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1. 发明授权

KR101132937B1 Ｎ-(3-에티닐페닐)-6,7-비스(2-메톡시에톡시)-4-퀴나졸린아민 납실레이트 염 失效
标题翻译： α-3-乙炔基苯基-6,7-双-2-甲氧基乙氧基-4-喹唑啉胺萘磺酸盐
公开(公告)号：KR101132937B1
公开(公告)日：2012-04-06
申请号：KR1020090089977
申请日：2009-09-23
申请人： 주식회사 종근당홀딩스
发明人： 이홍우 , 강인헌 , 유충렬 , 조인숙 , 송창근 , 김동진 , 기민효
IPC分类号： C07D239/94
摘要： 본 발명은 하기 화학식 1로 표현되는 N-(3-에티닐페닐)-6,7-비스(2-메톡시에톡시)-4-퀴나졸린아민 납실레이트(Napsylate) 염에 관한것이다. 상기 염은 이전의 공지된 N-(3-에티닐페닐)-6,7-비스(2-메톡시에톡시)-4-퀴나졸린아민의 다른 염에 비하여 우수한 물리화학적 특성을 나타내며, 암과 같은 과증식성 질환을 치료하는 데 유용하다.
화학식 1

항암화합물, 과증식성 질환

2. 发明公开

KR1020120001306A 티오에스터 화합물, 술폰 화합물 및 이를 이용한 피타바스타틴 또는 이의 약제학적으로 허용 가능한 염의 제조방법 无效
标题翻译：使用其制备硫代化合物和磺化合物的方法和使用他汀类药物或其药学上可接受的盐
公开(公告)号：KR1020120001306A
公开(公告)日：2012-01-04
申请号：KR1020100062029
申请日：2010-06-29
申请人： 주식회사 종근당홀딩스
发明人： 박대종 , 유충렬 , 소봉관 , 송창근 , 김동진
IPC分类号： C07D319/06 , C07D405/12 , C07D417/12
摘要： PURPOSE: A method for preparing pitavastatin or pharmaceutically acceptable salt thereof is provided to ensure high purity and high yield. CONSTITUTION: A method for preparing thiolester compounds of chemical formula 3 comprises a step of reacting a compound of chemical formula 1 with a compound of chemical formula 2. The compound of chemical formula 2 is prepared by reacting thiol compound of chemical formula 2-1 with organic metal compounds, metal alkoxide, metal carbonate, or metal hydride under the presence of dimethyl sulfoxide(DMSO), tetrahydrofurane(THF), acetonitrile, dimethylformamide, N-methylpyrrolidinone, dimethyl aceteamide, toluene, or mixture thereof. A method for preparing sulfone compounds of chemical formula 4 comprises: a step of reacting the compound of chemical formula 1 with the compound of chemical formula 2 to prepare the thioester compound of chemical formula 3; and a step of oxidizing thioester compounds of chemical formula 3.
摘要翻译：目的：提供一种制备匹伐他汀或其药学上可接受的盐的方法，以确保高纯度和高产率。构成：化学式3的硫酯化合物的制备方法包括使化学式1的化合物与化学式2的化合物反应的步骤。化学式2的化合物通过使化学式2-1的硫醇化合物与有机金属化合物，金属醇盐，金属碳酸盐或金属氢化物，在二甲基亚砜（DMSO），四氢呋喃（THF），乙腈，二甲基甲酰胺，N-甲基吡咯烷酮，二甲基乙酰胺，甲苯或其混合物存在下。制备化学式4的砜化合物的方法包括：使化学式1的化合物与化学式2化合物反应制备化学式3的硫酯化合物的步骤; 和氧化化学式3的硫酯化合物的步骤。

