4,7,7a-tetrahidro-1H-isoindol-2(3H)-ilo, 1,3-dioxohexahidro-1H-isoindol-2(3H)-ilo o 3,5-dioxo-4-azatriciclo[5,2,1,02,6]dec-8-en-4-ilo; R³ es alquilo C₁₋₆ o heterociclilo, R³ se puede modificar con 0 a 5 R⁴; R⁴ se pueden sustituir consecutivamente; aquí, R⁴ es alquilo C₁₋₆, heterociclilo, R⁵(R⁶)N- o un grupo protector; R⁵ y R⁶ son cada uno, de modo independiente, hidrógeno o alquilo C₁₋₆ o forman juntos heterociclilo; por otra parte, R³, R⁵ y R⁶ se pueden someter a cierre del anillo en una posición arbitraria. Reivindicación 12: Una forma cristalina I de un compuesto representado por la fórmula (5) caracterizado porque tiene picos característicos que aparecen en el espaciado reticular (d) de 7,34, 5,66, 5,53, 5,30, 5,02, 4,66, 4,37, 4,28, 4,06, 3,68, 3,62, 3,47, 3,36, 3,30, 3,16, 3,11, 3,03, 2,99 y 2,50 Å en el patrón de difracción de polvos por rayos X. Reivindicación 17: Una forma cristalina II de un compuesto representado por la fórmula (5) caracterizado porque tiene picos característicos que aparecen en el espaciado reticular (d) de 9,46, 5,62, 5,23, 5,10, 5,00, 4,91, 4,67, 4,45, 4,29, 3,96, 3,78, 3,71, 3,52, 3,24, 3,18, 3,10, 3,02, 2,88, 2,81, 2,77, 2,67, 2,50 y 2,45 Å en el patrón de difracción de polvos por rayos X. Reivindicación 22: Una forma cristalina III de un compuesto representado por la fórmula (5) caracterizado porque tiene picos característicos que aparecen en el espaciado reticular (d) de 8,32, 6,10, 5,98, 5,51, 5,16, 5,07, 4,85, 4,70, 4,61, 4,35, 4,20, 4,06, 4,00, 3,95, 3,77, 3,73, 3,65, 3,42, 3,39, 3,36, 3,26, 3,23, 3,13, 3,09, 2,99, 2,81 y 2,52 Å en el patrón de difracción de polvos por rayos X. Reivindicación 27: Una forma cristalina IV de un compuesto representado por la fórmula (5) caracterizado porque tiene picos característicos que aparecen en el espaciado reticular (d) de 7,88, 6,41, 5,20, 4,67, 4,50, 4,02, 3,81, 3,75, 3,70, 3,62, 3,38, 3,23, 3,20 y 2,74 Å en el patrón de difracción de polvos por rayos X.
ARP140103759A 2013-10-08 2014-10-08 Formas cristalinas de derivado de diazabiciclooctano y proceso de producción de ellas AR097971A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2013211242 2013-10-08

Publications (1)

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AR097971A1 true AR097971A1 (es) 2016-04-20

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US (4) US10131665B2 (es)
EP (4) EP3613740A1 (es)
JP (3) JP6617029B2 (es)
KR (2) KR102487297B1 (es)
CN (2) CN111153903A (es)
AR (1) AR097971A1 (es)
AU (1) AU2014332960B2 (es)
BR (2) BR112016006266B1 (es)
CA (2) CA2926071C (es)
DK (1) DK3067355T3 (es)
ES (2) ES2901198T3 (es)
HK (2) HK1219479A1 (es)
HU (1) HUE051925T2 (es)
IL (2) IL244969B (es)
MX (1) MX361659B (es)
NZ (5) NZ757222A (es)
RU (1) RU2695219C2 (es)
SG (1) SG11201602723RA (es)
TW (1) TWI673269B (es)
WO (1) WO2015053297A1 (es)
ZA (1) ZA201602054B (es)

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DK3067355T3 (da) 2021-01-04
KR20160065871A (ko) 2016-06-09
ES2901198T3 (es) 2022-03-21
EP3299370A1 (en) 2018-03-28
RU2019115119A3 (es) 2022-04-26
CN111153903A (zh) 2020-05-15
US10604522B2 (en) 2020-03-31
SG11201602723RA (en) 2016-05-30
JP6617029B2 (ja) 2019-12-04
KR102388529B1 (ko) 2022-04-20
US11414417B2 (en) 2022-08-16
EP3613741A1 (en) 2020-02-26
JP6995810B2 (ja) 2022-01-17
CN105612159A (zh) 2016-05-25
AU2014332960B2 (en) 2018-03-29
US20160272641A1 (en) 2016-09-22
TWI673269B (zh) 2019-10-01
BR112016006266A2 (es) 2017-08-22
NZ743374A (en) 2021-12-24
JPWO2015053297A1 (ja) 2017-03-09
CA2926071A1 (en) 2015-04-16
EP3067355A4 (en) 2017-04-26
KR20220054694A (ko) 2022-05-03
RU2016116501A3 (es) 2018-07-12
RU2016116501A (ru) 2017-11-15
HK1219479A1 (zh) 2017-04-07
RU2695219C2 (ru) 2019-07-22
EP3067355B1 (en) 2020-12-16
AU2014332960A1 (en) 2016-05-26
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ES2842225T3 (es) 2021-07-13
HUE051925T2 (hu) 2021-04-28
IL289275B2 (en) 2023-02-01
NZ757220A (en) 2021-12-24
RU2019115119A (ru) 2019-05-29
CA2926071C (en) 2021-11-09
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NZ757222A (en) 2021-12-24
HK1250030A1 (zh) 2018-11-23
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US20220348578A1 (en) 2022-11-03
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