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二(2-异丙基苯基)苯基磷酸酯 | 69500-29-4

中文名称
二(2-异丙基苯基)苯基磷酸酯
中文别名
——
英文名称
di(isopropylphenyl) phenyl phosphate
英文别名
Bis(2-isopropylphenyl) Phenyl Phosphate;phenyl bis(2-propan-2-ylphenyl) phosphate
二(2-异丙基苯基)苯基磷酸酯化学式
CAS
69500-29-4;28109-00-4
化学式
C24H27O4P
mdl
——
分子量
410.45
InChiKey
RMNODSGCFHVNDC-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    7.2
  • 重原子数:
    29
  • 可旋转键数:
    8
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.25
  • 拓扑面积:
    44.8
  • 氢给体数:
    0
  • 氢受体数:
    4

ADMET

代谢
这些化合物通过肝脏中的细胞色素P450介导的单加氧酶进行解毒,但一些代谢产物比母体化合物更有毒性...通常在接触后12到48小时可以检测到代谢产物。/有机磷化合物/
These chemicals are detoxified by cytochrome p450-mediated monooxygenases in the liver, but some metabolites are more toxic than parent cmpd ... Metabolites usually are detected from 12 to 48 hr postexposure. /Organophosphate cmpd/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
一个昏迷的病人,全身出汗,瞳孔缩小,衣物或呼吸中有杀虫剂的气味,并且肌肉出现颤动,这是有机磷中毒的典型表现。... 管理的具体步骤包括以下内容。1. 去污。... 2. 气道。如有必要,建立气道。... 3. 呼吸状态。事实上,这些病人由于多种原因经常出现呼吸窘迫。... 4. 心脏监测。... 5. 胆碱酯酶水平。... 6. 普瑞洛昔姆。普瑞洛昔姆是有机磷中毒的首选治疗方法,应几乎用于所有临床上有显著有机磷中毒的病人,特别是那些肌肉颤动和虚弱的病人。... 7. 阿托品。阿托品是有机磷中毒的生理性拮抗剂。当怀疑有机磷中毒时,应基于临床情况给予试验剂量的阿托品。/有机磷中毒/
A comatose patient who is diaphoretic, has pinpoint pupils and the odor of an insecticide on clothing or breath, and is noted to have muscle fasciculations represents the classic presentation of organophosphate poisoning. ... Specific steps in management include the following. 1. Decontamination. ... 2 Airway. Establish an airway if necessary. ... 3. Respiratory Status. Respiratory distress, in fact, is commonly found in these patients from multiple causes. ... 4. Cardiac Monitoring. ... 5. Cholinesterase Level. ... 6. Pralidoxime. Pralidoxime is the treatment of choice for organophosphate poisoning and should be used for nearly all patients with clinically significant orgnophosphate poisoning,particularly whose patients with muscular fasciculations and weakness. ... 7. Atropine. Atropine is the physiologic antidote for organophosphate poisoning. A trial dose of atropine should be instituted on clinical ground when one suspects organophosphate intoxication. /Organophosphate poisoning/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 人类毒性摘录
有机磷化合物可能会产生皮肤刺激,但大多数是弱致敏剂。/有机磷酸盐化合物/
Organophosphorus cmpd can produce dermal irritation but most are weak sensitizers. /Organophosphate cmpd/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 人类毒性摘录
一位处于34至35周妊娠的女性因急性呼吸窘迫、发绀、呼吸急促、双肺湿啰音和爆裂音就诊。她的心率为每分钟78次,血压为120/80毫米汞柱,胎儿心率为每分钟140次。这位母亲明显流涎,瞳孔缩小至“针尖大小”。诊断为未经校正的代谢性酸中毒。血清和红细胞乙酰胆碱酯酶的测定值接近零。认为胆碱酯酶抑制剂中毒是导致这些病症的可能原因。静脉注射2.4毫克阿托品并输注0.02毫克/千克/小时导致胎儿心动过速无法接受。在不得不停止阿托品之前,这位女性的合作性和分泌控制有所增加。因分娩一名肌张力低下婴儿(1分钟Apgar评分为3)而进行了剖宫产。婴儿需要机械通气2天,并需以0.1毫克/千克/小时的速度接受8天的阿托品治疗。母亲需要8天的机械通气和11天的阿托品治疗。在这个案例中,婴儿似乎比母亲受到的假定有机磷暴露中毒程度较轻。/有机磷中毒/
A woman at 34 to 35 weeks' gestation presented in acute respiratory distress with cyanosis and tachypnea and bilateral rhonchi and crepitation. Her heart rate was 78 beats per minute and her blood pressure 120/80 mm Hg, with a fetal heart rate of 140 beats per minute. The mother was salivating markedly and her pupils were reduced to "pinpoint size." An uncorrected metabolic acidosis was diagnosed. Serum and erythrocyte acetylcholinesterase determinations were near zero. Cholinesterase inhibitor poisoning was