首页分子通化学资讯化学百科反应查询关于我们

请输入关键词

历史搜索

热门化合物HOT

喹啉
水杨醛
二溴甲烷
谷胱甘肽
L-乳酸
苯巴比妥
辣椒碱
非那明
百草枯
联苯烯

2-甲基-2-丙基{(1R)-2-[5-溴-3-(2,6-二氟苄基)-4-甲基-2,6-二氧代-3,6-二氢-1(2H)-嘧啶基]-1-苯基乙基}氨基甲酸酯 | 352303-69-6

分子结构分类

有机化合物 - 有机杂环化合物 - 二嗪类

中文名称

2-甲基-2-丙基{(1R)-2-[5-溴-3-(2,6-二氟苄基)-4-甲基-2,6-二氧代-3,6-二氢-1(2H)-嘧啶基]-1-苯基乙基}氨基甲酸酯

中文别名

——

英文名称

(R)-N-3-[2-(2-Boc-amino)phenethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil

英文别名

3-[(2R)-(tert-butoxycarconylamino)-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-6-methyluracil；{(R)-2-[5-bromo-3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester；tert-butyl N-[(1R)-2-[5-bromo-3-[(2,6-difluorophenyl)methyl]-4-methyl-2,6-dioxopyrimidin-1-yl]-1-phenylethyl]carbamate

2-甲基-2-丙基{(1R)-2-[5-溴-3-(2,6-二氟苄基)-4-甲基-2,6-二氧代-3,6-二氢-1(2H)-嘧啶基]-1-苯基乙基}氨基甲酸酯化学式

CAS

352303-69-6

化学式

C₂₅H₂₆BrF₂N₃O₄

mdl

——

分子量

550.4

InChiKey

ZIIJMTVOPPMHDE-FQEVSTJZSA-N

BEILSTEIN

——

EINECS

——

物化性质

密度：

1.426±0.06 g/cm3(Predicted)

计算性质

辛醇/水分配系数(LogP)：

4.6
重原子数：

35
可旋转键数：

8
环数：

3.0
sp3杂化的碳原子比例：

0.32
拓扑面积：

79
氢给体数：

1
氢受体数：

6

SDS

SDS：5134aba9fc44dc00eb448cbafa1dd58b

查看

上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
5-溴-1-(2,6-二氟苄基)-6-甲基-2,4(1H,3H)-嘧啶二酮	5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil	352303-66-3	C₁₂H₉BrF₂N₂O₂	331.116
1-(2,6-二氟苄基)-6-甲基-2,4(1H,3H)-嘧啶二酮	N-1-(2,6-difluorobenzyl)-6-methyluracil	352303-65-2	C₁₂H₁₀F₂N₂O₂	252.22

