4－羟基－3－甲氧基苦杏仁酸 | 3695-24-7

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4－羟基－3－甲氧基苦杏仁酸
• 中文别名: 3-羟基-4-甲氧基扁桃酸
• 英文名称: 2-(3'-hydroxy-4'-methoxyphenyl)-2-hydroxyethanoic acid
• 英文别名: 3-hydroxy-4-methoxymandelic acid；3-hydroxy-4-methoxy-DL-mandelic acid；3-hydroxy-4-methoxy-mandelic acid；3-Hydroxy-4-methoxy-DL-mandelsaeure；3-Hydroxy-4-methoxy-mandelsaeure；DL-3-hydroxy-4-methoxymandelic acid；2-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetic acid
• CAS: 3695-24-7
• 化学式: C₉H₁₀O₅
• 分子量: 198.175
• InChiKey: PXMUSCHKJYFZFD-UHFFFAOYSA-N

物化性质

• 熔点：
  132-134 °C (dec.)(lit.)
• 沸点：
  255.48°C (rough estimate)
• 密度：
  1.2539 (rough estimate)
• 溶解度：
  H2O:~50 mg/mL
• 稳定性/保质期：
  在常温常压下保持稳定，应避免与不相容的材料接触，并且要防止与强氧化剂发生反应。

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2918990090
• 储存条件：
  密封保存于阴凉干燥处，避免阳光直射。建议将产品存放在4℃的冷藏环境中。

SDS

Name:	DL-3-Hydroxy-4-methoxymandelic acid 95% Material Safety Data Sheet
Synonym:	DL-2-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetic aci
CAS:	3695-24-7

Section 1 - Chemical Product MSDS Name:DL-3-Hydroxy-4-methoxymandelic acid 95% Material Safety Data Sheet
Synonym:DL-2-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetic aci

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3695-24-7	DL-3-Hydroxy-4-methoxymandelic acid	95%	223-017-7

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.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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.
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:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower.
Exposure Limits CAS# 3695-24-7: 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: Crystalline powder
Color: off-white to beige
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 125 - 132 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: C9H10O5
Molecular Weight: 198.17

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3695-24-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
DL-3-Hydroxy-4-methoxymandelic acid - 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 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 3695-24-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 3695-24-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3695-24-7 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：

  4－羟基－3－甲氧基苦杏仁酸 在 氢化铋 氧气 、 溶剂黄146 作用下， 以 水 、 二甲基亚砜 为溶剂， 125.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 生成 异香兰素 、 3-羟基-4-甲氧基苯甲酸
  参考文献：
  名称：

  扁桃酸衍生物的双催化氧化：底物选择性

  摘要：

  一系列扁桃酸衍生物用基于 BiO/DMSO/O2 的铋催化氧化系统氧化。苯甲醛和/或苯甲酸衍生物可以根据催化体系和芳环上的取代化学选择性地获得。观察到强烈的底物选择性，表明不同的氧化机制。(© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)

  DOI：

  10.1002/1099-0690(200206)2002:12<1984::aid-ejoc1984>3.0.co;2-3
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 4－羟基－3－甲氧基苦杏仁酸
  参考文献：
  名称：

  LaManna; Ghislandi, Gazzetta Chimica Italiana, 1959, vol. 89, p. 1231,1236

  摘要：

  DOI：

文献信息

• Methylphenidate-Prodrugs, Processes of Making and Using the Same
  申请人：KemPharm, Inc.

  公开号：US20150266911A1

  公开（公告）日：2015-09-24

  The present technology is directed to prodrugs and compositions for the treatment of various diseases and/or disorders comprising methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof. In some embodiments, the conjugates further include at least one linker. The present technology also relates to the synthesis of methylphenidate, or methylphenidate derivatives, conjugated to at least one alcohol, amine, oxoacid, thiol, or derivatives thereof or combinations thereof.

