KR910009638A - 폴리엔 마크로라이드 유도체 - Google Patents
폴리엔 마크로라이드 유도체 Download PDFInfo
- Publication number
- KR910009638A KR910009638A KR1019900018555A KR900018555A KR910009638A KR 910009638 A KR910009638 A KR 910009638A KR 1019900018555 A KR1019900018555 A KR 1019900018555A KR 900018555 A KR900018555 A KR 900018555A KR 910009638 A KR910009638 A KR 910009638A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- formula
- patristic
- amide
- group
- Prior art date
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- 239000003120 macrolide antibiotic agent Substances 0.000 title 1
- 150000004291 polyenes Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 28
- DILRJUIACXKSQE-UHFFFAOYSA-N n',n'-dimethylethane-1,2-diamine Chemical compound CN(C)CCN DILRJUIACXKSQE-UHFFFAOYSA-N 0.000 claims 4
- JLLYLQLDYORLBB-UHFFFAOYSA-N 5-bromo-n-methylthiophene-2-sulfonamide Chemical compound CNS(=O)(=O)C1=CC=C(Br)S1 JLLYLQLDYORLBB-UHFFFAOYSA-N 0.000 claims 3
- RLNUPSVMIYRZSM-UHFFFAOYSA-N patricin Chemical compound CC1OC(=O)C(C=2C=CC=CC=2)NC(=O)C2CC(=O)CCN2C(=O)C(CC=2C=CC(=CC=2)N(C)C)CCN(C)C(=O)C2CCCN2C(=O)C(CC)NC(=O)C1NC(=O)C1=NC=CC=C1O RLNUPSVMIYRZSM-UHFFFAOYSA-N 0.000 claims 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- BVCAMTKLEXJPLH-UHFFFAOYSA-N 2-(2h-pyridin-1-yl)ethanamine Chemical compound NCCN1CC=CC=C1 BVCAMTKLEXJPLH-UHFFFAOYSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 claims 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
- SGPQYYMQNUQLBR-OTECBHTOSA-N CN(C)CCCN.N[C@@H](CC(O)=O)C(O)=O.N[C@@H](CC(O)=O)C(O)=O Chemical compound CN(C)CCCN.N[C@@H](CC(O)=O)C(O)=O.N[C@@H](CC(O)=O)C(O)=O SGPQYYMQNUQLBR-OTECBHTOSA-N 0.000 claims 1
- 206010017533 Fungal infection Diseases 0.000 claims 1
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 claims 1
- 208000035150 Hypercholesterolemia Diseases 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
- 208000031888 Mycoses Diseases 0.000 claims 1
- 208000004403 Prostatic Hyperplasia Diseases 0.000 claims 1
- 208000010362 Protozoan Infections Diseases 0.000 claims 1
- 241000700605 Viruses Species 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- IAJILQKETJEXLJ-QTBDOELSSA-N aldehydo-D-glucuronic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-QTBDOELSSA-N 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 235000010323 ascorbic acid Nutrition 0.000 claims 1
- 229960005070 ascorbic acid Drugs 0.000 claims 1
- 239000011668 ascorbic acid Substances 0.000 claims 1
- 235000003704 aspartic acid Nutrition 0.000 claims 1
- 229960005261 aspartic acid Drugs 0.000 claims 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 125000006267 biphenyl group Chemical group 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- 201000005577 familial hyperlipidemia Diseases 0.000 claims 1
- 230000002538 fungal effect Effects 0.000 claims 1
- 229940097043 glucuronic acid Drugs 0.000 claims 1
- 229960004275 glycolic acid Drugs 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000000879 imine group Chemical group 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 claims 1
- 150000002632 lipids Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 150000003335 secondary amines Chemical group 0.000 claims 1
- 239000003270 steroid hormone Substances 0.000 claims 1
- 150000003512 tertiary amines Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/10—Preparation of carboxylic acid amides from compounds not provided for in groups C07C231/02 - C07C231/08
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Oncology (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Communicable Diseases (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Pyrane Compounds (AREA)
- Steroid Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (25)
- 다음 구조식 화합물식중, R은 C-18 카복실에 결합된 파트리신 (또는 파트리신 A 또는 파트리신 B)분자의 잔기이고, R1은 C1-12알킬 그룹, C2-6알케닐 그룹, C3-6사이클로알킬 그룹 또는 페닐 그룹이거나, 디메틸아미노로 치환된 사이클로헥실 또는 페닐 그룹이거나, 또는 C4-5N - 메틸 - 또는 N - 에틸 - 사이클로알키렌아민, 피리딜 그룹 또는 1차 이민그룹 NH2, 2차 아민 그룹 NHR3또는 3차 아민 그룹 NR3R4로 치환된 C1-6알킬 그룹이며, R3및 R4는 C1-4알킬그룹이거나 NR3R4는 함께 염기성 질소 복소환을 형성하고 이 복소환은 5-원(membered) 또는 6-원이며 N (바람직하게 N(CH3) 또는 N(CH2CH2OH), O 또는 S로부터 선택된 하나 이상의 또 다른 이종원자를 임의로 함유하고, R2는 수소원자 또는 R1에 대해 정의된 바와 같거나; 또는 NR1-R2가 함께 염기성 질소 복소환을 형성하며 이복소환은 5-원 또는 6-원이고 임의로 N(바람직하게 N(CH3) 또는 N(CH2CH2OH) 형태), O 또는 S로 부터 선택된 하나 이상의 또다른 이종원자를 임의로 하유하며: n은 0또는 2인 정수이고, x는 약리학적 및 제약학적으로 허용가능한 유기산이나 무기산의 잔기임.
