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乙基亚硝基氨基甲酸乙酯 | 614-95-9

中文名称
乙基亚硝基氨基甲酸乙酯
中文别名
——
英文名称
ethyl N-ethyl-N-nitrosocarbamate
英文别名
N-ethyl-N-nitrosourethane;N-nitroso-N-ethyluretane;N-Nitroso-N-ethylurethane;ethyl nitrosourethane;ethylnitrosocarbamic acid ethyl ester;N-Nitroso-N-ethyl-carbamidsaeure-ethylester;Aethyl-nitroso-carbamidsaeure-aethylester;N-Nitroso-aethyl-N-aethylcarbamat;N-Nitroso-N-aethyl-urethan;Nitrosoethylurethane
乙基亚硝基氨基甲酸乙酯化学式
CAS
614-95-9
化学式
C5H10N2O3
mdl
MFCD00053288
分子量
146.146
InChiKey
RAUQLNDTFONODT-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

物化性质

  • 沸点:
    265.74°C (rough estimate)
  • 密度:
    1.3394 (rough estimate)
  • 颜色/状态:
    Solid
  • 溶解度:
    In water, 2.73X10+3 mg/L at 25 °C (est)
  • 蒸汽压力:
    0.03 mm Hg at 25 °C (est)
  • 分解:
    When heated to decomposition it emits toxic fumes of /nitrogen oxide/.

计算性质

  • 辛醇/水分配系数(LogP):
    0.6
  • 重原子数:
    10
  • 可旋转键数:
    3
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.8
  • 拓扑面积:
    59
  • 氢给体数:
    0
  • 氢受体数:
    4

