硒脲 | 630-10-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硒化合物
• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 硒脲
• 中文别名: 硒代尿素
• 英文名称: selenourea
• 英文别名: carbamimidoselenoic acid
• CAS: 630-10-4
• 化学式: CH₄N₂Se
• mdl: MFCD00008065
• 分子量: 123.016
• InChiKey: IYKVLICPFCEZOF-UHFFFAOYSA-N

物化性质

• 熔点：
  210-215 °C (dec.)
• 沸点：
  200°C (rough estimate)
• 溶解度：
  DMSO（稍微加热）
• 暴露限值：
  ACGIH: TWA 0.2 mg/m3NIOSH: IDLH 1 mg/m3; TWA 0.2 mg/m3
• 稳定性/保质期：

  远离氧化剂、水分和空气。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.46
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.9
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• TSCA：
  Yes
• 危险等级：
  6.1
• 危险品标志：
  T,N
• 安全说明：
  S20/21,S28,S45,S60,S61
• 危险类别码：
  R50/53,R23/25,R33
• WGK Germany：
  3
• 海关编码：
  29310099
• 危险品运输编号：
  UN 3283 6.1/PG 2
• 危险类别：
  6.1
• RTECS号：
  YU1820000
• 包装等级：
  II
• 储存条件：
  应将存放于充满干燥惰性气体的容器中，并置于阴凉、干燥处。储存地点需加锁，钥匙由技术人员及其助手保管。避免接触湿气与水分。请远离氧化剂，并确保低温保存。

SDS

Name:	Selenourea, 99.9+% Material Safety Data Sheet
Synonym:	Carbamimidoselenoic acid
CAS:	630-10-4

Section 1 - Chemical Product MSDS Name: Selenourea, 99.9+% Material Safety Data Sheet
Synonym: Carbamimidoselenoic acid

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
630-10-4	Selenourea	99.9+	211-129-9

Hazard Symbols: T
Risk Phrases: 25 33

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Toxic if swallowed. Danger of cumulative effects.Moisture sensitive.Air sensitive. Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May be fatal if swallowed. Poison by ingestion. May cause gastrointestinal irritation with nausea, vomiting and diarrhea. May cause liver and kidney damage. May cause central nervous system depression, characterized by excitement, followed by headache, dizziness, drowsiness, and nausea. Advanced stages may cause collapse, unconsciousness, coma and possible death due to respiratory failure. May cause kidney, liver and spleen damage. May cause loss of nails and hair. May cause tetanic and clonic spasms.
Inhalation:
May cause respiratory tract irritation. May cause effects similar to those described for ingestion.
Chronic:
Chronic inhalation may cause effects similar to those of acute inhalation. Chronic ingestion may cause effects similar to those of acute ingestion.

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SECTION 4 - FIRST AID MEASURES
Eyes:
Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:

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SECTION 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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SECTION 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Avoid generating dusty conditions.

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SECTION 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use only in a well-ventilated area. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits. Exposure Limits CAS# 630-10-4: United Kingdom, WEL - TWA: (listed as selenium compounds): 0.1 mg TWA (except hydrogen selenide, as Se) United Kingdom, WEL - STEL: (listed as selenium compounds): 0.3 m STEL (except hydrogen selenide, as Se)
United States OSHA: 0.2 mg/m3 TWA (as Se) (listed under Selenium compounds). Belgium - TWA: (listed as selenium compounds): 0.2 mg/m3 VLE (as
Japan: (listed as selenium compounds): 0.1 mg/m3 OEL (except SeH2 SeF6, as Se)
Malaysia: (listed as selenium compounds): 0.2 mg/m3 TWA (as Se)
Netherlands: (listed as selenium compounds): 0.1 mg/m3 MAC (as Se
Spain: (listed as selenium compounds): 0.1 mg/m3 VLA-ED (except hydrogen selenide, as Se) Personal Protective Equipment
Eyes:
Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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SECTION 9 - PHYSICAL AND CHEMICAL PROPERTIES
Physical State: Solid
Color: grey
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 214 - 215 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: >200 deg C
Solubility in water: very soluble in water
Specific Gravity/Density:
Molecular Formula: CH4N2Se
Molecular Weight: 123.02

