1-(3-bromopropyl)-1H-pyrrole-2,5-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(3-bromopropyl)-1H-pyrrole-2,5-dione
• 英文别名: 1-(3-Bromopropyl)-1H-pyrrole-2,5-dione；1-(3-bromopropyl)pyrrole-2,5-dione
• 化学式: C₇H₈BrNO₂
• 分子量: 218.05
• InChiKey: XQTSHPKZMZENSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(3-bromopropyl)-1H-pyrrole-2,5-dione 以 二氯甲烷 、 乙腈 为溶剂， 反应 39.0h， 生成 4-[2',3'-bis(methoxycarbonyl)-8a'H-spiro(fluorene-9,1'-indolizin)-7'-yl]-1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propyl]pyridin-1-ium bromide
  参考文献：
  名称：

  Maleimide-Functionalized Photochromic Spirodihydroindolizines

  摘要：

  Two photochromic spirodihydroindolizine/betaMe systems for tethering to peptides and proteins via a maleimide function have been prepared. The absorption spectra of the betaines are in the red region of the visible spectrum and in the near-IR spectral domain, which are suitable energies of light for future in vivo applications. The half-times of cyclization have been determined for both DHI/betaine systems. The findings are consistent with a thermal barrier of varying size between the transoid and cisoid conformers of the betaines.

  DOI：

  10.1021/jo301894s
• 作为产物：
  描述：

  马来酸酐 、 3-溴丙胺氢溴酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以53%的产率得到1-(3-bromopropyl)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  A well-defined amphiphilic polymer co-network from precise control of the end-functional groups of linear RAFT polymers

  摘要：

  通过对 N-溴丙基马来酰亚胺和 β-蒎烯单体进行多步替代 RAFT 聚合，合成了分子结构明确、两端溴基数量精确的线性聚苯乙烯（PS）。溴端基团通过亲核取代转化为叠氮基团。通过铜（I）催化的叠氮-炔环加成反应（CuAAC），末端具有指定数量叠氮基团的线性 PS（(N3)x-PS-(N3)x）与单炔基和二炔基封端 PEG（dA-PEG）发生反应，形成了定义明确的 PS-PEG 两性共聚物和聚合物共网络（APCNs）。制备的 APCNs 表现出独特的有序分离的亲水相和疏水相，在极性和非极性溶剂中都具有不同的溶胀能力。

  DOI：

  10.1039/c3ra47939k

文献信息

• Cation-π Interactions at the Active Site of Factor Xa: Dramatic Enhancement upon Stepwise N-Alkylation of Ammonium Ions
  作者：Laura M. Salonen、Christoph Bucher、David W. Banner、Wolfgang Haap、Jean-Luc Mary、Jörg Benz、Olivier Kuster、Paul Seiler、W. Bernd Schweizer、François Diederich

  DOI：10.1002/anie.200804695

  日期：2009.1.12

  inhibitors of factor Xa features a quaternary ammonium ion to fill the aromatic box in the S4 pocket and a 2‐chlorothiophenyl group to occupy the S1 pocket (see picture; red O, blue N, yellow S, green Cl). Changing from a primary to a quaternary ammonium ion increases the binding affinity by a factor of 1000. The poor affinity in the former case suggests negligible cation–π interactions between Lys and

  放在口袋里：新型的Xa因子有效抑制剂具有一个季铵离子填充S4口袋中的芳香盒，并带有一个2-氯噻吩基来占据S1口袋（见图；红色O，蓝色N，黄色S，绿色Cl）。从伯铵离子转变为季铵离子可将结合亲和力提高1000倍。在前一种情况下，较弱的亲和力表明Lys和Trp之间的阳离子-π相互作用可忽略不计。
• [EN] ADHESIVE PHOTOPROTECTIVE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS PHOTO-PROTECTEURS ADHÉSIFS ET LEURS UTILISATIONS
  申请人：SKINOSIVE

  公开号：WO2021123116A1

  公开（公告）日：2021-06-24

  The present invention relates to a compound represented by the following formula (I): A[B-(C)v]w, wherein A is a photoprotective moiety, B is a linker, C is a functional group, v is an integer from 1 to 2000, and w is an integer from 1 to 6. It also relates to a composition comprising the same and, more particularly, to a cosmetic or a sunscreen composition. It also relates to the use of such compounds in cosmetic and therapeutic applications. The invention also relates to the use of such compounds for reducing photodegradation and/or photoinstability of pharmaceuticals and cosmetics. The invention further relates to a material comprising a support and such a compound adhered to said support.

