CA2255620C - Novel anandamide amidase inhibitors as analgesic agents - Google Patents

Novel anandamide amidase inhibitors as analgesic agents Download PDF

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Publication number
CA2255620C
CA2255620C CA002255620A CA2255620A CA2255620C CA 2255620 C CA2255620 C CA 2255620C CA 002255620 A CA002255620 A CA 002255620A CA 2255620 A CA2255620 A CA 2255620A CA 2255620 C CA2255620 C CA 2255620C
Authority
CA
Canada
Prior art keywords
group
lower alkyl
aryl
substituents
substituted
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
CA002255620A
Other languages
English (en)
French (fr)
Other versions
CA2255620A1 (en
Inventor
Alexandros Makriyannis
Sonyan Lin
William Adam Hill
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
University of Connecticut
Original Assignee
University of Connecticut
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 University of Connecticut filed Critical University of Connecticut
Priority to CA002615696A priority Critical patent/CA2615696A1/en
Publication of CA2255620A1 publication Critical patent/CA2255620A1/en
Application granted granted Critical
Publication of CA2255620C publication Critical patent/CA2255620C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4015Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having oxo groups directly attached to the heterocyclic ring, e.g. piracetam, ethosuximide
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/185Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/21Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/255Esters, e.g. nitroglycerine, selenocyanates of sulfoxy acids or sulfur analogues thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/08Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/02Ophthalmic agents
    • A61P27/06Antiglaucoma agents or miotics
    • 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]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/06Immunosuppressants, e.g. drugs for graft rejection
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Epidemiology (AREA)
  • Immunology (AREA)
  • Ophthalmology & Optometry (AREA)
  • Emergency Medicine (AREA)
  • Rheumatology (AREA)
  • Pain & Pain Management (AREA)
  • Transplantation (AREA)
  • Hospice & Palliative Care (AREA)
  • Otolaryngology (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CA002255620A 1996-05-31 1997-05-30 Novel anandamide amidase inhibitors as analgesic agents Expired - Fee Related CA2255620C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA002615696A CA2615696A1 (en) 1996-05-31 1997-05-30 Novel anandamide amidase inhibitors as analgesic agents

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/658,949 US5688825A (en) 1996-05-31 1996-05-31 Anandamide amidase inhibitors as analgesic agents
US08/658,949 1996-05-31
PCT/US1997/009613 WO1997045407A1 (en) 1996-05-31 1997-05-30 Novel anandamide amidase inhibitors as analgesic agents

Related Child Applications (1)

Application Number Title Priority Date Filing Date
CA002615696A Division CA2615696A1 (en) 1996-05-31 1997-05-30 Novel anandamide amidase inhibitors as analgesic agents

Publications (2)

Publication Number Publication Date
CA2255620A1 CA2255620A1 (en) 1997-12-04
CA2255620C true CA2255620C (en) 2008-01-29

Family

ID=24643395

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002255620A Expired - Fee Related CA2255620C (en) 1996-05-31 1997-05-30 Novel anandamide amidase inhibitors as analgesic agents

Country Status (8)

Country Link
US (4) US5688825A (enExample)
EP (2) EP1021406B1 (enExample)
JP (1) JP2000511540A (enExample)
AU (1) AU3229097A (enExample)
CA (1) CA2255620C (enExample)
DE (1) DE69737039T2 (enExample)
ES (1) ES2278391T3 (enExample)
WO (1) WO1997045407A1 (enExample)

