公开(公告)号：KR1020120000528A

公开(公告)日：2012-01-02

申请号：KR1020110061373

申请日：2011-06-23

Applicant: 한국화학연구원

Inventor： 이선경 ,  송종환 ,  임동철 ,  조우영 ,  박철민

IPC: C07D405/06 ,  C07D317/72 ,  A61K31/443 ,  A61P9/10

CPC classification number: A61K31/443 ,  C07D213/30 ,  C07D401/06 ,  C07D405/06 ,  C07D413/06 ,  C07D417/06

Abstract: PURPOSE: A novel [6+5]fused bicycle derivative and a pharmaceutical composition containing the same are provided to be used as a therapeutic agent for treating platelet aggregation, arteriosclerosis, vascular restenosis, blood clotting, and hypertension. CONSTITUTION: A novel [6+5]fused bicycle derivative is denoted by chemical formula 1. A method for preparing the composition of chemical formula 1 comprises a step of reacting compounds of chemical formulas 2 and 3 or reacting compounds of chemical formulas 4 and 5. A PAR-1 antagonist composition contains the compound of chemical formula 1, pharmaceutically acceptable salt thereof, or pharmaceutically acceptable carrier.

Abstract translation: 目的：提供一种新型[6 + 5]融合自行车衍生物和含有它的药物组合物，用作治疗血小板聚集，动脉硬化，血管再狭窄，凝血和高血压的治疗剂。 组成：化学式1表示新的[6 + 5]稠合自行车衍生物。化学式1的组合物的制备方法包括使化学式2和3的化合物或化学式4和5的化合物反应的步骤 PAR-1拮抗剂组合物含有化学式1的化合物，其药学上可接受的盐或药学上可接受的载体。

公开(公告)号：KR100844125B1

公开(公告)日：2008-07-04

申请号：KR1020070028620

申请日：2007-03-23

Applicant: 한국화학연구원

Inventor： 전동주 ,  노재성 ,  송종환 ,  이계형 ,  김익연 ,  박창민 ,  천혜경 ,  조영식 ,  송진숙 ,  배명애 ,  유성은

IPC: C07D487/04 ,  A61K31/519

CPC classification number: C07D487/04

Abstract: A 7-(3',4'-dialkoxyphenyl)-[1,2,4]-triazolo[1,5-a]pyrimidine compound is provided to show excellent activity on PDE-4 enzymes and high selectivity on other PDE enzymes and improve vomiting related side effects, which is one most serious problem of the PDE-4 inhibitors, thereby being used as a therapeutic agent of asthma and chronic obstructive pulmonary diseases, arthritis, atopic dermatitis, leukemia, cancer and brain diseases. A 7-(3',4'-dialkoxyphenyl)-[1,2,4]-triazolo[1,5-a]pyrimidine compound is represented by a formula(1) and is prepared by reacting 3-amino-triazole compound represented by a formula(4) with 3-(dimethylamino)-1-(3,4-dialkoxyphenyl)prophenone compound represented by a formula(5) or 3-(3,4-dialkoxyphenyl)3-oxopropionealdehyde compound represented by a formula(6) in the presence of acetic acid. In the formulae, each R1 and R2 is independently H, linear or branched saturated or unsaturated C1-7 alkyl, linear or branched saturated or unsaturated C1-7 alkyl including O, N or S, C3-7 cycloalkyl, C3-7 cycloalkyl including O, N or S, (C3-7)cycloalkyl(C1-7)alkyl, 3 to 7-membered saturated or unsaturated heterocycloalkyl including O, N, or S in a heterocycle, phenyl or benzyl, or R1 and R2 may be linked to each other by C1-3 alkylene or C1-3 alkylene including halogen; R3 is aryl selected from groups(1) to (4). A pharmaceutical composition for treating or preventing diseases related to bronchial inflammation such as asthma and chronic obstructive pulmonary disease, arthritis, atopic dermatitis, leukemia, cancer and brain diseases such as Alzheimer's disease, depression and memory decrease comprises the 7-(3',4'-dialkoxyphenyl)-[1,2,4]-triazolo[1,5-a]pyrimidine compound or a pharmaceutically acceptable carrier as an effective ingredient.

