6-氯-1,2,3,4-四氢异喹啉 | 33537-99-4

• 物质功能分类: 医药中间体 - 杂环化合物 - 异喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 中文名称: 6-氯-1,2,3,4-四氢异喹啉
• 中文别名: 6-氯-四氢异喹啉
• 英文名称: 6-chloro-1,2,3,4-tetrahydroisoquinoline
• CAS: 33537-99-4
• 化学式: C₉H₁₀ClN
• 分子量: 167.638
• InChiKey: NSURINBXOVVUNR-UHFFFAOYSA-N

物化性质

• 熔点：
  189-191 °C(Solv: ethanol (64-17-5))
• 沸点：
  267.7±40.0 °C(Predicted)
• 密度：
  1.162±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933499090
• 危险性防范说明：
  P264,P270,P301+P312,P330,P501
• 危险性描述：
  H302
• 储存条件：
  室温和干燥环境

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 6-Chloro-1,2,3,4-tetrahydroisoquinoline
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 6-Chloro-1,2,3,4-tetrahydroisoquinoline
CAS number: 33537-99-4

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C9H10ClN
Molecular weight: 167.6

---

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 chloride.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  6-氯-1,2,3,4-四氢异喹啉 在 亚氨基二砜氯化物 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 12.0h， 以71%的产率得到(6-chloro-1,2,3,4-tetrahydroisoquinolinyl)sulfonic imide
  参考文献：
  名称：

  亚氨基二硫酰胺。2.取代的1,2,3,4-四氢异喹啉基磺酰亚胺作为慢反应性过敏性物质的拮抗剂。

  摘要：

  作为研究N'，N'-双（芳烷基）亚氨基二硫酰胺的结构修饰对其选择性拮抗SRS-A活性能力的影响的一部分，研究了一些构象受限的结构。在这些具有构象受限的亚烷基侧链的衍生物中，取代的1,2,3,4-四氢异喹啉基磺酰亚胺产生了最佳的SRS-A拮抗剂活性和选择性。测试了这些化合物对部分纯化的SRS-A诱导的豚鼠回肠收缩的拮抗作用。在这一系列四氢异喹啉中，研究了芳环取代以及杂环尺寸的取代和变化对SRS-A拮抗剂活性和选择性的影响。

  DOI：

  10.1021/jm00352a028
• 作为产物：
  描述：

  N-(3-chlorophenethyl)formamide 在 sodium tetrahydroborate 、 乙醇 、 硫酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 6-氯-1,2,3,4-四氢异喹啉
  参考文献：
  名称：

  [EN] NOVEL TETRAHYDROISOQUINOLINES AND TERAHYDRONAPHTHYRIDINES FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION
  [FR] NOUVELLES TÉTRAHYDROISOQUINOLINES ET TÉTRAHYDRONAPHTHYRIDINES POUR LE TRAITEMENT ET LA PROPHYLAXIE D'UNE INFECTION PAR LE VIRUS DE L'HÉPATITE B

  摘要：

  本发明提供了具有通式（I）的新化合物，其中R1、R2、R3、U、V、W、X和Y如本文所述，包括这些化合物的组合物以及使用这些化合物的方法。

  公开号：

  WO2018083136A1

文献信息

• COMPOSITIONS AND METHODS FOR TREATING NEURODEGENERATIVE DISEASE
  申请人：COGNITION THERAPEUTICS, INC.

  公开号：US20170197977A9

  公开（公告）日：2017-07-13

  This invention relates to novel diarylamino compounds that bind to the sigma-2 receptor, to pharmaceutical compositions comprising such compounds, and to methods for inhibiting or restoring synapse loss in neuronal cells, modulating a membrane trafficking change in neuronal cells, and treating cognitive decline and neurodegenerative diseases and disorders therewith.

