5,8-二氢-1-萘酚 | 27673-48-9

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 5,8-二氢-1-萘酚
• 中文别名: 5,8-二氢萘酚
• 英文名称: 5,8-dihydro-1-naphthol
• 英文别名: 5,8-dihydronaphthalen-1-ol；5,8-dihydronaphth-1-ol
• CAS: 27673-48-9
• 化学式: C₁₀H₁₀O
• mdl: MFCD00128247
• 分子量: 146.189
• InChiKey: OAHLLHJOPUWLKW-UHFFFAOYSA-N

物化性质

• 熔点：
  56-60°C
• 沸点：
  120 °C(Press: 1 Torr)
• 密度：
  1.142±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿、DMSO、甲醇
• 稳定性/保质期：
  存在于主流烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2906299090
• 危险类别：
  3.1
• 安全说明：
  S16,S26,S29,S33,S60,S61,S9
• 危险类别码：
  R22,R36,R50/53,R11
• 包装等级：
  II
• 危险品运输编号：
  1993
• 储存条件：
  Amber vial stored in a -20°C freezer.

SDS

Name:	5,8-Dihydro-1-Naphthol, 85%, Remainder 5,6,7,8-Tetrahydronaphthol Material Safety Data Sheet
Synonym:	None known.
CAS:	27673-48-9

Section 1 - Chemical Product MSDS Name: 5,8-Dihydro-1-Naphthol, 85%, Remainder 5,6,7,8-Tetrahydronaphthol Material Safety Data Sheet
Synonym: None known.

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
27673-48-9	5,8-Dihydro-1-Naphthol	85	248-596-3

Hazard Symbols: XI
Risk Phrases: 36/37/38

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated. Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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SECTION 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

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SECTION 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 27673-48-9: Personal Protective Equipment
Eyes:
Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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SECTION 9 - PHYSICAL AND CHEMICAL PROPERTIES
Physical State: Powder
Color: beige
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 70 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: slightly soluble
Specific Gravity/Density:
Molecular Formula: C10H10O
Molecular Weight: 146.19

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 27673-48-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5,8-Dihydro-1-Naphthol - 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 Not regulated as a hazardous material. IMO Not regulated as a hazardous material. RID/ADR Not regulated as a hazardous material.

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SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system and skin.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes. S 28A After contact with skin, wash immediately with plenty of water. S 37 Wear suitable gloves. S 45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). WGK (Water Danger/Protection) CAS# 27673-48-9: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 27673-48-9 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 27673-48-9 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 9/02/1997 Revision #5 Date: 3/18/2003 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质：这是一种浅黄色结晶，熔点在67-72℃之间。

用途：它是合成纳多洛尔的一种中间体。

生产方法：通过将α-萘酚进行还原反应而得到。

反应信息

• 作为反应物：
  描述：

  5,8-二氢-1-萘酚 在 乙醇 、 sodium ethanolate 、 sodium 作用下， 生成 四氢萘酚
  参考文献：
  名称：

  Rowe; Levin, Journal of the Chemical Society, 1921, vol. 119, p. 2028

  摘要：

  DOI：
• 作为产物：
  描述：

  萘酚 在 氨 、 lithium 作用下， 以71%的产率得到5,8-二氢-1-萘酚
  参考文献：
  名称：

  二氢苯并[h]香豆素及其4-甲基类似物的合成

  摘要：

  摘要 二氢苯并[h]香豆素（5a-7a）及其4-甲基类似物（5b-7b）由1-萘酚通过两种不同的合成路线合成。一种途径是 5,8-二氢-1-萘酚 (9) 与苹果酸或乙酰乙酸乙酯直接缩合，分别得到 7,10-二氢苯并[h] 香豆素 7a 和 7b。另一种是通过氧化 7,8,9,10-四氢苯并[h]香豆素（15a-b），然后羰基还原和羟基脱水，得到 7,8-二氢苯并[h]香豆素(5a, b) 和 9,10-二氢苯并[h] 香豆素 (6a, b)。15a、b氧化反应的区域选择性在量子化学计算的基础上合理化，并通过氧化产物衍生物的X射线晶体学分析进一步证实。

  DOI：

  10.1080/00397910500282943

文献信息

• 6-N-Linked Heterocycle-Substituted 2,3,4,5-Tetrahydro-1H-Benzo[d]Azepines as 5-Ht2c Receptor Agonists
  申请人：Briner Karin

  公开号：US20080214520A1

  公开（公告）日：2008-09-04

  The present invention provides 6-substituted 2,3,4,5-tetrahydro-1H-benzo[d]azepines of Formula I as selective 5-HT 2C receptor agonists for the treatment of 5-HT 2C associated disorders including obesity, obsessive/compulsive disorder, depression, and anxiety: Formula (I) where: R 6 is selected from the group consisting of (a, b, c, d, e) and other substituents are as defined in the specification.

