3-hydroxy-5-methyl-thiophene-2-carboxylic acid ethyl ester | 2158-87-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-hydroxy-5-methyl-thiophene-2-carboxylic acid ethyl ester
• 英文别名: 3-Hydroxy-5-methyl-thiophen-2-carbonsaeure-aethylester；ethyl 3-hydroxy-5-methylthiophene-2-carboxylate；3-Hydroxy-5-methyl-thiophen-carbonsaeure-(2)-ethylester
• CAS: 2158-87-4
• 化学式: C₈H₁₀O₃S
• 分子量: 186.232
• InChiKey: OXULGOQVCFFPQZ-UHFFFAOYSA-N

物化性质

• 沸点：
  71 °C(Press: 0.2 Torr)
• 密度：
  1.258±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,3-二[(2-乙氧基-2-氧代乙基)硫代]丁酸乙酯 在 氢氧化钾 作用下， 生成 3-hydroxy-5-methyl-thiophene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Chicxulub impactites: Geochemical clues to the precursor rocks

  摘要：

  Abstract— The 65 Ma Chicxulub impact structure, Mexico, with a diameter of ∼180 km is the focus of geoscientific research because of its link to the mass extinction event at the Cretaceous‐Tertiary (K/T) boundary. Chicxulub, now buried beneath thick post‐impact sediments, is probably one of the best‐preserved terrestrial impact structures known. Because of its inaccessibility, only limited samples on the impact lithologies from a few drill cores are available. We report major element and Sr‐, Nd‐, O‐, and C‐isotopic data for Chicxulub impact‐melt lithologies and basement clasts in impact breccias of drill cores C‐1 and Y‐6, and for melt particles in the Chicxulub ejecta horizon at the K/T boundary in Beloc, Haiti. The melt lithologies with SiO2 ranging from 58 to ∼63 wt% show significant variations in the content of Al, Ca, and the alkalies. In the melt matrix samples, δ13C of the calcite is about −3%o. The δ18O values for the siliceous melt matrices of Y‐6 samples range from 9.9 to 12.4%o. Melt lithologies and the black Haitian glass have rather uniform 87Sr/86Sr ratios (0.7079 to 0.7094); only one lithic fragment displays 87Sr/86Sr of 0.7141. The Sr model ages TSrUR for most lithologies range from 830 to 1833 Ma; unrealistic negative model ages point to an open Rb‐Sr system with loss of Rb in a hydrothermal process. The 143Nd/144Nd ratios for all samples, except one basement clast with 143Nd/144Nd of 0.5121, cluster at 0.5123 to 0.5124. In an ɛNd‐ɛSr diagram, impactites plot in a field delimited by ɛNd of −2 to −6, and ɛSr of 55 to 69. This field is not defined by the basement lithologies described to occur as lithic clasts in impact breccias and Cretaceous sediments. At least one additional intermediate to mafic precursor component is required to explain the data.

  DOI：

  10.1111/j.1945-5100.2000.tb01511.x

文献信息

• Organic compounds and their use as pharmaceuticals
  申请人：Lilly Industries Limited

  公开号：US04904686A1

  公开（公告）日：1990-02-27

  Compounds of the following formula have pharmacutical properties: ##STR1## in which R.sup.1 and R.sup.2 independently are hydrogen, halo, nitro, amino, C.sub.2-5 acylamino, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, C.sub.1-4 alkylsulphonyl, N-substituted heterocyclyl, optionally substituted phenyl, optionally substituted phenylthio, optionally substituted phenylsulphonyl or optionally substituted phenylsulphonamido, or R.sup.1 and R.sup.2 together form a C.sub.3-5 alkylene bridge, R.sup.3 is C.sub.1-4 alkyl or C.sub.2-4 alkenyl, and X is (i) --(CH.sub.2).sub.n N(R.sup.4).sub.2 where each R.sup.4 independently is C.sub.1-4 alkyl, C.sub.2-4 alkenyl or optionally substituted C.sub.6 H.sub.5 CH.sub.2 --, and n is 1, 2 or 3, or (ii) a 5- to 8-membered alicyclic group containing one or two nitrogen atoms and directly attached to the amido nitrogen or attached by a C.sub.1-3 alkylene chain; and salts thereof.

