22-甲氧基-22-氧代二十烷酸 | 7511-30-0

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 22-甲氧基-22-氧代二十烷酸
• 英文名称: 1,22-docosanedioic acid monomethyl ester
• 英文别名: Docosan-1,22-disaeuremonomethylester；1,20-eicosanedicarboxylic acid monomethyl ester；monomethyl 1,20-eicosanedicarboxylate；docosanedioic acid monomethyl ester；Docosandisaeure-monomethylester；22-Methoxy-22-oxodocosanoic acid
• CAS: 7511-30-0
• 化学式: C₂₃H₄₄O₄
• 分子量: 384.6
• InChiKey: VLADQLCDUQNNNZ-UHFFFAOYSA-N

物化性质

• 熔点：
  82.5-84 °C
• 沸点：
  491.3±18.0 °C(Predicted)
• 密度：
  0.946±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  27
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  22-甲氧基-22-氧代二十烷酸 在 氢氧化钾 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 (2-R,S)-2-amino-7-aza-8-oxo-nonacosane-1,29-dicarboxylic acid
  参考文献：
  名称：

  Self-Assembly of Bolaamphiphiles Forming Alternating Layer Arrangements with Lead and Copper Divalent Ions

  摘要：

  Five bifunctional alpha -amino acid-epsilon -carboxy bolaamphiphiles [(2-RS, or RS)-(HOOC)-(CH2)(m)-CONH-(CH2)(n)-CH(COOH)(NH2) m=20,22, n=3,4 labeled (l), (d,l)-C(22)Orn (l), (d), (d,l)-C(22)Lys, (d,l)-C(24)Lys respectively] were synthesized. These molecules were deposited on different aqueous subphases, and studied by means of grazing incidence X-ray diffraction (GIXD). On deionized water, the bolaamphiphiles (dl)-C(22)Lys yield a mixture of crystallites: both a monolayer, in which the chains are tilted from the normal, and a multilayer in which the molecules lie parallel to the water. On the other hand, when deposited on mono- or bi-metal ionic subphases, they self-assemble into crystalline multilayer films in which the molecules lie parallel to the aqueous solution surface, linked head-to-head and tail-to-tail in the form of extended chains. The latter are juxtaposed such that the metal ions form sheets separated by the organic molecules, aligned perpendicular to the plane of the aqueous solution. Deposition of either the enantiomerically pure or racemic bifunctional bolaamphiphiles on an aqueous solution of mixed Cu(Acetate)(2) and Pb(Acetate)(2), yields self-assembled crystalline films composed of the two different metal cations, arranged in alternating sheets, separated by the organic spacer. Both GIXD and X-ray-photoelectric-spectroscopy (XPS) studies (after deposition on solid support) demonstrate that the structures of these films differ form the ones formed on either pure Pb(Ac)(2) or on Cu(AC)(2) solutions, thus excluding the simultaneous formation of the two monometallic crystalline phases.

  DOI：

  10.1021/jp0116508
• 作为产物：
  描述：

  10-氯-10-氧代癸酸甲酯 在 1,4-二氧六环 、 甲醇 、 barium dihydroxide 、 乙醚 、 sodium sulfate 、 铂 、 zinc(II) chloride 、 苯 作用下， 生成 22-甲氧基-22-氧代二十烷酸
  参考文献：
  名称：

  Hnevsova et al., Collection of Czechoslovak Chemical Communications, 1956, vol. 21, p. 1459,1465

  摘要：

  DOI：

文献信息

• Synthesis of quinones having carboxy- and hydroxy-alkyl side chains, and their effects on rat-liver lysosomal membrane.
  作者：KAYOKO OKAMOTO、MASAZUMI WATANABE、MITSURU KAWADA、GIICHI GOTO、YASUKO ASHIDA、KATSUAKI ODA、AKIKO YAJIMA、ISUKE IMADA、HIROSHI MORIMOTO

  DOI：10.1248/cpb.30.2797

  日期：——

  In order to study the structure activity relationship of metabolites of ubiquinone, α-tocopherol and phylloquinone (Ia, b, c, IIa, b, c), 3-carboxy-2-butenyl (IIIa, b, c), 6-hydroxy-3-methyl-2-hexenyl (IVa, b, c), 4-hydroxy-3-methylbutyl (Va, b), 4-hydroxy-3-methyl-2-butenyl (VIb, c), ω-carboxyalkyl (VIIa, b, c), and ω-hydroxyalkyl (VIIIa, b) side chains were introduced into the 6-position of 2, 3-dimethoxy-5-methyl-1, 4-benzoquinone and 2, 3, 5-trimethyl-1, 4-benzoquinone, as well as the 3-position of 2-methyl-1, 4-naphthoquinone. The effects of these quinones on the membrane stability of rat-liver lysosomes and on the activity of bovine heart phosphodiesterase were investigated. A good correlation was observed between these activities of the benzoquinone derivatives (VIIa, b).