felt to be the likely cause of disorders. Administration of atropine 2.4 mg intravenous bolus with infusion of 0.02 mg/kg/hr lead to unacceptable fetal tachycardia. The woman had shown increased cooperativeness and secretion control until the atropine had to be stopped. A cesarean section was performed for delivery of a hypotonic infant with a 1 min Apgar score of 3. The baby was mechanically ventilated for 2 days and required atropine therapy at 0.1 mg/kg/hr for 8 days. The mother required 8 days of mechanical ventilation and 11 days of atropine therapy. In this case, the infant appeared relatively less poisoned than the mother by a presumed organophosphate exposure. /Organophosphate poisoning/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 非人类毒性摘录
有机磷化合物的中毒症状是由于乙酰胆碱积聚,因此导致副交感神经系统过度刺激。通常将它们分为三个标题:毒蕈碱型、烟碱型和中枢型。毒蕈碱型症状包括过度流涎、流泪、出汗和鼻涕。瞳孔缩小、呼吸困难、呕吐、腹泻和尿频……烟碱型效应包括肌肉纤维颤动、无力和麻痹。中枢神经系统的影响包括紧张、焦虑、共济失调、抽搐和昏迷。死亡是由于呼吸衰竭,有时是心脏骤停。不同有机磷化合物产生的症状差别不大,但吸收途径可能会更多地影响一个系统而不是另一个。/有机磷化合物/
The signs of poisoning due to organophosphorus cmpd are those due to accumulation of acetylcholine & hence overstimulation of parasympathetic nervous system. It is usual to divide them under 3 headings: muscarinic, nicotinic & central. Muscarinic signs ... consist of hypersalivation, lacrimation, sweating & nasal discharge. Miosis, dyspnea, vomiting, diarrhea & frequency of urination ... Nicotinic effects consist of fasciculation of muscles, weakness & paralysis. Central nervous system effects include nervousness, apprehension, ataxia, convulsions & coma. Death is due to resp failure, or sometimes cardiac arrest. There is little difference between signs produced by different organophosphorus compounds, but route of absorption may influence one system more than another. /Organophosphorus cmpd/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 非人类毒性摘录
研究了异丙基三苯基磷酸酯在母鸡中引起迟发型神经毒性的可能性,并使用了多种技术。异丙基三苯基磷酸酯含有O,O,O-三苯基磷酸(24%)、O-O-异丙基苯基O,O-二苯基磷酸(25%)、O,O-二异丙基-苯基O-苯基磷酸(20%)、O-O, p-二异丙基苯基O,O-二苯基磷酸(18%)和O-p-异丙基苯基O,O-二苯基磷酸(6%)。母鸡两次接受异丙基三苯基磷酸酯的剂量,间隔3周,剂量高达11.7克/千克,没有表现出迟发型神经毒性的临床迹象,只表现出轻微的一般毒性迹象。此外,没有任何一只母鸡显示出提示迟发型神经毒性的细微神经组织学变化。异丙基三苯基磷酸酯以剂量依赖性方式抑制了母鸡血浆胆碱酯酶和脑神经毒性酯酶。因为研究表明神经毒性酯酶的抑制是预测产生迟发型神经毒性的有机磷化合物的可靠指标,所以研究继续进行。在给予三邻甲苯基磷酸挑战之前,先给予异丙基三苯基磷酸酯,以确定它是否改变了三邻甲苯基磷酸迟发型神经毒性的发展。异丙基三苯基磷酸酯既没有增强也没有减少三邻甲苯基磷酸产生的神经毒性的发作或严重程度。比较了异丙基三苯基磷酸酯和三邻甲苯基磷酸对脑和脊髓神经毒性酯酶抑制的时间过程,发现它们是不同的。异丙基三苯基磷酸酯(剂量高达11.7克/千克)产生的最大脑神经毒性酯酶抑制从未完全(总是小于90%),而脊髓神经毒性酯酶的抑制明显低于大脑中的抑制。相比之下,500毫克/千克三邻甲苯基磷酸产生的脑和脊髓抑制是相等的,并且大于90%。这一测试方案表明,异丙基三苯基磷酸酯在生化水平上对神经毒性酯酶产生了影响,而没有在处理的母鸡中产生临床或神经组织学异常。此外,这种生化效应与迟发型神经毒剂三邻甲苯基磷酸产生的效应在性质上是不同的。/异丙基三苯基磷酸酯/
The potential of isopropyl triphenyl phosphate to produce delayed neurotoxicity in hens was examined using several techniques. Isopropyl triphenyl phosphate contained O,O,O-triphenyl phosphate (24%), O-O-isopropylphenyl O,O-diphenyl phosphate (25%), O,O-diisopropyl-phenyl O-phenyl phosphate (20%), O-O, p-diisopropylphenyl O,O-diphenyl phosphate (18%) and O-p-isopropylphenyl O,O-diphenyl phosphate (6%). Hens treated twice, 3 wk apart, with doses of isopropyl triphenyl phosphate as high as 11.7 g/kg showed no clinical signs of delayed neurotoxicity and only mild signs of general toxicity. Furthermore, none showed even subtle neurohistologic changes suggestive of delayed neurotoxicity. Isopropyl triphenyl phosphate produced dose-dependent inhibition of hen plasma cholinesterase