四氢-2H-吡喃-3-酮 | 23462-75-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡喃类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 中文名称: 四氢-2H-吡喃-3-酮
• 中文别名: 3-酮吡喃；2H-吡喃-3(4H)-酮,二氢；四氢吡喃-3-酮；二氢-吡喃-3-酮
• 英文名称: 5,6-dihydro-2H-pyran-3(4H)-one
• 英文别名: dihydro-2H-pyran-3(4H)-one；tetrahydropyran-3-one；oxan-3-one；5,6-Dihydro-2H-pyran-3(4H)-on；Tetrahydropyran-3-on；tetrahydro-2H-pyran-3-one；Tetrahydro-3-pyranone；Tetrahydro-3-pyranon；3-oxacyclohexanone
• CAS: 23462-75-1
• 化学式: C₅H₈O₂
• mdl: MFCD00182426
• 分子量: 100.117
• InChiKey: URUUZIAJVSGYRC-UHFFFAOYSA-N

物化性质

• 沸点：
  55 °C(Press: 12 Torr)
• 密度：
  1.0856 g/cm3
• 保留指数：
  877.3

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2932999099
• 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：
  -20°C，保存于惰性气体中

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Dihydro-2h-pyran-3(4h)-one
Synonyms:

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

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Section 3. Composition/information on ingredients.
Ingredient name: Dihydro-2h-pyran-3(4h)-one
CAS number: 23462-75-1

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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.
Store in closed vessels.
Storage:

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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
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C5H8O2
Molecular weight: 100.1

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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.

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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

制备方法与用途

四氢-2H-吡喃-3-酮是一种有机合成中间体和医药中间体，广泛应用于实验室研发以及医药和生物化工的生产过程中。

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	4-methyldihydro-2H-pyran-3(4H)-one	60467-47-2	C6H10O2	114.144

反应信息

• 作为反应物：
  描述：

  四氢-2H-吡喃-3-酮 在 potassium tert-butylate 、 sodium hydroxide 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 、 叔丁醇 为溶剂， 反应 6.0h， 生成 tetrahydro-2H-pyran-3-carboxylic acid
  参考文献：
  名称：

  N-Methyl-N-phenyl-5-oxa-1-azaspiro[2.5]oct-1-en-2-amine — Synthesis and Reactions of a Synthon for an Unknown α-Amino Acid

  摘要：

  The synthesis of the heterospirocyclic amino azirine N-methyl-N-phenyl-5-oxa-1-azaspiro[2.5]oct-1-en-2-amine (6a) was achieved from 3,4-dihydro-2H-pyrane (7) via N-methyl-N-phenyltetrahydropyran-3-thiocarboxamide (11). The reactions of 6a with thiobenzoic acid and Z-Phe-OH, respectively, leading to the corresponding 3-benzoylaminotetrahydropyran-3-thiocarboxamide (13) and the diastereoisomeric dipeptide amides (14), respectively, demonstrate that 6a is a valuable synthon for the hitherto unknown 3-aminotetrahydropyrane-3-carboxylic acid. The structure of 13 was established by X-Ray crystallography.

  DOI：

  10.3987/com-10-s(e)73
• 作为产物：
  描述：

  alpha-酮戊二酸 在 lithium aluminium tetrahydride 、 硫酸 、 sodium hydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 mineral oil 为溶剂， 反应 39.0h， 生成 四氢-2H-吡喃-3-酮
  参考文献：
  名称：

  二氢-2H-吡喃-3(4H)-one的合成

  摘要：

  报道了合成 dihydro-2H-pyran-3(4H)-one 的实用合成程序。该方法从容易获得的β-酮戊二酸开始，并允许分四步以31%的总产率制备标题化合物。

  DOI：

  10.3998/ark.5550190.0013.820

文献信息

• [EN] THIOPHENE DERIVATIVES FOR THE TREATMENT OF DISORDERS CAUSED BY IGE<br/>[FR] DÉRIVÉS DE THIOPHÈNE POUR LE TRAITEMENT DE TROUBLES PROVOQUÉS PAR IGE
  申请人：UCB BIOPHARMA SRL

  公开号：WO2019243550A1

  公开（公告）日：2019-12-26

  Thiophene derivatives of formula (I) and a pharmaceutically acceptable salt thereof are provided. These compounds have utility for the treatment or prevention of disorders caused by IgE, such as allergy, type 1 hypersensitivity or familiar sinus inflammation.

