CAS: 952234-36-5; 1H-Imidazole-1-Sulfonyl Azide, Hydrochloride

该化合物是一种化学化合物,其独特结构包括一个imidazole环,一个磺酰集团和一个有氮功能的组;该化合物一般用于有机合成和药用化学,因为它具有反应性,并且有能力参与各种化学转化;它是白色的,白色的,在极溶剂(如水和酒精)中可溶解的脱白的固体;由于存在该亚氮组,它成为合成含氮的乙基环和其他功能化化合物的潜在前体;此外,该磺酰胺组增强了其电药性,使其在核细胞替代反应中有用;与许多丙酰胺一样,由于某些条件下潜在的爆炸性,应对该化合物进行谨慎处理;

英文名称1H-Imidazole-1-Sulfonyl Azide, Hydrochloride
中文名称1H-咪唑-1-磺酰叠氮盐酸盐
IUPAC名称N-diazoimidazole-1-sulfonamide;hydrochloride
其它别名1H-Imidazole-1-sulfonyl azide hydr°Chloride; Imidazole-1-sulfonyl azide hydr°Chloride
CAS编号952234-36-5
MFCD编号:MFCD19705431
EINECS号:694-428-0
分子式:C3H3N5O2S.HCl
分子量:209.61
产品CID: 2005204

相似结构搜索
InChIKey: XYURSCOGYWBRDR-UHFFFAOYSA-N
InChI=1S/C3H3N5O2S.ClH/c4-6-7-11(9,10)8-2-1-5-3-8;/h1-3H;1H…
计算化学: 氢键受体数5.0氢键供体数1.0可旋转键数2.0

MSDS等安全信息

GHS象形图
GHS符号GHS08;
注释: Health hazard
危险类别特定目标器官毒性-重复接触类别1
Self-react. C
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)
警示词Danger(危险)
危险描述H372 |长期或反复接触损害器官.
H242 |加热可能引起火灾.
H332 |吸入有害.
H312 |皮肤接触有害.
H302 |吞咽有害.
防范说明P210-P234-P235-P240-P370+P378-P403

欧盟法规

ECHA物质C&L通报

上下游产品

1H-imidazole imidazole-1-sulfonyl azide hydr°Chloride

合成工艺路线路线简述

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; 0 °C; Overnight,0 °C1.2 0 °C; 5 H,0 °C1.3 Reagents: Acetyl Chloride Solvents: Ethanol; 0 °C
标题:Small Molecules Enhance Functional O-Mannosylation Of Alpha-Dystroglycan
作者:Lv,Fengping; Li,Zhi-Fang; Hu,Wenhao; Wu,Xiaohua
参考文献:Bioorganic & Medicinal Chemistry 日期:2015 卷标:23(24) 页码:7661-7670]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; Rt; Overnight,Rt1.2 0 °C; 3 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Ethanol,Ethyl Acetate; 0 °C
标题:Enzymatic Macrocyclization Of 1,2,3-Triazole Peptide Mimetics
作者:Oueis,Emilia; Jaspars,Marcel; Westwood,Nicholas J.; Naismith,James H.
参考文献:Angewandte Chemie 日期:2016 卷标:55(19) 页码:5842-5845]

