8-氟-2,4(1H,3H)-喹唑啉二酮 | 959236-96-5

• 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: 8-氟-2,4(1H,3H)-喹唑啉二酮
• 中文别名: 8-氟喹唑啉-2,4-二酮；8-氟喹唑啉-(2,4)二酮
• 英文名称: 8-fluoroquinazoline-2,4(1H,3H)-dione
• 英文别名: 8-fluoro-2,4-dioxo-1,2,3,4-tetrahydroquinazoline；8-fluoro-1H-quinazoline-2,4-dione
• CAS: 959236-96-5
• 化学式: C₈H₅FN₂O₂
• 分子量: 180.138
• InChiKey: FWGXKHUKBVXXCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 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：
  58.2
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 8-Fluoro-2,4(1h,3h)-quinazolinedione
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 8-Fluoro-2,4(1h,3h)-quinazolinedione
CAS number: 959236-96-5

---

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: C8H5FN2O2
Molecular weight: 180.1

---

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 fluoride.

---

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：

  8-氟-2,4(1H,3H)-喹唑啉二酮 在 盐酸 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 22.0h， 生成 2-N-(3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propyl)-8-fluoro-4-N-(furan-2-ylmethyl)quinazoline-2,4-diamine
  参考文献：
  名称：

  Synthesis and biological evaluation of 2,4-diaminoquinazoline derivatives as novel heat shock protein 90 inhibitors

  摘要：

  Novel 2,4-diaminoquinazoline derivatives originating from a virtual screening approach were designed, synthesized and their biological activities as heat shock protein 90 (Hsp90) inhibitors were evaluated. The prepared compounds exhibited significant anti-proliferative activities against DU-145, HT-29, HCT-116, A375P and MCF-7 cancer cell lines. The selected compounds were tested against Her2, a client protein of Hsp90, and showed significant reduction in Her2 protein expression. Compound 6b was found the most potent, reduced Her2 protein expression levels and induced Hsp70 protein expression levels significantly. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.117
• 作为产物：
  描述：

  2-氨基-3-氟苯腈 在 二氧化碳 、 C₉H₁₆N₂*C₅H₅NO 作用下， 80.0 ℃ 、100.0 kPa 条件下， 反应 8.0h， 以70.1%的产率得到8-氟-2,4(1H,3H)-喹唑啉二酮
  参考文献：
  名称：

  一种制备 2,4-（1H, 3H）-喹唑啉二酮类化合物的方法

  摘要：

  本发明公开了一种制备2,4‑（1H,3H）‑喹唑啉二酮类化合物的方法，它以式（1）所示的2‑氨基苯甲氰类化合物和二氧化碳为原料，在2‑羟基吡啶型离子液体中反应得到式（II）所示的2,4‑（1H,3H）‑喹唑啉二酮类化合物，其反应式如下：。本发明的离子液体在应用于制备2,4‑（1H,3H）‑喹唑啉二酮类化合物的反应中时，反应条件较为温和，产物的分离纯化过程较为简单，产物产率高，底物适用范围广。

  公开号：

  CN112778219A

文献信息

• [EN] HETEROCYCLIC SULFONAMIDES AS INHIBITORS OF TRANSFER RNA SYNTHETASE FOR USE AS ANTIBACTERIAL AGENTS<br/>[FR] SULFAMIDES HÉTÉROCYCLIQUES SERVANT D'INHIBITEURS DE SYNTHÉTASE D'ARN DE TRANSFERT, DESTINÉS À ÊTRE UTILISÉS EN TANT QU'AGENTS ANTIBACTÉRIENS
  申请人：RANBAXY LAB LTD

  公开号：WO2012014109A1

  公开（公告）日：2012-02-02

  The present invention provides aromatic sulphonamides as tRNA synthetase inhibitors and process for their synthesis, pharmaceutical composition and method for treatment. Compounds disclosed can be used as antibacterial agents for the treatment or prevention of conditions caused by or contributed by aerobic and anaerobic Gram-positive pathogens, more particularly against bacterium, for example Staphylococcus, Enterococci and Streptococci. Compounds disclosed are used in particular for the treatment of skin and soft tissue infection, Formula (I).

