公开(公告)号：KR1020090058752A

公开(公告)日：2009-06-10

申请号：KR1020070125491

申请日：2007-12-05

Applicant: 한국화학연구원

Inventor： 전동주 ,  송종환 ,  이계형 ,  김익연

IPC: C07D207/325 ,  A61K31/40 ,  A61P35/00 ,  A61P29/00

Abstract: A 1-[1-(3,4-dialkoxybenzyl)-1H-pyrrole compound is provided to obtain excellent inhibition activity to PDE-4 enzyme and high enzyme selectivity. A 1-[1-(3,4-dialkoxybenzyl)-1H-pyrrole compound is denoted by the chemical formula 1. In the chemical formula 1, R1 and R2 are different or same. The R1 and R2 are individually hydrogen, saturated or unsaturated alkyl(C1-C7) of straight chain and branch chain, saturated or unsaturated alkyl(C1-C7) of straight chain and branch chain containing oxygen, nitrogen or sulfur, cycloalkyl of C3-C7, and cycloalkyl of C3-C7 containing oxygen, nitrogen, or sulfur. R1 and R2 is connected with (C1 - C3) alkylene or (C1 - C3) alkylene containing halogen.

Abstract translation: 提供1- [1-（3,4-二烷氧基苄基）-1H-吡咯化合物以获得对PDE-4酶的优异抑制活性和高酶选择性。 化学式1表示1- [1-（3,4-二烷氧基苄基）-1H-吡咯化合物。在化学式1中，R 1和R 2不同或相同。 R1和R2分别是氢，饱和或不饱和的直链和支链烷基（C1-C7），含有氧，氮或硫的直链和支链的饱和或不饱和烷基（C1-C7），C3- C7和含有氧，氮或硫的C3-C7的环烷基。 R1和R2与（C1-C3）亚烷基或（C1-C3）亚烷基的卤素连接。

公开(公告)号：KR100883963B1

公开(公告)日：2009-02-17

申请号：KR1020070069210

申请日：2007-07-10

Applicant: 한국화학연구원

Inventor： 전동주 ,  노재성 ,  송종환 ,  이계형 ,  김익연 ,  김순기 ,  강남숙 ,  천혜경 ,  조영식 ,  송진숙 ,  민용기 ,  김성환

IPC: C07D231/04 ,  A61K31/415 ,  A61P19/04

Abstract: 본 발명은 하기 화학식 1로 표시되는 신규한 카보니트릴 화합물 또는 그의 약제학적으로 허용 가능한 염, 이의 제조방법 및 이를 유효성분으로 함유하는 류마티스성 관절염, 골관절염, 파제트병, 악성고칼슘혈증, 대사성골질환 및 각종 암의 치료 및 예방을 위한 약제학적 조성물에 관한 것이다.
또한, 본 발명은 하기 화학식 1로 표시되는 신규한 카보니트릴 화합물 또는 이의 약학적으로 허용되는 염을 유효성분으로 함유하는 시스테인 프로테아제의 저해제 조성물 및 카텝신 B, L 및 S의 저해제 조성물에 관한 것이다.
[화학식 1]

[상기 화학식 1에서, n은 1 또는 2이다.]

公开(公告)号：KR100850969B1

公开(公告)日：2008-08-12

申请号：KR1020070002715

申请日：2007-01-10

Applicant: 한국화학연구원

Inventor： 전동주 ,  노재성 ,  송종환 ,  이계형 ,  김익연 ,  박창민 ,  소원영 ,  이지선 ,  김은주 ,  강남숙 ,  천혜경 ,  조영식 ,  송진숙 ,  배명애 ,  김지현 ,  조중명 ,  노성구 ,  현영란 ,  이철순 ,  이재일 ,  유성은

IPC: C07D231/12 ,  C07D401/04 ,  C07D403/10 ,  C07D413/04

Abstract: 본 발명은 하기의 화학식 1로 표시되는 신규한 1-[1-(3,4-디알콕시페닐)-알킬]-1
H -피라졸 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 치료 및 관절염, 아토피피부염, 백혈병과 각종 암 및 알쯔하이머 등의 퇴행성뇌질환의 예방 및 치료용 또는 기억력증진용 약제학적 조성물에 관한 것이다.
[화학식 1]

1-[1-(3,4-디알콕시페닐)-알킬]-1H-피라졸 화합물, PDE-4, 천식, 만성폐쇄성 폐질환, 염증관련 질환, 관절염, 아토피피부염, 백혈병, 암, 중추신경계 질환, 알쯔하이머.

