公开(公告)号：KR100838692B1

公开(公告)日：2008-06-16

申请号：KR1020070069765

申请日：2007-07-11

Applicant: 한국화학연구원

Inventor： 전동주 ,  송종환 ,  이계형 ,  김익연

IPC: C07D487/04 ,  A61K31/52 ,  A61P29/00

Abstract: A novel 7-(3',4'-dialkoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine compound is provided to show excellent inhibitory activity and high enzyme selectivity on PDE-4 enzyme, thereby being used in order to prevent and treat inflammation related diseases, arthritis, atopic dermatitis, tumor, and brain diseases. A 7-(3',4'-dialkoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine compound is represented by a formula(1), wherein 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 hetero-ring, phenyl or benzyl, or R1 and R2 may be linked to each other by C1-3 alkylene or C1-3 alkylene including halogen; each R3 and R4 is independently H, formyl, halogen, linear or branched saturated or unsaturated C1-7 alkyl. C1-7 alkoxy, C3-7 cycloalkyl, (C1-7)alkoxy(C1-7)alkyl, C1-7 alkyl ketone, hydroxy(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, C1-7 alkyl carboxyl, carboxy(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, thio- morpholine, piperidine, piperazine, piperazine oxide, piperidine, piperidine oxide, pyrrolidine, cyano, nitro, carboxyl, guanidine, urea, phenoxy, benzyloxy or aryl represented by Ar; and R5 is H, linear or branched saturated or unsaturated C1-7 alkyl, C3-7 cycloalkyl, (C1-7)alkoxy(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkyl, (C3-7)cycloalkyl(C1-7)alkoxy, mono or di(C1-7)alkylamino, carbonyl, cyano, C1-7 alkoxycarbonyl, aminocarbonyl, C1-7 alkylcarbonyl, (C6-10)ar(C1-7)alkylcarbonyl or C6-10 arylcarbonyl. A method for preparing the compound of the formula(1) comprises the steps of: (a) after reacting a 3-amino-5-substituted pyrazole compound represented by a formula(4) with a 3-(dimethylamino)-1-(3,4-dialkoxyphenyl)prophenone compound represented by a formula(5) or a 3-(3,4-dialkoxyphenyl)cinnamic aldehyde compound represented by a formula(6) in the presence of an acetic acid, reducing a reaction producing with NaBH4 to prepare a compound represented by the formula(1); and (b) subjecting the compound of a formula(10) to nucleophilic substitution. A pharmaceutical composition for treating or preventing asthma, chronic obstructive pulmonary disease, arthritis, atopic dermatitis, tumor and degenerative brain diseases comprises the compound of the formula(1) or a pharmaceutically acceptable salt thereof.

