2-phosphono-1,7-heptanedicarboxylic acid | 119143-84-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-phosphono-1,7-heptanedicarboxylic acid
• 英文别名: 2-Phosphonoheptanedioic acid
• CAS: 119143-84-9
• 化学式: C₇H₁₃O₇P
• 分子量: 240.15
• InChiKey: OYGPRIUFHYKXFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  132
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tetraethyl 2-phosphono-1,7-heptanedicarboxylate 在 氢溴酸 作用下， 反应 48.0h， 生成 2-phosphono-1,7-heptanedicarboxylic acid
  参考文献：
  名称：

  cis-Diamineplatinum(II) complexes containing phosphono carboxylate ligands as antitumor agents

  摘要：

  A series of platinum complexes of the form cis-M[PtA2(PC)] (I) has been prepared and tested for antitumor activity in mice. Compounds in this series contain either two monodentate amine ligands (A), such as NH3 or isopropylamine, or one bidentate diamine (A2), such as ethylenediamine, 1,2-diaminopropane, or 1,2-diaminocyclohexane. The PC ligand is a bidentate, O-bound, phosphono carboxylate chelate of the form -O2C(CR1R2)nPO3-, where n = 0 or 1 and R1 and R2 are chosen from H, methyl, ethyl, propyl, butyl, phenyl, or pentanoic acid substituents. The resulting complexes (I) were prepared as the free acids (M = H) or as sodium salts (M = Na). Members of this series have demonstrated good activity in a number of tumor screens. A total of 18 platinum-phosphono carboxylate (Pt-PC) complexes were tested against Sarcoma 180 ascites (S180a) in CFW mice, with 13 analogues showing activity above the 50% ILS level. Antitumor activity was also observed vs L1210 leukemia in CDF1 mice, where six of the 12 compounds tested gave ILS values in the 60-160% range, and vs M5076 reticulum cell sarcoma (sc tumor, iv drug), where four of the four compounds tested gave ILS and T-C values comparable to that of cisplatin. Each of the Pt-PC complexes was characterized by NMR (195Pt, 13C, and 31P), HPLC, and elemental analysis. These compounds, which are anionic at neutral pH, display excellent solubility and stability in aqueous media, such as phosphate-buffered saline and fetal calf serum. On the basis of a comparative study of BUN and serum creatinine levels in treated mice, representative complexes from this series are also less kidney toxic than cisplatin. The results of these studies demonstrate that the platinum-phosphono carboxylate complexes are a promising new class of antitumor agents.

  DOI：

  10.1021/jm00163a018

文献信息

• Phosphatarmes, schaumreguliertes Waschmittel
  申请人：Henkel Kommanditgesellschaft auf Aktien

  公开号：EP0036162A1

  公开（公告）日：1981-09-23

  Das umweltfreundliche Waschmittel setzt sich aus mehreren pulverförmigen bis körnigen Komponenten zusammen: A) 20-50 Gew.-% eines wasserunlöslichen, feinteiligen, gebundenes Wasser enthaltenden Alkalialumosilikats der Formel 0,7-1,5 Me2O:Al2O3.1,3-4,0 SiOz (bezogen auf wasserfreie AS) mit einem Ca-Bindevermögen von 100-200 mg Ca/gAS; Me= Na oderK; B) 0,1-3 Gew.-% eines wasserlöslichen Komplexbildners (substituierte Phosphonsäuren), bevorzugt 0,2-2 Gew.-% Hydroxyethandiphosphonsäure oder deren Na-, K-, Mg-oder Ca-Salze; C) 3-12 Gew.-% anionische Tenside, die bevorzugt zu 50-100 Gew-% aus Alkansulfonaten, Olefinsulfonaten, Sulfofettsäureesteralkylestern, Alkoholsulfaten und/oder Alkylglykolethersulfaten mit 1-3 EO-Gruppen bestehen, zu 0-50 Gew.-% aus linearem Alkylbenzolsulfonat (C9-14) und zu 0-25 Gew.%aus Seife (C12-22); D) 1-15 Gew.-% nichtionischem Tensid, bevorzugt Fettsäuremonoalkanolamide und -dialkanolamide und/oder Alkoholpolyglykolether; Gesamtmenge von C) und D) = 5-18 Gew.-%; E) 0,5-10 Gew.-% eines schaumregulierenden Mittels, bestehend aus einer körnigen Trägersubstanz (E1) aus der Gruppe der Polymerphosphate, Silikate, Carbonate und Sulfate des Natriums und einem daran adsorbierten kieselsäurehaltigen Polysiloxan-Entschäumer (E2), der vorzugsweise aus 0,01-0,5 Gew.-%eines Gemisches aus feinteiliger Kieselsäure und Polysiloxan, besonders eines Gemisches aus Polydimethylsiloxan und silanierter Kieselsäure besteht.

