88192-20-5 (4-叠氮基-1-丁胺,4-Azidobutylamine)

快速询单

结构式：

4-叠氮基-1-丁胺MOL文件

CAS号：

88192-20-5

中文名称：

4-叠氮基-1-丁胺

英文名称：

4-Azidobutylamine

分子式：

C₄H₁₀N₄

分子量：

114.14899969101

简介：

4-Azidobutylamine 是一种 PROTAC linker，属于 alkyl chain 类。4-Azidobutylamine 可用于合成一系列 PROTAC 分子。PROTAC 分子含有两个通过 linker 连接的不同配体; 一种是 E3 泛素连接酶配体，另一种是靶蛋白配体。PROTAC 利用细胞内泛素-蛋白酶体系统选择性降解靶蛋白。

4-叠氮基-1-丁胺(88192-20-5)名称与标识符

名称

中文别名：

4-叠氮基丁胺;4 - 叠氮丁-1 -胺;4-叠氮基-1-丁胺;

英文别名：

4-Azidobutan-1-amine;4-Azidobutylamine;1-BUTAMINE 4-AZIDE;1-Azido-4-aminobutane;4-Azido-1-butanamine;4-Azido-1-butanamine (ACI);

标识符

InChIKey：

LFMZGBHJJNIRKH-UHFFFAOYSA-N

Inchi：

1S/C4H10N4/c5-3-1-2-4-7-8-6/h1-5H2

SMILES：

[N-]=[N+]=NCCCCN

4-叠氮基-1-丁胺(88192-20-5)物化性质

计算特性

氢键供体数量 : 1
氢键受体数量 : 3
可旋转化学键数量 : 4
重原子数量 : 8

4-叠氮基-1-丁胺(88192-20-5)推荐厂家更多厂家(7)

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山东玖玥生物科技有限公司	15553333686	张文杰	643971	询单
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上海瀚思化工有限公司	18939883912 021-34536277	顾经理	3003949364	询单
金锦乐（湖南）化学有限公司		金锦乐	1226360695	询单
上海阿拉丁生化科技股份有限公司	13167063860 13167063860	阿拉丁	3004013043	询单
济南大象药物化学有限公司				询单

4-叠氮基-1-丁胺(88192-20-5)合成路线

合成路线：1 步

24345-72-0

_100%

88192-20-5

反应条件：

1.1 Reagents: Triphenylphosphine Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; overnight, rt
1.2 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran , Water ; rt
1.3 Reagents: Sodium hydroxide Solvents: Water ; basified, rt

参考文献：

Synthesis of modified fluorescein for click reactions

Selin, R. ; et al, Ukrainskii Khimicheskii Zhurnal (Russian Edition), 2020, 86(3), 3-8

合成路线：1 步

24345-72-0

_94%

88192-20-5

反应条件：

1.1 Reagents: Triphenylphosphine , Hydrochloric acid Solvents: Diethyl ether , Ethyl acetate , Water ; 1 h, 0 °C; 0 °C → rt; 24 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Water ; pH 13, rt

参考文献：

Synthesis and Aggregation Behavior of Copolymer of Acrylamide with Pseudorotaxane Monomer by Threading Cucurbit[6]uril onto N'-(4-vinylbenzyl)-1,4-diaminobutane Dihydrochloride

Ma, Qiang; et al, Journal of Dispersion Science and Technology, 2012, 33(5), 639-646

合成路线：1 步

24345-72-0

_94%

88192-20-5

反应条件：

1.1 Reagents: Triphenylphosphine , Hydrochloric acid Solvents: Diethyl ether , Ethyl acetate , Water ; 24 h, rt

参考文献：

Preparation of novel side-chain pseudopolyrotaxanes consisting of cucurbituril[6] and polyamine salts

Hou, Zhao Sheng; et al, Chinese Chemical Letters, 2005, 16(8), 1031-1034

合成路线：1 步

110-52-1

88192-20-5

反应条件：

1.1 Reagents: Potassium iodide , Sodium azide Solvents: Dimethylformamide
1.2 Reagents: Triphenylphosphine Solvents: Hexane

