3065-79-0

• 常用中文名：3,3'-二乙基-9-甲基硫杂羰花青碘化物
• 常用英文名：3,3'-Diethyl-9-methylthiacarbocyanine iodide
• CAS号：3065-79-0
• 分子式：C₂₂H₂₃IN₂S₂
• 分子量：506.46600
• 相关类别： 信号通路 细胞周期/DNA损伤 微管/微管蛋白
• 发布时间：2018-12-19 19:42:08
• 更新时间：2024-01-17 12:08:03
• 3,3’-二乙基-9-甲基硫碳菁碘是一种菁染料,也是τ聚集抑制剂,τ的IC50值为0.28μM。3,3’-二乙基-9-甲基硫碳菁碘可导致微管细胞骨架的功能失调。3,3’-二乙基-9-甲基硫碳菁碘可用于研究阿尔茨海默病[1]。

名称

• 中文名: 3-乙基-2-[3-(3-乙基-3H-苯并噻唑-2-亚基)-2-甲基丙-1-烯基]苯并噻唑碘化物
• 英文名: (2Z)-3-ethyl-2-[(E)-3-(3-ethyl-1,3-benzothiazol-3-ium-2-yl)-2-methylprop-2-enylidene]-1,3-benzothiazole,iodide
• 中文别名: 3,3’-二乙基-9-甲基硫杂羰花青碘化物
• 英文别名: 3,3′-Diethyl-9-methylthiacarbocyanine iodide; Benzothiazolium,3-ethyl-2-(3-(3-ethyl-2(3H)-benzothiazolylidene)-2-methyl-1-propenyl)-,iodide; 3-ethyl-2-[3-(3-ethyl-3H-benzothiazol-2-ylidene)-2-methyl-propenyl]-benzothiazolium,iodide; 1,3-Bis-(3-aethyl-benzothiazol-2-yl)-2-methyl-trimethinium,Jodid; MFCD00011955; 3,3'-Diethyl-9-methylthiocarbocyanin Iodid (11b); Benzothiazolium,3-ethyl-2-(3-(3-ethyl-2-benzothiazolinylidene)-2-methyl-1-propenyl)-,iodide; 1,3-bis-(3-ethyl-benzothiazol-2-yl)-2-methyl-trimethinium,iodide; 3,3'-Diethyl-9-methylthiacarbocyanine iodide; T0500-8750; 3-Ethyl-2-(3-(3-ethyl-3H-benzothiazol-2-ylidene)-2-methylprop-1-enyl)benzothiazolium iodide; 3-ethyl-2-[3-(3-ethyl-3H-2-benzothiazolylidene)-2-methyl-1-propenyl] benzothiazolium iodide; EINECS 221-317-2

物化性质

• 熔点: 290ºC(dec.)(lit.)
• 分子式: C₂₂H₂₃IN₂S₂
• 分子量: 506.46600
• 精确质量: 506.03500
• PSA: 65.29000
• LogP: 2.41390
• 外观性状: 棕色粉末
• 储存条件:

  密封储存，储存于阴凉、干燥的库房。

• 稳定性:

  常温常压下稳定，避免与氧化剂接触。

• 计算化学:

  1、 疏水参数计算参考值（XlogP）：

  2、 氢键供体数量：0

  3、 氢键受体数量：2

  4、 可旋转化学键数量：4

  5、 互变异构体数量：

  6、 拓扑分子极性表面积（TPSA）：7.1

  7、 重原子数量：27

  8、 表面电荷：0

  9、 复杂度：511

  10、 同位素原子数量：0

  11、 确定原子立构中心数量：0

  12、 不确定原子立构中心数量：0

  13、 确定化学键立构中心数量：2

  14、 不确定化学键立构中心数量：0

  15、 共价键单元数量：2

• 更多:

  1. 性状：棕色粉末

  2. 密度（g/mL,25℃）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：290

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,0.05mmHg）：未确定

  7. 折射率(n20/D)：未确定

  8. 闪点（ºC）：未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（mPa,20ºC）：未确定

  12. 饱和蒸气压（kPa,25ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：未确定

生物活性

• 描述: 3,3’-二乙基-9-甲基硫碳菁碘是一种菁染料,也是τ聚集抑制剂,τ的IC50值为0.28μM。3,3’-二乙基-9-甲基硫碳菁碘可导致微管细胞骨架的功能失调。3,3’-二乙基-9-甲基硫碳菁碘可用于研究阿尔茨海默病[1]。
• 相关类别:
  信号通路 >> 细胞周期/DNA损伤 >> 微管/微管蛋白
  信号通路 >> 细胞骨架 >> 微管/微管蛋白
  研究领域 >> 神经疾病
• 靶点:

  IC50: 0.28 μM (tau)[1]

• 参考文献:

  [1]. Chang E, et al. Structure-activity relationship of cyanine tau aggregation inhibitors. J Med Chem. 2009 Jun 11;52(11):3539-47.

