FR2244541A1 - Amino acid salts of quinine alkaloids - as phospho-lipase inhibitors and anti-acne agents - Google Patents
Amino acid salts of quinine alkaloids - as phospho-lipase inhibitors and anti-acne agentsInfo
- Publication number
- FR2244541A1 FR2244541A1 FR7328418A FR7328418A FR2244541A1 FR 2244541 A1 FR2244541 A1 FR 2244541A1 FR 7328418 A FR7328418 A FR 7328418A FR 7328418 A FR7328418 A FR 7328418A FR 2244541 A1 FR2244541 A1 FR 2244541A1
- Authority
- FR
- France
- Prior art keywords
- phospho
- amino acid
- acid salts
- lipase inhibitors
- acne agents
- 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
Links
- -1 Amino acid salts Chemical class 0.000 title abstract 2
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical class C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 title 1
- 239000000058 anti acne agent Substances 0.000 title 1
- 229940124340 antiacne agent Drugs 0.000 title 1
- 239000003428 phospholipase inhibitor Substances 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 2
- ZLCOWUKVVFVVKA-WDSKDSINSA-N (2r)-3-[[(2r)-2-acetamido-2-carboxyethyl]disulfanyl]-2-aminopropanoic acid Chemical compound CC(=O)N[C@H](C(O)=O)CSSC[C@H](N)C(O)=O ZLCOWUKVVFVVKA-WDSKDSINSA-N 0.000 abstract 1
- 208000002874 Acne Vulgaris Diseases 0.000 abstract 1
- PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 abstract 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 abstract 1
- XUYPXLNMDZIRQH-LURJTMIESA-N N-acetyl-L-methionine Chemical compound CSCC[C@@H](C(O)=O)NC(C)=O XUYPXLNMDZIRQH-LURJTMIESA-N 0.000 abstract 1
- 102000015439 Phospholipases Human genes 0.000 abstract 1
- 108010064785 Phospholipases Proteins 0.000 abstract 1
- 229960004308 acetylcysteine Drugs 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 206010000496 acne Diseases 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 229930182817 methionine Natural products 0.000 abstract 1
- 229940099459 n-acetylmethionine Drugs 0.000 abstract 1
- DQAKJEWZWDQURW-UHFFFAOYSA-N pyrrolidonecarboxylic acid Chemical compound OC(=O)N1CCCC1=O DQAKJEWZWDQURW-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
- C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
- C07D453/04—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems having a quinolyl-4, a substituted quinolyl-4 or a alkylenedioxy-quinolyl-4 radical linked through only one carbon atom, attached in position 2, e.g. quinine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/008—Preparations for oily skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/006—Antidandruff preparations
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Novel quinone alkaloid salts of formula (I):- (where R is H, or alkoxy and R1COOH is an org acid esp. glutamic, aspartic, pyrrolidone carboxylic, acylglutamic or acylaspartic, acids, N-acetylcysteine, N-acetyl methionine, N-acetylcystine and N-acyl-cysteine- and methionine), are inhibitors of phospholipases and agents for treating acne.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7328418A FR2244541A1 (en) | 1973-08-01 | 1973-08-01 | Amino acid salts of quinine alkaloids - as phospho-lipase inhibitors and anti-acne agents |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7328418A FR2244541A1 (en) | 1973-08-01 | 1973-08-01 | Amino acid salts of quinine alkaloids - as phospho-lipase inhibitors and anti-acne agents |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2244541A1 true FR2244541A1 (en) | 1975-04-18 |
FR2244541B1 FR2244541B1 (en) | 1977-09-02 |
Family
ID=9123542