3. 发明公开

KR1020100003793A (Ｓ)-피페리딘 화합물의 유기산염 및 그의 제조 방법 无效
标题翻译：（S） - 哌啶化合物的有机酸及其制备方法
公开(公告)号：KR1020100003793A
公开(公告)日：2010-01-12
申请号：KR1020080063788
申请日：2008-07-02
申请人： 주식회사 종근당홀딩스
发明人： 이홍우 , 유호성 , 유충렬
IPC分类号： C07D401/12 , C07D403/12
摘要： PURPOSE: An organic acid salt of (S)-4-[4-[(4-chlorophenyl)(2-pyridyl)methoxy]piperidino]butanoic acid and a method for preparing the same are provided to ensure pharmacological activation and enhance solubility and stability. CONSTITUTION: An organic acid salt of (S)-4-[4-[(4-chlorophenyl)(2-pyridyl)methoxy]piperidino]butanoic acid is denoted by chemical formula 2. In the chemical formula 2, R-H is nicotinic acid, O-salicylic acid, hippuric acid, 1-hydroxy-2-naphtholic acid, naphthalene-2-sulfonic acid or camphorsulfonic acid. The organic acid salt of chemical formula 2 is prepared by reacting a compound of chemical formula 1 with R-H in organic solvent. The organic solvent is acetonitrile, ethyl acetate, methanol, ethanol, 2-propanol, acetone or dimethylformamide.
摘要翻译：目的：提供（S）-4- [4 - [（4-氯苯基）（2-吡啶基）甲氧基]哌啶子基]丁酸的有机酸盐及其制备方法，以确保药理活性和增强溶解度，稳定性。构成：（S）-4- [4 - [（4-氯苯基）（2-吡啶基）甲氧基]哌啶子基]丁酸的有机酸盐由化学式2表示。在化学式2中，RH是烟酸，O-水杨酸，马尿酸，1-羟基-2-萘甲酸，萘-2-磺酸或樟脑磺酸。化学式2的有机酸盐通过化学式1的化合物与有机溶剂中的R-H反应来制备。有机溶剂为乙腈，乙酸乙酯，甲醇，乙醇，2-丙醇，丙酮或二甲基甲酰胺。

4. 发明公开

KR1020090053058A 신규 광학 분할제 및 이를 이용하여 광학 이성질체를분리하는 방법 无效
标题翻译：新的CHIRAL RESOLV代理和使用同一方法分离CHIRAL ISOMER的方法
公开(公告)号：KR1020090053058A
公开(公告)日：2009-05-27
申请号：KR1020070119693
申请日：2007-11-22
申请人： 주식회사 종근당홀딩스
发明人： 안순길 , 이홍우 , 유호성 , 신성재 , 김병구 , 유충렬
IPC分类号： C07C69/82 , C07C69/80 , C07C69/83
摘要： 본 발명은 하기 화학식 1로 표시되는 신규 광학 분할제 및 이를 이용하여 라세믹 화합물로부터 광학 이성질체를 분리하는 방법에 관한 것으로, 본 발명에 따르면 (R,S)-암로디핀의 라세미체 및 (R,S)-오메프라졸의 라세미체로부터 각각 광학 순도가 우수한 (S)-암로디핀 이성질체 및 (S)-오메프라졸을 보다 간단한 방법으로 분리할 수 있다.

상기 식에서,
R
1 은 t-부틸기를 제외한 탄소수 1 내지 9의 알킬기, 탄소수 3 내지 6의 헤테로 사이클기, 아릴기, 또는 브롬, 염소, 니트로, 트리플루오르메틸 및 설폰아마이드로 이루어진 군으로부터 선택된 하나 이상의 치환기로 치환된 아릴기이고,
R
2 는 수소, 브롬, 염소, 니트로, 트리플루오르메틸, 설폰아마이드, 탄소수 1 내지 9의 알킬기 또는 탄소수 1 내지 9의 알콕시기이고,
n은 1 내지 4의 정수이고,
기본 골격인 페닐기에 존재하는 디카르복실산 에스테르는 오르토, 메타 또는 파라의 위치를 가진다.
라세믹 화합물, 광학 활성 프탈릴 유도체 산

