PE20071229A1 - Procesos para la sintesis convergente de los derivados de caliqueamicida - Google Patents

Procesos para la sintesis convergente de los derivados de caliqueamicida

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Publication number
PE20071229A1
PE20071229A1 PE2007000151A PE2007000151A PE20071229A1 PE 20071229 A1 PE20071229 A1 PE 20071229A1 PE 2007000151 A PE2007000151 A PE 2007000151A PE 2007000151 A PE2007000151 A PE 2007000151A PE 20071229 A1 PE20071229 A1 PE 20071229A1
Authority
PE
Peru
Prior art keywords
alkyl
formula
alk1
acid
dimethylformed
Prior art date
Application number
PE2007000151A
Other languages
English (en)
Inventor
Moran Justin Keith
Gu Jianxin
Original Assignee
Wyeth 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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=38437933&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=PE20071229(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Wyeth Corp filed Critical Wyeth Corp
Publication of PE20071229A1 publication Critical patent/PE20071229A1/es

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20Carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/60Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/20Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/36Oxygen or sulfur atoms
    • C07D207/402,5-Pyrrolidine-diones
    • C07D207/4042,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D309/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D309/08Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D309/14Nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20Carbocyclic rings
    • C07H15/203Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/26Acyclic or carbocyclic radicals, substituted by hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • Biochemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

REFERIDA A UN PROCESO PARA PREPARAR UN COMPUESTO DERIVADO DE CALIQUEAMICINA DE FORMULA: Z-C(=O)-Alk1-Sp1-Ar-C(Z1)=Q-Sp-S-S-W', DONDE Z ES -O-TETRAFLUORFENILO, -O-PENTAFLUORFENILO, ENTRE OTROS; AlK1 ES ALQUILENO DE 2 A 6 ATOMOS DE CARBONO; Sp1 ES S, O, CONH, NHCO O NR'; Z1 ES H O ALQUILO C1-C5; Ar ES 1,2-FENILENO, 1,3-FENILENO, ENTRE OTROS; R' ES ALQUILO C1-C5 OPCIONALMENTE SUSTITUIDO CON OH, ALCOXI C1-C4, ENTRE OTROS; Sp ES ALQUILO C1-C18, ARILO O HETEROARILO DE 3 A 18 ATOMOS, CICLOALQUILO C1-C18, ENTRE OTROS; R5 ES CH3, -C2H5 O CH(CH3)2; R5' ES H O UN GRUPO RCO; R ES H, ALQUILO C1-C10, ALQUILENO C2-C10, ENTRE OTROS; Q ES -NNHCO-, NNHCS-, ENTRE OTROS; DONDE DICHO PROCESO COMPRENDE: A) HACER REACCIONAR ACIDO CARBOXILICO DE FORMULA HO-C(=O)-Alk1-Sp1-Ar-C(=O)-Z1 CON EL COMPUESTO MERCAPTO DE FORMULA H2Q-Sp-SH EN UN DISOLVENTE DE ALCOHOL EN LA PRESENCIA DE UN ACIDO ALQUILCARBOXILICO alq2CO2H DONDE alq2 ES ALQUILO C1-C4, A UNA TEMPERATURA DE ENTRE 20ºC A 70ºC DE 1 A 24 HORAS, PARA PRODUCIR UN ACIDO CARBOXILICO BILIGADOR; b) AISLAR EL ACIDO CARBOXILICO BILIGADOR Y HACERLO REACCIONAR CON CON N-HIDROXISULFOSUCCINIMIDA, 2,4--DINITROFENOL, ENTRE OTROS, EN UN DISOLVENTE INERTE QUE CONTIENE 0-50% DE N,N-DIMETILFORMAMIDA PARA GENERAR UN ESTER ACTIVADO TRILIGADOR, EL CUAL SE HACE REACCIONAR CON UN ANTIBIOTICO ANTITUMOR METIL TRITIO CH3-S-S-S-W' EN LA PRESENCIA DE UNA BASE Y SE OBTIENE UN ESTER ACTIVADO TRILIGADOR QUE SE AISLA Y SE PURIFICA PARA PRODUCIR COMPUESTOS DE FORMULA (I)
PE2007000151A 2006-02-21 2007-02-13 Procesos para la sintesis convergente de los derivados de caliqueamicida PE20071229A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US77537006P 2006-02-21 2006-02-21

