4-甲基-1，2，3-噻二唑-5-羰酰氯 | 59944-65-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-甲基-1，2，3-噻二唑-5-羰酰氯
• 中文别名: 4-甲基-1,2,3-塞二唑-5-甲酰氯；4-甲基-1,2,3-噻二唑-5-甲酰氯
• 英文名称: 4-methyl-[1,2,3]thiadiazole-5-carbonyl chloride
• 英文别名: 4-methyl-1,2,3-thiadiazole-5-carboxylic acid chloride；4-methyl-1,2,3-thiadiazole-5-formyl chloride；4-Methyl-1,2,3-thiadiazole-5-carbonyl chloride；4-methylthiadiazole-5-carbonyl chloride
• CAS: 59944-65-9
• 化学式: C₄H₃ClN₂OS
• 分子量: 162.6
• InChiKey: SDNDOCTUXWLDIX-UHFFFAOYSA-N

物化性质

• 沸点：
  104 °C
• 密度：
  1.504±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险类别码：
  R34
• 危险品运输编号：
  UN 3265
• 海关编码：
  2934999090
• 安全说明：
  S26,S36/37/39
• 危险品标志：
  C

SDS

Name:	4-Methyl-1 2 3-thiadiazole-5-carbonyl chloride 90+% Material Safety Data Sheet
Synonym:
CAS:	59944-65-9

Section 1 - Chemical Product MSDS Name:4-Methyl-1 2 3-thiadiazole-5-carbonyl chloride 90+% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
59944-65-9	4-Methyl-1,2,3-thiadiazole-5-carbonyl	90+%	unlisted

Hazard Symbols: C
Risk Phrases: 34

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Moisture sensitive.
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.

---

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.

---

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.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

---

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. Store under nitrogen.

---

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# 59944-65-9: 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: Liquid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 94 - 96 deg C
Freezing/Melting Point: Not available.
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: C4H3ClN2OS
Molecular Weight: 163

---

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

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 59944-65-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Methyl-1,2,3-thiadiazole-5-carbonyl chloride - 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
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3265
Packing Group: III
IMO
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing group: III

---

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# 59944-65-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 59944-65-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 59944-65-9 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：

  4-甲基-1，2，3-噻二唑-5-羰酰氯 生成 N-(2-chloro-5-((((1R)-1-phenylethyl)amino)methyl)-phenyl)-4-methyl-1,2,3-thiadiazole-5-carboxamide
  参考文献：
  名称：

  Calcium receptor modulating agents

  摘要：

  本发明一般涉及公式I所代表的化合物，包括含有这些化合物的药物组合物以及治疗与钙感受受体功能相关的疾病或紊乱的方法。该发明还涉及制备这些化合物的方法以及在这些过程中有用的中间体。

  公开号：

  US20080221101A1
• 作为产物：
  描述：

  4-甲基-1,2,3-噻二唑-5-羧酸 在 氯化亚砜 作用下， 反应 6.0h， 以85%的产率得到4-甲基-1，2，3-噻二唑-5-羰酰氯
  参考文献：
  名称：

  N-4-甲基1,2,3-噻二唑-5-羰基-N'-苯基尿素的合成，生物活性和结构活性关系

  摘要：

  设计并合成了29种新型N -4-甲基1,2,3-噻二唑-5羰基N'-苯基脲，并通过质子核磁共振（1 H NMR），红外光谱证实了其结构（IR）和高分辨率质谱（HRMS）。化合物V‐9，V‐11，V‐12，V‐15，V‐19，V‐21，V‐22和V‐24对淡色库蚊具有极好的活性。化合物V-12和V-22对小菜蛾具有良好的杀虫活性L.致死浓度中位数（LC 50）分别为164.15和89.69 mg·L -1。化合物V-11也具有潜在的广谱杀真菌活性。检测到的中值有效浓度（EC 50）从对皮氏假单胞菌的3.82 µg·mL -1到对花生毛孢菌的31.60 µg·mL -1。化合物V-15和V-24与阳性对照TDL和宁南霉素一样具有出色的诱导活性，此外V-24具有最高的诱导活性，为41.85％±4.43％。为了阐明这些化合物的结构活性关系，已建立了3D-QSAR模型。建立的模型显示出可靠的预测能力，q

  DOI：

  10.1002/cjoc.201200268

文献信息

• Target Deconvolution Efforts on Wnt Pathway Screen Reveal Dual Modulation of Oxidative Phosphorylation and SERCA2
  作者：Matias Casás-Selves、Andrew X. Zhang、James E. Dowling、Stefan Hallén、Aarti Kawatkar、Nicholas J. Pace、Christopher R. Denz、Timothy Pontz、Farzin Garahdaghi、Qing Cao、Alan Sabirsh、Kumar Thakur、Nichole O'Connell、Jun Hu、Iván Cornella-Taracido、Eranthie Weerapana、Michael Zinda、Robert A. Goodnow、M. Paola Castaldi

