PE20081400A1 - Sintesis de compuestos de pirrolidina - Google Patents
Sintesis de compuestos de pirrolidinaInfo
- Publication number
- PE20081400A1 PE20081400A1 PE2008000034A PE2008000034A PE20081400A1 PE 20081400 A1 PE20081400 A1 PE 20081400A1 PE 2008000034 A PE2008000034 A PE 2008000034A PE 2008000034 A PE2008000034 A PE 2008000034A PE 20081400 A1 PE20081400 A1 PE 20081400A1
- Authority
- PE
- Peru
- Prior art keywords
- alkyl
- compound
- formula
- aryl
- iii
- Prior art date
Links
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical class C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 abstract 2
- 201000001320 Atherosclerosis Diseases 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 208000001132 Osteoporosis Diseases 0.000 abstract 1
- 206010046543 Urinary incontinence Diseases 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000007822 coupling agent Substances 0.000 abstract 1
- 206010012601 diabetes mellitus Diseases 0.000 abstract 1
- 229910000000 metal hydroxide Inorganic materials 0.000 abstract 1
- 150000004692 metal hydroxides Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/10—Drugs for disorders of the urinary system of the bladder
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/08—Drugs for genital or sexual disorders; Contraceptives for gonadal disorders or for enhancing fertility, e.g. inducers of ovulation or of spermatogenesis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/08—Antiepileptics; Anticonvulsants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/16—Otologicals
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- 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]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/12—Drugs for disorders of the metabolism for electrolyte homeostasis
- A61P3/14—Drugs for disorders of the metabolism for electrolyte homeostasis for calcium homeostasis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/06—Antiarrhythmics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Diabetes (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Heart & Thoracic Surgery (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Toxicology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Gynecology & Obstetrics (AREA)
- Pain & Pain Management (AREA)
- Emergency Medicine (AREA)
- Ophthalmology & Optometry (AREA)
- Dermatology (AREA)
- Vascular Medicine (AREA)
- Biochemistry (AREA)
- Pregnancy & Childbirth (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
Abstract
SE REFIERE A UN PROCEDIMIENTO DE PREPARACION DE COMPUESTOS DE FORMULA (I) DONDE R1 Y R2 SON CADA UNO H, ALQUILO(C1-C6) O C(O)R5, EN DONDE R5 ES ARILO(C6-C10), ALQUILO(C1-C20), CICLOALQUILO(C3-C10), ENTRE OTROS; W ES ALQUILENO(C1-C6); R3 Y R4 SON CADA UNO H, ALQUILO(C1-C6), C(O)OR6 O C(O)R9, EN DONDE R6 ES ALQUILO(C1-C20); R9 ES H, ARILO(C6-C10), ALQUILO(C1-C20), ENTRE OTROS; EL CUAL COMPRENDE: A) HACER REACCIONAR UN COMPUESTO DE FORMULA (II) CON UN COMPUESTO DE FORMULA (IV) EN PRESENCIA DE UN AGENTE DE ACOPLAMIENTO TAL COMO DICICLOHEXILCARBODIIMIDA Y UN RESTO HIDROXILADO TAL COMO N-HIDROXIBENZOTRIAZOL PARA OBTENER UN COMPUESTO DE FORMULA (III) DONDE R7 ES H O ALQUILO(C1-C6); B) HACER REACCIONAR EL COMPUESTO DE FORMULA (III) CON UN HIDROXIDO DE METAL TAL COMO NaOH, KOH O LiOH EN PRESENCIA DE UN DISOLVENTE TAL COMO UNA MEZCLA DE AGUA Y ALCOHOL(C1-C3) A UNA TEMPERATURA DE -10ºC A 5ºC PARA OBTENER EL COMPUESTO DE FORMULA (I). ES UN COMPUESTO PREFERIDO: HIDROCLORURO DEL ACIDO (2S,4R)-1-(2-AMINOACETIL)-4-BENZAMIDOPIRROLIDINA-2-CARBOXILICO. SE REFIERE TAMBIEN A UNA COMPOSICION FARMACEUTICA QUE ES UTIL EN EL TRATAMIENTO DE OSTEOPOROSIS, INCONTINENCIA DE VEJIGA, DIABETES, ATEROSCLEROSIS
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US87629006P | 2006-12-21 | 2006-12-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20081400A1 true PE20081400A1 (es) | 2008-10-24 |
Family
ID=39470360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2008000034A PE20081400A1 (es) | 2006-12-21 | 2008-01-02 | Sintesis de compuestos de pirrolidina |