  本发明提供了Formula I的6-取代的2,3,4,5-四氢-1H-苯并[d]氮杂环庚烯作为选择性5-HT2C受体激动剂，用于治疗与5-HT2C相关的疾病，包括肥胖症、强迫症、抑郁症和焦虑症：Formula (I)其中：R6选自(a、b、c、d、e)等基团组成的群，其他取代基如规范中定义。
• [EN] 6-(2,2,2-TRIFLUOROETHYLAMINO)-7-CHLORO-2,3,4,5-TETRAHYDRO-1H-BENZO[d]AZEPINE AS A 5-HT2c RECEPTOR AGONIST<br/>[FR] 6-(2,2,2-TRIFLUOROETHYLAMINO)-7-CHLORO-2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE UTILISEE COMME AGONISTE DU RECEPTEUR 5-HT2C
  申请人：LILLY CO ELI

  公开号：WO2005019180A1

  公开（公告）日：2005-03-03

  The present invention provides a 7-chloro-6-(2,2,2-trifluoroethylamino)-2,3,4,5-tetrahydro-1H-benzo[d]azepine of formula (I): or a pharmaceutically acceptable salt thereof, and its use as a selective 5-HT2c agonist for the treatment of 5-HT2c associated disorders including obesity, obsessive/compulsive disorder, anxiety, and depression.

  本发明提供了一种式(I)的7-氯-6-(2,2,2-三氟乙基氨基)-2,3,4,5-四氢-1H-苯并[d]氮杂环己烯，或其药学上可接受的盐，并且其用作选择性5-HT2c激动剂，用于治疗与5-HT2c相关的疾病，包括肥胖症、强迫/强迫症、焦虑和抑郁症。
• Propionamidoxime derivatives
  申请人：Synthelabo

  公开号：US04265911A1

  公开（公告）日：1981-05-05

  Propionamidoxime derivatives which are compounds of formula (I) ##STR1## in which A is a tetrahydronaphthyl or dihydronaphthyl radical and their pharmaceutically acceptable salts are valuable for treatment of the central nervous system and depression. The above compounds are prepared by reacting the nitrile (II) ##STR2## with hydroxylamine hydrochloride.

  Propionamidoxime衍生物是化学式(I)的化合物，其中A是四氢萘基或二氢萘基，它们的药用盐对于治疗中枢神经系统和抑郁症非常有价值。上述化合物是通过将腈(II)与盐酸羟胺反应制备的。
• 2,6-Didesoxysaccharidglycoside von α-Hydroxyketonen: Aufbau und Konfigurationsermittlung von Glycosiden mit der Tetralon-Unterstruktur des Olivomycins
  作者：Joachim Thiem、Manfred Gerken、Günther Snatzke

  DOI：10.1002/jlac.198319830311

  日期：1983.3.15

  ein Gemisch der Dihydronaphthole 25 und 26 gewonnen, deren Acetate sich zu den Tetralonen 29 und 30 oxidieren lassen. Die Umsetzung von 29 mit dem Glycal 11 und N-Iodsuccinimid ergibt die diastereomeren Glycoside 32 und 33, deren reduktive Dehalogenierung zu den Tetralonolivosiden 34 und 35 führt. Durchweg wird die Trennung der diastereomeren Glycoside erreicht und ihre NMR-spektroskopische Zuordnung

  尽管二乙酰基-L-鼠李糖醛（11）与2-羟基-1-环己酮（1）在N-碘代琥珀酰亚胺反应中仅产生非常适中的α-酮醇糖苷（5 + 6），但乙缩醛2却很容易添加到2，6-Dideoxy-2-iodoglycoside（7 + 8）缩合，但他们的糖苷键不能幸免于随后的缩醛裂解过程。单苄基化的1,2-环己二醇18与11和N-碘代琥珀酰亚胺反应而无困难地形成糖苷（12 + 13）。通过催化加氢逐步脱碘（至14+ 15）和脱苄基化得到化合物（16 + 17），该氧化这有利地引线olivose的α酮醇苷（的制备的9 + 10）。-通过α-萘酚的桦木还原产物的碱异构化，获得二氢萘酚25和26的混合物，其乙酸盐可被氧化成四氢萘29和30。29与糖醛11和N-碘代琥珀酰亚胺的反应得到非对映体糖苷32和33，其还原性脱卤化作用产生四隆子糖苷34和35。始终如一地实现了非对映体糖苷的分离，并描述了其通过NMR光谱的
• Gram-Scale Synthesis of Chiral Cyclopropane-Containing Drugs and Drug Precursors with Engineered Myoglobin Catalysts Featuring Complementary Stereoselectivity
  作者：Priyanka Bajaj、Gopeekrishnan Sreenilayam、Vikas Tyagi、Rudi Fasan

  DOI：10.1002/anie.201608680

  日期：2016.12.23

  In combination with whole‐cell biotransformations, these stereocomplementary biocatalysts enabled the multigram synthesis of the chiral cyclopropane core of four drugs (Tranylcypromine, Tasimelteon, Ticagrelor, and a TRPV1 inhibitor) in high yield and with excellent diastereo‐ and enantioselectivity (98–99.9% de; 96–99.9% ee). These biocatalytic strategies outperform currently available methods to produce

  工程化血红素蛋白最近已成为促进不对称环丙烷化的有前景的系统，但在这些反应中具有可预测、互补立体选择性的变体仍然难以捉摸。在这项研究中，实施了一种合理驱动的策略，并将其应用于工程肌红蛋白变体，这些变体能够提供具有高反式(1R,2R)选择性和催化活性的1-羧基-2-芳基-环丙烷。这些环丙烷化生物催化剂的立体选择性补充了此处和之前开发的反式（1S，2S）选择性变体的立体选择性。与全细胞生物转化相结合，这些立体互补生物催化剂能够以高产率合成四种药物（反苯环丙明、他司美琼、替格瑞洛和 TRPV1 抑制剂）的手性环丙烷核心，并具有优异的非对映和对映选择性（98-99.9%） de；96–99.9% ee）。这些生物催化策略优于目前可用的生产这些药物的方法。