  为了研究辅酶Q、α-生育酚和叶绿醌（Ia, b, c, IIa, b, c）的代谢产物结构活性关系，将3-羧基-2-丁烯基（IIIa, b, c）、6-羟基-3-甲基-2-己烯基（IVa, b, c）、4-羟基-3-甲基丁基（Va, b）、4-羟基-3-甲基-2-丁烯基（VIb, c）、ω-羧基烷基（VIIa, b, c）和ω-羟基烷基（VIIIa, b）侧链引入到2, 3-二甲氧基-5-甲基-1, 4-苯醌和2, 3, 5-三甲基-1, 4-苯醌的6-位以及2-甲基-1, 4-萘醌的3-位。研究了这些醌类化合物对大鼠肝脏溶酶体膜稳定性和牛心磷酸二酯酶活性的影响。苯醌衍生物（VIIa, b）的这些活性之间观察到了良好的相关性。
• Method for therapy of ischemic disease
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04436753A1

  公开（公告）日：1984-03-13

  A mammal suffering from ischemic disease such as cerebral apoplexy, cardiac insufficiency, renal insufficiency due to vascular changes, etc. is remedied by administering to said mammal an effective amount of a compound of the formula: ##STR1## wherein n is an integer of from 4 to 22.

  患有缺血性疾病，如脑卒中、心脏功能不全、由于血管变化导致的肾功能不全等的哺乳动物，通过向该哺乳动物投予一定量的以下化合物来治疗：##STR1## 其中n为4至22的整数。
• Quinone carboxylic acids and ester derivatives
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04495104A1

  公开（公告）日：1985-01-22

  A compound of the general formula ##STR1## wherein n is an integer of 10 to 21, inclusive; R is H or lower alkyl having 1 to 4 carbon atoms has pharmaceutical activities such as hypotensive, tissue metabolism stimulating, immuno-regulatory, lysosomal membrane stabilizing and SRS-A production inhibitory activities and is useful as a heart failure remedy, cerebral circulation disturbance remedy, immuno-regulator, and antiallergic drug.

  具有一般化学式##STR1##的化合物，其中n是10到21之间的整数；R是H或具有1到4个碳原子的低烷基，具有药理活性，例如降压、组织代谢刺激、免疫调节、溶酶体膜稳定和SRS-A产生抑制活性，并且可用作心力衰竭疗法、脑循环障碍疗法、免疫调节剂和抗过敏药物。
• Molecular Healing of Polymeric Materials, Coatings, Plastics, Elastomers, Composites, Laminates, Adhesives, and Sealants by Active Enzymes
  申请人：McDaniel C. Steven

  公开号：US20100210745A1

  公开（公告）日：2010-08-19

  Disclosed herein are polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a textile finish or a wax; a filler for such a polymeric material or a surface treatment that includes an enzyme such as an esterase (e.g., a lipolytic enzyme, a sulfuric ester hydrolase, an organophosphorus compound degradation enzyme), an enzyme (e.g., a lysozyme, a lytic transglycosylase) that degrades a cell wall and/or a cell membrane component, a biocidal or biostatic peotide, and/or a peptidase. Also disclosed herein are methods of altering a material's property such as service life, flexability, or rigidity, by incorporation of an enzyme into a material capable of being chemically crosslinked by the activity of a lipolytic enzyme, a hydrolase, and/or a urease.

  本文公开了一些聚合材料，如涂层、塑料、层压板、复合材料、弹性体、粘合剂或密封剂；一种表面处理，如纺织品涂层或蜡；一种填料，用于这样的聚合材料或表面处理，其中包括一种酶，如酯酶（例如，脂肪水解酶，硫酸酯水解酶，有机磷化合物降解酶），降解细胞壁和/或细胞膜成分的酶（例如，溶菌酶，裂解转糖基酶），生物杀菌或生物静态肽，以及/或肽酶。本文还公开了通过将酶纳入可通过脂肪水解酶、水解酶和/或脲酶的活性交联材料中来改变材料性能，如使用寿命、柔韧性或刚度的方法。
• Anti-fouling Paints and Coatings
  申请人：Reactive Surfaces LTD

  公开号：US20150191607A1

  公开（公告）日：2015-07-09

  Disclosed herein are polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a textile finish or a wax; a filler for such a polymeric material or a surface treatment that includes an enzyme such as an esterase (e.g., a lipolytic enzyme, a sulfuric ester hydrolase, an organophosphorus compound degradation enzyme), an enzyme (e.g., a lysozyme, a lytic transglycosylase) that degrades a cell wall and/or a cell membrane component, a biocidal or biostatic peptide, and/or a peptidase. Also disclosed herein are methods of altering a material's property such as service life, flexability, or rigidity, by incorporation of an enzyme into a material capable of being chemically crosslinked by the activity of a lipolytic enzyme, a hydrolase, and/or a urease.

  本文披露了聚合材料，例如涂层、塑料、层压材料、复合材料、弹性体、粘合剂或密封剂；表面处理，例如纺织品整理或蜡；填充剂，用于这种聚合材料或表面处理，包括酯酶（例如脂肪水解酶、硫酸酯水解酶、有机磷化合物降解酶）的酶，降解细胞壁和/或细胞膜成分的酶（例如溶菌酶、裂解转葡糖苷酶），生物杀菌或生物稳定肽，和/或肽酶。本文还披露了通过将酶并入能够通过脂肪水解酶、水解酶和/或脲酶的活性进行化学交联的材料中，改变材料性能（例如使用寿命、柔韧性或刚度）的方法。