CA2351703C - Novel 4-dedimethylaminotetracycline derivatives - Google Patents
Novel 4-dedimethylaminotetracycline derivatives Download PDFInfo
- Publication number
- CA2351703C CA2351703C CA002351703A CA2351703A CA2351703C CA 2351703 C CA2351703 C CA 2351703C CA 002351703 A CA002351703 A CA 002351703A CA 2351703 A CA2351703 A CA 2351703A CA 2351703 C CA2351703 C CA 2351703C
- Authority
- CA
- Canada
- Prior art keywords
- hydrogen
- deoxy
- amino
- dedimethylaminotetracycline
- dedimethylamino
- 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.)
- Expired - Fee Related
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- SIOVKLKJSOKLIF-HJWRWDBZSA-N trimethylsilyl (1z)-n-trimethylsilylethanimidate Chemical compound C[Si](C)(C)OC(/C)=N\[Si](C)(C)C SIOVKLKJSOKLIF-HJWRWDBZSA-N 0.000 description 1
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Classifications
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- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/82—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
- C07C237/26—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton of a ring being part of a condensed ring system formed by at least four rings, e.g. tetracycline
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/20—Diazonium compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C247/00—Compounds containing azido groups
- C07C247/16—Compounds containing azido groups with azido groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C247/18—Compounds containing azido groups with azido groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by carboxyl groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
- C07C329/12—Dithiocarbonic acids; Derivatives thereof
- C07C329/14—Esters of dithiocarbonic acids
- C07C329/20—Esters of dithiocarbonic acids having sulfur atoms of dithiocarbonic groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
- C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
- C07C2603/44—Naphthacenes; Hydrogenated naphthacenes
- C07C2603/46—1,4,4a,5,5a,6,11,12a- Octahydronaphthacenes, e.g. tetracyclines
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Diabetes (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Hematology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Vascular Medicine (AREA)
- Oncology (AREA)
- Ophthalmology & Optometry (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Obesity (AREA)
- Pain & Pain Management (AREA)
- Transplantation (AREA)
- Communicable Diseases (AREA)
- Toxicology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Pulmonology (AREA)
- Dermatology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19501398A | 1998-11-18 | 1998-11-18 | |
| US10894898P | 1998-11-18 | 1998-11-18 | |
| US60/108,948 | 1998-11-18 | ||
| US09/195,013 | 1998-11-18 | ||
| PCT/US1999/027304 WO2000028983A1 (en) | 1998-11-18 | 1999-11-18 | Novel 4-dedimethy laminotetra cycline derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2351703A1 CA2351703A1 (en) | 2000-05-25 |
| CA2351703C true CA2351703C (en) | 2008-12-30 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002351703A Expired - Fee Related CA2351703C (en) | 1998-11-18 | 1999-11-18 | Novel 4-dedimethylaminotetracycline derivatives |
Country Status (13)
| Country | Link |
|---|---|
