N,N-二甲基-4-碘-1H-咪唑-1-磺酰胺 | 135773-25-0

• 物质功能分类: 原料药 - 人工合成抗感染类药 - 磺胺类药及增效剂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: N,N-二甲基-4-碘-1H-咪唑-1-磺酰胺
• 英文名称: 4-iodo-N,N-dimethyl-1H-imidazole-1-sulfonamide
• 英文别名: 4-iodo-1-(N,N-dimethylsulfamoyl)-1H-imidazole；4-iodo-N,N-dimethylimidazole-1-sulfonamide
• CAS: 135773-25-0
• 化学式: C₅H₈IN₃O₂S
• mdl: MFCD02179543
• 分子量: 301.108
• InChiKey: HSJHNZMKMJPPGU-UHFFFAOYSA-N

物化性质

• 熔点：
  119-122°C
• 沸点：
  387.3±34.0 °C(Predicted)
• 密度：
  2.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2935009090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险品运输编号：
  2811
• 危险性描述：
  H301,H311,H331
• 储存条件：
  保持冷静

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N,N-Dimethyl 4-iodo-1H-imidazole-1-sulfonamide
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: N,N-Dimethyl 4-iodo-1H-imidazole-1-sulfonamide
CAS number: 135773-25-0

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C5H8IN3O2S
Molecular weight: 301.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen Iodide, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N,N-二甲基-4-碘-1H-咪唑-1-磺酰胺 在 乙基溴化镁 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  [EN] NON-NUCLEOSIDE REVERSE TRANSCRIPTASE INHIBITORS
  [FR] INHIBITEURS DE TRANSCRIPTASE INVERSE NON NUCLEOSIDE

  摘要：

  这项发明涉及公式（I）的新型吡唑衍生物，其中R1至R4如摘要中所定义，并且其药学上可接受的盐和溶剂化合物，以及使用公式（I）的化合物抑制或调节人类免疫缺陷病毒（HIV）逆转录酶的方法，以及与至少一种溶剂、载体或赋形剂混合的公式（I）的药物组合物。这些化合物对于治疗HIV和遗传相关病毒所涉及的疾病（公式I）是有用的。

  公开号：

  WO2004074257A1
• 作为产物：
  描述：

  N,N-二甲基-4,5-二碘-1H-咪唑-1-磺酰胺 在 乙基溴化镁 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以81%的产率得到N,N-二甲基-4-碘-1H-咪唑-1-磺酰胺
  参考文献：
  名称：

  4-Vilimlimidazoles的制备和Diels-Alder化学

  摘要：

  从相应的4-碘咪唑或从尿酸制备了各种4-乙烯基咪唑衍生物。报道了几种详细说明这些乙烯基咪唑及其Diels-Alder反应的方法。在本研究过程中制备的所有乙烯基咪唑均与N反应-苯基马来酰亚胺很容易被温和的热活化而形成单个环加合物，在大多数情况下是初始的非芳族加合物。对于更多的富电子底物，尽管可以通过选择反应条件在很大程度上避免这些初始环加合物发生芳构化，烯键反应和氧化的趋势。观察到与其他亲二烯体的反应有限，在大多数情况下可提供预期的环加合物，尽管在一种情况下，与乙炔二甲酸二甲酯反应可得到异常的加合物。这些底物还与单活化的亲二烯体参与区域选择性Diels-Alder反应，但需要相当强的条件，因此仅以适度的收率提供了芳构化的环加合物。对咪唑部分2-位的取代基作用进行了研究，在其中耐受给电子和弱吸电子的取代基。另外，已经研究了具有末端取代的乙烯基部分的几种底物。

  DOI：

  10.1021/jo0626008

文献信息

• Certain Nitrogen Containing Bicyclic Chemical Entities for Treating Viral Infections
  申请人：Baskaran Subramanian

  公开号：US20100204265A1

  公开（公告）日：2010-08-12

  Provided are certain chemical entities, pharmaceutical compositions, and methods of treatment of a member of the flaviviradae family of viruses such as hepacivirus (Hepatitis C or HCV).