MSDS

Name: 2 3 -diethyl-9-methylthiacarbocyanine iodide Material Safety Data Sheet Synonym: None CAS: 3065-79-0 Section 1 - Chemical Product MSDS Name:2 3 -diethyl-9-methylthiacarbocyanine iodide Material Safety Data Sheet Synonym:None Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 3065-79-0 2,3' -diethyl-9-methylthiacarbocyanine 100.0 221-317-2 Hazard Symbols: None Listed. Risk Phrases: None Listed. Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW The toxicological properties of this material have not been fully investigated. Potential Health Effects Eye: May cause eye irritation. Skin: May cause skin irritation. Ingestion: May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated. Inhalation: May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Chronic: No information found. 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 immediately. Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Ingestion: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately. 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: Antidote: None reported. 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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or appropriate foam. Section 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation. Section 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Storage: Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 3065-79-0: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. 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: 290 deg C Autoignition Temperature: Not available. Flash Point: Not available. Explosion Limits, lower: N/A Explosion Limits, upper: N/A Decomposition Temperature: Solubility in water: Specific Gravity/Density: Molecular Formula: C22H23IN2S2 Molecular Weight: 506.45 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. Conditions to Avoid: Incompatible materials, dust generation, strong oxidants. Incompatibilities with Other Materials: Strong oxidizing agents. Hazardous Decomposition Products: Nitrogen oxides, carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide, hydrogen iodide. Hazardous Polymerization: Has not been reported Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 3065-79-0: DL7047000 LD50/LC50: Not available. Carcinogenicity: 2,3' -diethyl-9-methylthiacarbocyanine iodide - Not listed by ACGIH, IARC, or NTP. Other: See actual entry in RTECS for complete information. Section 12 - ECOLOGICAL INFORMATION Other No information available. Section 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations. Section 14 - TRANSPORT INFORMATION IATA Not regulated as a hazardous material. IMO Not regulated as a hazardous material. RID/ADR Not regulated as a hazardous material. 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. S 28A After contact with skin, wash immediately with plenty of water. S 37 Wear suitable gloves. 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# 3065-79-0: No information available. Canada CAS# 3065-79-0 is listed on Canada's NDSL List. CAS# 3065-79-0 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 3065-79-0 is listed on the TSCA inventory. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

毒理学数据: 1、 急性毒性：小鼠经静脉LD50：3600μg/kg； CHEMICAL IDENTIFICATION RTECS NUMBER : DL7047000 CHEMICAL NAME : Benzothiazolium, 3-ethyl-2-(3-(3-ethyl-2-benzothiazolinylidene)-2-meth yl-1-propenyl)-, iodide CAS REGISTRY NUMBER : 3065-79-0 LAST UPDATED : 199701 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C22-H23-N2-S2.I MOLECULAR WEIGHT : 506.49 WISWESSER LINE NOTATION : T56 BNYSJ B2 CU2U1- CT56 BK DSJ B2 G1 &I HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 3600 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#03432

安全

• 危害码 (欧洲): Xn: Harmful;
• 风险声明 (欧洲): R20/21/22
• 安全声明 (欧洲): S36
• WGK德国: 3
• RTECS号: DL7047000

合成路线

3119-93-5 ~% 3065-79-0

文献：Journal of the American Chemical Society, , vol. 57, p. 547,550

60-35-5 3119-93-5 ~52% 3065-79-0

文献：Makin, S. M.; Pomogaev, A. I. Journal of Organic Chemistry USSR (English Translation), 1982 , vol. 18, # 10 p. 1916 - 1918 Zhurnal Organicheskoi Khimii, 1982 , vol. 18, # 10 p. 2173 - 2176

3119-93-5 5260-36-6 ~% 3065-79-0

文献：Bulletin de la Societe Chimique de France, , p. 3204 - 3209

3119-93-5 35036-45-4 ~% 3065-79-0

文献：Bulletin de la Societe Chimique de France, , p. 3204 - 3209