Abstract translation: 提供7-（3'，4'-二烷氧基苯基） - [1,2,4] - 三唑并[1,5-a]嘧啶化合物以显示对PDE-4酶的优异活性和对其它PDE酶的高选择性， 改善呕吐相关的副作用，这是PDE-4抑制剂的一个最严重的问题，从而被用作哮喘和慢性阻塞性肺疾病，关节炎，特应性皮炎，白血病，癌症和脑疾病的治疗剂。 7-（3'，4'-二烷氧基苯基） - [1,2,4] - 三唑并[1,5-a]嘧啶化合物由式（1）表示，并通过3-氨基 - 三唑化合物 由式（4）与由式（5）表示的3-（二甲基氨基）-1-（3,4-二烷氧基苯基）丙烯酮化合物或由式（5）表示的3-（3,4-二烷氧基苯基）3-氧代丙醛化合物 （6）在乙酸存在下。 在该式中，每个R 1和R 2独立地为H，直链或支链饱和或不饱和的C 1-7烷基，包括O，N或S，C 3-7环烷基，C 3-7环烷基的直链或支链饱和或不饱和C 1-7烷基，包括 O，N或S，（C 3-7）环烷基（C 1-7）烷基，在杂环中包括O，N或S的3至7元饱和或不饱和杂环烷基，苯基或苄基，或R 1和R 2可以相连 通过C1-3亚烷基或包括卤素的C1-3亚烷基; R3是选自（1）〜（4）的芳基。 用于治疗或预防与哮喘和慢性阻塞性肺病，关节炎，特应性皮炎，白血病，癌症和脑疾病如阿尔茨海默病，抑郁和记忆减退等支气管炎有关的疾病的药物组合物包括7-（3'，4 '二烷氧基苯基） - [1,2,4] - 三唑并[1,5-a]嘧啶化合物或药学上可接受的载体作为有效成分。

公开(公告)号：KR100820246B1

公开(公告)日：2008-04-07

申请号：KR1020060098670

申请日：2006-10-10

Applicant: 한국화학연구원

Inventor： 노재성 ,  전동주 ,  송종환 ,  정준원 ,  박창민 ,  소원영 ,  강남숙 ,  서지희 ,  김낙정 ,  박순찬 ,  천혜경 ,  조영식 ,  배명애 ,  김기영 ,  송진숙 ,  현영란 ,  김용은 ,  노성구 ,  이태규 ,  조중명 ,  유성은

IPC: C07D231/12 ,  C07D401/04

Abstract: A novel pyrazole compound is provided to show excellent inhibitory activity on PDE-4 enzyme, thereby being used in order to prevent and treat asthma, chronic obstructive pulmonary disease, arthritis, atopic dermatitis, tumor and degenerative brain diseases. A 1-(3,4-dialkoxybenzyl)-1H-pyrazole compound is represented by the formula(1), wherein each R1 and R2 is independently H, linear or branched C1-7 alkyl, linear or branched C1-7 C1-7 alkyl including halogen, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, phenyl, benzyl or allyl, or R1 and R2 may be linked to each other with C1-3 alkylene or C1-3 alkylene including halogen; R3 is H, formyl, halogen, linear or branched C1-10 alkyl, C1-10 alkoxy, C3-7 cycloalkyl, (C1-7)alkoxy(C1-7)alkyl, C1-7 alkyl ketone, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, (C1-10)alkylcarboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl; (C3-7)cycloalkylamino, morpholine, morpholine oxide, piperidine, piperazine, piperazine oxide, cyano, nitro, carboxylic acid guanidine, urea, phenoxy, benzyloxy, or an Aryl represented by the group(I); each R4 and R5 is independently H, halogen, formyl, linear or branched C1-10 alkyl, C1-10 alkoxy, (C1-10)alkoxy(C1-10)alkyl, C1-7 alkylketone, hydroxy(C1-10)alkyl, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, carboxylic acid, carboxyl(C1-10)alkylester, carboxyl(C1-10)alkylamide, amino, mono or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl, phenyl, phenoxy, benzyl, benzyloxy, 3- to 7-membered heterocycloalkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkyl including O, N or S in a hetero-cycle, 3- to 7-membered heterocycloalkyl(C1-7)alkoxy including O, N or S in a hetero-cycle, cyano, nitro, (C3-7)cycloalkylamino, guanidine, or urea. A method for preparing the compound of the formula(1) comprises a step of reacting a halobenzyl compound represented by the formula(3) with a pyrazole compound represented by the formula(4), each R1, R2, R3, R4, and R5 are same as defined above, and X is halogen. A pharmaceutical composition for preventing and treating inflammation related diseases such as asthma and chronic obstructive pulmonary diseases comprises the compound of the formula(1) as an effective ingredient.

