CAS: 856925-71-8; (S)-3A-Hydroxy-6-Methyl-1-Phenyl-1,2,3,3A-Tetrahydro-4H-Pyrrolo[2,3-B]Quinolin-4-One

该化合物是一个复杂的有机化合物,其独特的两周期结构包括了火花和quinoline moices.该化合物具有四氢结构,表明存在饱和环系统,包括一个氢氧基组,有助于其在极溶剂中的潜在反应性和溶解性.甲基和苯基分体增强了其结构多样性,并可能影响其生物活动.这些化合物由于其潜在的药理特性,包括反炎或抗癌活动,往往对药化学感兴趣.立体化学学(3aS)指出,它建议了原子的具体空间安排,这些安排可显著影响化合物与生物目标的相互作用.总体而言,该化合物体现了分子结构和生物功能之间的复杂关系,因此它成为各种化学和制药应用领域进一步研究和开发的主体.

英文名称(S)-3A-Hydroxy-6-Methyl-1-Phenyl-1,2,3,3A-Tetrahydro-4H-Pyrrolo[2,3-B]Quinolin-4-One
中文名称MYOSINII抑制剂((-)-BLEBBISTATIN)
IUPAC名称(S)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one
其它别名(-)-Blebbistatin
CAS编号856925-71-8
MFCD编号:MFCD08460907
EINECS号:689-630-0
FDA UNII编号:8WII7624I5
分子式:C18H16N2O2分子量:292.34
产品CID: 1854902
同类组份化合物CAS856925-71-8 (S-isomer)1177356-70-5 (R-isomer)674289-55-5 (racemic)
产品分类生物化工 → 抑制剂 → 跨膜转运体(Transmembrane Transporters)

相似结构搜索
InChIKey: LZAXPYOBKSJSEX-GOSISDBHSA-N
InChI=1S/C18H16N2O2/c1-12-7-8-15-14(11-12)16(21)18(22)9-10-20(17(18)19-15)13-5-3-2-4-6-13/h2-8,11,22H,9-10H2,1H3/t18-/m1/s1
计算化学: 氢键受体数3.0氢键供体数1.0可旋转键数1.0

物理性质

熔点210-212 °C
沸点486.7±55.0 °C at 760 mmHg
闪点248.1±31.5 °C
密度1.3±0.1 g/cm3
pKa:11.15±0.20(预测)
PSA:52.9
LogP:0.93
折射率1.681
蒸汽压0.0±1.3 mmHg at 25°C
溶解性DMSO: Soluble5mg/mL
外观形态淡黄色至黄色黄色固体
储存条件-20°C
产品应用该化合物是一粒子素II抑制剂.BLEBISTATIN稳定了骨骼肌肉中超松缩状态.BREBBISTATIN通过干扰细胞内聚氨酯的贩运,在人体肝细胞细胞癌细胞中产生抗突变性.BLEBBIPISTATINGIN对接触蓝光的人类癌症细胞具有光毒性.BELBISTAIN抑制了乳猪皮肤状长颈肌(2+)引起的和"敏感"的接触,将皮肤透气肌肉从蛋白猪中分离出来.BLOBBISTATINGIN是一头肌二型抑制剂,抑制了皮肤白鼠卵的收缩,并扰乱了乳鼠卵皮结丝组织.

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别急性毒性类别4(吸入)
急性毒性类别4(经皮)
急性毒性类别4(经口)
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
皮肤致敏类别1
警示词Warning(警告)
危险描述H332 |吸入有害.
H312 |皮肤接触有害.
H302 |吞咽有害.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H317 |可能引起皮肤过敏反应.
H336 |可能引起嗜睡或头晕.
防范说明P261-P280-P305+P351+P338
UN编号NONH for all modes of transport
危险品标志Xn
安全声明26-36/37
危险类别码20/21/22-36/37/38
WGK Germany3