Abstract translation: 提供了一种新型的7-（3'，4'-二烷氧基苯基）-4,5,6,7-四氢吡唑并[1,5-a]嘧啶化合物，以显示优异的抑制活性和对PDE-4酶的高酶选择性 用于预防和治疗炎症相关疾病，关节炎，特应性皮炎，肿瘤和脑疾病。 7-（3'，4'-二烷氧基苯基）-4,5,6,7-四氢吡唑并[1,5-a]嘧啶化合物由式（1）表示，其中每个R 1和R 2独立地为H，线性 或支链饱和或不饱和C 1-7烷基，包括O，N或S，C 3-7环烷基的直链或支链饱和或不饱和C 1-7烷基，包括O，N或S的C 3-7环烷基，（C 3-7）环烷基（ C 1-7烷基，含有杂环中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可以通过C 1-3亚烷基或C 1-3 包括卤素的亚烷基; 每个R 3和R 4独立地是H，甲酰基，卤素，直链或支链饱和或不饱和的C 1-7烷基。 C 1-7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，羟基（C 1-7）烷基，（C 3-7）环烷基（C 1-7）烷基， （C 3-7）环烷基（C 1-7）烷氧基，C 1-7烷基羧基，羧基（C 1-10）烷基酯，羧基（C 1-10）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，（C 3-7）环烷基氨基，吗啉，吗啉氧化物，硫代吗啉，哌啶，哌嗪，哌嗪氧化物，哌啶，哌啶氧化物，吡咯烷，氰基，硝基，羧基，胍，脲，苯氧基， 或由Ar表示的芳基; 并且R 5为H，直链或支链饱和或不饱和的C 1-7烷基，C 3-7环烷基，（C 1-7）烷氧基（C 1-7）烷基，（C 3-7）环烷基（C 1-7） 7）环烷基（C 1-7）烷氧基，一或二（C 1-7）烷基氨基，羰基，氰基，C 1-7烷氧基羰基，氨基羰基，C 1-7烷基羰基，（C 6-10）芳（C 1-7）烷基羰基或C 6 -10芳基羰基。 制备式（1）化合物的方法包括以下步骤：（a）使由式（4）表示的3-氨基-5-取代的吡唑化合物与3-（二甲基氨基）-1-（ （5）表示的丙烯酮化合物或由式（6）表示的3-（3,4-二烷氧基苯基）肉桂醛化合物在乙酸存在下还原产生的反应 以制备由式（1）表示的化合物; 和（b）使式（10）的化合物进行亲核取代。 用于治疗或预防哮喘，慢性阻塞性肺病，关节炎，特应性皮炎，肿瘤和退行性脑疾病的药物组合物包含式（1）化合物或其药学上可接受的盐。

公开(公告)号：KR101756934B1

公开(公告)日：2017-07-12

申请号：KR1020140085400

申请日：2014-07-08

Applicant: 연세대학교 산학협력단 ,  한국화학연구원

Inventor： 김익연 ,  김성환

IPC: C07D487/04 ,  C07D471/04 ,  A61K31/4985 ,  A61K31/519

Abstract: 본발명은피롤로[1,2-a]피라진유도체및 이의약학적으로허용가능한염에관한것으로, 본발명에따른피롤로[1,2-a]피라진유도체및 이의약학적으로허용가능한염은파골세포의형성을억제하는데작용하여파골세포의작용에의해발생될수 있는골다공증질환의예방또는치료제로유용하게적용할수 있다.

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：KR1020150028130A

公开(公告)日：2015-03-13

申请号：KR1020130106832

申请日：2013-09-05

Applicant: 연세대학교 산학협력단 ,  한국화학연구원

Inventor： 김성환 ,  김익연

IPC: C07D471/04 ,  A61K31/437 ,  A61P19/00 ,  A61P35/00

Abstract: 본 발명은 인돌리진 유도체, 이의 약학적으로 허용 가능한 염, 이의 제조방법 및 이를 유효성분으로 포함하는 골 질환 또는 암의 예방 또는 치료용 약학적 조성물에 관한 것이다. 본 발명의 인돌리진 유도체는 파골세포의 분화를 억제하여 골다공증과 같은 파골세포 관련 골 질환에 대한 치료 효과를 나타내며, 암세포의 사멸을 유도하여 항암 활성을 나타내므로, 골 질환과 암에 대한 예방 및 치료제로서 유용하게 이용될 수 있다.

Abstract translation: 本发明涉及中氮茚衍生物，其药学上可接受的盐，其制备方法和用于预防或治疗骨疾病或癌症的药物组合物，其包含其作为活性成分。 本发明的中氮茚衍生物抑制破骨细胞的分化，从而显示与破骨细胞有关的骨疾病如骨质疏松症的治疗效果，以及诱导癌细胞死亡的抗癌活性。 因此，该衍生物可以用作预防或治疗骨病或癌症的药物。

