5-硝基-1-苯并噻吩-2-羰酰氯 | 86010-32-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 5-硝基-1-苯并噻吩-2-羰酰氯
• 英文名称: 5-nitrobenzothiophene-2-carboxylic acid chloride
• 英文别名: 5-Nitrobenzothiophene-2-carboxoyl Chloride；nitrobenzo[b]thiophene-2-carbonyl chloride；5-nitrobenzo[b]thiophene-2-carbonyl chloride；5-Nitro-thionaphthen-carbonsaeure-(2)-chlorid；5-Nitro-benzothiophen-carbonsaeure-(2)-chlorid；5-Nitro-benzo[b]thiophen-2-carbonylchlorid；5-Nitro-1-benzothiophene-2-carbonyl chloride
• CAS: 86010-32-4
• 化学式: C₉H₄ClNO₃S
• mdl: MFCD04115400
• 分子量: 241.655
• InChiKey: KOJDFXDLYGKDEK-UHFFFAOYSA-N

物化性质

• 熔点：
  157 °C
• 沸点：
  401.7±25.0 °C(Predicted)
• 密度：
  1.597±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2934999090

SDS

Name:	5-Nitro-1-benzothiophene-2-carbonyl chloride 97% Material Safety Data Sheet
Synonym:	None Known
CAS:	86010-32-4

Section 1 - Chemical Product MSDS Name:5-Nitro-1-benzothiophene-2-carbonyl chloride 97% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
86010-32-4	5-Nitro-1-benzothiophene-2-carbonyl ch	97%	unlisted

Hazard Symbols: C
Risk Phrases: 14 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Reacts violently with water. Causes burns.Water-reactive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Chronic exposure may cause effects similar to those of acute exposure.

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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 immediately. Do NOT allow victim to rub eyes or keep eyes closed.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. If water-reactive products are embedded in the skin, no water should be applied. The embedded products should be covered with a light oil.
Ingestion:
If swallowed, do NOT induce vomiting. Get medical aid immediately.
If victim is fully conscious, give a cupful of water. Never give anything by mouth to an unconscious person.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Water Reactive. Material will react with water and may release a flammable and/or toxic gas.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide. DO NOT USE WATER! Do NOT get water inside containers. Contact professional fire-fighters immediately.

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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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation. Do not expose spill to water. Do not get water inside containers.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Do not ingest or inhale. Do not allow contact with water. Use only in a chemical fume hood. Discard contaminated shoes. Keep from contact with moist air and steam.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store protected from moisture. Store under an inert atmosphere.

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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# 86010-32-4: 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: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 158 - 160 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: C9H4ClNO3S
Molecular Weight: 241.65

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Combines vigorously or explosively with water. Reacts with water to form hydrogen chloride, a toxic and corrosive gas.
Conditions to Avoid:
Dust generation, exposure to moist air or water.
Incompatibilities with Other Materials:
Water.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, 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# 86010-32-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-Nitro-1-benzothiophene-2-carbonyl chloride - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Pseudomonas putida:

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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: CORROSIVE SOLID, WATER-REACTIVE, N.O.S
Hazard Class: 8
UN Number: 3096
Packing Group: II
IMO
Shipping Name: CORROSIVE SOLID, WATER-REACTIVE, N.O.S
Hazard Class: 8
UN Number: 3096
Packing Group: II
RID/ADR
Shipping Name: CORROSIVE SOLID, WATER-REACTIVE, N.O.S
Hazard Class: 8
UN Number: 3096
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 14 Reacts violently with water.
R 34 Causes burns.
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.
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# 86010-32-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 86010-32-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 86010-32-4 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

反应信息

• 作为反应物：
  描述：

  5-硝基-1-苯并噻吩-2-羰酰氯 在 4-二甲氨基吡啶 、 potassium carbonate 、 2-氨基苯甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 5-硝基-1-苯并噻吩-2-羧酸
  参考文献：
  名称：

  一种5-硝基-苯并噻吩-2-甲酸及其化学合成方法

  摘要：

  本发明涉及苯并噻吩类化合物生产的技术领域，特别是涉及一种5‑硝基‑苯并噻吩‑2‑甲酸及其化学合成方法，方法简单，成本低，为该类化合物材料的大量生产和后续研究提供坚实的基础；5‑硝基‑苯并噻吩‑2‑甲酸，分子结构如式1所示，同时具有抑制口腔牙齿变形链球菌的活性作用。

  公开号：

  CN112724123A
• 作为产物：
  描述：

  2-氯-5-硝基苯甲醛 在 氯化亚砜 、 potassium carbonate 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 36.0h， 生成 5-硝基-1-苯并噻吩-2-羰酰氯
  参考文献：
  名称：

  新型苯并[b]噻吩-二芳基脲衍生物作为潜在抗癌药的设计，合成及生物学评价

  摘要：

  一种杂种药效团方法被用于设计和合成一系列具有潜在抗癌作用的苯并[b]噻吩-二芳基脲衍生物17a-g。评估了所有目标化合物对HT-29和A549癌细胞的体外抗增殖活性。三种化合物17b，17d和17f在两种细胞系中均显示出与阳性参考药物索拉非尼相当的抗增殖活性。值得注意的是，化合物17d的IC 50活性最高在HT-29和A549细胞上的分别值为5.91和14.64μM。基于DAPI染色和碘化丙啶（PI）染色，然后流式细胞仪分析，它还诱导HT-29细胞的G0 / G1期凋亡和细胞周期停滞。分子对接研究表明17d可以很好地结合VEGFR2受体的活性位点。总的来说，化合物17d可以被认为是有前途的支架，适合进一步优化开发新的抗癌剂。