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	{(R)-2-[3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-5-piperazin-1-yl-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester	1308375-94-1	C₂₉H₃₅F₂N₅O₄	555.625
——	{(R)-2-[5-(4-benzyl-piperazin-1-yl)-3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester	1308380-20-2	C₃₆H₄₁F₂N₅O₄	645.749
——	{(R)-2-[3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-5-(4-phenethyl-piperazin-1-yl)-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester	1308380-89-3	C₃₇H₄₃F₂N₅O₄	659.776
——	{(R)-2-[5-(2-Bromo-acetyl)-3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester	352304-08-6	C₂₇H₂₈BrF₂N₃O₅	592.437
——	{(R)-2-[3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-5-(3-oxo-piperazin-1-yl)-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester	1308380-47-3	C₂₉H₃₃F₂N₅O₅	569.608
——	tert-butyl N-[(1R)-2-[3-[(2,6-difluorophenyl)methyl]-5-(1-ethoxyethenyl)-4-methyl-2,6-dioxopyrimidin-1-yl]-1-phenylethyl]carbamate	352304-04-2	C₂₉H₃₃F₂N₃O₅	541.595
——	6-Methyl-5-(2-fluorophenyl)-3-[2(R)-tert-butoxycarbonylamino-2-phenylethyl]-1-(2,6-difluorobenzyl)uracil	352303-90-3	C₃₁H₃₀F₃N₃O₄	565.592
——	((R)-2-{3-(2,6-difluoro-benzyl)-4-methyl-5-[4-(3-nitro-benzyl)-3-oxo-piperazin-1-yl]-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl}-1-phenyl-ethyl)-carbamic acid tert-butyl ester	1308380-48-4	C₃₆H₃₈F₂N₆O₇	704.731
——	3-[2(R)-(tert-butoxycarbonylamino)-2-phenylethyl]-5-(2-fluoro-3-methoxyphenyl)-1-[2,6-difluorobenzyl]-6-methylpyrimidine-2,4(1H,3H)-dione	830346-53-7	C₃₂H₃₂F₃N₃O₅	595.618
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(4-fluoro-benzyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308376-21-7	C₃₁H₃₂F₃N₅O₂	563.623
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(4-methyl-benzyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308376-19-3	C₃₂H₃₅F₂N₅O₂	559.659
——	3-((R)-2-amino-2-phenyl-ethyl)-5-(4-benzyl-piperazin-1-yl)-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308375-11-2	C₃₁H₃₃F₂N₅O₂	545.632
——	3-((R)-2-amino-2-phenyl-ethyl)-5-[4-(4-chloro-benzyl)-piperazin-1-yl]-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308375-05-4	C₃₁H₃₂ClF₂N₅O₂	580.077
——	3-((R)-2-amino-2-phenyl-ethyl)-5-[4-(3-chloro-benzyl)-piperazin-1-yl]-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308376-14-8	C₃₁H₃₂ClF₂N₅O₂	580.077
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(3-methyl-benzyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308376-26-2	C₃₂H₃₅F₂N₅O₂	559.659
——	(R)-4-((4-(3-(2-amino-2-phenylethyl)-1-(2,6-difluorobenzyl)-6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)piperazin-1-yl)methyl)benzonitrile	1308376-10-4	C₃₂H₃₂F₂N₆O₂	570.642
——	(R)-3-(2-amino-2-phenylethyl)-1-(2,6-difluorobenzyl)-6-methyl-5-(piperazin-1-yl)pyrimidine-2,4(1H,3H)-dione	1308380-08-6	C₂₄H₂₇F₂N₅O₂	455.507
——	(R)-3-((4-(3-(2-amino-2-phenylethyl)-1-(2,6-difluorobenzyl)-6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)piperazin-1-yl)methyl)benzonitrile	1308376-09-1	C₃₂H₃₂F₂N₆O₂	570.642
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(3-fluoro-benzyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308375-09-8	C₃₁H₃₂F₃N₅O₂	563.623
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(4-trifluoromethyl-benzyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308375-13-4	C₃₂H₃₂F₅N₅O₂	613.63
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(4-pyridin-4-ylmethyl-piperazin-1-yl)-1H-pyrimidine-2,4-dione	1308376-04-6	C₃₀H₃₂F₂N₆O₂	546.62
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(2-fluoro-benzyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308375-07-6	C₃₁H₃₂F₃N₅O₂	563.623
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(4-phenyl-piperazin-1-yl)-1H-pyrimidine-2,4-dione	1308375-00-9	C₃₀H₃₁F₂N₅O₂	531.605
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(4-hydroxy-benzyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308376-27-3	C₃₁H₃₃F₂N₅O₃	561.632
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(4-methyl-piperidin-1-yl)-1H-pyrimidine-2,4-dione	1308375-22-5	C₂₆H₃₀F₂N₄O₂	468.547
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(4-methoxy-benzyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308376-12-6	C₃₂H₃₅F₂N₅O₃	575.658
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(2-methyl-benzyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308376-18-2	C₃₂H₃₅F₂N₅O₂	559.659
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(3-methoxy-benzyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308376-11-5	C₃₂H₃₅F₂N₅O₃	575.658
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-piperidin-1-yl-1H-pyrimidine-2,4-dione	1308375-27-0	C₂₅H₂₈F₂N₄O₂	454.52
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(4-pyridin-3-ylmethyl-piperazin-1-yl)-1H-pyrimidine-2,4-dione	1308376-03-5	C₃₀H₃₂F₂N₆O₂	546.62
——	3-((R)-2-amino-2-phenyl-ethyl)-5-(4-benzoyl-piperazin-1-yl)-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308375-15-6	C₃₁H₃₁F₂N₅O₃	559.616
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(3-methyl-piperidin-1-yl)-1H-pyrimidine-2,4-dione	1308375-24-7	C₂₆H₃₀F₂N₄O₂	468.547
