2-羟基-3,5-二硝基吡啶 | 2980-33-8

• 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1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 2-羟基-3,5-二硝基吡啶
• 英文名称: 2-hydroxy-3,5-dinitropyridine
• 英文别名: 2-Hydroxy-3,5-dinitro-pyridin；3,5-Dinitro-2-hydroxy-pyridin；3,5-dinitropyridin-2-ol
• CAS: 2980-33-8
• 化学式: C₅H₃N₃O₅
• mdl: MFCD00464509
• 分子量: 185.096
• InChiKey: KSZZJOXNRQKULB-UHFFFAOYSA-N

物化性质

• 熔点：
  175-179 °C (lit.)
• 沸点：
  319.28°C (rough estimate)
• 密度：
  1.8469 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 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：
  121
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• TSCA：
  Yes
• 危险等级：
  6.1
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R20/21/22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  29337900
• 包装等级：
  III
• 危险类别：
  6.1
• 危险品运输编号：
  2811
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338

SDS

Material Safety Data Sheet

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

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
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: 3,5-Dinitropyridin-2-ol
CAS number: 2980-33-8

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.

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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
Appearance: Not specified
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C5H3N3O5
Molecular weight: 185.1

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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.

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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：

  2-羟基-3,5-二硝基吡啶 在 乙醇 、 五氯化磷 、 水 、 silver(I) acetate 、 一水合肼 、 三氯氧磷 作用下， 反应 2.0h， 生成 3,5-二硝基吡啶
  参考文献：
  名称：

  Plazek, Recueil des Travaux Chimiques des Pays-Bas, 1953, vol. 72, p. 569,573

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基-5-硝基吡啶 在 硫酸 、 硝酸 作用下， 反应 6.0h， 以78.5%的产率得到2-羟基-3,5-二硝基吡啶
  参考文献：
  名称：

  发射性萘啶衍生物的荧光性质和激基形成：用作胺的传感器。

  摘要：

  制备在1，5-氨基萘啶骨架上具有两个三氟甲基和Cl基的水溶性供体-受体型荧光团15Nap-Cl。荧光团15Nap-Cl显示出很强的溶剂化变色荧光，并且随着溶剂极性的增加，观察到一个红变色变化，伴随着荧光量子产率的增加。另外，在存在诸如乙胺，二乙胺和苯胺之类的胺的情况下，观察到荧光中进一步显着的红移。密度泛函计算将荧光行为的来源确定为15-Nap-Cl与相应胺之间的激基复合物形成。利用荧光行为来制造可以识别各种伯，仲和叔胺的传感器。

  DOI：

  10.1002/chem.201903643
• 作为试剂：
  描述：

  (5-溴-2-碘苯基)甲醇 在 silver orthophosphate 、 2-羟基-3,5-二硝基吡啶 、 六氟异丙醇 、 palladium diacetate 、 三溴化磷 、 聚甘氨酸 、 三氟乙酸 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 3-(3-bromobicyclo[4.2.0]octa-1,3,5-trien-7-yl)butan-2-one
  参考文献：
  名称：

  Pd(II)-催化β-亚甲基选择性C(sp3)-H芳基化与瞬态导向基团合成苯并环丁烯

  摘要：

  亚甲基选择性 C-H 官能化是 Pd(II) 催化领域仍有待解决的重大障碍。我们报告了通过酮的亚甲基选择性 C(sp 3 )-H 芳基化合成苯并环丁烯的 Pd(II) 催化。该反应利用甘氨酸作为瞬态导向基团和 2-吡啶酮配体，这可以通过在协同金属化-去质子化过程中与底物形成紧密的分子结合来控制亚甲基的选择性。该反应被证明对分子内亚甲基 C(sp 3 )-H 芳基化具有高度选择性，因此能够实现连续的 C(sp 3 )-H 官能化。

  DOI：

  10.1021/jacs.1c09368

文献信息

• Antimigraine 4-pyrimidinyl and pyridinyl derivatives of
  申请人：Bristol-Myers Squibb Company

  公开号：US05434154A1

  公开（公告）日：1995-07-18

  A series of novel alkoxypyridin-4-yl and alkoxypyrimidin-4-yl derivatives of indol-3-ylalkylpiperazines of Formula I are intended to be useful agents ##STR1## for alleviation of vascular headache on the basis of their potent affinity and agonist activity at 5-HT1D binding sites.

