TWI291957B - Beta-lactam compounds, process for repoducing the same and serum cholesterol-lowering agents containing the same - Google Patents

Beta-lactam compounds, process for repoducing the same and serum cholesterol-lowering agents containing the same Download PDF

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Publication number
TWI291957B
TWI291957B TW091102310A TW91102310A TWI291957B TW I291957 B TWI291957 B TW I291957B TW 091102310 A TW091102310 A TW 091102310A TW 91102310 A TW91102310 A TW 91102310A TW I291957 B TWI291957 B TW I291957B
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group
same
carbon atoms
formula
chain
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TW091102310A
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Kotobuki Pharmaceutical Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/10—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing aromatic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Obesity (AREA)
  • Diabetes (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hematology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Steroid Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Cephalosporin Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Description

蔻0808
(R3)p 、申請專利範圍 n、P、q及r爲0、1或2之整數〕〇 2. 種以通式（Ϊ )所表不之化合物或其藥學上能容 許之鹽類之製造方法，其特徵爲，係使得以通式（π ): (H) 〔式中，A丨、A?、I及p與上述相同、X爲鹵素等之 脫離基或旋光性的磺內醯胺衍生物〕所表示之化合物，與 以通式（羾）： 、 (m) (請先閲讀背面之注意事項再填寫本頁) 、τ ·· 線 (式中A3、A4、R3及η、q、r與上述相同）所表示 之化合物’於鹼存在下加熱回流來進行史陶丁格 (Stuadinger)反應或曼尼希(Mannich)反應。 3. —種以通式（I )所表示之化合物或其藥學上能容 許之鹽類之製造方法，其特徵爲，係使得以通式（IV):
本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) A8B8C8D8
X 申請專利範圍 之化合物，與以通式（V): ·Α2、 (V) (式中，Α】、Α2、ρ、X及R3與上述相同）所表示之 化合物於鹼存在下反應。 4. 一種以通式（I )所表示之化合物或其藥學上能容 許之鹽類之製造方法，其特徵爲，係使得以通式（VI): (R3)q (VI) (請先閲讀背面之注意事項再填寫本頁)
(R3), •1T: 〔式中，η、p、q、r、Ai、A2、A3、A4 及 R3 與上述 相同’ Y爲旋光性的磺內醯胺衍生物〕所表示之化合物在 氫氧化鋰等鹼存在下反應來去除旋光性的磺內醯胺衍生物 成爲以通式(VI-1):
A 必 A2r^(R3)q 0¾¾ …… ^ A4 (R3)r 〔式中，η、p、q、r、Αι、A2 ' A3 ' A4 以及 R3 與上述 相同〕所表示之化合物，之後， a)於無溶劑或二氯甲烷、二氯乙烷等之溶劑中、鹵化 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公爱) A8BSC8D8 申請專利範圍 劑存在下反應； b) 於縮合劑與二氯甲烷、DMF (N，N—二甲基甲醯胺） 等之溶劑中，鹼存在下反應； c) 於BihP(第三丁基膦）、Ph3P(三苯基膦)之存在下’使 光延試劑反應； d) 於BiuP(第三丁基膦）、PbP(三苯基膦)之存在下’使 (PyS) 2反應；或是， e) 於2,6—二氯化苯甲醯氯、2,4,6—三氯化苯甲醯氯等 反應在NaH存在下反應，然後以氫氧化鈉水溶液處理； 來進行通式(VI-1)所表示之化合物之環化反應。 5. —種以通式（I )所表示之化合物或其藥學上能容 許之鹽類之製造方法，其特徵爲，係使得以通式（VI): •CR3)« (請先閲讀背面之注意事項再填寫本頁) (VI)
,^γ·α4 (R3)r 線 〔式中，η、p、q、r、Αι、A2、A3、八4、R3 以及 γ 與 上述相同〕所表示之化合物在氫氧化鋰等鹼存在下反應$ 去除旋光性的磺內醯胺衍生物成爲以通式(VI-1): 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) A8 B8 C8 D8 六、申請專利範圍
〔式中，n、p、q、r、Αι、Ας、A3、At 以及 Rj 與上述 相同〕所表示之化合物之後’進行酯化成爲以通式(VI-2):
〔式中，η、p、q、r、Αι ' A2、A3、A4 以及 R3 與上述 相同，R7係甲基或乙基〕所表示之化合物，之後， a) 與LDA (二異丙醯胺鋰）或是LiHMDS〔雙（三甲 基甲矽烷基）醯胺鋰〕等鹼在溶劑中反應；或是 b) 與EtMgBr(溴化乙基鎂）、t-BuMgBr(溴化正丁基鎂) 等之格利雅試劑反應， 來進行通式(VI-2)所表示之化合物之環化反應。 6. —種以通式（VII)所表示之化合物或其藥學上能容 許之鹽類的製造方法， (請先閲讀背面之注意事項再塡寫本頁) 線 本纸張夂度適用中國國家標準(CNS)A4規格(210 X 297公楚·) 申請專利範圍 A8 B8 C8 D8
式中，A]、A〗、八4、R_3、η、p、q及r與上述相同；R? 爲單鍵(一）、_CH=HC—或一 OCH2 ; k'爲0或1〜9的整數 〕所表示之化合物或其藥學上能容許之鹽類；其特徵在於 ，係使得以通式（VEI) 7
A
(vm) 〔式中，Αι、A2、A4、R3、η、p、q及R3與上述相同 ;Z爲鹵素原子或三氟甲磺酸基等之脫離基，k'爲0或1〜 10的整數〕所表示之化合物，與以通式（IX ): R3y^R3 1^6-(012卜0人112 (式中，112及R3與上述相同，R6爲鹵素原子、一 CH CH2或-CH2〇H)所表示之化合物，在醋酸鈀以及2_ ( 三級丁基膦基）聯苯存在下進行偶合反應。 (IX) (請先閲讀背面之注意事項再塡寫本頁) 線 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐) A8B8C8D8 六、申請專利範圍 7. —種降血清膽固醇組成物，係含有以通式（I )所 表示之化合物或其藥學上能容許之鹽類。 8. 如申請專利範圍第7項之降血清膽固醇組成物，係 進一步倂用/5 -內酿胺酶抑制劑。 (請先閲讀背面之注意事項再填寫本頁)
-P 、\έ 線 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公釐)
TW091102310A 2001-02-23 2002-02-08 Beta-lactam compounds, process for repoducing the same and serum cholesterol-lowering agents containing the same TWI291957B (en)