and brain neurotoxic esterase. The study was continued because neurotoxic esterase inhibition has been shown to be a reliable predictor of organophosphates that produce delayed neurotoxicity. Isopropyl triphenyl phosphate was administered prior to tri-o-tolyl phosphate challenge in order to determine if it altered development of tri-o-tolyl phosphate delayed neurotoxicity. Isopropyl triphenyl phosphate neither enhanced nor reduced the onset or severity of neurotoxicity produced by tri-o-tolyl phosphate. The time-course for brain and spinal cord neurotoxic esterase inhibition by isopropyl triphenyl phosphate and tri-o-tolyl phosphate were compared and found to be different. The maximum brain neurotoxic esterase inhibition produced by isopropyl triphenyl phosphate (dose up to 11.7 g/kg) was never complete (always less than 90%), and spinal cord neurotoxic esterase inhibition was significantly less than that produced in the brain. In contrast, brain and spinal cord inhibition produced by 500 mg/kg tri-o-tolyl phosphate were equal and greater than 90%. This testing regimen showed that isopropyl triphenyl phosphate produced an effect on neurotoxic esterase at the biochemical level without producing clinical or neurohistologic abnormalities in treated hens. Furthermore, this biochemical effect was qualitatively different than that produced by the delayed neurotoxicant tri-o-tolyl phosphate. /Isopropyl triphenyl phosphate/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
大多数有机磷化合物能够通过皮肤、结膜、胃肠道和肺部被吸收。/有机磷化合物/
Most organophosphate compounds are ... absorbed from skin, conjunctiva, gastrointestinal tract, & lung. /Organophosphate compounds/
来源:Hazardous Substances Data Bank (HSDB)

反应信息

  • 作为产物:
    参考文献:
    名称:
    Effects of triaryl phosphates on mouse and human nuclear receptors
    摘要:
    The constitutively active receptor (CAR) is a crucial regulator of genes encoding for enzymes active in drug/steroid oxidation, conjugation, and transport. In our attempt to isolate the endogenous inhibitory ligand(s) for the mouse CAR, we found surprisingly that the inhibitory activity was associated with di- and tri-isopropylated phenyl phosphates that were present in livers of untreated mice. Transactivation experiments in mammalian cells with synthetic compounds verified that mouse CAR was inhibited by various isopropylated phenyl phosphates (40-80%). Such triaryl phosphates are widely used as fire retardants, lubricants, and plasticizers, and some of them are known to disturb reproduction by currently unknown mechanisms. Equipped with the finding that these compounds could interact with mouse CAR, we proceeded to determine their functional effects on other nuclear receptors. Human CAR and pregnane X receptor (PXR) were variably activated (2-5-fold) by triaryl phosphates while mouse PXR, peroxisome proliferator-activated receptor-alpha, and vitamin D receptor were refractory. Among steroid hormone receptors, the human androgen receptor was inhibited by triphenyl phosphate and di-ortho-isopropylated phenyl phosphate (40-50%) and activated by di- and tri-para-substituted phenyl phosphates (2-fold). Our results add to the list of CAR and PXR activators and suggest steroid-dependent biological pathways that may contribute to the reproductive effects of triaryl phosphates. (C) 2003 Elsevier Inc. All rights reserved.
