2-氨基-5-碘吡嗪 | 886860-50-0

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡嗪类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-氨基-5-碘吡嗪
• 英文名称: 5-iodopyrazin-2-amine
• 英文别名: 5-iodopyrazine-2-amine；2-amino-5-iodopyrazine
• CAS: 886860-50-0
• 化学式: C₄H₄IN₃
• 分子量: 221.0
• InChiKey: VVTVALQVXWRFAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,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: 2-Amino-5-iodopyrazine
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Amino-5-iodopyrazine
CAS number: 886860-50-0

---

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: C4H4IN3
Molecular weight: 221.0

---

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 Iodide.

---

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：

  2-氨基-5-碘吡嗪 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以41 %的产率得到3-bromo-5-iodopyrazin-2-amine
  参考文献：
  名称：

  [EN] SUBSTITUTED AMINO AZA-HETEROARYL COMPOUNDS AS INHIBITORS OF THE HAEMATOPOIETIC PROGENITOR KINASE 1 (HPK1)
  [FR] COMPOSÉS AMINO AZA-HÉTÉROARYLES SUBSTITUÉS UTILISÉS EN TANT QU'INHIBITEURS DE LA KINASE DES PROGÉNITEURS HÉMATOPOÏÉTIQUES 1 (HPK1)

  摘要：

  本申请涉及化合物I式的取代氨基杂环芳烃化合物和化合物II式的取代杂环芳烃化合物，以及其药学上可接受的盐、溶剂化物和/或前药，包括这些化合物或药学上可接受的盐、溶剂化物和/或前药的组合物，并且在治疗可通过抑制HPK1治疗的疾病、障碍或病状方面有各种用途，例如癌症。

  公开号：

  WO2022226666A1
• 作为产物：
  描述：

  氨基吡嗪 在 碘 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以39%的产率得到2-氨基-5-碘吡嗪
  参考文献：
  名称：

  2-氨基吡嗪的高效卤化

  摘要：

  2-氨基吡嗪在不同的反应条件下被 NIS、NCS 和 NBS 卤化。以乙腈为溶剂，氯化和溴化反应收率良好。然而，碘化的收率很低。毫无疑问，单卤化和二卤化的最佳条件是短时间使用 NBS、乙腈和微波辅助。3,5-Dibromo-2-aminopyrazine 是合成氮杂环的优良官能化原料。

  DOI：

  10.1055/s-0039-1690183

文献信息

• Aminoheteroaryl benzamides as kinase inhibitors
  申请人：Bagdanoff Jeffrey T.

  公开号：US09242996B2

  公开（公告）日：2016-01-26

  The present invention provides a compound of Formula (I) or a salt thereof; and therapeutic uses of these compounds. The present invention further provides pharmaceutical compositions comprising these compounds, and compositions comprising these compounds with a therapeutic co-agent.

  本发明提供了化合物的化合物（I）或其盐； 以及这些化合物的治疗用途。本发明还提供了包含这些化合物的药物组合物，以及包含这些化合物与治疗辅助剂的组合物。
• A convenient approach for the preparation of imidazo[1,2-<i>a</i>]-fused bicyclic frameworks <i>via</i> IBX/NIS promoted oxidative annulation
  作者：Zsófia Makra、László G. Puskás、Iván Kanizsai

  DOI：10.1039/c9ob01708a

  日期：——

  iodination, NH-oxidation, intramolecular C-N bond formation, and retro-Claisen-Schmidt sequence provides the construction of imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine as well as imidazo[1,2-a]pyrazine frameworks with yields up to 93%. In addition, a sequential one-pot process is also presented.

  据报道，IBX / NIS诱导的曼尼希型底物的分子内氧化环化反应。这种无金属的方法涉及碘化，NH氧化，分子内CN键形成和Retro-Claisen-Schmidt序列，可提供咪唑并[1,2-a]吡啶，咪唑并[1,2-a]嘧啶以及咪唑并[1,2-a]吡嗪骨架，收率高达93％。此外，还介绍了顺序的一锅法。
• Synthesis of 5-Trifluoromethyl-Substituted (Z)-N,N-Dimethyl-N′-(pyrazin-2-yl)formimidamides from 2-Aminopyrazines, LiI/Selectfluor, FSO2CF2CO2Me and DMF under Cu Catalysis
  作者：Jiao Hu、Shengyu Li、Sheng-Cai Zheng、Xiaoming Zhao、Xiaolin Wang

  DOI：10.1055/s-0037-1610792

  日期：2022.5

  amides via the iodination of 2-aminopyrazines with Selectfluor/LiI followed by a domino trifluoromethylation with FSO2CF2CO2Me and a condensation with DMF in the presence of CuI is realized under mild conditions. This three-step method offers CF3-substituted (Z)-N,N-dimethyl-N′-(pyrazin-2-yl)formimidamides in yields of 55–70% and with high regioselectivities. LiI serves as an iodine source, whilst

  用 Selectfluor/LiI 碘化 2-氨基吡嗪，然后用 FSO 2 CF 2进行多米诺三氟甲基化，合成 5-三氟甲基取代的 ( Z )- N , N -二甲基- N '-(pyrazin-2-yl)formimidamides在温和条件下，在 CuI 存在下实现CO 2 Me 和与 DMF 的缩合。这种三步法提供了 CF 3 -取代的 ( Z )- N , N -二甲基- N'-(pyrazin-2-yl)formimidamides 的产率为 55-70% 并具有高区域选择性。LiI 用作碘源，而 DMF 用作溶剂和缩合试剂。这些三氟甲基化反应的区域选择性很大程度上取决于 2-氨基吡嗪上的取代基模式。还讨论了这种方法的可能机制。
• 一种2-氨基-5-碘吡嗪的合成方法
  申请人：山东友帮生化科技有限公司

  公开号：CN106674137A

  公开（公告）日：2017-05-17

  本发明属于有机合成领域，特别涉及一种2‑氨基‑5‑碘吡嗪的合成方法。该2‑氨基‑5‑碘吡嗪的合成方法包括以下步骤：以2‑氨基吡嗪和N‑碘代丁二酰亚胺为原料，在适当溶剂作用下，于适当温度反应数小时生成2‑氨基‑5‑碘吡嗪，然后经提纯得到纯品2‑氨基‑5‑碘吡嗪。采用本发明合成2‑氨基‑5‑碘吡嗪的有益成果是：反应原料比较易得，价格合理，反应条件温和，易于操作，易于控制，后处理简单，且产品质量稳定，纯度高。
• [EN] NOVEL COMPOUND, α-SYNUCLEIN AGGREGATE BINDER, AND USE THEREOF<br/>[FR] NOUVEAU COMPOSÉ, LIANT POUR AGRÉGAT D'α-SYNUCLÉINE ET UTILISATION ASSOCIÉE<br/>[JA] 新規化合物、αシヌクレイン凝集体結合剤及びその利用
  申请人：NATIONAL INSTITUTES FOR QUANTUM AND RADIOLOGICAL SCIENCE AND TECH

  公开号：WO2022045093A1

  公开（公告）日：2022-03-03

  本発明は、式（Ｉ）又は（ＩＩ）で表される化合物、その医薬として許容し得る塩、又はその溶媒和物に関する。

  该发明涉及用式（I）或（II）表示的化合物，其可容许的盐作为药物，或其溶剂络合物。