7-phthalimidoheptanoic acid | 1154-46-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 7-phthalimidoheptanoic acid
• 英文别名: 7-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)heptanoic acid；7-(1,3-dioxoisoindol-2-yl)heptanoic acid
• CAS: 1154-46-7
• 化学式: C₁₅H₁₇NO₄
• mdl: MFCD02855713
• 分子量: 275.304
• InChiKey: KIPFPUCUWBTAQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2925190090

反应信息

• 作为反应物：
  描述：

  7-phthalimidoheptanoic acid 在 氯化亚砜 作用下， 反应 24.0h， 生成 7-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-heptanoyl chloride
  参考文献：
  名称：

  组装中/长链基β -arylated非天然氨基酸通过加入Pd（II） -催化藻酸衍生物3 β -CH芳基化和短对咯利普兰型衍生物路线

  摘要：

  在本文中，我们报告了通过Pd（II）催化的双齿导向8-氨基喹啉辅助的β-芳基化短/中/长链基非α-氨基酸（氨基链酸）衍生物的文库的组装SP 3 β -CH激活/芳基化方法。在β-位包含芳基的基于短/中链的非天然氨基酸衍生物是具有治疗特性的有前途的小分子。因此，有必要丰富在β-位包含芳基的基于短/中/长链的非天然氨基酸衍生物的文库。考虑到基于β-芳基化的短链/中链/长链的非α的重要性α-氨基酸衍生物，包括性的关注了探索的Pd（II） -催化的SP 3 β -CH短/中的芳基化/长链为基础的非α -氨基酸。使用选择的β -CH芳基化的非α-氨基酸衍生物显示了代表性的合成转化，包括用于制备咯利普兰和相关化合物以及3-芳基化的GABA衍生物（如巴氯芬，苯丁酸和甲苯丁酸）的短路径。

  DOI：

  10.1016/j.tet.2019.03.018
• 作为产物：
  描述：

  methyl 7-(1,3-dioxoisoindolin-2-yl)heptanoate 在 盐酸 、 水 、 溶剂黄146 作用下， 生成 7-phthalimidoheptanoic acid
  参考文献：
  名称：

  Michalsky, Journal fur praktische Chemie (Leipzig 1954), 1959, vol. <4>8, p. 186,197

  摘要：

  DOI：

文献信息

• Synthesis and angiotensin converting enzyme inhibitory activity of 1,5-benzothiazepine and 1,5-benzoxazepine derivatives. II.
  作者：KATSUMI ITOH、MASAKUNI KORI、YOHIYUKI INADA、KOHEI NISHIKAWA、YUTAKA KAWAMATSU、HIROSADA SUGIHARA

  DOI：10.1248/cpb.34.2078

  日期：——

  A series of (R)-3-amino-4-oxo-2, 3, 4, 5-tetrahydro-1, 5-benzothiazepine-5-acetic acids (4 and 13)and (S)-3-amino-4-oxo-2, 3, 4, 5-tetrahydro-1, 5-benzoxazepine-5-acetic acids (5 and 14) having an(S)-ω-amino-1-carboxyalkylamino group at the 3-position was prepared as part of our search for long-acting angiotensin converting enzyme (ACE) inhibitors. A number of derivatives had potent in vitro and in vivo ACE inhibitory activities. The structure-activity relationship of the series indicated that the duration of in vivo ACE inhibitory activity depends on the length of the carbon chain in the ω-aminoalkylamino substituent at the 3-position. The most prolonged activity was observed with (S)-8-amino-1-carboxyoctylamino derivatives (4d and 5d).

  一系列具有(S)-ω-氨基-1-羧基烷胺基的(R)-3-氨基-4-氧代-2,3,4,5-四氢-1,5-苯并噻二嗪-5-乙酸(4和13)以及(S)-3-氨基-4-氧代-2,3,4,5-四氢-1,5-苯并噁二嗪-5-乙酸(5和14)作为我们寻找长效血管紧张素转换酶(ACE)抑制剂的一部分被合成。多个衍生物显示出强大的体外和体内ACE抑制活性。该系列化合物的结构-活性关系表明，体内ACE抑制活性的持续时间取决于3-位上ω-氨基烷胺取代基的碳链长度。具有最长活性的是(S)-8-氨基-1-羧基辛胺基衍生物(4d和5d)。
• Inhibitors of Human Histone Deacetylase:  Synthesis and Enzyme and Cellular Activity of Straight Chain Hydroxamates
  作者：Stacy W. Remiszewski、Lidia C. Sambucetti、Peter Atadja、Kenneth W. Bair、Wendy D. Cornell、Michael A. Green、Kobporn Lulu Howell、Manfred Jung、Paul Kwon、Nancy Trogani、Heather Walker

  DOI：10.1021/jm015568c

  日期：2002.2.1

  Inhibitors of histone deacetylase (HDAC) have been shown to induce terminal differentiation of human tumor cell lines and to have antitumor effects in vivo. We have prepared analogues of suberoylanilide hydroxamic acid (SAHA) and trichostatin A and have evaluated them in a human HDAC enzyme inhibition assay, a p21(waf1) (p21) promoter assay, and in monolayer growth inhibition assays. One compound,

