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) 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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AU2006290870B2 (en) 2005-09-14 2013-02-28 Mannkind Corporation Method of drug formulation based on increasing the affinity of active agents for crystalline microparticle surfaces
JP5599975B2 (ja) 2006-02-22 2014-10-01 マンカインド コーポレイション ジケトピペラジン及び活性薬剤を含有する微粒子の製剤特性の改善方法
US8499757B2 (en) 2008-06-13 2013-08-06 Mannkind Corporation Dry powder inhaler and system for drug delivery
US8485180B2 (en) 2008-06-13 2013-07-16 Mannkind Corporation Dry powder drug delivery system
ES2904623T3 (es) 2008-06-20 2022-04-05 Mannkind Corp Aparato interactivo para establecer un perfil en tiempo real de esfuerzos de inhalación
TWI614024B (zh) 2008-08-11 2018-02-11 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
US8538707B2 (en) 2009-03-11 2013-09-17 Mannkind Corporation Apparatus, system and method for measuring resistance of an inhaler
RU2509555C2 (ru) 2009-06-12 2014-03-20 Маннкайнд Корпорейшн Микрочастицы дикетопиперазина с определенными удельными площадями поверхности
CA2778698A1 (en) 2009-11-03 2011-05-12 Mannkind Corporation An apparatus and method for simulating inhalation efforts
MX359281B (es) 2010-06-21 2018-09-21 Mannkind Corp Sistema y metodos para suministrar un farmaco en polvo seco.
MX346331B (es) * 2011-02-10 2017-03-15 Mannkind Corp Formación de bis-3, 6-(4-aminoalquil) - 2, 5-dicetopiperazina con n protegido.
US8925726B2 (en) 2011-04-01 2015-01-06 Mannkind Corporation Blister package for pharmaceutical cartridges
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BR112014009686A2 (pt) 2011-10-24 2018-08-07 Mannkind Corp composição analgésica inalável, pó seco e método para tratar dor
WO2013142969A1 (en) * 2012-03-28 2013-10-03 Jian Ping Gao Urethanes and ureas and processes
SG11201406970QA (en) 2012-04-27 2014-11-27 Mannkind Corp Methods for the synthesis of ethylfumarates and their use as intermediates
MX354163B (es) 2012-07-12 2018-02-15 Mannkind Corp Sistemas y métodos de suministro de fármaco en polvo seco.
EP2911690A1 (en) 2012-10-26 2015-09-02 MannKind Corporation Inhalable influenza vaccine compositions and methods
SG10201708090TA (en) 2013-03-15 2017-11-29 Mannkind Corp Microcrystalline diketopiperazine compositions and methods
US8962836B2 (en) * 2013-03-15 2015-02-24 Mannkind Corporation Formation of N-protected bis-3,6-(4-aminobutyl)-2,5-diketopiperazine through a cyclic alpha-N-protected amino ester
KR102321339B1 (ko) 2013-07-18 2021-11-02 맨카인드 코포레이션 열-안정성 건조 분말 약제학적 조성물 및 방법
CA2920488C (en) 2013-08-05 2022-04-26 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
US10307464B2 (en) 2014-03-28 2019-06-04 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
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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
WO2012109256A3 (en) 2013-01-24
AU2012214592B2 (en) 2017-03-09
CN103534242A (zh) 2014-01-22
KR20140027937A (ko) 2014-03-07
SG10201802008TA (en) 2018-04-27
US10640471B2 (en) 2020-05-05
JP6018586B2 (ja) 2016-11-02
US20200262797A1 (en) 2020-08-20
US9416113B2 (en) 2016-08-16
US20130012710A1 (en) 2013-01-10
BR112013020514A2 (pt) 2016-07-12
CA2826973A1 (en) 2012-08-16
AU2012214592A1 (en) 2013-08-29
SG192708A1 (en) 2013-09-30
JP2014513045A (ja) 2014-05-29
EP2673265A4 (en) 2014-08-06
MX2013009260A (es) 2014-08-21
CN105884700A (zh) 2016-08-24
US10196366B2 (en) 2019-02-05
RU2013138609A (ru) 2015-03-20
AU2017203860B2 (en) 2020-02-20
US20230034201A1 (en) 2023-02-02
EP2673265B1 (en) 2016-10-19
RU2606624C2 (ru) 2017-01-10
US20150073149A1 (en) 2015-03-12
US12459903B2 (en) 2025-11-04
US11440891B2 (en) 2022-09-13
IL227904A (en) 2016-12-29
IL227904A0 (en) 2013-09-30
WO2012109256A2 (en) 2012-08-16
US20260042739A1 (en) 2026-02-12
AU2017203860A1 (en) 2017-06-22
SG10201600967VA (en) 2016-03-30
US8912328B2 (en) 2014-12-16
CN103534242B (zh) 2016-04-20
EP2673265A2 (en) 2013-12-18
BR112013020514B1 (pt) 2020-12-08
US20160347721A1 (en) 2016-12-01
US20250163003A1 (en) 2025-05-22
US20190169135A1 (en) 2019-06-06
CA2826973C (en) 2020-03-24

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