甲基-(4-硝基苯氧基)-(苯氧基)-巯基膦烷 | 2665-30-7

• 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: 甲基-(4-硝基苯氧基)-(苯氧基)-巯基膦烷
• 英文名称: Methyl-phosphonothioic acid O-(4-nitro-phenyl) ester O-phenyl ester
• 英文别名: Colep；methyl-(4-nitrophenoxy)-phenoxy-sulfanylidene-λ5-phosphane
• CAS: 2665-30-7
• 化学式: C₁₃H₁₂NO₄PS
• 分子量: 309.282
• InChiKey: VCLYJTVFGQHHHD-UHFFFAOYSA-N

物化性质

• 物理描述：
  Phosphonothioic acid, methyl-,o-(4-nitrophenyl) o-phenyl ester is a liquid. (EPA, 1998)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  96.4
• 氢给体数：
  0
• 氢受体数：
  5

ADMET

代谢

COLEP的生物转化与植物中的类似机制相容，但大鼠的数据似乎并没有这么牢固地确立。在植物中以葡萄糖苷形式出现的酚类代谢物，在大鼠中可能以硫酸盐形式存在...。

The biotransformation of COLEP is compatible with an analogous mechanism in plants, but the data for rats do not appear to be so firmly established. The phenolic metabolites, which occurred as glucosides in plants, were probably present as sulfates in the rats ... .

来源:Hazardous Substances Data Bank (HSDB)

代谢

COLEP在苹果和棉花植物中被代谢为O-苯基甲基膦酸，其氧类似物O-苯基O-(对硝基苯基)甲基膦酸，以及各种酚的共轭物。对经口处理的鼠的尿液分析仅显示了酚共轭物的存在。

... COLEP is metabolized in apple and in cotton plants to O-phenyl methylphosphonic acid, the oxygen analog O-phenyl O-(p-nitrophenyl) methyl-phosphonate, and various conjugates of phenol. Analysis of urine from orally treated rats showed only the presence of phenol conjugates.

来源:Hazardous Substances Data Bank (HSDB)

代谢

血浆和组织酶负责将有机磷化合物水解成相应的磷酸和磷onic酸。然而，某些有机磷化合物的代谢还涉及氧化酶。

Plasma & tissue enzymes are responsible for hydrolysis /of organophosphorus compounds/ to the corresponding phosphoric & phosphonic acids. However, oxidative enzymes are also involved in the metabolism of some organophosphorus compounds.

来源:Hazardous Substances Data Bank (HSDB)

代谢

有机磷抗胆碱酯酶剂在体内被一组称为A-酯酶或对氧磷酶的酶水解。这些酶存在于血浆和肝脏内质网中，能够水解大量的有机磷化合物...通过分裂无水物、P-F、P-CN或酯键。

The organophosphorus anticholinesterase agents are hydrolyzed in the body by a group of enzymes known as A-esterases or paroxonase. The enzymes are found in plasma and in the hepatic endoplasmic reticulum & can hydrolyze a large number of organophosphorus compounds ... by splitting the anhydride, P-F, P-CN, or ester bond.

来源:Hazardous Substances Data Bank (HSDB)

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

• 副作用

其他毒物 - 有机磷

Other Poison - Organophosphate

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 相互作用

抗胆碱酯酶（有机磷）杀虫剂拮抗极化肌肉松弛剂。吩噻嗪类/和硫杂蒽类/：...可能增强有机磷杀虫剂的有毒效果。/杀虫剂，有机磷/

ANTICHOLINESTERASE (ORGANOPHOSPHORUS) INSECTICIDES ANTAGONIZE POLARIZING MUSCLE RELAXANTS. PHENOTHIAZINES /AND THIOXANTHENES/: ... MAY ENHANCE TOXIC EFFECTS OF ORGANOPHOSPHORUS INSECTICIDES. /INSECTICIDES, ORGANOPHOSPHORUS/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

