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AR035203A1 - DERIVATIVES OF PROPIONIC ACID, A PROCEDURE FOR ITS PREPARATION, MEDICATIONS, PROCEDURE FOR THE PREPARATION OF MEDICINES, AND THE USE OF SUCH DERIVATIVES FOR THE MANUFACTURE OF MEDICINES - Google Patents

DERIVATIVES OF PROPIONIC ACID, A PROCEDURE FOR ITS PREPARATION, MEDICATIONS, PROCEDURE FOR THE PREPARATION OF MEDICINES, AND THE USE OF SUCH DERIVATIVES FOR THE MANUFACTURE OF MEDICINES

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Publication number
AR035203A1
AR035203A1 ARP010104593A ARP010104593A AR035203A1 AR 035203 A1 AR035203 A1 AR 035203A1 AR P010104593 A ARP010104593 A AR P010104593A AR P010104593 A ARP010104593 A AR P010104593A AR 035203 A1 AR035203 A1 AR 035203A1
Authority
AR
Argentina
Prior art keywords
alkyl
group
alkoxy
hydrogen
derivatives
Prior art date
Application number
ARP010104593A
Other languages
Spanish (es)
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Bayer Ag
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.)
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Publication date
Application filed by Bayer Ag filed Critical Bayer Ag
Publication of AR035203A1 publication Critical patent/AR035203A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/04Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C237/12Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/52Radicals substituted by nitrogen atoms not forming part of a nitro radical
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/18Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to carbon atoms of six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/34Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/04Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides
    • C07C317/26Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C317/28Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/52Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/32Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Urology & Nephrology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Derivados del ácido propiónico, que comprenden compuestos de la fórmula general (1) en la que: A representa un enlace o un grupo -CH2- ó -CH2-CH2-; X representa O, S ó CH2; R1, R2 y R3 son iguales o distintos y representan independientemente unos de otros, hidrógeno, alquilo C1-6, cicloalquilo C3-7, hidroxilo, alcoxi C1-6, ariloxi C6-10, halógeno, trifluormetilo, trifluormetoxi, alquilaminosulfonilo C1-6, nitro o ciano, o R1 y R2 están unidos a dos átomos de C adyacentes y junto con estos forman un anillo ciclohexano o benceno fusionado, estando el último opcionalmente substituido con un grupo alquilsulfonilmetilo C1-4, y R3 tiene el significado anteriormente indicado; R4 representa hidrógeno o alquilo C1-4; R5 y R6 significan hidrógeno o junto con el átomo de C al que están unidos forman un grupo carbonilo; R7 representa hidrógeno, alquilo C1-6, fenilo o bencilo, pudiendo estar los anillos aromáticos indicados substituidos a su vez respectivamente de 1 a 3 veces por substituyentes iguales o distintos del grupo que consiste de alquilo C1-6, alcoxi C1-6, hidroxilo o halógeno; R8 representa hidrógeno, arilo C6-10 o alquilo C1-4, que a su vez puede estar substituido con hidroxilo, trifluormetoxi, alcoxi C1-4 o fenoxi, que a su vez están substituidos opcionalmente de 1 a 2 veces con trifluormetilo, o con arilo C6-10 o heteroarilo de 5 ó 6 miembros con hasta 3 heteroátomos del grupo N, O y S, pudiendo estar todos los anillos de arilo y heteroarilo indicados substituidos a su vez respectivamente de 1 a 3 veces por substituyentes iguales o distintos del grupo que consiste de halógeno, hidroxilo, alquilo C1-6, alcoxi C1-6, trifluormetilo, trifluormetoxi, ciano, nitro y amino; R9 y R10 son iguales o distintos e independientemente uno de otro representan hidrógeno, alquilo C1-6, alcoxi C1-6, trifluormetilo, trifluormetoxi o halógeno; R11 y R12 son iguales o distintos e independientemente uno de otro representan hidrógeno o alquilo C1-6 o junto con el átomo de C al que están unidos forman un anillo de cicloalquilo C4-7; y R13 representa hidrógeno o un grupo hidrolizable que puede degradarse al correspondiente ácido carboxílico; así como sus sales, hidratos y solvatos farmacéuticamente aceptables; un procedimiento para su preparación, medicamentos, procedimiento para la preparación de medicamentos y el uso de dichos derivados para la manufactura de medicamentos para la profilaxis y tratamiento de enfermedades, como la arteriosclerosis y como agonistas del receptor activado del proliferador de peroxisoma, potentes activadores de PPAR-alfa para el tratamiento de, por ejemplo, la enfermedad coronaria. Compuestos que comprenden la fórmula (2) en la que A, X, R7, R8, R9, R10, R11 y R12 tienen el significado indicado anteriormente; y T representa bencilo, alquilo C1-6 un polímero soporte adecuado para la síntesis en fase sólida.Derivatives of propionic acid, comprising compounds of the general formula (1) in which: A represents a bond or a group -CH2- or -CH2-CH2-; X represents O, S or CH2; R1, R2 and R3 are the same or different and independently represent each other, hydrogen, C1-6 alkyl, C3-7 cycloalkyl, hydroxyl, C1-6 alkoxy, C6-10 aryloxy, halogen, trifluoromethyl, trifluoromethoxy, C1-6 alkylaminosulfonyl , nitro or cyano, or R1 and R2 are attached to two adjacent C atoms and together with these form a fused cyclohexane or benzene ring, the latter being optionally substituted with a C1-4 alkylsulfonylmethyl group, and R3 has the meaning indicated above; R4 represents hydrogen or C1-4 alkyl; R5 and R6 mean hydrogen or together with the C atom to which they are attached form a carbonyl group; R7 represents hydrogen, C1-6 alkyl, phenyl or benzyl, the indicated aromatic rings may be substituted in turn respectively 1 to 3 times by substituents the same or different from the group consisting of C1-6 alkyl, C1-6 alkoxy, hydroxyl or halogen; R8 represents hydrogen, C6-10 aryl or C1-4 alkyl, which in turn can be substituted with hydroxyl, trifluoromethoxy, C1-4 alkoxy or phenoxy, which in turn are optionally substituted 1 to 2 times with trifluoromethyl, or with C6-10 aryl or 5- or 6-membered heteroaryl with up to 3 heteroatoms of the N, O and S group, all indicated aryl and heteroaryl rings being substituted in turn respectively 1 to 3 times by substituents the same or different from the group consisting of halogen, hydroxyl, C1-6 alkyl, C1-6 alkoxy, trifluoromethyl, trifluoromethoxy, cyano, nitro and amino; R9 and R10 are the same or different and independently of each other represent hydrogen, C1-6 alkyl, C1-6 alkoxy, trifluoromethyl, trifluoromethoxy or halogen; R11 and R12 are the same or different and independently of each other represent hydrogen or C1-6 alkyl or together with the C atom to which they are attached form a C4-7 cycloalkyl ring; and R13 represents hydrogen or a hydrolysable group that can be degraded to the corresponding carboxylic acid; as well as its pharmaceutically acceptable salts, hydrates and solvates; a procedure for its preparation, medicaments, procedure for the preparation of medicaments and the use of said derivatives for the manufacture of medicaments for the prophylaxis and treatment of diseases, such as arteriosclerosis and as agonists of the peroxisome proliferator activated receptor, potent activators of PPAR-alpha for the treatment of, for example, coronary heart disease. Compounds comprising the formula (2) in which A, X, R7, R8, R9, R10, R11 and R12 have the meaning indicated above; and T represents benzyl, C1-6 alkyl a support polymer suitable for solid phase synthesis.