公开(公告)号：KR100838702B1

公开(公告)日：2008-06-16

申请号：KR1020070013408

申请日：2007-02-08

Applicant: 한국화학연구원

Inventor： 전동주 ,  송종환 ,  이계형 ,  김익연 ,  소원영

IPC: C07D401/06

Abstract: A method for preparing a 1-[1-(3,4-dialkoxyaryl)-pyridylmethyl]-1H-pyrazole compound is provided to produce a desired product with high purity economically and industrially compared with a method for separating the desired product using a chiral column. A method for preparing a 1-[1-(3,4-dialkoxyaryl)-pyridylmethyl]-1H-pyrazole compound represented by a formula(1) comprises the steps of: (a) subjecting an aryl aldehyde compound represented by a formula(2) and 2-methyl-2-propanesulfinamide to condensation in the presence of titanium ethoxide(Ti(OEt)4) to prepare a compound represented by a formula(4); (b) reacting the compound of the formula(4) with a compound represented by a formula(5) to prepare a compound represented by a formula(6); (c) removing a sulfinyl group of the compound of the formula(6) under acidic condition to prepare an amine compound represented by a formula(7); (d) reacting the compound of the formula(7) with a compound represented by a formula(8) to prepare a cis-type compound represented by a formula(9); and (e) after N-aminating the cis-type compound of the formula(9) by dropping amino 4-nitrobenzoate represented by a formula(10) therein in the existence of a strong base, cyclizing the N-aminated compound to prepare the compound of the formula(1). In the formulae, A is CH; R1 is linear or branched saturated or unsaturated C1-7 alkyl which may be substituted or unsubstituted by halogen; R2 is C3-7 cycloalkyl or (C3-10)cycloalkyl(C1-7)alkyl; and R3 is phenyl which may be substituted by at least one substituent selected from the group consisting of C1-7 alkyl, C3-7 cycloalkyl, (C3-10)cycloalkyl(C1-7)alkyl, C1-7 alkoxy, (C1-7)alkoxy(C1-7)alkyl, (C1-7)alkylsiloxy(C1-7)alkyl, C1-5 alkoxycarbonyl, benzyloxy, halogen, nitro, cyano, C1-7 alkylsiloxy, carboxyl and formyl.

Abstract translation: 提供了一种制备1- [1-（3,4-二烷氧基芳基） - 吡啶基甲基] -1H-吡唑化合物的方法，与使用手性的分离所需产物的方法相比，在经济和工业上产生具有高纯度的所需产物 柱。 制备由式（1）表示的1- [1-（3,4-二烷氧基芳基） - 吡啶基甲基] -1H-吡唑化合物的方法包括以下步骤：（a）使由式 2）和2-甲基-2-丙磺酰胺在乙醇钛（Ti（OEt）4）存在下缩合以制备由式（4）表示的化合物; （b）使式（4）的化合物与式（5）表示的化合物反应，制备由式（6）表示的化合物; （c）在酸性条件下除去式（6）化合物的亚磺酰基以制备由式（7）表示的胺化合物; （d）使式（7）的化合物与式（8）表示的化合物反应，制备由式（9）表示的顺式化合物; 和（e）通过在存在强碱的情况下滴加由式（10）表示的式（10）表示的氨基-4-硝基苯甲酸将式（9）的顺式式化合物N-胺化后，使N-胺化化合物环化以制备 式（1）的化合物。 在式中，A为CH; R1是可被卤素取代或未取代的直链或支链饱和或不饱和C 1-7烷基; R2是C3-7环烷基或（C3-10）环烷基（C1-7）烷基; 并且R 3是可以被至少一个选自C 1-7烷基，C 3-7环烷基，（C 3-10）环烷基（C 1-7）烷基，C 1-7烷氧基， 7）烷氧基（C 1-7）烷基，（C 1-7）烷基甲硅烷氧基（C 1-7）烷基，C 1-5烷氧基羰基，苄氧基，卤素，硝基，氰基，C 1-7烷基甲硅烷氧基，羧基和甲酰基。

