4(3H)-oxo-5-iodo-7H-pyrrolo<2,3-d>pyrimidine | 135352-71-5

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 4(3H)-oxo-5-iodo-7H-pyrrolo<2,3-d>pyrimidine
• 英文别名: 5-iodo-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one；7-deaza-7-iodohypoxanthine；5-Iodo-3H-pyrrolo[2,3-D]pyrimidin-4(7H)-one；5-iodo-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one
• CAS: 135352-71-5
• 化学式: C₆H₄IN₃O
• mdl: MFCD09746273
• 分子量: 261.022
• InChiKey: QHYIUMOXLCMESH-UHFFFAOYSA-N

物化性质

• 沸点：
  539.8±35.0 °C(Predicted)
• 密度：
  2.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：2-8°C，避光保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Iodo-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one
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: 5-Iodo-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one
CAS number: 135352-71-5

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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: C6H4IN3O
Molecular weight: 261.0

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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.

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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：

  4(3H)-oxo-5-iodo-7H-pyrrolo<2,3-d>pyrimidine 在 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 0.08h， 生成 4-氯-5-碘-7H-吡咯并[2,3-d]嘧啶
  参考文献：
  名称：

  Discovery of a 4-aryloxy-1H-pyrrolo[3,2-c]pyridine and a 1-aryloxyisoquinoline series of TRPA1 antagonists

  摘要：

  A series of TRPA1 antagonists is described having a 4-aryloxy-1H-pyrrolo[3,2-c]pyridine or a 1-aryloxyisoquinoline scaffold. These compounds have high ligand efficiency and favorable physical properties and may thus serve as scaffolds for further optimization. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.045
• 作为产物：
  描述：

  5-Iodo-4-trimethylsilanyloxy-7H-pyrrolo[2,3-d]pyrimidine 在 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4(3H)-oxo-5-iodo-7H-pyrrolo<2,3-d>pyrimidine
  参考文献：
  名称：

  Barnett, Charles J.; Kobierski, Michael E., Journal of Heterocyclic Chemistry, 1994, vol. 31, # 5, p. 1181 - 1184

  摘要：

  DOI：

文献信息

• Process for the synthesis of 4-hydroxy-5-halopyrrold[2,3-d]pyrimidine
  申请人：Eli Lilly and Company

  公开号：US05235053A1

  公开（公告）日：1993-08-10

  4-Hydroxypyrrolo[2,3-d]pyrimidines are regiospecifically halogenated at the C-5 position by silylation in the presence of an inert organic solvent and iodination, bromination or chlorination.

  4-羟基吡咯并[2,3-d]嘧啶在惰性有机溶剂存在下通过硅烷化在C-5位置发生特异卤代反应，可进行碘化、溴化或氯化。
• Synthesis of Responsive Fluorescent Nucleobases 7-(Benzofuran-2-yl)-7-deazahypoxanthine and 7-(Benzofuran-2-yl)-7-deazaguanine Using Cross-coupling Reaction
  作者：Munefumi Tokugawa、Kazuhei Kaneko、Masanori Saito、Takashi Kanamori、Yoshiaki Masaki、Akihiro Ohkubo、Mitsuo Sekine、Kohji Seio

  DOI：10.1246/cl.140879

  日期：2015.1.5

  In order to develop fluorescent guanine analogs having substitutions at the 7-positions, 7-(benzofuran-2-yl)-7-deazahypoxanthine (1a) and 7-(benzofuran-2-yl)-7-deazaguanine (1b), were synthesized from 7-deaza-7-iodohypoxanthine and 7-deaza-7-iodo-2-N-pivaloylguanine via a Suzuki–Miyaura cross-coupling, respectively. Compound 1b showed strong fluorescence, with higher fluorescent quantum yields in less polar solvents; meanwhile, 1a showed higher activity in more polar solvents. It is expected that the guanine analogs can be incorporated into nucleosides to develop new fluorescent oligonucleotides.

  为了开发在 7 位上进行取代的荧光鸟嘌呤类似物，研究人员通过铃木-米亚乌拉（Suzuki-Miyaura）交叉偶联法，分别从 7-deaza-7-iodohpoxanthine 和 7-deaza-7-iodo-2-N-pivaloylguanine合成了 7-(苯并呋喃-2-基)-7-deazahypoxanthine（1a）和 7-(苯并呋喃-2-基)-7-deazaguanine（1b）。化合物 1b 显示出较强的荧光，在极性较低的溶剂中具有较高的荧光量子产率；同时，1a 在极性较高的溶剂中显示出较高的活性。预计这些鸟嘌呤类似物可与核苷结合，开发出新的荧光寡核苷酸。
• PYRIMIDODIAZEPINONE COMPOUND
  申请人：Otsubo Nobumasa

  公开号：US20140171422A1

  公开（公告）日：2014-06-19

  Provided are a compound represented by general formula (I), or the pharmaceutically acceptable salt thereof, (wherein R a represents a hydrogen atom or the like, R 1 and R 2 may be the same or different, and each represents a hydrogen atom, optionally substituted lower alkyl or cycloalkyl, or R 1 and R 2 are combined together with the adjacent nitrogen atom thereto to form nitrogen-containing heterocyclic group, and Z represents a bicyclic heterocyclic group in which optionally substituted two six-membered rings are fused to each other, or the like) and the like.

  提供一种由通式（I）表示的化合物，或其药学上可接受的盐（其中Rarepresents表示氢原子或类似物，R1和R2可以相同也可以不同，每个表示氢原子，可选地取代的低碳基或环烷基，或者R1和R2与毗邻的氮原子结合形成含氮杂环基，Z表示一个双环杂环基，在其中可选地取代的两个六元环相互融合，或类似物）。
• Process for the synthesis of 4-hydroxy-5-halopyrrolo 2,3-D pyrimidine intermediates
  申请人：ELI LILLY AND COMPANY

  公开号：EP0576211A2

  公开（公告）日：1993-12-29

  4-Hydroxypyrrolo[2,3-d]pyrimidines are regiospecifically halogenated at the C-5 position by silylation in the presence of an inert organic solvent and iodination, bromination or chlorination.

  4-羟基吡咯并[2,3-d]嘧啶是在惰性有机溶剂存在下，通过硅烷化、碘化、溴化或氯化反应，在 C-5 位进行特定的区域卤化。
• PYRIMIDO-DIAZEPINONE COMPOUND
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：EP2708540B1

  公开（公告）日：2018-07-25