CA2668338A1 - Ikk-.beta. serine-threonine protein kinase inhibitors - Google Patents
Ikk-.beta. serine-threonine protein kinase inhibitors Download PDFInfo
- Publication number
- CA2668338A1 CA2668338A1 CA002668338A CA2668338A CA2668338A1 CA 2668338 A1 CA2668338 A1 CA 2668338A1 CA 002668338 A CA002668338 A CA 002668338A CA 2668338 A CA2668338 A CA 2668338A CA 2668338 A1 CA2668338 A1 CA 2668338A1
- Authority
- CA
- Canada
- Prior art keywords
- cyclopentyl
- carbamoylamino
- carbamoyl
- alkyl
- optionally substituted
- 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.)
- Abandoned
Links
- 229940045988 antineoplastic drug protein kinase inhibitors Drugs 0.000 title description 2
- 239000003909 protein kinase inhibitor Substances 0.000 title description 2
- 102000009516 Protein Serine-Threonine Kinases Human genes 0.000 title 1
- 108010009341 Protein Serine-Threonine Kinases Proteins 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 312
- 150000001875 compounds Chemical class 0.000 claims abstract description 74
- 239000001257 hydrogen Substances 0.000 claims abstract description 40
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 22
- 230000000694 effects Effects 0.000 claims abstract description 19
- 230000003834 intracellular effect Effects 0.000 claims abstract description 13
- 125000004185 ester group Chemical group 0.000 claims abstract description 12
- 125000006413 ring segment Chemical group 0.000 claims abstract description 12
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 8
- 108090000371 Esterases Proteins 0.000 claims abstract description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 8
- 125000002843 carboxylic acid group Chemical group 0.000 claims abstract description 8
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 8
- 235000008206 alpha-amino acids Nutrition 0.000 claims abstract description 4
- 150000001370 alpha-amino acid derivatives Chemical class 0.000 claims abstract description 3
- 125000003107 substituted aryl group Chemical group 0.000 claims abstract description 3
- 101100490437 Mus musculus Acvrl1 gene Proteins 0.000 claims abstract 3
- -1 heterocyclic radical Chemical class 0.000 claims description 94
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 89
- 239000000203 mixture Substances 0.000 claims description 58
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 54
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 45
- 238000000034 method Methods 0.000 claims description 36
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 32
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 22
- 229910052757 nitrogen Inorganic materials 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 14
- 125000002950 monocyclic group Chemical group 0.000 claims description 13
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- DGYIJVNZSDYBOE-UHFFFAOYSA-N [CH2]C1=CC=NC=C1 Chemical group [CH2]C1=CC=NC=C1 DGYIJVNZSDYBOE-UHFFFAOYSA-N 0.000 claims description 3
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- 125000004450 alkenylene group Chemical group 0.000 claims description 2
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 2
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
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- 125000006203 morpholinoethyl group Chemical group [H]C([H])(*)C([H])([H])N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
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- 230000009702 cancer cell proliferation Effects 0.000 claims 1
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Classifications
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- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
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- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Pulmonology (AREA)
- Diabetes (AREA)
- Endocrinology (AREA)
- Dermatology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Reproductive Health (AREA)
- Emergency Medicine (AREA)
- Transplantation (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Enzymes And Modification Thereof (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0621720.2 | 2006-11-01 | ||
| GB0621720A GB0621720D0 (en) | 2006-11-01 | 2006-11-01 | Inhibitors of ikk- serine-threonine protein kinase |
| GB0715470A GB0715470D0 (en) | 2007-08-09 | 2007-08-09 | IKK- serine-threonine protein kinase inhibitors |
| GB0715470.1 | 2007-08-09 | ||