1. 通过吸除分泌物建立清晰的气道。通过机械辅助肺通气给予氧气。在给予阿托品之前尽可能提高组织氧合，以最小化心室颤动的风险。2. 静脉注射硫酸阿托品，如果静脉注射不可能则肌内注射。在中度到重度中毒的情况下：成人剂量，包括12岁以上的儿童：每15-30分钟重复给予0.4-2.0毫克，直到阿托品化（达到心动过速[脉搏140次/分钟]、潮红、口干、瞳孔扩大）为止。根据中毒的严重程度，通过重复剂量维持阿托品化2-12小时或更长时间。/有机磷农药/

1. ESTABLISH CLEAR AIRWAY BY ASPIRATION OF SECRETIONS. ADMIN OXYGEN BY MECHANICALLY ASSISTED PULMONARY VENTILATION. IMPROVE TISSUE OXYGENATION AS MUCH AS POSSIBLE BEFORE ADMIN ATROPINE TO MINIMIZE RISK OF VENTRICULAR FIBRILLATION. 2. ADMIN ATROPINE SULFATE IV, OR IM IF IV INJECTION IS NOT POSSIBLE. ... IN MODERATELY SEVERE POISONING: ADULT DOSAGE, INCL CHILDREN OVER 12 YR: 0.4-2.0 MG REPEATED EVERY 15-30 MIN UNTIL ATROPINIZATION ... ACHIEVED: TACHYCARDIA (PULSE OF 140/MIN), FLUSHING, DRY MOUTH, DILATED PUPILS). MAINTAIN ATROPINIZATION BY REPEATED DOSES FOR 2-12 HR OR LONGER DEPENDING ON SEVERITY OF POISONING. /ORGANOPHOSPHATE PESTICIDES/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

在中度到重度中毒情况下：12岁以下儿童的阿托品剂量为0.05毫克/千克体重，每15分钟重复一次，直到达到阿托品化。维持阿托品化状态，需要重复给予0.02-0.05毫克/千克的剂量。严重中毒的人可能会表现出对阿托品的耐受性；可能需要两倍或更多倍于上述建议的剂量。然而，没有中毒或只是轻微中毒的人可能会因为这样大剂量的阿托品而出现阿托品中毒的迹象：发热、肌肉纤维颤动和谵妄...如果出现这些症状，患者已经完全阿托品化，应停止阿托品的给药，至少是暂时的。/有机磷农药/

2. IN MODERATELY SEVERE POISONING: DOSAGE /OF ATROPINE/ FOR CHILDREN UNDER 12 YR: 0.05 MG/KG BODY WT REPEATED EVERY 15 MIN UNTIL ATROPINIZATION IS ACHIEVED. MAINTAIN ATROPINIZATION WITH REPEATED DOSAGE OF 0.02-0.05 MG/KG. SEVERELY POISONED INDIVIDUALS MAY EXHIBIT ... TOLERANCE TO ATROPINE; TWO OR MORE TIMES THE DOSAGES SUGGESTED ABOVE MAY BE NEEDED. PERSONS NOT POISONED OR ONLY SLIGHTLY POISONED, HOWEVER, MAY DEVELOP SIGNS OF ATROPINE TOXICITY FROM SUCH LARGE DOSAGES: FEVER, MUSCLE FIBRILLATIONS, & DELIRIUM ... IF THESE SIGNS APPEAR PATIENT IS FULLY ATROPINIZED, ATROPINE ADMIN SHOULD BE DISCONTINUED, AT LEAST TEMPORARILY. /ORGANOPHOSPHATE PESTICIDES/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

3. 抽取血液样本用于血浆和红细胞胆碱酯酶分析。4. 在严重中毒情况下给予注射普瑞洛克斯（普罗帕姆-艾尔斯，2-PAM）……在此种情况下呼吸抑制、肌肉无力和抽搐都非常严重。……成人剂量（包括12岁以上的儿童）：静脉注射1.0克，每分钟不超过0.5克。儿童剂量（12岁以下）：静脉注射20-30毫克/千克（根据严重程度），每分钟注射的总量不超过一半。剂量……如果需要，可以在1-2小时后重复给药，然后每隔10-12小时给药。在非常严重的中毒情况下，剂量……可能会加倍。/有机磷杀虫剂/

