1,1-dichloronaphtalene-2(1H)-one | 26693-47-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,1-dichloronaphtalene-2(1H)-one
• 英文别名: 1,1-dichloro-1,2-dihydronaphthalen-2-one；1,1-dichloronaphthalen-2(1H)-one；1,1-dichloro-2-naphthalenone；1,1-dichloronaphth-2-one；1,1-dichloro-1H-naphthalen-2-one；1,1-Dichlor-1H-naphthalin-2-on；2(1H)-naphthalenone, 1,1-dichloro-；1,1-dichloronaphthalen-2-one
• CAS: 26693-47-0
• 化学式: C₁₀H₆Cl₂O
• 分子量: 213.063
• InChiKey: WQEILXDPYZVTLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,1-dichloronaphtalene-2(1H)-one 在 sodium hydrogensulfite 作用下， 生成 1-氯-2-萘酚
  参考文献：
  名称：

  Brittain, Judith M.; Calvert, David J.; Mare, Peter B. D. de la, Journal of the Chemical Society. Perkin transactions II, 1983, p. 247 - 254

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基-1-萘甲酸 在 1,3-二氯-5,5-二甲基海因 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 作用下， 以 甲苯 为溶剂， 反应 0.17h， 以100%的产率得到1,1-dichloronaphtalene-2(1H)-one
  参考文献：
  名称：

  萘酚的有机催化不对称氯化脱芳香化†

  摘要：

  首次实现了萘酚的有机催化不对称氯化脱芳香化，以优异的收率和对映选择性（高达97％的收率和96％的ee）为手性萘烯酮提供了一个含Cl的全取代立体中心。该反应具有温和的反应条件，对各种官能团的良好耐受性和简单的反应操作。

  DOI：

  10.1039/c5sc00494b

文献信息

• Relaxation by urocortin of human saphenous veins
  作者：Elena Sanz、Luis Monge、Nuria Fernández、María Angeles Martínez、Juan B. Martínez-León、Godofredo Diéguez、Angel Luis García-Villalón

  DOI：10.1038/sj.bjp.0704670

  日期：2002.5

  Urocortin, an endogenous peptide structurally related to corticotropin‐releasing factor (CRF), has potent cardiovascular effects, suggesting that it may be of significance in cardiovascular regulation. The objective of this study was to analyse the effects of urocortin and its action mechanisms on human blood vessels. To this, 3 mm long segments from human saphenous veins were prepared for isometric tension recording in an organ bath. In the segments at basal resting tone, urocortin did not produce any effect, but in the segments precontracted with endothelin‐1 (1 – 10 nM), urocortin (1 pM – 10 nM) produced concentration‐dependent relaxation. This relaxation was not modified by the inhibitor of nitric oxide synthase NG‐nitro‐L‐arginine methyl ester (L‐NAME, 100 μM), but it was potentiated by the cyclo‐oxygenase inhibitor meclofenamate (10 μM) and it was reduced by the inhibitors of high‐conductance Ca2+‐dependent potassium channels tetraethylammonium (TEA, 10 mM) and charybdotoxin (100 nM). These results indicate that human saphenous veins are very sensitive to urocortin, which produces vascular relaxation by a mechanism independent of nitric oxide and dependent of high‐conductance Ca2+‐dependent potassium channels, and that it may be opposed by the release of vasoconstrictor prostanoids. Therefore, urocortin may be of significance for regulation of the venous circulation in humans. British Journal of Pharmacology (2002) 136, 90–94; doi:10.1038/sj.bjp.0704670

  尿皮质素（Urocortin），是一种与促肾上腺皮质激素释放因子（CRF）结构相关的内源性肽类物质，具有显著的心血管效应，提示其可能在心血管调节中具有重要意义。本研究旨在分析尿皮质素对人血管的作用及其作用机制。为此，从人股静脉中取3 mm长的血管段，准备在器官浴中进行等张张力记录。在基线静息状态下，尿皮质素未产生任何效果，但在预先用内皮素-1（1 – 10 nM）收缩的血管段中，尿皮质素（1 pM – 10 nM）产生了浓度依赖性的舒张作用。这种舒张作用不受一氧化氮合酶抑制剂NG‐硝基‐L‐精氨酸甲酯（L‐NAME，100 μM）的影响，但在环氧化酶抑制剂甲芬酸（10 μM）存在下被增强，并在高导电性Ca2+依赖性钾通道抑制剂四乙基铵（TEA，10 mM）和Charybdotoxin（100 nM）存在下被抑制。这些结果表明，人股静脉对尿皮质素非常敏感，尿皮质素通过一种与一氧化氮无关、但依赖于高导电性Ca2+依赖性钾通道的机制诱导血管舒张，同时可能被释放的缩血管型前列腺素所抵消。因此，尿皮质素可能在人类静脉循环调节中具有重要意义。British Journal of Pharmacology（2002）136，90–94；doi:10.1038/sj.bjp.0704670
• Photochromic compositions, photochromic compounds (co)polymer matrices
  申请人：Corning S.A.

