MX346331B - Formación de bis-3, 6-(4-aminoalquil) - 2, 5-dicetopiperazina con n protegido. - Google Patents
Formación de bis-3, 6-(4-aminoalquil) - 2, 5-dicetopiperazina con n protegido.Info
- Publication number
- MX346331B MX346331B MX2013009260A MX2013009260A MX346331B MX 346331 B MX346331 B MX 346331B MX 2013009260 A MX2013009260 A MX 2013009260A MX 2013009260 A MX2013009260 A MX 2013009260A MX 346331 B MX346331 B MX 346331B
- Authority
- MX
- Mexico
- Prior art keywords
- acid
- aminoalkyl
- protected
- cresol
- diketopiperazine
- Prior art date
Links
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/06—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members
- C07D241/08—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/16—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0215—Sulfur-containing compounds
- B01J31/0225—Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0255—Phosphorus containing compounds
- B01J31/0257—Phosphorus acids or phosphorus acid esters
- B01J31/0258—Phosphoric acid mono-, di- or triesters ((RO)(R'O)2P=O), i.e. R= C, R'= C, H
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0255—Phosphorus containing compounds
- B01J31/0257—Phosphorus acids or phosphorus acid esters
- B01J31/0259—Phosphorus acids or phosphorus acid esters comprising phosphorous acid (-ester) groups ((RO)P(OR')2) or the isomeric phosphonic acid (-ester) groups (R(R'O)2P=O), i.e. R= C, R'= C, H
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Las modalidades descritas detallan métodos mejorados para la síntesis de dicetopiperazinas derivadas de aminoácidos. En particular, métodos mejorados para la ciclocondensación y purificación de 3,6- (aminoalquil)-2,5-dicetopiperazinas con N protegido derivadas de aminoácidos con N protegido. Las modalidades descritas describen métodos para la síntesis de 3,6-bis[aminoalquil con N protegido]-2,5- dicetopiperazina que comprende calentar una mezcla de un aminoácido en presencia de un catalizador en un solvente orgánico. El catalizador se selecciona a partir del grupo que comprende ácido sulfúrico, ácido fosfórico, ácido p-toluenosulfónico, anhídrido cíclico de ácido 1-propilfosfónico, fosfato de tributilo, ácido fenilfosfónico y pentóxido de fósforo entre otros. El solvente se selecciona a partir del grupo que incluye: dimetilacetamida, N-metil-2-pirrolidona, éter dimetilico de dietilenglicol, éter dietílico de etilenglicol, éter dimetílico de dipropilenglicol, éter dietílico de dietilenglicol, m-cresol, p-cresol, o-cresol, xilenos, etilenglicol y fenol entre otros.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201161441525P | 2011-02-10 | 2011-02-10 | |
PCT/US2012/024160 WO2012109256A2 (en) | 2011-02-10 | 2012-02-07 | Formation of n-protected bis-3,6-(4-aminoalkyl) -2,5,diketopiperazine |
Publications (2)
Publication Number | Publication Date |
---|---|
MX2013009260A MX2013009260A (es) | 2014-08-21 |
MX346331B true MX346331B (es) | 2017-03-15 |
Family
ID=46639161
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2013009260A MX346331B (es) | 2011-02-10 | 2012-02-07 | Formación de bis-3, 6-(4-aminoalquil) - 2, 5-dicetopiperazina con n protegido. |
Country Status (13)
Country | Link |
---|---|
US (6) | US8912328B2 (es) |
EP (1) | EP2673265B1 (es) |
JP (1) | JP6018586B2 (es) |
KR (1) | KR20140027937A (es) |
CN (2) | CN105884700A (es) |
AU (2) | AU2012214592B2 (es) |
BR (1) | BR112013020514B1 (es) |
CA (1) | CA2826973C (es) |
IL (1) | IL227904A (es) |
MX (1) | MX346331B (es) |
RU (1) | RU2606624C2 (es) |
SG (3) | SG10201600967VA (es) |
WO (1) | WO2012109256A2 (es) |
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KR101273120B1 (ko) * | 2004-08-20 | 2013-06-13 | 맨카인드 코포레이션 | 다이케토피페라진 합성의 촉매 작용 |
KR101644250B1 (ko) | 2004-08-23 | 2016-07-29 | 맨카인드 코포레이션 | 약물 전달용 디케토피페라진염, 디케토모르포린염 또는 디케토디옥산염 |
KR101486397B1 (ko) | 2005-09-14 | 2015-01-28 | 맨카인드 코포레이션 | 활성제에 대한 결정질 미립자 표면의 친화력의 증가를 기반으로 하는 약물 제제화의 방법 |
BRPI0707991B8 (pt) | 2006-02-22 | 2021-05-25 | Mannkind Corp | métodos de preparação de um medicamento em pó seco com uma propriedade farmacêutica melhorada, dito pó seco e uso de uma quantidade efetiva do pó seco |
CN104491962B (zh) | 2008-06-13 | 2018-10-23 | 曼金德公司 | 干粉吸入器和用于药物输送的系统 |
US8485180B2 (en) | 2008-06-13 | 2013-07-16 | Mannkind Corporation | Dry powder drug delivery system |
ES2421385T3 (es) | 2008-06-20 | 2013-09-02 | Mannkind Corp | Aparato interactivo y procedimiento para establecer el perfil, en tiempo real, de esfuerzos de inhalación |
TWI494123B (zh) | 2008-08-11 | 2015-08-01 | Mannkind Corp | 超快起作用胰島素之用途 |