3. DRAW BLOOD SAMPLE FOR PLASMA & RBC CHOLINESTERASE ANALYSIS. 4. ADMIN PRALIDOXIME (PROTOPAM-AYERST, 2-PAM) IN CASES OF SEVERE POISONING ... IN WHICH RESP DEPRESSION, MUSCLE WEAKNESS & TWITCHINGS ARE SEVERE. ... ADULT DOSAGE (INCL CHILDREN OVER 12): GIVE 1.0 G IV @ NO MORE THAN 0.5 G/MIN. CHILD'S DOSE (UNDER 12 YR): GIVE 20-30 MG/KG (DEPENDING ON SEVERITY) IV, INJECTING NO MORE THAN HALF TOTAL DOSE/MIN. DOSAGE ... MAY BE REPEATED IN 1-2 HR, THEN @ 10-12 HR INTERVAL IF NEEDED. IN VERY SEVERE POISONINGS, DOSAGE ... MAY BE DOUBLED. /ORGANOPHOSPHATE PESTICIDES/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

磷酸盐从胃肠道被吸收，并在一定程度上被分泌到胃肠道中。磷酸盐从肠道腔的运输是一个活跃的、依赖能量的过程，并且有一些因素似乎会改变其肠吸收的程度。... 维生素D刺激磷酸盐的吸收，据报道，这种效果先于维生素对钙离子运输的作用。一般来说，在成年人中，大约三分之二的摄入磷酸盐从肠道中被吸收，而吸收自肠道的几乎全部通过尿液排出。在成长中的儿童中，磷酸盐处于正平衡状态。儿童血浆中的磷酸盐浓度高于成年人。这种“高磷酸盐血症”降低了血红蛋白对氧的亲和力，据推测这可以解释儿童生理上的“贫血”。/磷酸盐/

Phosphate is absorbed from, and to a limited extent secreted into, the gastrointestinal tract. The transport of phosphate from the lumen of the gut is an active, energy-dependent process, and there are factors that appear to modify the degree of its intestinal absorption. ... Vitamin D stimulates phosphate absorption, and this effect has been reported to precede the action of the vitamin on transport of calcium ion. In general, in adults, about two thirds of the ingested phosphate is absorbed from the bowel, and that which is absorbed from the gut is almost entirely excreted into the urine. In growing children, there is a positive balance of phosphate. Concentrations of phosphate in plasma are higher in children than in adults. This "hyperphosphatemia" decreases the affinity of hemoglobin for oxygen and is hypothesized to explain the physiological "anemia" of childhood. /Phosphates/

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)

吸收、分配和排泄

有机磷农药的皮肤吸收率可能会受到所使用溶剂的影响。

The rate of dermal absorption /of organophosphorus pesticides/ may be ... influenced by the solvent used. /Organophosphorus pesticides/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

有机磷杀虫剂与氯化杀虫剂相比，能够被快速代谢和排出体外，在身体组织中的储存量可以忽略不计。/有机磷杀虫剂/

... The organophosphorus insecticides are, in contrast to the chlorinated insecticides, rapidly metabolized & excreted and are not appreciably stored in body tissues. /Organophosphorus insecticides/

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险等级：
  6.1(a)
• 包装等级：
  II
• 危险类别：
  6.1(a)

文献信息

• Methods and compositions for increasing the efficacy of biologically-active ingredients
  申请人：Windsor Brian J.

  公开号：US20060276339A1

  公开（公告）日：2006-12-07

  The invention provides methods and compositions for modulating the sensitivity of cells to cytotoxic compounds and other active agents. In accordance with the invention, compositions are provided comprising combinations of ectophosphatase inhibitors and active agents. Active agents include antibiotics, fungicides, herbicides, insecticides, chemotherapeutic agents, and plant growth regulators. By increasing the efficacy of active agents, the invention allows use of compositions with lowered concentrations of active ingredients.
• US3934010A
  申请人：——

  公开号：US3934010A

  公开（公告）日：1976-01-20
• US3935224A
  申请人：——

  公开号：US3935224A

  公开（公告）日：1976-01-27
• US3932629A
  申请人：——

  公开号：US3932629A

  公开（公告）日：1976-01-13
• US3956306A
  申请人：——

  公开号：US3956306A

  公开（公告）日：1976-05-11