IL74726A - N-aryl-n-(4-piperidinyl)amides and pharmaceutical compositions containing them - Google Patents

N-aryl-n-(4-piperidinyl)amides and pharmaceutical compositions containing them

Info

Publication number
IL74726A
IL74726A IL74726A IL7472685A IL74726A IL 74726 A IL74726 A IL 74726A IL 74726 A IL74726 A IL 74726A IL 7472685 A IL7472685 A IL 7472685A IL 74726 A IL74726 A IL 74726A
Authority
IL
Israel
Prior art keywords
piperidinyl
amides
aryl
pharmaceutical compositions
compositions containing
Prior art date
Application number
IL74726A
Other languages
English (en)
Other versions
IL74726A0 (en
Original Assignee
Boc Inc
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 Boc Inc filed Critical Boc Inc
Publication of IL74726A0 publication Critical patent/IL74726A0/xx
Publication of IL74726A publication Critical patent/IL74726A/xx

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D211/56Nitrogen atoms
    • C07D211/58Nitrogen atoms attached in position 4
    • 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
    • C07D211/60Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D211/62Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
    • C07D211/66Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4 having a hetero atom as the second substituent in position 4
    • 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
    • C07D405/12Heterocyclic 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
    • 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
    • C07D405/14Heterocyclic 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 three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
IL74726A 1984-04-09 1985-03-26 N-aryl-n-(4-piperidinyl)amides and pharmaceutical compositions containing them IL74726A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US59876984A 1984-04-09 1984-04-09
US06/707,433 US4584303A (en) 1984-04-09 1985-03-01 N-aryl-N-(4-piperidinyl)amides and pharmaceutical compositions and method employing such compounds

Publications (2)

Publication Number Publication Date
IL74726A0 IL74726A0 (en) 1985-06-30
IL74726A true IL74726A (en) 1989-08-15

Family

ID=27083145

Family Applications (1)

Application Number Title Priority Date Filing Date
IL74726A IL74726A (en) 1984-04-09 1985-03-26 N-aryl-n-(4-piperidinyl)amides and pharmaceutical compositions containing them

Country Status (12)

Country Link
US (1) US4584303A (xx)
EP (1) EP0160422B1 (xx)
AU (1) AU575924B2 (xx)
CA (1) CA1281719C (xx)
DE (1) DE3585100D1 (xx)
DK (1) DK154085A (xx)
ES (2) ES8609251A1 (xx)
FI (1) FI851337L (xx)
GR (1) GR850848B (xx)
IL (1) IL74726A (xx)
NO (1) NO851393L (xx)
NZ (1) NZ211599A (xx)

