4-氯-8-甲氧基喹唑啉 | 154288-09-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 4-氯-8-甲氧基喹唑啉
• 英文名称: 4-chloro-8-methoxyquinazoline
• CAS: 154288-09-2
• 化学式: C₉H₇ClN₂O
• 分子量: 194.62
• InChiKey: BIGSOYZPKXOBJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  323.0±22.0 °C(Predicted)
• 密度：
  1.333±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 4-Chloro-8-methoxyquinazoline
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 4-Chloro-8-methoxyquinazoline
CAS number: 154288-09-2

---

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.
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: C9H7ClN2O
Molecular weight: 194.6

---

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：

  4-氯-8-甲氧基喹唑啉 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 4-氯喹唑啉-8-醇
  参考文献：
  名称：

  [EN] QUINAZOLINE DERIVATIVES AS LPA RECEPTOR 2 INHIBITORS
  [FR] DÉRIVÉS DE QUINAZOLINE UTILISÉS EN TANT QU'INHIBITEURS DU RÉCEPTEUR 2 DE LPA

  摘要：

  本发明涉及一般式(I)的化合物，抑制溶酶磷脂酸受体2（LPA2），特别是涉及喹唑啉衍生物的化合物，制备这种化合物的方法，含有它们的药物组合物以及它们的治疗用途。本发明的化合物可能在治疗与LPA受体失调相关的疾病或症状，特别是纤维化方面有用。

  公开号：

  WO2021116260A1
• 作为产物：
  描述：

  2-氨基-3-甲氧基苯甲酸甲酯 在 三氯氧磷 作用下， 生成 4-氯-8-甲氧基喹唑啉
  参考文献：
  名称：

  小分子磷酸二酯酶探针：发现有效和选择性的CNS穿透性PDE1喹唑啉抑制剂†

  摘要：

  PDE1是在中枢神经系统和周围区域表达的钙激活双底物磷酸二酯酶家族，在细胞内钙和环状核苷酸信号级联反应的整合中发挥作用。由于缺乏有效，选择性和脑穿透性的PDE1抑制剂，阻碍了针对这种酶家族治疗神经精神疾病的潜力的探索。为了鉴定此类化合物，我们使用了高通量筛选，基于结构的设计和针对性的合成化学，以发现4-氨基喹唑啉7a（PF-04471141）和4-茚满基喹唑啉27（PF-04822163）每种都是易于穿越血脑屏障的PDE1抑制剂。这些基于喹唑啉的PDE1选择性抑制剂代表了有价值的新工具，可用于研究PDE1调节的生物学过程并开始确定此类化合物治疗神经精神疾病的潜在治疗作用。

  DOI：

  10.1039/c4md00113c

文献信息

• 4-Aminoquinazoline Derivatives and Uses Thereof
  申请人：SHANGHAI INSTITUTE OF PHARMACEUTICAL INDUSTRY

  公开号：US20140235633A1

  公开（公告）日：2014-08-21

  The present invention provides a 4-aminoquinazoline derivative having the chemical structure of the following formula, and the use thereof. It is demonstrated by the pharmacological experiment that, the compound or a salt thereof according to the present invention not only has distinct inhibitory effect on histone deacetylases, but also has stronger differentiation induction and anti-proliferative activities for certain tumor cells. It can be used in the treatment of cancers and diseases related to cell differentiation and proliferation. Excellent efficacy is observed especially for leukemia and a solid tumor. As demonstrated by the animal test, the compound or a salt thereof according to the present invention is less toxic.

  本发明提供了一种具有以下化学结构的4-氨基喹唑啉衍生物，以及其用途。药理实验证明，根据本发明的化合物或其盐不仅对组蛋白去乙酰化酶具有明显的抑制作用，而且对某些肿瘤细胞具有更强的分化诱导和抗增殖活性。它可用于治疗与细胞分化和增殖相关的癌症和疾病。特别是对白血病和实体肿瘤观察到了出色的疗效。药物实验证明，根据本发明的化合物或其盐毒性较小。
• [EN] QUINAZOLINE DERIVATIVES AS ECTONUCLEOTIDE PYROPHOSPHATASE PHOSPHODIESTERASE 1 INHIBITORS<br/>[FR] DÉRIVÉS DE QUINAZOLINE UTILISÉS EN TANT QU'INHIBITEURS D'ECTONUCLÉOTIDE PYROPHOSPHATASE/PHOSPHODIESTÉRASE 1
  申请人：RIBOSCIENCE LLC

  公开号：WO2020140001A1

  公开（公告）日：2020-07-02

  The present disclosure provides certain quinazoline compounds that inhibit ectonucleotide pyrophosphatase/phosphodiesterase 1 (ENPP1) enzymatic activity and are therefore useful for the treatment of diseases and conditions modulated at least in part by ENPP1. Also provided are pharmaceutical compositions containing such compounds and processes for preparing such compounds.

