5-溴-2-甲基吡啶-3-醇 | 91420-25-6

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 5-溴-2-甲基吡啶-3-醇
• 中文别名: 2-甲基-3-羟基-5-溴吡啶
• 英文名称: 5-bromo-2-methylpyridin-3-ol
• CAS: 91420-25-6
• 化学式: C₆H₆BrNO
• 分子量: 188.024
• InChiKey: KTXDLMQWUZXRPA-UHFFFAOYSA-N

物化性质

• 沸点：
  324.7±37.0 °C(Predicted)
• 密度：
  1.655

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 5-Bromo-2-methylpyridin-3-ol
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 5-Bromo-2-methylpyridin-3-ol
CAS number: 91420-25-6

---

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: C6H6BrNO
Molecular weight: 188.0

---

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：

  5-溴-2-甲基吡啶-3-醇 在 copper(l) iodide 、 bis(triphenylphosphine)palladium(II) dichloride 、 三乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 108.0h， 生成 (S)-tert-butyl 2-((5-(6-hydroxyhex-1-ynyl)-2-methylpyridin-3-yloxy) methyl)azetidine-1-carboxylate
  参考文献：
  名称：

  3-烷氧基-2,5-二取代-吡啶基化合物作为新型选择性 α4β2 烟碱乙酰胆碱受体配体的化学和药理学研究，可减少大鼠酒精摄入量

  摘要：

  神经元乙酰胆碱受体介导尼古丁的成瘾作用，也可能与酒精成瘾有关。伐尼克兰是一种获批的戒烟药物，在减少酗酒者的饮酒量方面显示出明显的功效。最近，选择性地使 α4β2 烟碱受体脱敏的 sazetidine-A 在大鼠模型中显示出显着减少酒精摄入量。为了开发治疗酒精使用障碍的新疗法，我们设计并合成了在吡啶环的 2 位含有甲基的新型 sazetidine-A 类似物。体外药理学研究表明，一些新化合物的总体药理学特性与沙氮杂-A 相似，但在所有测试的烟碱受体亚型中表现出降低的激动剂活性。在大鼠研究中，S )- 9显着降低酒精摄取。更重要的是，雪貂模型研究的初步结果表明，与伐尼克兰相比，这些新型 nAChR 配体的不良副作用有所改善。

  DOI：

  10.1021/jm4000374
• 作为产物：
  描述：

  2-甲基-3-氨基-5-溴吡啶 在 硫酸 、 sodium nitrite 、 水 作用下， 以 水 为溶剂， 反应 13.0h， 生成 5-溴-2-甲基吡啶-3-醇
  参考文献：
  名称：

  吡啶基亚砜亚胺的催化对映选择性合成

  摘要：

  亚砜亚胺具有独特的化学和生物活性，在过去几十年中引起了极大的关注，而通过不对称催化合成它们的报道有限。我们报告了通过使用含天冬氨酸的肽催化剂对吡啶基亚砜亚胺进行去对称N-氧化来合成手性亚砜亚胺。以高达 99:1 的 er 获得各种单和双吡啶基亚砜亚胺氧化物。在底物上引入的导向基团高度增强了对映诱导，并且可以很容易地去除以产生游离的 N-H 亚砜亚胺。此外，具有甲酯和甲基酰胺C端保护基团的肽产生产物的相反对映异构体。提出了一种结合模型来解释这种现象。

  DOI：

  10.1021/jacs.1c04431

文献信息

• IMIDAZOPYRAZINES AS LSD1 INHIBITORS
  申请人：Incyte Corporation

  公开号：US20160009720A1

  公开（公告）日：2016-01-14

  The present invention is directed to imidazo[1,2-a]pyrazine derivatives which are LSD1 inhibitors useful in the treatment of diseases such as cancer.

  本发明涉及咪唑并[1,2-a]吡嗪衍生物，这些衍生物是LSD1抑制剂，可用于治疗癌症等疾病。
• [EN] 1H-PYRAZOLO[4,3-d]PYRIMIDINE COMPOUNDS AS TOLL-LIKE RECEPTOR 7 (TLR7) AGONISTS<br/>[FR] COMPOSÉS DE 1H-PYRAZOLO[4,3-D]PYRIMIDINE EN TANT QU'AGONISTES DU RÉCEPTEUR 7 DE TYPE TOLL (TLR7)
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2021154669A1

  公开（公告）日：2021-08-05

  Compounds according to formula I or II are useful as agonists of Toll-like receptor 7 (TLR7). Such compounds can be used in cancer treatment, especially in combination with an anti-cancer immunotherapy agent, or as a vaccine adjuvant.

  根据公式I或II合成的化合物可用作Toll样受体7（TLR7）的激动剂。这些化合物可用于癌症治疗，特别是与抗癌免疫疗法药物联合使用，或作为疫苗佐剂。
• Carbazole and Carboline Compounds for Use in the Diagnosis, Treatment, Alleviation or Prevention of Disorders Associated with Amyloid or Amyloid-Like Proteins
  申请人：AC IMMUNE SA

  公开号：US20170002005A1

  公开（公告）日：2017-01-05

  The present invention relates to novel compounds that can be employed in the diagnosis, treatment, alleviation or prevention of a group of disorders and abnormalities associated with amyloid proteins and amyloid-like proteins, such as Alzheimer's disease. Precursors for the preparation of the compounds according to the present invention are also provided.

  本发明涉及可用于诊断、治疗、缓解或预防与淀粉样蛋白和类淀粉样蛋白相关的一组疾病和异常的新化合物，如阿尔茨海默病。本发明还提供了制备这些化合物的前体。
• IMIDAZOPYRIDINES AND IMIDAZOPYRAZINES AS LSD1 INHIBITORS
  申请人：Incyte Corporation

  公开号：US20160009712A1

  公开（公告）日：2016-01-14

  The present invention is directed to imidazo[1,5-a]pyridine and imidazo[1,5-a]pyrazine derivatives which are LSD1 inhibitors useful in the treatment of diseases such as cancer.

  本发明涉及咪唑并[1,5-a]吡啶和咪唑并[1,5-a]吡嗪衍生物，这些衍生物是LSD1抑制剂，在治疗癌症等疾病中有用。
• HETEROARYLS AND USES THEREOF
  申请人：MILLENNIUM PHARMACEUTICALS, INC.

  公开号：US20150225422A1

  公开（公告）日：2015-08-13

  The present invention provides a compound of formula I: and pharmaceutically acceptable salts thereof, wherein X, R 1 , R 2 , R 3 , R 4 , R 5 , L 1 , L 2 , m, and n, are as described in the specification. Such compounds are inhibitors of VPS34 and thus useful for treating proliferative, inflammatory, or cardiovascular disorders.

  本发明提供了一种具有以下化学式I的化合物： 及其药用可接受的盐，其中X、R1、R2、R3、R4、R5、L1、L2、m和n如规范中所述。这些化合物是VPS34的抑制剂，因此对于治疗增殖性、炎症性或心血管疾病是有用的。