UY25249A1 - Procedimiento de sintesis de pirrol amidas - Google Patents
Procedimiento de sintesis de pirrol amidasInfo
- Publication number
- UY25249A1 UY25249A1 UY25249A UY25249A UY25249A1 UY 25249 A1 UY25249 A1 UY 25249A1 UY 25249 A UY25249 A UY 25249A UY 25249 A UY25249 A UY 25249A UY 25249 A1 UY25249 A1 UY 25249A1
- Authority
- UY
- Uruguay
- Prior art keywords
- reaction
- excess
- general formula
- complete
- formula represented
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-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 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- RLOQBKJCOAXOLR-UHFFFAOYSA-N 1h-pyrrole-2-carboxamide Chemical class NC(=O)C1=CC=CN1 RLOQBKJCOAXOLR-UHFFFAOYSA-N 0.000 abstract 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- PXIYUIZGOHSVAZ-UHFFFAOYSA-N 4-oxo-5,6,7,8-tetrahydrocyclohepta[b]furan-3-carboxylic acid Chemical compound C1CCCC(=O)C2=C1OC=C2C(=O)O PXIYUIZGOHSVAZ-UHFFFAOYSA-N 0.000 abstract 1
- 208000019901 Anxiety disease Diseases 0.000 abstract 1
- 206010010904 Convulsion Diseases 0.000 abstract 1
- 208000003870 Drug Overdose Diseases 0.000 abstract 1
- 102000027484 GABAA receptors Human genes 0.000 abstract 1
- 108091008681 GABAA receptors Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 230000036626 alertness Effects 0.000 abstract 1
- 230000036506 anxiety Effects 0.000 abstract 1
- 231100000725 drug overdose Toxicity 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 208000019116 sleep disease Diseases 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- A61P25/24—Antidepressants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
- C07D307/83—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
- C07D307/84—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Tea And Coffee (AREA)
- Fats And Perfumes (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
Abstract
Un procedimiento para preparar pirrol-carboxamidas de fórmula general representada en la figura 1, donde: R1 y R2 se seleccionan independientemente entre halógeno y alquilo C1-6; Ar es fenilo o heterociclo, o sustituidos con hasta tres sustituyentes; n es un número entero seleccionado de 0 a 2. El procedimiento comprende hacer reaccionar un compuesto de fórmula general representado en la figura 2, con un exceso de un cloruro ácido o anhídrido de ácido en un disolvente inerte a la reacción que contiene un exceso de un aceptor de ácidos, hasta que se completa la reacción, y añadir una cantidad equivalenmte de NH2-Ar a la solución preparada anteriormente y mantener hasta que se complete la reacción. Ejemplo no limitante: 4-oxo-5,6,7,8-tetrahidro-4H-ciclohepta[b]furan-3-carboxílico Estos compuestos descritos se unen selectivamente a receptores GABAa; por tanto son útiles en el tratamiento de ansiedad, trastornos del sueño, crisis convulsivas, sobredosis de fármacos, y para aumentar el estado de vigilancia.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6542297P | 1997-11-13 | 1997-11-13 | |
| US7426698P | 1998-02-10 | 1998-02-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UY25249A1 true UY25249A1 (es) | 1999-07-19 |
Family
ID=26745584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UY25249A UY25249A1 (es) | 1997-11-13 | 1998-11-13 | Procedimiento de sintesis de pirrol amidas |
Country Status (35)
| Country | Link |
|---|---|
| US (1) | US6262272B1 (es) |
| EP (1) | EP1030838B1 (es) |
| JP (1) | JP3497469B2 (es) |
| KR (1) | KR100386722B1 (es) |
| CN (2) | CN1280566A (es) |
| AT (1) | ATE231492T1 (es) |
| AU (1) | AU745788B2 (es) |
| BG (1) | BG64530B1 (es) |
| BR (1) | BR9814161A (es) |
| CA (1) | CA2310095A1 (es) |
| CZ (1) | CZ20001769A3 (es) |
| DE (1) | DE69810959T2 (es) |
| DK (1) | DK1030838T3 (es) |
| DZ (1) | DZ2651A1 (es) |
| EA (1) | EA002243B1 (es) |
| ES (1) | ES2186232T3 (es) |
| HR (1) | HRP20000298A2 (es) |
| HU (1) | HUP0100235A3 (es) |
| ID (1) | ID24135A (es) |
| IL (1) | IL135710A0 (es) |
| IS (1) | IS5469A (es) |
| MA (1) | MA24697A1 (es) |
| NO (1) | NO20002214L (es) |
| NZ (1) | NZ503916A (es) |
| OA (1) | OA11378A (es) |
| PA (1) | PA8462901A1 (es) |
| PL (1) | PL340554A1 (es) |
| PT (1) | PT1030838E (es) |
| SK (1) | SK6872000A3 (es) |
| TN (1) | TNSN98204A1 (es) |
| TR (1) | TR200001343T2 (es) |
