5,5-二乙基海因 | 5455-34-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 5,5-二乙基海因
• 英文名称: 5,5-diethyl-imidazolidine-2,4-dione
• 英文别名: 5,5-diethyl-hydantoin；5,5-diethylimidazolidine-2,4-dione；3-pentanespiro-5'-hydantoin；5,5-diethylhydantoin；5,5-Diaethyl-imidazolidin-2,4-dion；5,5-Diethyl hydantoin
• CAS: 5455-34-5
• 化学式: C₇H₁₂N₂O₂
• mdl: MFCD03951035
• 分子量: 156.184
• InChiKey: GWTZZUPJEUZZLU-UHFFFAOYSA-N

物化性质

• 熔点：
  166 °C
• 密度：
  1.059±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  5,5-二乙基海因 在 barium hydroxide octahydrate 、 水 作用下， 反应 48.0h， 生成 2-氨基-2-乙基丁酸
  参考文献：
  名称：

  Synthesis and biological activity of nociceptin/orphanin FQ analogues substituted in position 7 or 11 with Cα,α-dialkylated amino acids

  摘要：

  Previous structure-activity and NMR studies on nociceptin/orphanin FQ (N/OFQ) demonstrated that Aib substitution of Ala(7) and/or Ala(11) increases the peptide potency through an alpha helix structure induction mechanism. On these bases we synthesised and evaluated pharmacologically in the mouse vas deferens assay a series of N/OFQ-NH2 analogues substituted in position 7 and 11 with C alpha,alpha-disubstituted cyclic, linear and branched amino acids. None of the 20 novel N/OFQ analogues produced better results than [Aib(7)]N/OFQ-NH2. Thus, this substitution was combined with other chemical modifications known to modulate peptide potency and/or efficacy generating compound 21 [Nphe(1)Aib(7) Arg(14) Lys(15)] N/OFQ-NH2 (coded as UFP- 111), compound 22 [(pF)Phe(4) Aib(7) Arg(14) Lys(15)] N/OFQ-NH2 (UFP-112) and compound 23 [Phe psi(CH2-NH)Gly(2) (pF)Phe(4)Aib(7)Arg(14)Lys(15)]N/OFQ-NH2 (UFP- 113). These novel peptides behaved as highly potent NOP receptor ligands showing full (UFP- 112) and partial (UFP- 113) agonist and pure antagonist (UFP- 111) activities in a series of in vitro functional assays performed on pharmacological preparations expressing native as well as recombinant NOP receptors. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.04.026
• 作为产物：
  描述：

  戊烷-3,3-二甲酰胺 在 alkaline sodium hypochlorite solution 作用下， 生成 5,5-二乙基海因
  参考文献：
  名称：

  Determination of Prefracture Physical Function in Community-Dwelling People Who Fracture Their Hip

  摘要：

  Background, Prefracture physical function must be accurately determined to set appropriate and attainable goals for rehabilitation following hip fracture. This is especially important for people who were living independently prior to their fracture. This study determines reliability and internal consistency of a prefracture physical function questionnaire (PFPFQ) completed by both patients and knowledgeable informants (KIs).Methods. A 20-item PFPFQ, including ambulation, transfers, balance, and self-care domains, was developed using focus groups. Community-dwelling patients with a hip fracture (N = 40, 77.9 +/- 8 years) completed the PFPFQ on two occasions during postoperative acute care. Forty KIs were identified by the patients and also completed the PFPFQ on two occasions via telephone interview. Day-to-day reliability of the patients and KIs [intraclass correlation coefficients (ICC)], and internal consistency [Kuder-Richardson coefficient (KR)] of the PFPFQ were determined.Results. Intrarater reliability was high with ICCs (95% confidence interval) of 0.94 (0.89, 0.96) for patients and 0.96 (0.93, 0.98) for KIs. Interrater reliability on occasion 1 had an ICC of 0.81 (0.69, 0.88). Internal consistency of the patient responses on the first occasion was high (KR coefficient = 0.896).Conclusions. The PFPFQ is a reliable and internally consistent instrument for determining prefracture physical function in community-dwelling people who fracture their hip. In situations where patients with a hip fracture are unable to provide this necessary information, KIs can provide reliable estimates of prefracture function to assist in setting appropriate rehabilitation goals.

  DOI：

  10.1093/gerona/55.11.m698

文献信息

• [EN] AMIDOALKYLPIPERAZINYL DERIVATIVES FOR THE TREATMENT OF CENTRAL NERVOUS SYSTEM DISEASES<br/>[FR] DÉRIVÉS D'AMIDOALKYLPIPÉRAZINYLE POUR LE TRAITEMENT DE MALADIES DU SYSTÈME NERVEUX CENTRAL
  申请人：ADAMED SP ZOO

  公开号：WO2013001498A1

  公开（公告）日：2013-01-03

  The invention relates to novel amidoalkylpiperazinyl derivatives of tricyclic heterocyclic systems of general formula (I), wherein Z represents -NH- and X represents -S-, or Z represents -S- and X represents >C=C<; R1 represents H or -CH3, R6 and R7 both represent H, n is an integer from 0 to 4 inclusive, G represents a cyclic amide or imide moiety, and optical isomers, geometric isomers, and pharmaceutically acceptable salts thereof. The compounds may be useful for the treatment and/or prevention of the central nervous system disorders.