公开(公告)号：KR1020080065722A

公开(公告)日：2008-07-15

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: A novel compound is provided to show excellent activity on PDE-4 enzymes and high selectivity on other PDE enzymes, thereby being used as a therapeutic agent of inflammation related diseases, arthritis, atopic dermatitis, leukemia, various cancers and degenerative brain diseases with little side effects. A 1-[1-(3,4-dialkoxyphenyl)-alkyl]-1H-pyrazole compound is represented by a formula(1) and is prepared by reacting a halo-benzyl compound represented by a formula(2) with a pyrazole compound represented by a formula(3). In the formula(1), each R1 and R2 is independently H, linear or branched saturated or unsaturated C1-7 alkyl which may be substituted or unsubstituted by halogen, C3-7 cycloalkyl, (C3-7)cycloalkyl(C1-7)alkyl, aryl or heteroaryl, ar(C1-5)alkyl, or ar(C1-5)alkoxy, or the R1 and R2 may be linked to each other by C1-3 alkylene; each R3, R4 and R5 is independently H, phenyl, pyridinyl, N-oxypyridinyl, linear or branched saturated and unsaturated C1-7 alkyl, C3-7 cycloalkyl, (C3-10)cycloalkyl(C1-7)alkyl, halogen, cyano, nitro, amino, mono- or di(C1-7)alkylamino, mono or di(C1-7)alkylaminocarbonyl, C3-7 cycloalkylamino, 3 to 7-membered saturated or unsaturated hetero-ring including O, N or S, guanidinyl, ureido, benzyl, benzyloxy, formyl, C1-7 alkanoyl, C1-7 alkoxy, (C1-7)alkoxy(C1-7)alkyl, hydroxy(C1-7)alkyl, carboxyl, or (C1-7)alkoxycarbonyl; R6 is linear or branched saturated and unsaturated C1-7 alkyl, C3-7 cycloalkyl, (C3-10)cycloalkyl(C1-7)alkyl, phenyl, phenoxy, benzyl, benzyloxy, C1-7 alkoxy, or (C1-7)alkoxy(C1-7)alkyl. A pharmaceutical composition for treating or preventing diseases related to airway inflammation, arthritis, atopic dermatitis, leukemia, cancer or degenerative brain diseases comprises the 1-[1-(3,4-dialkoxyphenyl)-alkyl]-1H-pyrazole derivative as an effective ingredient.

Abstract translation: 提供了一种新型化合物，以显示对PDE-4酶的优异活性和对其他PDE酶的高选择性，从而被用作炎症相关疾病，关节炎，特应性皮炎，白血病，各种癌症和退行性脑病的治疗剂 效果。 1-（1-（3,4-二烷氧基苯基） - 烷基] -1H-吡唑化合物由式（1）表示，通过式（2）表示的卤代苄基化合物与吡唑化合物 由公式（3）表示。 在式（1）中，每个R 1和R 2独立地为H，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，C 3-7环烷基，（C 3-7）环烷基（C 1-7） 烷基，芳基或杂芳基，芳（C 1-5）烷基或芳（C 1-5）烷氧基，或者R 1和R 2可以被C 1-3亚烷基相互连接; 每个R 3，R 4和R 5独立地为H，苯基，吡啶基，N-氧代吡啶基，直链或支链饱和和不饱和C 1-7烷基，C 3-7环烷基，（C 3-10）环烷基（C 1-7）烷基，卤素，氰基 ，硝基，氨基，单或二（C1-7）烷基氨基，单或二（C1-7）烷基氨基羰基，C3-7环烷基氨基，3至7元饱和或不饱和杂环，包括O，N或S，胍基 （C 1-7）烷基，羟基（C 1-7）烷基，羧基或（C 1-7）烷氧基羰基;（C 1-7）烷氧基， R6是直链或支链饱和和不饱和的C1-7烷基，C3-7环烷基，（C3-10）环烷基（C1-7）烷基，苯基，苯氧基，苄基，苄氧基，C1-7烷氧基或（C1-7） 烷氧基（C 1-7）烷基。 用于治疗或预防与气道炎症，关节炎，特应性皮炎，白血病，癌症或退行性脑疾病相关的疾病的药物组合物包括1- [1-（3,4-二烷氧基苯基） - 烷基] -1H-吡唑衍生物作为有效的 成分。

