5-n-decanoylsalicylic acid | 78418-02-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-n-decanoylsalicylic acid
• 英文别名: 5-Decanoyl-2-hydroxybenzoic acid
• CAS: 78418-02-7
• 化学式: C₁₇H₂₄O₄
• 分子量: 292.375
• InChiKey: VHDBCRXSHLVFGR-UHFFFAOYSA-N

物化性质

• 熔点：
  118-119 °C
• 沸点：
  475.4±35.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-n-decanoylsalicylic acid 在 盐酸 氢气 、 汞 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 methyl 5-decyl-2-(1,4,7,10-tetraoxacyclododec-2-ylmethoxy)benzoate
  参考文献：
  名称：

  Novel Liphophilic crown car☐ylic acids

  摘要：

  DOI：

  10.1016/s0040-4039(00)88059-4
• 作为产物：
  描述：

  水杨酸甲酯 在 盐酸 、 二硫化碳 、 sodium hydroxide 、 三氯化铝 作用下， 反应 28.5h， 生成 5-n-decanoylsalicylic acid
  参考文献：
  名称：

  Czech, Bronislaw P.; Czech, Anna; Son, Byungki, Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 465 - 471

  摘要：

  DOI：

文献信息

• Novel salicylanilides and microbiocidal compositions and uses thereof
  申请人：The Research Foundation of State University of New York

  公开号：US04287191A1

  公开（公告）日：1981-09-01

  The composition comprises certain 5-acylsalicylanilides and more particularly comprises the compounds encompassed by the following generic formula: ##STR1## Where Z is a substituted phenyl ring of from 6 to 30 carbon atoms including substituents, R is a substituted or unsubstituted alkyl or phenyl group of from 2 to 30 carbon atoms including substituents and M is a radical selected from the group consisting of --C.dbd.N,--F,--NO.sub.2,--H, lower alkyl or lower haloalkyl. The preferred compositions of the invention have a partition coefficient greater than 4 and the substituted moieties in the phenyl ring of the Z group have a combined overall electron withdrawing effect on the phenyl ring of the Z group. The method of the invention comprises contacting the microorganism with a sufficient concentration of the above composition for a sufficient time to inhibit the growth of the microorganism. The above compositions are effective antiseptics against a wide range of microorganisms, especially bacteria, and the compositions surprisingly are especially effective against microorganisms prevalent in dental plaque.

  该组合物包括某些5-酰基水杨酰苯胺，并且更特别地包括以下通用公式所包含的化合物：##STR1## 其中Z是一个含有取代基的苯环，碳原子数为6至30，包括取代基；R是一个含有取代基或未取代基的烷基或苯基，碳原子数为2至30，包括取代基；M是从--C.dbd.N,--F,--NO.sub.2,--H,低烷基或低卤代烷基组成的基团。本发明的优选组合物具有大于4的分配系数，并且Z组的苯环中的取代基在Z组的苯环上具有综合的电子吸引效应。本发明的方法包括将微生物与上述组合物的足够浓度接触足够时间以抑制微生物的生长。上述组合物对各种微生物，特别是细菌，具有有效的杀菌作用，并且这些组合物出人意料地对牙菌斑中常见的微生物尤为有效。
• Synthesis and Biological Evaluation of the Salicylamide and Salicylic Acid Derivatives as Anti-Estrogen Agents
  作者：Yasemin Dundar、Yasemin Ozatik、Orhan Ozatik、Volkan Ergin、Tijen Onkol、Adnan Menevse、Kevser Erol、M. Fethi Sahin

  DOI：10.2174/1573406411208030481

  日期：2012.5.1

  Alkylphenols have xenoestrogenic activity, which mimic the action of physiological estrogens and these mimicking activities are mainly mediated by nongenomic pathway. Nongenomic pathway plays a pivotal role in breast, endometrial and ovarian cancers’ growth and development. In this study, various alkylphenol derivatives were prepared and screened for their anti-uterotrophic and uterotrophic activity. Among these compounds, 2-hydroxy-5-nonanoylbenzamide (compound 1b) showed 93.99% inhibitory activity in the anti-uterotrophic test performed, and was found inactive in the uterotrophic activity test. Moreover, all test compounds were examined for the effect on uterine histopathological changes, and plasma 17β-estradiol (E2) level. Compound 1b was also tested for in vitro anti-cancer activity against ER+, human breast cancer cell line MCF-7, and it reduced cell viability to 74.01% at 50 nM concentration.

