N,N-二(2-氨基乙基)-4-甲基苯磺酰胺 | 23539-15-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N,N-二(2-氨基乙基)-4-甲基苯磺酰胺
• 英文名称: N,N-bis(2-aminoethyl)-4-methyl-benzenesulfonamide
• 英文别名: N,N-bis(2-aminoethyl)-4-methylbenzenesulfonamide；N-(p-Toluolsulfonyl)-bis-(2-amino-ethyl)-amin；Benzenesulfonamide, N,N-bis(2-aminoethyl)-4-methyl-
• CAS: 23539-15-3
• 化学式: C₁₁H₁₉N₃O₂S
• 分子量: 257.357
• InChiKey: WMYLUTSYYLTZDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  97.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-二(2-氨基乙基)-4-甲基苯磺酰胺 以 乙醇 、 二甲基亚砜 、 乙腈 为溶剂， 反应 29.0h， 生成 6,20-Bis-(4-methylphenyl)sulfonyl-3,6,9,17,20,23-hexazatricyclo[23.3.1.111,15]triaconta-1(29),11(30),12,14,25,27-hexaene-3,9,17,23-tetracarbonitrile
  参考文献：
  名称：

  Supramolecular catalysis of H/D exchange in pyruvate by macrocyclic polyamines involving a reactive iminium intermediate

  摘要：

  研究了一系列大环多胺作为质子交换催化剂的活性。结构和物理化学研究表明这些受体能够识别丙酮酸、形成共价亚胺中间体并催化 CH3 位点上的 H/D 交换。该反应遵循 Michaelis-Menten 动力学，速率增强高于 4.8 × 105 (kcat/kuncat)。该过程还代表了进入醇醛缩合反应催化的潜在途径。

  DOI：

  10.1039/a700937b
• 作为产物：
  描述：

  N,N-双-(2-羟乙基)-对甲苯磺酰胺 在 lithium aluminium tetrahydride 、 sodium azide 、 甲基三辛基氯化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 2.75h， 生成 N,N-二(2-氨基乙基)-4-甲基苯磺酰胺
  参考文献：
  名称：

  Chromogenic Diaza-Crown Ether Dicarboxylic Acids for Determination of Calcium Ions

  摘要：

  The synthesis of two novel calcium chromoionophores 2 and 3, which are based on a benzodiazacrown ether with an inward-facing methoxyl group and bear two acetic acid groups and a 2,4,6-trinitroanilino chromophore, is described. Calcium and magnesium responses at pH optima are determined. Compound 2 exhibits a 31-nm bathochromic shift of the absorption maximum, an increase in the absorptivity upon complexation with Ca2+, and good selecitivity for Ca2+ over Mg2+ at pH 10.3. The response of chromoionophore 2 is linear from 0 to 8 X 10(-3) M Ca2+.

  DOI：

  10.1021/jo00082a019

文献信息

• A new receptor with a FRET based fluorescence response for selective recognition of fumaric and maleic acids in aqueous medium
  作者：Upendar Reddy G.、Rabindranath Lo、Sovan Roy、Tanmay Banerjee、Bishwajit Ganguly、Amitava Das

  DOI：10.1039/c3cc45051a

  日期：——

  Preferential binding of a new reagent to fumaric acid could be utilized for its estimation in aqueous medium and in commercial fruit juice.

  一种新试剂对二烯酸的优先结合可用于其在水相介质和商业果汁中的测定。
• Synthesis of Bicyclic Polyaza Polycarboxylic Macrocycles Containing a 12-Membered Unit
  作者：Vincent Jacques、Mohammed Mesbahi、Verica Boskovic、Jean F. Desreux

  DOI：10.1055/s-1995-4043

  日期：1995.8

  High dilution reactions between a diamine and a diacid activated with 1,3-thiazolidine-2-thione afforded bicyclic polyamines after reduction of the amido moieties with borane. The cyclisation yields ranged between 34 and 84% and presumably depend on the rigidity of the reagents. Selection of the most appropriate procedures for the deprotection of tosylated amino groups and for the addition of carboxylic groups appear to depend on the structure and the cavity size of the macrocycles. For instance, encapsulation of a Na+ ion as seen by 23Na NMR prevents the substitution of the secondary amino groups of the polyaza ligands by acetate functions.

