1,1-二溴甲醛肟 | 74213-24-4

• 物质功能分类: 化学试剂 - 有机试剂 - 肟
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 中文名称: 1,1-二溴甲醛肟
• 中文别名: 1,1-二溴丁醛肟；二溴甲醛肟
• 英文名称: Dibromoformaldoxime
• 英文别名: N-dibromomethylidenehydroxylamine；hydroxycarbonimidic dibromide；1,1-dibromoformaldoxime；dibromomethanone oxime；N-(dibromomethylidene)hydroxylamine
• CAS: 74213-24-4
• 化学式: CHBr₂NO
• mdl: MFCD06796211
• 分子量: 202.833
• InChiKey: AWBKQZSYNWLCMW-UHFFFAOYSA-N

物化性质

• 熔点：
  65-68 °C
• 沸点：
  230.0±23.0 °C(Predicted)
• 密度：
  2.70±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（非常轻微，加热）、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2905590090
• 储存条件：
  | 2-8°C |

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 1,1-Dibromoformaldoxime
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H335: May cause respiratory irritation
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

---

Section 3. Composition/information on ingredients.
Ingredient name: 1,1-Dibromoformaldoxime
CAS number: 74213-24-4

---

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.
Storage: Store in closed vessels, refrigerated.

---

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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: CHBr2NO
Molecular weight: 202.8

---

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 bromide.

---

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：

  1,1-二溴甲醛肟 在 硝酸 作用下， 生成 二溴(二硝基)甲烷
  参考文献：
  名称：

  Birckenbach; Sennewald, Justus Liebigs Annalen der Chemie, 1931, vol. 489, p. 22

  摘要：

  DOI：
• 作为产物：
  描述：

  乙醛酸 在 盐酸羟胺 、 溴 作用下， 以 水 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 1,1-二溴甲醛肟
  参考文献：
  名称：

  光辅助多样性导向合成的构象约束五（杂）环分子结构

  摘要：

  光生氮杂二甲苯的分子内环加成提供了前所未有的多杂环支架，适用于随后的光化学后修饰以进一步增加分子复杂性。在这里，我们探索了快速“组装”新型光前体与能够产生潜在药效团并与随后的 1,3-偶极环加成相兼容的新型光前体的方法，以提供具有新结构核心、最少数量可旋转键的五环杂环，和高含量的 sp3 杂化碳。光前体的模块化“组装”和初级光产物的光化学后修饰的潜在多样性为这种合成策略的组合实施提供了框架。

  DOI：

  10.1002/ejoc.201403620
• 作为试剂：
  描述：

  3-hydroxy(N-methyl)amino-5,5-dimethylcyclohex-2-enone 在 1,1-二溴甲醛肟 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 以36%的产率得到2-溴-5,5-二甲基-3-(甲基氨基)环己-2-烯-1-酮
  参考文献：
  名称：

  涉及烯羟胺衍生物的 N-O 键断裂的 3,3-Sigmatropic 重排

  摘要：

  衍生自碳环和杂环 1,3-二氧代化合物的烯羟胺与各种不饱和亲电试剂反应，以良好到极好的产率产生通常自发或加热时发生 3,3-σ 重排的物质。在这些反应失败的情况下，发现添加氢化钠会诱导转化。通过使用氘标记的化合物对重排进行的研究表明没有发生交叉，表明该过程的分子内性质。该方法提供了 2,3- 或 3,4- 二取代的环己烯酮、5,6- 二取代的巴比妥酸盐和相应的稠合吡咯和咪唑啉酮衍生物。(© Wiley-VCH Verlag GmbH & Co KGaA, 69451 Weinheim, Germany, 2003)

  DOI：

  10.1002/1099-0690(200301)2003:1<190::aid-ejoc190>3.0.co;2-w

文献信息

• 3,5-substituted 4,5-dihydroisoxazoles as transglutaminase inhibitors
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04912120A1

  公开（公告）日：1990-03-27

  The present invention is directed to certain 3,5 substituted, 4,5-dihydroisoxazoles, and methods for their use. These compounds are transgulatminase inhibitors, and are particularly effective in the inhibition of epidermal transglutaminase and the treatment of acne.

