5-(2-甲基-1,3-噻唑-4-基)-2-硫苯甲醛 | 499770-66-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-(2-甲基-1,3-噻唑-4-基)-2-硫苯甲醛
• 中文别名: 5-(2-甲基-1,3-噻唑-4-基)-2-噻吩甲醛
• 英文名称: 5-(2-methylthiazol-4-yl)thiophene-2-carbaldehyde
• 英文别名: 5-(2-methyl-1,3-thiazol-4-yl)-2-thiophenecarbaldehyde；5-(2-methyl-1,3-thiazol-4-yl)thiophene-2-carbaldehyde
• CAS: 499770-66-0
• 化学式: C₉H₇NOS₂
• mdl: MFCD02682090
• 分子量: 209.293
• InChiKey: OTEBKLSFEFZNAG-UHFFFAOYSA-N

物化性质

• 熔点：
  127 °C
• 沸点：
  379.4±32.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  86.4
• 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
• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090

SDS

Name:	5-(2-Methyl-1 3-thiazol-4-yl)-2-thiophenecarbaldehyde tech Material Safety Data Sheet
Synonym:
CAS:	499770-66-0

Section 1 - Chemical Product MSDS Name:5-(2-Methyl-1 3-thiazol-4-yl)-2-thiophenecarbaldehyde tech Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
499770-66-0	5-(2-Methyl-1,3-thiazol-4-yl)-2-thioph		unlisted

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

---

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.

---

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.

---

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# 499770-66-0: 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: orange
Odor: odorless - slight odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 130 - 131 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: C9H7NOS2
Molecular Weight: 209.29

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing 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# 499770-66-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-(2-Methyl-1,3-thiazol-4-yl)-2-thiophenecarbaldehyde - 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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 499770-66-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 499770-66-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 499770-66-0 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：

  5-(2-甲基-1,3-噻唑-4-基)-2-硫苯甲醛 在 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 25.0h， 生成 2-(5-(2-methylthiazol-4-yl)thiophen-2-yl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one
  参考文献：
  名称：

  N-Methyldihydroquinazolinone Derivatives of Retro-2 with Enhanced Efficacy against Shiga Toxin

  摘要：

  The Retro-2 molecule protects cells against Shiga toxins by specifically blocking retrograde transport from early endosomes to the trans-Golgi network A SAR study has been carried out to identify more potent compounds. Cyclization and modifications of Retro-2 led to a compound with roughly 100 fold improvement of the EC50 against Shiga toxin cytotoxicity measured in a cell protein synthesis assay. We also demonstrated that only one enantiomer of the dihydroquinazolinone reported herein is bioactive.

  DOI：

  10.1021/jm4002346
• 作为产物：
  描述：

  5-乙酰基-噻吩-2-羧酸甲酯 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 、 copper(ll) bromide 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.5h， 生成 5-(2-甲基-1,3-噻唑-4-基)-2-硫苯甲醛
  参考文献：
  名称：

  二氢喹唑啉酮类反向转运过程阻断剂、其制备 方法及用途

  摘要：

  本发明属于医药化工领域，涉及二氢喹唑啉酮类反向转运过程阻断剂、其制备方法及用途。具体地，本发明涉及新的二氢喹唑啉酮类反向转运过程阻断剂类化合物、其可药用盐、其异构体、其水合物或其溶剂合物，以及它们在制备预防和/或急救由核糖体失活蛋白引起的疾病的药物中的用途，以及它们在制备预防和/或治疗由肠道病毒、丝状病毒或多瘤病毒引起的疾病的药物中的用途。本发明的化合物能够有效地对抗II型核糖体失活蛋白中毒和/或由肠道病毒、丝状病毒或多瘤病毒引起的疾病。

  公开号：

  CN110372692B

文献信息

• Late-Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO₂
  作者：Antonio Del Vecchio、Fabien Caillé、Arnaud Chevalier、Olivier Loreau、Kaisa Horkka、Christer Halldin、Magnus Schou、Nathalie Camus、Pascal Kessler、Bertrand Kuhnast、Frédéric Taran、Davide Audisio

  DOI：10.1002/anie.201804838

  日期：2018.7.26

  A robust, click-chemistry-inspired procedure for radiolabeling of cyclic ureas was developed. This protocol, suitable for all carbon isotopes (11 C, 13 C, 14 C), is based on the direct functionalization of carbon dioxide: the universal building block for carbon radiolabeling. The strategy is operationally simple and reproducible in different radiochemistry centers, exhibits remarkably wide substrate