ADMET

毒理性
  • 解毒与急救
/SRP:/ 紧急急救:确保已经进行了充分的中和。如果患者停止呼吸,请开始人工呼吸,最好使用需求阀复苏器、袋阀面罩装置或口袋面罩,按训练操作。如有必要,执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果发生呕吐,让患者前倾或置于左侧(如果可能的话,头部向下)以保持呼吸道畅通,防止吸入。保持患者安静,维持正常体温。获取医疗救助。 /异氰酸酯、脂肪族硫氰酸盐及其相关化合物/
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Isocyanates, aliphatic thiocyanates, and related compounds/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
/SRP:/ 基本治疗:建立专利气道(如有需要,使用口咽或鼻咽气道)。如有必要,进行吸痰。观察呼吸不足的迹象,如有必要,进行辅助通气。通过非重复呼吸面罩以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……。监测癫痫发作,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0.9%的生理盐水(NS)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、有强烈的咳嗽反射且不流口水,则用水冲洗口腔,并给予5毫升/千克,最多200毫升的水进行稀释。给予活性炭……。/异氰酸酯、脂肪族硫氰酸盐和相关化合物/
/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. 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 ... . Monitor for seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) 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 patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Isocyanates, aliphatic thiocyanates, and related compounds/
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、严重肺水肿或严重呼吸困难的病人,考虑进行口咽或鼻咽气管插管以控制气道。使用带有气囊面罩的呼吸囊进行正压通气技术可能有益。考虑对肺水肿进行药物治疗...。对于严重的支气管痉挛,考虑给予β受体激动剂,如沙丁胺醇...。监测心率和必要时治疗心律失常...。开始静脉输注5%葡萄糖水(D5W)/SRP: "保持开放",最低流量/。如果出现低血容量的迹象,使用0.9%盐水(NS)或乳酸钠林格液(LR)。对于伴有低血容量迹象的低血压,谨慎给予液体。如果病人在正常液体容量下出现低血压,考虑使用血管加压药。注意液体过载的迹象...。使用地西泮或劳拉西泮治疗癫痫...。使用氰化物解毒套装治疗接触60号Lethane、384号Lethane、Thanite、甲基、乙基或异丙基硫氰酸酯...。使用丙美卡因氢氯化物协助眼部冲洗...。/脂肪族异氰酸酯、硫氰酸酯及相关化合物/
/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam or lorazepam ... . Treat exposure to Lethane 60 Lethane 384, Thanite, methyl, ethyl, or isopropyl thiocyanates with the cyanide antidote kit. ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Isocyanates, aliphatic thiocyanates, and related compounds/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
/SRP:/ 立即急救:确保已经进行了充分的中和。如果患者停止呼吸,请开始人工呼吸,最好使用需求阀复苏器、袋阀面罩装置或口袋面罩,按训练操作。如有必要,执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果发生呕吐,让患者前倾或将其置于左侧(如果可能的话,头部向下)以保持呼吸道畅通,防止吸入。保持患者安静,维持正常体温。寻求医疗帮助。 /硝酸盐、亚硝酸盐及相关化合物/
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Nitrates, nitrites, and related compounds/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 非人类毒性摘录
实验室动物:慢性暴露或致癌性/在F344雄性大鼠中调查了... 1-O-己基-2,3,5-三甲基氢醌(HTHQ)... 对前胃和舌肿瘤发展的影响。将22只大鼠分为一组,饮用水中添加0.01%乙基亚硝脲(ENUR)作为启动剂,持续4周,然后将它们置于含有1.0%,0.5%,0.25%或0.125% HTHQ的饮食中,或仅给予基础饮食,持续36周。另外每组12只大鼠以相同的方式接受不同剂量的HTHQ处理,或在没有先前的ENUR处理的情况下给予基础饮食36周。所有动物在第40周被处死。舌乳头状增生和乳头状瘤在ENUR处理后接着使用0.5-0.125% HTHQ的组中趋于增加,尽管在最高剂量下没有效果,这与增加的溴脱氧尿苷标记指数一致。在前胃中,只有在ENUR处理后接着使用0.125% HTHQ的组中乳头状瘤和癌的发生率也显著升高。在没有ENUR预处理的情况下,1-0.125% HTHQ组中发现了乳头状增生,标记指数也增加了,尽管没有明显的剂量依赖性。结果表明,HTHQ可能对舌和前胃致癌具有非常弱或弱的促进作用,但可能存在最小和最大活性剂量水平阈值。
/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Post-initiation dose-dependent effects of ... 1-O-hexyl-2, 3, 5-trimethylhydroquinone (HTHQ) ... on the development of forestomach and tongue tumors were investigated in male F344 rats. Groups of 22 rats were treated with 0.01% ethylnitrosourethane (ENUR) as an initiator in the drinking water for 4 weeks, then placed on diet containing 1.0%, 0.5%, 0.25% or 0.125% HTHQ, or basal diet alone for 36 weeks. Further group of 12 rats each were similarly treated with the different doses of HTHQ or given basal diet alone for 36 weeks without prior ENUR treatment. All animals were killed at week 40. Tongue papillary hyperplasia and papillomas tended to be increased in the groups treated with ENUR followed by 0.5-0.125% HTHQ, though there was no effect at the highest dose, in line with increased bromodeoxyuridine labeling indices. In the forestomach, the incidences of papillomas and carcinomas were also significantly elevated only in the group treated with ENUR followed by 0.125% HTHQ. Without ENUR pretreatment, papillary hyperplasia was found in the 1-0.125% HTHQ groups and the labeling index was also increased, though without clear dose dependence. The results indicate that HTHQ may have very weak or weak promotion potential for tongue and forestomach carcinogenesis, but that both minimum and maximum thresholds for active dose levels may exist.
来源:Hazardous Substances Data Bank (HSDB)

SDS

SDS:62132b347e7bb0a8e51742afe5114df9
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反应信息

  • 作为反应物:
    描述:
    乙基亚硝基氨基甲酸乙酯氢氧化钾 作用下, 以 乙醚 为溶剂, 以75%的产率得到重氮乙烷
    参考文献:
    名称:
    使用6-重氮庚烷-2,5-二酮在羰基内酯环加成中立体控制神经烯酸的合成
    摘要:
    乙酰丙酸衍生的6- diazoheptane -2,5-二酮(9)用作在frontalin正式合成的共同前体19,而在合成顺-nemorensic酸1,4-羟基-顺式-nemorensic酸2,3 -羟基-顺-nemorensic酸3和nemorensic酸4。这些合成的关键步骤是Rh 2(OAc)4催化的串联羰基内酯的形成-重氮二酮9的分子间1,3-偶极环加成反应与甲醛,炔烃或丙二烯发生,具有很高的区域选择性。最初衍生自环状羰基叶立德中间体的环的随后的氧化裂解提供了直接进入多取代的四氢呋喃的途径,并且特别是有效地进入了肾上腺素酸。使用手性铑催化剂与重氮二酮9进行对映选择性环加成反应,可得到高达51%ee的环加合物。
    DOI:
    10.1021/jo048446b
  • 作为产物:
    参考文献:
    名称:
    Kramer et al., Cancer, 1959, vol. 12, p. 446,447
    摘要:
    DOI:
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文献信息