Publications (1)

Publication Number Publication Date
PE20071229A1 true PE20071229A1 (es) 2007-11-30

Family

ID=38437933

Family Applications (1)

Application Number Title Priority Date Filing Date
PE2007000151A PE20071229A1 (es) 2006-02-21 2007-02-13 Procesos para la sintesis convergente de los derivados de caliqueamicida

Country Status (32)

Country Link
US (6) US20070197455A1 (es)
EP (2) EP1987048B1 (es)
JP (4) JP5179383B2 (es)
KR (1) KR101454489B1 (es)
CN (1) CN101389639B (es)
AR (1) AR059592A1 (es)
AU (1) AU2007217795B2 (es)
BR (1) BRPI0708149B1 (es)
CA (1) CA2642194C (es)
CL (1) CL2009001487A1 (es)
CR (1) CR10230A (es)
CY (1) CY1120206T1 (es)
DK (2) DK1987048T3 (es)
EC (1) ECSP088691A (es)
ES (2) ES2670709T3 (es)
GT (1) GT200800161A (es)
HK (1) HK1203515A1 (es)
HU (1) HUE037880T2 (es)
IL (1) IL193343A (es)
MX (1) MX2008010768A (es)
NO (1) NO20083698L (es)
PE (1) PE20071229A1 (es)
PL (2) PL1987048T3 (es)
PT (2) PT1987048E (es)
RU (1) RU2436790C2 (es)
SG (1) SG170013A1 (es)
SI (2) SI1987048T1 (es)
SV (1) SV2009003002A (es)
TR (1) TR201808220T4 (es)
TW (1) TW200806685A (es)
WO (1) WO2007098124A2 (es)
ZA (1) ZA200807196B (es)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200806685A (en) * 2006-02-21 2008-02-01 Wyeth Corp Processes for the convergent synthesis of calicheamicin derivatives
WO2011080739A2 (en) 2009-12-29 2011-07-07 Yeda Research And Development Co. Ltd. Synergistic antibiotic combinations and derivatives
SG11201500566XA (en) 2012-08-16 2015-04-29 Pfizer Glycoconjugation processes and compositions
PE20161413A1 (es) 2013-11-04 2017-01-10 Stemcentrx Inc Conjugados de anticuerpo anti-efna4-farmaco
CA3131631A1 (en) 2013-11-04 2015-05-07 Pfizer Inc. Intermediates and methods for synthesizing calicheamicin derivatives
KR102238032B1 (ko) 2014-04-30 2021-04-08 화이자 인코포레이티드 항-ptk7 항체-약물 접합체
US10464442B2 (en) * 2016-10-11 2019-11-05 Honda Motor Co., Ltd. Non-contact power supply system and power transmission apparatus, and designing method and installing method of power transmission apparatus
WO2019018647A1 (en) 2017-07-20 2019-01-24 Pfizer Inc. ANTI-GD3 ANTIBODIES AND CONJUGATES ANTIBODY-MEDICATION
US11576981B2 (en) 2017-12-06 2023-02-14 Ontario Institute For Cancer Research (Oicr) Acyl hydrazone linkers, methods and uses thereof
WO2019119141A1 (en) 2017-12-22 2019-06-27 Ontario Institute For Cancer Research (Oicr) Heterocyclic acyl hydrazone linkers, methods and uses thereof
CN111647865B (zh) * 2020-08-06 2020-11-24 北京卓立汉光仪器有限公司 溅射镀膜方法、装置及系统

