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虫线磷 | 297-97-2

中文名称
虫线磷
中文别名
治线磷;0,0-二乙基-0-吡嗪基硫代磷酸酯;硫磷嗪
英文名称
THIONAZIN
英文别名
Nemafos;Zinophos;thiophosphoric acid O,O'-diethyl ester O''-pyrazin-2-yl ester;O,O-diethyl O-pyrazin-2-yl phosphorothioate;O,o-diethyl-O-2-pyrazinylthiophosphate (THIONAZIN);diethoxy-pyrazin-2-yloxy-sulfanylidene-λ5-phosphane
虫线磷化学式
CAS
297-97-2
化学式
C8H13N2O3PS
mdl
MFCD00055349
分子量
248.243
InChiKey
IRVDMKJLOCGUBJ-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):
    2
  • 重原子数:
    15
  • 可旋转键数:
    6
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.5
  • 拓扑面积:
    85.6
  • 氢给体数:
    0
  • 氢受体数:
    6

ADMET

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
  • 人类毒性摘录
通过皮肤接触、吸入或摄入有毒
POISONOUS BY SKIN CONTACT, INHALATION, OR /INGESTION/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 人类毒性摘录
症状学:1. 恶心通常是第一个症状,随后是呕吐、腹痛、腹泻和过度流涎(流口水)。在动物中已经报道过体温过低,至少在人类中也曾经作为一个早期的迹象。2. 头痛、眩晕、虚弱。3. 在吸入暴露中常见的鼻漏和胸部紧缩感。4. 视力模糊或暗淡、瞳孔缩小(固定的小瞳孔)、流泪、睫状肌痉挛、调节能力丧失和眼痛。除了原发性眼暴露外,这些眼部效应没有一个是诊断上可靠的。实际上,有时候会看到瞳孔扩大,这可能是由于交感肾上腺系统的放电。5. 心跳过缓或心跳过速。描述了不同程度的房室传导阻滞,以及房性心律失常。6. 肌肉协调能力丧失、言语不清、肌肉颤动和抽搐(尤其是舌头和眼睑),以及全身性严重无力。7. 精神混乱、定向障碍和嗜睡。8. 呼吸困难、唾液和呼吸道粘液过度分泌、口鼻泡沫、发绀、肺啰音和干啰音以及可能是由于窒息引起的高血压。9. 随机抽动、失禁、惊厥和昏迷。10. 死亡主要是由于呼吸肌衰竭、剧烈支气管收缩或这三者共同引起的呼吸停止。/对硫磷/
SYMPTOMATOLOGY: 1. Nausea is often the first symptom, followed by vomiting, abdominal cramps, diarrhea, and excessive salivation (sialorrhea). Hypothermia has been reported in animals and at least once in man as an early sign. 2. Headache, giddiness, vertigo, and weakness. 3. Rhinorrhea and a sensation of tightness in the chest are common in inhalation exposures. 4. Blurring or dimness of vision, miosis (with fixed pinpoint pupils), tearing, ciliary muscle spasm, loss of accommodation, and ocular pain. None of these ocular effects are diagnostically dependable except in primary ocular exposures. Indeed, mydriasis is sometimes seen, probably due to sympatho-adrenal discharge. 5. Bradycardia or tachycardia. Varying degrees of AV heart block are described, as well as atrial arrhythmias. 6. Loss of muscle coordination, slurring of speech, fasciculations and twitching of muscles (particularly of the tongue and eyelids), and generalized profound weakness. 7. Mental confusion, disorientation, and drowsiness. 8. Difficulty in breathing, excessive secretion of saliva and of respiratory tract mucus, oronasal frothing, cyanosis, pulmonary rales and rhonchi, and hypertension presumably due to asphyxia. 9. Random jerky movements, incontinence, convulsions and coma. 10. Death primarily due to respiratory arrest arising from failure of the respiratory muscles, intense bronchoconstriction, or all three. /Parathion/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 非人类毒性摘录
在九十天的喂养测试中,食用含有25-50 ppm的饮食的大鼠显示出生长速度的中度下降,但没有出现异常行为反应。
IN NINETY DAY FEEDING TESTS, RATS FED ON DIETS CONTAINING 25-50 PPM SHOWED MODERATE DEPRESSION IN GROWTH RATE BUT NO ABNORMAL BEHAVIORAL REACTIONS.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 非人类毒性摘录
31天和90天的研究中,喂食0.5至25ppm/硫氮杂/的狗已经完成,结果显示在这些剂量水平下没有发生死亡。
THIRTY ONE & 90 DAY STUDY WITH DOGS FED 0.5 PPM TO 25 PPM /THIONAZIN/ HAVE BEEN CARRIED OUT INDICATING THAT NO DEATHS OCCUR @ THESE LEVELS.
来源:Hazardous Substances Data Bank (HSDB)