  本公开提供了一些抑制细胞外核苷酸焦磷酸酶/磷酸二酯酶1（ENPP1）酶活性的喹唑啉化合物，因此对于治疗至少部分受ENPP1调节的疾病和病况是有用的。还提供了含有这些化合物的药物组合物以及制备这些化合物的方法。
• Design, synthesis and biological evaluation of pyrazolylaminoquinazoline derivatives as highly potent pan-fibroblast growth factor receptor inhibitors
  作者：Jun Fan、Yang Dai、Jingwei Shao、Xia Peng、Chen Wang、Sufen Cao、Bin Zhao、Jing Ai、Meiyu Geng、Wenhu Duan

  DOI：10.1016/j.bmcl.2016.04.028

  日期：2016.6

  Fibroblast growth factor receptors (FGFRs) are important oncology targets due to the dysregulation of this signaling pathway in a wide variety of human cancers. We identified a series of pyrazolylaminoquinazoline derivatives as potent FGFR inhibitors with low nanomolar potency. The representative compound 29 strongly inhibited FGFR1-3 kinase activity and suppressed FGFR signaling transduction in FGFR-addicted

  成纤维细胞生长因子受体（FGFRs）是重要的肿瘤学靶标，原因是该信号通路在多种人类癌症中表达异常。我们确定了一系列吡唑基氨基喹唑啉衍生物作为具有低纳摩尔效价的有效FGFR抑制剂。代表性化合物29在成瘾于FGFR的癌细胞中强烈抑制FGFR1-3激酶活性并抑制FGFR信号转导。无论涉及FGFR激活的机制复杂性如何，FGFRs驱动的细胞增殖也都受到强烈抑制，这进一步证实29是有效的pan-FGFR抑制剂。我们结构的灵活性提供了保持与突变FGFR的良好亲和力的潜力，这对于开发具有长期疗效的TKI至关重要。
• [EN] ECTONUCLEOTIDE PYROPHOSPHATASE-PHOSPHODIESTERASE 1 INHIBITORS,COMPOSITIONS AND USES THEREOF<br/>[FR] INHIBITEURS D'ECTONUCLÉOTIDE PYROPHOSPHATASE-PHOSPHODIESTÉRASE 1, COMPOSITIONS ET UTILISATIONS DE CEUX-CI
  申请人：BETTA PHARMACEUTICALS CO LTD

  公开号：WO2021203772A1

  公开（公告）日：2021-10-14

  The present invention relates to compounds of Formula (I), methods of using the compounds as ENPP1 inhibitors, and pharmaceutical compositions comprising such compounds.The compounds are useful in treating cancers and infectious diseases.

  本发明涉及式（I）化合物，使用这些化合物作为ENPP1抑制剂的方法，以及包含这些化合物的药物组合物。这些化合物在治疗癌症和传染性疾病方面是有用的。
• [EN] NEUROLOGICALLY-ACTIVE COMPOUNDS<br/>[FR] COMPOSÉS NEUROLOGIQUEMENT ACTIFS
  申请人：PRANA BIOTECHNOLOGY LTD

  公开号：WO2004031161A1

  公开（公告）日：2004-04-15

  The present invention relates to neurologically-active compounds, being heterocyclic compounds having two fused 6-membered rings with a nitrogen atom at position 1 and a hydroxy or mercapto group at position 8 with at least one ring being aromatic. Also disclosed are processes for the preparation of these compounds and their use as pharmaceutical or veterinary agents, in particular for the treatment of neurological conditions, more specifically neurodegenerative conditions such as Alzheimer's disease.

  本发明涉及具有两个融合的6元环，其中第1位置有一个氮原子，第8位置有一个羟基或巯基基团的神经活性化合物，其中至少一个环是芳香环。还公开了制备这些化合物的方法以及它们作为药物或兽药剂的用途，特别是用于治疗神经系统疾病，更具体地说是神经退行性疾病，如阿尔茨海默病。