288-32-4 = 952234-36-5 [标题:Reaction Conditions
标题:Synthesis Of Chiral Triazole-Based Halogen Bond Donors
作者:Kaasik,Mikk; Kaabel,Sandra; Kriis,Kadri; Jarving,Ivar; Kanger,Tonis
参考文献:Synthesis 日期:2019 卷标:51(10) 页码:2128-2135]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; Cooled; Overnight,Rt1.2 Cooled; 3 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Ethanol; Cooled
标题:"Click Dipeptide": A Novel Stationary Phase Applied In Two-Dimensional Liquid Chromatography
作者:Xue,Meiyun; Huang,Hongxue; Ke,Yanxiong; Chu,Changhu; Yu,Jin; Et Al
参考文献:Journal Of Chromatography A 日期:2009 卷标:1216(49) 页码:8623-8629]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; 0 °C; 0 °C -> Rt; 16 H,Rt1.2 0 °C; 3 H,Rt1.3 Reagents: Acetyl Chloride Solvents: Ethanol; 0 °C
标题:Design And Combinatorial Development Of Shield-1 Peptide Mimetics Binding To Destabilized Fkbp12
作者:Madsen,Daniel; Joergensen,Frederik P.; Palmer,Daniel; Roux,Milena E.; Olsen,Jakob V.; Et Al
参考文献:Acs Combinatorial Science 日期:2020 卷标:22(3) 页码:156-164]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; 0 °C; 20 H,Rt; Rt -> 0 °C1.2 10 Min,0 °C; 4 H,Rt1.3 Reagents: Ethanol,Acetyl Chloride; 10 - 15 Min,0 °C; 10 Min,0 °C1.4 Solvents: Ethyl Acetate; 20 Min,0 °C; 10 Min,0 °C
标题:Design And Synthesis Of Anti-Cancer Cyclopeptides Containing Triazole Skeleton
作者:Tahoori,Fatemeh; Balalaie,Saeed; Sheikhnejad,Reza; Sadjadi,Mahnaz; Boloori,Parvin
参考文献:Amino Acids 日期:2014 卷标:46(4) 页码:1033-1046]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; Cooled; Overnight,Rt1.2 Cooled; 3 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Ethanol; Cooled
标题:Synthesis Of 1,2,3-Triazoles From Azide-Derivatized Aminocyclitols By Catalytic Diazo Transfer And Cuaac Click Chemistry
作者:Ji,Li; Zhou,Guo-Quan; Qian,Chao; Chen,Xin-Zhi
参考文献:European Journal Of Organic Chemistry 日期:2014 卷标:2014(17) 页码:3622-3636]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Hydrochloric Acid,Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile,Ethyl Acetate
标题:Clickable Enzyme-Linked Immunosorbent Assay
作者:Canalle,Luiz A.; Vong,Tuha; Adams,P. Hansh. M.; Van Delft,Floris L.; Raats,Jos M. H.; Et Al
参考文献:Biomacromolecules 日期:2011 卷标:12(10) 页码:3692-3697]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Atomic Chlorine,Sodium Azide Solvents: Acetonitrile1.2 Solvents: Ethanol
标题:Some Synthetic Carbohydrate Chemistry: Natural Product Synthesis,Rational Inhibitor Design And The Development Of A New Reagent
作者:Goddard-Borger,Ethan D.
参考文献:2008]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; Overnight,Rt1.2 0 °C; 3 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Ethanol; 0 °C
标题:An Efficient,Inexpensive,And Shelf-Stable Diazotransfer Reagent: Imidazole-1-Sulfonyl Azide Hydrochloride
作者:Goddard-Borger,Ethan D.; Stick,Robert V.
参考文献:Organic Letters 日期:2007 卷标:9(19) 页码:3797-3800]

