menthyl salicylate | 89-46-3

• 物质功能分类: 生物化工 - 提取物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: menthyl salicylate
• 英文别名: [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-hydroxybenzoate
• CAS: 89-46-3
• 化学式: C₁₇H₂₄O₃
• 分子量: 276.376
• InChiKey: SJOXEWUZWQYCGL-DVOMOZLQSA-N

物化性质

• 熔点：
  <25 °C
• 沸点：
  186-190 °C/12 mmHg (lit.)
• 密度：
  1.04 g/mL at 20 °C (lit.)
• 闪点：
  100℃
• LogP：
  6.429 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

ADMET

毒理性

• 毒性总结

水杨酸盐中毒可能在摄入或局部应用甲基水杨酸后发生。轻微的慢性水杨酸盐中毒，也称为水杨酸症，通常仅在重复使用大剂量后才发生。水杨酸症还可能在水杨酸盐过度局部应用后发生。毒性症状包括头晕、耳鸣、耳聋、出汗、恶心和呕吐、头痛和混乱，可以通过减少剂量来控制[F91]。更严重的中毒或急性过量中毒的症状包括过度换气、发热、不安、酮症、呼吸性碱中毒和代谢性酸中毒。中枢神经系统的抑制可能导致昏迷，还可能导致心血管崩溃和呼吸衰竭[F91]。

Salicylate intoxication may occur after ingestion or topical application of menthyl salicylate. Mild chronic salicylate intoxication, also known as _salicylism_, normally occurs only after repeated use of large doses. Salicylism can also occur following the excessive topical application of salicylates. Symptoms of toxicity include dizziness, tinnitus, deafness, sweating, nausea and vomiting, headache, and confusion, and may be controlled by reducing the dosage [F91]. Symptoms of more severe intoxication or of acute poisoning following overdose include hyperventilation, fever, restlessness, ketosis, and respiratory alkalosis and metabolic acidosis. Depression of the CNS may lead to coma, cardiovascular collapse and respiratory failure may also result [F91].

来源:DrugBank

吸收、分配和排泄

• 吸收

可能通过完好皮肤吸收。局部水杨酸盐的吸收与暴露的表面积、暴露时间、浓度和皮肤完整性成正比。水杨酸盐的吸收特性随剂量、配方和管理途径而异。运动、热量、封闭或皮肤完整性的破坏或应用于大面积皮肤可增强经皮吸收。连续应用后，吸收的速度和程度都会增加，从而增加其生物利用度[F91]。

May be absorbed through intact skin. The absorption of topical salicylates is proportional to the surface area exposed, the duration of exposure, concentration and skin integrity. Absorption characteristics of salicylates vary with the dose, formulation, and route of administration. Percutaneous absorption is enhanced by exercise, heat, occlusion, or disruption of the integrity of the skin or application to large areas of skin. Both the rate and extent of absorption increases after continuous application, increasing its bioavailability [F91].

来源:DrugBank

安全信息

• WGK Germany：
  3

制备方法与用途

用途：光稳定剂。

反应信息

• 作为反应物：
  描述：

  甲基丙烯酸酐 、 menthyl salicylate 在 4-二甲氨基吡啶 作用下， 反应 24.0h， 以83%的产率得到menthyl salicylate methacrylate
  参考文献：
  名称：

  [EN] CURABLE COMPOSITION FOR USE IN A HIGH TEMPERATURE LITHOGRAPHY-BASED PHOTOPOLYMERIZATION PROCESS AND METHOD OF PRODUCING CROSSLINKED POLYMERS THEREFROM
  [FR] COMPOSITION DURCISSABLE DESTINÉE À ÊTRE UTILISÉE DANS UN PROCÉDÉ DE PHOTOPOLYMÉRISATION BASÉ SUR LA LITHOGRAPHIE À HAUTE TEMPÉRATURE ET PROCÉDÉ DE PRODUCTION DE POLYMÈRES RÉTICULÉS À PARTIR DE CELLE-CI

  摘要：

  本文提供了一种可治愈组合物，用于高温光刻聚合过程，一种使用所述可治愈组合物制备交联聚合物的方法，由此制备的交联聚合物，以及包括所述交联聚合物的正畸器具。

  公开号：

  WO2019213585A1
• 作为产物：
  描述：

  水杨酸 、 D-薄荷醇 在 硫酸 作用下， 以 甲苯 为溶剂， 以80.4 %的产率得到menthyl salicylate
  参考文献：
  名称：

  一种具有舒缓抗衰老功效的护肤组合物及其制备方法

  摘要：

  本发明提出了一种具有舒缓抗衰老功效的护肤组合物及其制备方法，属于化妆品技术领域。包括葡萄多酚组合物、人参皂苷CK、洋甘菊油提取物、活性组分、乳化剂、促透剂和水，质量比为3‑5:0.5‑1:5‑7:15‑20:0.2‑0.4:0.1‑0.2:30‑40。本发明制得的具有舒缓抗衰老功效的护肤组合物具有很好的修复、促进皮肤愈合、保湿、美白、增加皮肤弹性、抗氧化、抗衰老、抗炎、抗过敏、防辐射、抗菌、防冻伤、舒缓、促进皮肤微循环等作用，在促透剂的协助效果下，功效明显提高，能够协同起到多重功效，具有广阔的应用前景。