- 제1항에 있어서, C4-5사이클로알킬렌아민이 2-피롤리디노 그룹인 구조식(I) 화합물.
- 제1항에 있어서, 피리딜 그룹이 2- 피리딜 또는 3- 피리딜인 구조식(I) 화합물.
- 제1항에 있어서, R3및 R4가 메틸 그룹인 구조식(I) 화합물.
- 제1항에 있어서, NR3R4가 N-피롤리디노, N-피레리디노, N-모폴리노, N-피페라지노, N′-메틸-N-피페라니조, N′-하이드록시에틸-N-피페라지노인 구조식(I) 화합물.
- 제1항에 있어서, NR1R2가 N-피롤리디노, N-피레리디노, N-모폴리노, N-피페라지노, N′-메틸-N-피페라니조, N′-하이드록시에틸-N-피페라지노인 구조식(I) 화합물.
- 제1항에 있어서, x가 글루쿠론산, 글리콜산, 아스파라긴산 또는 아스코르빈산의 잔기인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 2 - (N-메틸-2-피롤리디노)에틸 아미드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 2 - (N-피리딜)에틸 아미드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 2 - 디메틸아미노에틸 아미드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 3 - 디메틸아미노에틸 아미드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 2 - (N-피페리디노)에틸 아미드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 2 - (N′-메틸-N-피페라지노)에틸 아미드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 피롤리디드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 모폴리드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A N′-메틸피페라지드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A N′-하이드록시에틸 피페라지드인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 2-디메틸아미노에틸 아미드 디아스파레이트인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 2-디메틸아미노에틸 아미드 디아스코프베이트인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 2-디메틸아미노에틸 아미드 디글루쿠로네이트인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 3-디메틸아미노프로필 아미드 디아스파테이트인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A 2-(N-피롤리디노) 에틸 아미드 디아스파테이트인 구조식(I) 화합물.
- 제1항에 있어서, 파트리신 A N′-메틸피페라지드 디아스파테이트인 구조식(I) 화합물.
- R-COOH (Ⅱ)화합물은 디페닐 포스포아지데이트 (C6H5O)2PON3존재에서 아민NHR1R2(Ⅲ)과 축합시키고 얻은 아미드를 임의로 n 상당량의 산 HX (Ⅳ)와의 염으로 변형시킴에 의해 제1항의 구조식(I)화합물을 제조하는 방법(R,R1,n 및 x는 제1항에 정의된 바와같음.)