ARP010104593A 2000-10-05 2001-09-28 DERIVATIVES OF PROPIONIC ACID, A PROCEDURE FOR ITS PREPARATION, MEDICATIONS, PROCEDURE FOR THE PREPARATION OF MEDICINES, AND THE USE OF SUCH DERIVATIVES FOR THE MANUFACTURE OF MEDICINES AR035203A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10049208 2000-10-05
DE10124905A DE10124905A1 (en) 2000-10-05 2001-05-22 propionic acid derivatives

Publications (1)

Publication Number Publication Date
AR035203A1 true AR035203A1 (en) 2004-05-05

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ARP010104593A AR035203A1 (en) 2000-10-05 2001-09-28 DERIVATIVES OF PROPIONIC ACID, A PROCEDURE FOR ITS PREPARATION, MEDICATIONS, PROCEDURE FOR THE PREPARATION OF MEDICINES, AND THE USE OF SUCH DERIVATIVES FOR THE MANUFACTURE OF MEDICINES

Country Status (9)

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KR (1) KR20030059175A (en)
AR (1) AR035203A1 (en)
DE (1) DE10124905A1 (en)
DO (1) DOP2001000260A (en)
EC (1) ECSP034536A (en)
GT (1) GT200100198A (en)
PE (1) PE20020475A1 (en)
SV (1) SV2002000677A (en)
ZA (1) ZA200302610B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2004247355A1 (en) * 2003-06-06 2004-12-23 F. Hoffmann-La Roche Ag Aniline derivatives
KR100699928B1 (en) * 2004-10-05 2007-03-26 재단법인서울대학교산학협력재단 Method for preparing intermediates for the preparation of peroxysomal proliferator activated receptor alpha ligands

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DE10124905A1 (en) 2002-04-11
ZA200302610B (en) 2004-04-05
ECSP034536A (en) 2003-05-26
GT200100198A (en) 2002-06-25
PE20020475A1 (en) 2002-06-08
KR20030059175A (en) 2003-07-07
SV2002000677A (en) 2002-12-02
DOP2001000260A (en) 2002-12-15

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