  本发明涉及一种由以下公式（I）表示的化合物：A[B-(C)v]w，其中A是光保护基团，B是连接基团，C是功能基团，v是从1到2000的整数，w是从1到6的整数。它还涉及包含该化合物的组合物，更具体地说，是化妆品或防晒霜组合物。还涉及在化妆品和治疗应用中使用这种化合物。该发明还涉及在药品和化妆品中减少光降解和/或光不稳定性的化合物的使用。该发明还涉及包含支撑物和该化合物粘附在该支撑物上的材料。
• DENTAL MATERIALS BASED ON MONOMERS HAVING DEBONDING-ON-DEMAND PROPERTIES
  申请人：Moszner Norbert

  公开号：US20140329929A1

  公开（公告）日：2014-11-06

  The invention relates to a dental restorative material which comprises a thermolabile or photolabile polymerizable compound of Formula I: [(Z 1 ) m -Q 1 -X)] k -T-[Y-Q 2 -(Z 2 ) n ] 1 Formula I, in which T represents a thermolabile or photolabile group, Z 1 and Z 2 in each case independently represent a polymerizable group selected from vinyl groups, CH 2 ═CR 1 —CO—O— and CH 2 ═CR 1 —CO—NR 2 — or an adhesive group selected from —Si(OR) 3 , —COOH, —O—PO(OH) 2 , —PO(OH) 2 , —SO 2 OH and —SH, wherein at least one Z 1 or Z 2 is a polymerizable group, Q 1 in each case independently is missing or represents an (m+1)-valent linear or branched aliphatic C 1 -C 20 radical which can be interrupted by —O—, —S—, —CO—O—, —O—CO—, —CO—NR 3 —, —NR 3 —CO—, —O—CO—NR 3 —, —NR 3 —CO—O— or —NR 3 —CO—NR 3 —, Q 2 in each case independently is missing or represents an (n+1)-valent linear or branched aliphatic C 1 -C 20 radical which can be interrupted by —O—, —S—, —CO—O—, —O—CO—, —CO—NR 3 —, —NR 3 —CO—, —O—CO—NR 3 —, —NR 3 —CO—O— or —NR 3 —CO—NR 3 —, X and Y in each case independently are missing or represent —O—, —S—, CO—O—, —O—CO—, —CO—NR 3 —, —NR 3 —CO—, —O—CO—NR 3 —, —NR 3 —CO—O— or —NR 3 —CO—NR 3 —, R, R 1 , R 2 and R 3 in each case independently represent H or a C 1 -C 7 alkyl radical and k, l, m and n in each case independently are 1, 2 or 3.