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JP2001048202 2001-02-23
JP2001128031 2001-04-25

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EP (1) EP1362855B1 (zh)
JP (1) JP4229701B2 (zh)
KR (1) KR100721639B1 (zh)
CN (1) CN1273467C (zh)
AT (1) ATE374769T1 (zh)
AU (1) AU2002237522B2 (zh)
BR (1) BRPI0206193B1 (zh)
CA (1) CA2438961C (zh)
DE (1) DE60222742T2 (zh)
DK (1) DK1362855T3 (zh)
ES (1) ES2294101T3 (zh)
HK (1) HK1060357A1 (zh)
MX (1) MXPA03005073A (zh)
PT (1) PT1362855E (zh)
RU (1) RU2301799C2 (zh)
TW (1) TWI291957B (zh)
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CA2438961A1 (en) 2002-08-29
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US7045515B2 (en) 2006-05-16
BRPI0206193B1 (pt) 2016-05-24
EP1362855A4 (en) 2005-02-23
CN1492865A (zh) 2004-04-28
HK1060357A1 (en) 2004-08-06
BR0206193A (pt) 2004-02-03
KR100721639B1 (ko) 2007-05-23
CN1273467C (zh) 2006-09-06
DE60222742T2 (de) 2008-07-17
DE60222742D1 (de) 2007-11-15
ATE374769T1 (de) 2007-10-15
MXPA03005073A (es) 2003-09-05
EP1362855B1 (en) 2007-10-03
JPWO2002066464A1 (ja) 2004-06-17
DK1362855T3 (da) 2008-01-28
CA2438961C (en) 2010-02-16
RU2301799C2 (ru) 2007-06-27
RU2003128424A (ru) 2005-01-27
JP4229701B2 (ja) 2009-02-25
KR20030076690A (ko) 2003-09-26
US20040063929A1 (en) 2004-04-01
WO2002066464A1 (en) 2002-08-29
PT1362855E (pt) 2007-12-04
ES2294101T3 (es) 2008-04-01

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