sodium 3-amino-1-propanoxide | 17158-69-9

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: sodium 3-amino-1-propanoxide
• 英文别名: sodium 3-aminopropanoxide；Sodium;3-aminopropan-1-olate
• CAS: 17158-69-9
• 化学式: C₃H₈NO*Na
• 分子量: 97.0924
• InChiKey: HOSMKFVJEMPAKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.3
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  49.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  sodium 3-amino-1-propanoxide 、 2,2,4,4-tetrachloro-11-[(4-fluorophenyl)methyl]-7-oxa-1,3,5,11-tetraza-2λ5,4λ5,6λ5-triphosphaspiro[5.5]undeca-1(6),2,4-triene 以 四氢呋喃 为溶剂， 反应 12.0h， 以66%的产率得到
  参考文献：
  名称：

  The reactions of N$_{3}$P$_{3}$Cl$_{6}$ with monodentate and bidentate ligands: the syntheses and structural characterizations, in vitro antimicrobial activities, and DNA interactions of 4-fluorobenzyl(N/O)spirocyclotriphosphazenes

  摘要：

  4-氟苄基（N/O）螺环三磷嗪（2）与过量的单胺发生 Cl 置换反应，生成了 4-氟苄基螺（N/O）四氨基环三磷嗪（2a-2d）。2 与等摩尔和两等摩尔量的二胺、氨基醇和二元醇反应，分别得到部分取代的 \textbf{ 二螺 3b 和二螺 3c，以及完全取代的三螺环三磷氮烯（反式 4a、顺式 4c、4d 和 4e）。尽管努力分离二螺磷氮化合物的顺式/反式异构体和光学异构体，但只分别分离出了二螺 3b 和二螺 3c 的一组非对映异构体（RR/RS 或 SS/SR）。根据反应混合物的 $^{31}$P NMR 光谱数据评估了其他二螺磷氮烯的 $^{31}$P NMR 光谱数据。2 与过量的 N-甲基乙二胺反应生成的反式 4a 是外消旋混合物。反式 4b（外消旋）和顺式 4b（中消旋）出现在 2 与过量 N-甲基-1,3-丙二胺的反应中，但它们没有被单独分离出来。对一些膦烯类化合物进行了细菌和真菌筛选。评估了这些化合物对厌氧菌和微嗜水革兰阴性菌的活性。结果发现，化合物 2、2b 和反式 4a 对成纤维细胞具有可容忍的毒性作用，而对 MCF-7 细胞的毒性最高。

  DOI：

  10.3906/kim-1612-80

文献信息

• Phosphorus−Nitrogen Compounds. 18. Syntheses, Stereogenic Properties, Structural and Electrochemical Investigations, Biological Activities, and DNA Interactions of New Spirocyclic Mono- and Bisferrocenylphosphazene Derivatives
  作者：Nuran Asmafiliz、Zeynel Kılıç、Aslı Öztürk、Tuncer Hökelek、L. Yasemin Koç、Leyla Açık、Özgül Kısa、Ali Albay、Zafer Üstündağ、Ali Osman Solak

  DOI：10.1021/ic901039k

  日期：2009.11.2

  NH2(CH2)3ONa, respectively. The reactions of 6 with 1-aza-12-crown-4 afford geminal (16) and tris (17) crown ether-substituted phosphazenes. The structural investigations of the compounds have been verified by elemental analyses, mass spectrometry, Fourier transform IR, 1H, 13C, and 31P NMR, and DEPT, COSY, HETCOR, and HMBC techniques. The crystal structures of 7, 10, 11, and 15 have been determined by

  hexachlorocyclotriphosphazatriene的反应中，N 3 P 3氯6，具有单- （1和2）和bisferrocenyldiamines（3 - 5），FCCH 2 NH（CH 2）Ñ NHR 1（R 1 = H或FCCH 2 - ），产生单- （6和7）和螺bisferrocenylphosphazenes（8 - 10）。完全取代的磷腈（11 - 15和18 - 21）从对应的部分取代的磷腈（的反应得到的6 - 10）与过量的吡咯烷和NH 2（CH 2）3分别ONA。的反应6用1-氮杂-12-冠-4，得到偕（16）和三（17）的冠醚取代的磷腈。化合物的结构研究已通过元素分析，质谱，傅里叶变换IR，1 H，13 C和31 P NMR以及DEPT，COSY，HETCOR和HMBC技术进行了验证。的晶体结构7，10，11，并且已经通过X射线晶体学确定了15。在16和1
• Phosphorus-nitrogen compounds. Part 67. The reactions of Mono/bis (4-fluorobenzyl)spiro(N/N)cyclotriphosphazenes with sodium(3-amino-1-propanoxide): investigation of spectral properties, DNA-cleavage and antimicrobial activities
  作者：Aytuğ Okumuş、Gamze Elmas、Zeynel Kılıç、Lütfiye Yasemin Gönder、Leyla Açık