- 제약학적으로 허용가능하고 적당한 부형제와 함께 치료적인 효과적인 양의 제1항에 따른 구조식(I) 생성물중의 하나를 함유하며, 과콜레스테린혈증과 과지방혈증, 스테로이드 호르몬 불균형, 전립선비대증, 및 지질로 싸여있는 비루스의 감염을 치료하는데 사용되는, 진균 및 원생 동물 감염에 대한 제약학적 제제.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT22396A/89 | 1989-11-16 | ||
IT02239689A IT1237772B (it) | 1989-11-16 | 1989-11-16 | Derivati di macrolidi polienici. |
Publications (2)
Publication Number | Publication Date |
---|---|
KR910009638A true KR910009638A (ko) | 1991-06-28 |
KR0185200B1 KR0185200B1 (ko) | 1999-05-15 |
Family
ID=11195729
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019900018555A KR0185200B1 (ko) | 1989-11-16 | 1990-11-16 | 폴리엔 마크로라이드 유도체 |
Country Status (9)
Country | Link |
---|---|
US (1) | US5296597A (ko) |
EP (1) | EP0434943B1 (ko) |
JP (1) | JP3094065B2 (ko) |
KR (1) | KR0185200B1 (ko) |
AT (1) | ATE127471T1 (ko) |
DE (1) | DE69022196T2 (ko) |
ES (1) | ES2079417T3 (ko) |
IT (1) | IT1237772B (ko) |
PT (1) | PT95910B (ko) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1243404B (it) * | 1990-12-03 | 1994-06-10 | Prodotti Antibiotici Spa | Derivati della partricina |
IT1283149B1 (it) * | 1996-07-12 | 1998-04-07 | Prodotti Antibiotici Spa | Complessi di n'-dimetilaminoacetilpartricina a dimetilaminoetilamide, o suoi sali, e colesterol 3-solfato |
IT1294740B1 (it) * | 1997-09-16 | 1999-04-12 | Prospa Bv | Derivati della partricina per il trattamento profilattico e/o curativo delle contaminazioni fungine di colture cellulari e di tessuti |
US6121244A (en) * | 1997-09-19 | 2000-09-19 | Prospa B.V. | Antitumoral method by administration of partricin derivatives |
EP1278527A4 (en) | 2000-01-14 | 2003-04-09 | Intrabiotics Pharmaceuticals | DERIVATIVES OF POLYEN MACROLIDES, THEIR PRODUCTION AND USE |
US6664241B2 (en) * | 2000-05-31 | 2003-12-16 | Micrologix Biotech Inc. | Water-soluble amide derivatives of polyene macrolides and preparation and uses thereof |
ITMI20032280A1 (it) * | 2003-11-24 | 2005-05-25 | Tiberio Bruzzese | Formulazioni farmaceutiche contenenti derivati della partricina e loro uso orale per il trattamento di infezioni fungine e protozoarie localizzate |
MX365184B (es) * | 2010-12-21 | 2019-05-21 | Centro De Investig Y De Estudios Avanzados Del I P N | Nuevos compuestos analogos de la anfotericina y composiciones farmaceuticas que los contienen. |
GB201409451D0 (en) * | 2014-05-28 | 2014-07-09 | Ipabc Ltd | Antimicrobial preparations, methods for preparing the same and uses thereof to combat microorganisms |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1406774A (en) * | 1973-02-15 | 1975-09-17 | Prodotti Antibiotici Spa | Esters of patricin and of partricin derivatives |
PL122086B1 (en) * | 1979-04-09 | 1982-06-30 | Politechnika Gdanska | Process for preparing amides of antibiotics from the group of polyene macrolides and their derivativesvykh makrolidov i ikh proizvodnykh |
-
1989
- 1989-11-16 IT IT02239689A patent/IT1237772B/it active IP Right Grant
-
1990
- 1990-11-08 ES ES90121400T patent/ES2079417T3/es not_active Expired - Lifetime
- 1990-11-08 EP EP90121400A patent/EP0434943B1/en not_active Expired - Lifetime
- 1990-11-08 DE DE69022196T patent/DE69022196T2/de not_active Expired - Lifetime
- 1990-11-08 AT AT90121400T patent/ATE127471T1/de not_active IP Right Cessation
- 1990-11-14 US US07/612,912 patent/US5296597A/en not_active Expired - Lifetime
- 1990-11-15 PT PT95910A patent/PT95910B/pt not_active IP Right Cessation
- 1990-11-16 KR KR1019900018555A patent/KR0185200B1/ko not_active IP Right Cessation
- 1990-11-16 JP JP02308956A patent/JP3094065B2/ja not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
IT1237772B (it) | 1993-06-17 |
ES2079417T3 (es) | 1996-01-16 |
ATE127471T1 (de) | 1995-09-15 |
JPH03188096A (ja) | 1991-08-16 |
EP0434943A1 (en) | 1991-07-03 |
KR0185200B1 (ko) | 1999-05-15 |
PT95910B (pt) | 1998-01-30 |
US5296597A (en) | 1994-03-22 |
DE69022196D1 (de) | 1995-10-12 |
JP3094065B2 (ja) | 2000-10-03 |
DE69022196T2 (de) | 1996-02-01 |
PT95910A (pt) | 1991-09-13 |
IT8922396A0 (it) | 1989-11-16 |
EP0434943B1 (en) | 1995-09-06 |
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