FI105916B - Förfarande för framställning av terapeutiskt användbara 3R-3,7-difenyl-1,8-diazaspiro[5,5]undekanderivat - Google Patents

Förfarande för framställning av terapeutiskt användbara 3R-3,7-difenyl-1,8-diazaspiro[5,5]undekanderivat Download PDF

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Publication number
FI105916B
FI105916B FI941022A FI941022A FI105916B FI 105916 B FI105916 B FI 105916B FI 941022 A FI941022 A FI 941022A FI 941022 A FI941022 A FI 941022A FI 105916 B FI105916 B FI 105916B
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FI
Finland
Prior art keywords
formula
phenyl
compounds
compound
diazaspiro
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FI941022A
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English (en)
Finnish (fi)
Other versions
FI941022A0 (sv
FI941022A (sv
Inventor
Manoj C Desai
Lawrence A Vincent
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Pfizer
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Publication of FI941022A0 publication Critical patent/FI941022A0/sv
Publication of FI941022A publication Critical patent/FI941022A/sv
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Publication of FI105916B publication Critical patent/FI105916B/sv

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/10Spiro-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • C07D211/76Oxygen atoms attached in position 2 or 6

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Biomedical Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Addiction (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Hydrogenated Pyridines (AREA)

Claims (3)

1. Förfarande för framställning av terapeutiskt användbara 3R-3,7-difenyl-l,8-diazaspiro[5,5]undekan- 5 derivat med formeln (I) eller farmaceutiskt godtagbara salter därav, H HN^S—R 10 (I) 15 där R är fenyl, som är valfritt substituerad med 1-3 substituenter, som oberoende av varandra är (Cl_6) alkyl, som valfritt är substituerad med 1-3 fluoratomer, eller (Ci-Cg) alkoxi, som valfritt är substituerad med 1-3 fluoratomer, kännetecknat därav, att man 20 (a) reducerar en förening med följande formel, : y 25 f (XVIII) ·····* O t I H IL ··· • ·· · ·«· • · · • · « där R är ovan definierad, eller ... 30 (b1) omsätter en förening med följande formel, • · • · • · · .***. H R • « · J I OH 35 *! n • · · • · · • · 25 1 0 5 9 1 6 där R är ovan definierad, med 1,1'-tiokarbonyldiimidazol eller en organisk tertiär aminbas; och , (b2) isolerar den fasta produkten frän ovannämnda reaktion och omsätter denna med azo-bis-isobutyronitril 5 och sedan med tributyltennhydrid, varvid erhälls en före-ning med formeln (XVIII), och (b3) reducerar föreningen med formeln (XVIII), och (c) sedan valfritt omvandlar den sä erhällna föreningen med formeln (I) till ett farmaceutiskt godtagbart io salt därav.
2. Förfarande enligt patentkrav 1, kanne-t e c k n a t därav, att man framställer (±) - [3R- [3a,6a(R1)]]-3-fenyl-7-fenyl-l,8-diazaspiro[5.5]undekan eller ett farmaceutiskt godtagbart salt därav. 15
3. Förfarande enligt patentkrav 1, kanne- t e c k n a t därav, att man framställer (±) - [3R- [3a,6a(R1)]]-3-(2-metoxifenyl)-7-fenyl-l,8-diazaspiro-[5.5]undekan eller ett farmaceutiskt godtagbart salt därav. • f « · • I « « < < « 1 ( ( ( ( ( I ( r « « < • · • · · » • · · · ··· • · · • · · ·»· • · • · - M« • · · • 1 M· • · • · · · · • · • 1 · • · • · • · · • · · · • · » * · » • · · • ·
FI941022A 1993-03-04 1994-03-03 Förfarande för framställning av terapeutiskt användbara 3R-3,7-difenyl-1,8-diazaspiro[5,5]undekanderivat FI105916B (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2638293A 1993-03-04 1993-03-04
US2638293 1993-03-04

Publications (3)

Publication Number Publication Date
FI941022A0 FI941022A0 (sv) 1994-03-03
FI941022A FI941022A (sv) 1994-09-05
FI105916B true FI105916B (sv) 2000-10-31

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
FI941022A FI105916B (sv) 1993-03-04 1994-03-03 Förfarande för framställning av terapeutiskt användbara 3R-3,7-difenyl-1,8-diazaspiro[5,5]undekanderivat

Country Status (13)