  DOI：10.1080/10426507.2022.2145477

  日期：2023.3.4

  R2=FPhCH2-] (4-fluorobenzyl)monospiro(N/N)cyclotriphosphazenes, were obtained from the condensation reactions of hexachlorocyclotriphosphazatriene (N3P3Cl6; trimer; HCCP) with N-(4-fluorobenzyl)propane-1,3-diamine (L1), N,N'-bis(4-fluorobenzyl)propane-1,3-diamine (L2) and N,N'-bis(4-fluorobenzyl)ethane-1,2-diamine (L3), respectively. Substitution reactions of 1 and 2 with excess sodium(3-amino-1-propanoxide)

  摘要 起始试剂四氯单- [ 1 ; R 1 =(CH 2 ) 3 , R 2 =H]和四氯双-[ 2 ; R 1 =(CH 2 ) 3 , R 2 =FPhCH 2 - 和3 ; R 1 =(CH 2 ) 2 , R 2 =FPhCH 2 -](4-氟苄基)单螺环(N/N)环三磷腈，由六氯环三磷杂三烯(N 3 P 3 Cl 6 ;三聚体; HCCP )缩合得到) 与N -(4-氟苄基)丙烷-1,3-二胺 ( L1 ), N , N '-双(4-氟苄基)丙烷-1,3-二胺 ( L2 ) 和N , N '-双 (4 -fluorobenzyl)ethane-1,2-diamine ( L3 ), 分别。1和2与过量钠 (3-氨基-1-丙醇) 的取代反应分别产生唯一的单螺环 (N/O) 氨基-丙氧基-(4-氟苄基)螺环(N/N) ( 1a ) 和单螺环- ( N/O) 氨基丙氧基-双-(4-氟苄基)螺(N/N)
• Phosphorus−Nitrogen Compounds. 21. Syntheses, Structural Investigations, Biological Activities, and DNA Interactions of New N/O Spirocyclic Phosphazene Derivatives. The NMR Behaviors of Chiral Phosphazenes with Stereogenic Centers upon the Addition of Chiral Solvating Agents
  作者：Muhammet Işıklan、Nuran Asmafiliz、Ezgi Elif Özalp、Elif Ece İlter、Zeynel Kılıç、Bünyemin Çoşut、Serkan Yeşilot、Adem Kılıç、Aslı Öztürk、Tuncer Hökelek、L. Yasemin Koç Bilir、Leyla Açık、Emel Akyüz

