SK285883B6 - Spôsob výroby (-)-cis-3-hydroxy-1-metyl-4-(2,4,6-trimetoxyfenyl)piperidínu, 3(R,S)-bróm-1-metyl-4-(2,4,6- trimetoxyfenyl)-1,2,3,6-tetrahydropyridín a jeho hydrobromid - Google Patents

Spôsob výroby (-)-cis-3-hydroxy-1-metyl-4-(2,4,6-trimetoxyfenyl)piperidínu, 3(R,S)-bróm-1-metyl-4-(2,4,6- trimetoxyfenyl)-1,2,3,6-tetrahydropyridín a jeho hydrobromid Download PDF

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Publication number
SK285883B6
SK285883B6 SK1097-2000A SK10972000A SK285883B6 SK 285883 B6 SK285883 B6 SK 285883B6 SK 10972000 A SK10972000 A SK 10972000A SK 285883 B6 SK285883 B6 SK 285883B6
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SK
Slovakia
Prior art keywords
formula
methyl
trimethoxyphenyl
hydrobromide
hydroxy
Prior art date
Application number
SK1097-2000A
Other languages
English (en)
Slovak (sk)
Other versions
SK10972000A3 (sk
Inventor
Gerhard Breipohl
J�Rgen Michalowsky
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 SK10972000A3 publication Critical patent/SK10972000A3/sk
Publication of SK285883B6 publication Critical patent/SK285883B6/sk

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/02Heterocyclic 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
    • C07D405/04Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic 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
    • C07D211/36Heterocyclic 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
    • C07D211/40Oxygen atoms
    • C07D211/42Oxygen atoms attached in position 3 or 5
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic 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
    • C07D211/72Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic 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
    • C07D211/72Heterocyclic 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
    • C07D211/74Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic 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
    • C07D211/72Heterocyclic 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
    • C07D211/78Carbon 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)
SK1097-2000A 1998-01-23 1998-12-18 Spôsob výroby (-)-cis-3-hydroxy-1-metyl-4-(2,4,6-trimetoxyfenyl)piperidínu, 3(R,S)-bróm-1-metyl-4-(2,4,6- trimetoxyfenyl)-1,2,3,6-tetrahydropyridín a jeho hydrobromid SK285883B6 (sk)

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
PCT/EP1998/008327 WO1999037615A1 (de) 1998-01-23 1998-12-18 Verfahren zur herstellung von (-)cis-3- hydroxy-1- methyl-4-(2, 4,6-trimethoxyphenyl)- piperidin

Publications (2)

Publication Number Publication Date
SK10972000A3 SK10972000A3 (sk) 2000-12-11
SK285883B6 true SK285883B6 (sk) 2007-10-04

Family

ID=7855418

Family Applications (1)

Application Number Title Priority Date Filing Date
SK1097-2000A SK285883B6 (sk) 1998-01-23 1998-12-18 Spôsob výroby (-)-cis-3-hydroxy-1-metyl-4-(2,4,6-trimetoxyfenyl)piperidínu, 3(R,S)-bróm-1-metyl-4-(2,4,6- trimetoxyfenyl)-1,2,3,6-tetrahydropyridín a jeho hydrobromid

Country Status (27)

Country Link
US (1) US6225473B1 (ja)
EP (1) EP1049674B1 (ja)
JP (1) JP4585116B2 (ja)
KR (1) KR100567941B1 (ja)
CN (1) CN1137096C (ja)
AR (1) AR015218A1 (ja)
AT (1) ATE355270T1 (ja)
AU (1) AU762407B2 (ja)
BR (1) BR9814774B1 (ja)
CA (1) CA2318946C (ja)
CY (1) CY1106511T1 (ja)
CZ (1) CZ298852B6 (ja)
DE (2) DE19802449A1 (ja)
DK (1) DK1049674T3 (ja)
ES (1) ES2281943T3 (ja)
HK (1) HK1033319A1 (ja)
HU (1) HU227928B1 (ja)
IL (1) IL137422A (ja)
NO (1) NO321933B1 (ja)
NZ (1) NZ505897A (ja)
PL (1) PL190790B1 (ja)
PT (1) PT1049674E (ja)
RU (1) RU2265595C2 (ja)
SK (1) SK285883B6 (ja)
TR (1) TR200002146T2 (ja)
WO (1) WO1999037615A1 (ja)
ZA (1) ZA99477B (ja)