Country Link
US (1) US5688806A (sv)
EP (1) EP0687268B1 (sv)
JP (1) JP2832754B2 (sv)
CN (1) CN1099035A (sv)
AT (1) ATE166650T1 (sv)
AU (1) AU6226494A (sv)
CA (1) CA2157117C (sv)
DE (1) DE69318854T2 (sv)
DK (1) DK0687268T3 (sv)
ES (1) ES2116587T3 (sv)
FI (1) FI105916B (sv)
IL (1) IL108769A0 (sv)
WO (1) WO1994020500A1 (sv)

Families Citing this family (65)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5393762A (en) * 1993-06-04 1995-02-28 Pfizer Inc. Pharmaceutical agents for treatment of emesis
EP0655246A1 (en) * 1993-11-30 1995-05-31 Pfizer Inc. Substance P antagonists for the treatment of disorders caused by helicobacter pylori or other spiral urease-positive gram-negative bacteria
US5688960A (en) * 1995-05-02 1997-11-18 Schering Corporation Substituted oximes, hydrazones and olefins useful as neurokinin antagonists
US5696267A (en) * 1995-05-02 1997-12-09 Schering Corporation Substituted oximes, hydrazones and olefins as neurokinin antagonists
TW458774B (en) 1995-10-20 2001-10-11 Pfizer Antiemetic pharmaceutical compositions
JP2000500760A (ja) * 1995-11-23 2000-01-25 メルク シヤープ エンド ドーム リミテツド スピロピペリジン誘導体およびタキキニン拮抗薬としてのその使用
GB9603137D0 (en) * 1996-02-15 1996-04-17 Merck Sharp & Dohme Therapeutic agents
GB9603136D0 (en) * 1996-02-15 1996-04-17 Merck Sharp & Dohme Therapeutic agents
UA49011C2 (uk) * 1996-03-14 2002-09-16 Варнер-Ламберт Компані Похідні циклічної амінокислоти, фармацевтична композиція та спосіб лікування
EA001574B1 (ru) * 1996-06-21 2001-06-25 Мерк Шарп Энд Домэ Лимитед Производные спиропиперидина и их использование в качестве терапевтических агентов
GB9613969D0 (en) * 1996-07-03 1996-09-04 Merck Sharp & Dohme Therapeutic agents
JP2001501203A (ja) * 1996-09-25 2001-01-30 メルク シヤープ エンド ドーム リミテツド スピロアザシクロ誘導体、該誘導体の製造およびタキキニン拮抗薬としての該誘導体の使用
GB9625843D0 (en) * 1996-12-12 1997-01-29 Merck & Co Inc Phenyl spiroethercycloalkyl tachykinn receptor antagonists
US5929094A (en) * 1996-10-25 1999-07-27 Merck & Co., Inc. Heteroaryl spiroethercycloalkyl tachykinin receptor antagonists
US5789422A (en) * 1996-10-28 1998-08-04 Schering Corporation Substituted arylalkylamines as neurokinin antagonists
US5945428A (en) * 1996-11-01 1999-08-31 Schering Corporation Substituted oximes, hydrazones and olefins as neurokinin antagonists
DE69731657T2 (de) * 1996-12-02 2005-12-01 Merck Sharp & Dohme Ltd., Hoddesdon Die verwendung von nk-1 rezeptor antagonisten für die behandlung von substanz-verwendung störungen
GB9708484D0 (en) * 1997-04-25 1997-06-18 Merck Sharp & Dohme Therapeutic agents
GB9711114D0 (en) * 1997-05-29 1997-07-23 Merck Sharp & Dohme Therapeutic agents
US7101547B1 (en) 1999-01-22 2006-09-05 The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services Method for the prevention and treatment of diseases caused by an inflammatory response mediated by endogenous substance P by using anti-substance P antibodies
GB9902881D0 (en) * 1999-02-09 1999-03-31 Merck Sharp & Dohme Therapeutic agents
JP2001172178A (ja) * 1999-10-25 2001-06-26 Pfizer Prod Inc 偏頭痛治療用のnk−1レセプターアンタゴニスト及びエレトリプタン
US7235531B2 (en) 1999-12-21 2007-06-26 Takeda Pharmaceutical Company Tachykinin-like polypeptides and use thereof
US20020049211A1 (en) * 2000-09-06 2002-04-25 Sobolov-Jaynes Susan Beth Combination treatment for depression and anxiety
EP1192952A3 (en) * 2000-09-28 2003-03-26 Pfizer Products Inc. Combination, for treating depression and anxiety, containing an NK-3 receptor antagonist and a CNS penetrant NK-1 receptor antagonist
IL158990A0 (en) * 2001-07-20 2004-05-12 Pfizer Prod Inc Use of nk-1 receptor antagonists to modify unwanted behavior in dogs, cats and horses
RU2388751C2 (ru) 2004-07-15 2010-05-10 Амр Текнолоджи, Инк. Арил- и гетероарилзамещенные тетрагидроизохинолины и их применение для блокирования обратного захвата норэпинефрина, допамина и серотонина
NZ552792A (en) * 2004-08-20 2009-12-24 Targacept Inc The use of N-aryl diazaspiracyclic compounds in the treatment of addiction
ES2382814T3 (es) 2005-05-17 2012-06-13 Merck Sharp & Dohme Ltd. Ácido cis-4-[(4-clorofenil)sulfonil]-4-(2,5-difluorofenil)ciclohexanopropanoico para el tratamiento del cáncer
KR20080044840A (ko) 2005-07-15 2008-05-21 에이엠알 테크놀로지, 인크. 아릴- 및 헤테로아릴-치환된 테트라히드로벤자제핀, 및노르에피네프린, 도파민 및 세로토닌의 재흡수를 차단하기위한 용도
