2-苯基-1,3-噻唑-4-甲酸 | 7113-10-2

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-苯基-1,3-噻唑-4-甲酸
• 中文别名: 2-苯基噻唑-4-羧酸；2-苯基-1,3-噻唑-4-羧酸
• 英文名称: 2-phenyl-1,3-thiazole-4-carboxylic acid
• 英文别名: 2-phenylthiazole-4-carboxylic acid
• CAS: 7113-10-2
• 化学式: C₁₀H₇NO₂S
• mdl: MFCD00141954
• 分子量: 205.237
• InChiKey: IBUSLNJQKLZPNR-UHFFFAOYSA-N

物化性质

• 熔点：
  175-177°C
• 沸点：
  420.5±37.0 °C(Predicted)
• 密度：
  1.368
• 溶解度：
  28.2 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 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：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S26,S36/37/39
• 海关编码：
  2934100090
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温

SDS

Name:	2-Phenyl-1 3-thiazole-4-carboxylic acid 97% Material Safety Data Sheet
Synonym:
CAS:	7113-10-2

Section 1 - Chemical Product MSDS Name:2-Phenyl-1 3-thiazole-4-carboxylic acid 97% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
7113-10-2	2-Phenyl-1,3-thiazole-4-carboxylic aci	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. 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:
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# 7113-10-2: 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: cream
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 173 - 177 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: C10H7NO2S
Molecular Weight: 205

---

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

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 7113-10-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Phenyl-1,3-thiazole-4-carboxylic 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# 7113-10-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 7113-10-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 7113-10-2 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途

2-苯基-1,3-噻唑-4-甲酸作为一种噻唑-4-甲酸衍生物，广泛应用于医药化工领域。噻唑-4-甲酸是合成噻苯咪唑的关键中间体，而噻苯咪唑是最早研制的苯并咪唑类药物之一，于1968年由美国默沙东公司开发成功。噻苯咪唑的应用非常广泛，主要作为抗寄生虫药物、杀菌剂和保鲜剂被广泛应用。

制备

以苯甲醛为原料，与3-(二甲氨基)-2-异氰基丙烯酸甲酯在温和的反应条件下，通过一锅法反应合成了2-苯基-1,3-噻唑-4-甲酸。该方法操作简便、纯度高且无需催化剂即可将多种官能团组装到分子内。

合成过程：

1. 2-苯基-1,3-噻唑-4-甲酸甲酯的合成

   • 在反应瓶中依次加入苯甲醛、3-(二甲氨基)-2-异氰基丙烯酸甲酯和无水甲醇。
   • 搅拌下加入无水硫酸镁，置于冰水浴冷却至0℃，反应2小时后升温至30℃继续反应16小时。
   • 真空旋干溶剂得2-苯基-1,3-噻唑-4-甲酸甲酯。

2. 2-苯基-1,3-噻唑-4-甲酸的合成

   • 在反应瓶中依次加入2-苯基-1,3-噻唑-4-甲酸甲酯、氢氧化锂溶液和甲醇。
   • 搅拌下于30℃反应6小时后，真空旋除溶剂。
   • 用稀盐酸调至pH 3~5，用二氯甲烷(2×50 mL)萃取并浓缩，经硅胶柱层析[洗脱剂：V（二氯甲烷): V(甲醇)=15:1]纯化得2-苯基-1,3-噻唑-4-甲酸。

反应信息

• 作为反应物：
  描述：

  2-苯基-1,3-噻唑-4-甲酸 在 甲醇 、 sodium tetrahydroborate 、 草酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 二丁醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.78h， 生成 1-(2-phenylthiazol-4-yl)ethanol
  参考文献：
  名称：

  [EN] IMIDAZOTHIADIAZOLE AND IMIDAZOPYRAZINE DERIVATIVES AS PROTEASE ACTIVATED RECEPTOR 4 (PAR4) INHIBITORS FOR TREATING PLATELET AGGREGATION
  [FR] DÉRIVÉS D'IMIDAZOTHIADIAZOLE ET D'IMIDAZOPYRAZINE UTILISÉS COMME INHIBITEURS DU RÉCEPTEUR 4 ACTIVÉ PAR UNE PROTÉASE (PAR4) POUR LE TRAITEMENT DE L'AGRÉGATION PLAQUETTAIRE

  摘要：

  本发明提供了式I的噻唑化合物，其中W、Y、R0、R2、R4、R5、R6、R7、X1、X2、X3和X4如本文所定义，或其立体异构体、互变异构体、药学上可接受的盐、前药酯或溶剂化合物形式，其中所有变量均如本文所定义。这些化合物是血小板聚集抑制剂，因此可用作治疗或预防血栓栓塞性疾病的药物。

  公开号：

  WO2013163279A1
• 作为产物：
  描述：

  硫代苯甲酰胺 在 lithium hydroxide monohydrate 作用下， 以 四氢呋喃 、 甲醇 、