  本发明涉及某些3,5-取代的4,5-二氢异噁唑烷衍生物，以及它们的使用方法。这些化合物是转谷氨酰胺酶抑制剂，特别有效于抑制表皮转谷氨酰胺酶并治疗痤疮。
• [EN] COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF BROMODOMAIN-CONTAINING PROTEINS<br/>[FR] COMPOSÉS ET PROCÉDÉS POUR LA DÉGRADATION CIBLÉE DE PROTÉINES CONTENANT UN BROMODOMAINE
  申请人：ARVINAS INC

  公开号：WO2017030814A1

  公开（公告）日：2017-02-23

  The present invention relates to bifunctional compounds, which find utility as modulators of targeted ubiquitination, especially inhibitors of a variety of polypeptides and other proteins which are degraded and/or otherwise inhibited by bifunctional compounds according to the present invention. In particular, the present invention is directed to compounds, which contain on one end a VHL ligand which binds to the ubiquitin ligase and on the other end a moiety which binds a target protein such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of that protein. The present invention exhibits a broad range of pharmacological activities associated with compounds according to the present invention, consistent with the degradation/inhibition of targeted polypeptides.

  本发明涉及双功能化合物，其作为靶向泛素化的调节剂具有实用性，特别是根据本发明抑制各种多肽和其他蛋白质的化合物。具体而言，本发明涉及一端含有结合泛素连接酶的VHL配体，另一端含有结合靶蛋白的基团的化合物，使得靶蛋白靠近泛素连接酶以促使该蛋白的降解（和抑制）。根据本发明的化合物表现出与靶向多肽的降解/抑制一致的广泛的药理活性。
• Piperazine derivatives and the use thereof as medicament
  申请人：HOENKE Christoph

  公开号：US20150105397A1

  公开（公告）日：2015-04-16

  The present inventions relate to substituted piperazine derivatives of general formula (I) and to the manufacture of said compounds, pharmaceutical compositions comprising a compound according to general formula (I), and the use of said compounds for the treatment of various medical conditions related to glycine transporter-1 (GlyT1).

  这些发明涉及一般式(I)的取代哌嗪衍生物，以及所述化合物的制备，包括符合一般式(I)的化合物的药物组合物，以及利用这些化合物治疗与甘氨酸转运蛋白-1（GlyT1）相关的各种医疗状况。
• A convenient synthesis of muscimol by a 1,3-dipolar cycloaddition reaction
  作者：D. Chiarino、M. Napoletano、A. Sala

  DOI：10.1016/s0040-4039(00)84748-6

  日期：——

  A simple and large scale approach to the synthesis of muscimol 7 has been developed starting from the easily available dibromoformaldoxime 1.

  从容易获得的二溴甲醛肟1开始，已经开发出一种简单且大规模的合成muscimol 7的方法。
• 1,3-Diarylpyrazolyl-acylsulfonamides as Potent Anti-tuberculosis Agents Targeting Cell Wall Biosynthesis in <i>Mycobacterium tuberculosis</i>
  作者：Lutete Peguy Khonde、Rudolf Müller、Grant A. Boyle、Virsinha Reddy、Aloysius T. Nchinda、Charles J. Eyermann、Stephen Fienberg、Vinayak Singh、Alissa Myrick、Efrem Abay、Mathew Njoroge、Nina Lawrence、Qin Su、Timothy G. Myers、Helena I. M. Boshoff、Clifton E. Barry、Frederick A. Sirgel、Paul D. van Helden、Lisa M. Massoudi、Gregory T. Robertson、Anne J. Lenaerts、Gregory S. Basarab、Sandeep R. Ghorpade、Kelly Chibale

  DOI：10.1021/acs.jmedchem.1c00837

  日期：2021.9.9

  Compounds are bactericidal in vitro against replicating Mtb and retained activity against multidrug-resistant clinical isolates. Initial biology triage assays indicated cell wall biosynthesis as a plausible mode-of-action for the series. However, no cross-resistance with known cell wall targets such as MmpL3, DprE1, InhA, and EthA was detected, suggesting a potentially novel mode-of-action or inhibition.

  在含胆固醇培养基中对约 150,000 种抗结核分枝杆菌(Mtb)的不同化合物进行表型全细胞高通量筛选，确定 1,3-二芳基吡唑基-酰基磺酰胺1为中等活性命中。构效关系 (SAR) 研究表明，可以将全细胞效力提高到 MIC 值 <0.5 μM，并且开发了一个合理的药效团模型来描述活性化合物的化学空间。化合物在体外对复制的 Mtb 具有杀菌作用，并保留对多重耐药临床分离株的活性。最初的生物学分类分析表明细胞壁生物合成是该系列的一种合理的作用模式。然而，未检测到与已知细胞壁靶标（例如 MmpL3、DprE1、InhA 和 EthA）的交叉耐药性，这表明存在潜在的新作用或抑制模式。建立了该系列中几种活性化合物的体外和体内药物代谢和药代动力学特征，从而确定了用于体内功效概念验证研究的化合物。