  提供了公式（I）的噻吩衍生物及其药用可接受的盐。这些化合物对于治疗或预防由IgE引起的疾病具有用途，如过敏、1型超敏反应或家族性鼻窦炎。
• IDO INHIBITORS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160289171A1

  公开（公告）日：2016-10-06

  There are disclosed compounds that modulate or inhibit the enzymatic activity of indoleamine 2,3-dioxygenase (IDO), pharmaceutical compositions containing said compounds and methods of treating proliferative disorders, such as cancer, viral infections and/or inflammatory disorders utilizing the compounds of the invention.

  已披露的化合物可调节或抑制吲哌酮胺2,3-二氧化酶（IDO）的酶活性，含有该化合物的药物组合物以及利用本发明的化合物治疗增殖性疾病，如癌症、病毒感染和/或炎症性疾病的方法。
• Synthese und pharmakologische Prüfung ZNS-wirksamer Phenyl-tetrahydropyrane und -thiopyrane: Oxa- und Thia-phencyclidine
  作者：Fritz Eiden、Michael Schmidt、Helga Buchborn

  DOI：10.1002/ardp.19873200413

  日期：——

  Aus den Pyranonen 2 und 14 sowie den Thiopyranonen 3 und 15 wurden Phencyclidin‐oxa‐ und ‐thiaanaloge dargestellt. An Mäusen zeigten die Pyranderivate ein günstigeres Verhältnis von Analgesie und Erregung als Phencyclidin. Während die analgetischen Eigenschaften der Enantiomere (+)‐20b und (−)‐20b gleich waren, ließ sich eine erregende Wirkung bei (+)‐20b nicht mehr feststellen. Die Thiopyranderivate

  由吡喃酮 2 和 14 以及吡喃酮 3 和 15 制备苯环利定氧杂和硫杂类似物。在小鼠中，吡喃衍生物显示出比苯环利定更有利的镇痛和唤醒比率。虽然对映异构体 (+) - 20b 和 (-) - 20b 的镇痛特性相同，但 (+) - 20b 不再能确定令人兴奋的效果。噻喃衍生物无效。
• Regiochemical control of the ring opening of 1,2-epoxides by means of chelating processes. Part 15: Regioselectivity of the opening reactions with MeOH of remote O-substituted regio- and diastereoisomeric pyranosidic epoxides under condensed- and gas-phase operating conditions
  作者：Paolo Crotti、Gabriele Renzi、Lucilla Favero、Graziella Roselli、Valeria Di Bussolo、Micaela Caselli

  DOI：10.1016/s0040-4020(03)00078-4

  日期：2003.2

  The regiochemical behavior of pairs of regio- and diastereoisomeric epoxides derived from the 3,4,5,6-tetrahydro-2H-pyrane system, bearing an acetal group as the remote functionality, was determined in the acid methanolysis in the condensed phase (cd-phase) and in the reaction with MeOH in the gas-phase using a gaseous acid (D3+), as the promoting agent. With only one exception, the results obtained

  在缩合相的酸性甲醇分解中，确定了由3,4,5,6-四氢-2 H-吡喃体系衍生的成对的对-对映体和非对映异构体环氧化物的对区域化学行为（以缩醛为远程官能团）（ cd-相）和在气相中与MeOH的反应中，使用气态酸（D 3 +）作为促进剂。仅有一个例外，在这些环氧化物的打开过程中获得的结果表明，D +介导的螯合双齿物种在气相中的侵入能够改变在cd相甲醇解中发现的区域化学结果。
• 吡咯并吡唑类衍生物、其制备方法及其在医药上的应用
  申请人：上海美迪西生物医药股份有限公司

  公开号：CN110194773A

  公开（公告）日：2019-09-03

  本发明涉及吡咯并吡唑类衍生物、其制备方法及其在医药上的应用。具体的说，本发明涉及一类通式（I）所示的新的吡咯并吡唑类衍生物、其制备方法以及其本身或含有此类衍生物的药物组合物作为治疗剂，特别是作为胃酸分泌抑制剂和钾离子竞争性酸阻滞剂（P‑CABs）在生物医药中的用途。其中通式（I）中的各取代基（R1、R2、R3）和基团（X、Y、Z）与说明书中的定义相同。

表征谱图