  DOI：

  10.1007/s00044-020-02559-8

文献信息

• [EN] THE 5,6-DIMETHOXY-1, 1-DIOXOBENZO(B)THIOPHENE-2-METHYLOXYCARBONYL (DM-BSMOC) AND RELATED AMINO-PROTECTING GROUPS<br/>[FR] 5,6-DIMÉTHOXY-1, 1-DIOXOBENZO(B)THIOPHÈNE-2-MÉTHYLOXYCARBONYL (DM-BSMOC) ET GROUPES AMINO-PROTECTEURS CORRESPONDANTS
  申请人：UNIV MASSACHUSETTS

  公开号：WO2015009837A1

  公开（公告）日：2015-01-22

  Amino acid protecting groups are provided for use in peptide synthesis. Particular compounds disclosed include 5,6-dimethoxy-l,l-dioxobenzo[b]thiophi methyloxycarbonyl (DM-Bsmoc) and related amino-protecting groups.

  氨基酸保护基可用于肽合成。具体披露的化合物包括5,6-二甲氧基-1,1-二氧代苯并[b]噻吩甲氧羰基（DM-Bsmoc）和相关的氨基保护基。
• Synthesis and biological evaluation of diaryl urea derivatives designed as potential anticarcinoma agents using de novo structure-based lead optimization approach
  作者：Fereshteh Azimian、Maryam Hamzeh-Mivehroud、Javid Shahbazi Mojarrad、Salar Hemmati、Siavoush Dastmalchi

  DOI：10.1016/j.ejmech.2020.112461

  日期：2020.9

  compounds based on sorafenib were designed, synthesized and biologically evaluated. Using de novo design method, a library of new ligands was generated and expanded. Considering in silico binding affinity towards VEGFR2, synthetic feasibility, and drug-likeness property, some of the designed ligands were selected for synthesis and screening for their in vitro antiproliferative activities against two cancer

  为了开发阻断VEGFR2和Raf / MEK / ERK丝裂原活化的蛋白激酶信号通路的抑制剂，设计，合成和生物学评估了基于索拉非尼的新化合物。使用从头设计方法，生成并扩展了新的配体库。考虑到对VEGFR2的计算机结合亲和力，合成可行性和药物相似性，选择了一些设计的配体进行合成，并筛选了它们对两种癌细胞系（HT-29和A549）的体外抗增殖活性。四种化合物（13a，14a，14l和15b）显示出更强的抗增殖活性（IC 50为与阳性参考药物索拉非尼（IC 50  = 17.28μM）相比，针对HT-29细胞的HT-29值分别为13.27、6.62、12.74、3.38μM）。值得注意的是，化合物15b表现出最高的活性，尤其是它诱导HT-29凋亡，增加细胞内活性氧水平，将细胞周期阻滞在G0 / G1期，并影响凋亡相关蛋白和细胞周期相关蛋白的表达。15b化合物可有效阻断Raf / MEK / ER
• A Straightforward Expeditious synthesis of 5-nitrobenzo[b]thiophene-2-carbaldehyde
  作者：Hongtao Wei、Min Sun、Min Ji

  DOI：10.3184/030823409x460669

  日期：2009.6

  A high yielding one-pot synthesis of 5-nitrobenzo[b]thiophene-2-carbaldehyde is reported using the readily available, cheap starting material 2,5-dihydroxy-1,4-dithiane and 2-chloro-5-nitrobenzaldehyde.

  本研究报告采用易于获得的廉价起始原料 2,5-二羟基-1,4-二噻烷和 2-氯-5-硝基苯甲醛，高产地一步合成了 5-硝基苯并[b]噻吩-2-甲醛。
• One step synthesis of 3-cyano-4-(5-nitrobenzothienyl)pyridines and 3-Cyano-4-(5-nitrobenzothienyl)pyridin-2-ones for biological evaluation
  作者：S. M. A. D. Zayed、A. Attia

  DOI：10.1002/jhet.5570200128

  日期：1983.1

  A new one-vessel reaction has been developed for the synthesis of substituted aminocyanopyridines 2 and cyanopyridin-2-ones 3. Compounds 2a-c and 3a-c were readily obtained by heating molar amounts of 5-nitro-benzothiophene-2-carboxaldehyde 1, the appropriate acetyl derivative and the active methylene compound (malononitrile or ethyl cyanoacetate) in presence of ammonium acetate. The new method had

  已经开发了用于合成取代的氨基氰基吡啶2和氰基吡啶-2-酮3的新的单容器反应。化合物2a-c和3a-c可以通过加热摩尔量的5-硝基-苯并噻吩-2-甲醛1容易地获得。，适当的乙酰基衍生物和活性亚甲基化合物（丙二腈或氰基乙酸乙酯）在乙酸铵存在下。该新方法具有快速，经济和通用的优点。已经提出了一种可能的反应机理。
• 1-N-phenyl-amino-1h-imidazole derivatives and pharmaceutical compositions containing them
  申请人：Lafay Jean

  公开号：US20070112009A1

  公开（公告）日：2007-05-17

  The invention relates to the compounds of formula (I): in which R 1 , R 2 , R 3 , R 4 , Q and Z are as defined in the specification. The invention also relates to the pharmaceutical compositions containing these compounds.

  本发明涉及公式（I）的化合物：其中R1，R2，R3，R4，Q和Z如规范中所定义。本发明还涉及含有这些化合物的制药组合物。