2-碘烟腈 | 490039-73-1

• 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: 2-碘烟腈
• 英文名称: 3-cyano-2-iodopyridine
• 英文别名: 2-Iodonicotinonitrile；2-iodopyridine-3-carbonitrile
• CAS: 490039-73-1
• 化学式: C₆H₃IN₂
• 分子量: 230.008
• InChiKey: DWOZARUWGMZCHN-UHFFFAOYSA-N

物化性质

• 熔点：
  187-189
• 沸点：
  309.5±27.0 °C(Predicted)
• 密度：
  2.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Iodonicotinonitrile
Synonyms: 3-Cyano-2-iodopyridine

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H315: Causes skin irritation
H318: Causes serious eye damage
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Iodonicotinonitrile
CAS number: 490039-73-1

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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.

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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.

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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.

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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.

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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.

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Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H3IN2
Molecular weight: 230.0

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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.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-溴苯甲酰氯 、 2-碘烟腈 在 异丙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以83%的产率得到2-(3-Bromobenzoyl)pyridine-3-carbonitrile
  参考文献：
  名称：

  NEW COMPOUNDS 834

  摘要：

  这项发明涉及具有下面结构式I的新化合物，以及它们的药用盐、组合物和使用方法。这些新化合物可用于治疗或预防认知障碍、阿尔茨海默病、神经退行性疾病和痴呆症。

  公开号：

  US20080287462A1
• 作为产物：
  描述：

  3-氰基吡啶 在 (TMP)3CdLi 、 碘 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以61%的产率得到2-碘烟腈
  参考文献：
  名称：

  使用混合的锂-镉碱直接将杂芳族酯和腈金属化。随后转化为双吡啶并嘧啶酮

  摘要：

  使用（TMP）3将所有吡啶腈和酯金属在与导向基团相邻的位置上金属化室温下于四氢呋喃中的CdLi。将2-，3-和4-氰基吡啶用0.5当量的碱处理2小时，得到碘，然后用碘捕获，分别得到相应的3-碘，2-碘和3-碘衍生物从30％到61％不等。氰吡嗪在3位上的功能相似，产率为43％。由相应的吡啶酯合成3-碘吡啶甲酸乙酯和-异烟酸乙酯，产率为58％和65％。在相同条件下也形成了不稳定的4-碘烟酸乙酯，并以38％的两步产率将其直接转化为4-（吡唑-1-基）烟酸乙酯。所有三种碘吡啶吡啶甲酸乙酯都参与了使用2-氨基吡啶的一锅钯催化的交叉偶联反应/环化反应，从而提供了新的二吡啶基[1,2- a：3'，2'-d ] pyrimidin-11-one，dipyrido [1,2- a：4'，3' - d ] pyrimidin-11-one和dipyrido [1,2- a：3'，4' - d ] pyrimidin-5

  DOI：

  10.1021/jo902385h

文献信息

• Carbopalladation of Nitriles:  Synthesis of 2,3-Diarylindenones and Polycyclic Aromatic Ketones by the Pd-Catalyzed Annulation of Alkynes and Bicyclic Alkenes by 2-Iodoarenenitriles
  作者：Alexandre A. Pletnev、Qingping Tian、Richard C. Larock

  DOI：10.1021/jo026178g

  日期：2002.12.1

  represents one of the first examples of the addition of an organopalladium moiety to the carbon-nitrogen triple bond of a nitrile. The reaction is compatible with a number of functional groups. A reaction mechanism, as well as a model accounting for the electronic effects of substituents on the aromatic ring of the nitrile, is proposed.

  2-碘苄腈，其衍生物和各种杂环类似物在二芳基乙炔或双环烯烃上进行钯（0）催化的环化反应，从而以非常好的至极好的收率得到2,3-二芳基萘和多环芳族酮。该反应代表将有机钯部分加成到腈的碳-氮三键上的第一个例子。该反应与许多官能团相容。提出了反应机理以及考虑取代基对腈芳环电子效应的模型。
• [EN] BICYCLIC HETEROARYL COMPOUNDS USEFUL AS INHIBITORS OF THE PAR-2 SIGNALING PATHWAY<br/>[FR] COMPOSÉS HÉTÉROARYLE BICYCLIQUES UTILES EN TANT QU'INHIBITEURS DE LA VOIE DE SIGNALISATION PAR-2
  申请人：VERTEX PHARMA

  公开号：WO2016154075A1

  公开（公告）日：2016-09-29

  The compounds of formula I, wherein the variables are as defined herein, and pharmaceutically acceptable salts thereof are useful as inhibitors of the PAR-2 signaling pathway. The compounds of formula I and pharmaceutically acceptable compositions comprising such compounds can be employed for treating various diseases, disorders, and conditions.

  式I的化合物，其中变量如本文所定义，并且其药学上可接受的盐可用作PAR-2信号通路的抑制剂。式I的化合物和包含这些化合物的药学上可接受的组合物可用于治疗各种疾病、疾病和症状。
• [EN] FURO[3,2-B]PYRIDINE COMPOUNDS USEFUL AS INHIBITORS OF THE PAR-2 SIGNALING PATHWAY<br/>[FR] COMPOSÉS FURO[3,2-B]PYRIDINE UTILES EN TANT QU'INHIBITEURS DE LA VOIE DE SIGNALISATION PAR-2
  申请人：VERTEX PHARMA

  公开号：WO2018057588A1

  公开（公告）日：2018-03-29

  Disclosed are chemical entities which are compounds of Formula (I): (I) and pharmaceutically acceptable salts thereof, wherein A, R1, R2, E, n and Z are as defined herein. These chemical entities are useful as inhibitors of the PAR-2 signaling pathway. These chemical entities and pharmaceutically acceptable compositions comprising such chemical entities can be employed for treating various diseases, disorders, and conditions.

  公开了式(I)的化合物及其药用可接受的盐，其中A，R1，R2，E，n和Z定义如本文中。这些化学实体作为PAR-2信号通路的抑制剂是有用的。这些化学实体和包含这些化学实体的药用可接受组合物可用于治疗各种疾病、障碍和状况。
• [EN] AMINO-TETRAZOLES ANALOGUES AND METHODS OF USE<br/>[FR] ANALOGUES D'AMINO-TÉTRAZOLES ET MÉTHODES D'UTILISATION
  申请人：ABBOTT LAB

  公开号：WO2005111003A1

  公开（公告）日：2005-11-24

  A compound having Formula (I) or Formula (II) is disclosed as an P2X7 antagonist, wherein A, B, C, Y, Y, Z, m, v, R1, R2, R3, R4, and R5, are as defined in the description. Methods and compositions for treating disease or condition modulated by P2X7 are also disclosed.

  公开了具有化学式（I）或化学式（II）的化合物作为P2X7拮抗剂，其中A、B、C、Y、Y、Z、m、v、R1、R2、R3、R4和R5如描述中所定义。还公开了用于治疗受P2X7调节的疾病或症状的方法和组合物。
• [EN] THERAPEUTIC HETEROCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES THÉRAPEUTIQUES
  申请人：GILEAD SCIENCES INC

  公开号：WO2019040102A1

  公开（公告）日：2019-02-28

  Compounds having the following Formula (I) and/or Formula (II) and methods of their use and preparation are disclosed.

  揭示了具有以下化学式（I）和/或化学式（II）的化合物，以及它们的使用和制备方法。