4-(4-bromophenyl)-1-(3-(trifluoromethyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclo-penta[d]pyrimidine-2,5-dione | 1621272-82-9

分子结构分类

有机化合物 - 苯类化合物 - 苯和取代衍生物

中文名称

——

中文别名

——

英文名称

4-(4-bromophenyl)-1-(3-(trifluoromethyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclo-penta[d]pyrimidine-2,5-dione

英文别名

4-(4-bromophenyl)-1-(3-(trifluoromethyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-2,5-dione；4-(4-Bromophenyl)-1-(3-(trifluoromethyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-2,5-dione；4-(4-bromophenyl)-1-[3-(trifluoromethyl)phenyl]-3,4,6,7-tetrahydrocyclopenta[d]pyrimidine-2,5-dione

4-(4-bromophenyl)-1-(3-(trifluoromethyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclo-penta[d]pyrimidine-2,5-dione化学式

CAS

1621272-82-9

化学式

C₂₀H₁₄BrF₃N₂O₂

mdl

——

分子量

451.243

InChiKey

GMFOZCKQTWYZAK-UHFFFAOYSA-N

BEILSTEIN

——

EINECS

——

物化性质

沸点：

600.5±55.0 °C(predicted)
密度：

1.65±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

辛醇/水分配系数(LogP)：

3.9
重原子数：

28
可旋转键数：

2
环数：

4.0
sp3杂化的碳原子比例：

0.2
拓扑面积：

49.4
氢给体数：

1
氢受体数：

5

上下游信息

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	(R)-4-(4-bromophenyl)-1-(3-(trifluoromethyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclo-penta[d]pyrimidine-2,5-dione	1621272-83-0	C₂₀H₁₄BrF₃N₂O₂	451.243
——	(S)-4-(4-bromophenyl)-1-(3-(trifluoromethyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclo-penta[d] pyrimidine-2,5-dione	1621272-85-2	C₂₀H₁₄BrF₃N₂O₂	451.243
——	(R)-4-(2,5-Dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-4-yl)benzonitrile	1621269-90-6	C₂₁H₁₄F₃N₃O₂	397.356
——	(S)-4-(2,5-Dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-4-yl)benzonitrile	1621269-91-7	C₂₁H₁₄F₃N₃O₂	397.356
——	4-(2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]-pyrimidin-4-yl)benzonitrile	1621269-89-3	C₂₁H₁₄F₃N₃O₂	397.356
——	4-(3-methyl-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-4-yl)benzonitrile	1621269-92-8	C₂₂H₁₆F₃N₃O₂	411.383
——	4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxamide	1621271-52-0	C₂₂H₁₅F₃N₄O₃	440.381
——	4-(3-(cyanomethyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-4-yl)benzonitrile	1621271-03-1	C₂₃H₁₅F₃N₄O₂	436.393
——	4-(4-cyanophenyl)-N,N-dimethyl-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxamide	1621270-45-8	C₂₄H₁₉F₃N₄O₃	468.435
——	4-(4-cyanophenyl)-N-(2-hydroxy-2-methylpropyl)-2,5-dioxo-1-(3-(trifluoromethyl)-phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxamide	1621271-53-1	C₂₆H₂₃F₃N₄O₄	512.488
——	(R)-4-(4-cyanophenyl)-N-(2-hydroxy-2-methylpropyl)-2,5-dioxo-1-(3-(trifluoro-methyl)phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxamide	1621271-54-2	C₂₆H₂₃F₃N₄O₄	512.488
——	(S)-4-(4-cyanophenyl)-N-(2-hydroxy-2-methylpropyl)-2,5-dioxo-1-(3-(trifluoro-methyl)phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxamide	1621271-55-3	C₂₆H₂₃F₃N₄O₄	512.488
——	2-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)acetic acid	1621269-95-1	C₂₃H₁₆F₃N₃O₄	455.393
——	2-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)acetamide	1621269-96-2	C₂₃H₁₇F₃N₄O₃	454.408
——	methyl 2-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)acetate	1621269-94-0	C₂₄H₁₈F₃N₃O₄	469.42
——	4-(4cCyanophenyl)-2,5-dioxo-N-(1,1-dioxo-1λ⁶-thietan-3-yl)-1-(3-(trifluoromethyl)-phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxamide	1621271-87-1	C₂₅H₁₉F₃N₄O₅S	544.511
——	(R)-4-(4-cyanophenyl)-2,5-dioxo-N-(1,1-dioxo-hexahydro-1λ6-thiopyran-4-yl)-1-(3-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d] pyrimidine-3(2H)-carboxamide	1621272-04-5	C₂₇H₂₃F₃N₄O₅S	572.565
——	2-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)propanoic acid	1621273-33-3	C₂₄H₁₈F₃N₃O₄	469.42
——	4-(2,5-dioxo-3-(2-oxo-2-thiomorpholinoethyl)-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-4-yl)benzonitrile	1621269-97-3	C₂₇H₂₃F₃N₄O₃S	540.566
——	methyl 2-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)propanoate	1621273-32-2	C₂₅H₂₀F₃N₃O₄	483.447
——	2-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-yl)-N-(2-hydroxyethyl)propanamide	1621270-92-5	C₂₆H₂₃F₃N₄O₄	512.488
——	methyl 4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxylate	1621270-61-8	C₂₃H₁₆F₃N₃O₄	455.393
——	ethyl 4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxylate	1621271-32-6	C₂₄H₁₈F₃N₃O₄	469.42
——	(4-nitrophenyl) (4R)-4-(4-cyanophenyl)-2,5-dioxo-1-[3-(trifluoromethyl)phenyl]-6,7-dihydro-4H-cyclopenta[d]pyrimidine-3-carboxylate	1621273-35-5	C₂₈H₁₇F₃N₄O₆	562.461
——	4-nitrophenyl 4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxylate	1621272-86-3	C₂₈H₁₇F₃N₄O₆	562.461
——	4-(3-(methylsulfonyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-4-yl)benzonitrile	1621270-62-9	C₂₂H₁₆F₃N₃O₄S	475.448
——	(R)-4-(3-(methylsulfonyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-4-yl)benzonitrile	1621270-63-0	C₂₂H₁₆F₃N₃O₄S	475.448
——	(S)-4-(3-(methylsulfonyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-4-yl)benzonitrile	1621270-64-1	C₂₂H₁₆F₃N₃O₄S	475.448
——	methyl 4-(4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-3(2H,4H,5H)-ylsulfonyl)butanoate	1621271-41-7	C₂₆H₂₂F₃N₃O₆S	561.538