公开(公告)号：KR1020090005842A

公开(公告)日：2009-01-14

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: A novel carbonitrile compound or its pharmaceutically acceptable salt, a method for preparing the compound, and a pharmaceutical composition containing compound are provided to prevent and treat osteoarthritis and various cancer without side effect. A carbonitrile compound is represented by the formula 1, wherein n is 1 or 2; R1 is H, halogen-substituted or unsubstituted linear or branched saturated or unsaturated C1-C10 alkyl, C3-C7 cycloalkyl, C1-C10 alkoxy, C1-C10 alkylthio, hydroxy-C1-C10 alkyl, C1-C10 alkylcarbonyl, C1-C10 alkylthio-C1-C10 alkyl, C3-C7 cycloalkyl-C1-C10 alkyl, C3-C7 cycloalkyl-C1-C10 alkyl, C1-C10 alkoxy-C1-C10 alkyl, phenyl, ar-C1-C10 alkyl, or ar-C1-C10 alkoxy group; and R2 linear or branched saturated or unsaturated C1-C10 alkyl, C3-C7 cycloalkyl, C3-C7 cycloalkyl-C1-C10 alkyl, phenyl, ar-C1-C10 alkyl, C1-C10 alkoxycarbonyl, or ar-C1-C10 alkoxycarbonyl group.

Abstract translation: 提供新的腈化合物或其药学上可接受的盐，制备该化合物的方法和含有药物组合物的化合物以预防和治疗骨关节炎和各种癌症而没有副作用。 腈化合物由式1表示，其中n为1或2; R1是H，卤素取代或未取代的直链或支链饱和或不饱和C 1 -C 10烷基，C 3 -C 7环烷基，C 1 -C 10烷氧基，C 1 -C 10烷硫基，羟基-C 1 -C 10烷基，C 1 -C 10烷基羰基，C 1 -C 10 烷硫基-C 1 -C 10烷基，C 3 -C 7环烷基-C 1 -C 10烷基，C 3 -C 7环烷基-C 1 -C 10烷基，C 1 -C 10烷氧基-C 1 -C 10烷基，苯基，芳基-C 1 -C 10烷基或芳烷基 -C 10烷氧基 和R 2直链或支链饱和或不饱和的C 1 -C 10烷基，C 3 -C 7环烷基，C 3 -C 7环烷基-C 1 -C 10烷基，苯基，芳基-C 1 -C 10烷基，C 1 -C 10烷氧基羰基或芳基-C 1 -C 10烷氧基羰基 。

公开(公告)号：KR100877394B1

公开(公告)日：2009-01-07

申请号：KR1020070069467

申请日：2007-07-11

Applicant: 한국화학연구원

Inventor： 이계형 ,  전동주 ,  김익연 ,  송종환

IPC: A61K31/415 ,  A61P19/10

CPC classification number: A61K31/415 ,  A61K31/121 ,  A61K31/50

Abstract: A pharmaceutical composition for treating and preventing osteoporosis is provided to improve the selectivity and inhibitory activity to cathepsin K. A pharmaceutical composition for treating and preventing osteoporosis comprises a carbonitrile compound represented by the formula 1, wherein n is 1 or 2; R1 is H, F-substituted or unsubstituted linear or branched saturated or unsaturated C1-C10 alkyl, C3-C7 cycloalkyl, C1-C10 alkoxy, C1-C10 alkylthio, C1-C10 hydroxyalkyl, C1-C10 alkylcarbonyl, C1-C10 alkylthio C1-C10 alkyl, C3-C7 cycloalkyl C1-C10 alkyl, C3-C7 cycloalkyl C1-C10 alkoxy, C1-C10 alkoxy C1-C10 alkyl, phenyl, ar-C1-C10 alkyl, or ar-C1-C10 alkoxy group; and R2 is linear or branched saturated or unsaturated C1-C10 alkyl, C3-C7 cycloalkyl, C3-C7 cycloalkyl C1-C10 alkyl, phenyl, ar-C1-C10 alkyl, C1-C10 alkoxycarbonyl, or ar-C1-C10 alkoxy group.