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stability unknown.
Conditions to Avoid:
Incompatible materials, exposure to air, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents, acids, chromium trioxide, potassium bromate.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, selenium/selenium oxides.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 630-10-4: YU1820000
LD50/LC50:
CAS# 630-10-4: Dermal, guinea pig: LD50 = >50 mg/kg; Oral, rat: LD50 = 50 mg/kg.
Carcinogenicity:
Selenourea - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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SECTION 12 - ECOLOGICAL INFORMATION

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SECTION 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations.

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SECTION 14 - TRANSPORT INFORMATION IATA
Shipping Name: SELENIUM COMPOUND, N.O.S.
Hazard Class: 6.1
UN Number: 3283
Packing Group: II IMO
Shipping Name: SELENIUM COMPOUND, N.O.S.
Hazard Class: 6.1
UN Number: 3283
Packing Group: II RID/ADR
Shipping Name: SELENIUM COMPOUND, N.O.S.
Hazard Class: 6.1
UN Number: 3283
Packing group: II
USA RQ: CAS# 630-10-4: 1000 lb final RQ; 454 kg final RQ

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SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 25 Toxic if swallowed. R 33 Danger of cumulative effects.
Safety Phrases:
S 20/21 When using do not eat, drink or smoke. S 28A After contact with skin, wash immediately with plenty of water. S 45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). WGK (Water Danger/Protection) CAS# 630-10-4: No information available. Canada CAS# 630-10-4 is listed on Canada's NDSL List. CAS# 630-10-4 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 630-10-4 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 9/02/1997 Revision #2 Date: 3/18/2003 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

硒脲

硒脲是一种有机化合物，主要用于光度测定锇的试剂，并且也可用于有机合成。

制备方法

最初于1884年由奥古斯德·维多通过硒化氢和氰胺反应制得：

[ \text{H}_2\text{Se} + \text{NCNH}_2 \rightarrow \text{SeC}(=\text{NH}_2)_2 ]

此方法可用于工业生产。一些含取代基的硒脲可通过异硒氰酸酯与仲胺反应制备：

[ \text{RN=C=Se} + \text{NHR'}\text{R''} \rightarrow \text{SeC}(=\text{NRH})(\text{NR'R''H}) ]

由硒化氢与氨基氰作用也可制得。

生产方法

由硒化氢与氨基氰作用制得。

类别

有毒物品

毒性分级

高毒

急性毒性

口服-大鼠 LD₅₀: 50 毫克/公斤

可燃性危险特性

受热分解，生成有毒的氧化氮、硒化物气体

储运特性

库房应通风、低温干燥；与食品原料分开储运

灭火剂

砂土、水、泡沫

职业标准

• 时间加权平均容许浓度 (TWA): 0.2 毫克/立方米
• 短时间接触容许浓度 (STEL): 0.3 毫克/立方米

反应信息

• 作为反应物：
  描述：

  硒脲 在 Ru(IV) compound 作用下， 以 not given 为溶剂， 生成
  参考文献：
  名称：

  Pilipenko, A. T.; Sereda, I. P., Zhurnal Analiticheskoi Khimii, 1961, vol. 16, p. 74 - 79

  摘要：

  DOI：
• 作为产物：
  描述：

  氰胺 在 phosphorus selenide 、 水 作用下， 以 乙醇 为溶剂， 以37%的产率得到硒脲
  参考文献：
  名称：

  腈与磷 (V) 硒化物反应有效合成伯硒羧酸酰胺

  摘要：

  在 EtOH/H 2 O 存在下，腈与 P 2 Se 5 的反应提供了多种伯硒羧酸酰胺。

  DOI：

  10.1055/s-2002-35604
• 作为试剂：
  描述：

  2-氯吡嗪 、 苯甲醇 在 硒脲 、 水 作用下， 以 neat (no solvent) 为溶剂， 反应 24.0h， 以30%的产率得到2-(benzylselanyl)pyrazine
  参考文献：
  名称：

