CO5190700A1 - IMIDAZO COMPOUNDS [1,5-a] -PRESS [3,2-e] PIRAZONAS, PROCEDURE FOR PREPARATION AND MEDICINES CONTAINING THEM. . . . . - Google Patents

IMIDAZO COMPOUNDS [1,5-a] -PRESS [3,2-e] PIRAZONAS, PROCEDURE FOR PREPARATION AND MEDICINES CONTAINING THEM. . . . .

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Publication number
CO5190700A1
CO5190700A1 CO00002747A CO00002747A CO5190700A1 CO 5190700 A1 CO5190700 A1 CO 5190700A1 CO 00002747 A CO00002747 A CO 00002747A CO 00002747 A CO00002747 A CO 00002747A CO 5190700 A1 CO5190700 A1 CO 5190700A1
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Colombia
Prior art keywords
alkyl
aryl
several times
once
unsaturated
Prior art date
Application number
CO00002747A
Other languages
Spanish (es)
Inventor
Norbert Hofgen
Stefan Szelenyi
Marx Degenhard
Egerland Ute
Original Assignee
Dresden Arzneimittel
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE1999102082 external-priority patent/DE19902082A1/en
Priority claimed from DE1999161302 external-priority patent/DE19961302A1/en
Application filed by Dresden Arzneimittel filed Critical Dresden Arzneimittel
Publication of CO5190700A1 publication Critical patent/CO5190700A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/12Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
    • C07D471/14Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • A61P15/10Drugs for genital or sexual disorders; Contraceptives for impotence
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/04Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Reproductive Health (AREA)
  • Endocrinology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Hospice & Palliative Care (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Imidazo [1, 5 - a] - pirido [3,2 - e] - pirazinonas de la fórmula 1<EMI FILE="00002747_1" ID="1" IMF=JPEG >dondeA es O,R1, R2 , R3 pueden ser iguales o diferentes y pueden significar hidrógeno, así como - C1-8 - alquilo, de cadena recta o de cadena ramificada, llegado el caso, sustituido una o varias veces con - OH, - SH, - NH2, - NHC1-6 - alquilo, -N (C1-6 - alquilo)2, - NHC6-14 arilo, - N(C6-14arilo)2, - N (C1-6 alquil) (C6-14 arilo), - NO2, - CN, - COOH, - COOC1-5 alquilo, - (C = O) C1-5 alquilo, - F, - CI, - Br, - I, 0 - C1-6 - alquilo, - O - C6-14 - arilo- S - C1-6 -alquilo, - S - C6-14, arilo, - OSO2C1-6 alquilo, - OSO2C6-14 arilo, carbociclos saturados mono, bi o tricíclicos o insaturados una o varias veces con 3 a 14 miembros del anillo, heterociclos saturados mono, bi tricíclicos o insaturados una o varias veces con 5 a 15 miembros del anillo y 1 a 6 heteroátomos, que son preferentemente N, O y S, -C2-8 - alquenilo, insaturado una o varias veces, de cadena recta o de cadena ramificada, llegado el caso, sustituido una o varias veces con - OH, - SH, - NH2, - NHC1-6 -alquilo, - N (C1-6 - alquilo)2, - NHC6-14 arilo, - N (C6-14 arilo)2, - N(C1-6 alquil)(C6-14 arilo), - NO2, - CN, - COOH, - COOC1-5 alquilo, - (C = O) C1-5 alquilo, - F, - CI, - Br, - I, - O - C1-6 -alquilo, - O - C6-14 - arilo, - S - C1-6 - alquilo, - S - C6-14 arilo, -OSO2C1-6 alquilo, - OSO2C6-14 arilo, carbociclos saturados mono, bi o tricíclicos o insaturados una o varias veces con 3 a 14 miembros del anillo, heterociclos saturados mono, bi o tricíclicos o insaturados una o varias veces con 5 a 15 miembros del anillo