1-苯磺酰基-3- 碘 -1H- 吡咯[2,3-B]吡啶 | 887115-53-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-苯磺酰基-3- 碘 -1H- 吡咯[2,3-B]吡啶
• 中文别名: 3-碘-1-苯磺酰基-1H-吡咯并[2,3-b]吡啶；3-碘-1-苯磺酰基-7-氮杂吲哚；1-苯磺酰基-3-碘-1H-吡咯[2,3-B]吡啶
• 英文名称: 3-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
• 英文别名: 1-Benzenesulfonyl-3-iodo-1H-pyrrolo[2,3-b]pyridine；1-(benzenesulfonyl)-3-iodopyrrolo[2,3-b]pyridine
• CAS: 887115-53-9
• 化学式: C₁₃H₉IN₂O₂S
• 分子量: 384.197
• InChiKey: ZYGPVHZEYCZWNX-UHFFFAOYSA-N

物化性质

• 沸点：
  529.9±53.0 °C(Predicted)
• 密度：
  1.83±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
1-Benzenesulfonyl-3-iodo-1h-pyrrolo[2,3-b]pyridine
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
1-Benzenesulfonyl-3-iodo-1h-pyrrolo[2,3-b]pyridine
Ingredient name:
CAS number: 887115-53-9

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C13H9IN2O2S
Molecular weight: 384.2

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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：

  1-苯磺酰基-3- 碘 -1H- 吡咯[2,3-B]吡啶 在 四丁基氟化铵 、 sodium carbonate 、 三乙胺 、 三苯基膦钯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 (3-(furan-2-yl)-1H-pyrrolo[2,3-b]pyridin-1-yl)(m-tolyl)methanone
  参考文献：
  名称：

  1 H-吡咯并[2,3- b ]吡啶：一种新型的人类嗜中性粒细胞弹性蛋白酶（HNE）抑制剂支架

  摘要：

  人嗜中性粒细胞弹性蛋白酶（HNE）是一种有效的丝氨酸蛋白酶，属于胰凝乳蛋白酶家族。它是开发用于治疗炎性疾病，尤其是肺部疾病的新型和选择性抑制剂的重要目标。在这里，我们报道了带有吡咯并[2,3- b ]吡啶骨架的一系列新的HNE抑制剂的合成和生物学评估，吡咯并[2,3- b ]吡啶骨架是我们先前报道的吲唑的异构体，目的是评估氮如何从氮转移。从位置2到位置7影响活动。大多数新化合物是有效的HNE抑制剂，IC 50值在微摩尔/亚微摩尔范围内，有些化合物在低纳摩尔水平下具有活性。例如2a和2b抑制HNE的IC 50值分别为15和14 nM。在双环部分和恶二唑环中，杂原子位置不同的化合物的分子模型表明，酶抑制剂复合物的几何结构与观察到的生物活性相符。对接实验表明，HNE催化三联体Ser195-His57-Asp102中活性吡咯并[2,3- b ]吡啶的取向与抑制剂与酶的相互作用有关。因此，吡咯并[2，3-

  DOI：

  10.1016/j.bmc.2018.09.034
• 作为产物：
  描述：

  苯磺酰氯 在 吡啶 、 一氯化碘 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.75h， 以64%的产率得到1-苯磺酰基-3- 碘 -1H- 吡咯[2,3-B]吡啶
  参考文献：
  名称：

  WO2006/52568

  摘要：

  公开号：

文献信息

• From Synthetic Simplified Marine Metabolite Analogues to New Selective Allosteric Inhibitor of Aurora B Kinase
  作者：Charlotte Juillet、Ludmila Ermolenko、Dina Boyarskaya、Blandine Baratte、Béatrice Josselin、Hristo Nedev、Stéphane Bach、Bogdan I. Iorga、Jérôme Bignon、Sandrine Ruchaud、Ali Al-Mourabit

  DOI：10.1021/acs.jmedchem.0c02064

  日期：2021.1.28

  (37). Here we present the synthesis of new inhibitors of Aurora B kinase, which is an important target for cancer therapy through mitosis regulation. The biologically oriented synthesis yielded several nanomolar inhibitors. The optimized compound CJ2-150 (37) showed a non-ATP competitive allosteric mode of action in a mixed-type inhibition for Aurora B kinase. Molecular docking identified a probable binding

  通过合成属于海绵的海洋吡咯-2-氨基咪唑代谢产物的苯并ceptors和oroidin的简化片段，可以实现对Aurora B的显着抑制。激酶抑制作用的评估使得能够发现可合成获得的刚性炔属结构类似物EL-228（1），其结构可以优化为有效的CJ2-150（37）。在这里，我们介绍了新的Aurora B激酶抑制剂的合成，该抑制剂是通过有丝分裂调节进行癌症治疗的重要靶标。生物定向合成产生了几种纳摩尔抑制剂。优化的化合物CJ2-150（37）在Aurora B激酶的混合型抑制中显示了非ATP竞争性变构作用模式。分子对接在变构位点“ F”中确定了可能的结合模式，并强调了与蛋白质的关键相互作用。我们描述了新型支架的抑制力和特异性的提高以及作用机理的表征。
• 3-CYANOARYL-1H-PYRROLO[2,3-B]PYRIDINE DERIVATIVES
  申请人：MERCK PATENT GMBH

  公开号：US20140323481A1

  公开（公告）日：2014-10-30

  Compounds of the formula (I) in which R 1 , R 2 , X and Y have the meanings indicated in claim 1 , are inhibitors of TBK1 and IKKε and can be employed, inter alia, for the treatment of cancer and inflammatory diseases.

  式（I）中R1、R2、X和Y具有权利要求1中指示的含义的化合物，是TBK1和IKKε的抑制剂，可用于治疗癌症和炎症性疾病。
• Tgf-Beta Inhibitors
  申请人：Diefenbacher Clive Gideon

  公开号：US20080262004A1

  公开（公告）日：2008-10-23

  The present invention is directed to inhibitors of TGF-β of Formula I:

  本发明涉及TGF-β的抑制剂，其化学式为I：
• Compounds modulating c-fms and/or c-kit activity and uses therefor
  申请人：Zhang Jiazhong

  公开号：US20090076046A1

  公开（公告）日：2009-03-19

  Compounds active on the receptor protein tyrosine kinases c-kit and/or c-fms are provided herewith. Also provided herewith are compositions useful for treatment of c-kit mediated diseases or conditions and/or c-fms-mediated diseases or conditions, and methods for the use thereof.

  提供了对受体蛋白酪氨酸激酶c-kit和/或c-fms活性的化合物。还提供了用于治疗c-kit介导的疾病或病状和/或c-fms介导的疾病或病状的组合物，以及使用它们的方法。
• TGF-β inhibitors
  申请人：Eli Lilly and Company

  公开号：US07511056B2

  公开（公告）日：2009-03-31

  The present invention is directed to inhibitors of TGF-β of Formula I:

  本发明涉及TGF-β的抑制剂，其化学式为I：