7-羟基-2,2,8-三甲基-2,3-二氢-4H-苯并吡喃-4-酮 | 50544-72-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 7-羟基-2,2,8-三甲基-2,3-二氢-4H-苯并吡喃-4-酮
• 英文名称: 7-hydroxy-2,2,8-trimethyl-4-chromanone
• 英文别名: 7-hydroxy-2,2,8-trimethylchroman-4-one；7-Hydroxy-2,2,8-trimethyl-2,3-dihydro-4H-chromen-4-one；7-hydroxy-2,2,8-trimethyl-3H-chromen-4-one
• CAS: 50544-72-4
• 化学式: C₁₂H₁₄O₃
• mdl: MFCD01314121
• 分子量: 206.241
• InChiKey: OGVKPSHYVRAUCB-UHFFFAOYSA-N

物化性质

• 熔点：
  181 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2932999099
• 安全说明：
  S26,S36/37/39

SDS

Name:	7-Hydroxy-2 2 8-trimethyl-2 3-dihydro-4h-chromen-4-one 97% Material Safety Data Sheet
Synonym:	7-Hydroxy-2,2,8-trimethylchromanon
CAS:	50544-72-4

Section 1 - Chemical Product MSDS Name:7-Hydroxy-2 2 8-trimethyl-2 3-dihydro-4h-chromen-4-one 97% Material Safety Data Sheet
Synonym:7-Hydroxy-2,2,8-trimethylchromanon

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
50544-72-4	7-Hydroxy-2,2,8-trimethyl-2,3-dihydro-	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 50544-72-4: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: tan
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 172 - 173 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C12H14O3
Molecular Weight: 206

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, acrid smoke and fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 50544-72-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
7-Hydroxy-2,2,8-trimethyl-2,3-dihydro-4H-chromen-4-one - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 50544-72-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 50544-72-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 50544-72-4 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  7-羟基-2,2,8-三甲基-2,3-二氢-4H-苯并吡喃-4-酮 在 palladium diacetate 甲酸 、 1,3-双(二苯基膦)丙烷 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.67h， 生成 2,2,8-Trimethyl-4-chromanone
  参考文献：
  名称：

  Facile Deoxygenation of Hydroxylated Flavonoids by Palladium-Catalysed Reduction of its Triflate Derivatives

  摘要：

  通过使用三氟甲磺酸盐，以催化量的乙酸钯、三乙胺和1,3-双(二苯基膦基)丙烷（dppp）在DMF中，将含羟基的黄酮类化合物、异黄酮类化合物及相关化合物脱氧的高效程序被提出。在甲酸存在下，它们的还原会导致它们的去羟基衍生物，而不影响其他功能团。

  DOI：

  10.1515/znb-2005-0716
• 作为产物：
  描述：

  2,6-二羟基甲苯 在 sodium hydroxide 、 zinc(II) chloride 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 2.0h， 生成 7-羟基-2,2,8-三甲基-2,3-二氢-4H-苯并吡喃-4-酮
  参考文献：
  名称：

  Timar, Tibor; Hosztafi, Sandor; Jaszberenyi, J. Csaba, Acta Chimica Hungarica, 1988, vol. 125, # 4, p. 617 - 630

  摘要：

  DOI：

文献信息

• [EN] INHIBITORS OF ANTIGEN PRESENTATION BY HLA-DR<br/>[FR] INHIBITEURS DE PRÉSENTATION D'ANTIGÈNE PAR HLA-DR
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2021198283A1

  公开（公告）日：2021-10-07

  Chromanone compounds, pharmaceutical compositions containing them, methods of making them, and methods of using them including methods for treating disease states, disorders, and conditions associated with the inhibition of antigen presentation by HLA-DR.

  Chromanone化合物，含有它们的药物组合物，制备它们的方法，以及使用它们的方法，包括用于治疗与HLA-DR抗原呈递抑制相关的疾病状态、疾病和症状的方法。
• Synthesis of Natural Product-like Polyheterocycles via One-Pot Cascade Oximation, C–H Activation, and Alkyne Annulation
  作者：Liyao Zheng、Yunhui Bin、Yunpeng Wang、Ruimao Hua

  DOI：10.1021/acs.joc.6b01460

  日期：2016.10.7

  chroman-4-ones to tricyclic fused pyridines with the skeleton of cassiarins, a family of alkaloids with antimalarial activity, was developed. Also, a general strategy for modular construction of polyheterocycles with diverse natural product-like skeletons was developed by using ketone–alkyne bifunctional substrates. These reactions involved a one-pot cascade oximation of ketones, rhodium-catalyzed C–H activation

  开发了一种有效的方案，用于将苯并二氢吡喃-4-吡喃酮直接转化为具有卡西林素骨架的三环稠合吡啶，卡西林是具有抗疟疾活性的生物碱家族。另外，通过使用酮-炔双功能底物，开发了具有多种类似天然产物骨架的多杂环模块化构建的通用策略。这些反应涉及酮的一锅级联肟化，铑催化的CH活化以及在温和条件下具有高原子，阶梯和氧化还原经济性的分子间/分子内炔烃环化反应。
• Chromanylurea compounds that inhibit vanilloid receptor subtype 1 (VR1) receptor and uses thereof
  申请人：Gomtsyan Arthur

  公开号：US20060128689A1

  公开（公告）日：2006-06-15

  Compounds that are antagonists of the VR1 receptor, having formula (I) or a pharmaceutically acceptable salt, prodrug, or salt of a prodrug thereof, wherein A 1 , A 2 , A 3 , A 4 , R 7 , R 8 , R 9 , X, Y, Z, L, n, and m, are as defined herein, and are useful in disorders prevented or ameliorated by inhibiting the VR1 receptor.

