CAS: 142-73-4; 2,2'-Azanediyldiacetic Acid

该化合物是一种多用途有机化合物,广泛用于生物活性分子合成,具有若干优势,包括能够形成稳定的金属离子复合体,这对药物和催化的各种应用至关重要,在形成与不同金属离子的切热结时具有灵活性,因此是选择性金属离子固存的极佳离子.此外,其在有机溶剂中的溶解性以及它与各种反应条件的兼容性使它成为化学合成的宝贵工具.

英文名称2,2'-Azanediyldiacetic Acid
中文名称亚氨基二乙酸
IUPAC名称2,2'-azanediyldiacetic acid
其它别名N-(Carboxymethyl)-glycine
CAS编号142-73-4
MFCD编号:MFCD00004280
EINECS号:205-555-4
FDA UNII编号:XQM2L81M8Z
分子式:C4H7NO4
分子量:133.1
产品CID: 652414
产品分类有机原料→分子砌块→脂肪链类化合物

相似结构搜索
InChIKey: NBZBKCUXIYYUSX-UHFFFAOYSA-N
InChI=1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)…
计算化学: 氢键受体数3.0氢键供体数3.0可旋转键数4.0

相似化合物

56074-20-5 3987-53-9 112918-82-8

物理性质

熔点243 °C
沸点245.59 °C at 760 mmHg
闪点177.9±23.7 °C
密度1.4±0.1 g/cm3
pKa:2.98, 9.89(at 25°C)
PSA:86.63
LogP:-1.2548
折射率1.501
蒸汽压0.0±1.8 mmHg at 25°C
溶解性水中的溶解度为42克/升
敏感性1.常温常压下稳定。禁配物：氧化剂2.与酸、碱生成盐，还和多种金属形成螯合物
外观形态白色晶体
储存条件Store at room temperature
产品应用用于草甘膦的合成,还用作氨基酸型螯合树脂的合成原料,也是橡胶,电镀工业的重要原料和中间体,还用作表面活性剂,络合剂的中间体.
性质描述白色结晶性粉末.熔点247.5°C(分解),沸点126-127°C(1.8kPa).在5°C水中的溶解度为2.43g/100ml.微溶于乙醇,乙醚,丙酮,苯和四氯化碳.能与酸,碱成盐.

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
水生慢性毒性类别3
警示词Warning(警告)
危险描述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.
H412 |对水生生物有害并具有长期持续影响.
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
UN编号NONH for all modes of transport
危险品标志Xi:Irritant;
安全声明S26-S36-S37/39
危险类别码R36/37/38
WGK Germany1

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

合成工艺路线路线简述

氰基甲醇甲醛氰醇置于氨体系中,化学反应生成亚氨基二乙酸
参考文献:Eschweiler,Justus Liebigs Annalen Der Chemie,1894,Vol. 278,P. 230
标题:Eschweiler,Justus Liebigs Annalen Der Chemie,1894,Vol. 278,P. 230

海关参考信息

2912110000-甲醛
2912120000-乙醛
2915110000-甲酸
2915211900-乙酸
💡 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

专利信息

专利号:EP-0671928-B1
优先权日:1992-09-24
标题 :Synthesis of n-substituted oligomers
发明人：ZUCKERMANN RONALD N; KERR JANICE M; KENT STEPHEN BRIAN HENRY; MOOS WALTER H; SIMON REYNA J; GOFF DANE A
权利人:CHIRON CORP
摘要:Poly N-substituted Glycines (poly NSGs), wherein the substituents bear purine or pyrimidine bases (R<9>) every second glycine: In addition, a solid phase method for the synthesis of N-substituted oligomers of more general structures is disclosed.The poly NSGs obtainable by this method can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a resin-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using the automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability.

专利号:US-9388131-B2
优先权日:2011-04-27
标题:Automated synthesis of small molecules using chiral, non-racemic boronates
发明人：BURKE MARTIN D; LI JUNQI; GILLIS ERIC P
权利人:UNIV ILLINOIS
摘要:Provided are methods for making and using chiral, non-racemic protected organoboronic acids, including pinene-derived iminodiacetic acid (PIDA) boronates, to direct and enable stereoselective synthesis of organic molecules. Also provided are methods for purifying PIDA boronates from solution. Also provided are methods for deprotection of boronic acids from their PIDA ligands. The purification and deprotection methods may be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chiral, non-racemic compounds. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated stereoselective synthesis of chiral, non-racemic small molecules using iterative cycles of deprotection, coupling, and purification.

专利号:US-2019177392-A1
优先权日:2014-09-23
标题 :Synthesis of glp-1 peptides
发明人：PENIAS NAVON SHARON; NAVEH SHIRLY; VASILEIOU ZOI; BARLOS KONSTANTINOS
权利人:NOVETIDE LTD
摘要:Disclosed are processes for the synthesis of GLP-1 peptides, such as liraglutide and semaglutide, and a process for purifying liraglutide.

专利号:US-6998484-B2
优先权日:2000-10-04
标题:Synthesis of purine locked nucleic acid analogues
发明人：KOCH TROELS; JENSEN FLEMMING REISSIG
权利人:SANTARIS PHARMA AS
摘要:The present invention relates to a new method for the synthesis of purine LNA (Locked Nucleic Acid) analogues which provides a higher overall yield. The method comprising a regioselective 9-N purine glycosylation reaction followed by a one-pot nucleophilic aromatic substitution reaction of the 6-substituent in the purine ring and simultaneous nucleophile-induced intramolecular ring closure of the C-branched carbohydrate to form novel purine LNA analogues. The novel strategy is illustrated by the synthesis of the novel compound (1S,3R,4R,7S)-7-benzyloxy-1-methanesulfonylmethyl-3-(guanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane which is easily converted into (1S,3R,4R,7S)-7-hydroxy-1-hydroxymethyl-3-((2-N-isobutyrylguanin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane after isobutyryl protection of the 2-amino purine group and subsequent substitution of 1-methanesulfonyl with benzoate, debenzoylation and debenzylation.