  该发明涉及一种牙科修复材料，包括具有以下化学式I的热敏性或光敏性可聚合化合物：[(Z1)m-Q1-X)]k-T-[Y-Q2-(Z2)n]1，在该式中，T代表热敏性或光敏性基团，Z1和Z2分别独立地代表从乙烯基、CH2═CR1—CO—O—和CH2═CR1—CO—NR2—中选择的可聚合基团，或从—Si(OR)3、—COOH、—O—PO(OH)2、—PO(OH)2、—SO2OH和—SH中选择的粘附基团，其中至少一个Z1或Z2是可聚合基团，Q1分别独立地缺失或代表一个(m+1)-价的线性或支链脂肪族C1-C20基团，该基团可以通过—O—、—S—、—CO—O—、—O—CO—、—CO—NR3—、—NR3—CO—、—O—CO—NR3—、—NR3—CO—O—或—NR3—CO—NR3—中断，Q2分别独立地缺失或代表一个(n+1)-价的线性或支链脂肪族C1-C20基团，该基团可以通过—O—、—S—、—CO—O—、—O—CO—、—CO—NR3—、—NR3—CO—、—O—CO—NR3—、—NR3—CO—O—或—NR3—CO—NR3—中断，X和Y分别独立地缺失或代表—O—、—S—、CO—O—、—O—CO—、—CO—NR3—、—NR3—CO—、—O—CO—NR3—、—NR3—CO—O—或—NR3—CO—NR3—，R、R1、R2和R3分别独立地代表H或C1-C7烷基基团，k、l、m和n分别独立地为1、2或3。
• Molecular Recognition at the Active Site of Factor Xa: Cation-π Interactions, Stacking on Planar Peptide Surfaces, and Replacement of Structural Water
  作者：Laura M. Salonen、Mareike C. Holland、Philip S. J. Kaib、Wolfgang Haap、Jörg Benz、Jean-Luc Mary、Olivier Kuster、W. Bernd Schweizer、David W. Banner、François Diederich

  DOI：10.1002/chem.201102571

  日期：2012.1.2

  and features distinct, concave sub‐pockets. We developed a family of non‐peptidic, small‐molecule inhibitors with a central tricyclic core orienting a neutral heterocyclic substituent into the S1 pocket and a quaternary ammonium ion into the aromatic box in the S4 pocket. The substituents were systematically varied to investigate cation–π interactions in the S4 pocket, optimal heterocyclic stacking on

  Xa因子是一种来自凝血级联的丝氨酸蛋白酶，是分子识别研究的理想酶，因为其活性位点具有高度的形状持久性，并具有独特的凹子口袋。我们开发了一系列非肽小分子抑制剂，这些抑制剂具有中心三环核，该核将中性杂环取代基定向到S1袋中，并将季铵离子定向到S4袋中的芳族盒中。系统地改变了取代基的种类，以研究S4口袋中的阳离子与π相互作用，S1口袋内衬的扁平肽壁上的最佳杂环堆积以及S1和S4口袋中的潜在水替代物。建立了构效关系，以揭示和量化对结合自由焓的贡献，由单原子替换或配体位置变化引起的。一系列高亲和力配体，抑制常数低至获得了K i = 2 n M，并通过蛋白质-配体复合物的X射线共晶体结构证实了其拟定的结合几何形状。
• Artificial Diels–Alderase based on the transmembrane protein FhuA
  作者：Hassan Osseili、Daniel F Sauer、Klaus Beckerle、Marcus Arlt、Tomoki Himiyama、Tino Polen、Akira Onoda、Ulrich Schwaneberg、Takashi Hayashi、Jun Okuda

  DOI：10.3762/bjoc.12.124

  日期：——

  Copper(I) and copper(II) complexes were covalently linked to an engineered variant of the transmembrane protein Ferric hydroxamate uptake protein component A (FhuA ΔCVF^tev). Copper(I) was incorporated using an N-heterocyclic carbene (NHC) ligand equipped with a maleimide group on the side arm at the imidazole nitrogen. Copper(II) was attached by coordination to a terpyridyl ligand. The spacer length was varied in the back of the ligand framework. These biohybrid catalysts were shown to be active in the Diels–Alder reaction of a chalcone derivative with cyclopentadiene to preferentially give the endo product.

  铜(I)和铜(II)配合物被共价地连接到一个经过改造的跨膜蛋白Ferric hydroxamate uptake protein component A (FhuA ΔCVFtev) 上。铜(I)是通过在咪唑啉氮上配备有马来酰亚胺基团的N-杂环卡宾(NHC)配体来引入的。铜(II)则通过与三吡啶配体的配位结合而附着。配体框架的背面间隔长度被改变。这些生物混合催化剂在Diels-Alder反应中表现出活性，用于催化香豆素衍生物与环戊二烯的反应，优先形成内向产物。