Abstract translation: 提供了一种新的吡唑化合物，以显示对PDE-4酶的优异抑制活性，从而用于预防和治疗哮喘，慢性阻塞性肺病，关节炎，特应性皮炎，肿瘤和退行性脑疾病。 1-（3,4-二烷氧基苄基）-1H-吡唑化合物由式（1）表示，其中每个R 1和R 2独立地为H，直链或支链C 1-7烷基，直链或支链C 1-7 C1-7 烷基，包括卤素，C 3-7环烷基，（C 3-7）环烷基（C 1-7）烷基，在杂环中包括O，N或S的3-至7-元杂环烷基，3-至7-元杂环烷基 -7）烷基，包括异环周期中的O，N或S，苯基，苄基或烯丙基，或者R 1和R 2可以与C 1-3亚烷基或包括卤素的C 1-3亚烷基彼此连接; R 3为H，甲酰基，卤素，直链或支链C 1-10烷基，C 1-10烷氧基，C 3-7环烷基，（C 1-7）烷氧基（C 1-7）烷基，C 1-7烷基酮，（C 3-7） 环烷基（C1-7）烷基，（C3-7）环烷基（C1-7）烷氧基，（C1-10）烷基羧酸，羧基（C1-10）烷基酯，羧基（C1-10）烷基酰胺，氨基，单或二 （C 1-7）烷基氨基，单或二（C 1-7）烷基氨基羰基; （C3-7）环烷基氨基，吗啉，吗啉氧化物，哌啶，哌嗪，哌嗪氧化物，氰基，硝基，羧酸胍，脲，苯氧基，苄氧基或由基团（I）表示的芳基。 每个R 4和R 5独立地为H，卤素，甲酰基，直链或支链C 1-10烷基，C 1-10烷氧基，（C 1-10）烷氧基（C 1-10）烷基，C 1-7烷基酮，羟基（C 1-10）烷基 ，C3-7环烷基，（C3-7）环烷基（C1-7）烷基，（C3-7）环烷基（C1-7）烷氧基，羧酸，羧基（C1-10）烷基酯，羧基（C1-10）烷基酰胺 ，氨基，单或二（C1-7）烷基氨基，单或二（C1-7）烷基氨基羰基，苯基，苯氧基，苄基，苄氧基，包含异质周期中的O，N或S的3-至7-元杂环烷基， 包含杂环中的O，N或S的3-至7-元杂环烷基（C 1-7）烷基，异异环中包括O，N或S的3-至7-元杂环烷基（C 1-7）烷氧基， 氰基，硝基，（C 3-7）环烷基氨基，胍或脲。 制备式（1）化合物的方法包括使由式（3）表示的卤苄基化合物与式（4）表示的吡唑化合物反应，每个R 1，R 2，R 3，R 4和R 5 与上述相同，X为卤素。 用于预防和治疗炎症相关疾病如哮喘和慢性阻塞性肺疾病的药物组合物包含式（1）化合物作为有效成分。

公开(公告)号：KR100617992B1

公开(公告)日：2006-08-31

申请号：KR1020040101458

申请日：2004-12-03

Applicant: 한국화학연구원

Inventor： 노재성 ,  전동주 ,  송종환 ,  이계형 ,  정준원 ,  박창민 ,  정순민 ,  장규환 ,  강남숙 ,  홍석주 ,  천혜경 ,  남지연 ,  장범수 ,  곽현정 ,  송진숙 ,  허준영 ,  양승돈 ,  전영호 ,  노성구 ,  이태규 ,  현영란 ,  유성은 ,  조중명 ,  허용석 ,  윤정민

