2-[5-(2-氯乙酰基)-2-噻吩基]乙酸 | 175203-15-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-[5-(2-氯乙酰基)-2-噻吩基]乙酸
• 英文名称: [5-(2-chloroethanoyl)thiophen-2-yl]acetic acid
• 英文别名: [5-(2-chloro-acetyl)-thiophene-2-yl]-acetic acid；2-[5-(2-Chloroacetyl)-2-thienyl]acetic acid；2-[5-(2-chloroacetyl)thiophen-2-yl]acetic acid
• CAS: 175203-15-3
• 化学式: C₈H₇ClO₃S
• mdl: MFCD00068027
• 分子量: 218.661
• InChiKey: ZNLXEDDUXFMEML-UHFFFAOYSA-N

物化性质

• 熔点：
  101 °C
• 密度：
  9 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  82.6
• 氢给体数：
  1
• 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:	2-[5-(2-Chloroacetyl)-2-thienyl]acetic acid 97% Material Safety Data Sheet
Synonym:	5-(Chloroacetyl)thiophene-2-acetic aci
CAS:	175203-15-3

Section 1 - Chemical Product MSDS Name:2-[5-(2-Chloroacetyl)-2-thienyl]acetic acid 97% Material Safety Data Sheet
Synonym:5-(Chloroacetyl)thiophene-2-acetic aci

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
175203-15-3	2-[5-(2-Chloroacetyl)-2-thienyl]acetic	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.
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:
Not available.

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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.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. 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:
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 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:
Vacuum or sweep up material and place into a suitable disposal container.

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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. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area.

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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# 175203-15-3: 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: cream - slightly brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 105 - 108 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: C8H7ClO3S
Molecular Weight: 219

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, bases.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 175203-15-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-[5-(2-Chloroacetyl)-2-thienyl]acetic acid - 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: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3261
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
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# 175203-15-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 175203-15-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 175203-15-3 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：

  甲醇 、 2-[5-(2-氯乙酰基)-2-噻吩基]乙酸 在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 以84%的产率得到methyl 2-(5-(2-chloroacetyl)thiophen-2-yl)acetate
  参考文献：
  名称：

  [EN] BIARYL LINKED HYDROXAMATES: PREPARATION AND PHARMACEUTICAL APPLICATIONS
  [FR] HYDROXAMATES LIES AU BIARYLE: PREPARATION ET APPLICATIONS PHARMACEUTIQUES

  摘要：

  本发明涉及羟肟酸酯化合物，这些化合物是组蛋白去乙酰化酶的抑制剂。更具体地，本发明涉及含有联苯基的化合物及其制备方法。这些化合物可能作为治疗增殖性疾病以及与组蛋白去乙酰化酶活性有关的其他疾病的药物而有用。公式（I），其中Z是单键或C1-C4烃基，A是芳香环，B是芳香环。

  公开号：

  WO2005040161A1

文献信息

• Trithiocarbonates as a Novel Class of HDAC Inhibitors: SAR Studies, Isoenzyme Selectivity, and Pharmacological Profiles
  作者：Florian Dehmel、Steffen Weinbrenner、Heiko Julius、Thomas Ciossek、Thomas Maier、Thomas Stengel、Kamal Fettis、Carmen Burkhardt、Heike Wieland、Thomas Beckers

  DOI：10.1021/jm800093c

  日期：2008.7

  Inhibitors of histone deacetylases (HDAC) are currently developed for the treatment of cancer. These include compounds with a sulfur containing head group like depsipeptide, alkylthiols, thiocarboxylates, and trithiocarbonates with a carbonyl group in the alpha-position. In the present investigation, we report on the synthesis and comprehensive SAR analysis of HDAC inhibitors bearing a tri- or dithiocarbonate

  目前已开发出组蛋白脱乙酰基酶（HDAC）抑制剂来治疗癌症。这些包括具有含硫头基的化合物，例如二肽，烷基硫醇，硫代羧酸盐和在α位具有羰基的三硫代碳酸酯。在本研究中，我们报告了带有三硫代或二硫代碳酸酯基序的HDAC抑制剂的合成和综合SAR分析。这样的三硫代碳酸酯可容易地从预制的或原位制备的α-卤代甲基芳基酮获得。显示了已定义类似物的HDAC同种型选择性和底物竞争作用模式。对头基的探索表明，有效抑制HDAC的必要条件是使用二硫代α-羰基基序。确定了高效，底物竞争性HDAC6选择性抑制剂（12ac：IC 50 = 65 nM，K i = 110 nM）。具有氨基喹啉取代的吡啶基-硫代乙酰基帽的三硫代碳酸酯类似物显示出与作为批准的抗癌药物的亚磺酰苯胺异羟肟酸（SAHA）相当的细胞毒性谱和效能。
• Biaryl linked hydroxamates: preparation and pharmaceutical applications
  申请人：Stunkel Walter

  公开号：US20070167499A1

  公开（公告）日：2007-07-19

  The present invention relates to hydroxamate compounds which are inhibitors of histone deacetylase. More particularly, the present invention relates to biaryl containing compounds and methods for their preparation. These compounds may be useful as medicaments for the treatment of proliferative disorders as well as other diseases involving, relating to or associated with enzymes having histone deacetylase activities. Formula (I), where Z is a single bond or C 1 -C 4 hydrocarbon, A is an aromatic ring, B is an aromatic ring.

  本发明涉及一种羟酸酰胺化合物，其是组蛋白去乙酰化酶的抑制剂。更具体地说，本发明涉及含有双芳基的化合物及其制备方法。这些化合物可以作为药物用于治疗增生性疾病以及涉及、与组蛋白去乙酰化酶活性有关的其他疾病。其中，公式（I）中，Z为单键或C1-C4烃基，A为芳香环，B为芳香环。
• SALTS OF PAROXETINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1091958A1

  公开（公告）日：2001-04-18
• BIARYL LINKED HYDROXAMATES: PREPARATION AND PHARMACEUTICAL APPLICATIONS
  申请人：S*Bio Pte Ltd

  公开号：EP1682538A1

  公开（公告）日：2006-07-26
• EP1682538A4
  申请人：——

  公开号：EP1682538A4

  公开（公告）日：2009-05-27