(9ci)-1H-茚-3-羰酰氯 | 351422-92-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 中文名称: (9ci)-1H-茚-3-羰酰氯
• 英文名称: 3H-indene-1-carbonyl chloride
• 英文别名: indene-3-carbonyl chloride；Inden-3-carbonylchlorid；1H-Indene-3-carbonyl chloride
• CAS: 351422-92-9
• 化学式: C₁₀H₇ClO
• 分子量: 178.618
• InChiKey: KTHQWCHOOYLPPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  1
• 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

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  (9ci)-1H-茚-3-羰酰氯 在 氢氧化钾 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 2-(dimethylamino)ethyl (3E)-3-(pyridin-2-ylmethylidene)indene-1-carboxylate
  参考文献：
  名称：

  Design and pharmacology of quinuclidine derivatives as M2-selective muscarinic receptor ligands

  摘要：

  In our search for M-2-selective muscarinic receptor antagonists, we synthesized 1,3-disubstituted indenes. The effects of different basic moieties with regard to binding and selectivity towards the five distinct muscarinic receptor subtypes were investigated. The results show that the quinuclidine series afforded the most promising compounds in terms of both receptor affinity and M-2-subtype selectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00186-x
• 作为产物：
  描述：

  1H-茚-3-羧酸 在 氯化亚砜 作用下， 反应 1.0h， 生成 (9ci)-1H-茚-3-羰酰氯
  参考文献：
  名称：

  1-氟茚满-1-甲酸（FICA）的合成及其作为手性衍生剂的性质

  摘要：

  为了开发出一种优于α-甲氧基-α-的高效手性衍生剂（CDA），设计并合成了1-氟罗丹丹-1-羧酸（FICA）（1）作为其甲酯（FICA Me酯）（4）。 （三氟甲基）苯乙酸（MTPA）的能力。通过用（二乙基氨基）三氟化硫（DAST）氟化1-羟基茚满-1-羧酸甲酯（3）来制备FICA Me酯（4），并通过酯交换反应将其衍生为外消旋仲醇的酯。将所得的Δ δ ˚F值在FICA（2-丁基酯的情况下大图5a），而在相应的MTPA酯（的情况下不可检测的图6a）。Δ的大小δ ħ值是相似的MTPA酯。分离了FICA（5i）的（R）-（-）-8-苯基薄荷基酯的非对映异构体，并通过1 H NMR分析表明，改进的Mosher方法的概念已成功应用于5i。

  DOI：

  10.1016/j.jfluchem.2006.02.008

文献信息

• Short children with familial short stature show enhancement of somatotroph secretion but normal IGF-I levels
  作者：S. Bellone、G. Corneli、J. Bellone、C. Baffoni、S. Rovere、C. de Sanctis、G. Bona、E. Ghigo、G. Aimaretti

  DOI：10.1007/bf03344032

  日期：2002.5

  The aim of the present study was to evaluate the GH status in children with familial, idiopathic short stature (FSS). To this goal we evaluated the GH response to GHRH (1 mug/kg iv) + arginine (ARG) (0.5 g/kg iv) test which is one of the most potent and reproducible provocative tests of somatotroph secretion, in 67 children with FSS [50 boys and 17 girls, age 10.8+/-0.4 yr, pubertal stages I-III, height between -3.6 and -1.6 standard deviation score (SDS), target height <10'degrees centile, normality Of both spontaneous and stimulated GH secretion as well as of IGF-I levels]. The results in FSS were compared with those in groups of children of normal height (NHC) (42 NHC, 35 boys and 7 girls, age 12.0 +/- 0.5 yr, pubertal stages I-III, height between -1.3 and 1.4 SDS, height velocity standard deviation score (HVSDS)>25degrees centile, GH peak >20 mug/l after GHRH+ARG test, mean GH concentration [mGHc]>3 mug/l) and children with organic GH deficiency (GHD) (38 GHD, 29 boys and 9 girls, age 11.2+/-3.7 yr, pubertal stages I-III, height between -5.7 and -1.3 SDS, GH peak <20 mu g/l after GHRH +ARG test, mGHc <3 mg/l). Basal IGF-I levels and mGHc were also evaluated in each group over 8 nocturnal hours. IGF-I levels in FSS (209.2+/-15.6 mug/l) were similar to those in NHC (237.2+/-17.2 mug/l) and both were higher (p<0.0001) than those in GHD (72.0 +/- 4.0 mu g/l). The GH response to GHRH +ARG test in FSS (peak: 66.4 +/- 5.6 mu g/l) was very marked and higher (p<0.01) than that in NHC (53.3+/-4.5 mug/l) which, in turn, was higher (p<0.01) than in GHD (8.2 +/- 0.8 mu g/l). Similarly, the mGHc in FSS was higher than in NHC (6.7 +/- 0.5 mu g/l vs 5.1 +/- 0.7 mu g/l, p<0.05) which, in turn, was higher than in GHD (1.5+/-0.2 mug/l, p<0.0001). In conclusion, our present study demonstrates that short children with FSS show enhancement of both basal and stimulated GH secretion but normal IGF-I levels. These findings suggest that increased somatotroph function would be devoted to maintain normal IGF-I levels thus reflecting a slight impairment of peripheral GH sensitivity in FSS.
• Synthesis of 1-fluoroindan-1-carboxylic acid (FICA) and its properties as a chiral derivatizing agent
  作者：Tamiko Takahashi、Hiroaki Kameda、Tomoyo Kamei、Miyuki Ishizaki

  DOI：10.1016/j.jfluchem.2006.02.008

  日期：2006.6

  1-Fluoroindan-1-carboxylic acid (FICA) (1) was designed and synthesized as its methyl ester (FICA Me ester) (4) in order to develop an efficient chiral derivatizing agent (CDA) which excels α-methoxy-α-(trifluoromethyl)phenylacetic acid (MTPA) in capability. FICA Me ester (4) was prepared by fluorination of methyl 1-hydroxyindan-1-carboxylate (3) with (diethylamino)sulfur trifluoride (DAST) and derived to the

  为了开发出一种优于α-甲氧基-α-的高效手性衍生剂（CDA），设计并合成了1-氟罗丹丹-1-羧酸（FICA）（1）作为其甲酯（FICA Me酯）（4）。 （三氟甲基）苯乙酸（MTPA）的能力。通过用（二乙基氨基）三氟化硫（DAST）氟化1-羟基茚满-1-羧酸甲酯（3）来制备FICA Me酯（4），并通过酯交换反应将其衍生为外消旋仲醇的酯。将所得的Δ δ ˚F值在FICA（2-丁基酯的情况下大图5a），而在相应的MTPA酯（的情况下不可检测的图6a）。Δ的大小δ ħ值是相似的MTPA酯。分离了FICA（5i）的（R）-（-）-8-苯基薄荷基酯的非对映异构体，并通过1 H NMR分析表明，改进的Mosher方法的概念已成功应用于5i。
• Design and pharmacology of quinuclidine derivatives as M2-selective muscarinic receptor ligands
  作者：Thomas M Böhme、Christine Keim、Gerd Dannhardt、Ernst Mutschler、Günter Lambrecht

  DOI：10.1016/s0960-894x(01)00186-x

  日期：2001.5

  In our search for M-2-selective muscarinic receptor antagonists, we synthesized 1,3-disubstituted indenes. The effects of different basic moieties with regard to binding and selectivity towards the five distinct muscarinic receptor subtypes were investigated. The results show that the quinuclidine series afforded the most promising compounds in terms of both receptor affinity and M-2-subtype selectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.