| TW (1) | TW509675B (es) |
| UY (1) | UY25249A1 (es) |
| WO (1) | WO1999025684A1 (es) |
| YU (1) | YU27300A (es) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| OA12015A (en) | 1999-08-31 | 2006-04-19 | Neurogen Corp | Fused pyrrolecarboxamides: gaba brain receptor ligands. |
| EP1315703A1 (en) * | 2000-09-06 | 2003-06-04 | Neurogen Corporation | Aryl substituted tetrahydroindazoles and their use as ligands for the gaba-a receptor |
| CA2430841A1 (en) * | 2000-12-04 | 2002-06-13 | Pfizer Products Inc. | Synthesis of fused pyrrolecarboxamides |
| WO2003066634A1 (en) | 2002-02-07 | 2003-08-14 | Neurogen Corporation | Substituted fused pyrazolecarboxylic acid arylamides and related compounds |
| US20080153629A1 (en) * | 2004-05-07 | 2008-06-26 | Sullivan Michael J | Thick Outer Cover Layer Golf Ball |
| CN102786458B (zh) * | 2012-06-04 | 2014-02-12 | 天津渤海职业技术学院 | 吡咯甲酰胺衍生物、其制备方法和用途 |
| MX2016009621A (es) * | 2014-01-24 | 2016-11-17 | Abbvie Inc | Derivados de fur0-3-carboxamida y metodos de uso. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5750702A (en) | 1993-10-27 | 1998-05-12 | Neurogen Corporation | Certain pyrrolo pyridine-3-carboxamides; a new class of GABA brain receptor ligands |
| US5484944A (en) | 1993-10-27 | 1996-01-16 | Neurogen Corporation | Certain fused pyrrolecarboxanilides and their use as GABA brain receptor ligands |
| US5804686A (en) | 1996-01-19 | 1998-09-08 | Neurogen Corporation | fused pyrrolecarboxamides; a new class of GABA brain receptor ligands |
| EP0888300A1 (en) | 1996-03-22 | 1999-01-07 | Neurogen Corporation | Certain fused pyrrolecarboxamides as gaba brain receptor ligands |
-
1998
- 1998-10-21 ID IDW20000893A patent/ID24135A/id unknown
- 1998-10-21 IL IL13571098A patent/IL135710A0/xx unknown
- 1998-10-21 AU AU93639/98A patent/AU745788B2/en not_active Ceased
- 1998-10-21 JP JP2000521068A patent/JP3497469B2/ja not_active Expired - Fee Related
- 1998-10-21 BR BR9814161-9A patent/BR9814161A/pt not_active Application Discontinuation
- 1998-10-21 NZ NZ503916A patent/NZ503916A/xx unknown
- 1998-10-21 TR TR2000/01343T patent/TR200001343T2/xx unknown
- 1998-10-21 CN CN98811119A patent/CN1280566A/zh active Pending
- 1998-10-21 EA EA200000413A patent/EA002243B1/ru not_active IP Right Cessation
- 1998-10-21 CA CA002310095A patent/CA2310095A1/en not_active Abandoned
- 1998-10-21 EP EP98946678A patent/EP1030838B1/en not_active Expired - Lifetime
- 1998-10-21 HU HU0100235A patent/HUP0100235A3/hu unknown
- 1998-10-21 PL PL98340554A patent/PL340554A1/xx not_active Application Discontinuation
- 1998-10-21 CZ CZ20001769A patent/CZ20001769A3/cs unknown
- 1998-10-21 CN CNA031594727A patent/CN1508129A/zh active Pending
- 1998-10-21 PT PT98946678T patent/PT1030838E/pt unknown
- 1998-10-21 ES ES98946678T patent/ES2186232T3/es not_active Expired - Lifetime
- 1998-10-21 DE DE69810959T patent/DE69810959T2/de not_active Expired - Fee Related
- 1998-10-21 SK SK687-2000A patent/SK6872000A3/sk unknown
- 1998-10-21 US US09/403,985 patent/US6262272B1/en not_active Expired - Fee Related
- 1998-10-21 WO PCT/IB1998/001672 patent/WO1999025684A1/en not_active Application Discontinuation
- 1998-10-21 YU YU27300A patent/YU27300A/sh unknown
- 1998-10-21 AT AT98946678T patent/ATE231492T1/de not_active IP Right Cessation
- 1998-10-21 DK DK98946678T patent/DK1030838T3/da active
- 1998-10-21 KR KR10-2000-7005185A patent/KR100386722B1/ko not_active IP Right Cessation
- 1998-11-10 TW TW087118708A patent/TW509675B/zh not_active IP Right Cessation
- 1998-11-10 PA PA19988462901A patent/PA8462901A1/es unknown
- 1998-11-11 DZ DZ980261A patent/DZ2651A1/xx active
- 1998-11-11 MA MA25342A patent/MA24697A1/fr unknown
- 1998-11-11 TN TNTNSN98204A patent/TNSN98204A1/fr unknown
- 1998-11-13 UY UY25249A patent/UY25249A1/es not_active IP Right Cessation
-
2000
- 2000-04-26 IS IS5469A patent/IS5469A/is unknown
- 2000-04-28 NO NO20002214A patent/NO20002214L/no unknown
- 2000-05-09 BG BG104413A patent/BG64530B1/bg unknown
- 2000-05-12 HR HR20000298A patent/HRP20000298A2/hr not_active Application Discontinuation
- 2000-05-12 OA OA1200000136A patent/OA11378A/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| VENC | Patent expired |
Effective date: 20181113 |