288-32-4 = 952234-36-5 [标题:Reaction Conditions
标题:Tunable Chiral Triazole-Based Halogen Bond Donors: Assessment Of Donor Strength In Solution With Nitrogen-Containing Acceptors
作者:Peterson,Anna; Kaasik,Mikk; Metsala,Andrus; Jarving,Ivar; Adamson,Jasper; Et Al
参考文献:Rsc Advances 日期:2019 卷标:9(21) 页码:11718-11721]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; 20 Min,0 °C; 20 H,Rt; Rt -> 0 °C1.2 20 Min,0 °C; 3.25 H,Rt1.3 Reagents: Acetyl Chloride Solvents: Ethanol; 10 - 15 Min,Cooled; 10 Min,0 °C1.4 Solvents: Ethyl Acetate; 20 Min,0 °C; 10 Min
标题:Preparation Of Peptides Which Can Adopt A 310-Helical Conformation
参考文献:United States]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; 20 Min,0 °C; 20 H,Rt1.2 20 Min,0 °C; 3.25 H,Rt1.3 Reagents: Acetyl Chloride Solvents: Ethanol; 10 - 15 Min,0 °C; 10 Min,0 °C1.4 Solvents: Ethyl Acetate; 20 Min,0 °C; 10 Min,0 °C
标题:Stapling Of A 310-Helix With Click Chemistry
作者:Jacobsen,Oyvind; Maekawa,Hiroaki; Ge,Nien-Hui; Gorbitz,Carl Henrik; Rongved,Pal; Et Al
参考文献:Journal Of Organic Chemistry 日期:2011 卷标:76(5) 页码:1228-1238]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; 10 Min,0 °C; 18 H,Rt; 0 °C1.2 0 °C; 3 H,Rt
标题:A Dna-Encoded Chemical Library Incorporating Elements Of Natural Macrocycles
作者:Stress,Cedric J.; Sauter,Basilius; Schneider,Lukas A.; Sharpe,Timothy; Gillingham,Dennis
参考文献:Angewandte Chemie 日期:2019 卷标:58(28) 页码:9570-9574]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; 10 Min,0 °C; 18 H,Rt; Rt -> 0 °C1.2 0 °C; 3 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Ethanol; Rt; 1 H,0 °C
标题:A Dna-Encoded Macrocycle Library That Resembles Natural Macrocycles
作者:Stress,Cedric J.; Sauter,Basilius; Schneider,Lukas A.; Sharpe,Timothy; Gillingham,Dennis
参考文献:Chemrxiv 日期:2019 卷标:1 页码:1-5]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Thionyl Chloride,Sodium Azide Solvents: Acetonitrile; Cooled; Overnight,Rt1.2 Cooled; 3 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Ethanol; Cooled
标题:Camp-Modulated Biomimetic Ionic Nanochannels Based On A Smart Polymer
作者:Chen,Zhixiang; Sun,Taolei; Qing,Guangyan
参考文献:Journal Of Materials Chemistry B: Materials For Biology And Medicine 日期:2019 卷标:7(23) 页码:3710-3715]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; 5 Min,0 °C; 18 H,0 °C -> Rt; Rt -> 0 °C1.2 2 Min,0 °C; 5 Min,0 °C; > 0 °C; 3 H,Rt
标题:Asymmetric Intramolecular Buchner Reaction: From High Stereoselectivity To Coexistence Of Norcaradiene,Cycloheptatriene,And An Intermediate Form In The Solid State
作者:Darses,Benjamin; Maldivi,Pascale; Philouze,Christian; Dauban,Philippe; Poisson,Jean-Francois
参考文献:Organic Letters 日期:2021 卷标:23(2) 页码:300-304]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Hydrochloric Acid,Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile,Ethyl Acetate
标题:Method For Preparing A Reactive Coating For Molecular Immobilization Using A Uv-Reactive Monomer Attached To A Bicycloalkyne
参考文献:European Patent Organization]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Sodium Azide Solvents: Acetonitrile; Cooled; Overnight,Rt1.2 Cooled; 3 H,Rt1.3 Reagents: Hydrochloric Acid Solvents: Ethyl Acetate; Rt
标题:Azide- And Alkyne-Functionalized α- And β3-Amino Acids
作者:Sminia,Tjerk Jacco; Pedersen,Daniel Sejer
参考文献:Synlett 日期:2012 卷标:23(18) 页码:2643-2646]

288-32-4 = 952234-36-5
反应条件:1.1 Reagents: Sulfuryl Chloride,Atomic Chlorine,Sodium Azide Solvents: Acetonitrile1.2 Solvents: Ethanol
标题:The Application Of Continuous Flow Technology For Organic Synthesis
作者:Smith,Christopher D.
参考文献:2008

专利信息

专利号:WO-2023233371-A1
优先权日:2022-06-03
标题:A continuous flow process for synthesis of organic azides
发明人：GNANAPRAKASAM BOOPATHY; PANDEY AKANKSHA M; MONDAL SHANKHAJIT
权利人:INDIAN INSTITUTE OF SCIENCE EDUCATION AND RES PUNE IISER PUNE
摘要:The present disclosure relates generally to the field of synthetic organic chemistry. More specifically, the disclosure is directed to a continuous flow process for synthesis of azides from alcohols and peroxides, wherein the process comprises azidation with trimethylsilyl azide and a catalyst Amberlyst-15. It is a non-hazardous, mild and controlled reaction giving good yields of azides. The azides can be further employed for synthesis of medicinally and industrially useful chemicals.

