AR245716A1 - Procedimiento para la sintesis de niperotidina que tiene actividad terapeutica anti-ulcera. - Google Patents
Procedimiento para la sintesis de niperotidina que tiene actividad terapeutica anti-ulcera.Info
- Publication number
- AR245716A1 AR245716A1 AR87307139A AR30713987A AR245716A1 AR 245716 A1 AR245716 A1 AR 245716A1 AR 87307139 A AR87307139 A AR 87307139A AR 30713987 A AR30713987 A AR 30713987A AR 245716 A1 AR245716 A1 AR 245716A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- reaction
- synthesis
- dimetilaminometil
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 7
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- 230000000767 anti-ulcer Effects 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 abstract 5
- 150000001718 carbodiimides Chemical class 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- HXRSXEDVVARPHP-UHFFFAOYSA-N niperotidine Chemical compound O1C(CN(C)C)=CC=C1CSCCNC(=C[N+]([O-])=O)NCC1=CC=C(OCO2)C2=C1 HXRSXEDVVARPHP-UHFFFAOYSA-N 0.000 abstract 2
- 229960001323 niperotidine Drugs 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- ZILSBZLQGRBMOR-UHFFFAOYSA-N 1,3-benzodioxol-5-ylmethanamine Chemical compound NCC1=CC=C2OCOC2=C1 ZILSBZLQGRBMOR-UHFFFAOYSA-N 0.000 abstract 1
- FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical group C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 abstract 1
- 229960005235 piperonyl butoxide Drugs 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/58—Radicals substituted by nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
PROCEDIMIENTO PARA LA SINTESIS DE NIPEROTIDINA CON ACTIVIDAD ANTI-ULCERA, QUE TIENE LA FORMULA GENERAL (V), EN LA QUE R1 ES HIDROGENO, R2 ES PIPERONILO, AR ES 5-(N,N'-DIMETILAMINOMETIL)-2-FURANILO Y X ES CH-NO2-, EFECTUANDO LAS ETAPAS A) REACCION ENTRE PIPERONILAMINA DE LA FORMULA (IA) Y UN COMPUESTO DE LA FORMULA (IIA), DONDE Z ES H, NO2, O UN HALOGENO, PARA FORMAR EL COMPUESTO DE LA FORMULA (I); B1) REACCION DEL COMPUESTO ASI OBTENIDO, TRAS AISLAMIENTO Y Z ES H, CON UNA AMINA DE LA FORMULA R3-NH2, DONDE R3 = (CH2)2-S-S-(CH2)2 PARA DAR EL COMPUESTO DE LA FORMULA (VII), EL CUALPOR REDUCCION CON ZINC METALICO Y ACIDO ACETICO, SE CONVIERTE EN LA UREA DE FORMULA (III); B2) REACCION DEL COMPUESTO (III) ASI OBTENIDO CON 5- (N,N'-DIMETILAMINOMETIL)-2-CLOROMETILFURANO PARA DAR EL COMPUESTO DE FORMULA (II); C) REACCION DE LA UREA DE FORMULA (II), EN LA QUE R1=H CON TRIFENILFOSFINA EN PRESENCIA DE BROMO PARA CONVERTIRLA EN LA CORRESPONDIENTE CARBODIIMIDA DE LA FORMULA (VI) EN PRESENCIA DE U N ACEPTOR DE ACIDO, Y D) REACCION DE LA CARBODIIMIDA (VI)CON NITROMETANO, EN PRESENCIA DE UNA BASE FUERTE, PARA FORMAR NIPEROTIDINA (V).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT19930/86A IT1204495B (it) | 1986-03-28 | 1986-03-28 | Procedimento di sintesi per l'ottenimento di molecole aventi attivita' farmacologica via uree mono e bisostiuite |
| IT22389/86A IT1198288B (it) | 1986-11-19 | 1986-11-19 | Procedimento per la preparazione di composti ad attivita' anti ulcera |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR245716A1 true AR245716A1 (es) | 1994-02-28 |
Family
ID=26327354
