797045-09-1 (VRT 752586,VRT 752586)

快速询单

结构式：

VRT 752586MOL文件

CAS号：

797045-09-1

中文名称：

VRT 752586

英文名称：

VRT 752586

分子式：

C₂₀H₁₇FN₆O

分子量：

376.386986494064

VRT 752586(797045-09-1)名称与标识符

名称

中文别名：

N-乙基-N'-[4-(3-氟-2-吡啶基)-6-(3-吡啶基)-1H-苯并咪唑-2-基]-脲;

英文别名：

Urea,N-ethyl-N'-[4-(3-fluoro-2-pyridinyl)-6-(3-pyridinyl)-1H-benzimidazol-2-yl]-;N-Ethyl-N'-[7-(3-fluoro-2-pyridinyl)-5-(3-pyridinyl)-1H-benzimidazol-2-yl]urea;S. aureus TopoIV Ki (nM);S. aureus MIC (μg/mL);S. aureus MIC + HS (μg/mL);S. pneumoniae MIC (μg/mL);E. faecalis MIC (μg/mL);H. influenzae MIC (μg/mL);N-Ethyl-N′-[7-(3-fluoro-2-pyridinyl)-5-(3-pyridinyl)-1H-benzimidazol-2-yl]urea (ACI);Urea, N-ethyl-N′-[4-(3-fluoro-2-pyridinyl)-6-(3-pyridinyl)-1H-benzimidazol-2-yl]- (9CI);VRT 752586;

标识符

InChIKey：

ASLMIDYEWPPSGH-UHFFFAOYSA-N

Inchi：

1S/C20H17FN6O/c1-2-23-20(28)27-19-25-16-10-13(12-5-3-7-22-11-12)9-14(18(16)26-19)17-15(21)6-4-8-24-17/h3-11H,2H2,1H3,(H3,23,25,26,27,28)

SMILES：

O=C(NCC)NC1NC2C(=CC(C3C=CC=NC=3)=CC=2C2C(F)=CC=CN=2)N=1

VRT 752586(797045-09-1)推荐厂家更多厂家(1)

公司名称	手机号/电话	联系人	QQ	微信	询单
上海楷森生物科技有限公司	17558870519 175-58870519	赵经理	3003926540		询单

VRT 752586(797045-09-1)合成路线

合成路线：1 步

1052686-72-2

636581-77-6

_29%

797045-09-1

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 1 h, 45 psi, rt
1.2 Reagents: Sulfuric acid Solvents: Water ; pH 3, rt; rt → 100 °C; 10 h, 100 °C; 100 °C → rt

参考文献：

Novel Dual-Targeting Benzimidazole Urea Inhibitors of DNA Gyrase and Topoisomerase IV Possessing Potent Antibacterial Activity: Intelligent Design and Evolution through the Judicious Use of Structure-Guided Design and Structure-Activity Relationships

Charifson, Paul S.; et al, Journal of Medicinal Chemistry, 2008, 51(17), 5243-5263

合成路线：1 步

1052686-72-2

797047-27-9

797045-09-1

反应条件：

1.1 Solvents: Water ; pH 3.5
1.2 Reagents: Methanesulfonic acid

参考文献：

Successful application of serum shift prediction models to the design of dual targeting inhibitors of bacterial gyrase B and topoisomerase IV with improved in vivo efficacy

Perola, Emanuele; et al, Bioorganic & Medicinal Chemistry Letters, 2014, 24(9), 2177-2181

合成路线：2 步

1052686-58-4

131534-65-1

797045-09-1

反应条件：

1.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,2-Dimethoxyethane , Water ; 6 h, reflux; reflux → rt
1.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate , Water ; acidified, rt
1.3 Reagents: Ammonium hydroxide Solvents: Water ; pH 10; 5 h, rt
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 1 h, 45 psi, rt
2.2 Reagents: Sulfuric acid Solvents: Water ; pH 3, rt; rt → 100 °C; 10 h, 100 °C; 100 °C → rt

参考文献：

Charifson, Paul S.; et al, Journal of Medicinal Chemistry, 2008, 51(17), 5243-5263

合成路线：2 步

1052686-59-5

626-55-1

797045-09-1

反应条件：

1.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Dimethylformamide
2.1 Solvents: Water ; pH 3.5
2.2 Reagents: Methanesulfonic acid

参考文献：

Successful application of serum shift prediction models to the design of dual targeting inhibitors of bacterial gyrase B and topoisomerase IV with improved in vivo efficacy

Perola, Emanuele; et al, Bioorganic & Medicinal Chemistry Letters, 2014, 24(9), 2177-2181

合成路线：3 步

1052686-58-4

73183-34-3

797045-09-1

反应条件：

1.1 Reagents: Potassium acetate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,4-Dioxane
2.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Dimethylformamide
3.1 Solvents: Water ; pH 3.5
3.2 Reagents: Methanesulfonic acid

参考文献：

Successful application of serum shift prediction models to the design of dual targeting inhibitors of bacterial gyrase B and topoisomerase IV with improved in vivo efficacy

Perola, Emanuele; et al, Bioorganic & Medicinal Chemistry Letters, 2014, 24(9), 2177-2181

合成路线：3 步

797047-22-4

797045-09-1

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Water ; 5 h, reflux; 3 h, reflux; overnight, cooled
1.2 Reagents: Sodium carbonate Solvents: Water ; 30 min
2.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,2-Dimethoxyethane , Water ; 6 h, reflux; reflux → rt
2.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate , Water ; acidified, rt
2.3 Reagents: Ammonium hydroxide Solvents: Water ; pH 10; 5 h, rt
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 1 h, 45 psi, rt
3.2 Reagents: Sulfuric acid Solvents: Water ; pH 3, rt; rt → 100 °C; 10 h, 100 °C; 100 °C → rt