  公开号：US06291561B1

  公开（公告）日：2001-09-18

  The object of the present invention is a photochromic composition incorporating: +2-(p-dimethylaminophenyl)2-(p-methoxyphenyl)-5-methyl-7,9-dimethoxy-[2H]-naphtho[1,2-b]pyran (compound (I)), and +3-(p-methoxyphenyl)-3-phenyl-6-morpholino-3H-naphtho-[2,1-b]pyran (compound (II)). The invention also relates to said compounds (I) and (II) per se, (co)polymer matrices containing same, advantageously in a mixture, as well as finished products constituted wholly or in part of such matrices and/or containing one and/or the other of said compounds (I) and (II).

  本发明的目的是提供一种光致变色组合物，包含：+2-（对二甲基氨基苯基）2-（对甲氧基苯基）-5-甲基-7,9-二甲氧基-[2H]-萘[1,2-b]吡喃（化合物（I）），以及+3-（对甲氧基苯基）-3-苯基-6-吗啡啉基-3H-萘[2,1-b]吡喃（化合物（II））。本发明还涉及化合物（I）和（II）本身，（共）聚合物基质，优选地为混合物，以及完全或部分由这些基质构成和/或含有化合物（I）和/或（II）中的一种或另一种的成品。
• Chromene compound
  申请人：TOKUYAMA CORPORATION

  公开号：EP0875509A1

  公开（公告）日：1998-11-04

  The present invention relates to a novel chromene compound having favorable photochromic properties, developing a color of a high density, exhibiting a small degree of initial color and permitting the color to quickly fade. The novel chromene compound has an amino group that may be substituted for a sixth position of a naphthopiran ring, has electron-donating groups at para-positions of the two phenyl groups bonded to the third position, and has at least one or more electron-attracting groups at meta-positions of the phenyl groups, and is represented, for example, by the following formula,

  本发明涉及一种新型色烯化合物，该化合物具有良好的光致变色性能，显色密度高，初期显色程度小，可快速褪色。这种新型色烯化合物具有一个可被取代萘环第六位的氨基，在与第三位结合的两个苯基的对位上具有电子奉献基团，并在苯基的元位上具有至少一个或多个电子吸引基团，例如由下式表示、
• Fries; Schimmelschmidt, Justus Liebigs Annalen der Chemie, 1930, vol. 484, p. 245,271
  作者：Fries、Schimmelschmidt

  DOI：——

  日期：——
• Ring-hydroxylated propranolol: synthesis and .beta.-receptor antagonist and vasodilating activities of the seven isomers
  作者：J. E. Oatis、M. P. Russell、D. R. Knapp、T. Walle

  DOI：10.1021/jm00135a014

  日期：1981.3

  Propranolol (Inderal; 1) is extensively metabolized in man. Metabolites of interest pharmacologically include ring-hydroxylated propranolols (1a-g). In order to identify these ring-oxidized products and to study the effect of hydroxyl position on biological activity, we have synthesized all seven isomers. With the exception of 1b and 1g, the desired compounds were prepared by alkylation of the respective methoxy-1-naphthols with epichlorohydrin and reaction of the resulting epoxide with isopropylamine. Cleavage og the methyl group in fused pyridine hydrochloride afforded 1a,c-f. 1g was prepared by the direct alkylation of 1,8-naphthalenediol (17) with epichlorohydrin, followed by reaction with isopropylamine. 1b was synthesized by treating 2-naphthol (9) with chlorine gas and then treating the resulting 1,1-dichloronaphthalen-2(1H)-one (10) with sodium allyl oxide. Acetylation of the hydroxy function and epoxidatrion of the allyl group, followed by relation with isopropylamine, gave 3'-hydroxy-4'-chloropropranolol (15). Dechlorination gave 1b. All of the racemic hydroxylated propranolols produced beta blockade and direct vasodilation in anesthetized dogs. The potency is strongly dependent upon the position of the hydroxyl group, i.e., 1e is 4 times as potent as 1 as a beta receptor antagonist, whereas 1a, 1b, and 1g are all significantly less potent than 1. For direct vasodilation, 1a and 1g are equipotent to 1, while 1b-f are much less potent. The potencies of the compounds were also compared with their 1-octanol/pH 7.4 buffer distribution coefficients; the direct vasodilating potency was found to increase with increasing lipophilicity, while the beta-adrenergic antagonist potency decreased.