4-乙酰基-2-硝基噻吩 | 58157-89-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 4-乙酰基-2-硝基噻吩
• 英文名称: 1-(5'-nitro-3'-thienyl)ethanone
• 英文别名: 2-nitro-4-acetylthiophene；4-acetyl-2-nitrothiophene；1-(5-Nitrothiophen-3-yl)ethanone
• CAS: 58157-89-4
• 化学式: C₆H₅NO₃S
• mdl: MFCD00084862
• 分子量: 171.177
• InChiKey: JGXUDXHPIWIXJZ-UHFFFAOYSA-N

物化性质

• 熔点：
  59 °C
• 沸点：
  247.9±20.0 °C(Predicted)
• 密度：
  1.399±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  91.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S24/25

SDS

Name:	1-(5-Nitro-3-thienyl)ethan-1-one, 97% Material Safety Data Sheet
Synonym:	4-Acetyl-2-nitrophene
CAS:	58157-89-4

Section 1 - Chemical Product MSDS Name: 1-(5-Nitro-3-thienyl)ethan-1-one, 97% Material Safety Data Sheet
Synonym: 4-Acetyl-2-nitrophene

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
58157-89-4	1-(5-Nitro-3-thienyl)ethan-1-one	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Not available. Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
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.
Notes to Physician:
Treat symptomatically and supportively.

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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.

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SECTION 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 58157-89-4: 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: Solid
Color: pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 59 - 61 deg C
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: C6H5NO3S
Molecular Weight: 171

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 58157-89-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-(5-Nitro-3-thienyl)ethan-1-one - 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 No information available. IMO No information available. RID/ADR No information available.

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SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases: S 24/25 Avoid contact with skin and eyes. WGK (Water Danger/Protection) CAS# 58157-89-4: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 58157-89-4 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 58157-89-4 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 6/10/2003 Revision #0 Date: Original. 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

反应信息

• 作为反应物：
  描述：

  4-乙酰基-2-硝基噻吩 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以66%的产率得到2-nitro-4-(1-hydroxyethyl)thiophene
  参考文献：
  名称：

  噻吩并[2,3- b ]吡啶系列手性NADH模型的合成与研究

  摘要：

  噻吩并[2,3- b ]吡啶衍生物，官能化的噻吩环上有两种不同的方式被合成：噻吩并[2,3-的亲电取代b ]吡啶衍生物或取代的噻吩化合物开始吡啶环的结构。获得的产物用于手性NADH模型的合成。

  DOI：

  10.1002/jhet.5570260616
• 作为产物：
  描述：

  3-乙酰基噻吩 在 硫酸 、 硝酸 作用下， 以70%的产率得到4-乙酰基-2-硝基噻吩
  参考文献：
  名称：

  噻吩并[2,3- b ]吡啶系列手性NADH模型的合成与研究

  摘要：

  噻吩并[2,3- b ]吡啶衍生物，官能化的噻吩环上有两种不同的方式被合成：噻吩并[2,3-的亲电取代b ]吡啶衍生物或取代的噻吩化合物开始吡啶环的结构。获得的产物用于手性NADH模型的合成。

  DOI：

  10.1002/jhet.5570260616

文献信息

• Synthesis, SAR study and biological evaluation of novel pyrazolo[1,5-a]pyrimidin-7-yl phenyl amides as anti-proliferative agents
  作者：Yanong D. Wang、Erick Honores、Biqi Wu、Steve Johnson、Dennis Powell、Miriam Miranda、John P. McGinnis、Carolyn Discafani、Sridhar K. Rabindran、Wendy Cheng、Girija Krishnamurthy

  DOI：10.1016/j.bmc.2008.12.046

  日期：2009.3

  upstream activator, p53, and is associated with poor prognosis in some cancer patients. Using an isogenic pair of cell lines, HCT116 (p21+/+) and 80S14 (p21−/−), we have disclosed previously a novel series of pyrazolo[1,5-a]pyrimidines that preferentially kill the p21-deficient cells. We will present the synthesis, biological activities and SAR study of a series of pyrazolo[1,5-a]pyrimidines with an

  恶性细胞检查点不足可用于开发癌症药物。可以选择性地杀死缺乏检查点的细胞和具有检查点的细胞的化合物来优先靶向肿瘤细胞，同时保留正常细胞。蛋白质p21 Wafl / Cipl / Sdi1（下文称为p21）通过抑制G1激酶（cyclin D / cdk4和cyclin E-cdk2）和G2激酶（cyclin B / cdkl）的活性来抑制细胞周期的进展，以响应DNA损伤或异常DNA含量。由于上游激活因子p53的频繁丢失，人癌细胞中p21的表达通常较低，并且与某些癌症患者的预后不良有关。使用同等基因对的细胞系HCT116（p21 + / +）和80S14（p21-/-），我们先前已经公开了一系列新颖的吡唑并[1,5- a ]嘧啶，可优先杀死p21缺陷型细胞。我们将介绍一系列吡唑并[1,5- a在C-7位置具有优化的苯基酰胺部分的]嘧啶。这些化合物的作用机理也将被讨论。
• Newcombe, Peter J.; Norris, Robert K., Australian Journal of Chemistry, 1981, vol. 34, # 9, p. 1879 - 1886
  作者：Newcombe, Peter J.、Norris, Robert K.

  DOI：——

  日期：——
• Arnone, Caterina; Consiglio, Giovanni; Spinelli, Domenico, Journal of the Chemical Society. Perkin transactions II, 1989, p. 1609 - 1612
  作者：Arnone, Caterina、Consiglio, Giovanni、Spinelli, Domenico、Dell'Erba, Carlo、Sancassan, Fernando、Terrier, Francois

  DOI：——

  日期：——
• BENOIT, R.;DUFLOS, J.;DUPAS, G.;BOURGUIGNON, J.;QUEGUINER, G., J. HETEROCYCL. CHEM., 26,(1989) N, C. 1595-1600
  作者：BENOIT, R.、DUFLOS, J.、DUPAS, G.、BOURGUIGNON, J.、QUEGUINER, G.

  DOI：——

  日期：——
• NEWCOMBE, P. J.;NORRIS, R. K., AUSTRAL. J. CHEM., 1981, 34, N 9, 1879-1884
  作者：NEWCOMBE, P. J.、NORRIS, R. K.

  DOI：——

  日期：——

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