FR2391998A1 - Compose presentant notamment une activite analgesique du type ester d'acide n-acetyl-p-aminophenyl-n'-acetylaminothioalcanoique - Google Patents

Compose presentant notamment une activite analgesique du type ester d'acide n-acetyl-p-aminophenyl-n'-acetylaminothioalcanoique

Info

Publication number
FR2391998A1
FR2391998A1 FR7815759A FR7815759A FR2391998A1 FR 2391998 A1 FR2391998 A1 FR 2391998A1 FR 7815759 A FR7815759 A FR 7815759A FR 7815759 A FR7815759 A FR 7815759A FR 2391998 A1 FR2391998 A1 FR 2391998A1
Authority
FR
France
Prior art keywords
acetyl
amino
aminophenyl
acid ester
derivatives
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.)
Granted
Application number
FR7815759A
Other languages
English (en)
Other versions
FR2391998B1 (fr
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.)
Sterwin AG
Original Assignee
Sterwin AG
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 Sterwin AG filed Critical Sterwin AG
Publication of FR2391998A1 publication Critical patent/FR2391998A1/fr
Application granted granted Critical
Publication of FR2391998B1 publication Critical patent/FR2391998B1/fr
Granted legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/485—Morphinan derivatives, e.g. morphine, codeine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
    • A61K31/52—Purines, e.g. adenine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Emergency Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

L'invention concerne de nouveaux composés présentant un effet analgésique. On prépare des dérivés du type ester d'acide N-acétyl-p-aminophényl-N'-acétyl-amino-thioalcanoïque par réaction d'acide N-acétyl-amino-thio-alcanoïque IV avec un chlorure organique réactif V pour former un anhydride mixte II et on fait réagir ce dernier avec le N-acétyl-p-amino-phénol. Les anhydrides mixtes II sont de précieux intermédiaires nouveaux. En variante, on peut préparer les dérivés I par réaction de l'acide IV avec du sulfite de bis-(4-nitrophényle) pour former un ester d'acide p-nitrophényl-N-acétyl-amino-thio-alcanoïque VIII, par sa réduction en ester d'acide p-aminophényl-N-acétyl-amino-alcanoïque VII et acétylation du produit Les esters VII et VIII sont de précieux intermédiaires nouveaux. On passe dans les deux réactions par des intermédiaires bloqués en S, qui sont aussi nouveaux. Les préparations pharmaceutiques contenant les dérivés I sont des analgésiques qui ont des effets hépato-toxiques fortement limités lorsqu'on les absorbe en doses trop fortes, comparés au N-acétyl-p-aminophénol.
FR7815759A 1977-05-26 1978-05-26 Compose presentant notamment une activite analgesique du type ester d'acide n-acetyl-p-aminophenyl-n'-acetylaminothioalcanoique Granted FR2391998A1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB22218/77A GB1583602A (en) 1977-05-26 1977-05-26 N-acetyl-para-aminophenyl-n'-acetyl-amino-thioalkanoic acid ester derivatives

Publications (2)

Publication Number Publication Date
FR2391998A1 true FR2391998A1 (fr) 1978-12-22
FR2391998B1 FR2391998B1 (fr) 1981-11-13

Family

ID=10175844

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7815759A Granted FR2391998A1 (fr) 1977-05-26 1978-05-26 Compose presentant notamment une activite analgesique du type ester d'acide n-acetyl-p-aminophenyl-n'-acetylaminothioalcanoique

Country Status (15)

Country Link
US (4) US4181719A (fr)
AT (1) AT368489B (fr)
BE (1) BE867531A (fr)
CH (1) CH644590A5 (fr)
DE (1) DE2822789C2 (fr)
DK (1) DK155832C (fr)
FI (1) FI70208C (fr)
FR (1) FR2391998A1 (fr)
GB (1) GB1583602A (fr)
IE (1) IE47072B1 (fr)
IT (1) IT1202822B (fr)
LU (1) LU79703A1 (fr)
NL (1) NL176070C (fr)
NO (1) NO146392C (fr)
SE (1) SE448991B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2545489A1 (fr) * 1983-05-04 1984-11-09 Sandoz Sa Nouveaux derives n-acyles du 2-oxo-thiazolidine-4-carboxylate de 4-aminophenyle, leur preparation et leur utilisation comme medicaments