——	3-((R)-2-amino-2-phenyl-ethyl)-5-[4-(2-chloro-benzyl)-piperazin-1-yl]-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308376-13-7	C₃₁H₃₂ClF₂N₅O₂	580.077
——	2-{4-[3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-piperazin-1-ylmethyl}-benzonitrile	1308376-08-0	C₃₂H₃₂F₂N₆O₂	570.642
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(2,3-difluoro-benzyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308376-23-9	C₃₁H₃₁F₄N₅O₂	581.613
——	3-((R)-2-amino-2-phenyl-ethyl)-5-(4-benzyl-piperidin-1-yl)-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308375-41-8	C₃₂H₃₄F₂N₄O₂	544.644
——	3-((R)-2-amino-2-phenyl-ethyl)-5-(3-benzyl-pyrrolidin-1-yl)-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308375-70-3	C₃₁H₃₂F₂N₄O₂	530.617
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(3-phenyl-propyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308379-96-5	C₃₃H₃₇F₂N₅O₂	573.686
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(4-phenethyl-piperazin-1-yl)-1H-pyrimidine-2,4-dione	1308379-85-2	C₃₂H₃₅F₂N₅O₂	559.659
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(4-nitro-benzyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308376-17-1	C₃₁H₃₂F₂N₆O₄	590.63
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(4-pyridin-2-ylmethyl-piperazin-1-yl)-1H-pyrimidine-2,4-dione	1308376-02-4	C₃₀H₃₂F₂N₆O₂	546.62
——	(R)-3-(2-amino-2-phenylethyl)-1-(2,6-difluorobenzyl)-6-methyl-5-(4-(3-(trifluoromethoxy)benzyl)piperazin-1-yl)pyrimidine-2,4-(1H,3H)-dione	1308375-97-4	C₃₂H₃₂F₅N₅O₃	629.63
——	4-[3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl]-piperazine-1-carboxylic acid benzyl ester	1308375-53-2	C₃₂H₃₃F₂N₅O₄	589.642
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(3-trifluoromethyl-benzyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308376-43-3	C₃₂H₃₂F₅N₅O₂	613.63
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(3-phenyl-piperazin-1-yl)-1H-pyrimidine-2,4-dione	1308375-43-0	C₃₀H₃₁F₂N₅O₂	531.605
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(2-methyl-piperidin-1-yl)-1H-pyrimidine-2,4-dione	1308375-32-7	C₂₆H₃₀F₂N₄O₂	468.547
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(4-pyridin-2-yl-piperazin-1-yl)-1H-pyrimidine-2,4-dione	1308374-98-2	C₂₉H₃₀F₂N₆O₂	532.593
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(2-methoxy-benzyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308376-29-5	C₃₂H₃₅F₂N₅O₃	575.658
——	3-((R)-2-amino-2-phenyl-ethyl)-5-(3-benzyl-piperidin-1-yl)-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308375-81-6	C₃₂H₃₄F₂N₄O₂	544.644
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(2-trifluoromethyl-benzyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308376-20-6	C₃₂H₃₂F₅N₅O₂	613.63
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[3-(2-hydroxy-ethyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308375-21-4	C₂₆H₃₁F₂N₅O₃	499.561
——	3-((R)-2-amino-2-phenylethyl)-5-((S)-3-benzylpiperazin-1-yl)-1-(2,6-difluorobenzyl)-6-methylpyrimidine-2,4(1H,3H)-dione	1308375-51-0	C₃₁H₃₃F₂N₅O₂	545.632
——	3-((R)-2-amino-2-phenyl-ethyl)-5-(R)-(3-benzyl-piperazin-1-yl)-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308375-47-4	C₃₁H₃₃F₂N₅O₂	545.632
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(2-fluoro-3-trifluoromethyl-benzyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308376-46-6	C₃₂H₃₁F₆N₅O₂	631.621
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(2-nitro-benzyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308376-15-9	C₃₁H₃₂F₂N₆O₄	590.63
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(2-trifluoromethoxy-benzyl)-piperazin-1-yl]-1H-pyrimidine-2,4-dione	1308376-44-4	C₃₂H₃₂F₅N₅O₃	629.63
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(3-phenyl-pyrrolidin-1-yl)-1H-pyrimidine-2,4-dione	1308375-68-9	C₃₀H₃₀F₂N₄O₂	516.591
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-[4-(3-nitro-benzyl)-3-oxopiperazin-1-yl]-1H-pyrimidine-2,4-dione	1308378-78-0	C₃₁H₃₀F₂N₆O₅	604.613
——	3-((R)-2-amino-2-phenyl-ethyl)-5-(4-cyclohexylmethyl-piperazin-1-yl)-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308375-26-9	C₃₁H₃₉F₂N₅O₂	551.68
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-6-methyl-5-(3-phenyl-piperidin-1-yl)-1H-pyrimidine-2,4-dione	1308375-75-8	C₃₁H₃₂F₂N₄O₂	530.617
——	(R)-3-(2-amino-2-phenylethyl)-1-(2,6-difluorobenzyl)-6-methyl-5-(4-(phenylsulfonyl)piperazin-1-yl)pyrimidine-2,4(1H,3H)-dione	1308375-99-6	C₃₀H₃₁F₂N₅O₄S	595.67
——	3-((R)-2-amino-2-phenyl-ethyl)-5-{4-[2-(2-chloro-phenyl)-2-oxo-ethyl]-piperazin-1-yl}-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione	1308376-01-3	C₃₂H₃₂ClF₂N₅O₃	608.088
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-(3,4-dihydro-1H-isoquinolin-2-yl)-6-methyl-1H-pyrimidine-2,4-dione	1308375-18-9	C₂₉H₂₈F₂N₄O₂	502.564
——	[3H]-NBI-42902	352290-60-9	C₂₇H₂₄F₃N₃O₃	495.501
——	3-((R)-2-amino-2-phenyl-ethyl)-1-(2,6-difluoro-benzyl)-5-[4-(2,3-dihydrobenzo[1,4]dioxin-2-ylmethyl)-piperazin-1-yl]-6-methyl-1H-pyrimidine-2,4-dione	1308379-99-8	C₃₃H₃₅F₂N₅O₄	603.669