专利号:WO-2022107013-A1
优先权日:2020-11-19
标题 :Silver assisted gold catalysis for the preparation of fondaparinux pentasaccharide and intermediates
发明人：HOTHA SRINIVAS; WALKE GULAB; KASDEKAR NITESHLAL; SUTAR YOGESH
权利人:INDIAN INSTITUTE OF SCIENCE EDUCATION AND RES
摘要:The present invention relates to a process for the synthesis of Fondaparinux pentasaccharide and its intermediates. Specifically, the present invention relates to a novel catalytic process for the synthesis of Fondaparinux pentasaccharide and its intermediates. The present invention further relates to a silver assisted gold catalysis for glycosylation reactions in the synthesis of Fondaparinux pentasaccharide and its intermediates. (I)

专利号:US-11912647-B2
优先权日:2020-05-22
标题:Diversity-oriented synthesis of N,N,O-trisubstituted hydroxylamines from alcohols and amines by Nâ€”O bond formation
发明人：CRICH DAVID; HETTIKANKANAMALAGE ASIRI; HILL JARVIS
权利人:UNIV GEORGIA
摘要:In one aspect, the disclosure relates to a method for the direct synthesis of complex N,N,O-trisubstituted hydroxylamines by Nâ€”O bond formation. In another aspect, the method can successfully be employed using a wide variety of commercially available alcohols and secondary amines and enables the construction of large fragment-based libraries of trisubstituted hydroxylamines for drug discovery purposes. Also disclosed are N,N,O-trisubstituted hydroxylamines having low basicity, high stability at ambient temperatures, and an inherent lack of reactivity towards acetylating and sulfonylating enzymes that confer mutagenicity on less-substituted hydroxylamines.

专利号:US-10377699-B2
优先权日:2013-11-06
标题 :Daptomycin analogues and a method for the preparation of daptomycin or a daptomycin analogue
发明人：LI XUECHEN; LAM HIU YUNG
权利人:UNIV HONG KONG
摘要:A method for the synthesis of daptomycin or a daptomycin analog is carried out on a resin to form a linear precursor followed by a serine ligation macrocyclization in solution. Daptomycin analogs can differ from daptomycin by substitution of amino acids residues and/or deletion or addition of amino acid residues. Daptomycin analogs can include a different fatty acid in the side arm of the daptomycin analog.

专利号:US-11993627-B2
优先权日:2017-07-03
标题 :Enzymatic synthesis of homogeneous chondroitin sulfate oligosaccharides
发明人：LIU JIAN; LI JINE; SU GUOWEI
权利人:UNIV NORTH CAROLINA CHAPEL HILL
摘要:Methods of synthesizing chondroitin sulfate oligosaccharides are provided. Enzymatic schematic approaches to synthesizing structurally defined homogenous chondroitin sulfate oligosaccharides at high yields are provided. Synthetic chondroitin sulfate oligosaccharides ranging from 3-mers to 15-mers are provided.

专利号:US-9868767-B2
优先权日:2013-05-23
标题:Chemical synthesis and screening of bicyclic peptide libraries
发明人：PEI DEHUA; UPADHYAYA PUNIT; LIAN WENLONG; TRINH THI
权利人:OHIO STATE INNOVATION FOUNDATION
摘要:Disclosed herein are bicyclic peptide compounds, compositions comprising same, methods for making same, and libraries comprising same. The disclosed compounds, in various aspects, are useful for treating a variety of disorders, including inflammatory disorders, autoimmune disorders, and disorders of uncontrolled cellular proliferation. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

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合成参考文献

参考文献:10.1007/978-1-0716-0720-6_7
摘要:Pulido D, Royo M. Synthesis of Peptide-Oligoethylene Glycol (OEG) Conjugates for Multivalent Modification of Nanomaterials. 2020. In: Springer Protocols Handbooks.
参考文献:10.1038/s44160-023-00394-4
摘要:Bunyatov M, Wolfert MA, Liu L, Huizinga R, Schreurs MWJ, Jacobs BC, Boons G. Chemoenzymatic synthesis of human natural killer-1-containing glycans and application as serum antibodies probes. Nat. Synth. 2023 Oct 02;3(1):85–98. doi: 10.1038/s44160-023-00394-4.
参考文献:10.1007/978-981-97-4596-8_18
摘要:Tiwari VK, Jaiswal MK, Rajkhowa S, Singh SK. Tandem/MCR Click Chemistry in Organic Synthesis. 2024. In: Materials Horizons: From Nature to Nanomaterials.