二(十二烷基)磷酸酯 | 7057-92-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 二(十二烷基)磷酸酯
• 中文别名: 双十二烷基氢磷酸酯
• 英文名称: didodecyl phosphate
• 英文别名: Di-dodecylphosphorsaeure；didodecylphosphoric acid；Didodecylphosphat；Didodecyl hydrogen phosphate
• CAS: 7057-92-3
• 化学式: C₂₄H₅₁O₄P
• 分子量: 434.64
• InChiKey: JTXUVYOABGUBMX-UHFFFAOYSA-N

物化性质

• 熔点：
  48-49 °C
• 沸点：
  507.9±33.0 °C(Predicted)
• 密度：
  0.946±0.06 g/cm3(Predicted)
• 颜色/状态：
  Crystals (methanol)
• 溶解度：
  In water, 4.0X10-6 mg/L at 25 °C (est)
• 蒸汽压力：
  1.8X10-10 mm Hg at 25 °C (est)
• 解离常数：
  pKa = 0.88 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  29
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

ADMET

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道。如有必要，进行吸痰。观察呼吸不足的迹象，如有需要，协助通气。通过非循环呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，如有必要，进行治疗……监测休克，如有必要，进行治疗……预计可能出现癫痫，如有必要，进行治疗……对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用生理盐水连续冲洗每只眼睛……不要使用催吐剂。对于摄入，如果患者能够吞咽，有强烈的干呕反射，并且不流口水，用水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释……在去污后，用干无菌敷料覆盖皮肤烧伤……/毒药A和B/

/SRP:/ Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：对于无意识、严重肺水肿或呼吸停止的患者，考虑进行口咽或鼻咽气管插管以控制气道。使用气囊面罩装置的正压通气技术可能有益。监测心率和必要时治疗心律失常。开始静脉输液，使用D5W（5%葡萄糖溶液）/SRP: "保持开放"，最低流量/。如果出现低血容量的迹象，使用乳酸钠林格液。注意液体过载的迹象。考虑使用药物治疗肺水肿。对于伴有低血容量迹象的低血压，谨慎输液。注意液体过载的迹象。使用地西泮（安定）治疗癫痫。使用丙美卡因氢氯化物协助眼部冲洗。/毒药A和B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H319
• 储存条件：
  室温下应存放在干燥密封的环境中。

反应信息

• 作为反应物：
  描述：

  二(十二烷基)磷酸酯 在 吡啶 作用下， 反应 3.0h， 以78%的产率得到dilaurylphosphate anhydride
  参考文献：
  名称：

  POLYCATIONIZED PHOSPHOLIPID DERIVATIVES

  摘要：

  本发明提供了新颖的磷脂衍生物。此外，本发明提供了在细胞内具有出色的基因/核酸引入效率的脂质膜结构。

  公开号：

  US20100094020A1
• 作为产物：
  描述：

  十二烷醇 在 sodium hydride 、 二氧化氮 作用下， 以 mineral oil 为溶剂， 生成 二(十二烷基)磷酸酯
  参考文献：
  名称：

  长链磷酸二烷基酯的便捷制备：磷酸二烷基酯的合成

  摘要：

  摘要 氯氧化磷与伯醇（1.8当量）和三乙胺（1.8当量）在甲苯中反应，然后过滤并用蒸汽处理，得到的磷酸二烷基酯收率高，基本上没有磷酸三烷基酯的污染。 氯氧化磷与伯醇（1.8当量）和三乙胺（1.8当量）在甲苯中反应，然后过滤并用蒸汽处理，得到的磷酸二烷基酯收率高，基本上没有磷酸三烷基酯的污染。

  DOI：

  10.1055/s-0031-1290823

文献信息

• Silicon-containing compound, composition containing said compound, and insulating material
  申请人：Morita Kensuke

  公开号：US20050267308A1

  公开（公告）日：2005-12-01

  A composition for forming an insulating film comprising at least one of a compound represented by formula (1), a hydrolysate of the compound represented by formula (1) and a condensate of the compound represented by formula (1): A n SiX (4-n) (1) wherein n represents an integer of from 1 to 3; A represents an optionally substituted group containing a cage structure formed by 11 or more carbon atoms, and when n represents an integer of 2 or 3, A's are mutually same or different; and X represents a hydrolyzable group, and when n represents an integer of 1 or 2, X's are mutually same or different.

