RU2005100954A - Антибактериальные амидные макроциклы - Google Patents
Антибактериальные амидные макроциклы Download PDFInfo
- Publication number
- RU2005100954A RU2005100954A RU2005100954/04A RU2005100954A RU2005100954A RU 2005100954 A RU2005100954 A RU 2005100954A RU 2005100954/04 A RU2005100954/04 A RU 2005100954/04A RU 2005100954 A RU2005100954 A RU 2005100954A RU 2005100954 A RU2005100954 A RU 2005100954A
- Authority
- RU
- Russia
- Prior art keywords
- alkyl
- means hydrogen
- substituents
- cycloalkyl
- carbon atoms
- Prior art date
Links
- -1 AMIDE MACROCYCLES Chemical class 0.000 title claims abstract 29
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract 3
- 208000035143 Bacterial infection Diseases 0.000 claims abstract 4
- 238000011282 treatment Methods 0.000 claims abstract 4
- 208000022362 bacterial infectious disease Diseases 0.000 claims abstract 3
- 239000003814 drug Substances 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims abstract 3
- 238000004519 manufacturing process Methods 0.000 claims abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 49
- 239000001257 hydrogen Substances 0.000 claims 49
- 125000000217 alkyl group Chemical group 0.000 claims 38
- 125000001424 substituent group Chemical group 0.000 claims 32
- 150000002431 hydrogen Chemical class 0.000 claims 29
- 125000004432 carbon atom Chemical group C* 0.000 claims 26
- 125000000753 cycloalkyl group Chemical group 0.000 claims 26
- 150000001875 compounds Chemical class 0.000 claims 24
- 125000000623 heterocyclic group Chemical group 0.000 claims 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 18
- 125000003118 aryl group Chemical group 0.000 claims 18
- 125000001072 heteroaryl group Chemical group 0.000 claims 16
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 14
- 125000003282 alkyl amino group Chemical group 0.000 claims 12
- 125000004663 dialkyl amino group Chemical group 0.000 claims 12
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 12
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 10
- 229910052736 halogen Inorganic materials 0.000 claims 10
- 150000002367 halogens Chemical class 0.000 claims 10
- 125000003545 alkoxy group Chemical group 0.000 claims 9
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 9
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims 8
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 5
- 125000003342 alkenyl group Chemical group 0.000 claims 4
- 150000001413 amino acids Chemical group 0.000 claims 4
- 125000003277 amino group Chemical group 0.000 claims 3
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 125000000539 amino acid group Chemical group 0.000 claims 2
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 2
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 2
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims 2
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims 2
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims 2
- 125000006517 heterocyclyl carbonyl group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 1
- 241001465754 Metazoa Species 0.000 claims 1
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 1
- 125000005265 dialkylamine group Chemical group 0.000 claims 1
- 230000006806 disease prevention Effects 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 229940126601 medicinal product Drugs 0.000 claims 1
- 238000011321 prophylaxis Methods 0.000 abstract 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D245/00—Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms
- C07D245/04—Heterocyclic compounds containing rings of more than seven members having two nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- 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
-
- 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
- C07K5/0812—Tripeptides with the first amino acid being neutral and aromatic or cycloaliphatic
-
