HRP20140965T1 - Diterpenoidni derivati koji posjeduju biološka svojstva - Google Patents

Diterpenoidni derivati koji posjeduju biološka svojstva Download PDF

Info

Publication number
HRP20140965T1
HRP20140965T1 HRP20140965AT HRP20140965T HRP20140965T1 HR P20140965 T1 HRP20140965 T1 HR P20140965T1 HR P20140965A T HRP20140965A T HR P20140965AT HR P20140965 T HRP20140965 T HR P20140965T HR P20140965 T1 HRP20140965 T1 HR P20140965T1
Authority
HR
Croatia
Prior art keywords
alkyl
symbol
heterocycloalkyl
double bond
amino
Prior art date
Application number
HRP20140965AT
Other languages
English (en)
Inventor
Alberto Cerri
Mauro Gobbini
Marco Torri
Patrizia Ferrari
Mara Ferrandi
Giuseppe Bianchi
Original Assignee
Sigma-Tau Industrie Farmaceutiche Riunite S.P.A.
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
Application filed by Sigma-Tau Industrie Farmaceutiche Riunite S.P.A. filed Critical Sigma-Tau Industrie Farmaceutiche Riunite S.P.A.
Publication of HRP20140965T1 publication Critical patent/HRP20140965T1/hr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/50—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals
    • C07C251/58—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/13—Amines
    • A61K31/15—Oximes (>C=N—O—); Hydrazines (>N—N<); Hydrazones (>N—N=) ; Imines (C—N=C)
    • 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
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/08—Vasodilators for multiple indications
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/31—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the six-membered aromatic ring being part of a condensed ring system formed by at least three rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
    • C07C217/08—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
    • C07C217/10—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C249/04—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of oximes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C251/44—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atom of at least one of the oxyimino groups being part of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/50—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals
    • C07C251/54—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals of hydrocarbon radicals substituted by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/50—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals
    • C07C251/60—Oximes having oxygen atoms of oxyimino groups bound to carbon atoms of substituted hydrocarbon radicals of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
    • C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
    • C07C279/12—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C281/16—Compounds containing any of the groups, e.g. aminoguanidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C281/16—Compounds containing any of the groups, e.g. aminoguanidine
    • C07C281/18—Compounds containing any of the groups, e.g. aminoguanidine the other nitrogen atom being further doubly-bound to a carbon atom, e.g. guanylhydrazones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C07C309/66—Methanesulfonates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, 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 nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/24—Thiols, 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 nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/25—Thiols, 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 nitrogen atoms, not being part of nitro or nitroso 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
    • 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
    • C07D207/04—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 no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—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 no 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
    • C07D207/12—Oxygen or sulfur 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
    • C07D211/06—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 no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—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 no 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
    • C07D211/40—Oxygen atoms
    • C07D211/44—Oxygen atoms attached in position 4
    • C07D211/46—Oxygen atoms attached in position 4 having a hydrogen atom as the second substituent in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
    • C07C2603/26—Phenanthrenes; Hydrogenated phenanthrenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Hospice & Palliative Care (AREA)
  • Urology & Nephrology (AREA)
  • Epidemiology (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)
  • Pyrrole Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Claims (9)