  形成绝缘膜的组合物，包括下列化合物中的至少一种：由式（1）表示的化合物、由式（1）表示的化合物的水解物和由式（1）表示的化合物的缩聚物：AnSiX(4-n)(1)其中n表示1至3的整数；A表示含有由11个或更多碳原子形成的笼状结构的可选择取代基，当n表示2或3的整数时，A可以相同也可以不同；X表示可水解基团，当n表示1或2的整数时，X可以相同也可以不同。
• Synthetic Bilayer Membranes with Anionic Head Groups
  作者：Toyoki Kunitake、Yoshio Okahata

  DOI：10.1246/bcsj.51.1877

  日期：1978.6

  Anionic amphiphiles which possess two normal alkyl groups as the hydrophobic residue and sulfonate, phosphate or carboxylate groups as the hydrophilic residue were prepared. Most of these compounds aggregate extensively in water to form vesicles and lamellae which are probably formed by the molecular bilayer. These aggregates are quite similar to the lecithin liposome with respect to the restricted molecular motion and cholesterol binding.

  具有两个普通烷基作为疏水残基以及磺酸盐、磷酸盐或羧酸盐作为亲水残基的阴离子两性分子已被制备出来。这些化合物大多在水溶液中广泛聚集形成囊泡和片层结构，这些结构很可能由分子双层形成。这些凝聚体与卵磷脂脂质体在分子运动受限和胆固醇结合方面非常相似。
• Functional capsule membranes. 10. pH-sensitive capsule membranes. Reversible permeability control from the dissociative bilayer-coated capsule membrane by an ambient pH change
  作者：Yoshio Okahata、Takahiro Seki

  DOI：10.1021/ja00338a010

  日期：1984.12

  de la permeation reversible, a partir de capsules de nylon recouvertes de couches bimoleculaires synthetiques, comportant un groupe de tete hydrophile, dissociatif, tel qu'un carboxylate (2C 12 -suc-COO − , 2C 12 -cys-2COO − ), un phosphate (2C 12 PO 4 − ) ou un ammonium primaire (2C 16 -gly-NH 3 + ). Dans ces conditions la permeabilite peut etre reduite de 50 a 100 fois par rapport aux capsules non

  on montre comment un pH ambiant peut aussi agir comme un signal qui entraine un controle de la permeation reversible, a partir de caps de Nylon recouvertes de coches bimoleculaires synthetiques, comportant un groupe de tete hydrophile, dissociatif, tel qu'unC -suc-COO - , 2C 12 -cys-2COO - ), 非磷酸酯 (2C 12 PO 4 - ) 或铵原铵 (2C 16 -gly-NH 3 + )。Dans ces conditions la permeabilite peut etre reduite de 50
• Alkyl Chain Length Dependency in Hydrolysis of Liposomal Phosphatidylcholine by Dialkylphosphate.
  作者：Kimei HAYASHI、Kumi ARAKANE、Noboru NAITO、Tetsuo NAGANO、Masaaki HIROBE

