AR045794A1 - Procedimiento para preparar derivados de acido 3- amino-2- hidroxipropilfosfinico - Google Patents
Procedimiento para preparar derivados de acido 3- amino-2- hidroxipropilfosfinicoInfo
- Publication number
- AR045794A1 AR045794A1 ARP040103395A ARP040103395A AR045794A1 AR 045794 A1 AR045794 A1 AR 045794A1 AR P040103395 A ARP040103395 A AR P040103395A AR P040103395 A ARP040103395 A AR P040103395A AR 045794 A1 AR045794 A1 AR 045794A1
- Authority
- AR
- Argentina
- Prior art keywords
- compound
- formula
- amino
- reacting
- hydroxypropylphosphinic
- Prior art date
Links
- 239000002253 acid Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- OWOIXRFDMCACSM-UHFFFAOYSA-N (3-azaniumyl-2-hydroxypropyl)-hydroxyphosphinate Chemical class NCC(O)CP(O)(O)=O OWOIXRFDMCACSM-UHFFFAOYSA-N 0.000 abstract 1
- 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 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 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 abstract 1
- HOCOIDRZLNGZMV-UHFFFAOYSA-N ethoxy(oxido)phosphanium Chemical group CCO[PH2]=O HOCOIDRZLNGZMV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/306—Arylalkanephosphinic acids, e.g. Ar-(CH2)n-P(=X)(R)(XH), (X = O,S, Se; n>=1)
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Neurology (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La presente se refiere a un procedimiento para preparar derivados de ácido 3-amino-2-hidroxipropilfosfónico, que son valiosos ingredientes activos farmacéuticos y pueden ser empleados, por ejemplo, como antidepresivos. Reivindicación 1: Un procedimiento para preparar un compuesto de fórmula (1) con inclusión de sus enantiómeros o diastereómeros, que comprende: (a) hacer reaccionar un compuesto de fórmula (2) con hexametildisilazano para formar un compuesto de fórmula (3). (b) hacer reaccionar el compuesto de fórmula (3) con epihalohidrina y posterior hidrólisis del aducto resultante para formar un compuesto de fórmula (5); (c) hacer reaccionar el compuesto de fórmula (5) con amoníaco y posterior hidrólisis del resto de fosfinato de etilo para formar el compuesto de fórmula (1), y opcionalmente (d) convertir el compuesto de fórmula (1) en una sal farmacéuticamente aceptable, en la cual R es bencilo o ciclohexilmetilo, y X es halógeno.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50522003P | 2003-09-23 | 2003-09-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR045794A1 true AR045794A1 (es) | 2005-11-16 |
Family
ID=34392994
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP040103395A AR045794A1 (es) | 2003-09-23 | 2004-09-21 | Procedimiento para preparar derivados de acido 3- amino-2- hidroxipropilfosfinico |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7186705B2 (es) |
| EP (1) | EP1673377B1 (es) |
| JP (1) | JP4558732B2 (es) |
| AR (1) | AR045794A1 (es) |
| TW (1) | TW200526676A (es) |
| WO (1) | WO2005030781A1 (es) |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8728483D0 (en) * | 1987-12-04 | 1988-01-13 | Ciba Geigy Ag | Chemical compounds |
| US5300679A (en) * | 1987-12-04 | 1994-04-05 | Ciba-Geigy Corporation | Substituted propane-phosphinic acid compounds |
| US5567840A (en) * | 1989-05-13 | 1996-10-22 | Ciba-Geigy Corporation | Substituted aminoalkylphosphinic acids |
| IL114631A (en) * | 1990-06-22 | 1998-12-06 | Novartis Ag | Anti-epileptic preparations containing antagonists of BABAG |
| EP0767174A1 (de) * | 1991-11-21 | 1997-04-09 | Ciba-Geigy Ag | Neue Aminoalkanphosphinsäuren und ihre Salze |
| AU662404B2 (en) * | 1992-05-08 | 1995-08-31 | Novartis Ag | Novel N-aralkyl- and N-heteroaralkyl-aminoalkanephosphinic acids |
-
2004
- 2004-09-21 AR ARP040103395A patent/AR045794A1/es not_active Application Discontinuation
- 2004-09-22 US US10/946,869 patent/US7186705B2/en active Active
- 2004-09-22 WO PCT/US2004/030926 patent/WO2005030781A1/en active Search and Examination
- 2004-09-22 JP JP2006528105A patent/JP4558732B2/ja not_active Expired - Fee Related
- 2004-09-22 EP EP04784690.2A patent/EP1673377B1/en active Active
- 2004-09-23 TW TW093128792A patent/TW200526676A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1673377B1 (en) | 2013-12-25 |
| TW200526676A (en) | 2005-08-16 |
| WO2005030781A1 (en) | 2005-04-07 |
| EP1673377A1 (en) | 2006-06-28 |
| JP2007506747A (ja) | 2007-03-22 |
| JP4558732B2 (ja) | 2010-10-06 |
| US7186705B2 (en) | 2007-03-06 |
| US20050070507A1 (en) | 2005-03-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |