2-乙氧基异硫氰酸苯酯 | 23163-84-0

• 物质功能分类: 化学试剂 - 有机试剂 - 氰酸酯/异氰酸酯
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-乙氧基异硫氰酸苯酯
• 中文别名: 2-乙氧基苯基异硫氰酸酯；2-乙氧苯基异硫氰酸酯
• 英文名称: 1-ethoxy-2-isothiocyanato-benzene
• 英文别名: 1-ethoxy-2-isothiocyanatobenzene；2-ethoxy-phenyl isothiocyanate；2-Aethoxy-phenylisothiocyanat；2-Aethoxy-phenylsenfoel；o-ethoxyphenyl isothiocyanate；2-Ethoxyphenyl isothiocyanate
• CAS: 23163-84-0
• 化学式: C₉H₉NOS
• mdl: MFCD00046793
• 分子量: 179.243
• InChiKey: MAHMRCJOZYLGOW-UHFFFAOYSA-N

物化性质

• 沸点：
  223 °C
• 密度：
  1.14
• 稳定性/保质期：
  <b> <p></p> </b>

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  53.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  KEEP COLD, LACHRYMATOR, TOXIC
• 危险品标志：
  Xn
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22
• 海关编码：
  2930909090
• 包装等级：
  II
• 危险类别：
  8
• 危险性防范说明：
  P261,P264,P272,P280,P284,P301+P330+P331,P303+P361+P353,P304+P340+P310,P305+P351+P338+P310,P333+P313,P342+P311,P362+P364,P405,P501
• 危险品运输编号：
  1760
• 危险性描述：
  H314,H334

SDS

Name:	2-Ethoxyphenyl isothiocyanate 97% Material Safety Data Sheet
Synonym:
CAS:	23163-84-0

Section 1 - Chemical Product MSDS Name:2-Ethoxyphenyl isothiocyanate 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
23163-84-0	2-Ethoxyphenyl isothiocyanate	97%	245-468-9

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye irritation. Lachrymator (substance which increases the flow of tears).
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: 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. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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 foam, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Store under nitrogen.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 23163-84-0: Personal Protective Equipment Eyes: Not available.
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: Liquid
Color: colorless - pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 108 - 110 deg C @0.5mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H9NOS
Molecular Weight: 179

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to moist air or water.
Incompatibilities with Other Materials:
Acids, bases, oxidizing agents, reducing agents, amines.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 23163-84-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Ethoxyphenyl isothiocyanate - Not listed by ACGIH, IARC, or NTP.

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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: TOXIC LIQUID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
IMO
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
RID/ADR
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 23163-84-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 23163-84-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 23163-84-0 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途

2-乙氧基苯基异硫氰酸酯是一种重要的异硫氰酸酯类化合物，在天然产品和药物活性化合物中具有重要作用。这类化合物具有R-N＝C＝S的结构通式，是有机合成中的重要中间体，在选矿、医药、农药和染料等领域有着广泛应用。

制备

将4-乙氧基苯胺（2.19 mol）与309.2 g三乙胺（3.06 mol）加入5000 mL三口圆底烧瓶中，再加入1000 mL乙酸乙酯。放置于冰浴中，并用机械搅拌混合。待温度降至0℃～5℃时，缓慢滴加299.2 g CS₂（3.93 mol），边滴加边磁力搅拌，确保反应液温度维持在30 ℃以下。完成滴加后，在10-30度范围内继续搅拌一小时；之后，加入299.2 g CS₂（3.93 mol）和DMAP催化剂，并在30±2.5℃下搅拌反应1.5小时。反应结束后，使用酸溶液洗涤两次，洗涤过程中消耗的总酸量为三乙胺的1.5倍；然后用饱和食盐水洗至中性。将有机相旋蒸浓缩，即可得到2-乙氧基苯基异硫氰酸酯。

反应信息

• 作为反应物：
  描述：

  2-乙氧基异硫氰酸苯酯 在 乙醇 、 氨 作用下， 生成 1-(2-乙氧基苯基)-2-硫脲
  参考文献：
  名称：

  Dyson; George; Hunter, Journal of the Chemical Society, 1927, p. 440

  摘要：

  DOI：
• 作为产物：
  描述：

  二硫化碳 、 氨基苯乙醚 在 三乙胺 、 4-二甲氨基吡啶 、 二碳酸二叔丁酯 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以99%的产率得到2-乙氧基异硫氰酸苯酯
  参考文献：
  名称：

  氨基苯并咪唑和结构异构体可作为双作用丁酰胆碱酯酶抑制剂和hCB2R配体与神经退行性疾病作斗争的模板

  摘要：

  将丁酰胆碱酯酶（BChE）抑制剂的药效团模型应用于人类大麻素亚型2受体（h CB 2 R）激动剂，并验证其是相应双作用化合物的第一代先导。对各种衍生物的设计，合成和药理学评估导致鉴定出氨基苯并咪唑为第二代产品，在两个目标上均具有微或亚微摩尔活性，并且在h CB 1和AChE上具有优异的选择性。通过在活跃的h CB 2 R模型上应用分子动力学（MD）以及在h上的对接和MD来对第一代和第二代铅结构进行计算研究BChE可以解释它们在蛋白质水平上的结合情况，并为进一步优化开辟了道路。可以获得具有“平衡”亲和力和出色选择性的双作用化合物，它们代表了治疗神经退行性疾病中发生的认知和病理生理损伤的线索。

  DOI：

  10.1002/cmdc.201500418

文献信息

• Substituted Thiosemicarbazides and Corresponding Cyciized 1,3,4-Oxadiazoles and Their Anti-inflammatory Activity
  作者：Krishna Raman、Haribansh K. Singh、Steven K. Salzman、Surendra S. Parmar

  DOI：10.1002/jps.2600820210

  日期：1993.2

  magnetic resonance spectra. All compounds were evaluated for anti-inflammatory activity by determining their ability to provide protection against carrageenin-induced edema in rat paw. The anti-inflammatory activity possessed by substituted thiosemicarbazides [100 mg/kg, intraperitoneal(ip)] ranged from 22 to 68%, whereas substituted 1,3,4-oxadiazoles (100 mg/kg, ip) provided protection of 10-76%. Hydrocortisone

  合成了几种1-（4-联苯氧基乙酰基）-4-取代的芳基硫代氨基脲及其相应的环化2-（4-联苯氧基甲基）-5-芳基氨基-1,3,4-恶二唑，并通过元素分析和IR，质量和核素表征磁共振光谱。通过确定它们对角叉菜胶诱导的大鼠足水肿的保护能力，评估了所有化合物的抗炎活性。取代的硫代氨基脲[100 mg / kg，腹膜内（ip）]的抗炎活性为22％至68％，而取代的1,3,4-恶二唑（100 mg / kg，ip）提供10-76的保护％。用作标准参考药物的氢化可的松（10 mg / kg，ip）和羟苯丁酮（40 mg / kg，ip）分别使大鼠爪水肿减少44.6％和52.9％。所有化合物（1 mM）都具有抗蛋白水解活性，这是由于它们具有体外抑制胰蛋白酶诱导的牛血清白蛋白水解的能力所反映的。对于取代的硫代氨基脲而言，这种抑制作用介于43％至72％之间；对于取代的1,3,4-恶二唑而言，抑制作用介于30％至83％之间。
• [EN] BENZIMIDAZOL-2-AMINES AS MIDH1 INHIBITORS<br/>[FR] BENZIMIDAZOL-2-AMINES EN TANT QU'INHIBITEURS MIDH1
  申请人：BAYER PHARMA AG

  公开号：WO2015121210A1

  公开（公告）日：2015-08-20

  The present invention relates to benzimidazol-2-amines of general formula (I), in which R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12 are as defined herein, to methods of preparing said compounds, to intermediate compounds useful for preparing said compounds, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of neoplasms, as a sole agent or in combination with other active ingredients.

  本发明涉及一般式(I)的苯并咪唑-2-胺化合物，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11和R12如本文所定义，以及制备所述化合物的方法，用于制备所述化合物的有用中间体化合物，包括所述化合物的药物组合物和组合物，以及利用所述化合物制造用于治疗或预防疾病的药物组合物，特别是肿瘤，作为唯一药剂或与其他活性成分组合使用。
• Synthesis of Some New Thiosemicarbazides, Thiadiazoles, Triazoles and Their Derivatives as Potential Antiviral Agents
  作者：Surendra Bahadur、Surendra P. Singh、Mahesh K. Shukla

  DOI：10.1002/ardp.19823150406

  日期：——

  Syntheses of some new thiosemicarbazides, thiadiazoles, triazoles and their derivatives are described. Most of the compounds were screened for activity against ranikhet disease virus (RDV) in a stationary culture of chorioallantoic membranes of chick embryo. Some of them exhibited significant inhibitory activity against the virus.

  描述了一些新的氨基硫脲、噻二唑、三唑及其衍生物的合成。在鸡胚胎绒毛膜尿囊膜的静止培养物中筛选了大多数化合物的抗拉尼凯病病毒 (RDV) 活性。其中一些对病毒表现出显着的抑制活性。
• [EN] USE OF DERIVATIVES OF 2, 4-DIHYDRO-[1,2,4]TRIAZOLE-3-THIONE AS INHIBITORS O FTEH ENZYME MYELOPEROXIDASE (MPO)<br/>[FR] UTILISATION DE DERIVES DE 2, 4-DIHYDRO-[1,2,4]TRIAZOLE-3-THIONES COMME INHIBITEURS DE L'ENZYME MYELOPEROXYDASE (MPO)
  申请人：ASTRAZENECA AB

  公开号：WO2004096781A1

  公开（公告）日：2004-11-11

  There is disclosed the use of a compound of formula (I) wherein X, Y, W and Q are as defined in the specification, and pharmaceutically acceptable salts thereof, in the manufacture of a medicament, for the treatment or prophylaxis of diseases or conditions in which inhibition of the enzyme myeloperoxidase (MPO) is beneficial. Certain novel compounds of formula (I) and pharmaceutically acceptable salts thereof are disclosed, together with processes for their preparation. The compounds of formulae (I) are MPO inhibitors and are thereby particularly useful in the treatment or prophylaxis of neuroinflammatory disorders.

  揭示了使用公式(I)中X、Y、W和Q如规范中定义的化合物及其药用盐，在制造药物中用于治疗或预防对髓过氧化物酶（MPO）抑制有益的疾病或症状。公开了某些公式(I)的新化合物及其药用盐，以及它们的制备方法。公式(I)的化合物是MPO抑制剂，因此在治疗或预防神经炎症性疾病中特别有用。
• TRICYCLIC INHIBITORS OF PRO-MATRIX METALLOPROTEINASE ACTIVATION
  申请人：WANG Aihua

  公开号：US20120129811A1

  公开（公告）日：2012-05-24

  This invention relates to tricycle I and its therapeutic and prophylactic uses, wherein the variables C 1 , C 2 , Z 1 , Z 2 , Q, J, R 1 , and R 3 are defined in the specification. Disorders treated and/or prevented include rheumatoid arthritis.

  本发明涉及三轮车I及其治疗和预防用途，其中变量C1、C2、Z1、Z2、Q、J、R1和R3在规范中定义。治疗和/或预防的疾病包括类风湿性关节炎。

表征谱图