BRPI0616463A2 (pt) 2005-09-29 2011-06-21 Merck & Co Inc composto, composição farmacêutica, e, uso de um composto
GB0603041D0 (en) 2006-02-15 2006-03-29 Angeletti P Ist Richerche Bio Therapeutic compounds
WO2008039327A2 (en) 2006-09-22 2008-04-03 Merck & Co., Inc. Method of treatment using fatty acid synthesis inhibitors
US20110218176A1 (en) 2006-11-01 2011-09-08 Barbara Brooke Jennings-Spring Compounds, methods, and treatments for abnormal signaling pathways for prenatal and postnatal development
KR101591656B1 (ko) 2007-01-10 2016-02-19 엠에스디 이탈리아 에스.알.엘. 폴리(adp-리보오스) 폴리머라아제(parp) 억제제로서의 아미드 치환된 인다졸
CA2682727C (en) 2007-04-02 2016-03-22 Banyu Pharmaceutical Co., Ltd. Indoledione derivative
CA2690191C (en) 2007-06-27 2015-07-28 Merck Sharp & Dohme Corp. 4-carboxybenzylamino derivatives as histone deacetylase inhibitors
EP2247185B1 (en) 2008-03-03 2014-04-16 Tiger Pharmatech Tyrosine kinase inhibitors
US9156812B2 (en) 2008-06-04 2015-10-13 Bristol-Myers Squibb Company Crystalline form of 6-[(4S)-2-methyl-4-(2-naphthyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyridazin-3-amine
WO2010114780A1 (en) 2009-04-01 2010-10-07 Merck Sharp & Dohme Corp. Inhibitors of akt activity
AU2010247849B2 (en) 2009-05-12 2015-11-19 Albany Molecular Research, Inc. Aryl, heteroaryl, and heterocycle substituted tetrahydroisoquinolines and use thereof
AU2010247735B2 (en) 2009-05-12 2015-07-16 Albany Molecular Research, Inc. Crystalline forms of (S)-7-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-4-(3,4-dichlorophenyl)- 1,2,3,4-tetrahydroisoquinoline and use thereof
PE20120373A1 (es) 2009-05-12 2012-05-17 Albany Molecular Res Inc 7-([1,2,4]triazolo[1,5-a]piridin-6-il)-4-(3,4-diclorofenil)-1,2,3,4-tetrahidroisoquinolina
CN102638981B (zh) 2009-10-14 2015-07-22 默沙东公司 提高p53活性的取代的哌啶和其用途
AU2011261375B2 (en) 2010-06-04 2016-09-22 Albany Molecular Research, Inc. Glycine transporter-1 inhibitors, methods of making them, and uses thereof
WO2011163330A1 (en) 2010-06-24 2011-12-29 Merck Sharp & Dohme Corp. Novel heterocyclic compounds as erk inhibitors
CN107090456B (zh) 2010-08-02 2022-01-18 瑟纳治疗公司 使用短干扰核酸的RNA干扰介导的联蛋白(钙粘蛋白关联蛋白质),β1基因表达的抑制
HUE044815T2 (hu) 2010-08-17 2019-11-28 Sirna Therapeutics Inc Hepatitisz B vírus (HBV) génexpressziójának RNS-interferencia közvetített gátlása, rövid interferáló nukleinsav (SINS) alkalmazásával
US8883801B2 (en) 2010-08-23 2014-11-11 Merck Sharp & Dohme Corp. Substituted pyrazolo[1,5-a]pyrimidines as mTOR inhibitors
EP2613782B1 (en) 2010-09-01 2016-11-02 Merck Sharp & Dohme Corp. Indazole derivatives useful as erk inhibitors
EP2615916B1 (en) 2010-09-16 2017-01-04 Merck Sharp & Dohme Corp. Fused pyrazole derivatives as novel erk inhibitors
EP3766975A1 (en) 2010-10-29 2021-01-20 Sirna Therapeutics, Inc. Rna interference mediated inhibition of gene expression using short interfering nucleic acid (sina)
US9351965B2 (en) 2010-12-21 2016-05-31 Merck Sharp & Dohme Corp. Indazole derivatives useful as ERK inhibitors
US20140045847A1 (en) 2011-04-21 2014-02-13 Piramal Enterprises Limited Crystalline form of a salt of a morpholino sulfonyl indole derivative and a process for its preparation
EP2770987B1 (en) 2011-10-27 2018-04-04 Merck Sharp & Dohme Corp. Novel compounds that are erk inhibitors
WO2013165816A2 (en) 2012-05-02 2013-11-07 Merck Sharp & Dohme Corp. SHORT INTERFERING NUCLEIC ACID (siNA) COMPOSITIONS
RU2660429C2 (ru) 2012-09-28 2018-07-06 Мерк Шарп И Доум Корп. Новые соединения, которые являются ингибиторами erk
CA2891122C (en) 2012-11-14 2021-07-20 The Johns Hopkins University Methods and compositions for treating schizophrenia
US9655899B2 (en) 2012-11-28 2017-05-23 Merck Sharp & Dohme Corp. Compositions and methods for treating cancer
TW201429969A (zh) 2012-12-20 2014-08-01 Merck Sharp & Dohme 作爲hdm2抑制劑之經取代咪唑吡啶
EP2951180B1 (en) 2013-01-30 2018-05-02 Merck Sharp & Dohme Corp. 2,6,7,8 substituted purines as hdm2 inhibitors
WO2015034925A1 (en) 2013-09-03 2015-03-12 Moderna Therapeutics, Inc. Circular polynucleotides
US10947234B2 (en) 2017-11-08 2021-03-16 Merck Sharp & Dohme Corp. PRMT5 inhibitors
WO2020033284A1 (en) 2018-08-07 2020-02-13 Merck Sharp & Dohme Corp. Prmt5 inhibitors
EP3833668A4 (en) 2018-08-07 2022-05-11 Merck Sharp & Dohme Corp. PRMT5 INHIBITORS