Families Citing this family (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5688825A (en) * 1996-05-31 1997-11-18 University Of Connecticut Anandamide amidase inhibitors as analgesic agents
WO1999057107A2 (en) * 1998-05-04 1999-11-11 The University Of Connecticut Cannabinoids selective for the cb2 receptor
WO1999057106A1 (en) * 1998-05-04 1999-11-11 The University Of Connecticut Novel analgesic and immunomodulatory cannabinoids
US7897598B2 (en) * 1998-06-09 2011-03-01 Alexandros Makriyannis Inhibitors of the anandamide transporter
EP1084098A4 (en) * 1998-06-09 2004-12-22 Univ Connecticut INHIBITORS OF THE ANANDAMIDE TRANSPORTER AS ANALGETIC AGENT
US7589220B2 (en) 1998-06-09 2009-09-15 University Of Connecticut Inhibitors of the anandamide transporter
US7276613B1 (en) * 1998-11-24 2007-10-02 University Of Connecticut Retro-anandamides, high affinity and stability cannabinoid receptor ligands
US7161016B1 (en) 1998-11-24 2007-01-09 University Of Connecticut Cannabimimetic lipid amides as useful medications
ATE428495T1 (de) 1999-04-28 2009-05-15 Toray Industries Stoffe zur enternung von cannabinoiden und säulen mit diesen stoffen zur entfernung von cannabinoiden
GB9923738D0 (en) * 1999-10-07 1999-12-08 Nestle Sa Nutritional composition
US7393842B2 (en) * 2001-08-31 2008-07-01 University Of Connecticut Pyrazole analogs acting on cannabinoid receptors
CA2387846A1 (en) * 1999-10-18 2001-04-26 University Of Connecticut Retro-anandamides, high affinity and stability cannabinoid receptor ligands
US6900236B1 (en) * 1999-10-18 2005-05-31 University Of Connecticut Cannabimimetic indole derivatives
US6943266B1 (en) 1999-10-18 2005-09-13 University Of Connecticut Bicyclic cannabinoid agonists for the cannabinoid receptor
US7119108B1 (en) * 1999-10-18 2006-10-10 University Of Connecticut Pyrazole derivatives as cannabinoid receptor antagonists
MXPA02005103A (es) 1999-10-18 2003-09-25 Alexipharma Inc Ligandos selectivos del receptor de canabinoide (cb2) perifericos.
US7741365B2 (en) * 1999-10-18 2010-06-22 University Of Connecticut Peripheral cannabinoid receptor (CB2) selective ligands
US8084467B2 (en) * 1999-10-18 2011-12-27 University Of Connecticut Pyrazole derivatives as cannabinoid receptor antagonists
ES2174716B1 (es) * 2000-07-28 2004-08-01 Universidad Complutense De Madrid Nuevos derivados de acido araquidonico con afinidad por el transportador de anandamida.
ES2181601B2 (es) * 2001-07-27 2004-04-01 Univ Madrid Complutense Derivados de acido araquidonico con afinidad por el transportador de anandamida
AU2001284061A1 (en) * 2000-07-28 2002-02-18 Universidad Complutense De Madrid Novel araquidonic acid derivatives with affinity toward the anandamide transporter
WO2002058636A2 (en) * 2001-01-26 2002-08-01 University Of Connecticut Novel cannabimimetic ligands
JP2005503998A (ja) 2001-01-29 2005-02-10 ユニバーシティ オブ コネチカット 受容体選択性のカンナビミメティックアミノアルキルインドール
EP1385520A4 (en) * 2001-02-08 2007-03-21 Nps Pharma Inc METHODS AND COMPOUNDS FOR THE TREATMENT OF NEUROLOGICAL AND NEUROPSYCHIATRICAL DISEASES AND FOR THE IDENTIFICATION OF COMPOUNDS FOR THE TREATMENT THEREOF
WO2003005960A2 (en) * 2001-07-13 2003-01-23 University Of Connecticut Novel bicyclic and tricyclic cannabinoids
EP2147679B1 (en) 2001-07-25 2014-06-25 Raptor Pharmaceutical, Inc. Compositions for blood-brain barrier transport
CN1589269A (zh) * 2001-10-26 2005-03-02 康涅狄格大学 杂1,2-二氢化茚:一类新型有效的大麻配体
EP1482917B1 (en) * 2002-02-01 2019-05-08 GW Pharma Limited Compositions comprising cannabidiolic acid for treatment of nausea, vomiting, emesis, motion sickness or like conditions
US20040063726A1 (en) * 2002-02-08 2004-04-01 Artman Linda D Methods and compounds for treating neurologic or neuropsychiatric disorders and identifying compounds to treat the same
IL148244A0 (en) 2002-02-19 2002-09-12 Yissum Res Dev Co Anti-nausea and anti-vomiting activity of cannabidiol compounds
WO2003092676A1 (en) * 2002-04-29 2003-11-13 The General Hospital Corporation Compositions and methods for preventing abuse of orally administered medications
MXPA04011390A (es) 2002-05-16 2005-02-17 Sepracor Inc Aminas que inhiben un transportador de anandamida de mamifero, y metodos de uso de las mismas.
DE60320784D1 (de) * 2002-06-06 2008-06-19 Yissum Res Dev Co Stände zur modulierung des knochenwachstums
AU2003265663A1 (en) 2002-08-23 2004-03-11 University Of Connecticut Keto cannabinoids with therapeutic indications
GB0403864D0 (en) 2004-02-20 2004-03-24 Ucl Ventures Modulator
EP2392258B1 (en) 2005-04-28 2014-10-08 Proteus Digital Health, Inc. Pharma-informatics system
CN101594878A (zh) 2006-09-18 2009-12-02 雷普特药品公司 通过给予受体相关蛋白(rap)-缀合物对肝病症的治疗
US7781650B2 (en) * 2007-04-30 2010-08-24 Monsanto Technology Llc Plants and seeds of corn variety CV202909
WO2009052319A1 (en) * 2007-10-16 2009-04-23 Northeastern University Monoacylglycerol lipase inhibitors for modulation of cannabinoid activity
PL3395372T3 (pl) 2009-02-20 2022-07-25 EnhanX Biopharm Inc. Układ do dostarczania leków na bazie glutationu
CN102458374A (zh) 2009-05-06 2012-05-16 实验室护肤股份有限公司 包含活性剂-磷酸钙颗粒复合物的皮肤递送组合物及其使用方法
US20120077778A1 (en) 2010-09-29 2012-03-29 Andrea Bourdelais Ladder-Frame Polyether Conjugates
CN106659700B (zh) * 2014-06-06 2020-07-10 斯克里普斯研究所 氟化硫(vi)化合物及其制备方法
CN112121852B (zh) * 2020-08-27 2021-09-24 中山大学 催化剂组合物及催化剂组合物或催化剂用于催化亲核取代反应的用途