  目前的技术是针对前药和组合物的，用于治疗包括甲基苯丙胺或甲基苯丙胺衍生物的至少与醇、胺、羧酸、硫醇或其衍生物结合的各种疾病和/或紊乱。在某些实施例中，这些结合物还包括至少一个连接剂。该技术还涉及合成甲基苯丙胺或甲基苯丙胺衍生物，结合至少一个醇、胺、羧酸、硫醇或其衍生物或其组合的方法。
• PHENYLETHANOIC ACID, PHENYLPROPANOIC ACID AND PHENYLPROPENOIC ACID CONJUGATES AND PRODRUGS OF HYDROCODONE, METHOD OF MAKING AND USE THEREOF
  申请人：Mickle Travis

  公开号：US20110002991A1

  公开（公告）日：2011-01-06

  The presently described technology provides phenylethanoic acid, phenylpropanoic acid, phenylpropenoic acid, a salt thereof, a derivative thereof or a combination thereof chemically conjugated to hydrocodone (morphinan-6-one, 4,5-alpha-epoxy-3-methoxy-17-methyl) to form novel prodrugs or compositions of hydrocodone which have a decreased potential for abuse of hydrocodone. The present technology also provides methods of treating patients, pharmaceutical kits and methods of synthesizing conjugates of the present technology.

  目前描述的技术提供苯乙酸、苯丙酸、苯丙烯酸、其盐、其衍生物或其化学结合到羟考酮（吗啡酮-6-酮，4,5-α-环氧-3-甲氧基-17-甲基）以形成新型羟考酮的前药或组合物，其具有降低滥用羟考酮的潜力。该技术还提供了治疗患者的方法、药物配套和合成本技术结合物的方法。
• Method and product for skin lightening
  申请人：Unilever Home & Personal Care USA, Division of Conopco, Inc.

  公开号：US20030044362A1

  公开（公告）日：2003-03-06

  A method and cosmetic product for lightening skin is provided, the method including wiping the skin with a cosmetic towelette. Impregnated on the towelette is an alpha-hydroxy carboxylic acid or salt thereof and a sunscreen agent.

  提供一种用于美白皮肤的方法和化妆品产品，该方法包括用化妆湿巾擦拭皮肤。湿巾上浸渍有α-羟基羧酸或其盐以及防晒剂。
• Composition based on N-cholesteryloxycarbonyl-4-para-aminophenol and hydroquinone or one of its derivatives
  申请人：L'OREAL

  公开号：US20010036446A1

  公开（公告）日：2001-11-01

  Compositions comprising, in a physiologically acceptable medium, N-cholesteryloxycarbonyl-4-para-aminophenol and hydroquinone or one of its derivatives may be used for depigmenting and/or lightening the skin, the body hair, and/or the head hair by applying such a composition to the skin, the body hair, and/or the head hair.

  含有N-胆固醇氧羰基-4-对氨基苯酚和氢醌或其衍生物之一的组合物可用于通过将该组合物应用于皮肤、身体毛发和/或头发来使皮肤、身体毛发和/或头发脱色和/或变白。
• [DE] VERWENDUNG VON MANDELSÄUREALKYLAMIDEN ALS AROMASTOFFE<br/>[EN] USE OF ALKYLAMIDOMANDELATES AS FLAVOURINGS<br/>[FR] UTILISATION D'ALKYLAMIDES D'ACIDE MANDELIQUE COMME AROMATISANTS
  申请人：SYMRISE GMBH & CO KG

  公开号：WO2003106404A1

  公开（公告）日：2003-12-24

  Die Erfindung beschreibt verschiedene Mandelsäurealkylamide und deren Verwendung als Scharfstoffe und Aromastoffe mit einem wärmeerzeugenden Effekt, bevorzugt in der Ernährung, der Mundhygiene oder dem Genuss dienenden Zubereitungen.

  这项发明描述了不同的杏仁酸烷酰胺及其作为辛辣物质和具有产热效应的香料的用途，优选用于食品、口腔卫生或享用的制剂。

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