欧盟法规

C&L通报

上下游产品

6-methyl-1-phenyl-1,2,3,9-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one 1-(4-bromophenyl)-3a-hydroxy-6-methyl-1,2,3,3a-tetrahydropyrrolo[2,3-b]quinolin-4-one 1-(4-bromophenyl)-6-methyl-1,2,3,9-tetrahydropyrrolo[2,3-b]quinolin-4-one 1-phenylpyrrolidin-2-one para-chloroblebbistatin

合成工艺路线路线简述

856925-73-0 = 856925-71-8
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; -78 °C; 1.5 H,0 °C; 0 °C -> -78 °C1.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-15 °C1.3 Reagents: Ammonium Chloride Solvents: Water
标题:Improved Synthesis And Comparative Analysis Of The Tool Properties Of New And Existing D-Ring Modified (S)-Blebbistatin Analogs
作者:Verhasselt,Sigrid; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2017 卷标:136 页码:85-103]

= 856925-71-8
反应条件:1.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,25 °C
标题:Absolute Stereochemical Assignment And Fluorescence Tuning Of The Small Molecule Tool,(-)-Blebbistatin
作者:Lucas-Lopez,Cristina; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2005 卷标:(9) 页码:1736-1740]

856925-72-9 = 856925-71-8
反应条件:1.1 Reagents: Lithium Diisopropylamide,4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,Tetrahydro-9,9-Dimethyl-,3... Solvents: Tetrahydrofuran; 0 °C
标题:Absolute Stereochemical Assignment And Fluorescence Tuning Of The Small Molecule Tool,(-)-Blebbistatin
作者:Lucas-Lopez,Cristina; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2005 卷标:(9) 页码:1736-1740]

856925-72-9 = 856925-71-8
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C1.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-15 °C
标题:Improved Synthesis And Comparative Analysis Of The Tool Properties Of New And Existing D-Ring Modified (S)-Blebbistatin Analogs
作者:Verhasselt,Sigrid; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2017 卷标:136 页码:85-103]

856925-72-9 = 856925-71-8
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C1.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-15 °C1.3 Reagents: Ammonium Chloride Solvents: Water
标题:Discovery Of (S)-3'-Hydroxyblebbistatin And (S)-3'-Aminoblebbistatin: Polar Myosin Ii Inhibitors With Superior Research Tool Properties
作者:Verhasselt,Sigrid; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2017 卷标:15(9) 页码:2104-2118]

18595-16-9 + 4641-57-0 = 856925-71-8
反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 24 H,Rt1.2 Solvents: Dichloromethane; 24 H,Rt -> 35 °C; 35 °C -> 0 °C1.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 102.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; Rt -> -78 °C; 1 H,0 °C2.2 Reagents: Ammonium Chloride Solvents: Water3.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C3.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-15 °C3.3 Reagents: Ammonium Chloride Solvents: Water
标题:Discovery Of (S)-3'-Hydroxyblebbistatin And (S)-3'-Aminoblebbistatin: Polar Myosin Ii Inhibitors With Superior Research Tool Properties
作者:Verhasselt,Sigrid; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2017 卷标:15(9) 页码:2104-2118]

18595-16-9 + 4641-57-0 = 856925-71-8
反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 24 H,Rt1.2 Solvents: Dichloromethane; 24 H,35 °C2.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 1 H,0 °C2.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-15 °C
标题:Medicinal Chemistry And Use Of Myosin Ii Inhibitor (S)-Blebbistatin And Its Derivatives
作者:Roman,Bart I.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2018 卷标:61(21) 页码:9410-9428]

= 856925-71-8
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C1.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-...; 16 H,-10 °C2.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,25 °C
标题:Absolute Stereochemical Assignment And Fluorescence Tuning Of The Small Molecule Tool,(-)-Blebbistatin
作者:Lucas-Lopez,Cristina; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2005 卷标:(9) 页码:1736-1740]

= 856925-71-8
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 3 H,-78 °C -> Rt2.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C2.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-10 °C3.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,Rt
标题:Medicinal Chemistry And Use Of Myosin Ii Inhibitor (S)-Blebbistatin And Its Derivatives
作者:Roman,Bart I.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2018 卷标:61(21) 页码:9410-9428]