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
MX2017013383A (es) 2015-04-20 2017-12-07 Tolero Pharmaceuticals Inc Prediccion de respuesta a alvocidib mediante perfilado mitocondrial.
TR201911032T4 (tr) 2015-05-18 2019-08-21 Tolero Pharmaceuticals Inc Artırılmış biyoyararlanıma sahip alvocıdıb ön ilaçları.
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
KR20190099260A (ko) 2016-12-19 2019-08-26 톨레로 파마수티컬스, 인크. 프로파일링 펩티드 및 감도 프로파일링을 위한 방법
WO2019055579A1 (en) 2017-09-12 2019-03-21 Tolero Pharmaceuticals, Inc. TREATMENT REGIME FOR CANCERS THAT ARE INSENSITIVE TO BCL-2 INHIBITORS USING THE MCL-1 ALVOCIDIB INHIBITOR
WO2020117988A1 (en) 2018-12-04 2020-06-11 Tolero Pharmaceuticals, Inc. Cdk9 inhibitors and polymorphs thereof for use as agents for treatment of cancer
US11793802B2 (en) 2019-03-20 2023-10-24 Sumitomo 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 (ja) * 1986-04-11 1989-02-04 Hoechst India
US5284856A (en) * 1988-10-28 1994-02-08 Hoechst Aktiengesellschaft Oncogene-encoded kinases inhibition using 4-H-1-benzopyran-4-one derivatives
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
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

Also Published As

Publication number Publication date
IL137422A0 (en) 2001-07-24
BR9814774A (pt) 2000-11-14
WO1999037615A1 (de) 1999-07-29
RU2265595C2 (ru) 2005-12-10
EP1049674A1 (de) 2000-11-08
CA2318946A1 (en) 1999-07-29
ES2281943T3 (es) 2007-10-01
CY1106511T1 (el) 2012-01-25
CA2318946C (en) 2009-11-03
AR015218A1 (es) 2001-04-18
NO20003454D0 (no) 2000-07-04
HUP0100649A1 (hu) 2001-07-30
IL137422A (en) 2005-11-20
KR100567941B1 (ko) 2006-04-07
NO321933B1 (no) 2006-07-24
US6225473B1 (en) 2001-05-01
SK10972000A3 (sk) 2000-12-11
EP1049674B1 (de) 2007-02-28
HU227928B1 (en) 2012-06-28
HK1033319A1 (en) 2001-08-24
PL342064A1 (en) 2001-05-21
JP4585116B2 (ja) 2010-11-24
NO20003454L (no) 2000-07-04
ATE355270T1 (de) 2006-03-15
BR9814774B1 (pt) 2010-10-05
DE59813924D1 (de) 2007-04-12
AU2513599A (en) 1999-08-09
JP2002501048A (ja) 2002-01-15
DE19802449A1 (de) 1999-07-29
AU762407B2 (en) 2003-06-26
TR200002146T2 (tr) 2000-12-21
PT1049674E (pt) 2007-04-30
DK1049674T3 (da) 2007-06-25
NZ505897A (en) 2003-03-28
ZA99477B (en) 1999-09-23
CN1137096C (zh) 2004-02-04
CN1284065A (zh) 2001-02-14
CZ298852B6 (cs) 2008-02-27
KR20010024867A (ko) 2001-03-26
HUP0100649A3 (en) 2002-12-28
CZ20002665A3 (cs) 2001-11-14
PL190790B1 (pl) 2006-01-31

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Expiry date: 20181218