  一系列新颖的Formula I的吲哚-3-基烷基哌嗪的烷氧基吡啶-4-基和烷氧基吡啶-4-基衍生物旨在成为有用的药剂，用于缓解血管性头痛，基于它们在5-HT1D结合位点的强亲和力和激动剂活性。
• [EN] DIHYDROISOQUINOLINE-2(1H)-CARBOXAMIDE AND RELATED COMPOUNDS AND THEIR USE IN TREATING MEDICAL CONDITIONS<br/>[FR] DIHYDROISOQUINOLINE-2(1H)-CARBOXAMIDE ET COMPOSÉS APPARENTÉS ET LEUR UTILISATION DANS LE TRAITEMENT D'ÉTATS MÉDICAUX
  申请人：LYCERA CORP

  公开号：WO2019200120A1

  公开（公告）日：2019-10-17

  The invention provides dihydroisoquinoline-2(1H)-carboxamide and related compounds, pharmaceutical compositions, and their use in the treatment of medical conditions, such as cancer, and in inhibiting HPK1 activity.

  这项发明提供了二氢异喹啉-2(1H)-甲酰胺及相关化合物、药物组合物，以及它们在治疗医疗状况（如癌症）和抑制HPK1活性中的用途。
• 4-Piperidinecarboxamide modulators of vanilloid VR1 receptor
  申请人：Calvo R. Raul

  公开号：US20060116368A1

  公开（公告）日：2006-06-01

  This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to hetero isonipecotic amides that are potent modulators of VR1 which are useful for the treatment and prevention of disease conditions in mammals.

  这项发明涉及辣椒素受体VR1配体。更具体地说，这项发明涉及对VR1具有潜在调节作用的杂环异尼泊酸酰胺，这些化合物对于治疗和预防哺乳动物的疾病状况是有用的。
• Anti-inflammatory oxazole[4,5-b]pyridines
  申请人：Merck & Co., Inc.

  公开号：US04038396A1

  公开（公告）日：1977-07-26

  The various isomers of oxazolo- and thiazolopyridines having utility as antiinflammatory, antipyretic and analgesic agents are prepared by condensation of an appropriate amino-hydroxypyridine or amino-mercaptopyridine with a carboxylic acid, halide or anhydride.

  氧唑和噻唑吡啶的各种异构体，具有抗炎、退热和镇痛作用，通过将适当的氨基-羟基吡啶或氨基-巯基吡啶与羧酸、卤化物或酐进行缩合制备。
• Amino- and hydroxymethylation of hydride adducts of 2-hydroxy-3,5-dinitropyridine
  作者：E. V. Ivanova、I. V. Fedyanin、I. I. Surova、I. V. Blokhin、Yu. M. Atroshchenko、I. V. Shahkeldyan

  DOI：10.1007/s10593-013-1338-6

  日期：2013.10

  A series of 1,5-dinitro-3,3-diazabicyclo[3.3.1]nonan-2-one derivatives has been synthesized by Mannich condensation of the hydride adduct of 2-hydroxy-3,5-dinitropyridine with formaldehyde and primary amines. The structure of the obtained compounds was proved by NMR spectroscopy.

  通过2-羟基-3,5-二硝基吡啶与甲醛和伯胺的氢化物加成反应的曼尼希缩合反应，合成了一系列的1,5-二硝基-3,3-二氮杂双环[3.3.1]壬二-2-酮衍生物。所得化合物的结构通过NMR光谱证实。