AU2016297608B2 - Methods of preparing cytotoxic benzodiazepine derivatives - Google Patents

Methods of preparing cytotoxic benzodiazepine derivatives Download PDF

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Publication number
AU2016297608B2
AU2016297608B2 AU2016297608A AU2016297608A AU2016297608B2 AU 2016297608 B2 AU2016297608 B2 AU 2016297608B2 AU 2016297608 A AU2016297608 A AU 2016297608A AU 2016297608 A AU2016297608 A AU 2016297608A AU 2016297608 B2 AU2016297608 B2 AU 2016297608B2
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Australia
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formula
compound
meo
ome
reacting
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Ceased
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AU2016297608A
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AU2016297608A1 (en
Inventor
Baudouin GÉRARD
Michael Louis Miller
Manami Shizuka
Richard A. Silva
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Immunogen Inc
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Immunogen Inc
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Publication of AU2016297608B2 publication Critical patent/AU2016297608B2/en
Priority to AU2021202403A priority Critical patent/AU2021202403B2/en
Priority to AU2023201339A priority patent/AU2023201339A1/en
Ceased legal-status Critical Current
Anticipated expiration legal-status Critical

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06Dipeptides
    • C07K5/06008Dipeptides with the first amino acid being neutral
    • C07K5/06017Dipeptides with the first amino acid being neutral and aliphatic
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D519/00Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/55Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A61K31/551Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
    • A61K31/55131,4-Benzodiazepines, e.g. diazepam or clozapine
    • A61K31/55171,4-Benzodiazepines, e.g. diazepam or clozapine condensed with five-membered rings having nitrogen as a ring hetero atom, e.g. imidazobenzodiazepines, triazolam
    • 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
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/26Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
    • C07C303/28Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reaction of hydroxy compounds with sulfonic acids or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63Esters of sulfonic acids
    • C07C309/64Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • C07F7/1872Preparation; Treatments not provided for in C07F7/20
    • C07F7/188Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-O linkages
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08Tripeptides
    • C07K5/0802Tripeptides with the first amino acid being neutral
    • C07K5/0804Tripeptides with the first amino acid being neutral and aliphatic
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pyridine Compounds (AREA)
  • Medicinal Preparation (AREA)
AU2016297608A 2015-07-21 2016-07-21 Methods of preparing cytotoxic benzodiazepine derivatives Ceased AU2016297608B2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2021202403A AU2021202403B2 (en) 2015-07-21 2021-04-20 Methods of preparing cytotoxic benzodiazepine derivatives
AU2023201339A AU2023201339A1 (en) 2015-07-21 2023-03-03 Methods of preparing cytotoxic benzodiazepine derivatives

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201562195023P 2015-07-21 2015-07-21
US62/195,023 2015-07-21
US201662327973P 2016-04-26 2016-04-26
US62/327,973 2016-04-26
PCT/US2016/043406 WO2017015496A1 (en) 2015-07-21 2016-07-21 Methods of preparing cytotoxic benzodiazepine derivatives

Related Child Applications (1)

Application Number Title Priority Date Filing Date
AU2021202403A Division AU2021202403B2 (en) 2015-07-21 2021-04-20 Methods of preparing cytotoxic benzodiazepine derivatives

Publications (2)

Publication Number Publication Date
AU2016297608A1 AU2016297608A1 (en) 2018-02-08
AU2016297608B2 true AU2016297608B2 (en) 2021-02-18

Family

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Family Applications (7)

Application Number Title Priority Date Filing Date
AU2016297608A Ceased AU2016297608B2 (en) 2015-07-21 2016-07-21 Methods of preparing cytotoxic benzodiazepine derivatives
AU2016297087A Ceased AU2016297087B2 (en) 2015-07-21 2016-07-21 Methods of preparing cytotoxic benzodiazepine derivatives
AU2016297607A Abandoned AU2016297607A1 (en) 2015-07-21 2016-07-21 Methods of preparing cytotoxic benzodiazepine derivatives
AU2021202403A Ceased AU2021202403B2 (en) 2015-07-21 2021-04-20 Methods of preparing cytotoxic benzodiazepine derivatives
AU2021203148A Ceased AU2021203148B2 (en) 2015-07-21 2021-05-17 Methods of preparing cytotoxic benzodiazepine derivatives
AU2023201339A Abandoned AU2023201339A1 (en) 2015-07-21 2023-03-03 Methods of preparing cytotoxic benzodiazepine derivatives
AU2023202221A Abandoned AU2023202221A1 (en) 2015-07-21 2023-04-11 Methods of preparing cytotoxic benzodiazepine derivatives