Abstract translation: 提供了用于治疗和预防骨质疏松症的药物组合物，以提高对组织蛋白酶K的选择性和抑制活性。用于治疗和预防骨质疏松症的药物组合物包括由式1表示的腈化合物，其中n为1或2; R1是H，F-取代或未取代的直链或支链饱和或不饱和的C1-C10烷基，C3-C7环烷基，C1-C10烷氧基，C1-C10烷硫基，C1-C10羟基烷基，C1-C10烷基羰基，C1-C10烷硫基C1 -C 10烷基，C 3 -C 7环烷基C 1 -C 10烷基，C 3 -C 7环烷基C 1 -C 10烷氧基，C 1 -C 10烷氧基C 1 -C 10烷基，苯基，芳基-C 1 -C 10烷基或芳烷基-C 1 -C 10烷氧基; 并且R 2是直链或支链饱和或不饱和的C 1 -C 10烷基，C 3 -C 7环烷基，C 3 -C 7环烷基C 1 -C 10烷基，苯基，芳基-C 1 -C 10烷基，C 1 -C 10烷氧基羰基或芳烷基-C 1 -C 10烷氧基 。

公开(公告)号：KR100833799B1

公开(公告)日：2008-05-30

申请号：KR1020070002725

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: C07D401/06 ,  C07D413/14

Abstract: 1-[1-(3,4-Dialkoxyaryl)-pyridylmethyl]-1H-pyrazole compounds are provided to inhibit activity of PDE-4(phosphodiesterase-4) with high activity and selectivity without side effects, so that the compounds are useful for treating inflammation diseases, neurodegenerative disease and cancers. 1-[1-(3,4-Dialkoxyaryl)-pyridylmethyl]-1H-pyrazole compounds represented by the formula(1) are provided, wherein A is N or CH; R1 is linear or branched, saturated or unsaturated (C1-C7)alkyl or halogen-substituted linear or branched, saturated or unsaturated (C1-C7)alkyl; R2 is hydrogen atom, (C3-C7)cycloalkyl or (C3-C8)cycloalkylmethyl; R3, R4 and R5 are each independently hydrogen atom, phenyl, pyridinyl, N-oxypyridinyl, linear or branched, saturated or unsaturated (C1-C7)alkyl, (C3-C7)cycloalkyl, (C3-C10)cycloalkyl(C1-C7)alkyl, halogen atom, cyano, nitro, amino, mono- or di(C1-C7)alkylamino, mono- or di(C1-C7)alkylaminocarbonyl, (C3-C7)cycloalkylamino, 3- to 7-membered saturated or unsaturated hetero ring containing oxygen, nitrogen or sulfur in hetero ring, guanidinyl, ureido, benzyl, benzyloxy, formyl, (C1-C7)alkanoyl, (C1-C7)alkoxy, (C1-C7)alkoxy(C1-C7)alkyl, hydroxy(C1-C7)alkyl, carboxyl or (C1-C7)alkoxycarbonyl; and R6 is pyridinyl or N-oxypyridinyl group.

Abstract translation: 提供1- [1-（3,4-二烷氧基芳基） - 吡啶基甲基] -1H-吡唑化合物以抑制具有高活性和选择性的PDE-4（磷酸二酯酶-4）的活性而没有副作用，使得该化合物可用于 治疗炎症疾病，神经退行性疾病和癌症。 提供由式（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，其中A是N或CH; R1是直链或支链饱和或不饱和（C1-C7）烷基或卤素取代的直链或支链饱和或不饱和（C1-C7）烷基; R2是氢原子，（C3-C7）环烷基或（C3-C8）环烷基甲基; R 3，R 4和R 5各自独立地为氢原子，苯基，吡啶基，N-氧代吡啶基，直链或支链，饱和或不饱和的（C1-C7）烷基，（C3-C7）环烷基，（C3-C10）环烷基 ）（C 1 -C 7）烷基氨基羰基，（C 3 -C 7）环烷基氨基，3至7元饱和或不饱和的（C 1 -C 7）烷基氨基， 杂环中含氧，氮或硫的杂环，胍基，脲基，苄基，苄氧基，甲酰基，（C1-C7）烷酰基，（C1-C7）烷氧基，（C1-C7）烷氧基（C1-C7） （C 1 -C 7）烷基，羧基或（C 1 -C 7）烷氧基羰基; R6是吡啶基或N-氧代吡啶基。