反应信息

作为反应物：

描述：

2-甲基-2-丙基{(1R)-2-[5-溴-3-(2,6-二氟苄基)-4-甲基-2,6-二氧代-3,6-二氢-1(2H)-嘧啶基]-1-苯基乙基}氨基甲酸酯在 barium dihydroxide 、四(三苯基膦)钯、三氟乙酸作用下，以乙二醇二甲醚、乙醇、二氯甲烷、苯为溶剂，反应 15.0h，生成 [3H]-NBI-42902

参考文献：

名称：

3-[（2R）-氨基-2-苯基乙基] -1-（2,6-二氟苄基）-5-（2-氟-3-甲氧基苯基）-6-甲基嘧啶-2,4-二酮（NBI 42902）一种有效的人促性腺激素释放激素受体拮抗剂。设计，合成以及体外和体内表征。

摘要：

在1、3和5位的一系列取代尿嘧啶的进一步结构-活性关系研究导致发现了人类促性腺激素释放激素受体的几种有效拮抗剂。已显示在3-位带有衍生自苯甘醇的侧链的尿嘧啶在猴子中具有口服生物利用度。3-[（2R）-氨基-2-苯基乙基] -1-（2,6-二氟苄基）-5-（2-氟-3-甲氧基苯基）-6-甲基嘧啶-2,4-二酮（R-13b， NBI 42902）显示了对人GnRH受体的亚纳摩尔结合亲和力（K（i）= 0.56 nM），是一种有效的功能拮抗剂（在Ca（2+）通量测定中，IC（50）= 3.0 nM）。它也以高亲和力（K（i）= 3.9 nM）与猴子GnRH受体结合。此外，R-13b在食蟹猕猴口服后具有良好的血浆暴露，其C（max）为737 ng / mL，AUC为2392 ng / mL。h以10 mg / kg的剂量服用。此外，对cast割的雄性食蟹猴口服R-13b会导致血清黄体生成激素水平显

DOI：

10.1021/jm049218c
作为产物：

描述：

(2,6-二氟-苄基)-脲在吡啶、溴、溶剂黄146 、三苯基膦、偶氮二甲酸二乙酯作用下，以四氢呋喃为溶剂，反应 38.0h，生成 2-甲基-2-丙基{(1R)-2-[5-溴-3-(2,6-二氟苄基)-4-甲基-2,6-二氧代-3,6-二氢-1(2H)-嘧啶基]-1-苯基乙基}氨基甲酸酯

参考文献：

名称：

尿嘧啶衍生的人GnRH受体拮抗剂的合成与构效关系：（R）-3- [2-（2-氨基）苯乙基] -1-（2,6-二氟苄基）-6-甲基尿嘧啶，含有取代的噻吩或噻唑在C-5。

