紫苏酸 | 7694-45-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 紫苏酸
• 英文名称: perillic acid
• 英文别名: 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylic acid；Perillasaeure；4-prop-1-en-2-ylcyclohexene-1-carboxylic acid
• CAS: 7694-45-3
• 化学式: C₁₀H₁₄O₂
• mdl: MFCD02114258
• 分子量: 166.22
• InChiKey: CDSMSBUVCWHORP-UHFFFAOYSA-N

物化性质

• 熔点：
  129-131 °C(lit.)
• 沸点：
  234.44°C (rough estimate)
• 密度：
  0.9817 (rough estimate)
• LogP：
  2.960 (est)
• 物理描述：
  Solid
• 保留指数：
  1467;1500

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2916209090
• 安全说明：
  S26,S36

SDS

Name:	L-(-)-Perillic Acid 95% Material Safety Data Sheet
Synonym:	None
CAS:	7694-45-3

Section 1 - Chemical Product MSDS Name:L-(-)-Perillic Acid 95% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
7694-45-3	L-(-)-Perillic Acid	95	231-709-5

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. The toxicological properties of this material have not been fully investigated.
Skin:
Causes skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
Causes 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.
Chronic:
No information found.

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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. 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.
Notes to Physician:

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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. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant 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. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Keep container closed when not in use.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 7694-45-3: 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 gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
Wear a NIOSH/MSHA or European Standard EN 149 approved full-facepiece airline respirator in the positive pressure mode with emergency escape provisions.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: cream
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 129.00 - 131.00 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C10H14O2
Molecular Weight: 166.22

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 7694-45-3: GW4564565 LD50/LC50:
Not available.
Carcinogenicity:
L-(-)-Perillic Acid - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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.
WGK (Water Danger/Protection)
CAS# 7694-45-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 7694-45-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 7694-45-3 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：

  紫苏酸 在 二苯基膦叠氮化物 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 4-(1-methylethenyl)-1-isocyanatocyclohexene
  参考文献：
  名称：

  Vinyl isocyanate cyclization reactions in synthesis. An expedient construction of the octahydrophenanthridinone ring system

  摘要：

  DOI：

  10.1021/jo00197a061
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 银 作用下， 生成 紫苏酸
  参考文献：
  名称：

  Walbaum; Huethig, Chemiker-Zeitung, Chemische Apparatur, 1904, vol. 28, p. 1143

  摘要：

  DOI：

文献信息

• Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer
  作者：Wen-Yun Tan、Yi Lu、Jing-Feng Zhao、Wen Chen、Hongbin Zhang

  DOI：10.1021/acs.orglett.1c02188

  日期：2021.9.3

  The oxidation of primary alcohols and aldehydes to the corresponding carboxylic acids is a fundamental reaction in organic synthesis. In this paper, we report a new chemoselective process for the oxidation of primary alcohols and aldehydes. This metal-free reaction features a new oxidant, an easy to handle procedure, high isolated yields, and good to excellent functional group tolerance even in the

  伯醇和伯醛氧化成相应的羧酸是有机合成中的基本反应。在本文中，我们报告了一种用于氧化伯醇和醛的新化学选择性工艺。这种无金属反应具有新的氧化剂、易于操作的程序、高分离产率以及即使在易受攻击的仲醇和叔丁烷亚磺酰胺存在下也具有良好至优异的官能团耐受性的特点。
• Pharmaceutical Compositions Comprising Deuterium-Enriched Perillyl Alcohol, Iso-Perillyl Alcohol and Derivatives Thereof
  申请人：NEONC TECHNOLOGIES INC.

  公开号：US20160039731A1

  公开（公告）日：2016-02-11

  The present invention, provides for a deuterium-enriched monoterpene or sesquiterpene such as perillyl alcohol, or a deuterium-enriched isomer or analog of monoterpenes or sesquiterpenes, such as isoperillyl alcohol. The present invention also provides for a deuterium-enriched derivative of a monoterpene or sesquiterpene, such as a perillyl alcohol carbamate or a deuterium-enriched derivative of an isomer or analog of a monoterpene or sesquiterpene, such as an isoperillyl alcohol carbamate. The deuterium-enriched derivative may be perillyl alcohol or isoperillyl alcohol conjugated with a therapeutic agent such as a chemotherapeutic agent. The present invention also provides for a method of treating a disease such as cancer, comprising the step of delivering to a patient a therapeutically effective amount of a deuterium-enriched compound.