IPC: C07D487/04

Abstract: 본 발명은 화학식 1로 표시되는 신규한 2-아릴-7-(3′,4′-디알콕시페닐)-피라졸로[1,5-а]피리미딘 화합물 또는 그의 약제학적으로 허용 가능한 염, 이의 제조 방법 및 이를 유효성분으로 함유하는 것을 특징으로 하는 천식 및 만성폐쇄성 폐질환(Chronic Obstructive Pulmonary Disease)을 포함한 염증관련 질환의 치료를 위한 약제학적 조성물에 관한 것이다.
[화학식1]

公开(公告)号：KR100392073B1

公开(公告)日：2003-07-22

申请号：KR1020000052918

申请日：2000-09-07

Applicant: 한국화학연구원

Inventor： 유응걸 ,  김형래 ,  전동주 ,  송종환 ,  김경만 ,  이정노 ,  김형철 ,  홍경식

IPC: A01N43/80

Abstract: PURPOSE: Provided are 5-benzyloxymethyl-1,2-isoxazoline derivatives having an excellent herbicidal activity, its manufacturing method and herbicides containing the derivative as an active ingredient. CONSTITUTION: 5-benzyloxymethyl-1,2-isoxazoline derivative is represented by the formula(I), in which each X1, X2 and X3 represents hydrogen, methyl group, ethyl group, halogen group, methoxy group or nitro group (provided that it is an exception that X1, X2 and X3 are decimals all together); and Y1, Y2 and Y3 are respectively hydrogen or fluorine.

Abstract translation: 目的：提供具有优异除草活性的5-苄氧基甲基-1,2-异恶唑啉衍生物，其制备方法和含有该衍生物作为活性成分的除草剂。 构成：5-苄氧甲基-1,2-异恶唑啉衍生物由式（Ⅰ）表示，其中X1，X2和X3代表氢，甲基，乙基，卤素基，甲氧基或硝基（条件是它 是X1，X2和X3都是小数的例外）; Y1，Y2和Y3分别为氢或氟。

公开(公告)号：KR1020010028478A

公开(公告)日：2001-04-06

申请号：KR1019990040742

申请日：1999-09-21

Applicant: 한국화학연구원

Inventor： 유응걸 ,  김형래 ,  송종환 ,  전동주 ,  김경만 ,  이정노 ,  홍경식

IPC: A01N43/00

CPC classification number: A01N43/80 ,  C07D413/10

Abstract: PURPOSE: Provided is N-(5-isoxazoline methyloxyphenyl)-3,4,5,6-tetrahydrophthalimide derivative which shows a great herbicidal effect only on weed without damaging crops like rice and is useful as a plant growth control agent. CONSTITUTION: A method for manufacturing N-(5-isoxazolinemethyloxyphenyl)-3,4,5,6-tetrahydrophthalimide derivative is characterized by the step of reacting a compound of the formula (2) with nitrileoxide or precursor in the presence of solvents like dichloromethane, tetrahydrofuran, benzene, ethyl ether, and C1-C4 alcohol. In the formula (1), R is an alkyl group of C1-C3, phenyl group, substituted phenyl group, cyano group, carboxylic acid group, or carboxylic acid ester group. The substituted phenyl group is a phenyl group having the same or different 1-3 substituents among an alkyl group of C1-C3, haloalkyl group of C1-C3, methylsulfonyl group, alkoxy group of C1-C3, halogen atom, cyano group, nitro group, carboxylic acid group, and carboxylic acid ester group.

Abstract translation: 目的：提供N-（5-异恶唑啉甲氧基苯基）-3,4,5,6-四氢邻苯二甲酰亚胺衍生物，其仅在杂草上显示出很好的除草效果，而不损害作物如水稻，并且可用作植物生长调节剂。 构成：制备N-（5-异恶唑啉甲氧基苯基）-3,4,5,6-四氢邻苯二甲酰亚胺衍生物的方法的特征在于使式（2）的化合物与硝酸氧化物或前体在溶剂如二氯甲烷 ，四氢呋喃，苯，乙醚和C 1 -C 4醇。 式（1）中，R为C1-C3，苯基，取代苯基，氰基，羧酸基或羧酸酯基的烷基。 取代的苯基是C1-C3的烷基，C1-C3的卤代烷基，甲基磺酰基，C1-C3的烷氧基，卤素原子，氰基，硝基中的1-3个取代基相同或不同的苯基 基团，羧酸基和羧酸酯基。