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1111384B (it) * 1978-12-21 1986-01-13 Sigma Tau Ind Farmaceuti Guaiacil esteri di derivati dello acido mercaptopropionico procedimento per la loro preparazione e loro uso terapeutico
US4307073A (en) * 1980-08-08 1981-12-22 The Research Foundation Of State University Of New York Method and composition for reducing the toxicity of acetaminophen
US5103021A (en) * 1982-04-02 1992-04-07 Syntex (U.S.A.) Inc. Acetaminophen analogs, antigens, and antibodies
US4605754A (en) * 1982-04-02 1986-08-12 Syntex (U.S.A.) Inc. Acetaminophen analogs
US4504413A (en) * 1982-04-02 1985-03-12 Syva Company Acetaminophen analogs, antigens, and antibodies
GB9305058D0 (en) * 1993-03-12 1993-04-28 Penn Pharm Ltd Pharmaceutical compositions
DE19711053C2 (de) * 1997-03-03 1999-09-02 Rommelspacher Kombinationspräparat aus 2-Methyl-thiazolidin-2,4-dicarbonsäure und Paracetamol
FR2814366A1 (fr) * 2000-09-22 2002-03-29 Rhodia Chimie Sa Procede de granulation de matieres actives par extrusion basse pression pour l'obtention de granules directement compressibles
WO2002036077A2 (fr) * 2000-11-06 2002-05-10 Andrx Pharmaceuticals, Inc. Preparation decongestionnante et antihistaminique a prise quotidienne unique
GB0114069D0 (en) * 2001-06-08 2001-08-01 Smithkline Beecham Plc Composition
US8092831B2 (en) * 2002-11-08 2012-01-10 Andrx Pharmaceuticals, Llc Antihistamine and decongestant system
EP1603593A4 (fr) * 2002-11-15 2007-08-01 Branded Products For The Futur Composition pharmaceutique
US20050220862A1 (en) * 2004-03-31 2005-10-06 Bernstein Joel E Compositions with reduced hepatotoxicity
US20090298923A1 (en) * 2008-05-13 2009-12-03 Genmedica Therapeutics Sl Salicylate Conjugates Useful for Treating Metabolic Disorders
CN102149412A (zh) * 2008-05-20 2011-08-10 纽罗吉斯克斯公司 肝脏保护剂对乙酰氨基酚协同前药
WO2010106082A1 (fr) * 2009-03-16 2010-09-23 Genmedica Therapeutics Sl Conjugués anti-inflammatoires et anti-oxydants utiles pour traiter des troubles métaboliques
CN102421424A (zh) * 2009-03-16 2012-04-18 根梅迪卡治疗公司 用于治疗代谢性疾病的组合疗法
US8466197B2 (en) 2010-12-14 2013-06-18 Genmedica Therapeutics Sl Thiocarbonates as anti-inflammatory and antioxidant compounds useful for treating metabolic disorders

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR462M (fr) * 1958-10-13 1961-05-02
US3591686A (en) * 1967-08-01 1971-07-06 Mead Johnson & Co Anti-inflammatory compositions and methods utilizing n-acylcysteines and the beta-alkyl and carboxyl derivatives thereof
US4038306A (en) * 1967-08-07 1977-07-26 Merck & Co., Inc. N-t-butoxycarbonyl-s-lower alkanoylamidomethyl-cysteine and p-nitrophenyl esters
GB1428803A (en) * 1973-05-29 1976-03-17 Gallardo Antonio Sa 4-acetamidophenyl esters of aryl-alkane carboxylic acids and a process for their preparation
US3983138A (en) * 1973-09-25 1976-09-28 Merck & Co., Inc. Amino acid esters
GB1463505A (en) * 1973-11-21 1977-02-02 Nat Res Dev Pharmaceutical compositions
US3996268A (en) * 1974-09-03 1976-12-07 The Regents Of The University Of California Cross-linking reagent for insulin synthesis

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2545489A1 (fr) * 1983-05-04 1984-11-09 Sandoz Sa Nouveaux derives n-acyles du 2-oxo-thiazolidine-4-carboxylate de 4-aminophenyle, leur preparation et leur utilisation comme medicaments

Also Published As

Publication number Publication date
SE448991B (sv) 1987-03-30
NO781824L (no) 1978-11-28
FI70208B (fi) 1986-02-28
LU79703A1 (fr) 1978-11-06
NO146392B (no) 1982-06-14
IT1202822B (it) 1989-02-09
NO146392C (no) 1982-09-22
US4482495A (en) 1984-11-13
AT368489B (de) 1982-10-11
DK231578A (da) 1978-11-27
DK155832B (da) 1989-05-22
IE781047L (en) 1978-11-26
US4181719A (en) 1980-01-01
SE7806038L (sv) 1978-11-27
FI70208C (fi) 1986-09-15
CH644590A5 (de) 1984-08-15
BE867531A (fr) 1978-09-18
DE2822789C2 (de) 1984-01-12
NL176070B (nl) 1984-09-17
FI781610A (fi) 1978-11-27
IT7849547A0 (it) 1978-05-25
IE47072B1 (en) 1983-12-14
NL176070C (nl) 1985-02-18
DK155832C (da) 1989-10-02
GB1583602A (en) 1981-01-28
US4405800A (en) 1983-09-20
US4361703A (en) 1982-11-30
NL7805675A (nl) 1978-11-28
ATA380178A (de) 1982-02-15
FR2391998B1 (fr) 1981-11-13
DE2822789A1 (de) 1978-12-07

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