Family Applications After (6)

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AU2016297087A Ceased AU2016297087B2 (en) 2015-07-21 2016-07-21 Methods of preparing cytotoxic benzodiazepine derivatives
AU2016297607A Abandoned AU2016297607A1 (en) 2015-07-21 2016-07-21 Methods of preparing cytotoxic benzodiazepine derivatives
AU2021202403A Ceased AU2021202403B2 (en) 2015-07-21 2021-04-20 Methods of preparing cytotoxic benzodiazepine derivatives
AU2021203148A Ceased AU2021203148B2 (en) 2015-07-21 2021-05-17 Methods of preparing cytotoxic benzodiazepine derivatives
AU2023201339A Abandoned AU2023201339A1 (en) 2015-07-21 2023-03-03 Methods of preparing cytotoxic benzodiazepine derivatives
AU2023202221A Abandoned AU2023202221A1 (en) 2015-07-21 2023-04-11 Methods of preparing cytotoxic benzodiazepine derivatives

Country Status (23)

Country Link
US (11) US9890179B2 (enExample)
EP (7) EP3325482B1 (enExample)
JP (8) JP2018522018A (enExample)
KR (5) KR20240055894A (enExample)
CN (5) CN108290895B (enExample)
AU (7) AU2016297608B2 (enExample)
CA (4) CA2991305C (enExample)
CY (2) CY1122553T1 (enExample)
DK (2) DK3325483T3 (enExample)
ES (4) ES2764548T3 (enExample)
HK (1) HK1252322A1 (enExample)
HR (1) HRP20201479T1 (enExample)
HU (1) HUE051541T2 (enExample)
IL (10) IL305279A (enExample)
LT (2) LT3325482T (enExample)
PL (2) PL3325483T3 (enExample)
PT (2) PT3325483T (enExample)
RS (2) RS60840B1 (enExample)
RU (3) RU2018105752A (enExample)
SG (2) SG10202106529XA (enExample)
SI (2) SI3325482T1 (enExample)
SM (2) SMT202000004T1 (enExample)
WO (3) WO2017015496A1 (enExample)