y 1 a 6 heteroátomos, que preferentemente son N, O y S,C2-8 - alquinilo, insaturado una o varias veces, de cadena recta o de cadena ramificada, llegado el caso, sustituido una o varias veces con - OH, - SH, - NH2, - NHC1-6 - alquilo, - N (C1 -6 - alquilo)2, - NHC6-14 arilo, - N (C6-14 arilo)2, - N (C1-6 alquil) (C6-14 arilo), - NO2, - CN, - COOH, - COOC-1-5 alquilo, - (C = O) C1-5 alquilo, - F, - CI, - Br, - I, - O - C1-6 - alquilo, - O - C6-14 - arilo, - S - C1-6 - alquilo, - S - C6-14 arilo, -OSO2C1-6 alquilo, -OSO2C6-14 arilo, carbociclos saturados mono, bi o tricílicos o insaturados una o varias veces con 3 a 14 miembros del anillo, - 2 -heterociclos saturados mono, bi o tricílicos o insaturados una o varias veces con 5 a 15 miembros del anillo y 1 a 6 heteroátomos, que son preferentemente N, O y S,- carbociclos saturados mono, bi o tricíclicos o insaturados una o varias veces con 3 a 14 miembros del anillo, llegado el caso, sustituido una o varias veces con -OH, -SH, - NH2, - NHC1-6 - alquilo, - N (C1-6 - alquilo)2, - NHC6-14 arilo, - N (C6-14 arilo)2, - N (C1-6 alquil) (C6-14 arilo), - NO2, - CN, - COOH, - COOC1-5 alquilo, - (C = O) C1-5 alquilo, - F, CI, - Br, - I, - O - C1-6 - alquilo, - O - C6-14 - arilo, - S - C1-6 - alquilo, - S - C6-14 arilo, - OSO2C1-6 alquilo, - OSO2C6-14 arilo, - heterociclos saturados mono, bi o tricíclicos o insaturados una o varias veces con 5 a 15 miembros del anillo y 1 a 6 heteroátomos, que son preferentemente N, O y S,llegado el caso, sustituido una o varias veces con - OH, - SH, - NH2, - NHC1-6 - alquilo, - N (C1-6 -alquilo)2, - NHC6-14 aril, - N (C6-14 arilo)2, - N (C1-6 alquil) (C6-14 arilo), - NO2 - CN, - COOH, -COOC1-5 alquilo, - (C = O) C1-5 alquilo, - F, - CI, - Br, - I, - O - C1-6 - alquilo, - O - C6-14 - arilo, - S - C1-6 - alquilo, - S - C6-14 arilo, - OSO2C1-6 alquilo, - OSO2C6-14 arilo.-Procedimiento para preparar compuestos según la fórmula 1 conforme a las reivindicaciones 1 a 4 así como otros compuestos según fórmula 1, donde A es NH, R1, R2, R3 pueden ser iguales o diferentes y poseen nuevamente el significado descripto en la reivindicación 1, caracterizado por que se transforman las 3 - aminopiridina de fórmula 2 con idéntico significado de A, R1, R2 y R3<EMI FILE="00002747_2" ID="2" IMF=JPEG >en un solvente orgánico en presencia de un ácido con un cianato y porque las ureas formadas de fórmula 3 con idéntico significado de A, R1, R2 y R3<EMI FILE="00002747_3" ID="3" IMF=JPEG >se calientan a continuación en un solvente orgánico de manera tal que resulta una ciclización para formar los compuestos de fórmula 1 conformes a la invención.Imidazo [1, 5 - a] - pyrido [3,2 - e] - pyrazinones of the formula 1 <EMI FILE = "00002747_1" ID = "1" IMF = JPEG> where A is O, R1, R2, R3 can be same or different and may mean hydrogen, as well as - C1-8 -alkyl, straight chain or branched chain, if necessary, substituted once or several times with - OH, - SH, - NH2, - NHC1-6 - alkyl , -N (C1-6-alkyl) 2, - NHC6-14 aryl, - N (C6-14aryl) 2, - N (C1-6 alkyl) (C6-14 aryl), - NO2, - CN, - COOH , - COOC1-5 alkyl, - (C = O) C1-5 alkyl, - F, - CI, - Br, - I, 0 - C1-6 - alkyl, - O - C6-14 - aryl- S-C1 -6 -alkyl, - S - C6-14, aryl, - OSO2C1-6 alkyl, - OSO2C6-14 aryl, mono, bi or tricyclic or unsaturated saturated carbocycles one or more times with 3 to 14 ring