反应信息

  • 作为反应物:
    描述:
    虫线磷 在 CuCl2*2H2O 作用下, 以 甲醇 为溶剂, 生成 Dihydroxy-pyrazin-2-yloxy-sulfanylidene-lambda5-phosphane 、 Ethoxy-hydroxy-pyrazin-2-yloxy-sulfanylidene-lambda5-phosphane
    参考文献:
    名称:
    Divalent Metal Ion-Catalyzed Hydrolysis of Phosphorothionate Ester Pesticides and Their Corresponding Oxonates
    摘要:
    The divalent metal ion-catalyzed hydrolysis of thionate (P=S) and oxonate (P=O) organophosphorus pesticides has been examined in light of three possible catalysis mechanisms: (1) metal ion coordination of the thionate sulfur or oxonate oxygen to enhance the electrophilicity of the phosphorus electrophilic site; (2) metal ion coordination and induced deprotonation of water to create a reactive nucleophile; and (3) metal ion coordination of the leaving group to facilitate its exit. The effect of the following metals at a concentration of 1 mM was examined: COII, Ni-II, Cu-II, Zn-II and Pb-II. These metal ions were chosen for their ability to complex organic ligands and inorganic nucleophiles. Of these metal ions, Cu-II possesses properties most suitable for all three catalytic mechanisms and serves as the most effective catalyst for the five thionate esters (chlorpyrifos-methyl, zinophos, diazinon, parathion-methyi, and ronnel) and the two oxonate esters (chlorpyrifos-methyl oxon and paraoxon) included in this study. A decrease in the degree of Cu-II catalysis at high pH arises from solubility limitations. Pb-II nearly matches Cu-II as a catalyst for oxonate esters, but is a less effective catalyst for thionate esters. Catalysis by Co-II, Ni-II, and Zn-II is negligible. Phenolate product analysis indicates that metal catalysis in some instances shifts hydrolysis from alkyl carbon-centered pathways to phosphorus-centered pathways.
    DOI:
    10.1021/es960499q
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文献信息

  • [EN] MICROBIOCIDAL OXADIAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS D'OXADIAZOLE MICROBIOCIDES
    申请人:SYNGENTA PARTICIPATIONS AG
    公开号:WO2017157962A1
    公开(公告)日:2017-09-21
    Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially fungicides.
    式(I)的化合物,其中取代基如权利要求1所定义,作为杀虫剂特别是杀菌剂有用。
  • [EN] INSECTICIDAL TRIAZINONE DERIVATIVES<br/>[FR] DÉRIVÉS DE TRIAZINONE INSECTICIDES
    申请人:SYNGENTA PARTICIPATIONS AG
    公开号:WO2013079350A1
    公开(公告)日:2013-06-06
    Compounds of the formula (I) or (I'), wherein the substituents are as defined in claim 1, are useful as pesticides.
    式(I)或(I')的化合物,其中取代基如权利要求1所定义的那样,可用作杀虫剂。
  • Novel insecticides
    申请人:Syngenta Participations AG
    公开号:EP2540718A1
    公开(公告)日:2013-01-02
    Compounds of formula I wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts and all stereoisomers and tautomeric forms of the compounds of formula I can be used as insecticides and can be prepared in a manner known per se.
    式I的化合物 其中取代基如权利要求1所定义,并且式I化合物的农药可接受盐以及所有立体异构体和互变异构形式可用作杀虫剂,并且可以按照已知的方法制备。
  • Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
    申请人:Dow AgroSciences LLC
    公开号:US20180279612A1
    公开(公告)日:2018-10-04
    This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).
    这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域,用于生产此类分子的过程,用于此类过程的中间体,含有此类分子的杀虫组合物,以及使用此类杀虫组合物对抗此类害虫的过程。这些杀虫组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下式(“式一”)的分子。
  • CONDENSED HETEROCYCLIC COMPOUNDS AND PESTICIDES
    申请人:Nissan Chemical Industries, Ltd.
    公开号:US20180022760A1
    公开(公告)日:2018-01-25
    To provide novel pesticides, especially insecticides or acaricides. A condensed heterocyclic compound represented by the formula (1) or its salt or an N-oxide thereof: wherein D substituted with —S(O) n R 1 is a ring represented by any one of D1, D2 and D3, Q is a ring represented by any one of Q1, Q2, Q3 and Q4, R 1 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, (C 1 -C 6 ) alkyl optionally substituted with R 1a , C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 3 -C 6 cycloalkyl (C 1 -C 6 ) alkyl, C 3 -C 6 halocycloalkyl (C 1 -C 6 ) alkyl or hydroxy (C 1 -C 6 ) alkyl, R 1a is C 1 -C 8 alkoxycarbonyl, and n is an integer of 0, 1 or 2.
    提供新型杀虫剂,特别是杀虫剂或杀螨剂。由式(1)表示的缩合杂环化合物或其盐或其N-氧化物: 其中D被—S(O)nR1取代,是由D1、D2和D3中的任何一个表示的环,Q是由Q1、Q2、Q3和Q4中的任何一个表示的环,R1是C1-C6烷基,C1-C6卤代烷基,(C1-C6)烷基,可选地取代R1a,C2-C6烯基,C2-C6卤代烯基,C2-C6炔基,C2-C6卤代炔基,C3-C6环烷基,C3-C6卤代环烷基,C3-C6环烷基(C1-C6)烷基,C3-C6卤代环烷基(C1-C6)烷基或羟基(C1-C6)烷基,R1a是C1-C8烷氧羰基,n是0、1或2的整数。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
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mass
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ir
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  • 峰位数据
  • 峰位匹配
  • 表征信息
Shift(ppm)
Intensity
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Assign
Shift(ppm)
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测试频率
样品用量
溶剂
溶剂用量
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同类化合物