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US20170050985A1 (en) 2017-02-23
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AU2016297087A1 (en) 2018-02-08
US20170050986A1 (en) 2017-02-23
US10081640B2 (en) 2018-09-25
ES2933376T3 (es) 2023-02-06
IL276631A (en) 2020-09-30
IL294651B2 (en) 2024-02-01
IL283355B (en) 2022-08-01
US20170051011A1 (en) 2017-02-23
HK1252322A1 (zh) 2019-05-24
CN108026103A (zh) 2018-05-11
HRP20201479T1 (hr) 2020-12-11
ES2820358T3 (es) 2021-04-20
IL276630B (en) 2021-06-30
JP2021100959A (ja) 2021-07-08
CA3227588A1 (en) 2017-01-26
IL286788B2 (en) 2024-01-01
PL3325482T3 (pl) 2021-01-11
PL3325483T3 (pl) 2020-05-18
US20210171547A1 (en) 2021-06-10
JP7334228B2 (ja) 2023-08-28
IL276631B (en) 2021-10-31
CN108026103B (zh) 2021-04-16
IL305989A (en) 2023-11-01
US20190010169A1 (en) 2019-01-10
EP3325482A1 (en) 2018-05-30
CA2991305A1 (en) 2017-01-26
KR20180038460A (ko) 2018-04-16
CA2991305C (en) 2024-03-12
CN108055844A (zh) 2018-05-18
CN113087763A (zh) 2021-07-09
RU2018105752A3 (enExample) 2019-12-30
WO2017015502A8 (en) 2017-03-02
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IL256854A (en) 2018-03-29
JP6995178B2 (ja) 2022-02-21
IL256861A (en) 2018-03-29
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EP3325482B1 (en) 2020-06-24
US20190389883A1 (en) 2019-12-26
CY1122553T1 (el) 2021-01-27
SMT202000506T1 (it) 2020-11-10
IL283355A (en) 2021-07-29
US10899775B2 (en) 2021-01-26
LT3325483T (lt) 2020-01-27
ES2959741T3 (es) 2024-02-28
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AU2016297607A1 (en) 2018-02-08
SG10202106529XA (en) 2021-07-29
EP3778602B1 (en) 2023-07-12
EP3778602A1 (en) 2021-02-17
US20200017526A1 (en) 2020-01-16
KR102659706B1 (ko) 2024-04-23
CN108290895A (zh) 2018-07-17
WO2017015496A1 (en) 2017-01-26
JP2021035958A (ja) 2021-03-04
PT3325482T (pt) 2020-09-24
KR20180026741A (ko) 2018-03-13
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US20230257400A1 (en) 2023-08-17
US10392407B2 (en) 2019-08-27
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KR102660070B1 (ko) 2024-04-24
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AU2021202403A1 (en) 2021-05-20
US20190112320A1 (en) 2019-04-18
EP3653628A1 (en) 2020-05-20
RU2018105756A3 (enExample) 2019-12-23
EP4286387A2 (en) 2023-12-06
KR20240055894A (ko) 2024-04-29
SMT202000004T1 (it) 2020-03-13
CA2991326A1 (en) 2017-01-26
US9873708B2 (en) 2018-01-23
IL286788B1 (en) 2023-09-01
EP4286387A3 (en) 2024-02-21
IL294651A (en) 2022-09-01
US20180201626A1 (en) 2018-07-19
EP3325485B1 (en) 2020-04-08
JP2018526340A (ja) 2018-09-13
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SI3325483T1 (sl) 2020-03-31
EP3325483A1 (en) 2018-05-30
DK3325483T3 (da) 2020-01-20
CY1123390T1 (el) 2022-03-24
HK1252321A1 (en) 2019-05-24
IL294651B1 (en) 2023-10-01
CA2992082A1 (en) 2017-01-26
RU2018105756A (ru) 2019-08-21
RS60840B1 (sr) 2020-10-30
WO2017015502A1 (en) 2017-01-26
RU2746322C2 (ru) 2021-04-12
LT3325482T (lt) 2020-11-25
AU2016297087B2 (en) 2021-02-18
ES2764548T3 (es) 2020-06-03
US9890179B2 (en) 2018-02-13
AU2023202221A1 (en) 2023-05-04
WO2017015495A1 (en) 2017-01-26
AU2021203148B2 (en) 2023-01-12
SI3325482T1 (sl) 2020-11-30
IL256860A (en) 2018-03-29
IL305279A (en) 2023-10-01
SG10202009354SA (en) 2020-11-27
DK3325482T3 (da) 2020-09-28
RU2018105752A (ru) 2019-08-21
IL256861B (en) 2020-08-31
US10787463B2 (en) 2020-09-29
JP2023166434A (ja) 2023-11-21
EP3325483B1 (en) 2019-10-02
US10370389B2 (en) 2019-08-06
IL286788A (en) 2021-10-31
AU2023201339A1 (en) 2023-04-06
US11420982B2 (en) 2022-08-23
JP2018522018A (ja) 2018-08-09
CN113004288A (zh) 2021-06-22
IL256860B (en) 2020-08-31
KR20240055903A (ko) 2024-04-29
AU2021203148A1 (en) 2021-06-10
CN108290895B (zh) 2021-03-19
IL276630A (en) 2020-09-30
JP7337114B2 (ja) 2023-09-01
RU2727151C2 (ru) 2020-07-21
JP6858745B2 (ja) 2021-04-14
RU2018105609A (ru) 2019-08-26
AU2021202403B2 (en) 2022-12-08
JP2022046542A (ja) 2022-03-23
AU2016297608A1 (en) 2018-02-08
EP3653628B1 (en) 2022-09-14
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