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7328418A Granted FR2244541A1 (en) | 1973-08-01 | 1973-08-01 | Amino acid salts of quinine alkaloids - as phospho-lipase inhibitors and anti-acne agents |
Country Status (1)
Country | Link |
---|---|
FR (1) | FR2244541A1 (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2511676A1 (en) * | 1981-08-18 | 1983-02-25 | Mollet Marc | QUININE PANTOTHENATES, PROCESSES FOR THEIR PREPARATION AND COSMETOLOGICAL PRODUCTS COMPRISING THE SAME |
US5296500A (en) * | 1991-08-30 | 1994-03-22 | The Procter & Gamble Company | Use of N-acetyl-cysteine and derivatives for regulating skin wrinkles and/or skin atrophy |
US5451405A (en) * | 1994-04-25 | 1995-09-19 | Chesebrough-Pond's Usa Co. | Skin treatment composition |
FR2751541A1 (en) * | 1996-07-25 | 1998-01-30 | Fabre Pierre Dermo Cosmetique | Topical treatment of alopecia |
WO2000040217A1 (en) * | 1999-01-08 | 2000-07-13 | Yugenic Limited Partnership | Topical composition comprising n-acetylaldosamines or n-acetylamino acids |
US6808716B2 (en) | 1999-01-08 | 2004-10-26 | Ruey J. Yu | N-acetylamino acids, related N-acetyl compounds and their topical use |
WO2010000686A3 (en) * | 2008-06-30 | 2010-03-04 | Federico Visentini | Composition for topical use comprising quinine |
CN113651745A (en) * | 2021-09-09 | 2021-11-16 | 上海医药工业研究院 | Brivaracetam intermediate and its preparation method and purification method |
-
1973
- 1973-08-01 FR FR7328418A patent/FR2244541A1/en active Granted
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2511676A1 (en) * | 1981-08-18 | 1983-02-25 | Mollet Marc | QUININE PANTOTHENATES, PROCESSES FOR THEIR PREPARATION AND COSMETOLOGICAL PRODUCTS COMPRISING THE SAME |
US5296500A (en) * | 1991-08-30 | 1994-03-22 | The Procter & Gamble Company | Use of N-acetyl-cysteine and derivatives for regulating skin wrinkles and/or skin atrophy |
US5451405A (en) * | 1994-04-25 | 1995-09-19 | Chesebrough-Pond's Usa Co. | Skin treatment composition |
FR2751541A1 (en) * | 1996-07-25 | 1998-01-30 | Fabre Pierre Dermo Cosmetique | Topical treatment of alopecia |
US6808716B2 (en) | 1999-01-08 | 2004-10-26 | Ruey J. Yu | N-acetylamino acids, related N-acetyl compounds and their topical use |
US6524593B1 (en) | 1999-01-08 | 2003-02-25 | Ruey J. Yu | N-acetyl aldosamines and related N-acetyl compounds, and their topical use |
WO2000040217A1 (en) * | 1999-01-08 | 2000-07-13 | Yugenic Limited Partnership | Topical composition comprising n-acetylaldosamines or n-acetylamino acids |
USRE41278E1 (en) | 1999-01-08 | 2010-04-27 | Yu Ruey J | N-acetyl aldosamines and related N-acetyl compounds, and their topical use |
USRE41339E1 (en) | 1999-01-08 | 2010-05-18 | Tristrata, Inc. | N-acetyl aldosamines, N-acetylamino acids and related N-acetyl compounds and their topical use |
USRE42902E1 (en) | 1999-01-08 | 2011-11-08 | Tristrata, Inc. | N-acetyl aldosamines, N-acetylamino acids and related N-acetyl compounds and their topical use |
USRE44302E1 (en) | 1999-01-08 | 2013-06-18 | Ruey J. Yu | N-acetyl aldosamines, N-acetylamino acids and related N-acetyl compounds and their topical use |
WO2010000686A3 (en) * | 2008-06-30 | 2010-03-04 | Federico Visentini | Composition for topical use comprising quinine |
CN113651745A (en) * | 2021-09-09 | 2021-11-16 | 上海医药工业研究院 | Brivaracetam intermediate and its preparation method and purification method |
Also Published As
Publication number | Publication date |
---|---|
FR2244541B1 (en) | 1977-09-02 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |