RU2013133788A - Производные глико-cf2-серина и глико-cf2-треонина - Google Patents
Производные глико-cf2-серина и глико-cf2-треонина Download PDFInfo
- Publication number
- RU2013133788A RU2013133788A RU2013133788/04A RU2013133788A RU2013133788A RU 2013133788 A RU2013133788 A RU 2013133788A RU 2013133788/04 A RU2013133788/04 A RU 2013133788/04A RU 2013133788 A RU2013133788 A RU 2013133788A RU 2013133788 A RU2013133788 A RU 2013133788A
- Authority
- RU
- Russia
- Prior art keywords
- alkyl
- group
- aryl
- formula
- compound
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims abstract 31
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 23
- 125000003118 aryl group Chemical group 0.000 claims abstract 16
- 125000005843 halogen group Chemical group 0.000 claims abstract 11
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 8
- -1 cyclic acetal Chemical class 0.000 claims abstract 7
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims abstract 7
- 239000000203 mixture Substances 0.000 claims abstract 7
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims abstract 7
- 229910052731 fluorine Chemical group 0.000 claims abstract 6
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 6
- 239000001257 hydrogen Substances 0.000 claims abstract 6
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 4
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000005545 phthalimidyl group Chemical group 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 29
- 108090000765 processed proteins & peptides Proteins 0.000 claims 12
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 6
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 6
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 5
- 150000001413 amino acids Chemical class 0.000 claims 3
- 239000002537 cosmetic Substances 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- KUIFHYPNNRVEKZ-VIJRYAKMSA-N O-(N-acetyl-alpha-D-galactosaminyl)-L-threonine Chemical compound OC(=O)[C@@H](N)[C@@H](C)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O KUIFHYPNNRVEKZ-VIJRYAKMSA-N 0.000 claims 2
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 claims 2
- 239000004473 Threonine Substances 0.000 claims 2
- 229940022399 cancer vaccine Drugs 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000000524 functional group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- 230000032683 aging Effects 0.000 claims 1
- 230000001580 bacterial effect Effects 0.000 claims 1
- 239000012620 biological material Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 150000001720 carbohydrates Chemical class 0.000 claims 1
- 230000018044 dehydration Effects 0.000 claims 1
- 238000006297 dehydration reaction Methods 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 150000004676 glycans Polymers 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 239000011159 matrix material Substances 0.000 claims 1
- 210000000056 organ Anatomy 0.000 claims 1
- 150000004804 polysaccharides Polymers 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 claims 1
- 102000004169 proteins and genes Human genes 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 230000003612 virological effect Effects 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 0 CC(C)(O*CC1N)OC(C2)C2C1NC Chemical compound CC(C)(O*CC1N)OC(C2)C2C1NC 0.000 description 3
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
- C07K9/001—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N1/00—Preservation of bodies of humans or animals, or parts thereof
- A01N1/10—Preservation of living parts
- A01N1/12—Chemical aspects of preservation
- A01N1/122—Preservation or perfusion media
- A01N1/126—Physiologically active agents, e.g. antioxidants or nutrients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic 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
- C07D309/08—Heterocyclic 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
- C07D309/10—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/18—Acyclic radicals, substituted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
- C07H7/02—Acyclic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
- C07H7/04—Carbocyclic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
- C07K1/061—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups
- C07K1/063—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups for alpha-amino functions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/0606—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing heteroatoms not provided for by C07K5/06086 - C07K5/06139, e.g. Ser, Met, Cys, Thr