- 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
- C07K5/12—Cyclic peptides with only normal peptide bonds in the ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10226921A DE10226921A1 (de) | 2002-06-17 | 2002-06-17 | Antibakterielle Amid-Makrozyklen |
| DE10226921.1 | 2002-06-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2005100954A true RU2005100954A (ru) | 2005-07-10 |
Family
ID=29594575
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2005100954/04A RU2005100954A (ru) | 2002-06-17 | 2003-06-10 | Антибактериальные амидные макроциклы |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US20070129288A1 (https=) |
| EP (1) | EP1515983B1 (https=) |
| JP (1) | JP4437078B2 (https=) |
| KR (1) | KR20050010060A (https=) |
| CN (1) | CN1326870C (https=) |
| AT (1) | ATE354585T1 (https=) |
| AU (1) | AU2003245928B2 (https=) |
| BR (1) | BR0311948A (https=) |
| CA (1) | CA2489454A1 (https=) |
| DE (2) | DE10226921A1 (https=) |
| EC (1) | ECSP045499A (https=) |
| ES (1) | ES2282643T3 (https=) |
| HR (1) | HRP20050043A2 (https=) |
| MA (1) | MA28613B1 (https=) |
| MX (1) | MXPA04012438A (https=) |
| NO (1) | NO20050210L (https=) |
| PL (1) | PL374554A1 (https=) |
| PT (1) | PT1515983E (https=) |
| RU (1) | RU2005100954A (https=) |
| WO (1) | WO2003106480A1 (https=) |
| ZA (1) | ZA200410006B (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2409588C2 (ru) * | 2005-03-30 | 2011-01-20 | Аикурис Гмбх Унд Ко.Кг | Бактерицидные содержащие амидные группы макроциклы v |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7521420B2 (en) | 2003-06-18 | 2009-04-21 | Tranzyme Pharma, Inc. | Macrocyclic antagonists of the motilin receptor |
| CA2540646A1 (en) * | 2003-10-01 | 2005-04-14 | Bayer Healthcare Ag | Antibacterial amide macrocycles |
| DE10358824A1 (de) | 2003-12-16 | 2005-07-21 | Bayer Healthcare Ag | Antibakterielle Makrozyklen mit substituiertem Biphenyl |
| DE102004018405A1 (de) * | 2004-04-16 | 2005-11-03 | Bayer Healthcare Ag | Antibakterielle Amid-Makrozyklen II |
| DE102004025731A1 (de) * | 2004-05-26 | 2005-12-15 | Bayer Healthcare Ag | Antibakterielle Amid-Makrozyklen III |
| DE102005014240A1 (de) * | 2004-09-24 | 2006-03-30 | Bayer Healthcare Ag | Antibakterielle Amid-Makrozyklen IV |
| DE102005014247A1 (de) * | 2005-03-30 | 2006-10-05 | Aicuris Gmbh & Co. Kg | Antibakterielle Amid-Makrozyklen VI |
| DE102005032781A1 (de) * | 2005-07-14 | 2007-01-18 | Aicuris Gmbh & Co. Kg | Antibakterielle Amid-Markozyklen VII |
| DK1984344T3 (da) | 2005-12-29 | 2013-01-14 | Lexicon Pharmaceuticals Inc | Multicykliske aminosyrederivater og fremgangsmåder til anvendelse heraf |
| KR20110098724A (ko) * | 2008-12-04 | 2011-09-01 | 바이엘 파마 악티엔게젤샤프트 | 방사성동위원소-표지된 리신 및 오르니틴 유도체, 그의 용도 및 그의 제조 방법 |
| US10501493B2 (en) | 2011-05-27 | 2019-12-10 | Rqx Pharmaceuticals, Inc. | Broad spectrum antibiotics |
| EA201590871A1 (ru) * | 2012-11-21 | 2015-11-30 | АрКьюЭкс ФАРМАСЪЮТИКЛС, ИНК. | Макроциклические антибиотики широкого спектра действия |
| JP5437525B1 (ja) * | 2012-12-28 | 2014-03-12 | 株式会社ナード研究所 | チロシン誘導体およびチロシン誘導体の製造方法 |
| BR112016027232A2 (pt) | 2014-05-20 | 2018-06-26 | Genentech Inc | antibióticos macrocíclicos de amplo espectro |
| US10118890B2 (en) | 2014-10-10 | 2018-11-06 | The Research Foundation For The State University Of New York | Trifluoromethoxylation of arenes via intramolecular trifluoromethoxy group migration |
| UA124303C2 (uk) | 2015-10-27 | 2021-08-25 | Ф. Хоффманн-Ля Рош Аг | Пептидні макроцикли проти acinetobacter baumannii |
| US11072635B2 (en) | 2015-11-20 | 2021-07-27 | Rqx Pharmaceuticals, Inc. | Macrocyclic broad spectrum antibiotics |
| EP3388444A1 (en) | 2017-04-10 | 2018-10-17 | F. Hoffmann-La Roche AG | Anti-bacterial peptide macrocycles and use thereof |
| US11505573B2 (en) | 2018-03-28 | 2022-11-22 | Hoffmann-La Roche Inc. | Peptide macrocycles against Acinetobacter baumannii |