反应信息

作为反应物：

描述：

4-(4-bromophenyl)-1-(3-(trifluoromethyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclo-penta[d]pyrimidine-2,5-dione 在 4-二甲氨基吡啶、四(三苯基膦)钯、 N,N-二异丙基乙胺作用下，以二氯甲烷、 N,N-二甲基甲酰胺为溶剂，反应 2.0h，生成 ethyl 4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidine-3(2H)-carboxylate

参考文献：

名称：

[EN] SUBSTITUTED BICYCLIC DIHYDROPYRIMIDINONES AND THEIR USE AS INHIBITORS OF NEUTROPHIL ELASTASE ACTIVITY
[FR] DIHYDROPYRIMIDINONES BICYCLIQUES SUBSTITUÉES ET LEUR UTILISATION À TITRE D'INHIBITEURS DE L'ACTIVITÉ ÉLASTASE NEUTROPHILE

摘要：

这项发明涉及公式（I）的取代双环二氢嘧啶酮及其用作中性粒细胞弹性蛋白酶活性抑制剂的用途，包含它们的药物组合物，以及将其用作治疗和/或预防肺部、胃肠道和泌尿系统疾病、皮肤和眼睛的炎症性疾病以及其他自身免疫和过敏性疾病、移植排斥反应和肿瘤性疾病的药剂的方法。

公开号：

WO2014122160A1
作为产物：

描述：

3-(3-(trifluoromethyl)phenylamino)cyclopent-2-enone 、 1-bromo-4-(chloro(isocyanato)methyl)benzene 以二氯甲烷为溶剂，反应 1.5h，以7.5 g的产率得到4-(4-bromophenyl)-1-(3-(trifluoromethyl)phenyl)-3,4,6,7-tetrahydro-1H-cyclo-penta[d]pyrimidine-2,5-dione