Families Citing this family (59)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2608602A1 (fr) * 1986-12-23 1988-06-24 Cerm Cent Europ Rech Mauvernay Nouvelles 3-piperidineamines ou 3-azepineamines substituees, leur preparation et leurs applications en therapeutique
US4916142A (en) * 1987-02-02 1990-04-10 Boc, Inc. N-heterocyclic-N-(4-piperidinyl)amides and pharmaceutical compositions and their use as analgesics
US4791112A (en) * 1987-02-02 1988-12-13 The Boc Group, Inc. N-heterocyclic-N-(4-piperidyl)amides and pharmaceutical compositions and methods employing such compounds
US4954506A (en) * 1987-02-02 1990-09-04 Boc, Inc. N-heterocyclic-N-(4-piperidinyl)amides and pharmaceutical compositions and methods employing such compounds
US4912109A (en) * 1987-02-02 1990-03-27 Boc, Inc. N-heterocyclic-N-(4-piperidinyl) amides and pharmaceutical compositions and methods employing such compounds
GB8708833D0 (en) * 1987-04-13 1987-05-20 Lilly S A E Organic compounds
US4791121A (en) * 1987-11-02 1988-12-13 The Boc Group, Inc. 4-phenyl-4-(N-(phenyl)amido) piperidine derivatives and pharmaceutical compositions and method employing such compounds
US5013742A (en) * 1987-11-02 1991-05-07 Boc, Inc. 4-phenyl-4-N-(phenyl) amido piperidine derivatives and pharmaceutical compositions and method employing such compounds
USRE33495E (en) * 1987-11-02 1990-12-18 Boc, Inc. Stereoselective preparation of 3-substituted-4-anilino-piperidine compounds and derivatives
US4849521A (en) * 1987-11-02 1989-07-18 Boc, Inc. Stereoselective preparation of 3-substituted-4-piperidine compounds and derivatives
US4921864A (en) * 1987-11-02 1990-05-01 Boc, Inc. 4-Phenyl-4-(N-(phenyl)amido) piperidine derivatives and pharmaceutical compositions and method employing such compounds
US4791120A (en) * 1987-12-31 1988-12-13 The Boc Group, Inc. 4-heteropentacyclic-4-[N-(phenyl)amino] piperidine derivatives and pharmaceutical compositions and method employing such compounds
DE3889897T2 (de) * 1987-12-31 1994-10-13 Ohmeda Pharma Prod 4-Heteropentacyclic-4-N-(phenyl)amido piperidin-Derivate.
US4801615A (en) * 1987-12-31 1989-01-31 The Boc Group, Inc. 4-heterohexacyclic-4-(N-(phenyl)amido) piperidine derivatives and pharmaceutical compositions and method employing such compounds
US4831192A (en) * 1987-12-31 1989-05-16 Boc, Inc. Methods of preparing 4-heteropentacyclic-4-(N-phenyl)amido) piperidine derivatives and intermediate compounds
US5019583A (en) * 1989-02-15 1991-05-28 Glaxo Inc. N-phenyl-N-(4-piperidinyl)amides useful as analgesics
US5145967A (en) * 1989-04-20 1992-09-08 Anaquest, Inc. Method for preparing 4-alkoxyalkyl-4-phenylaminopiperdines and derivatives thereof
USRE34201E (en) * 1989-04-20 1993-03-23 Anaquest, Inc. N-aryl-N-[4-(1-heterocyclicalkyl)piperidinyl]amides and pharmaceutical compositions and methods employing such compounds
KR900016129A (ko) * 1989-04-20 1990-11-12 테리 아아르 커세트 4-알콕시알킬-4-아미노페닐피페리딘 및 그들의 유도체의 제조 방법
US5053411A (en) * 1989-04-20 1991-10-01 Anaquest, Inc. N-aryl-N-[4-(1-heterocyclicalkyl)piperidinyl]amides and pharmaceutical compositions and methods employing such compounds
US5100903A (en) * 1989-05-12 1992-03-31 Anaquest, Inc. N-aryl-n-(1-substituted-3-alkoxy-4-piperidinyl)amides and pharmaceutical compositions and methods employing such compounds
US4939161A (en) * 1989-05-12 1990-07-03 Boc, Inc. Analgesic N-aryl-N-[1-substituted-3,5-dimethyl-4-piperidinyl]amides
US4994471A (en) * 1989-05-12 1991-02-19 Boc, Inc. N-aryl-N-(1-substituted-3-alkoxy-4-piperidinyl)amides and pharmaceutical compositions and methods employing such compounds
IE903196A1 (en) * 1989-09-05 1991-03-13 Searle & Co Substituted n-benzylpiperidine amides
FR2662162B1 (fr) * 1990-05-18 1995-01-20 Adir Nouveaux derives de l'amino piperidine, de l'amino pyrrolidine et de l'amino perhydroazepine, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent.
US5114714A (en) * 1990-11-29 1992-05-19 Sepracor, Inc. Methods of use and compositions of (r)-isoflurane and (r)-desflurane