参考文献：

Charifson, Paul S.; et al, Journal of Medicinal Chemistry, 2008, 51(17), 5243-5263

合成路线：4 步

146141-10-8

797045-09-1

反应条件：

1.1 Reagents: Sodium acetate , Bromine Solvents: Acetic acid
1.2 Reagents: Trifluoroacetic acid , Sulfuric acid , Nitric acid
1.3 Reagents: Hydrochloric acid Solvents: Water ; reflux
2.1 Reagents: Potassium acetate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,4-Dioxane
3.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Dimethylformamide
4.1 Solvents: Water ; pH 3.5
4.2 Reagents: Methanesulfonic acid

参考文献：

Successful application of serum shift prediction models to the design of dual targeting inhibitors of bacterial gyrase B and topoisomerase IV with improved in vivo efficacy

Perola, Emanuele; et al, Bioorganic & Medicinal Chemistry Letters, 2014, 24(9), 2177-2181

合成路线：5 步

146141-10-8

797045-09-1

反应条件：

1.1 Reagents: Bromine Solvents: Acetic acid ; 1 h, rt; 5 h, rt; 20 min, rt; 5 h, rt
1.2 Reagents: Sodium thiosulfate Solvents: Water ; cooled; 1 h
2.1 Reagents: Trifluoroacetic anhydride , Nitric acid Solvents: Trifluoroacetic acid , Water ; 45 min, 0 °C; 195 min, 0 °C
3.1 Reagents: Hydrochloric acid Solvents: Water ; 5 h, reflux; 3 h, reflux; overnight, cooled
3.2 Reagents: Sodium carbonate Solvents: Water ; 30 min
4.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,2-Dimethoxyethane , Water ; 6 h, reflux; reflux → rt
4.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate , Water ; acidified, rt
4.3 Reagents: Ammonium hydroxide Solvents: Water ; pH 10; 5 h, rt
5.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 1 h, 45 psi, rt
5.2 Reagents: Sulfuric acid Solvents: Water ; pH 3, rt; rt → 100 °C; 10 h, 100 °C; 100 °C → rt

参考文献：

Charifson, Paul S.; et al, Journal of Medicinal Chemistry, 2008, 51(17), 5243-5263

合成路线：4 步

797047-21-3

797045-09-1

反应条件：

1.1 Reagents: Trifluoroacetic anhydride , Nitric acid Solvents: Trifluoroacetic acid , Water ; 45 min, 0 °C; 195 min, 0 °C
2.1 Reagents: Hydrochloric acid Solvents: Water ; 5 h, reflux; 3 h, reflux; overnight, cooled
2.2 Reagents: Sodium carbonate Solvents: Water ; 30 min
3.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,2-Dimethoxyethane , Water ; 6 h, reflux; reflux → rt
3.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate , Water ; acidified, rt
3.3 Reagents: Ammonium hydroxide Solvents: Water ; pH 10; 5 h, rt
4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 1 h, 45 psi, rt
4.2 Reagents: Sulfuric acid Solvents: Water ; pH 3, rt; rt → 100 °C; 10 h, 100 °C; 100 °C → rt

参考文献：

Charifson, Paul S.; et al, Journal of Medicinal Chemistry, 2008, 51(17), 5243-5263

合成路线：5 步

1073354-10-5

17282-04-1

797045-09-1

反应条件：

1.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,2-Dimethoxyethane , Water ; 100 °C
2.1 Reagents: Sodium acetate , Bromine Solvents: Acetic acid
2.2 Reagents: Trifluoroacetic acid , Sulfuric acid , Nitric acid
2.3 Reagents: Hydrochloric acid Solvents: Water ; reflux
3.1 Reagents: Potassium acetate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,4-Dioxane
4.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Dimethylformamide
5.1 Solvents: Water ; pH 3.5
5.2 Reagents: Methanesulfonic acid

参考文献：

Successful application of serum shift prediction models to the design of dual targeting inhibitors of bacterial gyrase B and topoisomerase IV with improved in vivo efficacy

Perola, Emanuele; et al, Bioorganic & Medicinal Chemistry Letters, 2014, 24(9), 2177-2181

合成路线：6 步

146140-95-6

17282-04-1

797045-09-1

反应条件：

1.1 Reagents: Sodium bicarbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,2-Dimethoxyethane , Water ; 1 h, rt → 83 °C; 2 h, 83 °C; 10 h, 83 °C; 83 °C → rt; overnight, rt
2.1 Reagents: Bromine Solvents: Acetic acid ; 1 h, rt; 5 h, rt; 20 min, rt; 5 h, rt
2.2 Reagents: Sodium thiosulfate Solvents: Water ; cooled; 1 h
3.1 Reagents: Trifluoroacetic anhydride , Nitric acid Solvents: Trifluoroacetic acid , Water ; 45 min, 0 °C; 195 min, 0 °C
4.1 Reagents: Hydrochloric acid Solvents: Water ; 5 h, reflux; 3 h, reflux; overnight, cooled
4.2 Reagents: Sodium carbonate Solvents: Water ; 30 min
5.1 Reagents: Sodium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: 1,2-Dimethoxyethane , Water ; 6 h, reflux; reflux → rt
5.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate , Water ; acidified, rt
5.3 Reagents: Ammonium hydroxide Solvents: Water ; pH 10; 5 h, rt
6.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 1 h, 45 psi, rt
6.2 Reagents: Sulfuric acid Solvents: Water ; pH 3, rt; rt → 100 °C; 10 h, 100 °C; 100 °C → rt

参考文献：

Charifson, Paul S.; et al, Journal of Medicinal Chemistry, 2008, 51(17), 5243-5263