US8314106B2 (en) | 2008-12-29 | 2012-11-20 | Mannkind Corporation | Substituted diketopiperazine analogs for use as drug delivery agents |
CA2754595C (en) | 2009-03-11 | 2017-06-27 | Mannkind Corporation | Apparatus, system and method for measuring resistance of an inhaler |
US8734845B2 (en) | 2009-06-12 | 2014-05-27 | Mannkind Corporation | Diketopiperazine microparticles with defined specific surface areas |
US9016147B2 (en) | 2009-11-03 | 2015-04-28 | Mannkind Corporation | Apparatus and method for simulating inhalation efforts |
EP2582421A1 (en) | 2010-06-21 | 2013-04-24 | MannKind Corporation | Dry powder drug delivery system and methods |
CN105884700A (zh) * | 2011-02-10 | 2016-08-24 | 麦康公司 | N-保护的双-3,6-(4-氨基烷基)-2,5-二酮哌嗪的形成 |
SG10201606220QA (en) | 2011-04-01 | 2016-09-29 | Mannkind Corp | Blister package for pharmaceutical cartridges |
WO2012174472A1 (en) | 2011-06-17 | 2012-12-20 | Mannkind Corporation | High capacity diketopiperazine microparticles |
KR20140095483A (ko) | 2011-10-24 | 2014-08-01 | 맨카인드 코포레이션 | 통증을 치료하기 위한 방법 및 조성물 |
WO2013142969A1 (en) * | 2012-03-28 | 2013-10-03 | Jian Ping Gao | Urethanes and ureas and processes |
KR20150023315A (ko) | 2012-04-27 | 2015-03-05 | 맨카인드 코포레이션 | 에틸푸마레이트의 합성방법 및 중간체로서의 이들의 용도 |
JP6312262B2 (ja) | 2012-07-12 | 2018-04-18 | マンカインド コーポレイション | 乾燥粉末薬物送達システム |
WO2014066856A1 (en) | 2012-10-26 | 2014-05-01 | Mannkind Corporation | Inhalable influenza vaccine compositions and methods |
MX2015012603A (es) | 2013-03-15 | 2016-06-10 | Mannkind Corp | Formación de bis-3,6-(4-aminobutil)-2,5-dicetopiperazina n-protegida a través de un amino ester cíclico alfa-n-protegido. |
SG11201507564PA (en) | 2013-03-15 | 2015-10-29 | Mannkind Corp | Microcrystalline diketopiperazine compositions and methods |
AU2014290438B2 (en) | 2013-07-18 | 2019-11-07 | Mannkind Corporation | Heat-stable dry powder pharmaceutical compositions and methods |
US11446127B2 (en) | 2013-08-05 | 2022-09-20 | Mannkind Corporation | Insufflation apparatus and methods |
CN105254576A (zh) * | 2014-02-26 | 2016-01-20 | 中国科学院长春应用化学研究所 | 一种谷氨酸二酮哌嗪的制备方法 |
WO2015148905A1 (en) | 2014-03-28 | 2015-10-01 | Mannkind Corporation | Use of ultrarapid acting insulin |
US10561806B2 (en) | 2014-10-02 | 2020-02-18 | Mannkind Corporation | Mouthpiece cover for an inhaler |
WO2017025031A1 (zh) * | 2015-08-10 | 2017-02-16 | 于跃 | 一种抗病毒活性双氮氧杂环螺二酮哌嗪生物碱衍生物及其制备方法 |
AR108812A1 (es) | 2016-06-20 | 2018-09-26 | Shionogi & Co | Proceso para preparar un derivado de piridona policíclica sustituida y cristal del mismo |
CN108997168B (zh) * | 2018-07-14 | 2021-09-28 | 上海应用技术大学 | 一种含氟非天然赖氨酸衍生物的通用合成方法 |
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2012
- 2012-02-07 CN CN201610169104.4A patent/CN105884700A/zh active Pending
- 2012-02-07 MX MX2013009260A patent/MX346331B/es active IP Right Grant
- 2012-02-07 SG SG10201600967VA patent/SG10201600967VA/en unknown
- 2012-02-07 CN CN201280008649.7A patent/CN103534242B/zh active Active
- 2012-02-07 SG SG10201802008TA patent/SG10201802008TA/en unknown
- 2012-02-07 SG SG2013060793A patent/SG192708A1/en unknown
- 2012-02-07 US US13/368,172 patent/US8912328B2/en active Active
- 2012-02-07 JP JP2013553494A patent/JP6018586B2/ja active Active
- 2012-02-07 AU AU2012214592A patent/AU2012214592B2/en active Active
- 2012-02-07 BR BR112013020514-8A patent/BR112013020514B1/pt active IP Right Grant
- 2012-02-07 KR KR1020137023801A patent/KR20140027937A/ko not_active Application Discontinuation
- 2012-02-07 WO PCT/US2012/024160 patent/WO2012109256A2/en active Application Filing
- 2012-02-07 CA CA2826973A patent/CA2826973C/en active Active
- 2012-02-07 RU RU2013138609A patent/RU2606624C2/ru active
- 2012-02-07 EP EP12744320.8A patent/EP2673265B1/en active Active
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2013
- 2013-08-11 IL IL227904A patent/IL227904A/en not_active IP Right Cessation
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2014
- 2014-11-17 US US14/543,464 patent/US9416113B2/en active Active
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2016
- 2016-08-15 US US15/237,427 patent/US10196366B2/en active Active
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2017
- 2017-06-07 AU AU2017203860A patent/AU2017203860B2/en active Active
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2019
- 2019-02-04 US US16/266,683 patent/US10640471B2/en active Active
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2020
- 2020-05-04 US US16/866,056 patent/US11440891B2/en active Active
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2022
- 2022-09-12 US US17/942,576 patent/US20230034201A1/en active Pending
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