  烷基酚具有类雌激素活性，可模仿生理雌激素的作用，这些模仿活动主要由非基因组途径介导。非基因组途径在乳腺癌、子宫内膜癌和卵巢癌的生长和发展中起着关键作用。在本研究中，合成并筛选了各种烷基酚衍生物的抗子宫肥大和子宫肥大活性。在这些化合物中，2-羟基-5-壬酰胺基苯甲酰胺（化合物1b）在抗子宫肥大测试中显示出93.99%的抑制活性，并且在子宫肥大活性测试中未表现出活性。此外，所有测试化合物均经过了对子宫组织病理学变化及血浆17β-雌二醇（E2）水平的影响的检查。化合物1b还被测试其对ER+人乳腺癌细胞系MCF-7的体外抗癌活性，结果显示其在50 nM浓度下将细胞活力降低到74.01%。
• Photostable cosmetic compositions comprising dibenzoylmethane/pyrrolidinone compounds
  申请人：RICHARD Herve

  公开号：US20090285868A1

  公开（公告）日：2009-11-19

  Photostable UV-photoprotecting cosmetic sunscreen compositions contain (a) an effective UV-photoprotecting amount of at least one dibenzoylmethane compound sunscreen, (b) an effective radiation-photostablizing amount of at least one pyrrolidinone compound having the formula (I) below: and, advantageously, at least one liquid fatty phase and at least one lipophilic active sunscreen agent of low solubility, formulated into (c) a cosmetically acceptable support therefor.

  Photostable UV-防晒化妆品防晒组合物包含(a) 至少一种二苯甲酮类化合物防晒剂的有效UV-防晒量，(b) 至少一种具有以下公式(I)的吡咯烷酮化合物的有效辐射光稳定量：而且，有利的是，至少一种液态脂相和至少一种低溶解度的亲脂性活性防晒剂，配制成(c) 用于美容的可接受支持。
• Lipophilic quaternary ammonium salicylates, their use in cosmetics and
  申请人：L'Oreal

  公开号：US05001156A1

  公开（公告）日：1991-03-19

  Lipophilic quaternary ammonium salicylate, characterized in that it corresponds to the formula: ##STR1## in which: (i) R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which may be identical or different, denote an alkyl or alkylcycloalkyl radical, optionally substituted or interrupted; (ii) R.sub.3 and/or R.sub.4 denote(s) a group: R.sub.8 [OC.sub.2 H.sub.3 R.sub.7 ].sub.n [OCH.sub.2 CHOH--CH.sub.2 ].sub.p in which 0.ltoreq.n.ltoreq.4 and p denotes 0 or 1; R.sub.8 denotes H or an alkyl, alkenyl, alkylcycloalkyl or alkylaryl radical; (iii) R.sub.4 denotes an alkylphenyl radical; (iv), (v) R.sub.1 and R.sub.2 can form a saturated or unsaturated aromatic or non-aromatic heterocycle; (vi) R.sub.1, R.sub.2 and R.sub.3 form polycyclic derivatives with the nitrogen atoms; R.sub.5 denotes a group corresponding to the formula: ##STR2## in which n is an integer varying between 0 and 10.

  脂溶性季铵水杨酸盐，其特征在于其符合以下化学式：##STR1##其中：（i）R.sub.1、R.sub.2、R.sub.3和R.sub.4，可以相同也可以不同，表示烷基或烷基环烷基基团，可选择地被取代或中断；（ii）R.sub.3和/或R.sub.4表示一个基团：R.sub.8 [OC.sub.2 H.sub.3 R.sub.7 ].sub.n [OCH.sub.2 CHOH--CH.sub.2 ].sub.p，其中0≤n≤4，p表示0或1；R.sub.8表示H或烷基、烯基、烷基环烷基或烷基芳基基团；（iii）R.sub.4表示烷基苯基基团；（iv）、（v）R.sub.1和R.sub.2可以形成饱和或不饱和的芳香或非芳香杂环；（vi）R.sub.1、R.sub.2和R.sub.3与氮原子形成多环衍生物；R.sub.5表示符合以下化学式的一个基团：##STR2##其中n是一个在0到10之间变化的整数。
• Chemical enhancer and method
  申请人：L'OREAL S.A.

  公开号：US20040162272A1

  公开（公告）日：2004-08-19

  The present invention relates to compositions containing at least one salicylic acid derivative and at least one cosmetic, dermatologic, pharmaceutical, etc. active agent, where the salicylic acid derivative increases, enhances, etc., the efficacy of the active agent, as well as to methods of making and using such compositions. The invention further relates to a method for enhancing the efficacy of active agents with these salicylic acid derivatives.

  本发明涉及含有至少一种水杨酸衍生物和至少一种化妆品、皮肤科、药物等活性剂的组合物，其中水杨酸衍生物增强、增强等活性剂的功效，以及制备和使用这种组合物的方法。本发明还涉及一种利用这些水杨酸衍生物增强活性剂功效的方法。