CA3005516C - 1,3,4-thiadiazole compounds and their use in treating cancer - Google Patents

1,3,4-thiadiazole compounds and their use in treating cancer Download PDF

Info

Publication number
CA3005516C
CA3005516C CA3005516A CA3005516A CA3005516C CA 3005516 C CA3005516 C CA 3005516C CA 3005516 A CA3005516 A CA 3005516A CA 3005516 A CA3005516 A CA 3005516A CA 3005516 C CA3005516 C CA 3005516C
Authority
CA
Canada
Prior art keywords
methoxy
thiadiazol
methylpyridazin
pyrrolidin
compound
Prior art date
Legal status (The legal status 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 status listed.)
Active
Application number
CA3005516A
Other languages
English (en)
French (fr)
Other versions
CA3005516A1 (en
Inventor
Maurice Raymond Verschoyle Finlay
Johannes Wilhelmus Maria Nissink
Mark David Charles
James Matthew Wood
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cancer Research Technology Ltd
AstraZeneca AB
Original Assignee
Cancer Research Technology Ltd
AstraZeneca AB
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 Cancer Research Technology Ltd, AstraZeneca AB filed Critical Cancer Research Technology Ltd
Publication of CA3005516A1 publication Critical patent/CA3005516A1/en
Application granted granted Critical
Publication of CA3005516C publication Critical patent/CA3005516C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • 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
    • A61K31/495Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/50Pyridazines; Hydrogenated pyridazines
    • A61K31/501Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
    • 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
    • A61K31/53Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with three nitrogens as the only ring hetero atoms, e.g. chlorazanil, melamine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Medicinal Preparation (AREA)
CA3005516A 2015-11-30 2016-11-30 1,3,4-thiadiazole compounds and their use in treating cancer Active CA3005516C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201562260787P 2015-11-30 2015-11-30
US62/260787 2015-11-30
PCT/EP2016/079251 WO2017093300A1 (en) 2015-11-30 2016-11-30 1,3,4-thiadiazole compounds and their use in treating cancer

Publications (2)

Publication Number Publication Date
CA3005516A1 CA3005516A1 (en) 2017-06-08
CA3005516C true CA3005516C (en) 2024-04-16

Family

ID=57421876

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3005516A Active CA3005516C (en) 2015-11-30 2016-11-30 1,3,4-thiadiazole compounds and their use in treating cancer

Country Status (25)

Country Link
US (1) US9938265B2 (https=)
EP (1) EP3383871B1 (https=)
JP (1) JP6873132B2 (https=)
KR (1) KR20180083412A (https=)
CN (1) CN108349967B (https=)
AR (1) AR106876A1 (https=)
AU (1) AU2016363719B2 (https=)
BR (1) BR112018010812A2 (https=)
CA (1) CA3005516C (https=)
CL (1) CL2018001408A1 (https=)
CO (1) CO2018006929A2 (https=)
DK (1) DK3383871T3 (https=)
DO (1) DOP2018000134A (https=)
EA (1) EA201891240A1 (https=)
ES (1) ES2759940T3 (https=)
IL (1) IL258644A (https=)
MX (1) MX2018006528A (https=)
NI (1) NI201800065A (https=)
PE (1) PE20181450A1 (https=)
PH (1) PH12018501132A1 (https=)
SG (1) SG11201803813UA (https=)
SV (1) SV2018005701A (https=)
TN (1) TN2018000126A1 (https=)
TW (1) TW201730188A (https=)
WO (1) WO2017093300A1 (https=)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB201520959D0 (en) 2015-11-27 2016-01-13 Astrazeneca Ab And Cancer Res Technology Ltd Bis-pyridazine compounds and their use in treating cancer
TW201731511A (zh) * 2015-11-30 2017-09-16 阿斯特捷利康公司 1,3,4-噻二唑化合物及其在治療癌症中之用途
US10323028B2 (en) 2015-11-30 2019-06-18 Astrazeneca Ab 1,3,4-thiadiazole compounds and their use in treating cancer
AU2019363115B2 (en) 2018-10-16 2021-12-09 Medshine Discovery Inc. Thiadiazole derivative and uses thereof as a GLS1 inhibitor
WO2025196446A1 (en) * 2024-03-22 2025-09-25 Sitryx Therapeutics Limited Thiadiazoles as glutaminase 1 inhibitors

