四氢-1H-吡咯并[1,2-c]咪唑-1,3(2H)-二酮 | 5768-79-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 四氢-1H-吡咯并[1,2-c]咪唑-1,3(2H)-二酮
• 英文名称: tetrahydropyrrolo[1,2-c]imidazol-1,3-dione
• 英文别名: tetrahydro-1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione；1,3-diazabicyclo<3.3.0>octane-2,4-dione；5,6,7,7a-tetrahydropyrrolo[1,2-c]imidazole-1,3-dione
• CAS: 5768-79-6
• 化学式: C₆H₈N₂O₂
• mdl: MFCD01851016
• 分子量: 140.142
• InChiKey: CLHGAFMJSNFVRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Tetrahydro-1h-pyrrolo[1,2-c]imidazole-1,3(2h)-dione
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: Tetrahydro-1h-pyrrolo[1,2-c]imidazole-1,3(2h)-dione
CAS number: 5768-79-6

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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.
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: C6H8N2O2
Molecular weight: 140.1

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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.

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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：

  四氢-1H-吡咯并[1,2-c]咪唑-1,3(2H)-二酮 在 sodium tetrahydroborate 、 三氟化硼乙醚 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以80%的产率得到(±)-hexahydropyrrolo[1,2-c]imidazol-3-one
  参考文献：
  名称：

  3-(Triflyloxy)benzynes 实现环状脲的区域控制环加成以合成 1,4-苯二氮卓衍生物

  摘要：

  报道了通过各种 3-(三氟甲磺酰氧基) 苄与 N-(对甲苯磺酰基) 咪唑啉-2-酮反应合成 1,4-苯二氮卓衍生物的通用方法。该反应系统提供带有三氟甲磺酰氧基的 1,4-苯二氮卓作为四种可能的区域异构体中的单一区域异构体。

  DOI：

  10.1055/s-0036-1591924
• 作为产物：
  描述：

  DL-脯氨酸 在 potassium cyanide 、 盐酸 作用下， 以 水 为溶剂， 反应 11.0h， 以60%的产率得到四氢-1H-吡咯并[1,2-c]咪唑-1,3(2H)-二酮
  参考文献：
  名称：

  3-(Triflyloxy)benzynes 实现环状脲的区域控制环加成以合成 1,4-苯二氮卓衍生物

  摘要：

  报道了通过各种 3-(三氟甲磺酰氧基) 苄与 N-(对甲苯磺酰基) 咪唑啉-2-酮反应合成 1,4-苯二氮卓衍生物的通用方法。该反应系统提供带有三氟甲磺酰氧基的 1,4-苯二氮卓作为四种可能的区域异构体中的单一区域异构体。

  DOI：

  10.1055/s-0036-1591924

文献信息

• UBIQUITIN-SPECIFIC-PROCESSING PROTEASE 7 (USP7) MODULATORS AND USES THEREOF
  申请人：FLX Bio, Inc.

  公开号：US20190142834A1

  公开（公告）日：2019-05-16

  Disclosed herein, inter alia, compounds and methods of use thereof for the modulation of USP7 activity.

  本公开内容包括，但不限于，化合物及其使用方法，用于调节USP7活性。
• Reductive coupling of hydantoins with benzophenones by low-valent titanium: Synthesis of 4-substituted 1H-imidazol-2(3H)-ones and unusual two-to-two coupled products
  作者：Naoki Kise、Shuta Goi、Toshihiko Sakurai

  DOI：10.1016/j.tet.2018.01.022

  日期：2018.3

  The reductive coupling of 1,3-dimethyhydantoin with benzophenones by TiCl4-Zn in THF gave 4-diarylmethyl-1H-imidazol-2(3H)-ones as four-electron reduced one-to-one coupled products and their dimers as two-to-two coupled products predominantly by controlling the reaction conditions. The reductive coupling of 5-alkyl-1,3-dimethyhydantoins with benzophenones produced 5-alkyl-4-diarylmethyl-1H-imidazol-2(3H)-ones

  TiCl 4 -Zn在THF中将1,3-二甲基乙内酰脲与二苯甲酮还原偶合得到4-二芳基甲基-1 H-咪唑-2（3 H）-ones，为四电子还原的一对一偶合产物及其二聚体主要通过控制反应条件将其作为二对二偶联产物。5-烷基-1，3-二甲基乙内酰脲与二苯甲酮的还原偶联产生5-烷基-4-二芳基甲基-1 H-咪唑-2（3 H）-作为唯一产物，而与反应条件无关。另一方面，1，3-二甲基乙内酰脲与环状二苯甲酮的还原偶联选择性地使4-芳基羟甲基-1 H-咪唑-2（3 H）-酮作为两电子还原一对一的偶合产物，然后进一步还原为4-二芳基甲基-1 H-咪唑-2（3 H）-酮。
• Highly efficient dialkylphosphate-mediated syntheses of hydantoins and a bicyclohydantoin under solvent-free conditions
  作者：Vinod Kumar、Hemlata Rana、Ravish Sankolli、M.P. Kaushik

  DOI：10.1016/j.tetlet.2011.09.029

  日期：2011.11

  were employed as the mild reagent to hydrolyze and cyclize the substrate in one step to give quantitative yields of the desired products. Syntheses of multivalent hydantoins viz bis-hydantoin, bicyclohydantoin have potentially widened the scope and applicability of the present method. Solvent-free conditions and very easy work-up procedure make the reaction convenient and eco-friendly. Single crystal

  已经通过新策略从基于氰酰胺的前体，即N-氰基-N-烷基/芳基氨基乙酸甲酯合成了不同取代的乙内酰脲。磷酸二烷基酯用作温和的试剂，可在一个步骤中水解和环化底物，以定量获得所需产物。多价乙内酰脲即双乙内酰脲，双环乙内酰脲的合成潜在地扩大了本方法的范围和适用性。无溶剂条件和非常简单的后处理程序使反应变得方便且环保。还报道了一些代表性化合物的单晶结构。
• Formation of by-products during sodium–liquid ammonia reduction in peptide chemistry
  作者：István Schőn、Tamás Szirtes、Tamás Überhardt

  DOI：10.1039/c39820000639

  日期：——

  Reduction of protected model peptides by the usual excess of sodium in liquid ammonia leads to undesired by-products; the generally accepted blue colour for the end point is unnecessary for complete reduction.

  液态氨中通常过量的钠会还原受保护的模型肽，从而导致产生不希望的副产物。终点的通常公认的蓝色对于完全还原是不必要的。
• [EN] ANTI-BACTERIAL COMPOUNDS BASED ON AMINO-GOLD PHOSPHINE COMPLEXES<br/>[FR] COMPOSÉS ANTIBACTÉRIENS À BASE DE COMPLEXES AMINO PHOSPHINE-OR
  申请人：AUSPHERIX LTD

  公开号：WO2017093545A1

  公开（公告）日：2017-06-08

  A compound of formula (I) for use in the prevention or treatment of a bacterial infection wherein: PX is selected from the group consisting of (P1), (P2) and (P3).

  一种用于预防或治疗细菌感染的化合物，其化学式为（I），其中：PX选自（P1）、（P2）和（P3）组成的群。