公开(公告)号：KR1020000013379A

公开(公告)日：2000-03-06

申请号：KR1019980032207

申请日：1998-08-07

Applicant: 한국화학연구원

Inventor： 유응걸 ,  김형래 ,  박현주 ,  이병희 ,  신승일 ,  송종환 ,  전동주

IPC: C07D261/20

Abstract: PURPOSE: A hexahydro-1,2-benzisoxazol derivative is excellent in weeding activity and innoxious to paddy rice. CONSTITUTION: A hexahydro-1,2-benzisoxazol derivative represented by the following formula, wherein Xn is a hydrogen, a C1-C3 alkyl group, a C2-C4 alkenyl group, a C2-C4 alkynyl group, a C1-C3 alkoxyl group, a C1-C3 haloalkyl group, a C1-C3 thioalkyl group, a C1-C3 alkylsulfenyl group, a C1-C3 alkylsulfonyl group, a halogen group, a nitro group, a nitrile group, or a composite substituent thereof; Yn is a hydrogen, a C1-C6 alkyl group, a halogen group, a nitro group, a nitrile group, or a composite substituent thereof; Yn is a hydrogen, a C1-C3 alkyl group, a halogen group, a nitro group, a nitrile group, or a composite substituent thereof; and R is a hydrogen or a methyl group.

Abstract translation: 目的：六氢-1,2-苯并异恶唑衍生物具有优良的除草活性和无害水稻。 构成：由下式表示的六氢-1,2-苯并异恶唑衍生物，其中Xn为氢，C1-C3烷基，C2-C4烯基，C2-C4炔基，C1-C3烷氧基 C1-C3卤代烷基，C1-C3硫代烷基，C1-C3烷基亚磺酰基，C1-C3烷基磺酰基，卤素基，硝基，腈基或其复合取代基; Yn为氢，C1-C6烷基，卤素基，硝基，腈基或其复合取代基; Yn为氢，C1-C3烷基，卤素基，硝基，腈基或其复合取代基; R为氢或甲基。

公开(公告)号：KR1019960034181A

公开(公告)日：1996-10-22

申请号：KR1019950007218

申请日：1995-03-31

Applicant: 한국화학연구원

Inventor： 유응걸 ,  이수영 ,  송종환 ,  김형래 ,  김재녕 ,  정근회

IPC: C07D239/28 ,  C07D213/89 ,  C07D239/30 ,  C07D239/42 ,  C07D241/52

Abstract: 본 발명은 방향족 헤테로고리 아민 N-옥사이드의 제조방법에 관한 것으로서, 더욱 상세하게는 다음 구조식(Ⅲ)로 표시되는 방향족 헤테로고리 아민을 불화수소(HF) 수용액 촉매, 디메틸포름아미드와 메탄을 혼합용매 하에서 m-클로로과벤조산 산화제로 반응시켜, 짧은시간에 높은 수율로 다음 구조식(Ⅰ)로 표시되는 방향족 헤테로고리 아민 N-옥사이드를 제조하는 신규 제조방법에 관한 것이다.

상기 식에서, X 및 Y는 각각 같거나 다른 것으로서 CH 또는 N이며, R은 클로로, 카르복실산, 아미노, 옥소, C
1 ~C
4 의 알킬 또는 리보스(ribose)이며, n은 치환기 R의 갯수로서 1 내지 3의정수이다.

公开(公告)号：KR100091446B1

公开(公告)日：1995-11-08

申请号：KR1019920009493

申请日：1992-06-01

Applicant: 한국화학연구원

Inventor： 유응걸 ,  김형래 ,  김경만 ,  송종환 ,  정근희 ,  황인택

IPC: A01N43/10

公开(公告)号：KR100087165B1

公开(公告)日：1995-07-21

申请号：KR1019920014193

申请日：1992-08-07

Applicant: 한국화학연구원

Inventor： 유응걸 ,  김경만 ,  김형래 ,  송종환 ,  김재녕 ,  김진석

IPC: C07D307/79