  DOI：10.1021/ic100781v

  日期：2010.8.2

  The reactions of hexachlorocyclotriphosphazatriene, N3P3Cl6, with N/O-donor-type N-alkyl (or aryl)-o-hydroxybenzylamines (la-le) produce mono- (2a-2e), di- (3a-3d), and tri- (4a and 4b) spirocyclic phosphazenes. The tetrapyrrolidino monospirocyclic phosphazenes (2f-2i) are prepared from the reactions of partly substituted compounds (2a-2d) with excess pyrrolidine. The dispirodipyrrolidinophosphazenes (3e-3h) and trispirophosphazenes (3i-3k) are obtained from the reactions of trans-dispirophosphazenes with excess pyrrolidine and sodium (3-amino-1-propanoxide), respectively. Compounds 3a-3d have cis and trans geometric isomers. Only the trans isomers of these compounds are isolated. Compounds 3a-3h have two stereogenic P atoms. They are expected to be in cis (meso) and trans (racemic) geometric isomers. In the trans trispiro compounds (3i-3k), there are three stereogenic P atoms. They are expected to be in racemic mixtures. The stereogenic properties of 3a-3k are confirmed by P-31 NMR spectroscopy upon the addition of the chiral solvating agent; (S)-(+)-2,2,2-trifluoro-1-(9'-anthryl)ethanol. The molecular structures of 3i-3k, 4a, and 4b look similar to a propeller, where the chemical environment of one P atom is different from that of others. Additionally, 4a and 4b are also expected to exist as cis-trans-trans and cis-cis-cis geometric isomers, but both of them are found to be in cis-trans-trans geometries. The solid-state structures of 2a, 2e, 2f, 3e, and 31 are determined by X-ray crystallography. The compounds 2f-2i, 3e-3i, and 3k are screened for antibacterial activity against Gram-positive and Gram-negative bacteria and for antifungal activity against yeast strains. These compounds (except 3f) have shown a strong affinity against most of the bacteria. Minimum inhibitory concentrations (MIC) are determined for 2f-2i, 3e-3i, and 3k. DNA binding and the nature of interaction with pUC18 plasmid DNA are studied. The compounds 2f-2i, 3e-3i, and 3k induce changes on the DNA mobility. The prevention of BamHI and HindIII digestion (except 2g) with compounds indicates that the compounds bind with nucleotides in DNA.
• The reactions of N$_{3}$P$_{3}$Cl$_{6}$ with monodentate and bidentate ligands: the syntheses and structural characterizations, in vitro antimicrobial activities, and DNA interactions of 4-fluorobenzyl(N/O)spirocyclotriphosphazenes
  作者：Aytuğ OKUMUŞ、Gamze ELMAS、Zeynel KILIÇ、Nagehan RAMAZANOĞLU、Leyla AÇIK、Mustafa TÜRK、Gülçin AKÇA

  DOI：10.3906/kim-1612-80

  日期：——

  The Cl replacement reactions of 4-fluorobenzyl(N/O)spirocyclotriphosphazene (2) with excess monoamines led to the formation of 4-fluorobenzylspiro(N/O)tetraaminocyclotriphosphazenes (2a-2d). The partly substituted \textbfdispiro 3b and dispiro 3c and fully substituted trispirocyclotriphosphazenes (trans 4a, cis 4c, 4d, and 4e) were obtained, respectively, from the reactions of 2 with one equimolar and two equimolar amounts of diamines, aminoalcohol, and diols. Although efforts were made for the separation of the cis/trans and optical isomers of the dispiro phosphazenes, only one set of diastereomers (RR/RS or SS/SR) of dispiro 3b and dispiro 3c was isolated, respectively. The $^31}$P NMR spectral data of the other dispiro phosphazenes were evaluated from the $^31}$P NMR spectra of the reaction mixtures. The reactions of 2 with excess N-methylethylenediamine gave trans 4a as a racemic mixture. While trans 4b (racemic) and cis 4b (meso) occurred from the reaction of 2 with excess N-methyl-1,3-propanediamine, they were not isolated separately. Some of the phosphazenes were screened against bacteria and fungi. The activities of the compounds against anaerobic and microaerophilic gram-negative bacteria were evaluated. It was found that compounds 2, 2b, and trans 4a exhibited tolerable toxic effects on fibroblast cells and had the highest toxicity against MCF-7 cells.

  4-氟苄基（N/O）螺环三磷嗪（2）与过量的单胺发生 Cl 置换反应，生成了 4-氟苄基螺（N/O）四氨基环三磷嗪（2a-2d）。2 与等摩尔和两等摩尔量的二胺、氨基醇和二元醇反应，分别得到部分取代的 \textbf 二螺 3b 和二螺 3c，以及完全取代的三螺环三磷氮烯（反式 4a、顺式 4c、4d 和 4e）。尽管努力分离二螺磷氮化合物的顺式/反式异构体和光学异构体，但只分别分离出了二螺 3b 和二螺 3c 的一组非对映异构体（RR/RS 或 SS/SR）。根据反应混合物的 $^31}$P NMR 光谱数据评估了其他二螺磷氮烯的 $^31}$P NMR 光谱数据。2 与过量的 N-甲基乙二胺反应生成的反式 4a 是外消旋混合物。反式 4b（外消旋）和顺式 4b（中消旋）出现在 2 与过量 N-甲基-1,3-丙二胺的反应中，但它们没有被单独分离出来。对一些膦烯类化合物进行了细菌和真菌筛选。评估了这些化合物对厌氧菌和微嗜水革兰阴性菌的活性。结果发现，化合物 2、2b 和反式 4a 对成纤维细胞具有可容忍的毒性作用，而对 MCF-7 细胞的毒性最高。