853400-76-7 ((Trofinetide)

快速询单

结构式：

TrofinetideMOL文件

CAS号：

853400-76-7

英文名称：

Trofinetide

分子式：

C₁₃H₂₁N₃O₆

分子量：

315.322343587875

简介：

Trofinetide (NNZ-2566) 是内源性 N 末端三肽甘氨酸-脯氨酸-谷氨酸 (GPE) 的合成类似物，已经显示在脑损伤的动物模型中具有神经保护作用。

Trofinetide(853400-76-7)名称与标识符

名称

英文别名：

L-Glutamic acid, glycyl-2-methyl-L-prolyl-;Trofinetide;Glycyl-2-methyl-L-prolyl-L-glutamic acid (ACI);Daybue;Glycyl-L-2-methylprolyl-L-glutamic acid;NNZ 2566;

标识符

InChIKey：

BUSXWGRAOZQTEY-SDBXPKJASA-N

Inchi：

1S/C13H21N3O6/c1-13(5-2-6-16(13)9(17)7-14)12(22)15-8(11(20)21)3-4-10(18)19/h8H,2-7,14H2,1H3,(H,15,22)(H,18,19)(H,20,21)/t8-,13-/m0/s1

SMILES：

C([C@@]1(CCCN1C(=O)CN)C)(=O)N[C@H](C(=O)O)CCC(=O)O

Trofinetide(853400-76-7)物化性质

计算特性

氢键供体数量 : 4
氢键受体数量 : 9
可旋转化学键数量 : 9
重原子数量 : 22

Trofinetide(853400-76-7)安全信息

储存条件： Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month

Trofinetide(853400-76-7)推荐厂家更多厂家(16)

公司名称	手机号/电话	联系人	QQ	询单
杭州肽佳生物科技有限公司	13336049365 0571-87213919	来经理	3007955256	询单
武汉欣欣佳丽生物科技有限公司	13207195831 027-84666270	王经理	1961290147	询单
湖北扬信医药科技有限公司	13092795037 0714-3996388	熊磊	3003473323	询单
上海瀚思化工有限公司	18939883912 021-34536277	顾经理	3003949364	询单
杭州贝普泰生物医药有限公司	15888826472 0571-85350119	刘经理	1971401266	询单
金锦乐（湖南）化学有限公司		金锦乐	1226360695	询单
上海超岚化工科技中心	13301690235	linda	3027278462	询单
上海维亦特生物科技有限公司	15317051735	赵静	2033721411	询单
上海赛可锐生物科技有限公司	13003271654 021-58000709	赛可锐生物	3004122151	询单
MedChemExpress（MCE 中国）	13611715263 021-58955995	MCE生命科学试剂	2881321772	询单

Trofinetide(853400-76-7)合成路线

合成路线：1 步

869001-94-5

_86%

853400-76-7

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Water ; 23 h, rt

参考文献：

Synthesis of proline-modified analogues of the neuroprotective agent glycyl-L-prolyl-glutamic acid (GPE)

Harris, Paul W. R.; et al, Tetrahedron, 2005, 61(42), 10018-10035

合成路线：1 步

_70%

反应条件：

1.1 Reagents: 2-Phenylbenzoxazole , Diisopropylethylamine Solvents: Dichloromethane ; rt
1.2 Reagents: Hydrochloric acid Solvents: Ethyl acetate ; rt
1.3 Reagents: 2-Phenylbenzoxazole , Diisopropylethylamine Solvents: Dichloromethane ; rt
1.4 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ; rt

参考文献：

Analogues of the neuroprotective tripeptide Gly-Pro-Glu (GPE): synthesis and structure-activity relationships

De Diego, Sergio A. Alonso; et al, Bioorganic & Medicinal Chemistry Letters, 2005, 15(9), 2279-2283

合成路线：2 步

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
1.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 17 h, rt
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Water ; 23 h, rt

参考文献：

Synthesis of proline-modified analogues of the neuroprotective agent glycyl-L-prolyl-glutamic acid (GPE)

Harris, Paul W. R.; et al, Tetrahedron, 2005, 61(42), 10018-10035

合成路线：3 步

847952-40-3

853400-76-7

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: 1,4-Dioxane , Water ; rt; 19 h, rt
2.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
2.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 17 h, rt
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Water ; 23 h, rt

参考文献：

Synthesis of proline-modified analogues of the neuroprotective agent glycyl-L-prolyl-glutamic acid (GPE)

Harris, Paul W. R.; et al, Tetrahedron, 2005, 61(42), 10018-10035

合成路线：4 步

220060-08-2

1138-80-3

853400-76-7

反应条件：

1.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
1.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 20.5 h, rt
2.1 Reagents: Sodium hydroxide Solvents: 1,4-Dioxane , Water ; rt; 19 h, rt
3.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
3.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 17 h, rt
4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Water ; 23 h, rt

参考文献：

Synthesis of proline-modified analogues of the neuroprotective agent glycyl-L-prolyl-glutamic acid (GPE)

Harris, Paul W. R.; et al, Tetrahedron, 2005, 61(42), 10018-10035

合成路线：5 步

220200-88-4

67-56-1

853400-76-7

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; 20 min, rt; rt → reflux; 3 h, reflux
2.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
2.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 20.5 h, rt
3.1 Reagents: Sodium hydroxide Solvents: 1,4-Dioxane , Water ; rt; 19 h, rt
4.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
4.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 17 h, rt
5.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Water ; 23 h, rt

参考文献：

Synthesis of proline-modified analogues of the neuroprotective agent glycyl-L-prolyl-glutamic acid (GPE)

Harris, Paul W. R.; et al, Tetrahedron, 2005, 61(42), 10018-10035

合成路线：6 步

97538-67-5

74-88-4

853400-76-7

反应条件：

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ; 20 min, -78 °C; 30 min, -78 °C
1.2 5 min, -78 °C; 2 h, -78 °C → -50 °C
2.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; 20 min, rt; rt → reflux; 3 h, reflux
3.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
3.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 20.5 h, rt
4.1 Reagents: Sodium hydroxide Solvents: 1,4-Dioxane , Water ; rt; 19 h, rt
5.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
5.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 17 h, rt
6.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Water ; 23 h, rt

参考文献：

Synthesis of proline-modified analogues of the neuroprotective agent glycyl-L-prolyl-glutamic acid (GPE)

Harris, Paul W. R.; et al, Tetrahedron, 2005, 61(42), 10018-10035

合成路线：7 步

302-17-0

147-85-3

853400-76-7

反应条件：

1.1 Solvents: Chloroform ; 6 h, reflux
2.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ; 20 min, -78 °C; 30 min, -78 °C
2.2 5 min, -78 °C; 2 h, -78 °C → -50 °C
3.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; 20 min, rt; rt → reflux; 3 h, reflux
4.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
4.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 20.5 h, rt
5.1 Reagents: Sodium hydroxide Solvents: 1,4-Dioxane , Water ; rt; 19 h, rt
6.1 Reagents: Triethylamine Solvents: Dichloromethane ; rt; 10 min, rt
6.2 Reagents: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride ; 17 h, rt
7.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol , Water ; 23 h, rt

参考文献：

Synthesis of proline-modified analogues of the neuroprotective agent glycyl-L-prolyl-glutamic acid (GPE)

Harris, Paul W. R.; et al, Tetrahedron, 2005, 61(42), 10018-10035