除线磷 赛灭磷 虫螨磷砜,10ΜG/ΜL于环己烷 虫螨磷亚砜,10ΜG/ΜL于环己烷 虫螨磷II 虫螨磷I 虫螨畏 虫线磷 蔬果磷 精胺 磷酸氢1,2-二[(2S,3S,4R,5R)-5-(4-氨基-2-羰基-嘧啶-1-基)-3,4-二羟基-四氢呋喃-2-基]乙酯磷羧酯 磷亚威 碘硫磷 硫代磷酸二氢O-甲酯 硫代磷酸三(4-苯基异氰酸酯) 硫代磷酸O-乙基O-甲基O-[3-甲基-4-(甲硫基)苯基]酯 硫代磷酸O-乙基O-异丙基O-(1,6-二氢-5-甲氧基-6-氧代-1-苯基哒嗪-4-基)酯 硫代磷酸O-(3,5-二甲基-4-硝基苯基)O,O-二甲基酯 硫代磷酸O,O-二甲基O-[4-[(乙基氨基)磺酰基]苯基]酯 硫代磷酸O,O-二甲基O-(3-异丙基-4-硝基苯基)酯 硫代磷酸O,O-二甲基O-(2-氯-4-氰基苯基)酯 硫代磷酸O,O-二乙基O-[2-[(仲-丁氧基甲基)硫代]乙基]酯 硫代磷酸O,O-二乙基O-(6-氟-2-吡啶基)酯 硫代磷酸O,O-二乙基O-(4-(1-((((二甲基氨基)羰基)氧基)亚氨基)乙基)苯基)酯 硫代磷酸O,O-二乙基O-(4-(((((二甲基氨基)羰基)氧基)亚氨基)甲基)苯基)酯 硫代磷酸O,O-二乙基O-(2-丙基-6-甲基嘧啶-4-基)酯 硫代磷酸O,O-二(4-硝基苯基)O-乙酯 硫代磷酸O,O,O-三(2-氯-1-甲基乙基)酯 硫代磷酸,O-丁基O,O-二(4-硝基苯基)酯 硫代磷酸,O-(6-甲氧基-4-嘧啶基)O,O-二甲基酯 硫代磷酸,O,O-二乙基O-(3,4,5,6-四氯-2-吡啶基)酯 硫代磷酸 O-[3-(羟基甲基)-4-硝基苯基] O,O-二甲基酯 硫代磷酸 O-[2-(乙基亚磺酰)乙基] O,O-二甲基酯 硫代磷酸 O,O-二甲基 O-(3-硝基苯基)酯 硫代磷酸 O,O-二乙基 O-[2-(乙基亚磺酰)乙基]酯 硫代磷酸 O,O-二乙基 O-(2-氯-4-硝基苯基)酯 硫代磷酸 O,O'-二异丙基酯 硫代磷基-pmmh-3树枝状聚合物,代1.0 皮蝇磷 甲硫涕巴 甲氧基-二(4-硝基苯氧基)-硫代膦烷 甲基立枯磷 甲基毒死蜱 甲基对硫磷 甲基增效磷 甲基嘧啶磷 甲基内吸磷 甲基1059粉剂 溴硫磷 治螟磷