参考文献：

名称：

[EN] SUBSTITUTED BICYCLIC DIHYDROPYRIMIDINONES AND THEIR USE AS INHIBITORS OF NEUTROPHIL ELASTASE ACTIVITY
[FR] DIHYDROPYRIMIDINONES BICYCLIQUES SUBSTITUÉES ET LEUR UTILISATION À TITRE D'INHIBITEURS DE L'ACTIVITÉ ÉLASTASE NEUTROPHILE

摘要：

这项发明涉及公式（I）的取代双环二氢嘧啶酮及其用作中性粒细胞弹性蛋白酶活性抑制剂的用途，包含它们的药物组合物，以及将其用作治疗和/或预防肺部、胃肠道和泌尿系统疾病、皮肤和眼睛的炎症性疾病以及其他自身免疫和过敏性疾病、移植排斥反应和肿瘤性疾病的药剂的方法。

公开号：

WO2014122160A1

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文献信息

[EN] SUBSTITUTED BICYCLIC DIHYDROPYRIMIDINONES AND THEIR USE AS INHIBITORS OF NEUTROPHIL ELASTASE ACTIVITY<br/>[FR] DIHYDROPYRIMIDINONES BICYCLIQUES SUBSTITUÉES ET LEUR UTILISATION À TITRE D'INHIBITEURS DE L'ACTIVITÉ ÉLASTASE NEUTROPHILE

申请人：BOEHRINGER INGELHEIM INT

公开号：WO2014122160A1

公开（公告）日：2014-08-14

This invention relates to substituted bicyclic dihydropyrimidinones of formula (I) and their use as inhibitors of neutrophil elastase activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of pulmonary, gastrointestinal and genitourinary diseases, inflammatory diseases of the skin and the eye and other autoimmune and allergic disorders, allograft rejection, and oncological diseases.

这项发明涉及公式（I）的取代双环二氢嘧啶酮及其用作中性粒细胞弹性蛋白酶活性抑制剂的用途，包含它们的药物组合物，以及将其用作治疗和/或预防肺部、胃肠道和泌尿系统疾病、皮肤和眼睛的炎症性疾病以及其他自身免疫和过敏性疾病、移植排斥反应和肿瘤性疾病的药剂的方法。
Substituted bicyclic dihydropyrimidinones and their use as inhibitors of neutrophil elastase activity

申请人：Boehringer Ingelheim International GmbH

公开号：US09290459B1

公开（公告）日：2016-03-22

This invention relates to substituted bicyclic dihydropyrimidinones of formula 1 and their use as inhibitors of neutrophil elastase activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of pulmonary, gastrointestinal and genitourinary diseases, inflammatory diseases of the skin and the eye and other autoimmune and allergic disorders, allograft rejection, and oncological diseases.

本发明涉及公式1的取代双环脱氢嘧啶酮及其作为中性粒细胞弹性蛋白酶活性抑制剂的用途，含有此类化合物的药物组合物，以及将其作为治疗和/或预防肺部、胃肠道和泌尿系统疾病、皮肤和眼睛的炎症性疾病、其他自身免疫和过敏性疾病、移植排斥和肿瘤性疾病的药剂使用的方法。
US9290459B1

申请人：——

公开号：US9290459B1

公开（公告）日：2016-03-22
US9670166B2

申请人：——

公开号：US9670166B2

公开（公告）日：2017-06-06
SUBSTITUTED BICYCLIC DIHYDROPYRIMIDINONES AND THEIR USE AS INHIBITORS OF NEUTROPHIL ELASTASE ACTIVITY

申请人：GNAMM Christian

公开号：US20140221335A1

公开（公告）日：2014-08-07

This invention relates to substituted bicyclic dihydropyrimidinones of formula 1 and their use as inhibitors of neutrophil elastase activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of pulmonary, gastrointestinal and genitourinary diseases, inflammatory diseases of the skin and the eye and other autoimmune and allergic disorders, allograft rejection, and oncological diseases.

该发明涉及式1的取代双环二氢嘧啶酮及其用作中性粒细胞弹性蛋白酶活性抑制剂的药物组合物，以及使用它们作为治疗和/或预防肺部、胃肠道和泌尿系统疾病、皮肤和眼部炎症性疾病、以及其他自身免疫和过敏性疾病、移植物排斥反应和肿瘤性疾病的药剂的方法。