  开发了一种强大的、受点击化学启发的环状脲放射性标记程序。该协议适用于所有碳同位素（11 C、13 C、14 C），基于二氧化碳的直接功能化：碳放射性标记的通用构建块。该策略操作简单，在不同的放射化学中心可重复，具有非常宽的底物范围和较短的反应时间，并且与之前报道的系统相比表现出优异的反应性。通过该程序，多种药物和未受保护的肽被高放射化学效率标记。
• [EN] NONTOXIC COMPOUNDS FOR THE TREATMENT AND PREVENTION OF HERPESVIRUS INFECTIONS<br/>[FR] COMPOSÉS NON TOXIQUES DESTINÉS AU TRAITEMENT ET À LA PRÉVENTION DES INFECTIONS PAR LE VIRUS DE L'HERPÈS
  申请人：PENN STATE RES FOUND

  公开号：WO2018017853A1

  公开（公告）日：2018-01-25

  Compositions for preventing or treating virus infections inhibit the biogenesis of cytoplasmic viral assembly compartment (cVAC). The preferred compounds are dihydroquinazolinones.

  用于预防或治疗病毒感染的组合物抑制细胞质病毒装配区（cVAC）的生物发生。首选化合物为二氢喹唑啉酮。
• [EN] INHIBITORS TARGETING DRUG-RESISTANT INFLUENZA A<br/>[FR] INHIBITEURS CIBLANT LA GRIPPE A PHARMACORÉSISTANTE
  申请人：UNIV PENNSYLVANIA

  公开号：WO2013086131A1

  公开（公告）日：2013-06-13

  Provided are compounds according to formula (la) or (lb) as described herein, that are capable of modulating the activity of influenza viruses (e.g., influenza A virus), for example, via interaction with the M2 transmembrane protein, and other similar viroporins. Also provided are methods for treating an influenza A-affected disease state or infection comprising administering a composition comprising one or more compounds according to according to formulas (la') or (lb), as described herein.

  根据本文描述的公式（la）或（lb），提供了一些化合物，这些化合物能够调节流感病毒（例如流感A病毒）的活性，例如通过与M2跨膜蛋白以及其他类似的病毒孔蛋白相互作用。还提供了一种治疗流感A感染疾病状态或感染的方法，包括通过给予包含根据本文描述的公式（la'）或（lb）的一个或多个化合物的组合物进行治疗。
• (<i>S</i>)-<i>N</i>-Methyldihydroquinazolinones are the Active Enantiomers of Retro-2 Derived Compounds against Toxins
  作者：Neetu Gupta、Valérie Pons、Romain Noël、David-Alexandre Buisson、Aurélien Michau、Ludger Johannes、Daniel Gillet、Julien Barbier、Jean-Christophe Cintrat

  DOI：10.1021/ml400457j

  日期：2014.1.9

  reports the synthesis, chromatographic separation, and pharmacological evaluation of the two enantiomers of a new compound, named Retro-2.1, active against toxins by inhibiting intracellular trafficking via the retrograde route. The absolute configuration of the bioactive enantiomer has been assigned from X-ray diffraction to the (S)-enantiomer. To date, (S)-Retro-2.1 is the most potent molecule to

  本研究报告了一种名为 Retro-2.1 的新化合物的两种对映异构体的合成、色谱分离和药理学评估，该化合物通过抑制逆行途径的细胞内运输来对抗毒素。生物活性对映体的绝对构型已从 X 射线衍射指定为 ( S )-对映体。迄今为止，( S )-Retro-2.1 是抵消蓖麻毒素和志贺毒素潜在细胞毒性的最有效分子，EC50 值分别为 23 和 54 nM。
• NEW DIHYDROQUINAZOLINONES EXHIBITING PROTECTIVE ACTIVITY AGAINST INTRACELLULAR-ACTING TOXINS, INTRACELLULAR VIRUSES AND BACTERIA
  申请人：Commissariat a l'Energie Atomique et aux Energies Alternatives

  公开号：US20220002289A1

  公开（公告）日：2022-01-06

  The invention relates to a new family of compounds of the type 2,3-dihydroquinazolin-4(1H)-one and the use thereof as inhibitors of the toxic effects of intracellular-acting toxins, such as ricin, Shiga toxins or the cholera toxin, using retrograde transport to intoxicate the cells, or viruses or bacteria using retrograde and/or syntaxin 5-dependent transport to infect the cells, specifically viruses or bacteria entering into the cells by means of endocytosis, or intracellular parasites.

  本发明涉及一种新的化合物家族，即2,3-二氢喹唑啉-4（1H）-酮，以及将其用作抑制细胞内毒素的毒性作用的抑制剂，如瑞芬毒素、志贺毒素或霍乱毒素，利用逆行转运使细胞中毒，或者利用逆行和/或语法蛋白5依赖性转运使病毒或细菌感染细胞，特别是通过内吞作用进入细胞的病毒或细菌，或细胞内寄生虫。