| PCT/GB2007/004114 WO2008053182A1 (en) | 2006-11-01 | 2007-10-29 | IKK-β SERINE-THREONINE PROTEIN KINASE INHIBITORS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2668338A1 true CA2668338A1 (en) | 2008-05-08 |
Family
ID=39015937
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002668338A Abandoned CA2668338A1 (en) | 2006-11-01 | 2007-10-29 | Ikk-.beta. serine-threonine protein kinase inhibitors |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US8003695B2 (enExample) |
| EP (1) | EP2078007B1 (enExample) |
| JP (1) | JP2010508336A (enExample) |
| KR (1) | KR20090077975A (enExample) |
| AT (1) | ATE522516T1 (enExample) |
| AU (1) | AU2007315943A1 (enExample) |
| BR (1) | BRPI0718056A2 (enExample) |
| CA (1) | CA2668338A1 (enExample) |
| DK (1) | DK2078007T3 (enExample) |
| EA (1) | EA200900616A1 (enExample) |
| ES (1) | ES2372707T3 (enExample) |
| IL (1) | IL198267A0 (enExample) |
| MX (1) | MX2009004442A (enExample) |
| NZ (1) | NZ576705A (enExample) |
| WO (1) | WO2008053182A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0619753D0 (en) * | 2006-10-06 | 2006-11-15 | Chroma Therapeutics Ltd | Enzyme inhibitors |
| GB0803747D0 (en) | 2008-02-29 | 2008-04-09 | Martin | Enzyme and receptor modulation |
| US20110039920A1 (en) * | 2008-04-23 | 2011-02-17 | Chroma Therapeutics Ltd. | Inhibitors of ikk-beta serine-theronine protein kinase |
| MX2010011643A (es) * | 2008-04-26 | 2010-11-30 | Chroma Therapeutics Ltd | Tiofencarboxamidas sustituidas como inhibidores de la proteina cinasa ikk-beta serina, treonina. |
| US8470889B2 (en) * | 2008-11-26 | 2013-06-25 | Trt Pharma Inc. | Hybrid-ionone and curcumin molecules as anticancer agents |
| GB0903480D0 (en) | 2009-02-27 | 2009-04-08 | Chroma Therapeutics Ltd | Enzyme Inhibitors |
| GB0907120D0 (en) * | 2009-04-24 | 2009-06-03 | Chroma Therapeutics Ltd | Inhibitors of IKK-ß serine-threonine protein kinase |
| GB201211310D0 (en) | 2012-06-26 | 2012-08-08 | Chroma Therapeutics Ltd | CSF-1R kinase inhibitors |
| SI3222616T1 (sl) | 2012-10-17 | 2019-10-30 | Macrophage Pharma Ltd | N-(2-(4-(6-amino-5-(2,4-difluorobenzoil)-2-oksopiridin-1(2H)-IL)-3,5- difluorofenil)etil)-L-alanin in njegov terbutil ester |
| HRP20181109T1 (hr) * | 2013-12-11 | 2018-11-02 | Biogen Ma Inc. | Spojevi biarila korisni za liječenje ljudskih bolesti u onkologiji, neurologiji i imunologiji |
| GB201713975D0 (en) | 2017-08-31 | 2017-10-18 | Macrophage Pharma Ltd | Medical use |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE0102616D0 (sv) * | 2001-07-25 | 2001-07-25 | Astrazeneca Ab | Novel compounds |
| SE0300092D0 (sv) | 2003-01-15 | 2003-01-15 | Astrazeneca Ab | Novel compounds |
-
2007
- 2007-10-29 US US12/513,206 patent/US8003695B2/en not_active Expired - Fee Related
- 2007-10-29 WO PCT/GB2007/004114 patent/WO2008053182A1/en not_active Ceased
- 2007-10-29 EP EP07824358A patent/EP2078007B1/en not_active Not-in-force
- 2007-10-29 ES ES07824358T patent/ES2372707T3/es active Active
- 2007-10-29 EA EA200900616A patent/EA200900616A1/ru unknown
- 2007-10-29 AU AU2007315943A patent/AU2007315943A1/en not_active Abandoned
- 2007-10-29 JP JP2009535115A patent/JP2010508336A/ja not_active Withdrawn
- 2007-10-29 BR BRPI0718056-0A patent/BRPI0718056A2/pt not_active IP Right Cessation
- 2007-10-29 NZ NZ576705A patent/NZ576705A/en not_active IP Right Cessation
- 2007-10-29 AT AT07824358T patent/ATE522516T1/de not_active IP Right Cessation
- 2007-10-29 KR KR1020097011261A patent/KR20090077975A/ko not_active Withdrawn
- 2007-10-29 MX MX2009004442A patent/MX2009004442A/es active IP Right Grant
- 2007-10-29 CA CA002668338A patent/CA2668338A1/en not_active Abandoned
- 2007-10-29 DK DK07824358.1T patent/DK2078007T3/da active
-
2009
- 2009-04-21 IL IL198267A patent/IL198267A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20090077975A (ko) | 2009-07-16 |
| JP2010508336A (ja) | 2010-03-18 |
| IL198267A0 (en) | 2009-12-24 |
| ATE522516T1 (de) | 2011-09-15 |
| EP2078007B1 (en) | 2011-08-31 |
| US20100087515A1 (en) | 2010-04-08 |
| DK2078007T3 (da) | 2011-12-12 |
| BRPI0718056A2 (pt) | 2013-11-05 |
| EP2078007A1 (en) | 2009-07-15 |
| WO2008053182A1 (en) | 2008-05-08 |
| NZ576705A (en) | 2011-12-22 |
| ES2372707T3 (es) | 2012-01-25 |
| EA200900616A1 (ru) | 2010-04-30 |
| US8003695B2 (en) | 2011-08-23 |
| AU2007315943A1 (en) | 2008-05-08 |
| MX2009004442A (es) | 2009-05-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20131029 |