  • Nitrosation of ethyl carbamate: Isolation of ethyl N-ethyl-N-nitrosocarbamate.
    作者:YUICHI KAWAZOE、HIDEO KOGA、KIYOSHI TATSUMI、TADAO HORIUCHI
    DOI:10.1248/cpb.28.3447
    日期:——
    A potent mutagen, ethyl N-ethyl-N-nitrosocarbamate, was isolated from the reaction of ethyl carbamate with NaNO2. A possible reaction mechanism was proposed.
    从氨基甲酸乙酯与 NaNO2 的反应中分离出一种强效诱变剂--N-乙基-N-亚硝基氨基甲酸乙酯。提出了一种可能的反应机制。
  • 42. Reactions of aliphatic diazo-compounds with carbonyl derivatives
    作者:Donald W. Adamson、J. Kenner
    DOI:10.1039/jr9390000181
    日期:——
  • v. Pechmann, Chemische Berichte, 1898, vol. 31, p. 2640
    作者:v. Pechmann
    DOI:——
    日期:——
  • v.Pechmann, Chemische Berichte, 1895, vol. 28, p. 856
    作者:v.Pechmann
    DOI:——
    日期:——
  • The Octant Rule. 21. Circular dichroism dependence on .alpha.-methyl configuration in cyclohexanones. Experiments and RPA calculations
    作者:David A. Lightner、Thomas D. Bouman、B. Vincent Crist、Stephen L. Rodgers、Michael A. Knobeloch、Aaron M. Jones
    DOI:10.1021/ja00255a005
    日期:1987.10
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同类化合物

(N-(2-甲基丙-2-烯-1-基)乙烷-1,2-二胺) (4-(苄氧基)-2-(哌啶-1-基)吡啶咪丁-5-基)硼酸 (11-巯基十一烷基)-,,-三甲基溴化铵 鼠立死 鹿花菌素 鲸蜡醇硫酸酯DEA盐 鲸蜡硬脂基二甲基氯化铵 鲸蜡基胺氢氟酸盐 鲸蜡基二甲胺盐酸盐 高苯丙氨醇 高箱鲀毒素 高氯酸5-(二甲氨基)-1-({(E)-[4-(二甲氨基)苯基]甲亚基}氨基)-2-甲基吡啶正离子 高氯酸2-氯-1-({(E)-[4-(二甲氨基)苯基]甲亚基}氨基)-6-甲基吡啶正离子 高氯酸2-(丙烯酰基氧基)-N,N,N-三甲基乙铵 马诺地尔 马来酸氢十八烷酯 马来酸噻吗洛尔EP杂质C 马来酸噻吗洛尔 马来酸倍他司汀 顺式环己烷-1,3-二胺盐酸盐 顺式氯化锆二乙腈 顺式吡咯烷-3,4-二醇盐酸盐 顺式双(3-甲氧基丙腈)二氯铂(II) 顺式3,4-二氟吡咯烷盐酸盐 顺式1-甲基环丙烷1,2-二腈 顺式-二氯-反式-二乙酸-氨-环己胺合铂 顺式-二抗坏血酸(外消旋-1,2-二氨基环己烷)铂(II)水合物 顺式-N,2-二甲基环己胺 顺式-4-甲氧基-环己胺盐酸盐 顺式-4-环己烯-1.2-二胺 顺式-4-氨基-2,2,2-三氟乙酸环己酯 顺式-2-甲基环己胺 顺式-2-(苯基氨基)环己醇 顺式-2-(氨基甲基)-1-苯基环丙烷羧酸盐酸盐 顺式-1,3-二氨基环戊烷 顺式-1,2-环戊烷二胺 顺式-1,2-环丁腈 顺式-1,2-双氨甲基环己烷 顺式--N,N'-二甲基-1,2-环己二胺 顺式-(R,S)-1,2-二氨基环己烷铂硫酸盐 顺式-(2-氨基-环戊基)-甲醇 顺-2-戊烯腈 顺-1,3-环己烷二胺 顺-1,3-双(氨甲基)环己烷 顺,顺-丙二腈 非那唑啉 靛酚钠盐 靛酚 霜霉威盐酸盐 霜脲氰