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/081—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing O or S as heteroatoms, e.g. Cys, Ser
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0827—Tripeptides containing heteroatoms different from O, S, or N
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Biophysics (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Epidemiology (AREA)
- Analytical Chemistry (AREA)
- Birds (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Zoology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Virology (AREA)
- Environmental Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Peptides Or Proteins (AREA)
- Physiology (AREA)
- Pyrane Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10306493.7 | 2010-12-22 | ||
| EP10306493 | 2010-12-22 | ||
| PCT/EP2011/073822 WO2012085221A1 (en) | 2010-12-22 | 2011-12-22 | Derivatives of glyco-cf2-serine and glyco-cf2-threonine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2013133788A true RU2013133788A (ru) | 2015-01-27 |
Family
ID=43640126
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2013133788/04A RU2013133788A (ru) | 2010-12-22 | 2011-12-22 | Производные глико-cf2-серина и глико-cf2-треонина |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9175044B2 (enExample) |
| EP (1) | EP2655353B9 (enExample) |
| JP (1) | JP5934246B2 (enExample) |
| CN (1) | CN103328460B (enExample) |
| BR (1) | BR112013015869A2 (enExample) |
| CA (1) | CA2822097C (enExample) |
| MX (1) | MX2013007292A (enExample) |
| NZ (1) | NZ613333A (enExample) |
| RU (1) | RU2013133788A (enExample) |
| WO (1) | WO2012085221A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10272065B2 (en) | 2013-01-14 | 2019-04-30 | Benoit & Côté | Gem-difluorinated C-glycoside compounds as anti-cancer agents |
| WO2015140178A1 (en) * | 2014-03-17 | 2015-09-24 | Tfchem | Glycopeptide derivatives for the preservation and protection of biological materials and microorganisms |
| US20240124510A1 (en) | 2021-01-20 | 2024-04-18 | Tfchem | Cyclic Glycoaminoacid Derivatives |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2842810B1 (fr) | 2002-07-25 | 2006-01-27 | Inst Nat Sciences Appliq | Nouveaux composes gem difluores, leur procedes de preparation et leurs applications. |
| GB0224799D0 (en) * | 2002-10-25 | 2002-12-04 | Amersham Plc | Improved complex compositions |
| FR2878851B1 (fr) * | 2004-12-02 | 2007-02-09 | Inst Nat Sciences Appliq | Composes c-glycopeptides gem-difluores, leur preparation et leur utilisation en cryochirurgie et/ou cryopreservation |
| FR2900154B1 (fr) | 2006-04-25 | 2008-07-04 | Inst Nat Sciences Appliq | Nouveaux composes c-glycosides gem-difluores derives de la podophyllotoxine, leur preparation et leurs applications. |
| FR2900656A1 (fr) | 2006-05-03 | 2007-11-09 | Inst Nat Sciences Appliq | Composes c-glycopeptides gem-difluores, leur preparation et leur utilisation notamment pour la preservation de materiaux biologiques |
-
2011
- 2011-12-22 WO PCT/EP2011/073822 patent/WO2012085221A1/en not_active Ceased
- 2011-12-22 MX MX2013007292A patent/MX2013007292A/es unknown
- 2011-12-22 CN CN201180062006.6A patent/CN103328460B/zh not_active Expired - Fee Related
- 2011-12-22 US US13/823,237 patent/US9175044B2/en active Active
- 2011-12-22 NZ NZ613333A patent/NZ613333A/en not_active IP Right Cessation
- 2011-12-22 CA CA2822097A patent/CA2822097C/en active Active
- 2011-12-22 JP JP2013545415A patent/JP5934246B2/ja not_active Expired - Fee Related
- 2011-12-22 BR BR112013015869A patent/BR112013015869A2/pt not_active IP Right Cessation
- 2011-12-22 RU RU2013133788/04A patent/RU2013133788A/ru unknown
- 2011-12-22 EP EP11805036.8A patent/EP2655353B9/en not_active Not-in-force
Also Published As
| Publication number | Publication date |
|---|---|
| CN103328460B (zh) | 2015-03-25 |
| BR112013015869A2 (pt) | 2017-07-04 |
| US9175044B2 (en) | 2015-11-03 |
| NZ613333A (en) | 2015-01-30 |
| CA2822097A1 (en) | 2012-06-28 |
| JP2014501750A (ja) | 2014-01-23 |
| WO2012085221A1 (en) | 2012-06-28 |
| CA2822097C (en) | 2020-06-09 |
| JP5934246B2 (ja) | 2016-06-15 |
| MX2013007292A (es) | 2014-01-31 |
| EP2655353B9 (en) | 2015-08-05 |
| EP2655353A1 (en) | 2013-10-30 |
| EP2655353B1 (en) | 2015-03-04 |
| US20130171180A1 (en) | 2013-07-04 |
| CN103328460A (zh) | 2013-09-25 |
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