1. Spoj s općom formulom I [image] , naznačen time što: R1 je -CH=NOR4, sa značenjem iminoksi, -CH2NHOR4, -CH2XR5, -CH=CHR6, -CH=NR7, amino-(C3-C6)alkil ili heterocikloalkil-alkil, gdje se heterocikloalkilni ostatak bira iz skupine koju čine piperidinil, pirolidinil i tetrahidrofuranil; R7 je gvanidino; R6 je amino-(C1-C6)alkil ili heterocikloalkil-alkil, gdje se heterocikloalkilni ostatak bira iz skupine koju čine piperidinil, pirolidinil i tetrahidrofuranil; R5 je amino-(C1-C6)alkil ili heterocikloalkil-alkil, gdje se heterocikloalkilni ostatak bira iz skupine koju čine piperidinil, pirolidinil i tetrahidrofuranil; R4 je H, amino-(C1-C6)alkil, heterocikloalkil, hidroksialkil, hidroksialkiloksialkil ili karboksialkil; X je O ili S; endociklički simbol --- predstavlja jednostruku ili dvostruku vezu, gdje kada predstavlja dvostruku vezu, simbol --- koji povezuje R3 s karbociklom predstavlja jednostruku vezu, a karbociklički prsten A je djelomično nezasićen; simbol --- koji povezuje R2 s karbociklom predstavlja jednostruku ili dvostruku vezu; R2 je H ili hidroksil kada simbol --- koji povezuje R2 s karbociklom predstavlja jednostruku vezu; ili R2 je O ili N~OR8 kada simbol --- koji povezuje R2 s karbociklom predstavlja dvostruku vezu, sa značenjem karbonila odnosno oksima; R8 je H ili (C1-C6)alkil; simbol --- koji povezuje R3 s karbociklom predstavlja jednostruku ili dvostruku vezu; R3 je H kada simbol --- koji povezuje R3 s karbociklom predstavlja jednostruku vezu; ili R3 je O ili N~OR8 kada simbol --- koji povezuje R3 s karbociklom predstavlja dvostruku vezu, sa značenjem karbonila odnosno oksima; karbociklički prsten A je aromatski ili djelomično nezasićen; uz uvjet da kada je R4 H, R2 nije H; njihovi optički aktivni oblici, poput enantiomera, dijastereomera, njihovih racemičnih oblika, te njihove farmaceutski prihvatljive soli.
2. Spoj u skladu s patentnim zahtjevom 1, naznačen time što R1 predstavlja -CH=NOR4.
3. Spoj u skladu s bilo kojim od patentnih zahtjeva 1-2, naznačen time što je R4 amino-(C1-C6)alkil ili heterocikloalkil.
4. Upotreba spojeva u skladu s bilo kojim od patentnih zahtjeva 1-3, naznačena time što se spojeve upotrebljava kao medikamente.
5. Upotreba u skladu s patentnim zahtjevom 4, naznačena time što je namijenjena sprječavanju i/ili liječenju hipertenzije, srčane insuficijencije, hipertrofije srca, bubrežne insuficijencije, glomeruloskleroze, proteinurije i stenoze krvnih žila nakon kirurškog zahvata na krvnim žilama.
6. Upotreba u skladu s patentnim zahtjevom 5, naznačen time što je kardiovaskularni poremećaj hipertenzija.
7. Upotreba u skladu s patentnim zahtjevom 6, naznačen time što hipertenzija je posljedica djelovanja endogenog ouabaina.
8. Farmaceutski pripravak, naznačen time što sadrži spoj u skladu s patentnim zahtjevima 1-3, uz farmaceutski prihvatljivu pomoćnu tvar.
9. Postupak sinteze spojevi u skladu s patentnim zahtjevom 1, gdje je simbol R1 -CH=NOR4, sa značenjem iminoksi; karbociklički prsten A je aromatski ili djelomično nezasićen, a R2 i R3 su definirani kao u patentnom zahtjevu 1, naznačen time što se sastoji u reakciji spoja Formule II [image] , gdje je karbociklički prsten A aromatski ili djelomično nezasićen, a R2 i R3 su definirani kao gore, sa spojem formule (III) R4ONH2·xHCl (formula (III)) gdje je R4 definiran kao gore, a x je cijeli broj između 0 i 3; u piridinu, na sobnoj temperaturi.
HRP20140965AT 2010-10-27 2014-10-07 Diterpenoidni derivati koji posjeduju biološka svojstva HRP20140965T1 (hr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP10189058 2010-10-27
PCT/EP2011/068702 WO2012055894A1 (en) 2010-10-27 2011-10-26 Diterpenoid derivatives endowed of biological properties

Publications (1)

Publication Number Publication Date
HRP20140965T1 true HRP20140965T1 (hr) 2014-11-21

Family

ID=43770551

Family Applications (1)

Application Number Title Priority Date Filing Date
HRP20140965AT HRP20140965T1 (hr) 2010-10-27 2014-10-07 Diterpenoidni derivati koji posjeduju biološka svojstva

Country Status (27)