18595-16-9 + 7661-32-7 = 856925-71-8
反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 3 H,25 °C1.2 16 H,40 °C2.1 Reagents: Lithium Bis(Trimethylsilyl)Amide; 3 H,-78 °C -> 0 °C3.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C3.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-...; 16 H,-10 °C4.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,25 °C
标题:Absolute Stereochemical Assignment And Fluorescence Tuning Of The Small Molecule Tool,(-)-Blebbistatin
作者:Lucas-Lopez,Cristina; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2005 卷标:(9) 页码:1736-1740]

591-50-4 = 856925-71-8
反应条件:1.1 Reagents: Tripotassium Phosphate Catalysts: Cuprous Iodide,1,1′,1′′-Methylidynetris[3,5-Dimethyl-1H-Pyrazole] Solvents: 1,4-Dioxane; 24 H,Reflux2.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 24 H,Rt2.2 Solvents: Dichloromethane; 24 H,Rt -> 35 °C; 35 °C -> 0 °C2.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 103.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; Rt -> -78 °C; 1 H,0 °C3.2 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C4.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-15 °C4.3 Reagents: Ammonium Chloride Solvents: Water
标题:Discovery Of (S)-3'-Hydroxyblebbistatin And (S)-3'-Aminoblebbistatin: Polar Myosin Ii Inhibitors With Superior Research Tool Properties
作者:Verhasselt,Sigrid; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2017 卷标:15(9) 页码:2104-2118]

4641-57-0 = 856925-71-8
反应条件:1.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide; 2 D,Rt2.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 3 H,Rt2.2 Solvents: Dichloromethane; 16 H,Reflux3.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 3 H,-78 °C -> Rt4.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C4.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-10 °C5.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,Rt
标题:Medicinal Chemistry And Use Of Myosin Ii Inhibitor (S)-Blebbistatin And Its Derivatives
作者:Roman,Bart I.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2018 卷标:61(21) 页码:9410-9428]

856925-73-0 = 856925-71-8
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; Cooled; 45 Min,Cooled; 0 °C; 45 Min,0 °C1.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 40 Min,0 °C1.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 8
标题:Discovery Of Selective Inhibitors For In Vitro And In Vivo Interrogation Of Skeletal Myosin Ii
作者:Radnai,Laszlo; Et Al
参考文献:Acs Chemical Biology 日期:2021 卷标:16(11) 页码:2164-2173]

856925-73-0 = 856925-71-8
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 1 H,0 °C1.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-15 °C
标题:Medicinal Chemistry And Use Of Myosin Ii Inhibitor (S)-Blebbistatin And Its Derivatives
作者:Roman,Bart I.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2018 卷标:61(21) 页码:9410-9428]

= 856925-71-8
反应条件:1.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,Rt
标题:Medicinal Chemistry And Use Of Myosin Ii Inhibitor (S)-Blebbistatin And Its Derivatives
作者:Roman,Bart I.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2018 卷标:61(21) 页码:9410-9428]

18595-16-9 + 4641-57-0 = 856925-71-8
反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 4 H,Rt1.2 Solvents: Dichloromethane; 40.5 H,45 °C; 45 °C -> Rt1.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 112.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; Cooled; 45 Min,Cooled; 0 °C; 45 Min,0 °C2.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 40 Min,0 °C2.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 8
标题:Discovery Of Selective Inhibitors For In Vitro And In Vivo Interrogation Of Skeletal Myosin Ii
作者:Radnai,Laszlo; Et Al
参考文献:Acs Chemical Biology 日期:2021 卷标:16(11) 页码:2164-2173]