公开(公告)号：KR100837785B1

公开(公告)日：2008-06-13

申请号：KR1020070005148

申请日：2007-01-17

Applicant: 한국화학연구원

Inventor： 이계형 ,  원종화 ,  김익연 ,  노재성 ,  김지영 ,  원혜경 ,  정은주 ,  허민규 ,  김성주 ,  김영림 ,  전동주 ,  송종환 ,  강남숙 ,  유성은

IPC: A61K31/4152 ,  A61P29/00

CPC classification number: A61K31/433 ,  A61K31/4439 ,  A61K31/496 ,  A61K31/5377 ,  Y10S514/825 ,  Y10S514/886

Abstract: A novel 1,2,4-thiadiazolidine-3,5-dione compound is provided to show excellent activity and enzyme selectivity on Lck SH2, thereby being usefully used for treating and preventing inflammation related diseases such as rheumatoid arthritis with high selectivity without side effects. A pharmaceutical composition for treating and preventing a disease induced by inflammation comprises a 1,2,4-thiadiazolidine-3,5-dione compound represented by a formula(1) or a pharmaceutically acceptable salt thereof as an effective ingredient. In the formula(1), A is linear or branched saturated or unsaturated C1-7 alkyl, indenyl, (C1-7)alkoxycarbonyl(C1-7)alkyl, phenyl, benzyl or C2H5(C=O)HR2R3(wherein A may be substituted by halogen, carboxyl, C1-7 alkoxycarbonyl, C1-7 alkoxy, nitro or hydroxy when A is alkyl, phenyl or benzyl); R1 is H, linear or branched saturated or unsaturated C1-7 alkyl, (C1-7)alkoxycarbonyl(C1-7)alkyl, phenyl, phenyl(C1-5)alkyl or phenylcarbonylmethyl; and each R2 and R2 is independently H, linear or branched saturated or unsaturated C1-7 alkyl or phenyl, or R2 and R3 may form a ring together with C1-5 alkylene. A pharmaceutical composition for treating and preventing rheumatoid arthritis comprises the 1,2,4-thiadiazolidine-3,5-dione compound of the formula(1) or a pharmaceutically acceptable salt thereof as an effective ingredient.

Abstract translation: 提供了一种新的1,2,4-噻二唑烷-3,5-二酮化合物，以显示对Lck SH2的极好的活性和酶选择性，从而有效地用于治疗和预防炎症相关疾病如类风湿性关节炎，具有高选择性，无副作用 。 用于治疗和预防炎性疾病的药物组合物包含由式（1）表示的1,2,4-噻二唑烷-3,5-二酮化合物或其药学上可接受的盐作为有效成分。 在式（1）中，A是直链或支链饱和或不饱和的C1-7烷基，茚基，（C1-7）烷氧基羰基（C1-7）烷基，苯基，苄基或C2H5（C = O）HR2R3（其中A可以 苯基或苄基）被卤素，羧基，C 1-7烷氧基羰基，C 1-7烷氧基，硝基或羟基取代。 R1是H，直链或支链饱和或不饱和的C1-7烷基，（C1-7）烷氧基羰基（C1-7）烷基，苯基，苯基（C1-5）烷基或苯基羰基甲基; 并且每个R 2和R 2独立地为H，直链或支链饱和或不饱和的C 1-7烷基或苯基，或者R 2和R 3可与C 1-5亚烷基一起形成环。 用于治疗和预防类风湿性关节炎的药物组合物包含式（1）的1,2,4-噻二唑烷-3,5-二酮化合物或其药学上可接受的盐作为有效成分。