US5114715A (en) * 1990-11-29 1992-05-19 Sepracor Inc. Methods of use and compositions of (s)-isoflurane and (s)-desflurane
US5130321A (en) * 1990-12-18 1992-07-14 Glaxo Inc. Analgesic n-phenyl-n-(3-or 1-3-me-4-piperidinyl)amides
US5214148A (en) * 1990-12-18 1993-05-25 Glaxo Inc. Analgesic N-phenyl-N-(3-OR1 -3-ME-4-piperidinyl)amides
AU666040B2 (en) * 1992-10-28 1996-01-25 Bayer Aktiengesellschaft Substituted 1-H-3-aryl-pyrrolidine-2,4-dione derivatives
FR2705674B1 (fr) * 1993-05-26 1996-01-05 Smithkline Beecham Labo Pharma Nouveaux composés et leur procédé de préparation et leur utilisation en tant que médicaments.
EP0700385A1 (en) * 1993-05-26 1996-03-13 Smithkline Beecham Laboratoires Pharmaceutiques Novel compounds
GB9316863D0 (en) * 1993-08-13 1993-09-29 Glaxo Group Ltd Chemical process
KR19990037220A (ko) * 1997-10-31 1999-05-25 타이도 나오카타 아릴아세트산 아미드 유도체 또는 그 염 및 이를 함유하는 의약
US6635661B2 (en) 2000-05-25 2003-10-21 Sepracor Inc. Heterocyclic analgesic compounds and methods of use thereof
US6677332B1 (en) * 1999-05-25 2004-01-13 Sepracor, Inc. Heterocyclic analgesic compounds and methods of use thereof
US7361666B2 (en) * 1999-05-25 2008-04-22 Sepracor, Inc. Heterocyclic analgesic compounds and methods of use thereof
US6376514B1 (en) * 2000-10-17 2002-04-23 The Procter & Gamble Co. Substituted six-membered heterocyclic compounds useful for treating multidrug resistance and compositions and methods thereof
US6693099B2 (en) * 2000-10-17 2004-02-17 The Procter & Gamble Company Substituted piperazine compounds optionally containing a quinolyl moiety for treating multidrug resistance
KR100938369B1 (ko) * 2001-10-09 2010-01-22 교린 세이야꾸 가부시키 가이샤 신규 4-(2-푸로일)아미노피페리딘, 그의 합성 중간체,그의 제조방법 및 의약으로서의 그의 용도
CN1980929A (zh) * 2004-02-24 2007-06-13 比奥阿克松医疗技术股份有限公司 4-取代哌啶衍生物
JP2008519837A (ja) * 2004-11-10 2008-06-12 ベーリンガー インゲルハイム ケミカルズ インコーポレイテッド フェンタニル中間体の生成方法
NZ567629A (en) 2005-09-23 2011-08-26 Ms Science Corp Piperazine derivatives useful in the treatment of discorders of the central nervous system
CN101312949A (zh) * 2005-11-17 2008-11-26 马林克罗特公司 合成瑞芬太尼的方法
EP2340835A1 (en) 2006-01-27 2011-07-06 M's Science Corporation Piperidine and piperazine derivatives
CA2670704A1 (en) * 2006-11-29 2008-06-05 Mallinckrodt Inc. New process for remifentanil synthesis
WO2009077584A1 (en) * 2007-12-19 2009-06-25 Neurosearch A/S N-aryl-n-piperidin-4-yl-propionamide derivatives and their use as opioid receptor ligands
US20110009449A1 (en) * 2007-12-19 2011-01-13 Dan Peters N-aryl-n-piperidin-4-yl-propionamide derivatives and their use as monoamine neurotransmitter re-uptake inhibitors
ES2664801T3 (es) * 2010-09-17 2018-04-23 Mallinckrodt Llc Proceso mejorado para la preparación de un precursor de sufentanilo base
CN102249986B (zh) * 2011-02-28 2016-06-22 华东理工大学 N-苯乙基-4-苯胺基哌啶的制备方法
US20130281702A1 (en) * 2012-04-24 2013-10-24 Jonathan P. Pease Methods For Preparing Fentanyl And Fentanyl Intermediates
AU2014244232B2 (en) 2013-03-13 2019-05-02 President And Fellows Of Harvard College Stapled and stitched polypeptides and uses thereof
US10106525B2 (en) 2015-01-26 2018-10-23 BioAxone BioSciences, Inc. Rho kinase inhibitor BA-1049 (R) and active metabolites thereof
US10149856B2 (en) 2015-01-26 2018-12-11 BioAxone BioSciences, Inc. Treatment of cerebral cavernous malformations and cerebral aneurysms with rho kinase inhibitors
US10857157B2 (en) 2015-01-26 2020-12-08 BioAxone BioSciences, Inc. Treatment of cerebral cavernous malformations and cerebral aneurysms with rho kinase inhibitors
EP3442959A1 (en) * 2016-04-12 2019-02-20 Esteve Pharmaceuticals, S.A. Piperidinylalkylamide derivatives having multimodal activity against pain
EP3442960A1 (en) * 2016-04-12 2019-02-20 Esteve Pharmaceuticals, S.A. Arylamide derivatives having multimodal activity against pain
US11198680B2 (en) 2016-12-21 2021-12-14 BioAxone BioSciences, Inc. Rho kinase inhibitor BA-1049 (R) and active metabolites thereof
WO2019014322A1 (en) 2017-07-11 2019-01-17 BioAxone BioSciences, Inc. KINASE INHIBITORS FOR THE TREATMENT OF DISEASES

