KR100567941B1 - (-)시스-3-하이드록시-1-메틸-4-(2,4,6-트리메톡시페닐)-피페리딘의 제조방법 - Google Patents

(-)시스-3-하이드록시-1-메틸-4-(2,4,6-트리메톡시페닐)-피페리딘의 제조방법 Download PDF

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Publication number
KR100567941B1
KR100567941B1 KR1020007007959A KR20007007959A KR100567941B1 KR 100567941 B1 KR100567941 B1 KR 100567941B1 KR 1020007007959 A KR1020007007959 A KR 1020007007959A KR 20007007959 A KR20007007959 A KR 20007007959A KR 100567941 B1 KR100567941 B1 KR 100567941B1
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KR
South Korea
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formula
methyl
trimethoxyphenyl
tetrahydropyridine
hydroxy
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Expired - Lifetime
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KR1020007007959A
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English (en)
Korean (ko)
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KR20010024867A (ko
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브라이폴게르하르트
미할로브스키위르겐
Original Assignee
사노피-아벤티스 도이칠란트 게엠베하
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Publication of KR20010024867A publication Critical patent/KR20010024867A/ko
Application granted granted Critical
Publication of KR100567941B1 publication Critical patent/KR100567941B1/ko
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Classifications

    • 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
    • C07D405/04—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 directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • 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
    • C07D211/42—Oxygen atoms attached in position 3 or 5
    • 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
    • C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—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 one double bond between ring members or between a ring member and a non-ring member 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
    • 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
    • C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—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 one double bond between ring members or between a ring member and a non-ring member 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
    • C07D211/74—Oxygen 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
    • C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—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 one double bond between ring members or between a ring member and a non-ring member 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
    • C07D211/78—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
KR1020007007959A 1998-01-23 1998-12-18 (-)시스-3-하이드록시-1-메틸-4-(2,4,6-트리메톡시페닐)-피페리딘의 제조방법 Expired - Lifetime KR100567941B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19802449A DE19802449A1 (de) 1998-01-23 1998-01-23 Verfahren zur Herstellung von (-)cis-3-Hydroxy-1-methyl-4-(2,4,6-trimethoxypyhenyl)-piperidin
DE19802449.5 1998-01-23

Publications (2)

Publication Number Publication Date
KR20010024867A KR20010024867A (ko) 2001-03-26
KR100567941B1 true KR100567941B1 (ko) 2006-04-07

Family

ID=7855418

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020007007959A Expired - Lifetime KR100567941B1 (ko) 1998-01-23 1998-12-18 (-)시스-3-하이드록시-1-메틸-4-(2,4,6-트리메톡시페닐)-피페리딘의 제조방법

Country Status (26)

Country Link
US (1) US6225473B1 (enExample)
EP (1) EP1049674B1 (enExample)
JP (1) JP4585116B2 (enExample)
KR (1) KR100567941B1 (enExample)
CN (1) CN1137096C (enExample)
AR (1) AR015218A1 (enExample)
AT (1) ATE355270T1 (enExample)
AU (1) AU762407B2 (enExample)
BR (1) BR9814774B1 (enExample)
CA (1) CA2318946C (enExample)
CY (1) CY1106511T1 (enExample)
CZ (1) CZ298852B6 (enExample)
DE (2) DE19802449A1 (enExample)
DK (1) DK1049674T3 (enExample)
ES (1) ES2281943T3 (enExample)
HU (1) HU227928B1 (enExample)
IL (1) IL137422A (enExample)
NO (1) NO321933B1 (enExample)
NZ (1) NZ505897A (enExample)
PL (1) PL190790B1 (enExample)
PT (1) PT1049674E (enExample)
RU (1) RU2265595C2 (enExample)
SK (1) SK285883B6 (enExample)
TR (1) TR200002146T2 (enExample)
WO (1) WO1999037615A1 (enExample)
ZA (1) ZA99477B (enExample)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6437136B2 (en) * 1998-01-23 2002-08-20 Aventis Pharma Deutschland Gmbh Process for the preparation of (−)cis-3-hydroxy-1-methyl-4-(2,4,6-trimethoxyphenyl)piperidine
DE19809649A1 (de) * 1998-03-06 1999-09-09 Hoechst Marion Roussel De Gmbh Verfahren zur enzymatischen Enantiomeren-Trennung von 3(R)- und 3(S)-Hydroxy-1-methyl-4-(2,4,6-trimethoxyphenyl)-1,2,3,6-tetrahydro-pyridin bzw. der Carbonsäureester
JP6851978B2 (ja) 2015-04-20 2021-03-31 スミトモ ダイニッポン ファーマ オンコロジー， インコーポレイテッド ミトコンドリアプロファイリングによるアルボシジブ応答の予測
WO2016187316A1 (en) 2015-05-18 2016-11-24 Tolero Pharmaceuticals, Inc. Alvocidib prodrugs having increased bioavailability
BR112018002427A8 (pt) 2015-08-03 2022-10-18 Tolero Pharmaceuticals Inc Uso de alvocidib e de azacitidina ou decitabina para tratar câncer e kit e composição farmacêutica contendo as ditas substâncias
US11279694B2 (en) 2016-11-18 2022-03-22 Sumitomo Dainippon Pharma Oncology, Inc. Alvocidib prodrugs and their use as protein kinase inhibitors
EP3362471B1 (en) 2016-12-19 2021-11-17 Sumitomo Dainippon Pharma Oncology, Inc. Profiling peptides and methods for sensitivity profiling
US11497756B2 (en) 2017-09-12 2022-11-15 Sumitomo Pharma Oncology, Inc. Treatment regimen for cancers that are insensitive to BCL-2 inhibitors using the MCL-1 inhibitor alvocidib
US11034710B2 (en) 2018-12-04 2021-06-15 Sumitomo Dainippon Pharma Oncology, Inc. CDK9 inhibitors and polymorphs thereof for use as agents for treatment of cancer
WO2020191326A1 (en) 2019-03-20 2020-09-24 Sumitomo Dainippon Pharma Oncology, Inc. Treatment of acute myeloid leukemia (aml) with venetoclax failure
CN110577974B (zh) * 2019-09-10 2021-07-20 杭州澳赛诺生物科技有限公司 手性3-羟基-1,2,3,6-四氢吡啶的合成方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN164232B (enExample) * 1986-04-11 1989-02-04 Hoechst India
DE3836676A1 (de) * 1988-10-28 1990-05-03 Hoechst Ag Die verwendung von 4h-1-benzopyran-4-on-derivaten, neue 4h-1-benzopyran-4-on-derivate und diese enthaltende arzneimittel
US5284856A (en) * 1988-10-28 1994-02-08 Hoechst Aktiengesellschaft Oncogene-encoded kinases inhibition using 4-H-1-benzopyran-4-one derivatives
US5849733A (en) * 1996-05-10 1998-12-15 Bristol-Myers Squibb Co. 2-thio or 2-oxo flavopiridol analogs
US5908934A (en) * 1996-09-26 1999-06-01 Bristol-Myers Squibb Company Process for the preparation of chiral ketone intermediates useful for the preparation of flavopiridol and analogs

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
International Journal of Oncology, vol. 9, pp. 1143-1168(1996) *

Also Published As

Publication number Publication date
JP4585116B2 (ja) 2010-11-24
KR20010024867A (ko) 2001-03-26
WO1999037615A1 (de) 1999-07-29
ZA99477B (en) 1999-09-23
SK10972000A3 (sk) 2000-12-11
PL342064A1 (en) 2001-05-21
CZ20002665A3 (cs) 2001-11-14
BR9814774B1 (pt) 2010-10-05
IL137422A0 (en) 2001-07-24
PT1049674E (pt) 2007-04-30
DE19802449A1 (de) 1999-07-29
TR200002146T2 (tr) 2000-12-21
AR015218A1 (es) 2001-04-18
CN1284065A (zh) 2001-02-14
SK285883B6 (sk) 2007-10-04
SK285883B9 (enExample) 2007-12-06
ATE355270T1 (de) 2006-03-15
US6225473B1 (en) 2001-05-01
CA2318946A1 (en) 1999-07-29
HK1033319A1 (en) 2001-08-24
CY1106511T1 (el) 2012-01-25
JP2002501048A (ja) 2002-01-15
EP1049674B1 (de) 2007-02-28
RU2265595C2 (ru) 2005-12-10
CZ298852B6 (cs) 2008-02-27
ES2281943T3 (es) 2007-10-01
AU2513599A (en) 1999-08-09
CN1137096C (zh) 2004-02-04
IL137422A (en) 2005-11-20
AU762407B2 (en) 2003-06-26
NO20003454L (no) 2000-07-04
NO20003454D0 (no) 2000-07-04
EP1049674A1 (de) 2000-11-08
HUP0100649A1 (hu) 2001-07-30
NO321933B1 (no) 2006-07-24
BR9814774A (pt) 2000-11-14
HU227928B1 (en) 2012-06-28
NZ505897A (en) 2003-03-28
DE59813924D1 (de) 2007-04-12
HUP0100649A3 (en) 2002-12-28
PL190790B1 (pl) 2006-01-31
CA2318946C (en) 2009-11-03
DK1049674T3 (da) 2007-06-25

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