    DOI:
    10.1016/j.bcp.2003.08.037
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文献信息

  • Low Triphenylphosphate, High Phosphorous Content Isopropyl Phenyl Phosphates With High Ortho Alkylation
    申请人:Layman William J.
    公开号:US20120004438A1
    公开(公告)日:2012-01-05
    The present invention relates to low triphenyl phosphate, high phosphorous content aryl phosphates with high ortho alkylation that are suitable for use as flame retardant compositions, processes for their preparation, and their use as flame retardants.
    本发明涉及低三苯基磷酸酯、高磷含量芳基磷酸酯,具有高度正位烷基化,适用于用作阻燃剂组合物,以及其制备过程和用作阻燃剂的用途。
  • Flame-retardant organic phosphates, their production, and compositions containing them
    申请人:FMC Corporation
    公开号:EP0005053A2
    公开(公告)日:1979-10-31
    This invention relates to flame-retardant polymeric alkyl aryl phosphates prepared by Friedel-Crafts condensation. The polymeric alkyl aryl phosphates may be made by Friedel-Crafts condensation of chloroalkyl aryl phosphates and alkenyl aryl phosphates derived therefrom. Alernatively, the polymeric alkyl aryl phosphates may be made by Friedel-Crafts condensation of phenols followed by phosphorylation of the Friedel-Crafts condensate. The flame-retardant polymeric alkyl aryl phosphates of the present invention are particularly suitable for use as an additive, having little or no plasticizing effect in flammable organic plastics.
    本发明涉及通过 Friedel-Crafts 缩合法制备的阻燃性聚合烷基芳基磷酸盐。 聚合烷基芳基磷酸盐可以通过氯烷基芳基磷酸盐和由此衍生的烯基芳基磷酸盐的 Friedel-Crafts 缩合法制备。 另外,聚合烷基芳基磷酸盐也可以通过苯酚的 Friedel-Crafts 缩合法,然后对 Friedel-Crafts 缩合物进行磷化处理来制备。 本发明的阻燃性聚合烷基芳基磷酸盐特别适合用作添加剂,在易燃有机塑料中几乎没有增塑作用。
  • Fire resistant fluids
    申请人:MOBIL OIL CORPORATION
    公开号:EP0014547A1
    公开(公告)日:1980-08-20
    Fluids based on phosphoric acid esters, or mixtures thereof, containing a corrosion and hydrolysis inhibitor, are useful fire resistant materials.
    以磷酸酯或其混合物为基础、含有腐蚀和水解抑制剂的液体是有用的防火材料。
  • Verfahren zur Herstellung von Polyphosphaten, nach diesem Verfahren hergestellte Polyphosphate und ihre Verwendung
    申请人:BAYER AG
    公开号:EP0103227A1
    公开(公告)日:1984-03-21
    Die Anmeldung betrifft ein Verfahren zur Herstellung von verzweigten Polyphosphaten durch Umsetzung mindestens eines aromatischen Diols mit mindestens einem Phosphorsäuretriester in Gegenwart basischer Alkali- oder Erdalkaliverbindungen. Die Polyphosphate können zur Herstellung von Überzügen und Formkörpern sowie zur Abmischung mit anderen Polymeren verwendet werden.
    本申请涉及一种在碱金属或碱土金属化合物存在下,通过至少一种芳香族二元醇与 至少一种磷酸三酯反应生产支链聚磷酸盐的工艺。这种聚磷酸盐可用于生产涂料和模制件,也可与其他聚合物混合使用。
  • Neue Polyphosphate, deren Herstellung und Verwendung
    申请人:BAYER AG
    公开号:EP0106082A1
    公开(公告)日:1984-04-25
    Die Anmeldung betrifft Polyphosphate, die 0,5 bis 100 Mol-% Phosphateinheiten der Formeln (I) und/oder (II) sowie 95,5 bis 0 Mol-% weitere Phosphateinheiten enthalten. In den Formeln bedeutet M Wasserstoff, Alkalimetall (Li, Na, K), 1/2 Erdalkalimetall (Mg, Ca, Sr, Ba), Y oder-R-OH, wobei Y ein Alkyl-, Cycloalkyl-, Aryl- oder Alkylarylrest ist und -R- für einen gegebenenfalls substituierten aromatischen Kohlenwasserstoffrest steht. Beschrieben wird ferner ein Verfahren zur Herstellung dieser Polyphosphate, welches dadurch gekennzeichnet ist, daß man 1,1,3,4,6-Pentamethyl-3-(3,5-dimethyl-4-hydroxyphenyl)-indan-5-al und gegebenenfalls weiters aromatische Diole mit mindestens einem Phosphorsäuretriester mit Hilfe basischer Alkali- oder Erdalkalivefibindungen umsetzt. Die Polyphosphate können zur Herstellung von Überzügen und Formkörpem sowie als Zusätze zu anderen Polymeren verwendet werden.