公开(公告)号：KR100829468B1

公开(公告)日：2008-05-16

申请号：KR1020070005075

申请日：2007-01-17

Applicant: 한국화학연구원

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

IPC: C07D285/08 ,  C07D417/06 ,  A61P3/10 ,  A61P25/28

Abstract: A 1,2,4-thiadiazolidine-3,5-dione compound is provided to be used for synthesizing various 1,2,4-thiadiazolidine-3,5-dione compounds because of substitution of amide at 4-position of a thiadiazolidine-2,5-dione with a thiadiazolidine-3,5-dione as a skeleton. A 1,2,4-thiadiazolidine-3,5-dione compound is represented by a formula(1) and is prepared by hydrolyzing an ester compound represented by a formula(2) to prepare an acetic acid compound represented by a formula(3) and then reacting the compound of the formula(3) with an amine compound represented by a formula(4), wherein R1 is linear or branched saturated or unsaturated C1-7 alkyl, C1-7 alkoxycarbonyl C1-7 alkyl, phenyl, C1-7 alkyl substituted phenyl, benzyl or allyl; R1 and R2 are independent from each other and H, linear or branched saturated or unsaturated C1-7 alkyl, phenyl, halogen substituted phenyl, or R2 and R3 may form a ring, or the ring formed by an alkylene further includes 1-2 heteroatom(s) and may be further substituted by halogen, C1-7 alkyl, hydroxyl or C1-7 alkoxycarbonyl.

Abstract translation: 提供了一种1,2,4-噻二唑烷-3,5-二酮化合物，用于合成各种1,2,4-噻二唑烷-3,5-二酮化合物，因为噻二唑烷-3,4-二酮化合物在4-位取代酰胺， 噻唑烷-3,5-二酮作为骨架。 1,2,4-噻二唑烷-3,5-二酮化合物由式（1）表示，通过水解式（2）表示的酯化合物来制备由式（3）表示的乙酸化合物 ），然后使式（3）的化合物与由式（4）表示的胺化合物反应，其中R 1是直链或支链饱和或不饱和的C 1-7烷基，C 1-7烷氧基羰基C 1-7烷基，苯基，C 1 -7烷基取代的苯基，苄基或烯丙基; R 1和R 2彼此独立，H，直链或支链饱和或不饱和的C 1-7烷基，苯基，卤素取代的苯基或R 2和R 3可以形成环，或由亚烷基形成的环还包括1-2个杂原子 可以进一步被卤素，C 1-7烷基，羟基或C 1-7烷氧基羰基取代。

公开(公告)号：KR1020160006050A

公开(公告)日：2016-01-18

申请号：KR1020140085400

申请日：2014-07-08

Applicant: 연세대학교 산학협력단 ,  한국화학연구원

Inventor： 김익연 ,  김성환

IPC: C07D487/04 ,  C07D471/04 ,  A61K31/4985 ,  A61K31/519

CPC classification number: C07D487/04 ,  A61K31/4985 ,  A61K31/519 ,  C07D471/04

Abstract: 본발명은피롤로[1,2-a]피라진유도체및 이의약학적으로허용가능한염에관한것으로, 본발명에따른피롤로[1,2-a]피라진유도체및 이의약학적으로허용가능한염은파골세포의형성을억제하는데작용하여파골세포의작용에의해발생될수 있는골다공증질환의예방또는치료제로유용하게적용할수 있다.

Abstract translation: 本发明涉及热解[1,2-a]吡嗪衍生物及其药学上可接受的盐。 热解[1,2-a]吡嗪衍生物及其药学上可接受的盐可用作预防或治疗由破骨细胞引起的骨质疏松症用于控制破骨细胞形成的药物。