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AR87307139A AR245716A1 (es) | 1986-03-28 | 1987-03-27 | Procedimiento para la sintesis de niperotidina que tiene actividad terapeutica anti-ulcera. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5030738A (es) |
| EP (1) | EP0269650A1 (es) |
| JP (1) | JPS63502903A (es) |
| KR (1) | KR950009825B1 (es) |
| AR (1) | AR245716A1 (es) |
| AU (1) | AU7235287A (es) |
| FI (1) | FI875241A (es) |
| WO (1) | WO1987005902A2 (es) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1215344B (it) * | 1987-01-27 | 1990-02-08 | Dessy S R L Ora Recordati Farm | Procedimento per la preparazione di composti ad attivita' anti-ulcera. |
| FR2646847B1 (fr) * | 1989-05-12 | 1991-07-12 | Rhone Poulenc Sante | N-phenyl amides, leurs procedes de preparation et les medicaments les contenant |
| JPH0559038A (ja) * | 1991-09-06 | 1993-03-09 | Terumo Corp | チオウレア誘導体及びこれを含有する医薬製剤 |
| US5672724A (en) * | 1994-12-08 | 1997-09-30 | Hoechst Marion Roussel, Inc. | Processes for preparing ranitidine |
| IT1338456B1 (it) * | 2002-02-07 | 2007-03-12 | Oxon Italia Spa | Procedimento per la preparazione di alchiluree da o ,d-dimetil ditiocarbonato |
| BRPI1004176A2 (pt) * | 2010-10-25 | 2015-08-11 | Univ Rio De Janeiro | Compostos aril e/ou hetero aril uréias funcionalizados; processo de síntese desses composto; composição farmacêutica contendo tais compostos e usos |
| WO2022034121A1 (en) | 2020-08-11 | 2022-02-17 | Université De Strasbourg | H2 blockers targeting liver macrophages for the prevention and treatment of liver disease and cancer |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3957774A (en) * | 1972-04-17 | 1976-05-18 | L'oreal | N-morpholinomethyl-n-'-substituted ethyl and propylureas |
| GB1565966A (en) * | 1976-08-04 | 1980-04-23 | Allen & Hanburys Ltd | Aminoalkyl furan derivatives |
| EP0055625B1 (en) * | 1980-12-30 | 1985-05-02 | Glaxo Group Limited | Process for the preparation of a furan derivative |
| IT1168163B (it) * | 1981-08-18 | 1987-05-20 | Ausonia Farma Srl | Composto ad attivita' antiulcera, procedimento per la sua preparazione e composizioni farmaceutiche relative |
| IT1153211B (it) * | 1982-10-06 | 1987-01-14 | Crc Ricerca Chim | Procedimento per la preparazione di 2,2-dialchilamino-1-nitroeteni |
-
1987
- 1987-03-27 KR KR1019870701113A patent/KR950009825B1/ko active IP Right Grant
- 1987-03-27 EP EP87902475A patent/EP0269650A1/en not_active Withdrawn
- 1987-03-27 AR AR87307139A patent/AR245716A1/es active
- 1987-03-27 JP JP62502258A patent/JPS63502903A/ja active Pending
- 1987-03-27 AU AU72352/87A patent/AU7235287A/en not_active Abandoned
- 1987-03-27 WO PCT/EP1987/000172 patent/WO1987005902A2/en not_active Application Discontinuation
- 1987-11-27 FI FI875241A patent/FI875241A/fi not_active Application Discontinuation
-
1990
- 1990-05-22 US US07/527,680 patent/US5030738A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| KR950009825B1 (ko) | 1995-08-29 |
| AU7235287A (en) | 1987-10-20 |
| JPS63502903A (ja) | 1988-10-27 |
| WO1987005902A3 (en) | 1987-11-19 |
| FI875241A0 (fi) | 1987-11-27 |
| KR880701236A (ko) | 1988-07-26 |
| EP0269650A1 (en) | 1988-06-08 |
| FI875241A (fi) | 1987-11-27 |
| WO1987005902A2 (en) | 1987-10-08 |
| US5030738A (en) | 1991-07-09 |
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