AR019438A1 - COMPOSITE DERIVED FROM PIPERAZINA, USES OF THE SAME AND METHODS FOR ITS MANUFACTURE - Google Patents
COMPOSITE DERIVED FROM PIPERAZINA, USES OF THE SAME AND METHODS FOR ITS MANUFACTUREInfo
- Publication number
- AR019438A1 AR019438A1 ARP990103573A ARP990103573A AR019438A1 AR 019438 A1 AR019438 A1 AR 019438A1 AR P990103573 A ARP990103573 A AR P990103573A AR P990103573 A ARP990103573 A AR P990103573A AR 019438 A1 AR019438 A1 AR 019438A1
- Authority
- AR
- Argentina
- Prior art keywords
- substituted
- och3
- alkanes
- piperazina
- manufacture
- Prior art date
Links
- 239000002131 composite material Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- -1 2,5-dioxopyrrolidin-1-yl Chemical group 0.000 abstract 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- 150000001335 aliphatic alkanes Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 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
- 206010007559 Cardiac failure congestive Diseases 0.000 abstract 1
- 206010019280 Heart failures Diseases 0.000 abstract 1
- 206010020772 Hypertension Diseases 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 208000018262 Peripheral vascular disease Diseases 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002207 metabolite Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000004885 piperazines Chemical group 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
- C07D207/02—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
- C07D207/30—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 two double bonds between ring members or between ring members and non-ring members
- C07D207/34—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 two 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
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
-
- 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
- A61P13/08—Drugs for disorders of the urinary system of the prostate
-
- 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
-
- 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
- C07D207/30—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 two double bonds between ring members or between ring members and non-ring members
- C07D207/34—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 two 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
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
- C07D207/408—Radicals containing only hydrogen and carbon atoms attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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 directly attached to ring carbon atoms
- C07D211/86—Oxygen atoms
- C07D211/88—Oxygen atoms attached in positions 2 and 6, e.g. glutarimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Reproductive Health (AREA)
- Endocrinology (AREA)
- Urology & Nephrology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Se ha encontrado que los nuevos derivados de piperazina substituidos en un nitrogeno por un sistema aromático y en otro nitrogeno por (2,5-dioxopirrolidin-1-il)alcanos o (2,6-dioxopiperidin-1-il)alcanos, exhiben una actividad alfa1A-adregérgica selectiva. Los compuestos son utiles para el tratamiento de estadosde enfermedad, tales como la enfermedad vascular periférica, la insuficiencia cardíaca congestiva, la hipertension y, especialmente, para la hipertrofiaprostática benigna. Particularmente,el compuesto derivado de piperazina, tiene la estructura de la formula (1) sus sales farmacéuticamente aceptables,ésteres, enantiomeros, diastereomeros, N-oxidos, amidas, prodrogas o metabolitos donde Y es O o S; Q, X, Z y Z son independientemente CH o N; m = 0-3; n =0-4; R1 y R2 se seleccionan independientemente entre H, F, Cl, Br, OCH3, OC2H5, OCH2CF3, SCF3, CH3, C2H5, CF3, isopropiloxi y ciclopropilo; R3 es HR6, OH uOR6; R6 es una cadena alquilo C1-6 sustituida o no sustituida; y R4 y R5 sonH, alquilo C1-3 fenil sustituido o no sustituido, o un anillo ciclíco de 5miembros con la excepcion de que R1 es H, R2 es H, Cl o CF3, R3, R4 y R5 = H, Y = O y Q = CH cuando m = 0 y n = 1; y también excepto que R1 es H, R2 esOCH3, R3, R4 y R5 = H, Y= O, Q = CH cuando m = 0 y n = 2.It has been found that the new piperazine derivatives substituted in one nitrogen by an aromatic system and in another nitrogen by (2,5-dioxopyrrolidin-1-yl) alkanes or (2,6-dioxopiperidin-1-yl) alkanes, exhibit a selective alpha1A-adrenergic activity. The compounds are useful for the treatment of disease states, such as peripheral vascular disease, congestive heart failure, hypertension and, especially, for benign hypertrophyprostatics. Particularly, the piperazine-derived compound has the structure of the formula (1) its pharmaceutically acceptable salts, esters, enantiomers, diastereomers, N-oxides, amides, prodrugs or metabolites where Y is O or S; Q, X, Z and Z are independently CH or N; m = 0-3; n = 0-4; R1 and R2 are independently selected from H, F, Cl, Br, OCH3, OC2H5, OCH2CF3, SCF3, CH3, C2H5, CF3, isopropyloxy and cyclopropyl; R3 is HR6, OH uOR6; R6 is a substituted or unsubstituted C1-6 alkyl chain; and R4 and R5 are H, C1-3 alkyl substituted or unsubstituted phenyl, or a 5-member cyclic ring with the exception that R1 is H, R2 is H, Cl or CF3, R3, R4 and R5 = H, Y = O and Q = CH when m = 0 and n = 1; and also except that R1 is H, R2 is OCH3, R3, R4 and R5 = H, Y = O, Q = CH when m = 0 and n = 2.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/120,265 US6083950A (en) | 1997-11-13 | 1998-07-21 | 1-(4-arylpiperazin-1-yl)-ω-[n-(α,ω-dicarboximido)]-alka nes useful as uro-selective α1-adrenoceptor blockers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR019438A1 true AR019438A1 (en) | 2002-02-20 |