Country Status (9)
| Country | Link |
|---|---|
| US (4) | US20080188545A1 (es) |
| EP (2) | EP2074087A2 (es) |
| AR (1) | AR064626A1 (es) |
| DK (1) | DK2468724T3 (es) |
| ES (1) | ES2558856T3 (es) |
| PE (1) | PE20081400A1 (es) |
| PL (1) | PL2468724T3 (es) |
| TW (1) | TW200833660A (es) |
| WO (1) | WO2008079266A2 (es) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2386539B1 (en) | 2005-12-23 | 2016-07-20 | Zealand Pharma A/S | 4-Aminoproline derivatives useful as lysine mimetics |
| ES2558856T3 (es) | 2006-12-21 | 2016-02-09 | Zealand Pharma A/S | Síntesis de compuestos de pirrolidina |
| CN101863817A (zh) * | 2009-06-09 | 2010-10-20 | 大连凯飞精细化工有限公司 | (2s,4r)-4-氨基吡咯啉-1,2-二羧酸-1-叔丁酯-2-甲酯盐酸盐的制法 |
| CN103333094B (zh) * | 2013-06-19 | 2015-05-13 | 广东肇庆星湖生物科技股份有限公司 | 一种脯氨酸结晶精制的工艺方法 |
| DK3618847T3 (da) | 2017-05-05 | 2021-05-25 | Boston Medical Ct Corp | GAP-junction-modulatorer af intercellulær kommunikation og deres anvendelse til behandling af diabetisk øjensygdom |
| CN112142823B (zh) * | 2019-06-28 | 2022-08-05 | 深圳翰宇药业股份有限公司 | 一种zp-1609的合成方法 |
| EP3904339A1 (en) * | 2020-04-28 | 2021-11-03 | Esteve Pharmaceuticals, S.A. | Alkylaminoproline derivatives as alfa-2-delta-1 blockers |
| EP4291178A1 (en) | 2021-02-10 | 2023-12-20 | Breye Therapeutics ApS | Danegaptide for use in the treatment or prevention of a kidney disease |
| CA3240515A1 (en) | 2021-12-22 | 2023-06-29 | Breye Therapeutics Aps | Gap junction modulators and their use for the treatment of age-related macular degeneration |
| WO2025229109A1 (en) | 2024-05-01 | 2025-11-06 | Breye Therapeutics Aps | Danegaptide compositions, processes, and uses thereof |
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| GEP20104926B (en) | 2004-03-30 | 2010-03-25 | Intermune Inc | Macrocyclic compounds as inhibitors of viral replication |
| EP1604977A1 (en) | 2004-06-02 | 2005-12-14 | Faust Pharmaceuticals | CIS pyrrolidinyl derivatives and their uses |
| BRPI0513426A (pt) | 2004-07-16 | 2007-11-27 | Gilead Sciences Inc | processo de preparação de amino ácidos úteis na preparação de moduladores de receptores de peptìdeos |
| US7820699B2 (en) | 2005-04-27 | 2010-10-26 | Hoffmann-La Roche Inc. | Cyclic amines |
| EP2386539B1 (en) * | 2005-12-23 | 2016-07-20 | Zealand Pharma A/S | 4-Aminoproline derivatives useful as lysine mimetics |
| ES2558856T3 (es) | 2006-12-21 | 2016-02-09 | Zealand Pharma A/S | Síntesis de compuestos de pirrolidina |
-
2007
- 2007-12-20 ES ES12159851.0T patent/ES2558856T3/es active Active
- 2007-12-20 WO PCT/US2007/026002 patent/WO2008079266A2/en not_active Ceased
- 2007-12-20 EP EP07867854A patent/EP2074087A2/en not_active Withdrawn
- 2007-12-20 PL PL12159851T patent/PL2468724T3/pl unknown
- 2007-12-20 AR ARP070105792A patent/AR064626A1/es unknown
- 2007-12-20 US US12/005,118 patent/US20080188545A1/en not_active Abandoned
- 2007-12-20 DK DK12159851.0T patent/DK2468724T3/en active
- 2007-12-20 EP EP12159851.0A patent/EP2468724B1/en active Active
- 2007-12-21 TW TW096149203A patent/TW200833660A/zh unknown
-
2008
- 2008-01-02 PE PE2008000034A patent/PE20081400A1/es not_active Application Discontinuation
-
2010
- 2010-01-19 US US12/690,043 patent/US20100249207A1/en not_active Abandoned
-
2012
- 2012-08-23 US US13/593,110 patent/US8927590B2/en active Active
-
2014
- 2014-12-16 US US14/572,262 patent/US9469609B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| US20150322007A1 (en) | 2015-11-12 |
| ES2558856T3 (es) | 2016-02-09 |
| WO2008079266A3 (en) | 2008-11-06 |
| PL2468724T3 (pl) | 2016-05-31 |
| EP2468724B1 (en) | 2015-11-18 |
| US20130053344A1 (en) | 2013-02-28 |
| DK2468724T3 (en) | 2016-02-22 |
| AR064626A1 (es) | 2009-04-15 |
| WO2008079266A2 (en) | 2008-07-03 |
| US8927590B2 (en) | 2015-01-06 |
| US9469609B2 (en) | 2016-10-18 |
| EP2074087A2 (en) | 2009-07-01 |
| TW200833660A (en) | 2008-08-16 |
| EP2468724A1 (en) | 2012-06-27 |
| US20080188545A1 (en) | 2008-08-07 |
| US20100249207A1 (en) | 2010-09-30 |
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