    本申请涉及含有 0.5 至 100 摩尔的式 (I) 和/或 (II) 磷酸单元的聚磷酸盐 和 95.5 至 0 摩尔%的其他磷酸单元。在式中,M 是氢、碱金属(Li、Na、K)、1/2 碱土金属(Mg、Ca、Sr、Ba)、Y 或 -R-OH,其中 Y 是烷基、环烷基、芳基或烷基芳基,-R- 是任选取代的芳香烃基。此外,还介绍了一种制备这些聚磷酸盐的工艺,其特征在于 1,1,3,4,6-五甲基-3-(3,5-二甲基-4-羟基苯基)-茚满-5-al 和可选的其他芳香族二元醇在碱性碱金属或碱土金属衍生物的帮助下与至少一种磷酸三酯发生反应。这种聚磷酸盐可用于生产涂料和模塑件,也可用作其他聚合物的添加剂。
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(11bR,11''bR)-2,2''-[氧双(亚甲基)]双[4-羟基-4,4''-二氧化物-二萘并[2,1-d:1'',2''-f][1,3,2]二氧磷杂七环 (11aR)-10,11,12,13-四氢-5-羟基-3,7-二-1-萘-5-氧化物-二茚基[7,1-de:1'',7''-fg][1,3,2]二氧杂磷杂八环 鲸蜡基磷酸-鲸蜡基磷酸二乙醇胺 非对称二乙基二(二甲基胺基)焦磷酸酯 雷公藤甲素O-甲基磷酸酯二苄酯 阿扎替派 间苯二酚双[二(2,6-二甲基苯基)磷酸酯] 锌四戊基二(磷酸酯) 银(1+)二苄基磷酸酯 铵4-(2-甲基-2-丁炔基)苯基4-(2-甲基-2-丙基)苯基磷酸酯 铵2-乙基己基磷酸氢酯 铵2,3-二溴丙基磷酸酯 钾二己基磷酸酯 钾二十烷基磷酸酯 钾二乙基磷酸酯 钾[5,7,7-三甲基-2-(1,3,3-三甲基丁基)辛基]磷酸酯 钾2-己基癸基磷酸酯 钴(2+)十三烷基磷酸酯 钡4,4-二乙氧基-2,3-二羟基丁基磷酸酯 钠辛基氢磷酸酯 钠癸基氢磷酸酯 钠异丁基氢磷酸酯 钠二苄基磷酸酯 钠二(2-丁氧乙基)磷酸酯 钠O,O-二乙基磷酰蔷薇l烯酸酯 钠4-氨基苯基氢磷酸酯水合物(1:1:1) 钠3,6,9,12,15-五氧杂二十八碳-1-基氢磷酸酯 钠2-乙氧基乙基磷酸酯 钠2,3-二溴丙基磷酸酯 钙敌畏 钙二钠氟-二氧代-氧代膦烷碳酸盐 钙3,9-二氧代-2,4,8,10-四氧杂-3lambda5,9lambda5-二磷杂螺[5.5]十一烷3,9-二氧化物 野尻霉素6-磷酸酯 酚酞单磷酸酯 酚酞单磷酸环己胺盐 酚酞二磷酸四钠盐 酚酞二磷酸四钠 辛基磷酸酯 辛基二氯膦酸酯 辛基二氯丙基磷酸酯 辛基二丙基磷酸酯 赤藓糖醇4-磷酸酯 螺[环丙烷-1,9-四环[3.3.1.02,4.06,8]壬烷],2-甲基-,(1-alpha-,2-ba-,4-ba-,5-alpha-,6-ba-,8-ba-)-(9CI) 蚜螨特 莽草酸-3-磷酸酯三钠盐 莽草酸-3-磷酸酯 苯酚,2,4-二硝基-,磷酸(酯)氢 苯氨基磷酸二乙酯 苯基二(2,4,6-三甲基苯基)磷酸酯 苯丁酰胺,N-(5-溴-2-吡啶基)-2,4-二甲基-α,γ-二羰基-