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* Cited by examiner, † Cited by third party
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US3577458A (en) * 1966-11-14 1971-05-04 Allied Chem Process for the preparation of isocyanates
US3465024A (en) * 1966-11-14 1969-09-02 Allied Chem Process for the preparation of isocyanates
US5804601A (en) * 1995-04-10 1998-09-08 Takeda Chemical Industries, Ltd. Aromatic hydroxamic acid compounds, their production and use
US5688825A (en) * 1996-05-31 1997-11-18 University Of Connecticut Anandamide amidase inhibitors as analgesic agents

Also Published As

Publication number Publication date
US6579900B2 (en) 2003-06-17
EP1021406B1 (en) 2006-11-29
EP1021406A1 (en) 2000-07-26
US5874459A (en) 1999-02-23
DE69737039T2 (de) 2007-06-21
US20020091153A1 (en) 2002-07-11
US6391909B1 (en) 2002-05-21
AU3229097A (en) 1998-01-05
WO1997045407A1 (en) 1997-12-04
ES2278391T3 (es) 2007-08-01
JP2000511540A (ja) 2000-09-05
EP1775286A1 (en) 2007-04-18
US5688825A (en) 1997-11-18
DE69737039D1 (de) 2007-01-11
CA2255620A1 (en) 1997-12-04

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