| US11819532B2 (en) | 2018-04-23 | 2023-11-21 | Hoffmann-La Roche Inc. | Peptide macrocycles against Acinetobacter baumannii |
| ES2961566T3 (es) | 2019-05-28 | 2024-03-12 | Hoffmann La Roche | Antibióticos macrocíclicos de amplio espectro |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3452136A (en) * | 1968-04-17 | 1969-06-24 | American Cyanamid Co | Antibiotic af283 and production thereof |
| FR2720066B1 (fr) * | 1994-05-20 | 1996-06-28 | Rhone Poulenc Rorer Sa | Peptides antagonistes de la neurotensine. |
| DE10234422A1 (de) * | 2002-07-29 | 2004-02-12 | Bayer Ag | Antibakterielle Ester-Makrozyklen |
| CA2540646A1 (en) * | 2003-10-01 | 2005-04-14 | Bayer Healthcare Ag | Antibacterial amide macrocycles |
| DE10358824A1 (de) * | 2003-12-16 | 2005-07-21 | Bayer Healthcare Ag | Antibakterielle Makrozyklen mit substituiertem Biphenyl |
| DE102005014240A1 (de) * | 2004-09-24 | 2006-03-30 | Bayer Healthcare Ag | Antibakterielle Amid-Makrozyklen IV |
-
2002
- 2002-06-17 DE DE10226921A patent/DE10226921A1/de not_active Withdrawn
-
2003
- 2003-06-10 RU RU2005100954/04A patent/RU2005100954A/ru not_active Application Discontinuation
- 2003-06-10 AT AT03738012T patent/ATE354585T1/de not_active IP Right Cessation
- 2003-06-10 HR HR20050043A patent/HRP20050043A2/hr not_active Application Discontinuation
- 2003-06-10 PL PL03374554A patent/PL374554A1/xx not_active IP Right Cessation
- 2003-06-10 CA CA002489454A patent/CA2489454A1/en not_active Abandoned
- 2003-06-10 DE DE50306587T patent/DE50306587D1/de not_active Expired - Lifetime
- 2003-06-10 ES ES03738012T patent/ES2282643T3/es not_active Expired - Lifetime
- 2003-06-10 BR BR0311948-3A patent/BR0311948A/pt not_active IP Right Cessation
- 2003-06-10 MX MXPA04012438A patent/MXPA04012438A/es active IP Right Grant
- 2003-06-10 AU AU2003245928A patent/AU2003245928B2/en not_active Ceased
- 2003-06-10 EP EP03738012A patent/EP1515983B1/de not_active Expired - Lifetime
- 2003-06-10 KR KR10-2004-7020473A patent/KR20050010060A/ko not_active Abandoned
- 2003-06-10 WO PCT/EP2003/006078 patent/WO2003106480A1/de not_active Ceased
- 2003-06-10 JP JP2004513311A patent/JP4437078B2/ja not_active Expired - Fee Related
- 2003-06-10 US US10/518,600 patent/US20070129288A1/en not_active Abandoned
- 2003-06-10 PT PT03738012T patent/PT1515983E/pt unknown
- 2003-06-10 CN CNB038192144A patent/CN1326870C/zh not_active Expired - Fee Related
-
2004
- 2004-12-10 ZA ZA200410006A patent/ZA200410006B/xx unknown
- 2004-12-15 MA MA28006A patent/MA28613B1/fr unknown
- 2004-12-17 EC EC2004005499A patent/ECSP045499A/es unknown
-
2005
- 2005-01-13 NO NO20050210A patent/NO20050210L/no not_active Application Discontinuation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2409588C2 (ru) * | 2005-03-30 | 2011-01-20 | Аикурис Гмбх Унд Ко.Кг | Бактерицидные содержащие амидные группы макроциклы v |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2003245928B2 (en) | 2009-03-05 |
| JP4437078B2 (ja) | 2010-03-24 |
| US20070129288A1 (en) | 2007-06-07 |
| PT1515983E (pt) | 2007-03-30 |
| WO2003106480A1 (de) | 2003-12-24 |
| NO20050210L (no) | 2005-03-01 |
| ECSP045499A (es) | 2005-03-10 |
| CN1326870C (zh) | 2007-07-18 |
| HK1083511A1 (zh) | 2006-07-07 |
| CA2489454A1 (en) | 2004-12-14 |
| EP1515983A1 (de) | 2005-03-23 |
| MXPA04012438A (es) | 2005-04-19 |
| MA28613B1 (fr) | 2007-06-01 |
| CN1675236A (zh) | 2005-09-28 |
| JP2006511446A (ja) | 2006-04-06 |
| AU2003245928A1 (en) | 2003-12-31 |
| DE50306587D1 (de) | 2007-04-05 |
| ATE354585T1 (de) | 2007-03-15 |
| ZA200410006B (en) | 2006-02-22 |
| HRP20050043A2 (hr) | 2006-04-30 |
| EP1515983B1 (de) | 2007-02-21 |
| KR20050010060A (ko) | 2005-01-26 |
| ES2282643T3 (es) | 2007-10-16 |
| PL374554A1 (en) | 2005-10-31 |
| DE10226921A1 (de) | 2003-12-24 |
| BR0311948A (pt) | 2005-03-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA93 | Acknowledgement of application withdrawn (no request for examination) |
Effective date: 20060728 |