专利号:US-6040423-A
优先权日:1990-08-31
标题 :Process for synthesis of peptides
发明人：FRANK RONALD; GULER SINAN
权利人:BIOTECHNOLOG FORSCHUNG GMBH
摘要:The invention relates to a process for the rapid synthesis of support-bound or free peptides, a device for carrying out the process, a flat material with peptides bound to it which are prepared according to the process, and to a use for the flat material.

专利号:US-10364262-B2
优先权日:2012-07-17
标题 :Method for the synthesis of N-phosphonomethyliminodiacetic acid
发明人：DEVAUX ALBERT; BURCK SEBASTIAN; NOTTE PATRICK
权利人:MONSANTO TECHNOLOGY LLC
摘要:A method for synthesis of N-phosphonoalkyliminodiacetic acid or derivatives thereof by forming a reaction mixture having an acid catalyst, a compound of the following general formula R1â€”CH2â€”NXâ€”CH2â€”R2 and a compound having one or more Pâ€”Oâ€”P anhydride moieties to form a compound having a formula R1â€”CH2â€”N(â€”CH2PO3R32)(â€”CH2â€”R2) wherein in R1â€”CH2â€”NXâ€”CH2â€”R2: X is â€”CH2â€”OH or â€”CH2â€”COOH; R1 and R2 are independently selected from the group consisting of nitrile, C1-C4 alkyl carboxylate, and carboxylic acid for when X is â€”CH2â€”OH, or R1 and R2 are both carbonyl groups linked by a hydrogen substituted nitrogen atom or a C1-C4-alkyl substituted nitrogen atom; and R3 is H, an alkyl group, or an aryl group; the anhydride moieties in the Pâ€”Oâ€”P anhydride compound have one P atom at the oxidation state (+III) and one P atom at the oxidation state (+III) or (+V); and 2) hydrolyzing the mixture to form N-phosphonomethyliminodiacetic acid or one of its derivatives.

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主要参考文献

[参考文献]: M D Loberg, Et Al. Development Of New Radiopharmaceuticals Based On N-Substitution Of Iminodiacetic Acid. J Nucl Med. 1976 Jul;17(7):633-8.
[参考文献]: Misra Rk, Et Al. Iminodiacetic Acid Functionalized Cation Exchange Resin For Adsorptive Removal Of Cr(Vi), Cd(Ii), Ni(Ii) And Pb(Ii) From Their Aqueous Solutions. J Hazard Mater. 2011 Jan 30;185(2-3):1508-12.
[参考文献]: Shihui Lin, Et Al. Explore Potential Plasma Biomarkers Of Acute Respiratory Distress Syndrome (Ards) Using Gc-Ms Metabolomics Analysis. Clin Biochem. 2019 Apr;66:49-56.
[参考文献]: David Nette, Et Al. Determination Of Aminopolycarboxylic Acids At Ultra-Trace Levels By Means Of Online Coupling Ion Exchange Chromatography And Inductively Coupled Plasma-Mass Spectrometry With Indirect Detection Via Their Pd2-Complexes. Anal Chim Acta. 2015 Jul 16:884:124-32.
[参考文献]: Dávid Suba, Et Al. Capillary Isoelectric Focusing Method Development And Validation For Investigation Of Recombinant Therapeutic Monoclonal Antibody. J Pharm Biomed Anal. 2015 Oct 10:114:53-61.

合成参考文献

参考文献:10.1007/s10126-011-9396-1
摘要:Samino S, Michibata H, Ueki T. Identification of a novel vanadium-binding protein by EST analysis on the most vanadium-rich ascidian, Ascidia gemmata. Mar Biotechnol (NY). 2012 Apr;14(2):143–54. doi: 10.1007/s10126-011-9396-1.
参考文献:10.1107/s1600536811013675
摘要:Qiang Y, Zhu S, Shao M. N,N′-Dicarboxy-N,N′-dicarboxylato(m-phenylene)dimethanaminium monohydrate. Acta Crystallogr E Struct Rep Online. 2011 Apr 22;67(5):o1174. doi: 10.1107/s1600536811013675.
参考文献:10.1007/s11033-011-1158-7
摘要:Sun J, Peng RH, Xiong AS, Tian Y, Zhao W, Xu H, Liu DT, Chen JM, Yao QH. Secretory expression and characterization of a soluble laccase from the Ganoderma lucidum strain 7071-9 in Pichia pastoris. Mol Biol Rep. 2012 Apr;39(4):3807–14. doi: 10.1007/s11033-011-1158-7.
参考文献:10.1016/j.bmcl.2011.06.064
摘要:Nemoto H, Ishihara A, Araki T, Katagiri A, Kamiya M, Matsushita T, Hattori H, Mimura Y, Tomoda Y, Yamasaki M. Improved performance by replacing iminodiacetic residues with glyceryl residues in symmetrically branched oligoglycerols. Bioorganic & Medicinal Chemistry Letters. 2011 Aug;21(16):4724–7. doi: 10.1016/j.bmcl.2011.06.064.

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CAS: 142-73-4; 2,2'-Azanediyldiacetic Acid

相似化合物

物理性质

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