  公开号：

  CN117815154A

文献信息

• THIOL DYES
  申请人：Eliu Victor Paul

  公开号：US20090113639A1

  公开（公告）日：2009-05-07

  Disclosed are thiol dyes of formula (1), wherein R 1 is hydrogen; C 1 -C 12 alkyl; or phenyl-C 1 -C 4 alkyl; X is C 1 -C 12 alkylene; C 2 -C 12 alkenylene; C 5 -C 10 cycloalkylene; C 5 -C 10 arylene; or C 5 -C 10 arylene-C 1 -C 10 alkylene; Y is the residue of an organic dye which corresponds to the formula (1a), wherein R 2 is hydrogen; or C 1 -C 5 alkyl; R 3 is a radical of formula (1a 1 ): (1a 2 ); or (1a 3 ); or R 2 and R 3 together with the linking carbon atom 1 C form a 6 to 10 membered carbocyclic ring which may optionally be a condensated aromatic system and may contain one or more than one hetero atom; and R 4 , R 5 and R 6 independently form each other are hydrogen, or C 1 -C 5 alkyl; Z is H; or a thio ester group of formula (1b), wherein A is O; S; or N—R9; B is —OR7; —NR7R8, or —SR7; and A is O; S; or N—R 9 ; B is —OR 7 ; —NR 7 R 8 , or —SR 7 ; and R 7 , R 8 and R 9 , independently from each other are hydrogen; C 1 -C 12 alkyl C 6 -C 12 aryl; or C 6 -C 12 aryl-C 1 -C 12 alkyl. The compounds are useful for the dyeing of organic materials, such as keratin fibers, preferably human hair.

  揭示了式（1）的硫醇染料，其中R1为氢；C1-C12烷基；或苯基-C1-C4烷基；X为C1-C12亚烷基；C2-C12烯亚烷基；C5-C10环烷基；C5-C10芳基；或C5-C10芳基-C1-C10亚烷基；Y为与式（1a）对应的有机染料的残基，其中R2为氢；或C1-C5烷基；R3为式（1a1）的基团：（1a2）；或（1a3）；或R2和R3与连接碳原子1C形成6至10成员的碳环，该碳环可以选择性地是一个缩合芳香系统，并且可以含有一个或多个杂原子；以及R4，R5和R6独立地形成彼此为氢，或C1-C5烷基；Z为H；或式（1b）的硫酯基团，其中A为O；S；或N—R9；B为—OR7；—NR7R8，或—SR7；而A为O；S；或N—R9；B为—OR7；—NR7R8，或—SR7；且R7，R8和R9，彼此独立地为氢；C1-C12烷基；C6-C12芳基；或C6-C12芳基-C1-C12烷基。这些化合物适用于有机材料的染色，例如角蛋白纤维，最好是人类头发。
• Mixture of Sulfide Dyes
  申请人：Cremer Christian

  公开号：US20090100610A1

  公开（公告）日：2009-04-23

  Disclosed are mixtures of sulfide dyes and dyeing compositions comprising mixtures of sulfide dyes. The dye mixtures are useful for the dyeing of organic materials, such as keratin fibers, preferably human hair.

  揭示了含有硫化染料混合物和含有硫化染料混合物的染料组合物。这些染料混合物适用于有机材料的染色，例如角蛋白纤维，最好是人类头发。
• Xanthene Dyes
  申请人：Eliu Victor Paul

  公开号：US20090265866A1

  公开（公告）日：2009-10-29

  Disclosed are compounds of formula (1a), wherein R 1 is N + R 8 R 9 ; R 8 and/or R 9 independently from each other are hydrogen; C 1 -C 12 alkyl; or phenyl-C 1 -C 4 -alkyl; or R 8 and/or R 9 are a bivalent C 3 -C 6 alkylene radical which is linked to the carbon atoms C 1 or C 2 respectively and, together with the linking nitrogen atom form a 6 to 16-membered carbocyclic ring; R 2 is NR 10 R 11 ; or OR 10 ; R 10 and R 11 , independently from each other are hydrogen; C 1 -C 12 alkyl; or phenyl-C 1 -C 4 alkyl; or R 10 and/or R 11 are a bivalent C 3 -C 6 alkylene radical which is linked to the carbon atoms C 3 or C 4 respectively and, together with the linking nitrogen or oxygen atom form a 6 to 16-membered carbocyclic ring; or R 10 and R 11 together with the linking nitrogen atom form a 4 to 8 membered carbocyclic ring; R 3 , R 4 , R 5 , R 6 and R 7 independently form each other are hydrogen; C 1 -C 12 alkyl; halogen; NR 12 R 13 ; or a radical of formula (1a); R 12 and R 13 independently from each other are hydrogen; C 1 -C 12 alkyl; phenyl-C 1 -C 4 alkyl; or a radical of formula (1a 2 ); V is —O—; Or —NR 15 ; R 14 , R 15 R- 16 and R 17 independently from each other are hydrogen; or C 1 -C 5 alkyl; and Hal is a halogen atom; and wherein at least one of R 3 , R 4 , R 5 , R 6 and R 7 is hydrogen. The compounds are useful for dyeing of keratin-containing fibres with or without reducing agents.

