KR930016392A - 긴 사슬의 지방족 알콜을 가진 아실카르니틴 에스테르와 항진균 활성을 지닌 그의 약제조성물 - Google Patents
긴 사슬의 지방족 알콜을 가진 아실카르니틴 에스테르와 항진균 활성을 지닌 그의 약제조성물 Download PDFInfo
- Publication number
- KR930016392A KR930016392A KR1019930000523A KR930000523A KR930016392A KR 930016392 A KR930016392 A KR 930016392A KR 1019930000523 A KR1019930000523 A KR 1019930000523A KR 930000523 A KR930000523 A KR 930000523A KR 930016392 A KR930016392 A KR 930016392A
- Authority
- KR
- South Korea
- Prior art keywords
- pharmaceutical composition
- ester
- carnitine
- acyl
- candida
- Prior art date
Links
- -1 aliphatic alcohols Chemical class 0.000 title claims abstract 10
- 239000008194 pharmaceutical composition Substances 0.000 title claims 12
- 230000000843 anti-fungal effect Effects 0.000 title claims 3
- MEFKEPWMEQBLKI-AIRLBKTGSA-O S-adenosyl-L-methionine Chemical class O[C@@H]1[C@H](O)[C@@H](C[S+](CC[C@H]([NH3+])C([O-])=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 MEFKEPWMEQBLKI-AIRLBKTGSA-O 0.000 title 1
- 150000002148 esters Chemical class 0.000 claims abstract 8
- 239000002253 acid Substances 0.000 claims abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 3
- 125000002252 acyl group Chemical group 0.000 claims abstract 2
- 150000001450 anions Chemical class 0.000 claims abstract 2
- 208000015181 infectious disease Diseases 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 3
- 241000222120 Candida <Saccharomycetales> Species 0.000 claims 2
- 241000233866 Fungi Species 0.000 claims 2
- 229910019142 PO4 Inorganic materials 0.000 claims 2
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims 2
- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 2
- 239000010452 phosphate Substances 0.000 claims 2
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 241001225321 Aspergillus fumigatus Species 0.000 claims 1
- 241000228245 Aspergillus niger Species 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 1
- 241000222122 Candida albicans Species 0.000 claims 1
- 241000222178 Candida tropicalis Species 0.000 claims 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 1
- 201000007336 Cryptococcosis Diseases 0.000 claims 1
- 241000221204 Cryptococcus neoformans Species 0.000 claims 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 1
- LRCNOZRCYBNMEP-SECBINFHSA-N O-isobutyryl-L-carnitine Chemical group CC(C)C(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C LRCNOZRCYBNMEP-SECBINFHSA-N 0.000 claims 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- AWUCVROLDVIAJX-UHFFFAOYSA-N alpha-glycerophosphate Natural products OCC(O)COP(O)(O)=O AWUCVROLDVIAJX-UHFFFAOYSA-N 0.000 claims 1
- 229940009098 aspartate Drugs 0.000 claims 1
- 229940091771 aspergillus fumigatus Drugs 0.000 claims 1
- 229940095731 candida albicans Drugs 0.000 claims 1
- 229960004203 carnitine Drugs 0.000 claims 1
- 229940001468 citrate Drugs 0.000 claims 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- IGQBPDJNUXPEMT-SNVBAGLBSA-N isovaleryl-L-carnitine Chemical group CC(C)CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C IGQBPDJNUXPEMT-SNVBAGLBSA-N 0.000 claims 1
- 239000004816 latex Substances 0.000 claims 1
- 229920000126 latex Polymers 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- AWUCVROLDVIAJX-GSVOUGTGSA-N sn-glycerol 3-phosphate Chemical compound OC[C@@H](O)COP(O)(O)=O AWUCVROLDVIAJX-GSVOUGTGSA-N 0.000 claims 1
- 229940095064 tartrate Drugs 0.000 claims 1
- 239000012049 topical pharmaceutical composition Substances 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/22—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated the carbon skeleton being further substituted by oxygen atoms
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicinal Preparation (AREA)
Abstract
본 발명은 다음 일반식(I)로 표시되는 긴사슬의 지방족 알콜을 가진 아실 L-카르니틴의 에스테르에 관한 것이다.
상기 식에서, R은 탄소수 2~16, 바람직하게는 탄소수 4~12의 직쇄 또는 가지난 사슬의 아실기이며, 특히 이소부티릴기와 이소발레릴기이고, n은 7~15의 정수, 특히 10이고, X-는 약제학적으로 허용가능한 산의 음이온이다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (12)
- 다음 일반식(I)로 표시되는 아실 L-카르니틴의 에스테르.상기 식에서, R은 탄소수 2~16의 직쇄 또는 가지난 사슬의 아실기이고 n은 7~15의 정수이고, X-는 약제학적으로 허용가능한 산의 음이온이다.
- 제1항에 있어서, 상기 식중 R은 이소부티릴 또는 이소발레릴임을 특징으로 하는 아실L-카르니틴 에스테르.
- 제1항에 있어서, 상기 식중 n은 10임을 특징으로 하는 아실 L-카르니틴 에스테르.