  这种环保型洗涤剂由多种粉末状或颗粒状成分组成： A) 20-50 重量%的不溶于水、细小、结合水的碱金属铝硅酸盐，其化学式为 0.7-1.5 Me2O:Al2O3.1.3-4.0 SiOz（基于无水 AS），钙结合能力为 100-200 毫克 Ca/gAS；Me= Na 或 K； B) 0.1-3 重量百分比的水溶性络合剂（取代膦酸），最好是 0.2-2 重量百分比的羟乙基二膦酸或其 Na、K、Mg 或 Ca 盐； C) 3-12% 重量百分比的阴离子表面活性剂，最好包括 50-100% 重量百分比的烷 磺酸盐、烯烃磺酸盐、磺脂肪酸酯烷基酯、醇硫酸盐和/或含有 1-3 个环氧乙烷 基团的烷基乙二醇醚硫酸盐、0-50% 重量百分比的线性烷基苯磺酸盐（C9-14）和 0-25% 重量百分比的肥皂（C12-22）； D) 1-15 重量百分比的非离子表面活性剂，最好是脂肪酸单烷醇酰胺和二烷醇酰胺 和/或醇聚乙二醇醚；C)和 D) 的总用量=5-18 重量百分比； E) 0.5-10%（重量百分比）的泡沫调节剂，由聚合物磷酸盐、硅酸盐、碳酸盐和 硫酸钠类中的颗粒载体物质（E1）和吸附在其上的含二氧化硅的聚硅氧烷消泡 剂（E2）组成，其中最好包括 0.01-0.5%（重量百分比）的细颗粒的混合物。按重量计，该消泡剂由 0.01-0.5 % 的细二氧化硅和聚硅氧烷混合物，特别是聚二甲基硅氧烷和硅烷化二氧化硅的混合物组成。
• cis-Diamineplatinum(II) complexes containing phosphono carboxylate ligands as antitumor agents
  作者：L. Steven Hollis、Arthur V. Miller、Alan R. Amundsen、John E. Schurig、Eric W. Stern

  DOI：10.1021/jm00163a018

  日期：1990.1

  A series of platinum complexes of the form cis-M[PtA2(PC)] (I) has been prepared and tested for antitumor activity in mice. Compounds in this series contain either two monodentate amine ligands (A), such as NH3 or isopropylamine, or one bidentate diamine (A2), such as ethylenediamine, 1,2-diaminopropane, or 1,2-diaminocyclohexane. The PC ligand is a bidentate, O-bound, phosphono carboxylate chelate of the form -O2C(CR1R2)nPO3-, where n = 0 or 1 and R1 and R2 are chosen from H, methyl, ethyl, propyl, butyl, phenyl, or pentanoic acid substituents. The resulting complexes (I) were prepared as the free acids (M = H) or as sodium salts (M = Na). Members of this series have demonstrated good activity in a number of tumor screens. A total of 18 platinum-phosphono carboxylate (Pt-PC) complexes were tested against Sarcoma 180 ascites (S180a) in CFW mice, with 13 analogues showing activity above the 50% ILS level. Antitumor activity was also observed vs L1210 leukemia in CDF1 mice, where six of the 12 compounds tested gave ILS values in the 60-160% range, and vs M5076 reticulum cell sarcoma (sc tumor, iv drug), where four of the four compounds tested gave ILS and T-C values comparable to that of cisplatin. Each of the Pt-PC complexes was characterized by NMR (195Pt, 13C, and 31P), HPLC, and elemental analysis. These compounds, which are anionic at neutral pH, display excellent solubility and stability in aqueous media, such as phosphate-buffered saline and fetal calf serum. On the basis of a comparative study of BUN and serum creatinine levels in treated mice, representative complexes from this series are also less kidney toxic than cisplatin. The results of these studies demonstrate that the platinum-phosphono carboxylate complexes are a promising new class of antitumor agents.