5. 发明公开

KR1020100037545A Ｎ-(3-에티닐페닐)-6,7-비스(2-메톡시에톡시)-4-퀴나졸린아민 납실레이트 염 失效
标题翻译： N-（3-乙基苯基）-6,7-双（2-甲氧基乙氧基）-4-喹唑啉胺盐酸盐
公开(公告)号：KR1020100037545A
公开(公告)日：2010-04-09
申请号：KR1020090089977
申请日：2009-09-23
申请人： 주식회사 종근당홀딩스
发明人： 이홍우 , 강인헌 , 유충렬 , 조인숙 , 송창근 , 김동진 , 기민효
IPC分类号： C07D239/94
摘要： PURPOSE: An N-(3-ethinylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolineamine napsylate salt is provided to ensure excellent physico-chemical property and treat hyperproliferative diseases such as cancer in mammal. CONSTITUTION: An N-(3-ethinylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolineamine napsylate salt is denoted by chemical formula 1. The N-(3-ethinylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolineamine napsylate salt is crystalline. The crystal N-(3-ethinylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolineamine napsylate salt is characterized by X-ray diffraction pattern. A method for preparing the N-(3-ethinylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolineamine napsylate salt comprises: a step of dissolving N-(3-ethinylphenyl)6,7-bis(2-methoxyethoxy)4-quinazolineamine in non-polar or polar solvent; a step of dissolving naphthalene-2-sufonic acid in organic solvent and adding to reaction solution; and a step of stirring, filtering, washing, and drying.
摘要翻译：目的：提供N-（3-乙炔基苯基）-6,7-双（2-甲氧基乙氧基）-4-喹唑啉胺萘磺酸盐，以确保优异的物理化学性质并治疗哺乳动物中的过度增殖性疾病如癌症。组成：N-（3-乙炔基苯基）-6,7-双（2-甲氧基乙氧基）-4-喹唑啉胺萘磺酸盐由化学式1表示。N-（3-乙炔基苯基）-6,7-双（2 - 甲氧基乙氧基）-4-喹唑啉胺萘磺酸盐是结晶的。 N-（3-乙炔基苯基）-6,7-双（2-甲氧基乙氧基）-4-喹唑啉胺萘磺酸盐的结晶表征为X射线衍射图。制备N-（3-乙炔基苯基）-6,7-双（2-甲氧基乙氧基）-4-喹唑啉胺萘磺酸盐的方法包括：将N-（3-乙炔基苯基）6,7-双（2- 甲氧基乙氧基）-4-喹唑啉在非极性或极性溶剂中; 将萘-2-磺酸溶解在有机溶剂中并加入到反应溶液中的步骤; 以及搅拌，过滤，洗涤和干燥的步骤。

6. 发明公开

KR1020090104253A 아토르바스타틴의 제조방법, 이에 사용되는 중간체 화합물및 이들의 제조방법 无效
标题翻译：制备ATORVASTATIN的方法，方法中使用的中间体化合物及其制备方法
公开(公告)号：KR1020090104253A
公开(公告)日：2009-10-06
申请号：KR1020080029591
申请日：2008-03-31
申请人： 주식회사 종근당홀딩스
发明人： 안순길 , 이홍우 , 유충렬 , 김영민 , 송창근 , 강성권 , 유준아 , 소봉관 , 남동혁
IPC分类号： C07D207/14
摘要： PURPOSE: A method for manufacturing an atorvastatin and an intermediate compound used for the same are provided to synthesize the intermediate compound with improved reaction, efficiency, safety, and economic efficiency. CONSTITUTION: A method for manufacturing a compound of the chemical formula 1 or pharmaceutically acceptable salt comprises: a step of reacting a compound of the chemical formula 7 with a compound of the chemical formula 8 to produce a compound of the chemical formula 9, and a step of deprotecting and hydrolyzing the compound of the chemical formula 9.
摘要翻译：目的：提供一种制备阿托伐他汀及其使用的中间体化合物的方法，以合成具有改善的反应，效率，安全性和经济效率的中间体化合物。构成：化学式1化合物或其药学上可接受的盐的制备方法包括：使化学式7的化合物与化学式8的化合物反应以制备化学式9的化合物和使化学式9的化合物脱保护和水解的步骤。