  以下公式化合物具有药理学性质：##STR1## 其中R.sup.1和R.sup.2独立地是氢、卤素、硝基、氨基、C.sub.2-5酰胺基、C.sub.1-4烷基、C.sub.1-4烷氧基、C.sub.1-4烷基硫基、C.sub.1-4烷基磺酰基、N-取代杂环烷基、可选择取代苯基、可选择取代苯硫基、可选择取代苯磺酰基或可选择取代苯磺酰胺基，或者R.sup.1和R.sup.2一起形成C.sub.3-5烷基桥，R.sup.3是C.sub.1-4烷基或C.sub.2-4烯基，X是(i) --(CH.sub.2).sub.nN(R.sup.4).sub.2，其中每个R.sup.4独立地是C.sub.1-4烷基、C.sub.2-4烯基或可选择取代的C.sub.6 H.sub.5 CH.sub.2--，n为1、2或3，或(ii) 一个含有一个或两个氮原子的5至8元环脂肪族基团，直接连接到酰胺氮原子或通过C.sub.1-3烷基链连接；及其盐。
• Thiophene-2-carboxamide derivatives and their pharmaceutical use
  申请人：LILLY S.A.

  公开号：EP0297697A1

  公开（公告）日：1989-01-04

  Compounds of the following formula have pharmaceutical properties: in which R¹ and R² independently are hydrogen, halo, nitro, amino, C₂₋₅ acylamino, C₁₋₄ alkyl, C₁₋₄ alkoxy, C₁₋₄ alkylthio, C₁₋₄ alkylsulphonyl, N-substituted heterocyclyl, optionally substituted phenyl, optionally substituted phenylthio, optionally substituted phenylsulphonyl or optionally substituted phenylsulphonamido, or R¹ and R² together form a C₃₋₅ alkylene bridge, R³ is C₁₋₄ alkyl or C₂₋₄ alkenyl, and X is (i) -(CH₂)nN(R⁴)₂ where each R⁴ independently is C₁₋₄ alkyl, C₂₋₄ alkenyl or optionally substituted C₆H₅CH₂-, and n is 1, 2 or 3, or (ii) a 5- to 8-membered alicyclic group containing one or two nitrogen atoms and directly attached to the amido nitrogen or attached by a C₁₋₃ alkylene chain; and salts thereof.

  下式化合物具有药物特性： 其中 R¹ 和 R² 独立地为氢、卤素、硝基、氨基、C₂₋₅酰氨基、C₁₋₄ 烷基、C₁₋₄ 烷氧基、C₁₋₄ 烷硫基、C₁₋₄ 烷磺酰基、N-取代杂环基、任选取代的苯基、任选取代的苯硫基、任选取代的苯磺酰基或任选取代的苯磺酰胺基，或 R¹ 和 R² 共同形成 C₃₋₅ 亚烷基桥、R³ 是 C₁₋₄ 烷基或 C₂₋₄ 烯基，且 X 是 (i) -(CH₂)nN(R⁴)₂ 其中每个 R⁴ 独立地是 C₁₋₄ 烷基、C₂₋₄ 烯基或任选取代的 C₆H₅CH₂-、且 n 为 1、2 或 3，或 (ii) 包含一个或两个氮原子并直接连接至氨基氮或通过 C₁₋₃ 亚烷基链连接的 5 至 8 元脂环基团；及其盐类。
• Larsson, Erik, Journal fur praktische Chemie (Leipzig 1954), 1980, vol. 322, # 3, p. 522 - 526
  作者：Larsson, Erik

  DOI：——

  日期：——
• Fiesselmann; Pfeiffer, Chemische Berichte, 1954, vol. 87, p. 848,855
  作者：Fiesselmann、Pfeiffer

  DOI：——

  日期：——
• LARSSON E., J. PRAKT. CHEM., 1980, 322, NO 3, 522-526
  作者：LARSSON E.

  DOI：——

  日期：——