  DOI：10.1002/cmdc.201700028

  日期：2017.6.21

  confirmatory cellular and biochemical assays, we found that this chemical series inhibits ATP synthesis by uncoupling the mitochondrial potential. Affinity chemoproteomics experiments identified sarco(endo)plasmic reticulum Ca2+ -dependent ATPase (SERCA2) as a binding partner of the TDZ series, and subsequent validation studies suggest that the TDZ series can act as ionophores through SERCA2 toward Wnt pathway

  Wnt信号传导对于发育，细胞增殖和分化至关重要，这种途径中导致组成性信号传导的突变与多种癌症有关。使用依赖于Wnt的报道分子进行的途径筛选确定了基于1,2,3-噻二唑-5-羧酰胺（TDZ）核心且具有亚微摩尔效价的化学系列。在此，我们报告了一项全面的作用机理反卷积研究，旨在确定该功效系列的功效目标和生物学含义，涉及自下而上的定量化学蛋白质组学，细胞生物学和生化方法。通过观察我们的探针对代谢的影响并进行验证性的细胞和生化测定，我们发现该化学系列通过解偶联线粒体电位来抑制ATP合成。
• 含三个氮杂环的1,2,3-噻二唑-5-甲脒类化合 物及合成
  申请人：西华大学

  公开号：CN104610250B

  公开（公告）日：2017-03-22

  本发明公开了一种通式为TDCA的具有三个芳香环的N‑三取代‑1,2,3‑噻二唑‑5‑甲脒类化合物及其合成方法。通式为TDCA的目标化合物由化合物B和通式为A的化合物进行反应得到，其中，通式A中X、Y的指代同通式TDCA相同。
• Synthesis and Antifungal Activity of 1,2,3-thiadiazole Derivatives Containing 1,3,4-thiadiazole Moiety
  作者：Shui-Lin Yan、Ming-Yan Yang、Zhao-Hui Sun、Li-Jing Min、Cheng-Xia Tan、Jian-Quan Weng、Hong-Ke Wu、Xing-Hai Liu

  DOI：10.2174/1570180811666140423222141

  日期：2014.6

  A series of 4-methyl-N-(5-substituted-1, 3,4-thiadiazol-2-yl)-1,2,3-thiadiazole-5-carboxamide 6a~6j. The chemical structures were confirmed by 1H NMR, FTIR, MS, and elemental analysis. All the compounds were investigated for antifungal activity. The antifungal activity results indicated that compound 6a exhibited good activities against C. arachidicola. It can be compared with the commercial drug. The compounds 6e, 6f, 6i, 6j exhibited moderate activity.

  一系列4-甲基-N-(5-取代-1,3,4-噻二唑-2-基)-1,2,3-噻二唑-5-羧酰胺6a~6j，其化学结构通过1H NMR、FTIR、MS和元素分析得到确认。所有化合物均进行了抗真菌活性研究。抗真菌活性结果表明，化合物6a对C. arachidicola显示了良好的活性，可与商业药物相媲美。化合物6e、6f、6i、6j表现出中等活性。
• 一类1，2，3-噻二唑甲酰脲类化合物及其制备 方法和用途
  申请人：利尔化学股份有限公司

  公开号：CN102225918B

  公开（公告）日：2016-04-20

  本发明提供了一类1，2，3-噻二唑甲酰脲类化合物及其制备方法和用途，本发明涉及含1，2，3-噻二唑的杂环化合物，它们具有如V和VII所示的化学结构通式。本发明公开了上述化合物的结构通式、合成方法与用作杀虫剂、杀菌剂、抗植物病毒剂、植物激活剂的用途，其与农业上可接受的助剂或增效剂混合用于制备杀虫剂、杀菌剂、抗植物病毒剂、植物激活剂的工艺；还公开了这些化合物与商品杀虫剂、杀菌剂、抗植物病毒剂、植物激活剂组合使用在防治农业、林业、园艺和卫生病害、虫害、病毒病害中的用途和制备方法。
• Synthesis and Biological Activity of Acylthiourea Derivatives Contain 1,2,3-thiadiazole and 1,3,4-thiadiazole
  作者：Ming-Yan Yang、Wen Zhao、Zhao-Hui Sun、Cheng-Xia Tan、Jian-Quan Weng、Xing-Hai Liu

  DOI：10.2174/1570180811666141010000435

  日期：2015.2.4

  In order to investigate the biological activity of novel thiourea compounds, some novel 1,2,3- thiadiazole derivatives containing 1,3,4-thiadiazole were synthesized under phase transfer catalyzed condition( PEG-600)by multi-step reactions. The chemical structures of all compounds were established by 1H NMR, FTIR, MS, and elemental analysis, and some of these compounds were investigated for fungicidal activity and plant growth regulatory activity. The bioassay results indicated that some of these compound exhibited moderate activities.

  为了研究新型硫脲化合物的生物活性，合成了一些含有1,3,4-噻二唑的1,2,3-噻二唑衍生物，反应在相转移催化剂条件下（PEG-600）通过多步反应进行。所有化合物的化学结构通过1H NMR、FTIR、MS和元素分析确立，部分化合物的杀真菌活性和植物生长调节活性进行了研究。生物测定结果表明，其中一些化合物展示了中等活性。