摘要：

描述了一系列在C-5处含有取代的噻吩或噻唑的（R）-3- [2-（2-氨基）苯乙基] -1-（2，6-二氟苄基）-6-甲基尿嘧啶的合成。尿嘧啶C-5周围的SAR导致发现最佳受体结合需要2-噻吩基或（2-苯基）噻唑-4-基。该系列中最好的化合物对人GnRH受体的结合亲和力为2 nM（K（i））。还描述了一种新颖且方便的N-1-（2,6-二氟苄基）-6-甲基尿嘧啶的制备方法。

DOI：

10.1016/j.bmcl.2004.07.022

点击查看最新优质反应信息

文献信息

Gonadotropin Releasing Hormone Receptor Antagonist, Preparation Method Thereof And Pharmaceutical Composition Comprising The Same

申请人：Kim Seon Mi

公开号：US20130137661A1

公开（公告）日：2013-05-30

Disclosed are compounds useful as gonadotrophin-releasing hormone (“GnRH”) receptor antagonist.

披露了作为促性腺激素释放激素（“GnRH”）受体拮抗剂有用的化合物。
Discovery of an Orally Bioavailable Gonadotropin-Releasing Hormone Receptor Antagonist

作者：Seon-Mi Kim、Minhee Lee、So Young Lee、Euisun Park、Soo-Min Lee、Eun Jeong Kim、Min Young Han、Taekyung Yoo、Jihyae Ann、Suyoung Yoon、Jiyoun Lee、Jeewoo Lee

DOI：10.1021/acs.jmedchem.6b01071

日期：2016.10.13

We developed a compound library for orally available gonadotropin-releasing hormone (GnRH) receptor antagonists that were based on a uracil scaffold. On the basis of in vitro activity and CYP inhibition profile, we selected 18a (SKI2496) for further in vivo studies. Compound 18a exhibited more selective antagonistic activity toward the human GnRH receptors over the GnRHRs in monkeys and rats, and this

我们开发了基于尿嘧啶支架的口服促性腺激素释放激素（GnRH）受体拮抗剂的化合物库。根据体外活性和CYP抑制谱，我们选择18a（SKI2496）进行进一步的体内研究。与猴子和大鼠中的GnRHR相比，化合物18a对人GnRH受体具有更高的选择性拮抗活性，并且该化合物还对GnRH介导的信号传导途径具有抑制作用。与临床上最先进的化合物Elagolix相比，对18a的药代动力学和药效学评估显示出更高的生物利用度和优异的促性腺激素抑制活性。考虑到18a表现出对h GnRHRs的强效和选择性拮抗活性以及良好的药代动力学特征，我们认为18a可能代表口服激素治疗的有希望的候选者。
Gonadotropin-releasing hormone receptor antagonists and methods relating thereto

申请人：Zhu Yun-Fei

公开号：US20070208049A1

公开（公告）日：2007-09-06

GnRH receptor antagonists are disclosed that have utility in the treatment of a variety of sex-hormone related conditions in both men and women. The compounds of this invention have the structure: wherein A, Q, R 1 , R 2 , R 3a , R 3b , R 4 , R 5 , R 6 and n are as defined herein, including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof. Also disclosed are compositions containing a compound of this invention in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for antagonizing gonadotropin-releasing hormone in a subject in need thereof.

本发明揭示了GnRH受体拮抗剂，其在治疗男女性激素相关疾病方面具有用途。本发明的化合物具有以下结构：其中A、Q、R1、R2、R3a、R3b、R4、R5、R6和n的定义如本文所述，包括立体异构体、前药和其药学上可接受的盐。本发明还揭示了含有本发明化合物与药学上可接受的载体组合的组合物，以及与其相关的方法，用于在需要时对抗促性腺激素释放激素。
Gonadotropin releasing hormone receptor antagonist, preparation method thereof and pharmaceutical composition comprising the same

申请人：Kim Seon Mi

公开号：US09034850B2

公开（公告）日：2015-05-19

Disclosed are compounds useful as gonadotrophin-releasing hormone (“GnRH”) receptor antagonist.

本发明涉及化合物，其可用作促性腺激素释放激素（“GnRH”）受体拮抗剂。
GONADOTROPIN RELEASING HORMONE RECEPTOR ANTAGONISTS, MANUFACTURING METHOD THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME

申请人：Sk Chemicals Co., Ltd.

公开号：EP2390250B1

公开（公告）日：2015-08-12