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE623427A (xx) * 1961-10-10
US3161637A (en) * 1961-10-10 1964-12-15 Res Lab Dr C Janssen N V 1-(gamma-aroyl-propyl)-4-(nu-arylcarbonyl amino) piperidines and related compounds
US3998834A (en) * 1975-03-14 1976-12-21 Janssen Pharmaceutica N.V. N-(4-piperidinyl)-n-phenylamides and -carbamates
US4196210A (en) * 1975-09-23 1980-04-01 Janssen Pharmaceutica N.V. N-Aryl-N-(1-L-4-piperidinyl)-arylacetamides
US4197303A (en) * 1975-09-23 1980-04-08 Janssen Pharmaceutica N.V. N-Aryl-N-(1-L-4-piperidinyl)-arylacetamides
FR2361880A1 (fr) * 1976-04-29 1978-03-17 Science Union & Cie Nouvelles 4-amino piperidines, leurs procedes d'obtention et les compositions pharmaceutiques en renfermant
CA1183847A (en) * 1981-10-01 1985-03-12 Georges Van Daele N-(3-hydroxy-4-piperidinyl)benzamide derivatives
CN1097151C (zh) * 1998-10-23 2002-12-25 株式会社日立制作所 燃气轮机发电设备及空气加湿器

Also Published As

Publication number Publication date
CA1281719C (en) 1991-03-19
NZ211599A (en) 1988-11-29
ES8609251A1 (es) 1986-09-01
FI851337A0 (fi) 1985-04-03
EP0160422A1 (en) 1985-11-06
AU4039385A (en) 1986-01-16
IL74726A0 (en) 1985-06-30
FI851337L (fi) 1985-10-10
DK154085A (da) 1985-10-10
ES8705387A1 (es) 1987-05-01
GR850848B (xx) 1985-07-05
ES552468A0 (es) 1987-05-01
ES542023A0 (es) 1986-09-01
US4584303A (en) 1986-04-22
AU575924B2 (en) 1988-08-11
DE3585100D1 (de) 1992-02-20
EP0160422B1 (en) 1992-01-08
NO851393L (no) 1985-10-10
DK154085D0 (da) 1985-04-03

Similar Documents

Publication Publication Date Title
IL74726A (en) N-aryl-n-(4-piperidinyl)amides and pharmaceutical compositions containing them
IL74758A0 (en) Acyltripeptides and pharmaceutical compositions containing them
NZ215850A (en) Heterocyclic amides and pharmaceutical compositions thereof
PH22863A (en) Pyrrolobenzimidazoles and pharmaceutical composition containing them
NZ211145A (en) 4-aza-5-alpha-androst-1-en-3-ones and pharmaceutical compositions
NZ210837A (en) Analgesic compositions containing amides
IL82221A0 (en) Phenyl-piperazines and pharmaceutical compositions containing them
NZ212099A (en) Substituted arylhydroxamates and pharmaceutical compositions
NZ223314A (en) N-heterocyclic-n-(4-piperidyl)amides and pharmaceutical compositions
IL74865A0 (en) 9a-aza-9a-homoerythromycin derivatives and pharmaceutical compositions containing them
IL79376A (en) Substituted di-t-butylphenols and pharmaceutical compositions containing them
IL78939A0 (en) N-substituted arylalkyl-and arylalkylene-aminoheterocyclics and pharmaceutical compositions containing them
IL76188A (en) 3-aralkylidene-hydroxy-flavanone derivatives and pharmaceutical compositions containing them
NZ217798A (en) N-substituted diphenylpiperidines and pharmaceutical compositions
IL75411A0 (en) Dihydropyridines and pharmaceutical compositions containing them
NZ225466A (en) 1-aminoalkyl-1h-indole derivatives and pharmaceutical compositions containing certain derivatives thereof
IL75427A0 (en) Dihydropyridines and pharmaceutical compositions containing them
GB2167414B (en) Flavolignan derivatives and pharmaceutical compositions containing them
IL79003A0 (en) Tetrahydroimidazoquinazolinones and pharmaceutical compositions containing them
IL78642A0 (en) Dihydropyridines and pharmaceutical compositions containing them
IL74071A0 (en) Dihydropyridine derivatives and pharmaceutical compositions containing them
NZ213581A (en) Carboxyalkyldipeptides and pharmaceutical compositions
PH19896A (en) 4-phenyl-tetrahydro-furano-pyridine and pharmaceutical compositions containing them
IL74667A (en) Spiro-oxazolidones,-thiazolidones and-imidazolidones and pharmaceutical compositions containing them
PH23343A (en) 8 0( acylaminoergolines and pharmaceutical compositions containing them