  通过副产物促进的醇，有机卤化物和硫脲的选择性偶联有效生成C–S键

  摘要：

  醇，杂芳基卤化物和硫脲的无金属和无碱三组分偶联已被开发用于直接和选择性地合成杂芳基硫醚。此方法可以轻松扩展至克级，并扩展到二烷基硫醚，杂芳基硒化物，苯并噻唑和一些抗分枝杆菌活性的硫醚。机理研究表明，副产物促进了醇的原位C-O活化，使其反应性更高的烷基卤化物以及硫醇和烷基卤化物中间体的缓慢释放是反应高选择性和成功的关键。

  DOI：

  10.1002/adsc.201700227

文献信息

• Synthesis and antiproliferative activity of novel symmetrical alkylthio- and alkylseleno-imidocarbamates
  作者：Elena Ibáñez、Daniel Plano、María Font、Alfonso Calvo、Celia Prior、Juan Antonio Palop、Carmen Sanmartín

  DOI：10.1016/j.ejmech.2010.11.013

  日期：2011.1

  in the five cell lines tested. Therefore, compounds 2b and 8b were evaluated by flow cytometric analysis for their effects on cell cycle distribution and apoptosis in MCF-7 cells. 2b was the most active, with an apoptogenic effect similar to camptothecin, which was used as a positive control. Both of them provoked cell cycle arrest leading to the accumulation of cells in either G2/M and S phase. These

  这里描述的研究涉及一系列三十种新的对称取代的亚氨基硫代氨基甲酸酯和亚氨基硒代氨基甲酸酯衍生物的合成及其在体外对五种人类肿瘤细胞系的抗肿瘤活性的评估：乳腺腺癌（MCF-7），结肠癌（HT- 29），淋巴细胞白血病（K-562），肝癌（Hep-G2），前列腺癌（PC-3）和一种非恶性乳腺衍生细胞系（MCF-10A）。在至少一种细胞系中，十八种化合物的GI 50值低于10μM。事实证明，两种癌细胞（MCF-7和HT-29）对5种化合物（1b，2b，3b，4b和5b）最敏感），其生长抑制在纳摩尔范围内，化合物1b，3b，7b，8b和9b的值小于1μM。此外，所有上述化合物均显示出较低的GI 50比一些标准的化学治疗药物的参考值高。结果还表明，在硒位置的脂族链的性质（甲基比苄基更好）和杂原子的性质（Se比S更好）对化合物的抗增殖活性有显着影响。这些发现加强了我们先前关于硒甲基作为此类化合物生物活性支
• COMPOUNDS THAT MODULATE INTRACELLULAR CALCIUM
  申请人：Cao Jianguo

  公开号：US20120071516A1

  公开（公告）日：2012-03-22

  Described herein are compounds and pharmaceutical compositions containing such compounds, which modulate the activity of store-operated calcium (SOC) channels. Also described herein are methods of using such SOC channel modulators, alone and in combination with other compounds, for treating diseases or conditions that would benefit from inhibition of SOC channel activity.

  本文描述了含有这些化合物的化合物和药物组合物，这些化合物调节储存操作钙（SOC）通道的活性。本文还描述了使用这种SOC通道调节剂的方法，单独或与其他化合物结合，用于治疗需要抑制SOC通道活性的疾病或症状。
• Structural variations on antitumour agents derived from bisacylimidoselenocarbamate. A proposal for structure–activity relationships based on the analysis of conformational behaviour
  作者：María Font、Elena Lizarraga、Elena Ibáñez、Daniel Plano、Carmen Sanmartín、Juan A. Palop

  DOI：10.1016/j.ejmech.2013.06.001

  日期：2013.8

  responsible for the antitumour activity of the compounds under investigation. The release of MeSeH from the active BSeCs has been confirmed by means of Head Space Gas Chromatography Mass Spectrometry techniques. The data that support this connection include the topography of the molecules, the conformational behaviour of the compounds, which influences the accessibility of the hydrolysis point, the interaction

  已经对先前报道的一系列对称取代的双酰基酰亚胺硒代氨基甲酸酯（BSeC）衍生物进行了分子建模研究，该衍生物在体外显示出显着的抗肿瘤活性针对一组人类肿瘤细胞系。这些衍生物可被认为是围绕氨基甲酰亚氨脂酸甲酯核构建的中心支架，其中两个杂芳基酰基片段位于支架的氮原子上，从而形成不同的BSeC。结果表明，所选杂芳基环的性质对化合物的抗增殖活性具有显着影响，并且作为第一近似值，这与释放甲基硒醇（MeSeH）的能力有关。最初的假设最终决定了所研究化合物的抗肿瘤活性。MeSeH从活性BSeC中的释放已通过顶空气相色谱质谱技术确认。
• Allylic Nitroxyl Spin Label Reagents
  作者：Kálmán Hideg、Cecilia P. Sár、Olga H. Hankovszky、Gyula Jerkovich

  DOI：10.1055/s-1991-26527

  日期：——

  2,5-Dihydro-3-hydroxymethyl-2,2,5,5-tetramethyl-1H-pyrrol-1-yl-oxy radical is used to prepare new allylic spin labels: thiocyanate, tributylstannane, thiourea, dithiocarbonate, disulfide and diselenide derivatives, with or without allylic rearrangements.

  2,5-二氢-3-羟甲基-2,2,5,5-四甲基-1H-吡咯-1-氧自由基被用于制备新型烯丙基自旋标记物，包括硫氰酸酯、三丁基锡烷、硫脲、二硫代碳酸酯、二硫化物和二硒化物衍生物，且这些反应可伴随或不伴随烯丙基重排。
• Synthesis of New 3,4-Disubstituted 2,5-Dihydro-1<i>H</i>-pyrrol-1-yloxyl Spin-Label Reagents via Allylic Rearrangements
  作者：Kálmán Hideg、Cecília P. Sár、Olga H. Hankovszky、Tünde Tamás、Gyula Jerkovich

  DOI：10.1055/s-1993-25870

  日期：——

  Several 3,4-disubstituted 2,5-dihydro-1H-pyrrol-1-yloxyl radicals were synthesized. 2,5-Dihydro-3-hydroxymethyl-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radical (1) was reacted with triethyl orthoacetate in a Claisen rearrangement to give the exoolefinic compound 2. This was converted to its 1-acetoxyl derivative 3, which was then brominated in the allylic position. Subsequent rearrangement gave the endoolefinic compound 1-acetoxyl-4-bromomethyl-3-ethoxycarbonylmethyl-2,2,5,5-tetramethyl-1H-pyrrole radical (4). The allylic bromine could be replaced with nucleophiles (NaSCN, KSeCN, thiourea, selenourea, NaN3 and KSSO2Me) to give 5a-e and 26. The diamagnetic thiocyanates and selenocyanates could be reduced with sodium borohydride to the free thiol and selenol monoradicals, which were oxidized to reversible, ester-functionalized disulfide or diselenide diradical reagents 24 and 25.

  合成了几个3,4-二取代的2,5-二氢-1H-吡咯-1-氧基自由基。2,5-二氢-3-羟甲基-2,2,5,5-四甲基-1H-吡咯-1-氧基自由基（1）经Claisen重排反应与三乙基原乙酸酯反应，得到外烯烃化合物2。将其转化为1-乙酸氧基衍生物3，然后在烯丙位进行溴化。随后的重排反应得到内烯烃化合物1-乙酸氧基-4-溴甲基-3-乙氧羰甲基-2,2,5,5-四甲基-1H-吡咯自由基（4）。烯丙位的溴可以被亲核试剂（NaSCN、KSeCN、硫脲、硒脲、NaN3和KSSO2Me）取代，得到5a-e和26。无磁性的硫氰酸盐和硒氰酸盐可以用硼氢化钠还原成自由的硫醇和硒醇单自由基，这些自由基被氧化成可逆的、酯功能化的二硫化物或二硒化物双自由基试剂24和25。