3-苯甲酰-1-甲苯磺酰基吡咯 | 139261-90-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-苯甲酰-1-甲苯磺酰基吡咯
• 英文名称: 3-benzoyl-N-p-toluenesulfonylpyrrole
• 英文别名: 3-benzoyl-1-tosylpyrrole；3-benzoyl-N-tosylpyrrole；[1-(4-methylphenyl)sulfonylpyrrol-3-yl]-phenylmethanone
• CAS: 139261-90-8
• 化学式: C₁₈H₁₅NO₃S
• mdl: MFCD03411960
• 分子量: 325.388
• InChiKey: WRDSTJINSJFSNC-UHFFFAOYSA-N

物化性质

• 熔点：
  94-96
• 沸点：
  517.9±52.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.055
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Benzoyl-1-tosylpyrrole
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: 3-Benzoyl-1-tosylpyrrole
CAS number: 139261-90-8

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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: C18H15NO3S
Molecular weight: 325.4

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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, 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：

  3-苯甲酰-1-甲苯磺酰基吡咯 在 氢氧化钾 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以94%的产率得到3-苯甲酰吡咯
  参考文献：
  名称：

  A FACILE, HIGHLY EFFICIENT SYNTHESIS OF FULLYN-CONFUSED CALIX[5]PYRROLE

  摘要：

  Fully N-confused calix[5]pyrroles 3 are prepared in high yield by the oligomerization of 3-hydroxyphenylmethylpyrrole 2 under acid-catalysed conditions at room temperature.

  DOI：

  10.1081/scc-120003152
• 作为产物：
  描述：

  1-(对甲苯磺酰基)吡咯 、 苯甲酰氯 在 三氯化铝 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 3-苯甲酰-1-甲苯磺酰基吡咯
  参考文献：
  名称：

  在 Friedel-Crafts 条件下 Np-甲苯磺酰基吡咯的酰化。有机铝中间体的证据。

  摘要：

  重新研究了在 Friedel-Crafts 条件下 Np-甲苯磺酰基吡咯的 Friedel-Crafts 酰化。有证据支持以下假设：当 AlCl(3) 用作路易斯酸时，酰化通过有机铝中间体与酰卤的反应进行。这导致产生作为主要产物的 3-酰基衍生物。使用较弱的路易斯酸（EtAlCl(2)、Et(2)AlCl）或少于一当量的 AlCl(3) 时，2-酰基产物的相对量会增加。提出了机械合理化来解释这些数据。

  DOI：

  10.1016/j.tet.2007.12.043

文献信息

• [EN] 3-PYRROLYLSULFONAMIDE COMPOUNDS AS GPR17 ANTAGONISTS<br/>[FR] COMPOSÉS DE 3-PYRROLYLSULFONAMIDE UTILISÉS EN TANT QU'ANTAGONISTES DE GPR17
  申请人：REWIND THERAPEUTICS NV

  公开号：WO2022254027A1

  公开（公告）日：2022-12-08

  The present invention relates to a compound of formula (I), or a tautomer, a stereoisomer, a hydrate, a solvate, a polymorph, a prodrug, an isotope, or a co-crystal thereof, or a pharmaceutically acceptable salt thereof, wherein R1, R2, R3and R4are as defined in the description and claims. The present invention also relates to a pharmaceutical composition comprising a compound according to the invention, and a pharmaceutical acceptable carrier. The present invention also relates to the present compounds for use as a medicine and/or as diagnostics. The present invention also relates to the present compounds for use in the prevention and/or treatment of GPR17 mediated disorders, such as for example a disorder or syndrome selected from a myelination disorder and a disorder or syndrome associated with brain tissue damage.

  本发明涉及一种式（I）的化合物，或其互变异构体、立体异构体、水合物、溶剂物、多晶形、前药、同位素或其共晶体，或其药学上可接受的盐，其中R1、R2、R3和R4如描述和权利要求所定义。本发明还涉及一种包含本发明化合物的药物组合物和药学上可接受的载体。本发明还涉及本化合物用作药物和/或诊断的用途。本发明还涉及本化合物用于预防和/或治疗GPR17介导的疾病，例如选择自髓鞘形成障碍和与脑组织损伤相关的疾病或综合症。
• Settambolo, Roberta; Mazzetti, Michele; Pini, Dario, Gazzetta Chimica Italiana, 1994, vol. 124, # 4, p. 173 - 176
  作者：Settambolo, Roberta、Mazzetti, Michele、Pini, Dario、Pucci, Sergio、Lazzaroni, Raffaello

  DOI：——

  日期：——
• Synthesis of 3-Butadienyl-1-tosylpyrroles
  作者：Roberta Settambolo

  DOI：10.1002/jhet.2155

  日期：2015.5

  A pathway for the formation of 3‐butadienyl‐1‐tosylpyrroles from 3‐acyl derivatives via secondary and tertiary 3‐hydroxyalkyl‐1‐tosylpyrroles has been developed. The dehydration of the alcohols intermediates is the crucial step: conditions for high chemo‐ and diastereocontrol are described.
• Settambolo Roberta, Mazzetti Michele, Pini Dario, Pucci Sergio, Lazzaroni+, Gazz. chim. ital, 124 (1994) N 4, S 173-176
  作者：Settambolo Roberta, Mazzetti Michele, Pini Dario, Pucci Sergio, Lazzaroni+

  DOI：——

  日期：——
• A FACILE, HIGHLY EFFICIENT SYNTHESIS OF FULLY<i>N</i>-CONFUSED CALIX[5]PYRROLE
  作者：Qingqi Chen、Tianyu Wang、Yi Zhang、Qiuan Wang、Jinshi Ma

  DOI：10.1081/scc-120003152

  日期：2002.1

  Fully N-confused calix[5]pyrroles 3 are prepared in high yield by the oligomerization of 3-hydroxyphenylmethylpyrrole 2 under acid-catalysed conditions at room temperature.