  该发明涉及一种新型三环杂环系统的酰胺基烷基哌嗪衍生物，其一般式为（I），其中Z代表-NH-，X代表-S-，或Z代表-S-，X代表>C=C<；R1代表H或-CH3，R6和R7均代表H，n为0至4的整数，G代表环酰胺或亚酰胺基团，以及其光学异构体、几何异构体和药学上可接受的盐。这些化合物可能对中枢神经系统疾病的治疗和/或预防有用。
• 3-(ω-Aminoalkyl)-5,5-dialkyl(or spirocycloalkyl-1′,5-)hydantoins as New 5-HT1A and 5-HT2A Receptor Ligands
  作者：Hanna Byrtus、Maciej Pawlowski、Sijka Charakchieva-Minol、Beata Duszyńska、Maria J. Mokrosz、Jerzy L. Mokrosz、Alfred Zejc

  DOI：10.1002/ardp.19963290604

  日期：——

  fragment; however, the terminal hydantoin moiety plays an important role in stabilization of the receptor‐ligand complex. It has also been found that the two 1‐phenylpiperazine derivatives 32 and 36 are new, selective 5‐HT2A receptor ligands (Ki = 34 and 37 nM, respectively), whereas the derivative of 1‐(o‐methoxyphenyl)piperazine (38) is a new, highly potent 5‐HT1A receptor ligand (Ki = 0.51 nM) with a moderate

  通过标准烷基化程序合成了一系列新的 3- (ω- 氨基烷基)-5,5- 双取代乙内酰脲，其中含有 1- 苯基哌嗪、1- (邻甲氧基苯基) 哌嗪或 1,2,3,4-四氢异喹啉片段并测定了它们的 5-HT1A 和 5-HT2A 受体亲和力。研究表明，由于存在 1-芳基哌嗪片段，所研究的衍生物可被 5-HT1A 和 5-HT2A 受体识别；然而，末端乙内酰脲部分在稳定受体-配体复合物方面起着重要作用。还发现两种 1-苯基哌嗪衍生物 32 和 36 是新的选择性 5-HT2A 受体配体（Ki 分别为 34 和 37 nM），而 1-（邻甲氧基苯基）哌嗪衍生物 (38)是一种新的、高效的 5-HT1A 受体配体 (Ki = 0.
• An Efficient Synthesis of Stable Phosphorus Ylides Derived from Hydantoin and 5,5-dialkylhydantoins
  作者：Issa Yavari、Nader Zabarjad-Shiraz、Malek Taher Maghsoodlou、Norollah Hazeri

  DOI：10.1080/10426500210660

  日期：2002.4.1

  Stable crystalline phosphorus ylides are obtained in excellent yields from the 1:1:1 addition reaction between triphenylphosphine and dialkyl acetylenedicarboxylates in the presence of strong NH-acids, such as hydantoin and 5,5-dialkylhydantoins. These stable ylides exist in solution as a mixture of two geometrical isomers as a result of restricted rotation around the carbon-carbon partial double bond

  在强 NH 酸（如乙内酰脲和 5,5-二烷基乙内酰脲）存在下，三苯基膦与乙炔二羧酸二烷基酯之间的 1:1:1 加成反应以优异的产率获得稳定的结晶磷叶立德。这些稳定的叶立德作为两种几何异构体的混合物存在于溶液中，这是由于叶立德部分与相邻羰基共轭导致围绕碳-碳部分双键的旋转受限。
• Substitution in the hydantoin ring. Part IX.<i>N</i>-cyanohydantoins
  作者：Juan Zinczuk、Orfeo O. Orazi、Renée A. Corral、Hugo Roncaglia

  DOI：10.1002/jhet.5570220419

  日期：1985.7

  The N1-and N3-cyanohydantoins, a new series of derivatives, were prepared by reaction of the parent hydantoin with a base and a cyanogen halide. Analysis of ir, pmr, and mass spectral data allowed the assignment of ring position-3 to the cyano group in derivatives IIa,b of 1,3-unsubstituted hydantoins. 3-Cyanohydantoins can transfer the cyano substituent to strong nucleophiles via an addition-elimination

  所述Ñ 1 -and Ñ 3个-cyanohydantoins，一系列新的衍生物的，通过用碱和卤化氰的父乙内酰脲反应而制备。通过对ir，pmr和质谱数据的分析，可以将环位置3分配给1,3-未取代的乙内酰脲衍生物IIa，b中的氰基。3-氰基乙内酰脲可以通过加成消除法将氰基取代基转移到强亲核体上。
• Dialcohols
  申请人：Ciba-Geigy AG

  公开号：US04161594A1

  公开（公告）日：1979-07-17

  New dialcohols of mononuclear, five-membered or six-membered, unsubstituted or substituted N-heterocyclic compounds which contain two NH-groups in the molecule, by reaction of mononuclear, five-membered or six-membered, unsubstituted or substituted N-heterocyclic compounds, for example hydantoin, barbituric acid, uracil, dihydrouracil, parabanic acid and the corresponding derivatives, with ethylene oxide or propylene oxide to give dialcohols. These diols are useful as intermediates for the preparation of polymers, such as polyesters or polyurethanes, or of epoxy resins.

  含有两个NH基团的单核、五元或六元、未取代或取代的N-杂环化合物的新二元醇，通过单核、五元或六元、未取代或取代的N-杂环化合物（例如咪唑环酮、巴比妥酸、尿嘧啶、二氢尿嘧啶、对苯二酸及其衍生物）与环氧乙烷或环氧丙烷反应制得。这些二元醇可用作聚酯或聚氨酯等聚合物，或环氧树脂的制备中间体。