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
Application number
MX2013009260A
Other languages
English (en)
Other versions
MX2013009260A (es
Inventor
J Freeman John
Stamper Adrienne
Heitmann Melissa
Original Assignee
Mannkind Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Mannkind Corp filed Critical Mannkind Corp
Publication of MX2013009260A publication Critical patent/MX2013009260A/es
Publication of MX346331B publication Critical patent/MX346331B/es

Links

Classifications

    • 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
    • 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
    • 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
    • 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
    • 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.
MX2013009260A 2011-02-10 2012-02-07 Formación de bis-3, 6-(4-aminoalquil) - 2, 5-dicetopiperazina con n protegido. MX346331B (es)

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 (8) US8912328B2 (es)
EP (1) EP2673265B1 (es)
JP (1) JP6018586B2 (es)
KR (1) KR20140027937A (es)
CN (2) CN103534242B (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) SG10201802008TA (es)
WO (1) WO2012109256A2 (es)

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AU2007216966C1 (en) 2006-02-22 2014-03-20 Mannkind Corporation A method for improving the pharmaceutic properties of microparticles comprising diketopiperazine and an active agent
CN109568740B (zh) 2008-06-13 2022-05-27 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
BRPI0914308B8 (pt) 2008-06-20 2021-06-22 Mannkind Corp sistema de inalação
TWI532497B (zh) 2008-08-11 2016-05-11 曼凱公司 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
EP2405963B1 (en) 2009-03-11 2013-11-06 MannKind Corporation Apparatus, system and method for measuring resistance of an inhaler
MY186975A (en) 2009-06-12 2021-08-26 Mannkind Corp Diketopiperazine microparticles with defined specific surface areas
EP2496295A1 (en) 2009-11-03 2012-09-12 MannKind Corporation An apparatus and method for simulating inhalation efforts
IL223742A (en) 2010-06-21 2016-06-30 Mannkind Corp A dry powder inhaler and preparation for it
SG10201802008TA (en) * 2011-02-10 2018-04-27 Mannkind Corp Formation of n-protected bis-3,6-(4-aminoalkyl) -2,5,diketopiperazine
DK2694402T3 (en) 2011-04-01 2017-07-03 Mannkind Corp BLISTER PACKAGE FOR PHARMACEUTICAL CYLINDER AMPULS
WO2012174472A1 (en) 2011-06-17 2012-12-20 Mannkind Corporation High capacity diketopiperazine microparticles
HK1201475A1 (en) 2011-10-24 2015-09-04 Mannkind Corporation Methods and compositions for treating pain
CN104284918B (zh) * 2012-03-28 2017-03-29 高剑萍 氨酯型和脲酯型化合物及其制备方法
KR20150023315A (ko) 2012-04-27 2015-03-05 맨카인드 코포레이션 에틸푸마레이트의 합성방법 및 중간체로서의 이들의 용도
SG11201500218VA (en) 2012-07-12 2015-03-30 Mannkind Corp Dry powder drug delivery systems and methods
EP2911690A1 (en) 2012-10-26 2015-09-02 MannKind Corporation Inhalable influenza vaccine compositions and methods
ES2754388T3 (es) 2013-03-15 2020-04-17 Mannkind Corp Composiciones y métodos de dicetopiperazina microcristalina
JP6402172B2 (ja) 2013-03-15 2018-10-10 マンカインド・コーポレイシヨン 環状α−Ｎ−保護活性アミノエステル中間体を介するＮ−保護３，６−ビス−（４−アミノブチル）−２，５−ジケトピペラジンの生成
EP3021834A1 (en) 2013-07-18 2016-05-25 MannKind Corporation Heat-stable dry powder pharmaceutical compositions and methods
JP2016530930A (ja) 2013-08-05 2016-10-06 マンカインド コーポレイション 通気装置及び方法
CN103788367B (zh) * 2014-02-26 2017-01-11 中国科学院长春应用化学研究所 一种聚酯酰胺及其制备方法
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
CN106795174B (zh) * 2015-08-10 2020-04-28 扬州蓝色生物医药科技有限公司 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
TWI750188B (zh) 2016-06-20 2021-12-21 日商鹽野義製藥股份有限公司 用於製備經取代多環吡啶酮衍生物之方法及其結晶
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
CN118994038B (zh) * 2024-07-31 2025-09-26 三峡大学 一种甘氨酸合成甘氨酸酐的方法

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Also Published As

Publication number Publication date
US12459903B2 (en) 2025-11-04
EP2673265A2 (en) 2013-12-18
US20200262797A1 (en) 2020-08-20
CA2826973A1 (en) 2012-08-16
SG10201802008TA (en) 2018-04-27
AU2017203860B2 (en) 2020-02-20
AU2012214592A1 (en) 2013-08-29
SG10201600967VA (en) 2016-03-30
RU2013138609A (ru) 2015-03-20
AU2012214592B2 (en) 2017-03-09
CN105884700A (zh) 2016-08-24
US20150073149A1 (en) 2015-03-12
BR112013020514A2 (pt) 2016-07-12
AU2017203860A1 (en) 2017-06-22
US9416113B2 (en) 2016-08-16
US10640471B2 (en) 2020-05-05
CA2826973C (en) 2020-03-24
US8912328B2 (en) 2014-12-16
US20130012710A1 (en) 2013-01-10
US20250163003A1 (en) 2025-05-22
MX2013009260A (es) 2014-08-21
EP2673265A4 (en) 2014-08-06
US10196366B2 (en) 2019-02-05
US20160347721A1 (en) 2016-12-01
CN103534242B (zh) 2016-04-20
KR20140027937A (ko) 2014-03-07
CN103534242A (zh) 2014-01-22
RU2606624C2 (ru) 2017-01-10
SG192708A1 (en) 2013-09-30
JP6018586B2 (ja) 2016-11-02
WO2012109256A3 (en) 2013-01-24
EP2673265B1 (en) 2016-10-19
US20260042739A1 (en) 2026-02-12
IL227904A (en) 2016-12-29
US20190169135A1 (en) 2019-06-06
JP2014513045A (ja) 2014-05-29
IL227904A0 (en) 2013-09-30
US20230034201A1 (en) 2023-02-02
BR112013020514B1 (pt) 2020-12-08
US11440891B2 (en) 2022-09-13
WO2012109256A2 (en) 2012-08-16

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