  这项发明涉及与sigma-2受体结合的新型二芳胺化合物，包括这种化合物的药物组合物，以及用于抑制或恢复神经元细胞中突触丢失，调节神经元细胞中膜运输变化，并用于治疗认知衰退和神经退行性疾病和障碍的方法。
• 一种苯并咪唑类化合物及其制备方法和在制备铁死亡抑制剂中的应用
  申请人：中山大学

  公开号：CN112939943B

  公开（公告）日：2022-09-16

  本发明公开了一种苯并咪唑类化合物及其制备方法和在制备铁死亡抑制剂中的应用。该苯并咪唑类化合物具有如式(Ⅰ)或式(Ⅱ)所示结构：本发明提供的苯并咪唑类化合物通过在R1位置引入亲脂性基团，及在R2位置引入特定的基团，得到的化合物具有较好的铁死亡抑制活性，可作为防治神经系统疾病如中风的一种先导化合物。
• Copper-Catalyzed Remote C(sp³)–H Amination of Carboxamides
  作者：Qing-Qiang Min、Jia-Wen Yang、Meng-Juan Pang、Gui-Zhen Ao、Feng Liu

  DOI：10.1021/acs.orglett.0c00829

  日期：2020.4.3

  Here we report a method for the site-selective intermolecular C(sp3)–H amination of carboxamides by merging transition-metal catalysis and the hydrogen atom transfer strategy. The reaction proceeds through a sequence of favorable single-electron transfer, 1,5-hydrogen atom transfer, and C–N cross-coupling steps, thus allowing access to a series of desired products. This reaction could accommodate a

  在这里，我们报告通过结合过渡金属催化和氢原子转移策略进行羧酰胺的位点选择性分子间C（sp 3）-H胺化的方法。反应通过一系列有利的单电子转移，1,5-氢原子转移和C–N交叉偶联步骤进行，因此可以得到一系列所需的产物。该反应可容纳多种多样的氮亲核试剂，并显示出优异的化学选择性和官能团相容性。
• [EN] TRIAZACYCLODODECANSULFONAMIDE ("TCD")-BASED PROTEIN SECRETION INHIBITORS<br/>[FR] INHIBITEURS DE SÉCRÉTION DE PROTÉINE À BASE DE TRIAZACYCLODODÉCANSULFONAMIDE ("TCD")
  申请人：KEZAR LIFE SCIENCES

  公开号：WO2019178510A1

  公开（公告）日：2019-09-19

  Provided herein are triazacyclododecansulfonamide ("TCD")-based protein secretion inhibitors, such as inhibitors of Sec61, methods for their preparation, related pharmaceutical compositions, and methods for using the same. For example, provided herein are compounds of Formula (I) and pharmaceutically acceptable salts and compositions including the same. The compounds disclosed herein may be used, for example, in the treatment of diseases including inflammation and/or cancer.

  本文提供了基于三氮杂环十二烷磺酰胺（"TCD"）的蛋白质分泌抑制剂，例如Sec61的抑制剂，其制备方法，相关的药物组合物，以及使用它们的方法。例如，本文提供了符合Formula（I）的化合物及其药用盐和包括它们的组合物。本文披露的化合物可以用于治疗炎症和/或癌症等疾病。
• Catalyst-free cyclization of anthranils and cyclic amines: one-step synthesis of rutaecarpine
  作者：Jian Li、Zheng-Bing Wang、Yue Xu、Xue-Chen Lu、Shang-Rong Zhu、Li Liu

  DOI：10.1039/c9cc06160f

  日期：——

  An efficient synthesis of a variety of quinazolinone derivatives via a direct cyclization reaction between commercially available anthranils and cyclic amines is described. The developed transformation proceeds with the merits of high step- and atom-efficiency, a broad substrate scope, and good to excellent yields, without additional catalysts, and offers a practical way for the preparation of rutaecarpine

  描述了通过可商购的蒽基和环胺之间的直接环化反应有效合成各种喹唑啉酮衍生物。所开发的转化过程具有步骤效率高和原子效率高，底物范围广，收率好至极好等优点，而无需额外的催化剂，为制备具有结构多样性的芸香果芸香碱及其衍生物提供了一种实用的方法。