  组蛋白脱乙酰基酶（HDAC）的抑制剂已显示出可诱导人肿瘤细胞系的终末分化，并在体内具有抗肿瘤作用。我们准备了辛二酰苯胺异羟肟酸（SAHA）和曲古抑菌素A的类似物，并已在人类HDAC酶抑制试验，p21（waf1）（p21）启动子试验和单层生长抑制试验中对其进行了评估。发现一种化合物4-（二甲基氨基）-N- [7-（羟基氨基）-7-氧庚基]-苯甲酰胺可不同地影响一组八个人类肿瘤细胞系的生长。
• Intramolecular Photoreactions of Phthalimide-Alkene Systems. Macrocyclic Synthesis through the Remote Paterno-Buechi Reaction of Phthalimide with Indole Derivatives.
  作者：Haruko TAKECHI、Minoru MACHIDA、Naozumi NISHIZONO、Yuichi KANAOKA

  DOI：10.1248/cpb.42.188

  日期：——

  Upon irradiation, phthalimide-indole in bichromophoric systems underwent intramolecularly remote Paterno-Buchi reaction to give oxeto[2, 3-b]indole derivatives containing macrocycles, in competition with Norrish type II reaction.

  在辐照下，邻苯二甲酰亚胺-吲哚在双色体系中发生分子内遥控 Paterno-Buchi 反应，生成含有大环的氧代[2,3-b]吲哚衍生物，与 Norrish II 型反应竞争。
• Guanidino imidazoles and thiazoles
  申请人：ICI Americas Inc.

  公开号：US04165377A1

  公开（公告）日：1979-08-21

  The invention relates to guanidine derivatives of imidazoles and thiazoles which are histamine H-2 antagonists and which inhibit the secretion of gastric acid, to methods for their manufacture, to pharmaceutical compositions containing them and to methods of using such guanidine derivatives and compositions. The guanidine derivatives are of the general formula I: ##STR1## in which X is S or NH, Y is CH.sub.2, a direct bond or a vinylene radical, m is 0 to 4 and n is 1 to 4, R.sup.1 is hydrogen, halogen or alkyl, R.sup.2 is hydrogen, alkyl, alkanoyl or aroyl, A is a 3,4-dioxocyclobuten-1,2-diyl radical or C.dbd.Z in which Z is O, S, NCN, NNO.sub.2, CHNO.sub.2, NCONH.sub.2, C(CN).sub.2, NCOR.sup.3, NCO.sub.2 R.sup.3, NSO.sub.2 R.sup.3 or NR.sup.4 in which R.sup.3 is alkyl or aryl and R.sup.4 is hydrogen or alkyl, B is alkoxy or alkylthio or NR.sup.5 R.sup.6 in which R.sup.5 and R.sup.6 are independently hydrogen, alkyl, alkenyl, cycloalkyl, hydroxyalkyl, alkoxyalkyl, alkylaminoalkyl or dialkylaminoalkyl; and the salts thereof.

  该发明涉及嘌呤和噻唑的胍衍生物，它们是组织胺H-2拮抗剂，可以抑制胃酸分泌，涉及它们的制备方法，含有它们的药物组合物，以及使用这种胍衍生物和组合物的方法。这些胍衍生物的一般化学式为I：在该式中，X为S或NH，Y为CH.sub.2，直接键或乙烯基基团，m为0至4，n为1至4，R.sup.1为氢、卤素或烷基，R.sup.2为氢、烷基、烷酰基或芳酰基，A为3,4-二氧代环丁-1,2-二基基团或C.dbd.Z，其中Z为O、S、NCN、NNO.sub.2、CHNO.sub.2、NCONH.sub.2、C(CN).sub.2、NCOR.sup.3、NCO.sub.2 R.sup.3、NSO.sub.2 R.sup.3或NR.sup.4，其中R.sup.3为烷基或芳基，R.sup.4为氢或烷基，B为烷氧基、烷硫基或NR.sup.5 R.sup.6，其中R.sup.5和R.sup.6独立地为氢、烷基、烯基、环烷基、羟基烷基、烷氧基烷基、烷基氨基烷基或二烷基氨基烷基；以及它们的盐。
• Synthesis and antiherpetic activity of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine
  作者：Olga А. Vozdvizhenskaya、Valeriya L. Andronova、Georgii А. Galegov、Galina L. Levit、Victor P. Krasnov、Valery N. Charushin

  DOI：10.1007/s10593-021-02929-z

  日期：2021.4

  A method for the synthesis of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine containing fragments of ω-amino acids with different lengths of the polymethylene chain as a linker has been developed. It was found in experiments in vitro that the obtained compounds are active against the herpes simplex virus type 1, including the acyclovir-resistant strain.

  一种以7,8-二氟-3-甲基-3,4-二氢-2 H -1,4-苯并恶嗪为原料的新颖嘌呤偶联物的合成方法，所述ω-氨基酸片段具有不同的多亚甲基链长度。链接器已开发。在体外实验中发现，所获得的化合物对1型单纯疱疹病毒具有活性，包括抗阿昔洛韦的菌株。