Country Link
US (1) US8822692B2 (hr)
EP (1) EP2632892B1 (hr)
JP (1) JP5845274B2 (hr)
KR (1) KR20130122735A (hr)
CN (1) CN103180288B (hr)
AU (1) AU2011322607A1 (hr)
BR (1) BR112013010399A2 (hr)
CA (1) CA2811854A1 (hr)
CY (1) CY1115794T1 (hr)
DK (1) DK2632892T3 (hr)
EA (1) EA021536B1 (hr)
ES (1) ES2512991T3 (hr)
HK (1) HK1186170A1 (hr)
HR (1) HRP20140965T1 (hr)
IL (1) IL225432A (hr)
ME (1) ME01979B (hr)
MX (1) MX2013004234A (hr)
MY (1) MY158661A (hr)
NZ (1) NZ609769A (hr)
PL (1) PL2632892T3 (hr)
PT (1) PT2632892E (hr)
RS (1) RS53619B1 (hr)
SG (1) SG189159A1 (hr)
SI (1) SI2632892T1 (hr)
SM (1) SMT201400151B (hr)
WO (1) WO2012055894A1 (hr)
ZA (1) ZA201303753B (hr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101849399B1 (ko) 2017-01-13 2018-04-17 가천대학교 산학협력단 전나무 추출물로부터 분리하여 동정한 신규한 다이테르펜 유도체 및 이의 용도
CN109010931B (zh) * 2017-06-09 2022-03-11 上海微创医疗器械（集团）有限公司 介入医疗器械及阿非迪霉素的应用
RU2689131C1 (ru) * 2018-11-28 2019-05-24 Федеральное государственное бюджетное учреждение науки Федеральный исследовательский центр "КОМИ научный центр Уральского отделения Российской академии наук" Сульфанильные и ацетилсульфанильные производные абиетанового типа
CN113967212B (zh) * 2021-10-12 2024-03-12 延边大学 一种歧化松香类化合物及其制备方法与应用

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3337585A (en) * 1961-03-10 1967-08-22 Standard Oil Co Process for making pyrrolidones and piperidones
JP2895097B2 (ja) * 1989-07-20 1999-05-24 株式会社蛋白工学研究所 蛋白２次元結晶膜作成方法
EP1036786A1 (en) * 1999-03-16 2000-09-20 Bayer Aktiengesellschaft Rosin amine anti-fouling agents
EA004886B1 (ru) * 1999-04-30 2004-08-26 Пфайзер Продактс Инк. Модуляторы рецепторов глюкокортикоидов
BR0011522A (pt) * 1999-05-14 2002-06-04 Nereus Pharmaceuticals Inc Composto e método de sintetização para a fabricação do composto
KR20040015145A (ko) * 2001-04-25 2004-02-18 다나베 세이야꾸 가부시키가이샤 칼륨 채널 개구약
US6831101B2 (en) * 2001-06-14 2004-12-14 Chemokine Therapeutics Corporation Tricyclic rantes receptor ligands
US7456222B2 (en) * 2002-05-17 2008-11-25 Sequella, Inc. Anti tubercular drug: compositions and methods
US20040033986A1 (en) * 2002-05-17 2004-02-19 Protopopova Marina Nikolaevna Anti tubercular drug: compositions and methods
JP2005239649A (ja) * 2004-02-27 2005-09-08 Arakawa Chem Ind Co Ltd １３−ヒドロキシポドカルパ−８，１１，１３−トリエン系化合物の製造方法
US7517542B2 (en) * 2004-03-03 2009-04-14 Korea Research Institute Of Bioscience Abietane diterpenoid compound, and composition comprising extract of torreya nucifera, or abietane diterpenoid compounds or terpenoid compounds isolated from them for prevention and treatment of cardiovascular disease
CA2568857A1 (en) * 2004-06-24 2006-01-05 Galapagos N.V. Lxr agonists to promote bone homeostasis
WO2006088716A1 (en) * 2005-02-15 2006-08-24 Eli Lilly And Company Substituted tetralins as selective estrogen receptor-beta agonists
ATE556046T1 (de) * 2005-07-21 2012-05-15 Nereus Pharmaceuticals Inc Interleukin-1- und tumornekrosefaktor-a- modulatoren, synthese solcher modulatoren und verfahren unter anwendung solcher modulatoren
US20100305068A1 (en) * 2006-11-09 2010-12-02 Foldrx Pharmaceuticals, Inc. Compounds and methods for modulating protein trafficking
MX2009012050A (es) * 2007-05-09 2009-11-19 Clariant Finance Bvi Ltd Uso de cationes de indolinio diazametina para registro optico de datos.
WO2008138200A1 (en) * 2007-05-11 2008-11-20 Hong Kong University Of Science & Technology Nmda and mc receptor antagonists exhibiting neuroprotective and memory enhancing activities
WO2009067245A2 (en) * 2007-11-20 2009-05-28 University Of Florida Research Foundation, Inc. Compositions and methods for tissue repair
JP2010053042A (ja) 2008-08-26 2010-03-11 Univ Of Tokyo カリウムチャネル調節薬