参考文献：

A Highly Sensitive Ratiometric Fluorescent Probe for the Detection of Cytoplasmic and Nuclear Hydrogen Peroxide

Wen, Ying; et al, Analytical Chemistry (Washington, 2014, 86(19), 9970-9976

合成路线：2 步

110-52-1

88192-20-5

反应条件：

1.1 Reagents: Sodium azide Solvents: Dimethylformamide , Water ; 20 h, 80 °C
2.1 Reagents: Triphenylphosphine , Hydrochloric acid Solvents: Diethyl ether , Ethyl acetate ; 0 °C; 20 h, rt
2.2 Reagents: Sodium hydroxide Solvents: Water ; pH 13, rt

参考文献：

Highly sensitive and selective surface molecularly imprinted polymer electrochemical sensor prepared by Au and MXene modified glassy carbon electrode for efficient detection of tetrabromobisphenol A in water

Shao, Yanming; et al, Advanced Composites and Hybrid Materials, 2022, 5(4), 3104-3116

合成路线：1 步

177489-76-8

_83%

88192-20-5

反应条件：

1.1 Solvents: Tetrahydrofuran

参考文献：

Curtius rearrangement of ω-azido acid chlorides: access to the corresponding ω-azido substituted amines and carbamates, useful building blocks for polyamine syntheses

Khoukhi, Mostafa; et al, Synthesis, 1996, (4), 483-7

合成路线：1 步

66917-06-4

_62%

88192-20-5

反应条件：

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ; 24 h, rt

参考文献：

Modular synthesis, spectroscopic characterization and in situ functionalization using "click" chemistry of azide terminated amide containing self-assembled monolayers

Bandyopadhyay, Sabyasachi; et al, RSC Advances, 2013, 3(38), 17174-17187

合成路线：1 步

13325-10-5

_52%

88192-20-5

反应条件：

1.1 Reagents: Hydrogen bromide Solvents: Water ; 3 h, 100 °C
1.2 Reagents: Sodium azide Solvents: Water ; overnight, 80 °C

参考文献：

A fullerene helical peptide: Synthesis, characterization and formation of self-assembled monolayers on gold surfaces

Nasrallah, Houssein; et al, New Journal of Chemistry, 2018, 42(24), 19423-19432

合成路线：1 步

129392-85-4

88192-20-5

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ; 1 h, rt

参考文献：

Azido-Desferrioxamine Siderophores as Functional Click-Chemistry Probes Generated in Culture upon Adding a Diazo-Transfer Reagent

Gotsbacher, Michael P. ; et al, ChemBioChem, 2020, 21(10), 1433-1445

合成路线：1 步

129392-85-4

88192-20-5

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ; 16 h, rt

参考文献：

Comparative Studies of Three Pairs of α- and γ-Conjugated Folic Acid Derivatives Labeled with Fluorine-18

Boss, Silvan D.; et al, Bioconjugate Chemistry, 2016, 27(1), 74-86

合成路线：1 步

15567-09-6

88192-20-5

反应条件：

1.1 Reagents: Sodium azide Solvents: Water ; 75 °C

参考文献：

Multivalency for Modularity: A Versatile Adhesive with Cooperatively Activated Fast Dismantlability

Cheng, Zehong; et al, ACS Applied Polymer Materials, 2022, 4(10), 6812-6816

合成路线：1 步

5394-18-3

88192-20-5

反应条件：

1.1 Reagents: Sodium azide Solvents: Dimethylformamide ; 16 h, 65 °C
1.2 Solvents: Water ; 30 min, 0 °C
1.3 Reagents: Hydrazine hydrate (1:1) Solvents: Methanol ; 1.5 h, 0 °C

参考文献：

Uptake, Distribution and Diffusivity of Reactive Fluorophores in Cells: Implications toward Target Identification