- 제1항에 있어서, 상기 식중 X-는 클로라이드, 브로마이드, 아이오다이드, 아스파르테이트, 시트레이트, 타르트레이트, 포스페이트, 특히 포스페이트산, 푸마레이트, 글리세로포스페이트, 글루모세포스페이트, 락테이트, 말레이트, 오로데이트, 옥살레이트, 설페이트, 트리콜로아세트테이트, 트리플루오로아세테이트 또는 메탄 설포네이트 중에서 선택된 것임을 특징으로 하는 아실 L-카르니틴 에스테르.
- 제1항에 있어서, 상기 에스테르는 이소발레릴 L-카르니틴 운데실 에스테르 클로라이드인 것.
- 제1항에 있어서, 상기 에스테르는 이소부티릴 L-카르니틴 운데실 에스테르 클로라이드인 것.
- 유효성분으로 다음 일반식(I)로 표시되는 에스테르와 약제학적으로 허용가능한 부형제로 이루어진 경구적, 비경구적 또는 국소적용 약제조성물.상기 식에서, R, n 및 X는 각각 상기 청구범위 제1항에 정의한 바와 같다.
- 제7항에 있어서, 상기 약제조성물은 항진균효과를 유도하는데 유효한 상기 청구범위 제1항 내지 제6항의 에스테르를 함유하며 항진균활성을 가지는 것을 특징으로 하는 약제조성물.
- 제7항 또는 제8항에 있어서, 상기 약제조성물은 효모유사곰팡이(yeast-like fungi)에 의해 유발되는 감염치료용으로 사용하는 것임을 특징으로 하는 약제조성물.
- 제9항에 있어서, 상기 약제조성물은 칸디다 알비칸스(Candida albicans), 칸디다 트로피칼리스(Candida tropicalis), 칸디다 슈도트로피칼리스(Candida pseudotropicans), 토루롭시스 칸디다(Torulopsis candida), 사카로마이세스 세레비시에(Saccharomyces cerevisiae) 또는 크립토코커스 네오포르만스(Cryptococcus neoformans)에 의해 유발되는 감염치료용으로 사용하는 것임을 특징으로 하는 약제조성물.
- 제8항에 있어서, 상기 약제조성물은 사상균(Filamentous fungi)에 의해 유발되는 감염치료용으로 사용하는 것임을 특징으로 하는 약제조성물.
- 제11항에 있어서, 상기 약제조성물은 아스퍼질루스 푸미가투스(Aspergillus fumigatus), 아스퍼질루스 나이가(Aspergillus niger) 또는 무코 무세도(Mucor mucedo)에 의해 유발되는 감염치료용으로 사용하는 것임을 특징으로 하는 약제조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITRM920028A IT1254136B (it) | 1992-01-16 | 1992-01-16 | Esteri di acil carnitine con alcooli alifatici a lunga catena e composizioni farmaceutiche che li contengono, ad attivita' antimicotica. |
| ITRM92A000028 | 1992-01-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR930016392A true KR930016392A (ko) | 1993-08-26 |
| KR100251887B1 KR100251887B1 (ko) | 2000-05-01 |
Family
ID=11400574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019930000523A KR100251887B1 (ko) | 1992-01-16 | 1993-01-16 | 긴 사슬의 지방족 알콜을 가진 아실카르니틴 에스테르와 항진균 활성을 지닌 그의 약제조성물 |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US5519056A (ko) |
| EP (1) | EP0552138B1 (ko) |
| JP (1) | JP3294652B2 (ko) |
| KR (1) | KR100251887B1 (ko) |
| AT (1) | ATE151744T1 (ko) |
| CA (1) | CA2087084C (ko) |
| DE (1) | DE69309725T2 (ko) |
| DK (1) | DK0552138T3 (ko) |
| ES (1) | ES2101998T3 (ko) |
| GR (1) | GR3023163T3 (ko) |
| HK (1) | HK1005864A1 (ko) |
| IT (1) | IT1254136B (ko) |
| ZA (1) | ZA93161B (ko) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1258370B (it) * | 1992-03-02 | 1996-02-26 | Sigma Tau Ind Farmaceuti | Esteri della l-carnitina e di acil l-carnitine dotati di attivita' miorilassante selettiva sull'apparato gastro-intestinale e composizioni farmaceutiche che li contengono. |
| IT1261828B (it) * | 1993-07-14 | 1996-06-03 | Sigma Tau Ind Farmaceuti | Esteri di acil l-carnitine e composizioni farmaceutiche che li contengono per il trattamento dello shock endotossico. |
| US5741816A (en) * | 1994-06-20 | 1998-04-21 | Tanabe Seiyaku Co., Ltd. | Hair-growth agent |
| IT1277898B1 (it) * | 1995-08-03 | 1997-11-12 | Mendes Srl | Uso di amminoacidi basici, di acil derivati di amminoacidi basici e di loro sali farmaceuticamente accettabili per la profilassi di malattie |
| IT1283955B1 (it) * | 1996-03-20 | 1998-05-07 | Sigma Tau Ind Farmaceuti | Bis alcanoil esteri della carnitina ad attivita' antibatterica, antimicotica ed antiprotozoaria. |
| US20050232911A1 (en) * | 2004-04-19 | 2005-10-20 | Schreiber Brian D | Prevention and treatment of metabolic abnormalities associated with excess intramyocellular lipid |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH596147A5 (ko) * | 1974-09-25 | 1978-02-28 | Lonza Ag | |
| CH588443A5 (ko) * | 1974-09-25 | 1977-06-15 | Lonza Ag | |