Also Published As

Publication number Publication date
DK2632892T3 (da) 2014-10-27
SMT201400151B (it) 2015-01-15
AU2011322607A1 (en) 2013-04-11
ME01979B (me) 2015-05-20
JP5845274B2 (ja) 2016-01-20
HK1186170A1 (en) 2014-03-07
EP2632892B1 (en) 2014-07-30
ZA201303753B (en) 2014-01-29
EA201390615A1 (ru) 2013-08-30
SI2632892T1 (sl) 2014-11-28
WO2012055894A1 (en) 2012-05-03
CA2811854A1 (en) 2012-05-03
IL225432A0 (en) 2013-06-27
JP2013545731A (ja) 2013-12-26
ES2512991T3 (es) 2014-10-24
IL225432A (en) 2015-05-31
US8822692B2 (en) 2014-09-02
PT2632892E (pt) 2014-10-24
US20130310423A1 (en) 2013-11-21
BR112013010399A2 (pt) 2017-07-25
MX2013004234A (es) 2013-08-21
KR20130122735A (ko) 2013-11-08
NZ609769A (en) 2015-02-27
CN103180288B (zh) 2015-03-25
RS53619B1 (en) 2015-04-30
EP2632892A1 (en) 2013-09-04
MY158661A (en) 2016-10-31
PL2632892T3 (pl) 2014-12-31
SG189159A1 (en) 2013-05-31
CY1115794T1 (el) 2017-01-25
CN103180288A (zh) 2013-06-26
EA021536B1 (ru) 2015-07-30

Similar Documents

Publication Publication Date Title
ES2898315T3 (es) Preparación de nicotina racémica mediante reacción de nicotinato de etilo con n-vinilpirrolidona en presencia de una base de alcoholato y etapas de proceso posteriores
FI80018B (fi) Foerfarande foer framstaellning av optiskt aktiva karbazolderivat, nya r- och s- karbazolderivat.
HRP20140965T1 (hr) Diterpenoidni derivati koji posjeduju biološka svojstva
RU2753492C1 (ru) Хиральное разделение смеси энантиомеров никотина
WO2009031644A1 (ja) 抗真菌医薬組成物
WO2020016749A3 (en) Chemical process for preparing phenylpiperidinyl indole derivatives
JP2018515495A5 (hr)
MX2012009782A (es) Procesos para la sintesis de diariltiohidantoina y compuestos de diarilhidantoina.
WO2008117269A3 (en) Heterotri cyciii c compounds as serotonergic and/or dopaminergic agents and uses thereof
RU2020128323A (ru) Фенфлураминовые композиции и способы их получения
CA2737524A1 (en) Organic compounds for applications in bacterial infections treatment
WO2009095872A3 (en) Labelled analogues of halobenzamides as multimodal radiopharmaceuticals and their precursors
AR061663A1 (es) Procesos para la preparacion de inhibidores de iv dpp. composiciones farmaceuticas y compuestos relacionados.
MX2011013648A (es) Nuevos compuestos, composiciones farmaceuticas y metodos relacionados con ellos.
UA99447C2 (ru) Способ получения силденафила
WO2011025982A3 (en) Tetracycline compounds
WO2008062830A1 (fr) Composé de spiroquinone et composition pharmaceutique
RU2007147636A (ru) Средство для улучшения состояния при резистентности к инсулину
UY28688A1 (es) Derivados de amida
NO20060277L (no) Anvendelse av bisyklo [2.2.1] heptanderivater til fremstilling av nevrobeskyttende farmasoytiske sammensetninger
JP2013545731A5 (hr)
RU2012136457A (ru) Новые композиции для уменьшения аb 42 синтеза и их применение в лечении болезни альцгеймера (ad)
EA200970779A1 (ru) Новое сульфированное соединение сахара и его применение в качестве лекарственного средства
WO2007004041A3 (en) New compounds and their pharmaceutical use
JPH08510477A (ja) 新規なｎ−ベンゾイルメチル−ピペリジン類