18595-16-9 + 4641-57-0 = 856925-71-8
反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 3 H,25 °C; 16 H,40 °C2.1 Reagents: Lithium Bis(Trimethylsilyl)Amide; 3 H,-78 - 0 °C3.1 Reagents: Lithium Bis(Trimethylsilyl)Amide,4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,Tetrahydro-9,9-Dimethyl-,3... Solvents: Tetrahydrofuran; -10 °C
标题:Absolute Stereochemical Assignment And Fluorescence Tuning Of The Small Molecule Tool,(-)-Blebbistatin
作者:Lucas-Lopez,Cristina; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2005 卷标:(9) 页码:1736-1740]

= 856925-71-8
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C1.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-10 °C2.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,Rt
标题:Medicinal Chemistry And Use Of Myosin Ii Inhibitor (S)-Blebbistatin And Its Derivatives
作者:Roman,Bart I.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2018 卷标:61(21) 页码:9410-9428]

= 856925-71-8
反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide; 3 H,-78 °C -> 0 °C2.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C2.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-...; 16 H,-10 °C3.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,25 °C
标题:Absolute Stereochemical Assignment And Fluorescence Tuning Of The Small Molecule Tool,(-)-Blebbistatin
作者:Lucas-Lopez,Cristina; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2005 卷标:(9) 页码:1736-1740]

18595-16-9 + 7661-32-7 = 856925-71-8
反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 3 H,Rt1.2 Solvents: Dichloromethane; 16 H,Reflux2.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 3 H,-78 °C -> Rt3.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C3.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-10 °C4.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,Rt
标题:Medicinal Chemistry And Use Of Myosin Ii Inhibitor (S)-Blebbistatin And Its Derivatives
作者:Roman,Bart I.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2018 卷标:61(21) 页码:9410-9428]

2941-78-8 = 856925-71-8
反应条件:1.1 Reagents: Sulfuric Acid; 3 D,Reflux2.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 24 H,Rt2.2 Solvents: Dichloromethane; 24 H,Rt -> 35 °C; 35 °C -> 0 °C2.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 103.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; Rt -> -78 °C; 1 H,0 °C3.2 Reagents: Ammonium Chloride Solvents: Water4.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C4.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-... Solvents: Tetrahydrofuran; 16 H,-15 °C4.3 Reagents: Ammonium Chloride Solvents: Water
标题:Discovery Of (S)-3'-Hydroxyblebbistatin And (S)-3'-Aminoblebbistatin: Polar Myosin Ii Inhibitors With Superior Research Tool Properties
作者:Verhasselt,Sigrid; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2017 卷标:15(9) 页码:2104-2118]

4641-57-0 = 856925-71-8
反应条件:1.1 Reagents: N-Bromosuccinimide Solvents: Dimethylformamide; 2 D,25 °C2.1 Reagents: Phosphorus Oxychloride Solvents: Dichloromethane; 3 H,25 °C2.2 16 H,40 °C3.1 Reagents: Lithium Bis(Trimethylsilyl)Amide; 3 H,-78 °C -> 0 °C4.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; 30 Min,-78 °C4.2 Reagents: 4H-4A,7-Methanooxazirino[3,2-I][2,1]Benzisothiazole,8,8-Dichlorotetrahydro-9,9-...; 16 H,-10 °C5.1 Reagents: Triethylamine,Hydrogen Catalysts: Palladium Solvents: Methanol,Dimethylformamide; 24 H,25 °C
标题:Absolute Stereochemical Assignment And Fluorescence Tuning Of The Small Molecule Tool,(-)-Blebbistatin
作者:Lucas-Lopez,Cristina; Et Al
参考文献:European Journal Of Organic Chemistry 日期:2005 卷标:(9) 页码:1736-1740]

674289-55-5 = 856925-71-8 + 1177356-70-5 [标题:Reaction Conditions
标题:Chiral Hplc Separation Of Enantiomeric Blebbistatin Derivatives And Racemization Analysis In Vertebrate Tissues
作者:Suthar,Sharad Kumar; Et Al
参考文献:Journal Of Pharmaceutical And Biomedical Analysis 日期:2021 卷标:204]

