3-( 1,1-二氧代-4H-苯并[1,2,4]噻二嗪)基乙酸乙酯 | 53971-22-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻二嗪
• 中文名称: 3-( 1,1-二氧代-4H-苯并[1,2,4]噻二嗪)基乙酸乙酯
• 中文别名: 3-(1,1-二氧代-4H-苯并[1,2,4]噻二嗪)基乙酸乙酯；2H-1,2,4-苯并噻二嗪-3-乙酸乙酯1,1-二氧化物
• 英文名称: ethyl (1,1-dioxo-2H-1,2,4-benzothiadiazin-3-yl)acetate
• 英文别名: (1,1-dioxo-1,4-dihydro-1λ⁶-benzo-[1,2,4]-thiadiazin-3-yl)acetic acid ethyl ester；ethyl (1,1-dioxo-1,4-dihydro-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-acetate；(1,1-dioxo-1,4-dihydrobenzo-[1,2,4]-thiadiazin-3-yl)-acetic acid ethyl ester；ethyl 1,1-dioxo-1,4-dihydro-1-benzo[1,2,4]thiadiazin-3-yl-acetate；ethyl (1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)acetate；ethyl 2-(1,1-dioxo-4H-1λ6,2,4-benzothiadiazin-3-yl)acetate
• CAS: 53971-22-5
• 化学式: C₁₁H₁₂N₂O₄S
• 分子量: 268.293
• InChiKey: SEHQSTFDJKDJQL-UHFFFAOYSA-N

物化性质

• 沸点：
  447.1±47.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090

SDS

Name:	2H-1 2 4-Benzothiadiazine-3-acetic acid ethyl ester 1 1-dioxide Material Safety Data Sheet
Synonym:	3-(Carbethoxy)methyl-1,2,4-benzothiadiazine-1,1-dioxid
CAS:	53971-22-5

Section 1 - Chemical Product MSDS Name:2H-1 2 4-Benzothiadiazine-3-acetic acid ethyl ester 1 1-dioxide Material Safety Data Sheet
Synonym:3-(Carbethoxy)methyl-1,2,4-benzothiadiazine-1,1-dioxid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
53971-22-5	2H-1,2,4-Benzothiadiazine-3-acetic aci		unlisted

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

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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.

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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.

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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.

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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.

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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.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 53971-22-5: 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white to off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
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: C11H12N2O4S
Molecular Weight: 268.29

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Not available.
Incompatibilities with Other Materials:
Not available.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, sulfur oxides (SOx), including sulfur oxide and sulfur dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 53971-22-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2H-1,2,4-Benzothiadiazine-3-acetic acid ethyl ester 1,1-dioxide - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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

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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.

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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# 53971-22-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 53971-22-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 53971-22-5 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-( 1,1-二氧代-4H-苯并[1,2,4]噻二嗪)基乙酸乙酯 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 168000.0h， 以91%的产率得到(1,1-dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-3-yl)acetic acid
  参考文献：
  名称：

  高效，不对称合成苯并噻二嗪取代的四酸：丙型肝炎病毒RNA依赖性RNA聚合酶的有效抑制剂。

  摘要：

  [反应：见正文]据报道，高效的两锅，不对称合成苯并噻二嗪取代的四酸。从可商购获得的α-氨基酸或酯开始，进行还原胺化反应，然后进行新颖的一锅酰胺键形成/狄克曼环化反应，从而以高收率和光学纯度提供了所需的产物。还提出了针对相同目标的类似固相方法。发现这些化合物是丙型肝炎病毒RNA依赖性RNA聚合酶的有效抑制剂。

  DOI：

  10.1021/ol052371w
• 作为产物：
  描述：

  2H-1,2,4-苯并噻二嗪-3(4h)-酮 1,1-二氧化物 在 硫酸 、 sodium carbonate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 3-( 1,1-二氧代-4H-苯并[1,2,4]噻二嗪)基乙酸乙酯
  参考文献：
  名称：

  Inhibitors of HCV NS5B polymerase: Synthesis and structure–activity relationships of N-1-benzyl and N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine analogs containing substituents on the aromatic ring

  摘要：

  A series of non-nucleoside HCV NS5B polymerase inhibitors based on the N-1-benzyl or N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine core substituted in the D-ring aromatic moiety have been prepared and evaluated. Aromatic substituents extending from position 7 of the D-ring exhibited excellent potency against both genotypes 1a and 1b. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.022

文献信息

• Anti-infective agents
  申请人：——

  公开号：US20040087577A1

  公开（公告）日：2004-05-06

  Compounds having the formula 1 are hepatitis C (HCV) polymerase inhibitors. Also disclosed are a composition and method for inhibiting hepatitis C (HCV) polymerase, processes for making the compounds, and synthetic intermediates employed in the processes.

  具有公式1的化合物是丙型肝炎（HCV）聚合酶抑制剂。还公开了一种用于抑制丙型肝炎（HCV）聚合酶的组成和方法，用于制造这些化合物的过程，以及在这些过程中使用的合成中间体。
• [EN] NOVEL ANTI-INFECTIVES<br/>[FR] NOUVEAUX ANTI-INFECTIEUX
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2003099801A1

  公开（公告）日：2003-12-04

  Compounds useful as HCV anti-infectives are disclosed. Also disclosed are methods of making and using the same.

  抗丙型肝炎病毒感染的有用化合物已被披露。同时还披露了制备和使用这些化合物的方法。
• Synthesis and biological activity of heteroaryl 3-(1,1-dioxo-2H-(1,2,4)-benzothiadizin-3-yl)-4-hydroxy-2(1H)-quinolinone derivatives as hepatitis C virus NS5B polymerase inhibitors
  作者：Rosanna Tedesco、Deping Chai、Michael G. Darcy、Dashyant Dhanak、Duke M. Fitch、Adam Gates、Victor K. Johnston、Richard M. Keenan、Juili Lin-Goerke、Robert T. Sarisky、Antony N. Shaw、Klara L. Valko、Kenneth J. Wiggall、Michael N. Zimmerman、Kevin J. Duffy

  DOI：10.1016/j.bmcl.2009.05.080

  日期：2009.8

  2,4)-benzothiadiazin-3-yl)-4-hydroxy-2(1H)-quinolinones into heteroaromatic systems was investigated to enhance physicochemical properties and potency profile of this class of inhibitors. The synthesis and biological activity of the derived compounds is discussed.

  研究了将 3-(1,1-dioxo-2 H -(1,2,4)-benzothiadiazin-3-yl)-4-hydroxy-2(1 H )-quinolinones的苯并环修饰为杂芳族体系增强这类抑制剂的物理化学性质和效力特征。讨论了衍生化合物的合成和生物活性。
• Novel anti-infectives
  申请人：——

  公开号：US20040147739A1

  公开（公告）日：2004-07-29

  Compounds useful as HCV anti-infectives having the formula: wherein the formula variables are as defined herein, are disclosed. Also disclosed are methods of making and using the same.

  本文披露了具有以下公式的HCV抗感染剂有用的化合物：其中公式变量如本文所定义。同时，还披露了制备和使用这些化合物的方法。
• Pyridazinone compounds
  申请人：Zhou Yuefen

  公开号：US20060189602A1

  公开（公告）日：2006-08-24

  The invention is directed to pyridazinone compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

  该发明涉及吡啶并咪唑酮化合物及含有该化合物的制药组合物，用于治疗丙型肝炎病毒感染。