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0273659A1 (en) * 1986-12-27 1988-07-06 Takeda Chemical Industries, Ltd. Azaspiro compounds, their production and use
ES2074441T3 (es) * 1987-10-05 1995-09-16 Yamanouchi Pharma Co Ltd Compuestos espiro heterociclicos y su preparacion.
EP0360390A1 (en) * 1988-07-25 1990-03-28 Glaxo Group Limited Spirolactam derivatives
MX18467A (es) * 1988-11-23 1993-07-01 Pfizer Agentes terapeuticos de quinuclidinas
US5075317A (en) * 1989-06-21 1991-12-24 Fisons Corporation Spirofurane derivatives
ATE115581T1 (de) * 1991-03-01 1994-12-15 Pfizer 1-azabicyclo(3.2.2>nonan-3-aminderivate.
US5393762A (en) * 1993-06-04 1995-02-28 Pfizer Inc. Pharmaceutical agents for treatment of emesis

Also Published As

Publication number Publication date
DK0687268T3 (da) 1998-10-12
FI941022A0 (sv) 1994-03-03
IL108769A0 (en) 1994-06-24
DE69318854T2 (de) 1998-10-08
AU6226494A (en) 1994-09-26
US5688806A (en) 1997-11-18
CA2157117A1 (en) 1994-09-15
DE69318854D1 (de) 1998-07-02
WO1994020500A1 (en) 1994-09-15
CN1099035A (zh) 1995-02-22
ATE166650T1 (de) 1998-06-15
JP2832754B2 (ja) 1998-12-09
FI941022A (sv) 1994-09-05
EP0687268A1 (en) 1995-12-20
JPH08503226A (ja) 1996-04-09
ES2116587T3 (es) 1998-07-16
EP0687268B1 (en) 1998-05-27
CA2157117C (en) 1999-01-05

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