  提供了一些化学实体、药物组合物以及治疗黄病毒科家族成员，如肝病毒（丙型肝炎或HCV）的方法。
• 4-Imidazole derivatives of benzyl and restricted benzyl sulfonamides, sulfamides, ureas, carbamates, and amides and their use
  申请人：——

  公开号：US20030073850A1

  公开（公告）日：2003-04-17

  Compounds of formula I 1 are useful in treating diseases prevented by or ameliorated with &agr; 1A agonists. Also disclosed are &agr; 1A agonist compositions and a method of activating &agr; 1 adrenoceptors in a mammal.

  公式I的化合物在治疗由&agr; 1A激动剂预防或改善的疾病中很有用。还公开了&agr; 1A激动剂组合物和在哺乳动物中激活&agr; 1肾上腺素受体的方法。
• Tetrahydronaphthyl and thiazole, oxazole or imidazole substituted ethene
  申请人：Allergan, Inc.

  公开号：US05475113A1

  公开（公告）日：1995-12-12

  Compounds of the formula ##STR1## as herein defined, have retinoid-like activity and are substantially non-teratogenic and non-irritating to the skin.

  本文所定义的式为##STR1##的化合物具有类视黄醇活性，并且对皮肤基本上没有致畸作用和刺激作用。
• Assembly of the Bis(imidazolyl)propene Core of Nagelamides C and S by Double Grignard Reaction
  作者：Nicolas Jacobi、Thomas Lindel

  DOI：10.1002/ejoc.201000625

  日期：——

  1-bis(imidazolyl)-propenes were assembled in a facile manner by double Grignard reaction of metalated imidazoles with saturated esters, followed by dehydration. The presence of nitrile functions or acryl esters in the electrophile component leads to competing reactions, whereas propargyl esters are tolerated. Introduction of 2-amino groups was possible via the corresponding dimethylsulfamoyl-protected

  作为几种非单体吡咯-咪唑生物碱的特征结构元素，1,1-双（咪唑基）-丙烯通过金属化咪唑与饱和酯的双重格氏反应，然后脱水以简便的方式组装。亲电子试剂组分中腈官能团或丙烯酸酯的存在会导致竞争反应，而炔丙酯是可以容忍的。可以通过相应的二甲基氨磺酰基保护的 2-叠氮基咪唑引入 2-氨基，其在氢化之前必须脱保护。基于 NOESY 的分析揭示了咪唑 5 位朝向丙烯基链的优先取向。
• Total Synthesis of the Nagelamides – Synthetic Studies toward the Reported Structure of Nagelamide D and Nagelamide E Framework
  作者：Manojkumar R. Bhandari、Apsara K. Herath、Sivappa Rasapalli、Muhammed Yousufuddin、Carl J. Lovely

  DOI：10.1021/acs.joc.0c01617

  日期：2020.10.16

  closely related oroidin alkaloids, supporting the structure of the synthetic material. The structure of the synthetic material was further corroborated by obtaining an X-ray crystal structure of a derivative. Electrocyclization of an advanced precursor affords a dihydrobenzimidazole, which is expected to serve as a key intermediate en route to nagelamide E and ageliferin.

  nagelamides 是源自海洋海绵的生物碱 Oroidin 家族的一小部分，并且大部分本质上是二聚体。作为我们开发该家族合成途径的努力的一部分，使用 Stille 交叉偶联策略来构建双咪唑基核心骨架。双乙烯基咪唑的还原提供了 nagelamide D 的核心框架。通过相应的叠氮化物引入 2-氨基，并使用吡咯乙内酰脲通过双 Mitsunobu 反应引入吡咯酰胺，提供了 nagelamide D 的推定结构。光谱数据合成材料和海绵衍生材料匹配得不太好，而光谱数据与密切相关的兰花苷生物碱匹配良好，支持了合成​​材料的结构。通过获得衍生物的X射线晶体结构，进一步证实了合成材料的结构。高级前体的电环化得到二氢苯并咪唑，预计其将作为 nagelamide E 和阿吉利林的关键中间体。

表征谱图