甲硫磷 | 3254-63-5

• 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: 甲硫磷
• 中文别名: 倍硫磷氧；二甲基-4-(甲基硫代)苯基磷酸酯
• 英文名称: allied GC-6506
• 英文别名: P-methylthiophenyl-O,O-dimethyl phosphate；Dimethyl-p-(methylthio)phenylphosphate；Dimethyl P-(methylthio)phenyl phosphate；dimethyl (4-methylsulfanylphenyl) phosphate
• CAS: 3254-63-5
• 化学式: C₉H₁₃O₄PS
• 分子量: 248.24
• InChiKey: BUDNNLHZOCBLAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  70.1
• 氢给体数：
  0
• 氢受体数：
  5

ADMET

代谢

GC-6506及其在棉花植物内的氧化衍生物的生物半衰期不超过两天。存在少量的O-去甲基GC-6506-SO和-SO2以及O-去甲基GC-6506。将(32)P标记的GC-6506注射到雌性白化斯普拉格-道莱大鼠体内后，超过90%的剂量通过尿液排出，主要产物是二甲磷酸。在毛虫的初始阶段，大约等量的O-甲基和P-O-苯基连接发生断裂。O-去甲基化依赖于谷胱甘肽；P-O-苯基断裂与2种酶相关。对酚-SO2的研究表明，该物质转化为了未知的结合物。

BIOLOGICAL HALF-LIVES OF GC-6506 & ITS OXIDATIVE DERIVATIVES INSIDE COTTON PLANT DID NOT EXCEED TWO DAYS. SMALL CONCN OF O-DEMETHYL GC-6506-SO & -SO2 WERE PRESENT AS WELL AS O-DEMETHYL GC-6506. AFTER IP INJECTION OF (32)P-LABELED GC-6506 INTO FEMALE WHITE SPRAGUE-DAWLEY RATS, OVER 90% OF THE DOSE WAS EXCRETED IN THE URINE. DIMETHYL PHOSPHATE WAS THE PREDOMINANT PRODUCT. ... /IN INSTAR BUDWORMS/. INITIALLY APPROX EQUIV CLEAVAGE OF O-METHYL & P-O-PHENYL LINKAGES OCCURRED. O-DEMETHYLATION WAS GLUTATHIONE DEPENDENT; P-O PHENYL CLEAVAGE ... ASSOC WITH 2 ENZYMES. STUDIES WITH PHENOL -SO2 INDICATED ... MATERIAL WAS CONVERTED INTO UNIDENTIFIED 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

这些化学物质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

• 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. 给予硫酸阿托品静脉注射，如果不能静脉注射则肌内注射。在中度至重度中毒的情况下：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）。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，应停止阿托品的使用，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……可以在1-2小时后重复给药，然后在需要时每隔10-12小时给药。在非常严重的中毒情况下，剂量……可以加倍。/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)

毒理性

• 解毒与急救

4. 注意：准备协助肺通气，如果呼吸...减弱... 5. 密切观察患者至少24小时，以确保随着阿托品化的减弱，症状（出汗、视觉障碍、呕吐、腹泻、胸腹部不适，有时伴有肺水肿）不会出现。在非常严重的毒性反应中，通过...摄入/毒物的代谢可能需要5-10天的时间，在此期间必须维持阿托品化。... 6. 如果皮肤和头发有可能...受到污染，请用肥皂和水洗澡和洗头。7. 如果...摄入/中毒发生/...清空胃和肠道。A. 如果受害者...清醒且呼吸...未减弱，给予吐根糖浆...以诱导呕吐：成人（12岁及以上）：30毫升；12岁以下儿童：15毫升。/有机磷农药/

4. CAUTION: BE PREPD TO ASSIST PULMONARY VENTILATION IF RESP ... DEPRESSED ... 5. OBSERVE PATIENT CLOSELY ... @ LEAST 24 HR TO INSURE THAT SYMPTOMS (SWEATING, VISUAL DISTURBANCES, VOMITING, DIARRHEA, CHEST & ABDOMINAL DISTRESS & SOMETIMES PULMONARY EDEMA) DO NOT OCCUR AS ATROPINIZATION WEARS OFF. IN VERY SEVERE POISONINGS BY ... /INGESTION/ METABOLIC DISPOSITION OF TOXICANT MAY REQUIRE AS MANY AS 5-10 DAYS, DURING WHICH ATROPINIZATION MUST BE MAINTAINED. ... 6. BATHE & SHAMPOO ... WITH SOAP & WATER IF THERE IS ANY CHANCE THAT SKIN & HAIR...CONTAMINATED. 7. IF ... INGESTED /& POISONING OCCURS/ ... EMPTY STOMACH & INTESTINE. A. IF VICTIM ... ALERT & RESP ... NOT DEPRESSED, GIVE SYRUP OF IPECAC ... TO INDUCE VOMITING: ADULT (12 YR & OVER): 30 ML; CHILDREN UNDER 12 YR: 15 ML. /ORGANOPHOSPHATE PESTICIDES/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在雌性白化斯普拉格-道利大鼠中注射了(32)C标记的GC-6506后，超过90%的剂量通过尿液排出。当大鼠接受(14)C标记的GC-6506处理时，约80%的剂量在16小时内通过尿液排出。

AFTER IP INJECTION OF (32)C-LABELED GC-6506 INTO FEMALE WHITE SPRAGUE-DAWLEY RATS, OVER 90% OF THE DOSE WAS EXCRETED IN THE URINE. ... WHEN RATS WERE TREATED WITH (14)C-LABELED GC-6506, ABOUT 80% OF DOSE WAS EXCRETED IN URINE WITHIN 16 HR.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

大多数有机磷化合物可以通过皮肤、结膜、胃肠系统和肺部被吸收。/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)

反应信息

• 作为产物：
  描述：

  4-羟基苯硫酚 在 三甲氧基磷 作用下， 以 二甲基二硫 为溶剂， 生成 甲硫磷
  参考文献：
  名称：

  Selective phosphorylation process

  摘要：

  一种制备酚磷酸酯的单步过程，包括将酚与二甲基二硫化物和三烷基磷酸酯反应。

  公开号：

  US04003966A1

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.
• US3932632A
  申请人：——

  公开号：US3932632A

  公开（公告）日：1976-01-13
• 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