公开(公告)号：KR100424392B1

公开(公告)日：2004-03-24

申请号：KR1020010041239

申请日：2001-07-10

Applicant: 한국화학연구원

Inventor： 안종웅 ,  이호현 ,  노재성 ,  이계형 ,  이정옥 ,  최상운 ,  권중호

IPC: A61K31/165

Abstract: PURPOSE: A pharmaceutical composition containing myxochelin-A which exhibits excellent anticancer activity against human cancer cells, together with excellent antioxidant activity as a main component is provided which can be effectively used as an effective antioxidant and anticancer agent. CONSTITUTION: The pharmaceutical composition contains myxochelin-A of formula 1 obtained by being separated from myxobacteria or being chemically synthesized or semisynthesized. The myxochelin-A is purely separated by the steps of: separating a biomass and absorption resin by culturing Angiococcus disciformis strains as myxobacteria in the presence of absorption resin and centrifuging a culture solution; adding an organic solvent, preferably a mixed solvent of acetone and methanol; extracting and filtering to remove the biomass and absorption resin; preparing an active fraction by concentrating the filtrate under reduced pressure and extracting a crude extract in an organic solvent; and successively performing silica gel liquid chromatography and recycling preparative HPLC.

Abstract translation: 目的：提供一种药物组合物，其含有对人癌细胞具有优异的抗癌活性以及优异的抗氧化活性作为主要组分的粘液溶血素A，其可以有效地用作有效的抗氧化剂和抗癌剂。 组成：药物组合物含有通过从粘细菌分离或化学合成或半合成获得的式1的粘多糖蛋白-A。 通过在吸附树脂存在下离心培养溶液培养作为粘细菌的粘细菌属细菌菌株来分离生物质和吸附树脂，纯粹分离粘液粘连素-A; 加入有机溶剂，优选丙酮和甲醇的混合溶剂; 提取并过滤去除生物质和吸收树脂; 通过在减压下浓缩滤液并在有机溶剂中萃取粗提取物来制备活性部分; 并连续进行硅胶液相色谱和再循环制备型HPLC。

公开(公告)号：KR100418183B1

公开(公告)日：2004-02-11

申请号：KR1020000062778

申请日：2000-10-25

Applicant: 한국화학연구원

Inventor： 노재성 ,  이계형 ,  안종웅 ,  이정옥 ,  최상운

IPC: C07D493/04

CPC classification number: Y02P20/55

Abstract: PURPOSE: Provided is 4-O-(2-(N,N-dialkylamino)- 2-deoxy-4,6-O,O- (alkenylidene or alkynylidene)-beta-D- glucosyl)-4-O- dimethyl-epi-podophyllotoxin compound which is used in the treatment of cancers. Also, its producing method and an anticancer composition containing the same compounds are provided. CONSTITUTION: The 4-O-(2-(N,N-dialkylamino)- 2-deoxy-4,6-O,O- (alkenylidene or alkynylidene)-beta-D- glucosyl)-4-O- demethyl-epi-podophyllotoxin compound is represented by formula (1), in which R1 and R2 are individually hydrogen, C1 to C10 alkyl or C5 to C10 cycloalkyl or forms together C4 to C10 ring compounds having nitrogen atom; and R3 is linear or branched C1 to C8 alkyl, alkoxy, alkoxyalkyl or vinyl having aryl substituents, ethynyl, allyl, C3 to C10 cycloalkyl, C5 to C10 cycloalkenyl or C5 to C10 cycloalkynyl. The compound is produced by reacting a compound of formula (2) with aldehyde(3) or acetal of formula (4) in the presence of acid catalysts to produce a compound of formula (5); removing amino protecting group of formula (5) to produce compound of formula (6); and alkylation reacting the compound of formula (6) in the presence of reductase to produce the compounds of formula (1).

