MX173856B - Procedimiento de preparacion de derivados de 1-aril-sulfonil-1,5-dihidro-2h-pirrol-2-ona y producto obtenido - Google Patents
Procedimiento de preparacion de derivados de 1-aril-sulfonil-1,5-dihidro-2h-pirrol-2-ona y producto obtenidoInfo
- Publication number
- MX173856B MX173856B MX011959A MX1195988A MX173856B MX 173856 B MX173856 B MX 173856B MX 011959 A MX011959 A MX 011959A MX 1195988 A MX1195988 A MX 1195988A MX 173856 B MX173856 B MX 173856B
- Authority
- MX
- Mexico
- Prior art keywords
- radical
- formula
- carbon atoms
- compound
- dihydro
- Prior art date
Links
- -1 cyclic alkyl radical Chemical class 0.000 abstract 9
- 125000004432 carbon atom Chemical group C* 0.000 abstract 5
- 150000001875 compounds Chemical class 0.000 abstract 4
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- CIGXGWDUXOBPIO-UHFFFAOYSA-N (R)-Dihydromaleimide Chemical compound OC1NC(=O)C=C1 CIGXGWDUXOBPIO-UHFFFAOYSA-N 0.000 abstract 1
- UXTFKIJKRJJXNV-UHFFFAOYSA-N 1-$l^{1}-oxidanylethanone Chemical compound CC([O])=O UXTFKIJKRJJXNV-UHFFFAOYSA-N 0.000 abstract 1
- KRTGJZMJJVEKRX-UHFFFAOYSA-N 2-phenylethan-1-yl Chemical compound [CH2]CC1=CC=CC=C1 KRTGJZMJJVEKRX-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- VEQOALNAAJBPNY-UHFFFAOYSA-N antipyrine Chemical group CN1C(C)=CC(=O)N1C1=CC=CC=C1 VEQOALNAAJBPNY-UHFFFAOYSA-N 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 abstract 1
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 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
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 125000003016 chromanyl group Chemical group O1C(CCC2=CC=CC=C12)* 0.000 abstract 1
- 125000004230 chromenyl group Chemical group O1C(C=CC2=CC=CC=C12)* 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 125000003838 furazanyl group Chemical group 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 abstract 1
- 125000001977 isobenzofuranyl group Chemical group C=1(OC=C2C=CC=CC12)* 0.000 abstract 1
- 125000003384 isochromanyl group Chemical group C1(OCCC2=CC=CC=C12)* 0.000 abstract 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002757 morpholinyl group Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000002971 oxazolyl group Chemical group 0.000 abstract 1
- 125000001644 phenoxazinyl group Chemical group C1(=CC=CC=2OC3=CC=CC=C3NC12)* 0.000 abstract 1
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
- 125000001834 xanthenyl group Chemical group C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 abstract 1
Classifications
-
- 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
- C07D207/46—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
- C07D207/48—Sulfur atoms
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Psychiatry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Neurology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Detergent Compositions (AREA)
Abstract
La presente invención se refiere a procedimiento para la preparación de compuestos que responden a la fórmula general (I): caracterizado porque el 1,5-dihidro-5 hidroxi-2H-pirrol-2-ona de la fórmula: es sometida a la acción de un alcohol de fórmula (II): R'-OH para obtener el compuesto de fórmula (III) que se somete a la acción de un compuesto de fórmula (IV): RSO2-Hal, en la que Hal representa un átomo de cloro o bromo, para obtener el compuesto de fórmula (I) correspondiente, en la cual R' representa un átomo de hidrógeno, un radical alquilo lineal, ramificado o cíclico que contiene hasta 8 átomos de carbono, un radical alquenilo que contenga de 2 a 8 átomos de carbono, un radical acilo con de 1 a 6 átomos de carbono o un radical bencilo o fenetilo y R representa un radical naftilo o fenilo o uno de los siguientes radicales; tienilo, furilo, piranilo, benzofuranilo, isobenzofuranilo, cromanilo, isocromanilo, cromenilo, xantenilo, fenoxantienilo, oxazolilo, iso-oxazolilo, furazanilo, fenoxazinilo, tieno [2,3-b] furanilo, 