members, mono saturated heterocycles , bi tricyclic or unsaturated once or several times with 5 to 15 ring members and 1 to 6 heteroatoms, which are preferably N, O and S, -C2-8-alkenyl, unsaturated once or several times, straight chain or cad branched, if necessary, substituted once or several times with - OH, - SH, - NH2, - NHC1-6 -alkyl, - N (C1-6-alkyl) 2, - NHC6-14 aryl, - N (C6 -14 aryl) 2, - N (C1-6 alkyl) (C6-14 aryl), - NO2, - CN, - COOH, - COOC1-5 alkyl, - (C = O) C1-5 alkyl, - F, - CI, - Br, - I, - O - C1-6 -alkyl, - O - C6-14 - aryl, - S - C1-6 - alkyl, - S - C6-14 aryl, -OSO2C1-6 alkyl, - OSO2C6-14 aryl, mono, bi or tricyclic or unsaturated saturated carbocycles once or several times with 3 to 14 ring members, mono, bi or tricyclic or unsaturated saturated heterocycles once or several times with 5 to 15 ring members and 1 to 6 heteroatoms, which are preferably N, O and S, C2-8-alkynyl, unsaturated once or several times, straight chain or branched chain, if necessary, substituted once or several times with - OH, - SH, - NH2 , - NHC1-6-alkyl, - N (C1-6-alkyl) 2, - NHC6-14 aryl, - N (C6-14 aryl) 2, - N (C1-6 alkyl) (C6-14 aryl), - NO2, - CN, - COOH, - COOC-1-5 alkyl, - (C = O) C1-5 alkyl, - F, - CI, - Br, - I, - O - C1-6 - alkyl, - O - C6-14 - aryl, - S - C1-6 - alkyl, - S - C6-14 aryl, -OSO2C1-6 alkyl, -OSO2C6-14 aryl, mono, bi or tricyclic or unsaturated saturated carbocycles with 3 to 14 ring members, - 2-saturated mono, bi or tricyclic or unsaturated heterocycles once or several times with 5 to 15 ring members and 1 to 6 heteroatoms, which are preferably N, O and S, - saturated mono, bi or tricyclic or unsaturated carbocycles once or several times with 3 to 14 ring members, the case, substituted once or several times with -OH, -SH, - NH2, - NHC1-6 -alkyl, - N (C1-6 -alkyl) 2, - NHC6-14 aryl, - N (C6-14 aryl) 2 , - N (C1-6 alkyl) (C6-14 aryl), - NO2, - CN, - COOH, - COOC1-5 alkyl, - (C = O) C1-5 alkyl, - F, CI, - Br, - I, - O - C1-6 - alkyl, - O - C6-14 - aryl, - S - C1-6 - alkyl, - S - C6-14 aryl, - OSO2C1-6 alkyl, - OSO2C6-14 aryl, - mono, bi or tricyclic or insat saturated heterocycles once or several times with 5 to 15 ring members and 1 to 6 heteroatoms, which are preferably N, O and S, if necessary, substituted once or several times with - OH, - SH, - NH2, - NHC1-6 - alkyl, - N (C1-6 -alkyl) 2, - NHC6-14 aryl, - N (C6-14 aryl) 2, - N (C1-6 alkyl) (C6-14 aryl), - NO2 - CN, - COOH, -COOC1-5 alkyl, - (C = O) C1-5 alkyl, - F, - CI, - Br, - I, - O - C1-6 - alkyl, - O - C6-14 - aryl, - S - C1-6 - alkyl, - S - C6-14 aryl, - OSO2C1-6 alkyl, - OSO2C6-14 aryl.-Process for preparing compounds according to formula 1 according to claims 1 to 4 as well as other compounds according to formula 1, wherein A is NH, R1, R2, R3 can be the same or different and again have the meaning described in claim 1, characterized in that the 3-aminopyridine of formula 2 is transformed with the same meaning of A, R1, R2 and R3 <EMI FILE = "00002747_2" ID = "2" IMF = JPEG> in an organic solvent in the presence of an acid with a cyanate and by that the ureas formed of formula 3 with the same meaning of A, R1, R2 and R3 <EMI FILE = "00002747_3" ID = "3" IMF = JPEG> are then heated in an organic solvent in such a way that cyclization results forming the compounds of formula 1 according to the invention.