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001038332A1 (en) * 1999-11-24 2001-05-31 Merck & Co., Inc. Gamma-hydroxy-2-(fluoroalkylaminocarbonyl)-1-piperazinepentanamides as hiv protease inhibitors
US6451828B1 (en) * 2000-08-10 2002-09-17 Elan Pharmaceuticals, Inc. Selective inhibition of glutaminase by bis-thiadiazoles
MY142655A (en) * 2003-06-12 2010-12-15 Euro Celtique Sa Therapeutic agents useful for treating pain
WO2006053342A2 (en) * 2004-11-12 2006-05-18 Osi Pharmaceuticals, Inc. Integrin antagonists useful as anticancer agents
SI2421826T1 (sl) * 2009-04-20 2014-02-28 F. Hoffmann-La Roche Ag Derivati prolina kot inhibitorji katepsina
ES2761866T3 (es) * 2011-11-21 2020-05-21 Calithera Biosciences Inc Inhibidores heterocíclicos de glutaminasa
BR112015010955A2 (pt) * 2012-11-16 2017-07-11 Calithera Biosciences Inc inibidores de glutaminase heterocíclica
US9029531B2 (en) 2012-11-22 2015-05-12 Agios Pharmaceuticals, Inc. Compounds and their methods of use
CA2934700A1 (en) * 2014-01-06 2015-07-09 Rhizen Pharmaceuticals Sa Glutaminase inhibitors
EP3116872A4 (en) * 2014-03-14 2017-08-30 Calithera Biosciences, Inc. Combination therapy with glutaminase inhibitors
GB201409624D0 (en) 2014-05-30 2014-07-16 Astrazeneca Ab 1,3,4-thiadiazole compounds and their use in treating cancer
US10323028B2 (en) * 2015-11-30 2019-06-18 Astrazeneca Ab 1,3,4-thiadiazole compounds and their use in treating cancer
TW201731511A (zh) 2015-11-30 2017-09-16 阿斯特捷利康公司 1,3,4-噻二唑化合物及其在治療癌症中之用途

Also Published As

Publication number Publication date
TN2018000126A1 (en) 2019-10-04
US9938265B2 (en) 2018-04-10
WO2017093300A1 (en) 2017-06-08
JP2019501134A (ja) 2019-01-17
US20170152254A1 (en) 2017-06-01
SG11201803813UA (en) 2018-06-28
SV2018005701A (es) 2018-11-27
AU2016363719A1 (en) 2018-07-05
NI201800065A (es) 2018-10-18
CN108349967A (zh) 2018-07-31
IL258644A (en) 2018-06-28
ES2759940T3 (es) 2020-05-12
ES2759940T8 (es) 2020-05-20
JP6873132B2 (ja) 2021-05-19
CL2018001408A1 (es) 2018-10-12
AU2016363719B2 (en) 2019-11-14
EA201891240A1 (ru) 2018-11-30
CN108349967B (zh) 2022-02-15
BR112018010812A2 (pt) 2018-11-27
EP3383871B1 (en) 2019-09-11
DOP2018000134A (es) 2018-06-30
AR106876A1 (es) 2018-02-28
CO2018006929A2 (es) 2018-10-10
PE20181450A1 (es) 2018-09-12
CA3005516A1 (en) 2017-06-08
AU2016363719A8 (en) 2018-07-12
KR20180083412A (ko) 2018-07-20
PH12018501132A1 (en) 2019-01-21
MX2018006528A (es) 2019-05-15
DK3383871T3 (da) 2019-12-16
EP3383871A1 (en) 2018-10-10
TW201730188A (zh) 2017-09-01

Similar Documents

Publication Publication Date Title
US10294221B2 (en) 1, 3, 4-thiadiazole compounds and their use in treating cancer
US11753405B2 (en) 1,3,4-thiadiazole compounds and their use in treating cancer
US10040789B2 (en) 1,3,4-thiadiazole compounds and their use in treating cancer
CA3005516C (en) 1,3,4-thiadiazole compounds and their use in treating cancer
US10577354B2 (en) Bis-pyridazine compounds and their use in treating cancer
HK1260702A1 (en) 1,3,4-thiadiazole compounds and their use in treating cancer
HK1260702B (en) 1,3,4-thiadiazole compounds and their use in treating cancer
HK1260708B (en) 1,3,4-thiadiazole compounds and their use in treating cancer
HK1260708A1 (en) 1,3,4-thiadiazole compounds and their use in treating cancer

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20211118

MPN Maintenance fee for patent paid

Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 8TH ANNIV.) - STANDARD

Year of fee payment: 8

U00 Fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED

Effective date: 20241104

U11 Full renewal or maintenance fee paid

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT DETERMINED COMPLIANT

Effective date: 20241104

Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL

Effective date: 20241104

W00 Other event occurred

Free format text: ST27 STATUS EVENT CODE: A-4-4-W10-W00-W100 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: LETTER SENT

Effective date: 20260112