  本发明提供了一种氘增强的单萜或倍半萜，例如桃金娘醇，或者一种氘增强的单萜或倍半萜的同系物或类似物，例如异桃金娘醇。本发明还提供了一种单萜或倍半萜的氘增强衍生物，例如桃金娘醇碳酰胺或一种单萜或倍半萜的同系物或类似物的氘增强衍生物，例如异桃金娘醇碳酰胺。所述氘增强衍生物可以是与治疗剂如化疗剂结合的桃金娘醇或异桃金娘醇。本发明还提供了一种治疗疾病如癌症的方法，包括向患者提供治疗有效量的氘增强化合物。
• Rh-Catalyzed C–H Amination/Annulation of Acrylic Acids and Anthranils by Using −COOH as a Deciduous Directing Group: An Access to Diverse Quinolines
  作者：Yang Gao、Jianhong Nie、Yibiao Li、Xianwei Li、Qian Chen、Yanping Huo、Xiao-Qiang Hu

  DOI：10.1021/acs.orglett.0c00539

  日期：2020.4.3

  A method for the synthesis of diverse polysubstituted quinolines from readily available acrylic acids and anthranils has been developed. The weakly coordinating –COOH directing group, which can be tracelessly removed in the cascade cyclization, is essential for this reaction. Diverse polysubstituted quinolines were obtained under mild reaction conditions with simple H2O and CO2 as byproducts. More

  已经开发了一种由容易获得的丙烯酸和蒽基合成各种多取代喹啉的方法。弱配位的–COOH导向基团对于该反应至关重要，可以在级联环化中将其无痕除去。在温和的反应条件下，以简单的H 2 O和CO 2为副产物获得了多种多取代的喹啉。更重要的是，方便地合成了他克林（一种阿尔茨海默氏病药物）的核心骨架1,2,3,4-四氢ac啶。
• [EN] COMPOSITIONS AND METHODS OF DECREASING MEDICATION ERRORS<br/>[FR] COMPOSITIONS ET MÉTHODES DESTINÉES À RÉDUIRE LES ERREURS DE MÉDICATION
  申请人：AZHC LLC

  公开号：WO2019014420A1

  公开（公告）日：2019-01-17

  The present disclosure provides for a method of decreasing medication errors by adding an odorant to a pharmaceutical composition comprising an active agent. The odorant has a distinct and characteristic odor. Thus, the pharmaceutical composition comprising the active agent can be properly identified by the characteristic odor.

  本公开提供了一种通过向包含活性成分的药物组合物中添加香料来减少药物错误的方法。该香料具有独特且特征性的气味。因此，可以通过这种特征性气味正确识别包含活性成分的药物组合物。
• [EN] PHARMACEUTICAL COMPOSITIONS COMPRISING POH DERIVATIVES<br/>[FR] COMPOSITIONS PHARMACEUTIQUES COMPRENANT DES DÉRIVÉS DE POH
  申请人：NEONC TECH INC

  公开号：WO2021061752A1

  公开（公告）日：2021-04-01

  The present invention provides for a derivative of monoterpene or sesquiterpene, such as a perillyl alcohol derivative. For example, the perillyl alcohol derivative may be a perillyl alcohol carbamate. The perillyl alcohol derivative may be perillyl alcohol conjugated with a therapeutic agent such as a chemotherapeutic agent. The present invention also provides for a method of treating a disease such as a primary cutaneous lymphoma which may be a cutaneous T cell lymphoma (CTCL). The CTCL may be mycosis fungoides, primary cutaneous anaplastic large cell lymphoma (ALCL), or Sezary syndrome. A patient may be administered a therapeutically effective amount of a derivative of monoterpene (or sesquiterpene).

  本发明提供了一种单萜或倍半萜的衍生物，例如一种胡椒醇衍生物。例如，该胡椒醇衍生物可以是胡椒醇碳酰胺。胡椒醇衍生物可以是胡椒醇与治疗剂如化疗药物结合的产物。本发明还提供了一种治疗疾病的方法，例如原发皮肤淋巴瘤，可能是皮肤T细胞淋巴瘤（CTCL）。CTCL可能是真菌病样皮肤T细胞淋巴瘤、原发皮肤间变性大细胞淋巴瘤（ALCL）或塞扎里综合征。可以向患者施用一种单萜（或倍半萜）衍生物的治疗有效量。