3-(2-噻吩基)苯甲酸 | 29886-63-3

• 物质功能分类: 医药中间体 - 噻吩类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(2-噻吩基)苯甲酸
• 英文名称: 3-(thiophen-2-yl)benzoic acid
• 英文别名: 3-(2-Thienyl)benzoic acid；3-thiophen-2-ylbenzoic acid
• CAS: 29886-63-3
• 化学式: C₁₁H₈O₂S
• 分子量: 204.249
• InChiKey: SEIZFGIUKSSIJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090
• 安全说明：
  S26

SDS

Name:	3-(2-Thienyl)benzoic acid 97% Material Safety Data Sheet
Synonym:
CAS:	29886-63-3

Section 1 - Chemical Product MSDS Name:3-(2-Thienyl)benzoic acid 97% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
29886-63-3	3-(2-Thienyl)benzoic acid	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. 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. 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:
Treat symptomatically and supportively.

---

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.

---

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.

---

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.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 29886-63-3: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 166 - 168 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: C11H8O2S
Molecular Weight: 204.25

---

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

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 29886-63-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-(2-Thienyl)benzoic acid - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

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

---

Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
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 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 29886-63-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 29886-63-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 29886-63-3 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(2-噻吩基)苯甲酸 在 N,N-二甲基甲酰胺 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Amide compounds

  摘要：

  本发明是一种化合物和药物组合物，包括式(I)的化合物：其中R1是4-(较低)烷基-咪唑-1-基或4,5-二(较低)烷基-咪唑-1-基基团，R2是氢原子或较低烷基基团，R3是芴基团。式(I)的化合物包括药用可接受的盐：式(I)的化合物及其盐具有5-HT拮抗活性。

  公开号：

  US06770667B1
• 作为产物：
  描述：

  methyl 3-(thiophen-2-yl)benzoate 在 sodium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以93.4%的产率得到3-(2-噻吩基)苯甲酸
  参考文献：
  名称：

  Amide compounds

  摘要：

  本发明是一种化合物和药物组合物，包括式(I)的化合物：其中R1是4-(较低)烷基-咪唑-1-基或4,5-二(较低)烷基-咪唑-1-基基团，R2是氢原子或较低烷基基团，R3是芴基团。式(I)的化合物包括药用可接受的盐：式(I)的化合物及其盐具有5-HT拮抗活性。

  公开号：

  US06770667B1

文献信息

• Glutamate aggrecanase inhibitors
  申请人：Sum Phaik-Eng

  公开号：US20070043066A1

  公开（公告）日：2007-02-22

  The present invention relates to modulators of metalloproteinase activity.

  本发明涉及金属蛋白酶活性调节剂。
• The Stille cross coupling reactions on solid support. Link to solution phase directed ortho metalation. An ester linker approach to styryl, biaryl and heterobiaryl car☐ylic acids
  作者：Sylvie Chamoin、Stephen Houldsworth、Victor Snieckus

  DOI：10.1016/s0040-4039(98)00778-3

  日期：1998.6

  The synthesis of the titled compounds by Stille cross coupling on Merrifield resin — linked halo benzoates with stannanes followed by LiOH hydrolysis is reported.

  据报道，通过在Merrifield树脂上进行的Stille交叉偶联反应合成了标题的化合物，即用锡烷连接卤代苯甲酸酯，然后进行LiOH水解。
• Optimization of novel nipecotic bis(amide) inhibitors of the Rho/MKL1/SRF transcriptional pathway as potential anti-metastasis agents
  作者：Jessica L. Bell、Andrew J. Haak、Susan M. Wade、Paul D. Kirchhoff、Richard R. Neubig、Scott D. Larsen

  DOI：10.1016/j.bmcl.2013.04.080

  日期：2013.7

  CCG-1423 (1) is a novel inhibitor of Rho/MKL1/SRF-mediated gene transcription that inhibits invasion of PC-3 prostate cancer cells in a Matrigel model of metastasis. We recently reported the design and synthesis of conformationally restricted analogs (e.g., 2) with improved selectivity for inhibiting invasion versus acute cytotoxicity. In this study we conducted a survey of aromatic substitution with

  CCG-1423 ( 1 ) 是一种新型的 Rho/MKL1/SRF 介导的基因转录抑制剂，可抑制基质胶转移模型中 PC-3 前列腺癌细胞的侵袭。我们最近报道了构象限制类似物（例如，2）的设计和合成，其具有提高的选择性以抑制侵袭与急性细胞毒性。在这项研究中，我们对芳香族取代进行了调查，目的是改善物理化学参数（例如，C  log  P，MW）以用于未来的体内功效研究。鉴定出两种新化合物可进一步减弱细胞毒性，并且在划痕试验中抑制 PC-3 细胞迁移的效力是2 的四倍。其中之一（8a, CCG-203971, IC 50  = 4.2 μM) 在小鼠中以 100 mg/kg/天 ip 耐受 5 天，并且能够达到超过迁移 IC 50长达 3 小时的血浆水平。
• Structure‐Activity Studies of Truncated Latrunculin Analogues with Antimalarial Activity
  作者：Swapna Varghese、Raphaël Rahmani、Damien R. Drew、James G. Beeson、Jake Baum、Brian J. Smith、Jonathan B. Baell

  DOI：10.1002/cmdc.202000399

  日期：2021.2.17

  discovery, and naturally occurring actin inhibitors such as latrunculins are a promising starting point. However, the limited availability of the natural product and the laborious route for synthesis of latrunculins have hindered their potential development as drug candidates. In this regard, we recently described novel truncated latrunculins, with superior actin binding potency and selectivity towards

  疟疾寄生虫利用肌动蛋白动力学进行运动，对这些动力学的任何破坏都会使寄生虫无法有效地建立感染。因此，肌动蛋白是发现疟疾药物的潜在靶点，天然存在的肌动蛋白抑制剂（如 latrunculins）是一个有希望的起点。然而，天然产物的有限可用性和合成 latrunculins 的费力路线阻碍了它们作为候选药物的潜在发展。在这方面，我们最近描述了新型截短的 latrunculins，具有优异的肌动蛋白结合效力和对恶性疟原虫的选择性肌动蛋白比经典的 latrunculin B。在本文中，我们进一步探索了截短的 latrunculin 核心，以总结抑制疟疾运动的 SAR。这项研究有助于进一步了解这些类似物的结合模式，以便将它们开发为疟疾候选药物。
• Biaryl polyamides as a new class of DNA quadruplex-binding ligands
  作者：Khondaker M. Rahman、Anthony P. Reszka、Mekala Gunaratnam、Shozeb M. Haider、Philip W. Howard、Keith R. Fox、Stephen Neidle、David E. Thurston

  DOI：10.1039/b902359c

  日期：——

  We report a novel class of biaryl polyamides highly selective for G-quadruplex DNA, and with significant cytotoxicity in several cancer cell lines; they form planar U-shaped structures that match the surface area dimensions of a terminal G-quartet in quadruplex structures rather than the grooves of duplex DNA.

  我们报告了一类新型的双芳基聚酰胺，对G-四链体DNA具有高度选择性，并在多种癌细胞系中显示出显著的细胞毒性；它们形成与四链体结构中末端G-四联体的表面积尺寸相匹配的平面U形结构，而不是双链DNA的槽。