CO00002747A 1999-01-20 2000-01-19 IMIDAZO COMPOUNDS [1,5-a] -PRESS [3,2-e] PIRAZONAS, PROCEDURE FOR PREPARATION AND MEDICINES CONTAINING THEM. . . . . CO5190700A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1999102082 DE19902082A1 (en) 1999-01-20 1999-01-20 New and known imidazo(1,5-a)pyrido(3,2-e)pyrazinone derivatives, useful as phosphodiesterase 5 inhibitors for treating erectile dysfunction
DE1999161302 DE19961302A1 (en) 1999-12-18 1999-12-18 Treatment of erectile dysfunction using new or known imidazo(1,5-a)pyrido(3,2-e)pyrazinones as phosphodiesterase inhibitors, some of which are also useful for treating cardiovascular disorders

Publications (1)

Publication Number Publication Date
CO5190700A1 true CO5190700A1 (en) 2002-08-29

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CO00002747A CO5190700A1 (en) 1999-01-20 2000-01-19 IMIDAZO COMPOUNDS [1,5-a] -PRESS [3,2-e] PIRAZONAS, PROCEDURE FOR PREPARATION AND MEDICINES CONTAINING THEM. . . . .

Country Status (23)

Country Link
EP (1) EP1144410A2 (en)
JP (1) JP2002535330A (en)
KR (1) KR20010101603A (en)
CN (1) CN1344268A (en)
AR (1) AR022318A1 (en)
AU (1) AU2291200A (en)
BG (1) BG105714A (en)
BR (1) BR0007613A (en)
CA (1) CA2296224A1 (en)
CO (1) CO5190700A1 (en)
CZ (1) CZ20012627A3 (en)
EA (1) EA200100792A1 (en)
EE (1) EE200100377A (en)
HU (1) HUP0105132A3 (en)
ID (1) ID29790A (en)
IL (1) IL144156A0 (en)
IS (1) IS5987A (en)
LT (1) LT2001078A (en)
LV (1) LV12793B (en)
NO (1) NO20013334D0 (en)
SK (1) SK10322001A3 (en)
TR (1) TR200102121T2 (en)
WO (1) WO2000043392A2 (en)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6548490B1 (en) * 1997-10-28 2003-04-15 Vivus, Inc. Transmucosal administration of phosphodiesterase inhibitors for the treatment of erectile dysfunction
US6403597B1 (en) 1997-10-28 2002-06-11 Vivus, Inc. Administration of phosphodiesterase inhibitors for the treatment of premature ejaculation
WO2003051346A2 (en) * 2001-12-17 2003-06-26 Altana Pharma Ag Use of selective pde5 inhibitors for treating partial and global respiratory failure
FR2835741B1 (en) * 2002-02-12 2006-05-05 Oreal NOVEL 6-ALCOXY-2,3-DIAMINOPYRIDINE COUPLINGS USEFUL FOR DYING KERATIN FIBERS
US6916345B2 (en) 2002-02-12 2005-07-12 L'oreal S.A. 6-alkoxy-2,3-diaminopyridine couplers for dyeing keratin fibres
DE10325813B4 (en) 2003-06-06 2007-12-20 Universitätsklinikum Freiburg Prophylaxis and / or therapy in portal hypertension
JP5070052B2 (en) * 2004-08-17 2012-11-07 ザ・ジョンズ・ホプキンス・ユニバーシティ PDE5 inhibitor composition and method for treating heart disease