  高稀释反应中，二胺与通过1,3-噻唑烷-2-酮活化的二酸反应，经过硼烷还原酰胺基团后，获得了 bicyclic 聚胺。环化产率在34%到84%之间，可能依赖于试剂的刚性。选择最合适的去保护托烯基氨基团和加入羧基的程序，似乎取决于大环的结构和腔体大小。例如，Na+离子的封闭，如23Na NMR所示，阻止了聚氮配体的次氨基团被醋酸基团取代。
• 99mTc imaging agents and methods of use
  申请人：GENERAL ELECTRIC COMPANY

  公开号：US09125955B2

  公开（公告）日：2015-09-08

  An embodiment of the invention comprises method of imaging a target site comprising administrating ligand of Formula I complexed to 99mTc wherein R1 and R2 are independently an alkyl or cycloalkyl; R3 is and alkyl; X is CO or SO2; Y is (CH2)n, C6H4, (OCH2CH2)n(NHCH2CH2)n and (OCH2CH2CH2)n, or a combination thereof; Z is linker group capable of conjugating to a vector; and n is an integer between 0 and 10.

  该发明的一个实施例包括成像靶位点的方法，包括给予与99mTc络合的Formula I的配体，其中R1和R2分别为烷基或环烷基；R3为烷基；X为CO或SO2；Y为(CH2)n，C6H4，(OCH2CH2)n(NHCH2CH2)n和(OCH2CH2CH2)n，或者它们的组合；Z为能够连接到载体的连接基团；n为0到10之间的整数。
• Complexes Possessing Rare “Tertiary” Sulfonamide Nitrogen-to-Metal Bonds of Normal Length:<i>fac</i>-[Re(CO)₃(<i>N</i>(SO₂R)dien)]PF₆Complexes with Hydrophilic Sulfonamide Ligands
  作者：Pramuditha L. Abhayawardhana、Patricia A. Marzilli、Frank R. Fronczek、Luigi G. Marzilli

  DOI：10.1021/ic4026987

  日期：2014.1.21

  Tertiary sulfonamide nitrogen-to-metal bonds of normal length are very rare. We recently discovered such a bond in one class of fac-[Re(CO)3(N(SO2R)(CH2Z)2)]n complexes (Z = 2-pyridyl) with N(SO2R)dpa ligands derived from di-(2-picolyl)amine (N(H)dpa). fac-[M(CO)3(N(SO2R)(CH2Z)2)]n agents (M = 186/188Re, 99mTc) could find use as radiopharmaceutical bioconjugates when R is a targeting moiety. However

  正常长度的叔磺酰胺氮-金属键非常罕见。我们最近在一类fac -[Re(CO) 3 (N(SO 2 R)(CH 2 Z) 2 )] n复合物 (Z = 2-pyridyl) 与N (SO 2 R)dpa 中发现了这样的键衍生自二-(2-甲基吡啶)胺( N (H)dpa)的配体。fac -[M(CO) 3 (N(SO 2 R)(CH 2 Z) 2 )] n剂 (M = 186/188 Re, 99m当 R 是靶向部分时，Tc) 可用作放射性药物生物偶联物。然而，N (SO 2 R)dpa的平面吸电子 2-吡啶基团使配体不稳定并产生相对刚性的螯合环，这增加了稀有 M-N（磺酰胺）键是受限几何。此外，疏水性 2-吡啶基可能会在肝脏中引起不良积累，从而限制了未来在放射性药物中的应用。我们的目标是确定稳健、亲水且灵活的 N(CH 2 Z) 2螯合物框架。新的C 2对称配体，N(SO 2 R)(CH 2
• 99mTc IMAGING AGENTS AND METHODS OF USE
  申请人：Johnson Bruce Fletcher

  公开号：US20130195756A1

  公开（公告）日：2013-08-01

  An embodiment of the invention comprises a ligand of Formula I wherein R 1 and R 2 are independently an alkyl or cycloalkyl; R 3 is and alkyl; X is CO or SO 2 ; Y is (CH2) n , C 6 H 4 , (OCH 2 CH 2 ) n (NHCH 2 CH 2 ) n and (OCH 2 CH 2 CH 2 ) n , or a combination thereof; Z is linker group capable of conjugating to a vector; and n is an integer between 0 and 10. Also included are an imaging agent comprising a compound of Formula I complexed to 99m Tc and their method of use to image a subject having a target site using single photon emission computed tomography (SPECT).

  本发明的一种实施例包括以下式子的配体，其中R1和R2独立地是烷基或环烷基；R3是烷基；X是CO或SO2；Y是(CH2)n，C6H4，(OCH2CH2)n(NHCH2CH2)n和(OCH2CH2CH2)n，或它们的组合；Z是能够与载体共轭的连接基；n是介于0和10之间的整数。还包括一种成像剂，其包括配合到99mTc的式子I化合物，以及使用单光子发射计算机断层扫描（SPECT）成像方法成像具有靶位点的受试者。