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4970198A (en) 1985-10-17 1990-11-13 American Cyanamid Company Antitumor antibiotics (LL-E33288 complex)
US5079233A (en) * 1987-01-30 1992-01-07 American Cyanamid Company N-acyl derivatives of the LL-E33288 antitumor antibiotics, composition and methods for using the same
US5108912A (en) * 1987-01-30 1992-04-28 American Cyanamid Company Antitumor antibiotics (LL-E33288 complex)
US5770701A (en) 1987-10-30 1998-06-23 American Cyanamid Company Process for preparing targeted forms of methyltrithio antitumor agents
US5053394A (en) 1988-09-21 1991-10-01 American Cyanamid Company Targeted forms of methyltrithio antitumor agents
US5773001A (en) * 1994-06-03 1998-06-30 American Cyanamid Company Conjugates of methyltrithio antitumor agents and intermediates for their synthesis
US5712374A (en) 1995-06-07 1998-01-27 American Cyanamid Company Method for the preparation of substantiallly monomeric calicheamicin derivative/carrier conjugates
TW200806685A (en) * 2006-02-21 2008-02-01 Wyeth Corp Processes for the convergent synthesis of calicheamicin derivatives

Also Published As

Publication number Publication date
ES2670709T3 (es) 2018-05-31
KR101454489B1 (ko) 2014-10-27
BRPI0708149B1 (pt) 2022-01-25
PL1987048T3 (pl) 2015-03-31
SI1987048T1 (sl) 2015-01-30
PT2799441T (pt) 2018-05-29
US8273862B2 (en) 2012-09-25
IL193343A (en) 2017-03-30
SG170013A1 (en) 2011-04-29
JP5179383B2 (ja) 2013-04-10
AU2007217795B2 (en) 2012-09-13
DK2799441T3 (en) 2018-05-28
TW200806685A (en) 2008-02-01
GT200800161A (es) 2009-01-15
PT1987048E (pt) 2015-01-14
BRPI0708149A2 (pt) 2011-05-17
ECSP088691A (es) 2008-09-29
HUE037880T2 (hu) 2018-09-28
HK1203515A1 (en) 2015-10-30
WO2007098124A3 (en) 2007-12-27
CA2642194A1 (en) 2007-08-30
JP2009527557A (ja) 2009-07-30
PL2799441T3 (pl) 2018-08-31
US20090312530A1 (en) 2009-12-17
SI2799441T1 (en) 2018-07-31
NO20083698L (no) 2008-11-12
WO2007098124A2 (en) 2007-08-30
US20070197455A1 (en) 2007-08-23
AU2007217795A1 (en) 2007-08-30
CR10230A (es) 2008-10-03
JP2014196352A (ja) 2014-10-16
IL193343A0 (en) 2009-08-03
RU2436790C2 (ru) 2011-12-20
MX2008010768A (es) 2008-11-28
SV2009003002A (es) 2009-01-28
AR059592A1 (es) 2008-04-16
US8546549B2 (en) 2013-10-01
ZA200807196B (en) 2009-05-27
ES2527107T3 (es) 2015-01-20
KR20080094925A (ko) 2008-10-27
CL2009001487A1 (es) 2009-10-16
CN101389639A (zh) 2009-03-18
CY1120206T1 (el) 2018-12-12
EP2799441B1 (en) 2018-04-18
DK1987048T3 (en) 2014-12-15
RU2008132777A (ru) 2010-03-27
CA2642194C (en) 2015-12-08
US10343989B2 (en) 2019-07-09
JP2013040213A (ja) 2013-02-28
US9802890B2 (en) 2017-10-31
US20150315138A1 (en) 2015-11-05
CN101389639B (zh) 2012-07-18
US20130018179A1 (en) 2013-01-17
EP1987048B1 (en) 2014-11-19
JP2016011316A (ja) 2016-01-21
US20180016228A1 (en) 2018-01-18
EP1987048A2 (en) 2008-11-05
TR201808220T4 (tr) 2018-07-23
EP2799441A1 (en) 2014-11-05
US20140081010A1 (en) 2014-03-20

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