591-50-4 + 2803364-88-5 = 856925-71-8 + 1177356-70-5
反应条件:1.1 Reagents: Cesium Carbonate Catalysts: Cuprous Iodide,Trans-N,N′-Dimethyl-1,2-Cyclohexanediamine Solvents: Dimethylformamide; 24 H,60 °C2.1 -
标题:Chiral Hplc Separation Of Enantiomeric Blebbistatin Derivatives And Racemization Analysis In Vertebrate Tissues
作者:Suthar,Sharad Kumar; Et Al
参考文献:Journal Of Pharmaceutical And Biomedical Analysis 日期:2021 卷标:204

📜1-苯基-2-吡咯烷酮置于palladium On Activated Charcoal N-溴代丁二酰亚胺(Nbs),Chiral Oxaziridine,氢气,三乙胺,Lithium Hexamethyldisilazane,三氯氧磷体系中,用四氢呋喃,甲醇,二氯甲烷,N,N-二甲基甲酰胺作为反应溶剂,化学反应 110.5H,反应生成 Myosinii抑制剂((-)-Blebbistatin)
参考文献:小分子工具 (-)-Blebbistatin 的绝对立体化学分配和荧光调谐
标题:小分子工具 (-)-Blebbistatin 的绝对立体化学分配和荧光调谐
摘要:(-)-Blebbistatin (1) 是最近发现的非肌肉肌球蛋白 Ii Atpase 活性的小分子抑制剂,已从 5-甲基邻氨基苯甲酸甲酯 (6) 分三步制备.这种灵活的合成路线也已被用于制备含硝基的类似物 12,该类似物在显微镜照明下具有改进的荧光特性和改进的稳定性.合成 1 及其类似物的关键步骤是使用 Davis Oxaziridine 方法对喹诺酮中间体 3 进行不对称羟基化.通过对含有类似物 11 的重原子(溴)进行 X 射线晶体结构分析,(-)-Blebbistatin (1) 的绝对立体化学显示为 S,随后将其还原并显示与 1 相同.
DOI:10.1002/ejoc.200500103

海关参考信息

2902600000-乙苯
2905122000-异丙醇
2905143000-叔丁醇
2912110000-甲醛
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

其他信息查阅

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

实用工具

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

1: Boberg L, Rahman A, Poljakovic M, Arner A. Protein kinase C activation of a blebbistatin sensitive contractile component in the wall of hypertrophying mouse urinary bladder. Neurourol Urodyn. 2015 Feb;34(2):196-202. doi: 10.1002/nau.22531. Epub 2013 Nov 26. doi: 10.1007/s11626-014-9836-0. Epub 2014 Nov 18. doi: 10.1016/j.bpj.2014.07.075.
4: Doller A, Badawi A, Schmid T, Brauss T, Pleli T, zu Heringdorf DM, Piiper A, Pfeilschifter J, Eberhardt W. The cytoskeletal inhibitors latrunculin A and blebbistatin exert antitumorigenic properties in human hepatocellular carcinoma cells by interfering with intracellular HuR trafficking. Exp Cell Res. 2015 Jan 1;330(1):66-80. doi: 10.1016/j.yexcr.2014.09.010. Epub 2014 Sep 21. doi: 10.1007/s00894-012-1750-3. Epub 2013 Jan 13. doi: 10.1113/expphysiol.2012.069369. Epub 2013 Jan 4.
7: Yumoto M, Watanabe M. Blebbistatin, a myosin II inhibitor, suppresses Ca(2+)-induced and "sensitized"-contraction of skinned tracheal muscles from guinea pig. J Smooth Muscle Res. 2013;49:89-98. doi: 10.1007/s00424-012-1147-2. Epub 2012 Sep 19.

合成参考文献

参考文献:10.1186/1471-2121-15-15
摘要:Pelekanos RA, Ting MJ, Sardesai VS, Ryan JM, Lim Y, Chan JK, Fisk NM. Intracellular trafficking and endocytosis of CXCR4 in fetal mesenchymal stem/stromal cells. BMC Molecular and Cell Biology. 2014 May 16;15(1):15. doi: 10.1186/1471-2121-15-15.