7. 发明授权

KR100850850B1 아토르바스타틴의 제조방법 및 이에 사용되는 중간체 有权
标题翻译：制备ATORVASTATIN及其使用的中间体的方法
公开(公告)号：KR100850850B1
公开(公告)日：2008-08-06
申请号：KR1020080007757
申请日：2008-01-25
申请人： 주식회사 종근당홀딩스
发明人： 안순길 , 이홍우 , 유충렬 , 김영민 , 송창근 , 강성권 , 유준아 , 소봉관 , 남동혁
IPC分类号： C07D207/34 , A61P3/06
CPC分类号： C07D207/34 , C07F5/025
摘要： A method for the preparation of atorvastatin having inhibitory effects on cholesterol through inhibition of HMG-CoA(3-hydroxy-3-methyl-glutaryl coenzyme A) reductase activity is provided to produce a large quantity of atorvastatin under mild reaction condition, and improve purity and yield of atorvastatin and safety of production. A method for the preparation of atorvastatin represented by the formula(1) comprises the steps of: reacting compounds represented by the formula(7) with compounds represented by the formula(8) to prepare compounds represented by the formula(9); and deprotecting and hydrolyzing the compounds represented by the formula(9), wherein A1, A2 and A3 are each independently CH2 or oxygen; R1 and R2 are each independently hydrogen, OH, C1-C8 linear or branched alkyl, or phenyl; R3 is oxygen or sulfur; R4 is Cl, Br, F, I, C1-C8 linear or branched alkyl, phenyl, trityl, OH, C1-C8 alkoxy or phenoxy; R5 is oxygen, C1-C8 linear or branched alkyl, C1-C8 alkoxy, aryl or aryloxy which is optionally substituted by C1-C4 alkyl, C1-C4 alkoxy, nitro or halogen, or C6-C10 heteroaryl containing 1 or 2 hetero atom selected from N, O and S; R6 is hydrogen, methyl, ethyl, tetrahydropyranyl, benzyl, trialkylsilyl or triarylsilyl; Z is oxygen or -CH2COR8; R9 is hydrogen, C1-C8 linear or branched alkyl, C3-C6 cycloalkyl group, phenyl, benzyl or alpha,alpha-dimethylbenzyl; R10 and R11 are each independently hydrogen, C1-C8 linear or branched alkyl, C3-C6 cycloalkyl group, benzyl or phenyl; or A4 is oxygen or sulfur.
摘要翻译：提供通过抑制HMG-CoA（3-羟基-3-甲基 - 戊二酰辅酶A）还原酶活性来制备具有对胆固醇的抑制作用的阿托伐他汀的方法，以在温和的反应条件下产生大量的阿托伐他汀，并提高纯度和阿托伐他汀的产量和生产安全性。制备由式（1）表示的阿托伐他汀的方法包括以下步骤：使由式（7）表示的化合物与由式（8）表示的化合物反应，制备由式（9）表示的化合物。并使由式（9）表示的化合物脱保护和水解，其中A1，A2和A3各自独立地为CH2或氧; R1和R2各自独立地为氢，OH，C1-C8直链或支链烷基或苯基; R3是氧或硫; R4是Cl，Br，F，I，C1-C8直链或支链烷基，苯基，三苯甲基，OH，C1-C8烷氧基或苯氧基; R5是氧，C1-C8直链或支链烷基，任选被C 1 -C 4烷基，C 1 -C 4烷氧基，硝基或卤素取代的C 1 -C 8烷氧基，芳基或芳氧基，或含有1或2个杂原子的C 6 -C 10杂芳基选自N，O和S; R6是氢，甲基，乙基，四氢吡喃基，苄基，三烷基甲硅烷基或三芳基甲硅烷基; Z是氧或-CH 2 COR 8; R9是氢，C1-C8直链或支链烷基，C3-C6环烷基，苯基，苄基或α，α-二甲基苄基; R 10和R 11各自独立地为氢，C 1 -C 8直链或支链烷基，C 3 -C 6环烷基，苄基或苯基; 或A4是氧或硫。

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