丙基次膦酸 | 75779-78-1

• 分子结构分类: 有机化合物 - 有机磷化合物
• 中文名称: 丙基次膦酸
• 英文名称: propylphosphonous acid
• 英文别名: propylphosphinic acid
• CAS: 75779-78-1
• 化学式: C₃H₉O₂P
• 分子量: 108.077
• InChiKey: DGLXNOJGOHKWTN-UHFFFAOYSA-N

物化性质

• 沸点：
  193.6±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 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：
  43.3
• 氢给体数：
  1
• 氢受体数：
  2

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  丙基膦酸	propylphosphonic acid	4672-38-2	C3H9O3P	124.076

反应信息

• 作为反应物：
  描述：

  丙基次膦酸 在 硝酸 作用下， 生成 丙基膦酸
  参考文献：
  名称：

  Guichard, Chemische Berichte, 1899, vol. 32, p. 1574

  摘要：

  DOI：
• 作为产物：
  描述：

  三聚丙烯 在 sodium hypophosphite 、 硫酸 、 双氧水 、 异丁酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 以55%的产率得到丙基次膦酸
  参考文献：
  名称：

  Nifant'ev, E. E.; Magdeeva, R. K.; Shchepet'eva, N. P., Journal of general chemistry of the USSR, 1980, vol. 50, # 8, p. 1416 - 1423

  摘要：

  DOI：

文献信息

• Synthesis of alkyl phosphinic acids from silyl phosphonites and alkyl halides
  作者：E.Andrew Boyd、Andrew C. Regan、Keith James

  DOI：10.1016/s0040-4039(00)73157-1

  日期：1994.6

  Mono- and di-substituted phosphinic acids have been synthesised in a one-pot reaction, by the addition of alkyl halides to silyl phosphonites, under mild and flexible conditions.

  通过在温和而灵活的条件下，将烷基卤加入甲硅烷基亚膦酸酯中，通过一锅法反应合成了单取代和二取代的次膦酸。
• Method for the production of alkylphosphonic acids, esters, and salts by oxidizing alkylphosphonous acids, and use thereof
  申请人：Hill Michael

  公开号：US09018413B2

  公开（公告）日：2015-04-28

  The invention relates to a method for producing monocarboxy-functionalized dialkylphosphinic acids, esters, and salts, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to obtain an alkylphosphonous acid, the salt or ester (II) thereof, and b) the obtained alkylphosphonous acid, the salt or ester (II) thereof is reacted with an oxidizing agent or with an oxidizing agent and water or with oxygen and water in the presence of a catalyst B to obtain the alkylphosphonic acid derivative (III), wherein R1, R2, R3, R4 are identical or different from each other and independently represent, inter alia, H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, C6-C18-alkylaryl, X and Y are identical or different from each other and independently represent H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, C6-C18-alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonated nitrogenous base, and catalysts A and B are transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand.

  该发明涉及一种生产单羧基功能化二烷基膦酸、酯和盐的方法，其特征在于a)在催化剂A的存在下，将膦酸源(I)与烯烃(IV)反应，得到一种烷基膦酸、其盐或酯(II)，b)将所得的烷基膦酸、其盐或酯(II)与氧化剂或与氧化剂和水或与氧气和水在催化剂B的存在下反应，得到烷基膦酸衍生物(III)，其中R1、R2、R3、R4相同或不同，独立表示H、C1-C18-烷基、C6-C18-芳基、C6-C18-芳基烷基、C6-C18-烷基芳基，X和Y相同或不同，独立表示H、C1-C18-烷基、C6-C18-芳基、C6-C18-芳基烷基、C6-C18-烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化的氮碱基，催化剂A和B是过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物与至少一种配体组成的催化体系。
• Phosphinic Acid Analogs of GABA. 2. Selective, Orally Active GABAB Antagonists
  作者：Wolfgang Froestl、Stuart J. Mickel、Georg von Sprecher、Peter J. Diel、Roger G. Hall、Ludwig Maier、Dietrich Strub、Vito Melillo、Peter A. Baumann

  DOI：10.1021/jm00017a016

  日期：1995.8

  In 1987, 25 years after the synthesis of the potent and selective GABA(B) agonist baclofen (1), Kerr et al.(5) described the first GABA(B) antagonist phaclofen 2. However, phaclofen and structurally similar derivatives 3-5 did not cross the blood-brain barrier and hence were inactive in vivo as central nervous system agents. As a consequence, the therapeutic potential of GABA(B) antagonists remained unclear. In exploring GABA and baclofen derivatives by replacing the carboxylic acid residue with various phosphinic acid groups, we discovered more potent and water soluble GABA(B) antagonists. Electrophysiological experiments in vivo demonstrated that some of the new compounds were capable of penetrating the blood-brain barrier after oral administration. Neurotransmitter release experiments showed that they interacted with several presynaptic GABA(B) receptor subtypes, enhancing the release of GABA, glutamate, aspartate, and somatostatin. The new GABA(B) antagonists interacted also with postsynaptic GABA(B) receptors, as they blocked late inhibitory postsynaptic potentials. They facilitated the induction of long-term potentiation in vitro and in, vivo, suggesting potential cognition enhancing effects. Fifteen compounds were investigated in Various memory and learning paradigms in rodents. Although several compounds were found to be active, only 10 reversed the age-related deficits of old rats in a multiple-trial one-way active avoidance test after chronic treatment. The cognition facilitating effects of 10 were confirmed in learning experiments in Rhesus monkeys. The novel GABA(B) antagonists showed also protective effects in various animal models of absence epilepsy.
• Design and Pharmacological Activity of Phosphinic Acid Based NAALADase Inhibitors
  作者：Paul F. Jackson、Kevin L. Tays、Keith M. Maclin、Yao-Sen Ko、Weixing Li、Dil Vitharana、Takashi Tsukamoto、Doris Stoermer、Xi-Chun M. Lu、Krystyna Wozniak、Barbara S. Slusher

  DOI：10.1021/jm0001774

  日期：2001.11.1

  A novel series of phosphinic acid based inhibitors of the neuropeptidase NAALADase are described in this work. This series of compounds is the most potent series of inhibitors of the enzyme described to date. In addition, we have shown that these compounds are protective in animal models of neurodegeneration. Compound 34 significantly prevented neurodegeneration in a middle cerebral artery occlusion model of cerebral ischemia. In addition, in the chronic constrictive mc del of neuropathic pain, compound 34 significantly attenuated the hypersensitivity observed with saline-treated animals. These data suggest that NAALADase inhibition may provide a new approach for the treatment of both neurodegenerative disorders and peripheral neuropathies.
• Nifant'ev, E. E.; Magdeeva, R. K.; Shchepet'eva, N. P., Journal of general chemistry of the USSR, 1980, vol. 50, # 8, p. 1416 - 1423
  作者：Nifant'ev, E. E.、Magdeeva, R. K.、Shchepet'eva, N. P.

  DOI：——

  日期：——