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

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/06Heterocyclic 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
    • C07D241/08Heterocyclic 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14Phosphorus; Compounds thereof
    • B01J27/16Phosphorus; 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0215Sulfur-containing compounds
    • B01J31/0225Sulfur-containing compounds comprising sulfonic acid groups or the corresponding salts
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0255Phosphorus containing compounds
    • B01J31/0257Phosphorus acids or phosphorus acid esters
    • B01J31/0258Phosphoric acid mono-, di- or triesters ((RO)(R'O)2P=O), i.e. R= C, R'= C, H
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0234Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
    • B01J31/0255Phosphorus containing compounds
    • B01J31/0257Phosphorus acids or phosphorus acid esters
    • B01J31/0259Phosphorus 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40Substitution 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 (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)

Families Citing this family (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9006175B2 (en) 1999-06-29 2015-04-14 Mannkind Corporation Potentiation of glucose elimination
CA2479751C (en) 2002-03-20 2008-06-03 Trent Poole Inhalation apparatus
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

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5352461A (en) * 1992-03-11 1994-10-04 Pharmaceutical Discovery Corporation Self assembling diketopiperazine drug delivery system
GB9217331D0 (en) * 1992-08-14 1992-09-30 Xenova Ltd Pharmaceutical compounds
JPH06321916A (ja) * 1993-05-14 1994-11-22 Mitsui Toatsu Chem Inc 3,6−ビス[(4−ヒドロキシフェニル)メチル]−2,5−ジケトピペラジンの製造方法。
JP2001511810A (ja) * 1997-02-13 2001-08-14 モンサント カンパニー アミノカルボン酸の製造方法
US6337678B1 (en) * 1999-07-21 2002-01-08 Tactiva Incorporated Force feedback computer input and output device with coordinated haptic elements
US6590993B2 (en) * 1999-09-06 2003-07-08 Koninklijke Philips Electronics N.V. Panel-shaped loudspeaker
DE10019879A1 (de) * 2000-04-20 2001-10-25 Degussa Verfahren zur Herstellung von 2,5-Diketopiperazinen, neue 2,5-Diketopiperazine und deren Verwendung
KR101273120B1 (ko) * 2004-08-20 2013-06-13 맨카인드 코포레이션 다이케토피페라진 합성의 촉매 작용
JP4968848B2 (ja) * 2008-01-30 2012-07-04 株式会社Adeka ポリオレフィン樹脂組成物
CN101851213A (zh) * 2010-06-21 2010-10-06 于清 3,6-双(4-双反丁烯二酰基氨丁基)-2,5-二酮哌嗪及其盐取代物的合成方法
CN101914032B (zh) * 2010-07-15 2013-06-05 启东市沪东化工有限公司 (s)-n-三氟乙酰基-对甲氧基苯乙胺的合成方法
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

Also Published As

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

Similar Documents

Publication Publication Date Title
MX346331B (es) Formación de bis-3, 6-(4-aminoalquil) - 2, 5-dicetopiperazina con n protegido.
WO2006023849A3 (en) Catalysis of diketopiperazine synthesis
NZ618698A (en) Substituted quinazolines, the preparation thereof and the use thereof in pharmaceutical compositions
MD20140023A2 (ro) Derivaţi de pirolpirimidină şi purină
KR20170058921A (ko) 신규의 5,6-디하이드로-4H-벤조[b]티에노-[2,3-d]아제핀 유도체
MY187131A (en) Salts of 2-fluoro-n-methyl-4-[7-(quinolin-6-yl-methyl)-imidazo[1,2-b][1,2,4]triazin-2-yl]benzamide and processes related to preparing the same
NZ600947A (en) Fused Aromatic Difluoromethanephosphonates as Protein Tyrosine Phosphatase 1B (PTP-1B) Inhibitors
IL186730A0 (en) Cancer treatment using viruses, fluoropyrimidines and camptothecins
Yamamoto et al. Photocatalytic Decarboxylative C (sp3)–H Alkylation of Glycine or Peptides
List et al. Asymmetric α-Alkylation of Ketones by Brønsted Acid Catalysis
List et al. Asymmetric α-Coupling of N-Arylaminomethanes with Aldimines
BR112012029374A8 (pt) Método para preparar um complexo ácido
Lee et al. Preparation of boronated heterocyclic compounds using intramolecular cyclization reaction
Yamamoto et al. Asymmetric Relay Friedländer Condensation–Transfer Hydrogenation
List et al. Enantioselective Intramolecular Aza-Diels–Alder Reactions
Yamamoto et al. Copper-Catalyzed Asymmetric Mannich Reaction of Glycine Imines
Ren et al. Phosphoric Acid Catalyzed Enantioselective Friedländer Condensations
List et al. Asymmetric Phosphoric Acid Catalyzed Multicomponent Aza-Diels–Alder Reactions
Maschak et al. Content of amino acids in perennial grassland herbages
UA50266U (en) PROCESS FOR THE PREPARATION OF SUBSTITUTED 7-HYDROXY-7-METHYL-2-(ALKYLTHIO)-N,5-DIARYL-4,5,6,7-TETRAHYDRO[1,2,4]TRIAZOLO[1,5-α]PYRIMIDIN-6-CARBOXAMIDES
Popov et al. INTENSITY OF FREE RADICAL PROCESSES AND SUPEROXIDE DISMUTASE ACTIVITY IN PATIENTS WITH DRUG-INDUCED HEPATITIS UPON COMBINED THERAPY WITH MELAXEN AND EPIFAMINE
UA62456U (ru) Способ получения фосфорной кислоты
UA100738C2 (ru) Способ получения производных пиримидо[4,3-b][1,3,5]селенадиазина
BR112015015428A2 (pt) processo de síntese de uma hidrazina útil no tratamento do papiloma vírus
UA62958U (en) Process for the preparation of 6-substituted 4,7-dihydro-1,2,4-triazolo[1,5-a]pyrimidines

Legal Events

Date Code Title Description
FG Grant or registration