Cunningham, Christopher W.; et al, Molecular Pharmaceutics, 2010, 7(4), 1301-1310

合成路线：2 步

5394-18-3

88192-20-5

反应条件：

1.1 Reagents: Sodium azide Solvents: Dimethylformamide ; 12 h, 85 °C
2.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethanol ; 24 h, rt

参考文献：

Modular synthesis, spectroscopic characterization and in situ functionalization using "click" chemistry of azide terminated amide containing self-assembled monolayers

Bandyopadhyay, Sabyasachi; et al, RSC Advances, 2013, 3(38), 17174-17187

合成路线：1 步

56-12-2

88192-20-5

反应条件：

1.1 Reagents: Potassium carbonate , 1H-Imidazole-1-sulfonyl azide Catalysts: Copper sulfate Solvents: Methanol ; 16 h, 23 °C

参考文献：

Derivatization of agelastatin A leading to bioactive analogs and a trifunctional probe

Jouanneau, Morgan ; et al, Bioorganic & Medicinal Chemistry Letters, 2016, 26(8), 2092-2097

合成路线：2 步

180851-50-7

88192-20-5

反应条件：

1.1 Reagents: Sodium azide Solvents: Dimethylformamide ; 6 h, 65 - 68 °C
2.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ; 1 h, rt

参考文献：

Azido-Desferrioxamine Siderophores as Functional Click-Chemistry Probes Generated in Culture upon Adding a Diazo-Transfer Reagent

Gotsbacher, Michael P. ; et al, ChemBioChem, 2020, 21(10), 1433-1445

合成路线：2 步

55-98-1

88192-20-5

反应条件：

1.1 Reagents: Sodium azide Solvents: Dimethylformamide ; 14 h, 80 °C
2.1 Reagents: Triphenylphosphine , Hydrochloric acid Solvents: Diethyl ether , Water ; rt; 4 h, rt
2.2 Reagents: Sodium hydroxide Solvents: Water ; pH 10 - 12, rt

参考文献：

Synthesis and biological activity evaluation of novel 2,6,9-trisubstituted purine conjugates as potential protein kinases inhibitors

Vlkova, Kristyna; et al, Bioorganic & Medicinal Chemistry Letters, 2022, 60,

合成路线：2 步

68076-36-8

88192-20-5

反应条件：

1.1 Reagents: Trifluoromethanesulfonic anhydride , Sodium azide Solvents: Dichloromethane , Water ; 0 °C; 0 °C → rt; 2 h, rt
1.2 Reagents: Potassium carbonate , Trifluoromethanesulfonyl azide Catalysts: Copper sulfate Solvents: Methanol , Water ; 20 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; pH 6, rt
2.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ; 16 h, rt

参考文献：

Comparative Studies of Three Pairs of α- and γ-Conjugated Folic Acid Derivatives Labeled with Fluorine-18

Boss, Silvan D.; et al, Bioconjugate Chemistry, 2016, 27(1), 74-86

合成路线：2 步

6940-78-9

88192-20-5

反应条件：

1.1 Reagents: Sodium azide Solvents: Dimethylformamide , Water ; 24 h, 80 °C
2.1 Reagents: Triphenylphosphine , Hydrochloric acid Solvents: Diethyl ether , Ethyl acetate , Water ; 24 h, 0 °C → rt

参考文献：

Triazol-substituted titanocenes by strain-driven 1,3-dipolar cycloadditions

Gansaeuer, Andreas; et al, Beilstein Journal of Organic Chemistry, 2014, 10, 1630-1637

合成路线：2 步

79583-99-6

75-09-2

88192-20-5

反应条件：

1.1 -
2.1 Solvents: Tetrahydrofuran

参考文献：

Curtius rearrangement of ω-azido acid chlorides: access to the corresponding ω-azido substituted amines and carbamates, useful building blocks for polyamine syntheses

Khoukhi, Mostafa; et al, Synthesis, 1996, (4), 483-7