| EP (2) | EP1137410B1 (enExample) |
| JP (3) | JP5060685B2 (enExample) |
| KR (1) | KR100701635B1 (enExample) |
| AT (1) | ATE336238T1 (enExample) |
| AU (1) | AU766200B2 (enExample) |
| CA (1) | CA2351703C (enExample) |
| CY (1) | CY1106224T1 (enExample) |
| DE (1) | DE69932846T2 (enExample) |
| DK (1) | DK1137410T3 (enExample) |
| ES (1) | ES2272097T3 (enExample) |
| NZ (1) | NZ511194A (enExample) |
| PT (1) | PT1137410E (enExample) |
| WO (1) | WO2000028983A1 (enExample) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6506740B1 (en) | 1998-11-18 | 2003-01-14 | Robert A. Ashley | 4-dedimethylaminotetracycline derivatives |
| ES2272097T3 (es) * | 1998-11-18 | 2007-04-16 | Collagenex Pharmaceuticals, Inc. | Nuevos derivados de 4-desdimetilaminotetraciclina. |
| US6946453B2 (en) | 1998-11-18 | 2005-09-20 | Collagenex Pharmaceuticals, Inc. | 4-dedimethylaminotracycline derivatives |
| KR100997596B1 (ko) * | 2000-07-07 | 2010-11-30 | 파라테크 파마슈티컬스, 인크. | 7-치환 테트라사이클린 화합물 |
| MXPA03000055A (es) * | 2000-07-07 | 2003-07-14 | Tufts College | Compuestos de monociclina sustituidos en posicion 9.. |
| US7094806B2 (en) | 2000-07-07 | 2006-08-22 | Trustees Of Tufts College | 7, 8 and 9-substituted tetracycline compounds |
| DE60144375D1 (de) * | 2000-07-07 | 2011-05-19 | Trustees Of Tufts College Medford | 7-, 8- und 9-substitutierte tetracyclinverbindungen |
| EP2298732A1 (en) | 2001-03-13 | 2011-03-23 | Paratek Pharmaceuticals, Inc. | 7,9-Substituted tetracycline compounds |
| WO2002072506A2 (en) | 2001-03-13 | 2002-09-19 | Paratek Pharmaceuticals, Inc. | 7-pyrollyl tetracycline compounds and methods of use thereof |
| US7553828B2 (en) | 2001-03-13 | 2009-06-30 | Paratek Pharmaceuticals, Inc. | 9-aminomethyl substituted minocycline compounds |
| DE60212613T2 (de) * | 2001-04-05 | 2007-05-24 | Collagenex Pharmaceuticals, Inc. | Doxycyclin zur behandlung von akne |
| AU2002256092C1 (en) * | 2001-04-05 | 2009-10-15 | Collagenex Pharmaceuticals, Inc. | Controlled delivery of tetracycline compounds and tetracycline derivatives |
| US7211267B2 (en) | 2001-04-05 | 2007-05-01 | Collagenex Pharmaceuticals, Inc. | Methods of treating acne |
| US8088820B2 (en) | 2001-04-24 | 2012-01-03 | Paratek Pharmaceuticals, Inc. | Substituted tetracycline compounds for the treatment of malaria |
| US20040092490A1 (en) * | 2001-04-24 | 2004-05-13 | Michael Draper | Substituted tetracycline compounds for the treatment of malaria |
| EP2332546A1 (en) | 2001-07-13 | 2011-06-15 | Paratek Pharmaceuticals, Inc. | Tetracyclines for the treatment of stroke |
| WO2003055441A2 (en) | 2001-08-02 | 2003-07-10 | Paratek Pharmaceuticals, Inc. | Medicaments |
| RU2300380C2 (ru) * | 2001-10-05 | 2007-06-10 | Тетрадженекс Фармасьютикалс, Инк. | Производные тетрациклина и способы их применения |
| EP2311797A1 (en) * | 2002-01-08 | 2011-04-20 | Paratek Pharmaceuticals, Inc. | 4-dedimethylamino tetracycline compounds |
| EP1496742B1 (en) * | 2002-03-29 | 2010-11-24 | The Research Foundation Of State University Of New York | Use of non-antibacterial tetracycline analogs and formulations thereof for the treatment of bacterial exotoxins |
| WO2004038000A2 (en) | 2002-10-24 | 2004-05-06 | Paratek Pharmaceuticals, Inc. | Methods of using substituted tetracycline compounds to modulate rna |