  对VR1受体拮抗剂，其化学式为(I)或其药用可接受的盐、前药或前药的盐，其中A1、A2、A3、A4、R7、R8、R9、X、Y、Z、L、n和m的定义如本文所述，并且在通过抑制VR1受体预防或改善的疾病中具有用处。
• Chromene derivatives and pesticidal composition comprising the same
  申请人：Alkaloida Vegyeszeti Gyar

  公开号：US04866089A1

  公开（公告）日：1989-09-12

  The invention relates to a process for the preparation of chromenes of the general Formula V ##STR1## (wherein R.sup.1 and R.sup.2 are hydrogen, optionally halogeno substituted C.sub.1-6 alkyl or aryl; R.sup.3 and R.sup.7 stand for hydrogen, halogen or C.sub.1-6 alkyl; R.sup.4 represents C.sub.1-8 alkyl, aryl, aralkyl or a group containing a carbonyl group; R.sup.5 and R.sup.6 stand for C.sub.1-10 alkyl, aryl, amino, hydroxyalkyl, alkoxyalkenyl, alkylmercaptoalkyl, acyl, carboxy or an ester group or a halogen atom; n is 0 or 1) which comprises (a) for the preparation of compounds, in which R.sup.5 and R.sup.6 stand for different groups, reacting a compound of the general Formula I ##STR2## with an approximately equimolar, preferably 0.8-1.5 molar amount of a reactant of the general Formula R.sup.5 --X-related to the amount of the compound of the general Formula I (wherein R.sup.5 has the same meaning as stated above X is halogen) and reacting the O-monosubstituted compound of the general Formula III ##STR3## (wherein R.sup.1 -R.sup.6 and n are as stated above) obtained with a 1.1-1.5 molar amount of a compound of the general Formula III (wherein R.sup.6 and X are as stated above); or (b) for the preparation of compounds, in which R.sup.5 and R.sup.6 stand for the same group, reacting a chromanone of the general Formula I (wherein R.sup.1 -R.sup.4 and m have the meaning as stated above) with a 2-3 molar amount of a compound of the general Formula R.sup.5 --X-related to the amount of the compound of the general Formula I (wherein R.sup.5 and X are as stated above), preferably in the presence of a base, a catalyst and a solvent, and thereafter reducing the O-substituted chromanone derivative of the general Formula III thus obtained (wherein R.sup.1 -R.sup.6 and n are as stated above) and dehydrating the chromanol derivative of the general Formula IV ##STR4## thus obtained (wherein R.sup.1 -R.sup.6 and n are as stated above) in acidic-aqueous medium. The compounds of the general Formula V are partly new and useful for the preparation of pesticides.

  本发明涉及一种制备通式 V 的咔咯烯的方法 ##STR1##（其中 R.sup.1 和 R.sup.2 为氢，或者选择性地取代为卤代的 C.sub.1-6 烷基或芳基；R.sup.3 和 R.sup.7 代表氢，卤素或 C.sub.1-6 烷基；R.sup.4 代表 C.sub.1-8 烷基，芳基，芳基烷基或含有羰基的基团；R.sup.5 和 R.sup.6 代表 C.sub.1-10 烷基，芳基，氨基，羟基烷基，烷氧基烯基，烷基硫醇烷基，酰基，羧基或酯基或卤素原子；n 为 0 或 1），其包括 (a) 用于制备化合物，其中 R.sup.5 和 R.sup.6 代表不同基团，将通式 I 的化合物 ##STR2## 与大约等摩尔量，优选为 0.8-1.5 摩尔量的通式 R.sup.5 --X 的反应物反应，与通式 III 的 O-单取代化合物 ##STR3##（其中 R.sup.1 -R.sup.6 和 n 如上所述）得到的化合物反应，该化合物与通式 III 的化合物的 1.1-1.5 摩尔量反应（其中 R.sup.6 和 X 如上所述）；或 (b) 用于制备化合物，其中 R.sup.5 和 R.sup.6 代表相同基团，将通式 I 的咔咯酮（其中 R.sup.1 -R.sup.4 和 m 如上所述）与大约 2-3 摩尔量的通式 R.sup.5 --X 的化合物反应，优选在碱，催化剂和溶剂的存在下，并且随后还原所得的 O-取代咔咯酮衍生物 ##STR3##（其中 R.sup.1 -R.sup.6 和 n 如上所述）并脱水所得的咔咯酚衍生物 ##STR4##（其中 R.sup.1 -R.sup.6 和 n 如上所述）在酸性水性介质中。通式 V 的化合物部分为新化合物，对制备农药有用。
• Process for the preparation of chromene derivatives
  申请人：Alkaloida Vegyeszeti Gyar

  公开号：US04968819A1

  公开（公告）日：1990-11-06

  The invention relates to a process for the preparation of Chromenes of the general Formula V ##STR1## prepared from chromanone derivatives.

  该发明涉及一种从色酮衍生物制备通式V的色烯化合物的方法，其化学式为##STR1##。