  公开的是式（1a）的化合物，其中R1是N+R8R9；R8和/或R9分别是氢；C1-C12烷基；或苯基-C1-C4-烷基；或R8和/或R9是与碳原子C1或C2分别连接的双价C3-C6烷基基团，与连接的氮原子一起形成6到16成员的碳环；R2是NR10R11；或OR10；R10和R11，分别是氢；C1-C12烷基；或苯基-C1-C4烷基；或R10和/或R11是与碳原子C3或C4分别连接的双价C3-C6烷基基团，与连接的氮或氧原子一起形成6到16成员的碳环；或R10和R11与连接的氮原子一起形成4到8成员的碳环；R3、R4、R5、R6和R7分别是氢；C1-C12烷基；卤素；NR12R13；或式（1a）的基团；R12和R13分别是氢；C1-C12烷基；苯基-C1-C4烷基；或式（1a2）的基团；V是—O—；或—NR15；R14、R15、R-16和R17分别是氢；或C1-C5烷基；Hal是卤素原子；其中R3、R4、R5、R6和R7中至少有一个是氢。这些化合物可用于含角蛋白纤维的染色，可选择使用还原剂。
• MEROCYANINE DERIVATIVES
  申请人：BASF SE

  公开号：US20140150380A1

  公开（公告）日：2014-06-05

  Disclosed are compounds of formula (1) and (2) and/or E/E-, E/Z- or Z/Z geometrical isomer forms thereof; wherein R1-R5, R1-R11 and A are defined as in description. The compounds are used as UV absorbers for protecting household products from photolytic and oxidative degradation, as plastic additives, preferably for food and pharmaceutical packaging applications, for preventing photo-degradation of food by incorporation of the compounds of formula (1′) and/or (2′) into transparent food containers, for protection of UV-A sensitive drugs from photo-degradation by incorporation of UV absorber in transparent blister foils or transparent pharmacy containers, as additives for photographic and printing applications, as additives for electronic applications and protecting the ingredients in agriculture applications.

  揭示的是公式（1）和（2）的化合物和/或其E/E-、E/Z-或Z/Z几何异构体形式；其中R1-R5、R1-R11和A的定义如描述中所述。这些化合物被用作紫外线吸收剂，用于保护家用产品免受光解和氧化降解，作为塑料添加剂，优选用于食品和药品包装应用，通过将公式（1'）和/或（2'）的化合物并入透明食品容器中，防止食物的光降解，通过在透明泡罩箔或透明药品容器中并入紫外线吸收剂，保护UV-A敏感药物免受光降解，作为摄影和印刷应用的添加剂，作为电子应用的添加剂，并保护农业应用中的成分。
• COSMETIC AND/OR DERMATOLOGICAL COMPOSITION CONTAINING A MEROCYANINE DERIVATIVE COMPRISING SPECIFIC POLAR GROUPS CONSISTING OF HYDROXYL- AND ETHER-FUNCTIONALITIES
  申请人：Richard Herve

  公开号：US20140294743A1

  公开（公告）日：2014-10-02

  The present invention relates to a cosmetic and/or dermatological composition comprising in a physiologically acceptable medium at least one merocyanine derivative of formula (1) or (2) and/or its E,E-, E,Z- or Z,Z-geometrical isomer forms: comprising specific polar groups consisting of hydroxyl- and ether-functionalities. Another object of the present invention relates to a cosmetic process for controlling and/or improving the darkening of the skin under exposure to UV radiation and the homogeneity of the colour of the complexion which comprises the application onto the skin of a cosmetic composition as above defined. Another object of the present invention relates to a cosmetic process for protecting the keratinic materials and particularly the skin against photo-ageing which comprises the application onto the keratinic material of a cosmetic composition as above defined.

  本发明涉及一种化妆品和/或皮肤科学组合物，其在生理上可接受的介质中包含至少一种公式（1）或（2）的merocyanine衍生物及/或其E，E-，E，Z-或Z，Z-几何异构体形式：包括由羟基和醚功能团组成的特定极性基团。本发明的另一个目的涉及一种化妆过程，用于控制和/或改善皮肤在紫外线照射下的变黑和肤色均匀性，包括在皮肤上涂抹上述定义的化妆品组合物。本发明的另一个目的涉及一种化妆过程，用于保护角质素材料，特别是皮肤免受光老化的影响，包括在角质素材料上涂抹上述定义的化妆品组合物。

表征谱图