Family
ID=22389214
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP990103573A AR019438A1 (en) | 1998-07-21 | 1999-07-21 | COMPOSITE DERIVED FROM PIPERAZINA, USES OF THE SAME AND METHODS FOR ITS MANUFACTURE |
Country Status (10)
| Country | Link |
|---|---|
| CN (1) | CN1168714C (en) |
| AR (1) | AR019438A1 (en) |
| AU (1) | AU1979799A (en) |
| CO (1) | CO5241280A1 (en) |
| CZ (1) | CZ2001235A3 (en) |
| ID (1) | ID28198A (en) |
| MY (1) | MY120255A (en) |
| RU (1) | RU2221794C2 (en) |
| WO (1) | WO2000005206A1 (en) |
| ZA (1) | ZA200100440B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1787995A (en) * | 2002-04-08 | 2006-06-14 | 兰贝克赛实验室有限公司 | Alpha, omega-dicarboximide derivatives as useful uro-selective alpha1alpha adrenoceptor blockers |
| US7053355B2 (en) | 2003-03-18 | 2006-05-30 | Brion Technologies, Inc. | System and method for lithography process monitoring and control |
| AU2003278403A1 (en) * | 2003-10-15 | 2005-05-05 | Ranbaxy Laboratories Limited | 1-alkylpiperazinyl-pyrrolidin-2, 5-dione derivatives as adrenergic receptor antagonist |
| WO2005113498A1 (en) * | 2004-05-19 | 2005-12-01 | Ranbaxy Laboratories Limited | Adrenergic receptor antagonists |
| WO2005118591A1 (en) * | 2004-05-31 | 2005-12-15 | Ranbaxy Laboratories Limited | Condensed piperidine compounds acting as adrenergic receptor antagonists useful in the treatment of prostatic hyperplasia and lower urinary symptoms |
| WO2006018815A1 (en) * | 2004-08-16 | 2006-02-23 | Ranbaxy Laboratories Limited | Piperazine derivatives as adrenergic receptor antagonists |
| WO2006051374A2 (en) * | 2004-11-11 | 2006-05-18 | Ranbaxy Laboratories Limited | Arylpiperazines useful as adrenergic receptor antagonists |
| CN103864761B (en) * | 2014-03-12 | 2016-01-20 | 天津药物研究院有限公司 | A kind of piperazine derivative containing pyridine and its production and use |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE788280A (en) * | 1971-09-04 | 1973-02-28 | Pfizer | NEWS 1- (3-TRIFLUORO-METHYL-PHENYL) -4 - ((CYCLIC AMIDO) - ALKYL) PIPERAZINES AND PHARMACEUTICAL COMPOSITION CONTAINING THEM |
| DE2727469A1 (en) * | 1977-06-18 | 1978-12-21 | Hoechst Ag | NEW HEXAHYDROPYRIMIDINE, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS |
| JPS57197265A (en) * | 1981-05-29 | 1982-12-03 | Eisai Co Ltd | Carboxylic acid imide derivative, its preparation and medicament containing the same |
| US4452798A (en) * | 1982-06-22 | 1984-06-05 | Warner-Lambert Company | 1-Substituted phenyl-4-alkyl hydantoin piperazine compounds as antihypertensive agents |
| US4675403A (en) * | 1985-10-16 | 1987-06-23 | American Home Products Corporation | 3-Aminoalkyl derivatives of 5,5-disubstituted hydantoins with psychotropic activity |
| FR2672052B1 (en) * | 1991-01-28 | 1995-05-24 | Esteve Labor Dr | DERIVATIVES OF ARYL (OR HETEROARYL) -PIPERAZINYL-ALKYL-AZOLES, THEIR PREPARATION AND THEIR APPLICATION AS MEDICAMENTS. |
| ES2094690B1 (en) * | 1994-11-22 | 1997-08-01 | Univ Madrid Complutense | NEW DERIVATIVES OF IMIDA-PIPERAZINES. |
| PT748800E (en) * | 1995-06-09 | 2001-10-30 | Hoffmann La Roche | DERIVATIVES OF PYRIMIDINADIONA PYRIMIDINATRIONA TRIAZINADIONA AS ANTAGONISTS OF THE ALPHA-1-ADRENERGIC RECEPTOR |
-
1999
- 1999-01-26 AU AU19797/99A patent/AU1979799A/en not_active Abandoned
- 1999-01-26 WO PCT/IB1999/000140 patent/WO2000005206A1/en not_active Ceased
- 1999-07-16 CZ CZ2001235A patent/CZ2001235A3/en unknown
- 1999-07-16 ID IDW20010184A patent/ID28198A/en unknown
- 1999-07-16 RU RU2001104892/04A patent/RU2221794C2/en not_active IP Right Cessation
- 1999-07-16 CN CNB998108421A patent/CN1168714C/en not_active Expired - Fee Related
- 1999-07-20 MY MYPI99003045A patent/MY120255A/en unknown
- 1999-07-21 AR ARP990103573A patent/AR019438A1/en not_active Application Discontinuation
- 1999-07-21 CO CO99045842A patent/CO5241280A1/en not_active Application Discontinuation
-
2001
- 2001-01-16 ZA ZA200100440A patent/ZA200100440B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA200100440B (en) | 2002-10-04 |
| RU2221794C2 (en) | 2004-01-20 |
| CN1318052A (en) | 2001-10-17 |
| CN1168714C (en) | 2004-09-29 |
| CO5241280A1 (en) | 2003-01-31 |
| WO2000005206A8 (en) | 2000-03-16 |
| MY120255A (en) | 2005-09-30 |
| AU1979799A (en) | 2000-02-14 |
| CZ2001235A3 (en) | 2001-08-15 |
| ID28198A (en) | 2001-05-10 |
| WO2000005206A1 (en) | 2000-02-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |