CZ298852B6 - Zpusob výroby /-/cis-3-hydroxy-1-methyl-4-/2,4,6-trimethoxyfenyl/-piperidinu - Google Patents

Zpusob výroby /-/cis-3-hydroxy-1-methyl-4-/2,4,6-trimethoxyfenyl/-piperidinu Download PDF

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Publication number
CZ298852B6
CZ298852B6 CZ20002665A CZ20002665A CZ298852B6 CZ 298852 B6 CZ298852 B6 CZ 298852B6 CZ 20002665 A CZ20002665 A CZ 20002665A CZ 20002665 A CZ20002665 A CZ 20002665A CZ 298852 B6 CZ298852 B6 CZ 298852B6
Authority
CZ
Czechia
Prior art keywords
formula
methyl
trimethoxyphenyl
hydroxy
tetrahydropyridine
Prior art date
Application number
CZ20002665A
Other languages
Czech (cs)
English (en)
Other versions
CZ20002665A3 (cs
Inventor
Breipohl@Gerhard
Michalowsky@Jürgen
Original Assignee
Sanofi - Aventis Deutschland GmbH
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 Sanofi - Aventis Deutschland GmbH filed Critical Sanofi - Aventis Deutschland GmbH
Publication of CZ20002665A3 publication Critical patent/CZ20002665A3/cs
Publication of CZ298852B6 publication Critical patent/CZ298852B6/cs

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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

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  • 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)
CZ20002665A 1998-01-23 1998-12-18 Zpusob výroby /-/cis-3-hydroxy-1-methyl-4-/2,4,6-trimethoxyfenyl/-piperidinu CZ298852B6 (cs)

Applications Claiming Priority (1)

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

Publications (2)

Publication Number Publication Date
CZ20002665A3 CZ20002665A3 (cs) 2001-11-14
CZ298852B6 true CZ298852B6 (cs) 2008-02-27

Family

ID=7855418

Family Applications (1)

Application Number Title Priority Date Filing Date
CZ20002665A CZ298852B6 (cs) 1998-01-23 1998-12-18 Zpusob výroby /-/cis-3-hydroxy-1-methyl-4-/2,4,6-trimethoxyfenyl/-piperidinu

Country Status (26)

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

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
AU2016252609B2 (en) 2015-04-20 2022-06-30 Sumitomo Pharma Oncology, Inc. Predicting response to alvocidib by mitochondrial profiling
HUE045585T2 (hu) 2015-05-18 2020-01-28 Tolero Pharmaceuticals Inc Megnövelt biológiai hozzáférhetõséggel rendelkezõ Alvocidib gyógyszer-elõanyagok
AU2016301315C1 (en) 2015-08-03 2022-07-07 Sumitomo Pharma Oncology, Inc. Combination therapies for treatment of cancer
WO2018094275A1 (en) 2016-11-18 2018-05-24 Tolero Pharmaceuticals, Inc. Alvocidib prodrugs and their use as protein kinase inhibitors
CA3047557A1 (en) 2016-12-19 2018-06-28 Tolero Pharmaceuticals, Inc. Profiling peptides and methods for sensitivity profiling
JP7196160B2 (ja) 2017-09-12 2022-12-26 スミトモ ファーマ オンコロジー, インコーポレイテッド Mcl-1阻害剤アルボシジブを用いた、bcl-2阻害剤に対して非感受性である癌の治療レジメン
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
JP2022525149A (ja) 2019-03-20 2022-05-11 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 ベネトクラクスが失敗した急性骨髄性白血病(aml)の処置
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

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0241003A2 (de) * 1986-04-11 1987-10-14 Hoechst Aktiengesellschaft 4H-1-Benzopyran-4-on-Derivate, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel
EP0366061A1 (de) * 1988-10-28 1990-05-02 Hoechst Aktiengesellschaft Die Verwendung von 4H-1-Benzopyran-4-on-Derivaten, neue 4H-1-Benzopyran-4-on-Derivate und diese enthaltende Arzneimittel
WO1998013344A1 (en) * 1996-09-26 1998-04-02 Bristol-Myers Squibb Company A process for the preparation of chiral ketone intermediates useful for the preparation of flavopiridol and analogs
US5849733A (en) * 1996-05-10 1998-12-15 Bristol-Myers Squibb Co. 2-thio or 2-oxo flavopiridol analogs

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5284856A (en) * 1988-10-28 1994-02-08 Hoechst Aktiengesellschaft Oncogene-encoded kinases inhibition using 4-H-1-benzopyran-4-one derivatives

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0241003A2 (de) * 1986-04-11 1987-10-14 Hoechst Aktiengesellschaft 4H-1-Benzopyran-4-on-Derivate, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel
EP0366061A1 (de) * 1988-10-28 1990-05-02 Hoechst Aktiengesellschaft Die Verwendung von 4H-1-Benzopyran-4-on-Derivaten, neue 4H-1-Benzopyran-4-on-Derivate und diese enthaltende Arzneimittel
US5849733A (en) * 1996-05-10 1998-12-15 Bristol-Myers Squibb Co. 2-thio or 2-oxo flavopiridol analogs
WO1998013344A1 (en) * 1996-09-26 1998-04-02 Bristol-Myers Squibb Company A process for the preparation of chiral ketone intermediates useful for the preparation of flavopiridol and analogs

Also Published As

Publication number Publication date
IL137422A (en) 2005-11-20
AU2513599A (en) 1999-08-09
BR9814774A (pt) 2000-11-14
DK1049674T3 (da) 2007-06-25
DE59813924D1 (de) 2007-04-12
JP4585116B2 (ja) 2010-11-24
KR100567941B1 (ko) 2006-04-07
SK285883B6 (sk) 2007-10-04
NO20003454L (no) 2000-07-04
BR9814774B1 (pt) 2010-10-05
US6225473B1 (en) 2001-05-01
CY1106511T1 (el) 2012-01-25
IL137422A0 (en) 2001-07-24
AU762407B2 (en) 2003-06-26
PL342064A1 (en) 2001-05-21
EP1049674A1 (de) 2000-11-08
NZ505897A (en) 2003-03-28
ES2281943T3 (es) 2007-10-01
SK10972000A3 (sk) 2000-12-11
HK1033319A1 (en) 2001-08-24
WO1999037615A1 (de) 1999-07-29
NO20003454D0 (no) 2000-07-04
NO321933B1 (no) 2006-07-24
AR015218A1 (es) 2001-04-18
DE19802449A1 (de) 1999-07-29
EP1049674B1 (de) 2007-02-28
CA2318946A1 (en) 1999-07-29
SK285883B9 (show.php) 2007-12-06
TR200002146T2 (tr) 2000-12-21
PT1049674E (pt) 2007-04-30
KR20010024867A (ko) 2001-03-26
ATE355270T1 (de) 2006-03-15
HUP0100649A3 (en) 2002-12-28
PL190790B1 (pl) 2006-01-31
HU227928B1 (en) 2012-06-28
ZA99477B (en) 1999-09-23
CA2318946C (en) 2009-11-03
RU2265595C2 (ru) 2005-12-10
JP2002501048A (ja) 2002-01-15
CN1137096C (zh) 2004-02-04
CN1284065A (zh) 2001-02-14
HUP0100649A1 (hu) 2001-07-30
CZ20002665A3 (cs) 2001-11-14

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MK4A Patent expired

Effective date: 20181218