ES2566774T3 (en) * 2006-12-13 2016-04-15 Aska Pharmaceutical Co., Ltd. Quinoxaline derivative
JP2011505366A (en) 2007-11-30 2011-02-24 ワイス・エルエルシー Aryl and heteroaryl fused imidazo [1,5-a] pyrazines as inhibitors of phosphoesterase 10
US20090143361A1 (en) * 2007-11-30 2009-06-04 Elbion Gmbh Pyrido[3,2-E]Pyrazines, Process For Preparing The Same, And Their Use As Inhibitors Of Phosphodiesterase 10
IN2015DN02829A (en) 2011-10-10 2015-09-11 Lundbeck & Co As H
WO2013110768A1 (en) 2012-01-26 2013-08-01 H. Lundbeck A/S Pde9 inhibitors with imidazo triazinone backbone
JP5842640B2 (en) * 2012-01-31 2016-01-13 株式会社東洋新薬 Phosphodiesterase 3 inhibitor
WO2016022836A1 (en) * 2014-08-07 2016-02-11 Intra-Cellular Therapies, Inc. Organic compounds
US9938284B2 (en) 2014-08-07 2018-04-10 Intra-Cellular Therapies, Inc. Organic compounds
BR112018000254A2 (en) 2015-07-07 2018-09-04 H Lundbeck As pde9 inhibitors with imidazotriazinone main chain and imidazopyrazinone main chain for the treatment of peripheral diseases
HUE065709T2 (en) 2018-05-25 2024-06-28 Cardurion Pharmaceuticals Inc Monohydrate and crystalline forms of 6-[(3s,4s)-4-methyl-1- (pyrimidin-2-ylmethyl)pyrrolidin-3-yl]-3-tetrahydropyran-4-yl- 7h-imid azo [1,5- a] pyrazin-8-one

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5055465A (en) * 1989-05-31 1991-10-08 Berlex Laboratories, Inc. Imidazoquinoxalinones, their aza analogs and process for their preparation
DE19510965A1 (en) * 1995-03-24 1996-09-26 Asta Medica Ag New pyrido / 3,2-e / pyrazinone with anti-asthmatic activity and process for their preparation

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CZ20012627A3 (en) 2002-01-16
EE200100377A (en) 2002-10-15
EP1144410A2 (en) 2001-10-17
TR200102121T2 (en) 2002-01-21
KR20010101603A (en) 2001-11-14
JP2002535330A (en) 2002-10-22
BG105714A (en) 2002-02-28
CN1344268A (en) 2002-04-10
AR022318A1 (en) 2002-09-04
IS5987A (en) 2001-06-29
IL144156A0 (en) 2002-05-23
WO2000043392A2 (en) 2000-07-27
WO2000043392A3 (en) 2000-09-28
NO20013334L (en) 2001-07-05
AU2291200A (en) 2000-08-07
HUP0105132A3 (en) 2002-12-28
ID29790A (en) 2001-10-11
LV12793A (en) 2002-02-20
EA200100792A1 (en) 2002-10-31
CA2296224A1 (en) 2000-07-20
LT2001078A (en) 2002-08-26
LV12793B (en) 2002-05-20
SK10322001A3 (en) 2002-07-02
NO20013334D0 (en) 2001-07-05
HUP0105132A2 (en) 2002-05-29
BR0007613A (en) 2001-10-30

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