  本发明提供了芳香磺胺类化合物作为tRNA合成酶抑制剂，以及它们的合成方法、药物组合物和治疗方法。所披露的化合物可用作抗菌剂，用于治疗或预防由厌氧和厌氧革兰氏阳性病原体引起或促成的疾病，特别是对抗细菌，例如葡萄球菌、肠球菌和链球菌。所披露的化合物特别用于治疗皮肤和软组织感染，化学式(I)。
• Synthesis and Characterization of Amidato Divalent Lanthanide Complexes and Their Use in Forming 2,4-Quinazolidinones from CO₂and 2-Aminobenzonitriles
  作者：Qianyu Wang、Chengrong Lu、Bei Zhao、Yingming Yao

  DOI：10.1002/ejoc.201600291

  日期：2016.5

  Four amidato divalent lanthanide complexes, LnLn[N(TMS)2]THF}2 [n = 1, Ln = Eu (1); n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2; HL2 = C6H5CONHC6H3(iPr)2] and L3Eu[N(TMS)2]THF}L32Eu(THF)2} (2) [HL3 = ClC6H4CONHC6H3(iPr)2], were synthesized and extensively characterized. This is the first time that the amidato lanthanide amides 1–4 were used to catalyze the reactions of CO2 and 2-aminobenzonitriles

  四种酰胺二价镧系元素配合物，LnLn[N(TMS)2]THF}2[n=1，Ln=Eu(1)；n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2；HL2 = C6H5CONHC6H3(iPr)2] 和 L3Eu[N(TMS)2]THF}L32Eu(THF)2} (2) [HL3 = ClC6H4CONHC6H3(iPr)2] 被合成并广泛表征。这是首次使用酰胺基镧系元素酰胺 1-4 在大气压下催化 CO2 和 2-氨基苯甲腈反应形成喹唑啉-2,4(1H,3H)-二酮。所有的配合物都有效地催化了转化，配合物 3 显示出最高的活性。该催化体系具有良好的产率和良好的官能团耐受性。进行了初步研究以研究反应机理。
• [EN] 1-(ARYLMETHYL)QUINAZOLINE-2,4(1H,3H)-DIONES AS PARP INHIBITORS AND THE USE THEREOF<br/>[FR] 1-(ARYLMÉTHYL)QUINAZOLINE-2,4(1H,3H)-DIONES EN TANT QU'INHIBITEURS DE PARP ET UTILISATION DE CELLES-CI
  申请人：IMPACT THERAPEUTICS INC

  公开号：WO2012130166A1

  公开（公告）日：2012-10-04

  Disclosed are 1-(arylmethyl)quinazoline-2,4(1H,3H)-diones thereof, represented by the Formula (I) wherein Ar, R1-R6 are defined herein. Compounds having Formula (I) are PARP inhibitors. Therefore, compounds of the invention may be used to treat clinical conditions that are responsive to the inhibition of PARP activity.

  公开了其1-(芳基甲基)喹唑啉-2,4(1H,3H)-二酮，其由式(I)所表示，其中Ar，R1-R6在此定义。具有式(I)的化合物是PARP抑制剂。因此，本发明的化合物可用于治疗对PARP活性抑制敏感的临床状况。
• 1-(Arylmethyl)quinazoline-2,4(1H,3H)-diones as PARP Inhibitors and the Use Thereof
  申请人：Cai Sui Xiong

  公开号：US20140023642A1

  公开（公告）日：2014-01-23

  Disclosed are 1-(arylmethyl)quinazoline-2,4(1H,3H)-diones thereof, represented by the Formula (I) wherein Ar, R 1 -R 6 are defined herein. Compounds having Formula (I) are PARP inhibitors. Therefore, compounds of the invention may be used to treat clinical conditions that are responsive to the inhibition of PARP activity.

  公开的是其1-(芳基甲基)喹唑啉-2,4(1H,3H)-二酮，由式(I)所代表，其中Ar，R1-R6在此定义。具有式(I)的化合物为PARP抑制剂。因此，本发明的化合物可用于治疗对PARP活性抑制有响应的临床病况。
• Facile and efficient synthesis of quinazoline-2,4(1<i>H</i>,3<i>H</i>)-diones through sequential hydrogenation condensation
  作者：Peng-Xu Wang、Ya-Nan Wang、Zi-Yun Lin、Gang Li、Hai-Hong Huang

  DOI：10.1080/00397911.2018.1439173

  日期：2018.5.19

  ABSTRACT The heterocyclizations from various methyl (2-nitrobenzoyl)carbamates to substituted quinazoline-2,4(1H,3H)-diones under hydrogenation conditions were investigated in this study. In the presence of p-toluenesulfonic acid monohydrate in methanol, various quinazoline-2,4(1H, 3H)-diones were obtained in good to excellent yields within 12 h. The reaction was proposed to proceed through the cascade

  摘要 本研究研究了在氢化条件下从各种（2-硝基苯甲酰基）氨基甲酸甲酯到取代喹唑啉-2,4(1H,3H)-二酮的杂环化反应。在甲醇中存在对甲苯磺酸一水合物的情况下，在 12 小时内以良好至极好的收率获得了各种喹唑啉-2,4(1H, 3H)-二酮。建议该反应通过硝基还原和缩合的级联反应进行。图形概要