Abstract translation: 用途：提供了4-O-（2-（N，N-二烷基氨基）-2-脱氧-4,6-O，O-（亚链烯基或亚炔基）-β-D-葡糖基）-4-O-二甲基 - 表鬼臼毒素化合物，用于治疗癌症。 此外，还提供了其制备方法和含有相同化合物的抗癌组合物。 组成：4-O-（2-（N，N-二烷基氨基）-2-脱氧-4,6-O，O-（亚链烯基或亚炔基）-β-D-葡糖基）-4-O-去甲基 - - 鬼臼毒素化合物由式（1）表示，其中R1和R2各自为氢，C1-C10烷基或C5-C10环烷基或一起形成具有氮原子的C4-C10环化合物; 并且R 3为直链或支链C 1至C 8烷基，烷氧基，烷氧基烷基或具有芳基取代基的乙烯基，乙炔基，烯丙基，C 3至C 10环烷基，C 5至C 10环烯基或C 5至C 10环炔基。 该化合物通过在酸催化剂存在下使式（2）化合物与醛（3）或式（4）缩醛反应生成式（5）化合物; 除去式（5）的氨基保护基以生成式（6）的化合物; （6）化合物在还原酶存在下进行烷基化反应，生成式（1）化合物。

公开(公告)号：KR100295819B1

公开(公告)日：2001-09-22

申请号：KR1019980040603

申请日：1998-09-29

Applicant: 한국화학연구원

Inventor： 박창식 ,  최은복 ,  연규환 ,  이현규 ,  양희철 ,  이계형 ,  김진철

IPC: C07D215/24

Abstract: 본 발명은 농원예용 살균제로 유용한, 신규한 퀴놀린 설포늄염 유도체에 관한 것으로, 하기 일반식 (I)의 퀴놀린 설포늄염 유도체는 다양한 식물 병원균에 대해 우수한 살균효과를 가지고, 침투효과뿐만 아니라 예방 및 치료효과가 뛰어나다:
(I)
상기 식에서,
R
1 은 C
1 -C
4 알킬기, 아미노-치환된 C
1 -C
4 알킬기, 또는 할로겐-, C
1 -C
3 알킬기-, 나이트로기-, C
1 -C
3 알콕시기- 또는 시아노기-치환된 페닐기이고;
R
2 는 C
1 -C
5 알킬기이고;
R
3 내지 R
6 은 각각 독립적으로 수소, 할로겐, 나이트로기, C
1 -C
5 알킬기, 플루오로-치환된 C
1 -C
5 알킬기 또는 페닐기이다.

公开(公告)号：KR1020000021491A

公开(公告)日：2000-04-25

申请号：KR1019980040603

申请日：1998-09-29

Applicant: 한국화학연구원

Inventor： 박창식 ,  최은복 ,  연규환 ,  이현규 ,  양희철 ,  이계형 ,  김진철

IPC: C07D215/24

Abstract: PURPOSE: Quinoline sulfonium derivatives are provided which show a good disinfectant effect and prevention effect against various germs of plants. CONSTITUTION: Quinoline sulfonium derivatives which are active ingredients of a disinfectant composition have a structure of formula 1, wherein R1 is an alkyl group of C1-C4, an amino-substituted alkyl group of C1-C4, a halogen, an alkyl group of C1-C3, a nitro group, an alkoxy group of C1-C3 or a cyano group-substituted phenyl group; R2 is an alkyl group of C1-C5; R3-R6 are independently a hydrogen, a halogen, a nitro group, an alkyl group of C1-C5, a fluoro-substituted alkyl group of C1-C5 or a phenyl group.

Abstract translation: 目的：提供喹啉锍衍生物，显示出对各种植物细菌的消毒效果和预防效果。 构成：作为消毒剂组合物的活性成分的喹啉锍衍生物具有式1的结构，其中R1是C1-C4的烷基，C1-C4的氨基取代的烷基，卤素，C1的烷基 -C 3，硝基，C 1 -C 3的烷氧基或氰基取代的苯基; R2是C1-C5的烷基; R3-R6独立地是氢，卤素，硝基，C1-C5的烷基，C1-C5的氟取代的烷基或苯基。

公开(公告)号：KR1019920019741A

公开(公告)日：1992-11-19

申请号：KR1019910005390

申请日：1991-04-03

Applicant: 한국화학연구원

Inventor： 박창식 ,  최은복 ,  양희철 ,  연규환 ,  이계형 ,  이현규 ,  김성기 ,  이연수 ,  이광우 ,  김병섭

IPC: C07C325/02

Abstract: 내용 없음