| JP2006503898A (ja) * | 2002-10-24 | 2006-02-02 | パラテック ファーマシューティカルズ， インク． | マラリア治療のための置換テトラサイクリン化合物 |
| EP1648859B1 (en) | 2003-07-09 | 2013-02-27 | Paratek Pharmaceuticals, Inc. | Substituted tetracycline compounds |
| CA2652347A1 (en) | 2006-05-15 | 2007-11-22 | Paratek Pharmaceuticals, Inc. | Methods of regulating expression of genes or of gene products using substituted tetracycline compounds |
| TWI361690B (en) | 2007-11-29 | 2012-04-11 | Actelion Pharmaceuticals Ltd | Phosphonic acid derivatives |
| PT2271348T (pt) | 2008-03-28 | 2018-04-16 | Paratek Pharm Innc | Formulação de comprimido oral de composto de tetraciclina |
| TW202021946A (zh) | 2008-05-19 | 2020-06-16 | 美商派洛泰克藥物股份有限公司 | 四環素化合物之甲苯磺酸鹽及同素異形體 |
| CN110156624B (zh) * | 2019-05-29 | 2022-03-08 | 河北冀衡药业股份有限公司 | 一种米诺环素及其衍生物的合成方法 |
| KR20230154834A (ko) * | 2021-02-03 | 2023-11-09 | 스카이바이오 엘엘씨 | 중추 신경계 내로의 저-소수성 생체활성 약물을 위한 화학적으로 커플링된 운반체 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2786077A (en) * | 1954-10-22 | 1957-03-19 | Pfizer & Co C | Desdimethylaminotetracyclines and process |
| DE1088481B (de) * | 1958-01-29 | 1960-09-08 | American Cyanamid Co | Verfahren zur Herstellung neuer Verbindungen der Tetracyclinreihe |
| US3375276A (en) * | 1963-06-24 | 1968-03-26 | Squibb & Sons Inc | Method for preparing tetracycline products |
| US3159675A (en) * | 1963-12-10 | 1964-12-01 | American Cyanamid Co | Novel 4-dedimethylamino-4-oxo-6-demethyltetracycline-4-oximes and 4-hydrazones |
| US3247226A (en) * | 1964-07-06 | 1966-04-19 | American Cyanamid Co | 4-dimethylamino and 4-hydroxytetracycloxides |
| US3345370A (en) * | 1965-03-16 | 1967-10-03 | American Cyanamid Co | 4-(n-mono-substituted) hydrazones of 4-dedimethylamino-4-oxo-tetracycline |
| US3849493A (en) * | 1966-08-01 | 1974-11-19 | Pfizer | D-ring substituted 6-deoxytetracyclines |
| US3824285A (en) * | 1967-09-13 | 1974-07-16 | Pfizer | 4-oxo-4-dedimethylaminotetracycline-4,6-hemiketals |
| US5122519A (en) * | 1989-06-27 | 1992-06-16 | American Cyanamid Company | Stable, cosmetically acceptable topical gel formulation and method of treatment for acne |
| US5045538A (en) * | 1990-06-28 | 1991-09-03 | The Research Foundation Of State University Of New York | Inhibition of wasting and protein degradation of mammalian muscle by tetracyclines |
| US5442059A (en) * | 1992-08-13 | 1995-08-15 | American Cyanamid Company | 9-[(substituted glycyl)amido)]-6-demethyl-6-deoxytetracyclines |
| JP2002525299A (ja) * | 1998-09-28 | 2002-08-13 | ザ リサーチ ファウンデーション オブ ステイト ユニヴァーシティ オブ ニューヨーク | 新規白内障形成抑制剤 |
| ES2272097T3 (es) * | 1998-11-18 | 2007-04-16 | Collagenex Pharmaceuticals, Inc. | Nuevos derivados de 4-desdimetilaminotetraciclina. |
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2009
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| KR20010082303A (ko) | 2001-08-29 |
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| EP1743632A1 (en) | 2007-01-17 |
| ATE336238T1 (de) | 2006-09-15 |
| NZ511194A (en) | 2003-08-29 |
| DE69932846D1 (de) | 2006-09-28 |
| JP5060685B2 (ja) | 2012-10-31 |
| CY1106224T1 (el) | 2011-06-08 |
| AU766200B2 (en) | 2003-10-09 |
| JP2002529501A (ja) | 2002-09-10 |
| EP1137410A1 (en) | 2001-10-04 |
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