2H-furo-[3,2-b] piranilo, benzoxazolilo o morfolinilo; el radical R está opcionalmente sustituído por uno o más de los sustituyentes escogidos del grupo constituído por el radical hidroxilo, el radical acetoxi, el radical metoxi o el radical benciloxi, saturados o insaturados, radicales alquilo cíclicos, ramificados o lineales que contienen hasta 18 átomos de carbono, átomos de halógeno, grupos CF3, SCF3, OCF3, NO2, NH2 ó CN, el radical fenilo, los grupos acilo o alcoxicarbonilo contienen de 2 a 8 átomos de carbono grupos alquilsulfonilo que contienen de 1 a 6 átomos de carbono.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT8721029A IT1215578B (it) | 1987-06-24 | 1987-06-24 | Derivati di 1-arilsolfonil1,5-diidro 2h-pirrol 2-one, loro procedimento di preparazione e loro applicazione come sostanze medicinali. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX11959A MX11959A (es) | 1993-10-01 |
| MX173856B true MX173856B (es) | 1994-04-07 |
Family
ID=11175636
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX011959A MX173856B (es) | 1987-06-24 | 1988-06-17 | Procedimiento de preparacion de derivados de 1-aril-sulfonil-1,5-dihidro-2h-pirrol-2-ona y producto obtenido |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4885307A (es) |
| EP (1) | EP0300850B1 (es) |
| JP (1) | JPS6422852A (es) |
| AT (1) | ATE79866T1 (es) |
| CA (1) | CA1308414C (es) |
| DE (1) | DE3874038T2 (es) |
| ES (1) | ES2051875T3 (es) |
| GR (1) | GR3005523T3 (es) |
| IT (1) | IT1215578B (es) |
| MX (1) | MX173856B (es) |
| PT (1) | PT87808B (es) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5128366A (en) * | 1990-07-05 | 1992-07-07 | Shinogi & Co., Ltd. | Pyrrole derivatives |
| JP4743980B2 (ja) * | 2001-03-13 | 2011-08-10 | 独立行政法人科学技術振興機構 | ピロリノン誘導体及びその製造方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3117975A (en) * | 1960-04-22 | 1964-01-14 | Rohm & Haas | Substituted pyrrolidinones and piperidinones |
| US3423426A (en) * | 1966-01-25 | 1969-01-21 | Chevron Res | N-(polyhaloalkylthio) alkenylsuccinimides |
| US3686169A (en) * | 1970-07-20 | 1972-08-22 | Monsanto Co | Thiocycloamides |
| FR2553409B1 (fr) * | 1983-10-18 | 1986-04-18 | Choay Sa | Nouveaux benzenesulfonyl-lactames, leur procede de preparation et leur application comme substance active de compositions pharmaceutiques |
| DE3637507A1 (de) * | 1986-11-04 | 1988-05-05 | Bayer Ag | Neues verfahren zur herstellung von teilweise neuen 3-sulfenylmaleinimiden und ihre verwendung |
-
1987
- 1987-06-24 IT IT8721029A patent/IT1215578B/it active
-
1988
- 1988-06-13 US US07/205,958 patent/US4885307A/en not_active Expired - Fee Related
- 1988-06-17 MX MX011959A patent/MX173856B/es unknown
- 1988-06-23 CA CA000570237A patent/CA1308414C/fr not_active Expired - Fee Related
- 1988-06-23 PT PT87808A patent/PT87808B/pt not_active IP Right Cessation
- 1988-06-23 EP EP88401585A patent/EP0300850B1/fr not_active Expired - Lifetime
- 1988-06-23 ES ES88401585T patent/ES2051875T3/es not_active Expired - Lifetime
- 1988-06-23 DE DE8888401585T patent/DE3874038T2/de not_active Expired - Fee Related
- 1988-06-23 AT AT88401585T patent/ATE79866T1/de not_active IP Right Cessation
- 1988-06-24 JP JP63155076A patent/JPS6422852A/ja active Pending
-
1992
- 1992-08-27 GR GR920401018T patent/GR3005523T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IT8721029A0 (it) | 1987-06-24 |
| GR3005523T3 (es) | 1993-06-07 |
| EP0300850A2 (fr) | 1989-01-25 |
| DE3874038D1 (de) | 1992-10-01 |
| EP0300850B1 (fr) | 1992-08-26 |
| IT1215578B (it) | 1990-02-14 |
| ATE79866T1 (de) | 1992-09-15 |
| DE3874038T2 (de) | 1993-03-04 |
| CA1308414C (fr) | 1992-10-06 |
| MX11959A (es) | 1993-10-01 |
| PT87808B (pt) | 1992-10-30 |
| EP0300850A3 (en) | 1989-08-16 |
| US4885307A (en) | 1989-12-05 |
| JPS6422852A (en) | 1989-01-25 |
| ES2051875T3 (es) | 1994-07-01 |
| PT87808A (pt) | 1989-05-31 |
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