  DOI：10.1248/cpb.43.1751

  日期：——

  Because an amphiphile with a positive or negative charge, shch as dialkylphosphate or stearylamine, is often added to liposomal phosphatidylcholine (PC) dispersions to prevent aggregation of the liposomes, we investigated the long-term stability of liposomes prepared from saturated PC in the presence of various amphiphiles. On storage of these liposomes at 40°C, PC was gradually hydrolyzed by dialkylphosphate, a negatively charged lipid, while neither stearylamine, a positively charged lipid, nor a non-charged lipid hydrolyzed PC at all. This hydrolysis of PC was examined using dialkylphosphates of various alkyl chain lengths (C10, C12, C14, C16, C18 and C20) and PC with different fatty acyl chain lengths (C14, C16 and C18). The rate of hydrolysis was maximum when the alkyl chain length of dialkylphosphate was almost equal to the fatty acyl chain length of PC. That is, the hydrolysis of dimyristoyl (C14) and dipalmitoyl (C16) acyl chains of PC was accelerated most by the incorporation of dimyristylphosphate (C14) and dipalmitylphosphate (C16), respectively. Distearoyl (C18) acyl chains of PC were hydrolyzed effectively by the incorporation of distearylphosphate (C18) as well as dipalmitylphosphate (C16). The hydrolysis did not occur when methyl dipalmitylphosphate was added instead of dipalmitylphosphate, or when the liposomal structure was decomposed by adding ethanol. These results suggest that dialkylphosphate and PC are aligned head to tail in liposomes and that the phosphate functional group causes the hydrolysis of the esters of PC.The incorporation of cholesterol into PC bilayers suppressed the hydrolysis of PC above the phase transition temperature (Tc) of PC, but increased it below the Tc. The hydrolysis of PC by dialkylphosphate appears to depend on membrane fluidity and to be accelerated with increased membrane fluidity, because cholesterol reduces the fluidity of the liposomal membrane above the Tc and enhances it below the Tc.

  因为经常在脂质体磷脂酰胆碱(PC)分散液中加入带正电或负电的两亲物质，如二烷基磷酸盐或硬脂胺，以防止脂质体聚集，所以我们研究了在存在各种两亲物质的情况下由饱和PC制备的脂质体的长期稳定性。在40°C下储存这些脂质体时，PC逐渐被带负电的脂质——二烷基磷酸盐水解，而带正电的脂质硬脂胺或不带电的脂质均不水解PC。通过使用具有不同烷基链长度的二烷基磷酸盐(C10, C12, C14, C16, C18和C20)和具有不同脂肪酸链长度的PC(C14, C16和C18)，研究了这种PC的水解作用。当二烷基磷酸盐的烷基链长度几乎等于PC的脂肪酸链长度时，水解速率达到最大。也就是说，PC的二肉豆蔻酰(C14)和二棕榈酰(C16)链的水解作用分别因加入二肉豆蔻基磷酸盐(C14)和二棕榈基磷酸盐(C16)而得到最大程度的加速。PC的二硬脂酰(C18)链也被加入的二硬脂基磷酸盐(C18)以及二棕榈基磷酸盐(C16)有效地水解。当加入甲基二棕榈基磷酸盐代替二棕榈基磷酸盐，或通过加入乙醇分解脂质体结构时，水解作用没有发生。这些结果表明，二烷基磷酸盐和PC在脂质体中以头对尾的方式排列，并且磷酸盐官能团导致PC的酯键水解。将胆固醇掺入PC双层膜中，在PC的相变温度(Tc)以上抑制了PC的水解，但在Tc以下增加了水解。PC被二烷基磷酸盐水解似乎取决于膜的流动性，并且随着膜流动性的增加而加速，因为胆固醇在Tc以上降低了脂质体膜的流动性，而在Tc以下增强了膜的流动性。
• METHODS AND COMPOUNDS FOR THE TARGETED DELIVERY OF AGENTS TO BONE FOR INTERACTION THEREWITH
  申请人：Pierce William M.

  公开号：US20080221070A1

  公开（公告）日：2008-09-11

  Bone targeted compounds and methods are provided. Compounds can include a Bone Targeting Portion (R T ), having an affinity for bone; a Bone Active Portion (R A ) for interacting with and affecting bone; a Linking Portion (R L ) connecting the Bone Targeting Portion and the Bone Active Portion. The Bone Active Portion is derived from an estrogenic agent. Compounds can also include a Blocking Group (R P ) that reduces or eliminates the estrogenic activity of the Bone Active Portion.

  提供了针对骨骼的化合物和方法。这些化合物可以包括针对骨骼的部分（RT），具有与骨骼的亲和力；用于与骨骼相互作用并影响骨骼的活性部分（RA）；连接针对骨骼部分和活性部分的连接部分（RL）。活性部分来源于雌激素类药物。化合物还可以包括减少或消除活性部分雌激素活性的阻断基团（RP）。

表征谱图