| IT1116037B (it) * | 1979-04-23 | 1986-02-10 | Sigma Tau Ind Farmaceuti | Esteri e ammidi di acil carnitine loro procedimenti di preparazione e loro uso terapeutico |
| IT1147079B (it) * | 1980-05-30 | 1986-11-19 | Sigma Tau Ind Farmacuetiche Ri | Esteri di alcossi-acil derivati della carnitina procedimento per la loro preparatione e composizioni farmaceutiche che li contengono |
| IT1170861B (it) * | 1981-03-31 | 1987-06-03 | Sigma Tau Ind Farmaceuti | Ester di mercaptoacil-carnitine procedimento per la loro preparazione e loro uso terapeutico |
| IT1191945B (it) * | 1986-06-04 | 1988-03-31 | Avantgarde Spa | N-alchilammidi della d(+)-carnitina dotate di attivita' antibatterica,procedimento per la loro preparazione e composizioni farmaceutiche e cosmetiche che le contengono |
| IT1235494B (it) * | 1987-12-02 | 1992-09-04 | Avantgarde Spa | N-alchilammidi della dl e l(-)carnitina dotate di attivita' antibatterica, procedimento per la loro preparazione e composizioni farmaceutiche e cosmetiche che le contengono |
| IT1231751B (it) * | 1989-04-12 | 1991-12-21 | Sigma Tau Ind Farmaceuti | Procedimento per la produzione di r(+) amminocarnitina e s(-) amminocarnitina |
| IT1231944B (it) * | 1989-05-05 | 1992-01-16 | Sigma Tau Ind Farmaceuti | Composizione farmaceutica per il trattamento di protozoosi, particolarmente della tripasonomiasi comprendente d-carnitina o un alcanoilderivato della d-carnitina |
| IT1240775B (it) * | 1990-02-23 | 1993-12-17 | Sigma Tau Ind Farmaceuti | Esteri della l-carnitina e di acil-l-carnitine con l'acido beta-idrossibutirrico e composizioni farmaceutiche che li contengono per la inibizione della degenerazione neuronale, della proteolisi epatica e nel trattamento del coma. |
-
1992
- 1992-01-16 IT ITRM920028A patent/IT1254136B/it active
-
1993
- 1993-01-11 CA CA002087084A patent/CA2087084C/en not_active Expired - Fee Related
- 1993-01-11 ZA ZA93161A patent/ZA93161B/xx unknown
- 1993-01-14 JP JP00475793A patent/JP3294652B2/ja not_active Expired - Fee Related
- 1993-01-15 DK DK93830010.0T patent/DK0552138T3/da active
- 1993-01-15 EP EP93830010A patent/EP0552138B1/en not_active Expired - Lifetime
- 1993-01-15 DE DE69309725T patent/DE69309725T2/de not_active Expired - Lifetime
- 1993-01-15 ES ES93830010T patent/ES2101998T3/es not_active Expired - Lifetime
- 1993-01-15 AT AT93830010T patent/ATE151744T1/de not_active IP Right Cessation
- 1993-01-16 KR KR1019930000523A patent/KR100251887B1/ko not_active IP Right Cessation
-
1994
- 1994-05-26 US US08/250,108 patent/US5519056A/en not_active Expired - Lifetime
-
1995
- 1995-03-24 US US08/409,714 patent/US5525627A/en not_active Expired - Lifetime
-
1997
- 1997-04-17 GR GR960403681T patent/GR3023163T3/el unknown
-
1998
- 1998-06-05 HK HK98104939A patent/HK1005864A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US5525627A (en) | 1996-06-11 |
| GR3023163T3 (en) | 1997-07-30 |
| HK1005864A1 (en) | 1999-01-29 |
| CA2087084A1 (en) | 1993-07-17 |
| DE69309725T2 (de) | 1997-07-31 |
| ITRM920028A1 (it) | 1993-07-16 |
| EP0552138B1 (en) | 1997-04-16 |
| EP0552138A3 (en) | 1993-10-20 |
| JPH05339219A (ja) | 1993-12-21 |
| US5519056A (en) | 1996-05-21 |
| EP0552138A2 (en) | 1993-07-21 |
| JP3294652B2 (ja) | 2002-06-24 |
| ITRM920028A0 (it) | 1992-01-16 |
| DK0552138T3 (da) | 1997-10-20 |
| IT1254136B (it) | 1995-09-08 |
| DE69309725D1 (de) | 1997-05-22 |
| ATE151744T1 (de) | 1997-05-15 |
| ZA93161B (en) | 1993-10-06 |
| ES2101998T3 (es) | 1997-07-16 |
| CA2087084C (en) | 2003-12-23 |
| KR100251887B1 (ko) | 2000-05-01 |
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