1-(1,1-dimethylprop-2-ynyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine | 96908-79-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-(1,1-dimethylprop-2-ynyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine
• 英文别名: 1-(1,1-dimethyl-2-propynyl)-2,2,5,5-TETRAMETHYL-1-AZA-2,5-disilacyclopentane；1-(1,1-dimethyl-prop-2-ynyl)-2,2,5,5-tetramethyl[1,2,5]azadisilolidine；2,2,5,5-tetramethyl-1-(2-methylbut-3-yn-2-yl)-1,2,5-azadisilolidine
• CAS: 96908-79-1
• 化学式: C₁₁H₂₃NSi₂
• 分子量: 225.481
• InChiKey: PBNQAJFBHAFVGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(1,1-dimethylprop-2-ynyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine 在 正丁基锂 、 silica gel 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.5h， 生成 4-amino-4-methylpent-2-ynthioic acid S-methyl ester
  参考文献：
  名称：

  Novel competitive irreversible inhibitors of aldehyde dehydrogenase (ALDH1): restoration of chemosensitivity of L1210 cells overexpressing ALDH1 and induction of apoptosis in BAF3 cells overexpressing bcl2

  摘要：

  4-Amino-4-methyl-pent-2-ynthioc acid S-methyl ester (ampal thiolester: ATE) was used as a lead compound to synthesise new aminosubstituted derivatives of alpha,beta acetylenic thiolester compounds as inhibitors of aldehyde dehydrogenase 1, (ALDH1). Of these compounds, the dimethyl derivative (DIMATE) was a competitive irreversible inhibitor (K-i similar to 280 muM) of baker's yeast ALDH1 in vitro showing 80% inhibition at 400 muM when preincubated with the enzyme for 30 min, whereas the trimethyl ammonium and the morpholine derivatives showed only 15% inhibition at 600 muM even after 60 min preincubation. ATE inhibited ALDH1 activity in ALDH1-transfected L1210 T cells resistant to hydroperoxycyclophosphamide (HCPA) and inhibited growth synergistically in the presence of HCPA. In non-transfected L1210 counterparts ATE did not potentiate growth inhibition by HCPA. DIMATE was a 30-100-fold more effective growth inhibitor than ATE. Endogenous ALDH1 activities of BAF(3) cells over-expressing different levels of bcl(2) (0-100%) were similar (16-20 mU/mg protein) and were all inhibited by DIMATE, reaching 20-30% at 4 muM. Up to 4 muM no apoptosis, as measured by DNA-fragmentation was observed, but at 8 and 10 muM DIMATE, DNA-fragmentation increased concomitantly with ALDH1 inhibition. No DNA-fragmentation was observed with ALDH1 irreversible inhibitors devoid of a thiolester group or with thiolesters which were not inhibitors of ALDH1. It was seen only with competitive irreversible inhibitors having the methanethiol and enzyme-inhibitory moieties. The methanethiol putatively released from DIMATE by ALDH1 esterase activity plays a role, albeit undefined, in lowering intramitochondrial glutathione levels which decreased by 47% as DNA-fragmentation increased. (C) 2002 Elsevier Science Inc. All rights reserved.

  DOI：

  10.1016/s0006-2952(02)01294-7
• 作为产物：
  描述：

  1,2-双(氯二甲基硅基)乙烷 、 2-甲基-3-丁炔-2-胺 在 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 1-(1,1-dimethylprop-2-ynyl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine
  参考文献：
  名称：

  [EN] FUNGICIDES
  [FR] FONGICIDES

  摘要：

  使用一般式（1）化合物作为植物真菌杀菌剂。还包括含有这些化合物的植物杀菌剂组合物和其中的一些化合物本身。

  公开号：

  WO2004052100A1

文献信息

• [EN] QUINOLIN-, ISOQUINOLIN-, AND QUINAZOLIN-OXYALKYLAMIDES AND THEIR USE AS FUNGICIDES<br/>[FR] OXYALKYLAMIDES DE QUINOLINE, D'ISOQUINOLINE ET DE QUINAZOLINE ET LEUR UTILISATION COMME FONGICIDES
  申请人：SYNGENTA LTD

  公开号：WO2004047538A1

  公开（公告）日：2004-06-10

  Fungicidal compounds of the general formula (1) wherein one of X and Y is N or N-oxide and the other is CR or both of X and Y are N.

  通用公式（1）中的杀真菌化合物，其中X和Y中的一个是N或N-氧化物，另一个是CR，或者X和Y都是N。
• [EN] N-ALKYNYL-2- (SUBSTITUTED ARYLOXY) ALKYLTHIOAMIDE DERIVATIVES AS FUNGICIDES<br/>[FR] DERIVES DE N-ALKYNYLE-2- (SUBSTITUE ARYLOXY) ALKYLTHIOAMIDE COMME FONGICIDES
  申请人：SYNGENTA LTD

  公开号：WO2004108663A1

  公开（公告）日：2004-12-16

  Fungicidal compounds of the general formula (1), wherein Ar is a group of the formula (A), (B1), (B2) or (C), or Ar is a 5- or 6-linked group of the formula (D1) or (D2); and R1, R2, R3, R4, R5, n, A1, A2, A3, A4, A5, Ka, Kb, L, M, V, W, X,Y and Z have the definitions given in claim 1.

  一般公式（1）中的杀菌化合物，其中Ar是公式（A）、（B1）、（B2）或（C）的组，或Ar是5-或6-连接的公式（D1）或（D2）的组；且R1、R2、R3、R4、R5、n、A1、A2、A3、A4、A5、Ka、Kb、L、M、V、W、X、Y和Z具有权利要求1中给出的定义。
• [EN] ASPARTYL PROTEASE INHIBITORS<br/>[FR] INHIBITEURS D'ASPARTYL PROTÉASE
  申请人：MEDIVIR AB

  公开号：WO2010107384A1

  公开（公告）日：2010-09-23

  A compound of formula (I) N-oxides, addition salts, quaternary amines metal complexes stereochemically isomeric forms and metabolites thereof, wherein A is CR1 Or N; formula (A) or formula (B) D is H, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, G is NR10 or O Q is C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6Cycloalkyl, aryl or heterocyclyl; W is H, C1-C6alkyl, C3-C6Cycloalkyl, CH2F, CHF2 or CF3; one of X' and X" is H or CH3, the other is C1-C3alkyl, F, OH, NRaRb, CF3 or N3; or X' and X" are both F; Y is NRd or O; Z is O, NRa, CHRd, CF2 or S(=0)r or a bond; the other variables are as defined in the specification. The compounds of the invention are inhibitors of BACE and are among other things useful for the treatment and/or prevention of conditions associated with BACE activity such as Alzheimer's disease.

  公式（I）的化合物N-氧化物，加成盐，季铵盐金属配合物立体化异构体及其代谢物，其中A为CR1或N；公式（A）或公式（B）D为H，C1-C6烷基，C2-C6烯基，C2-C6炔基，G为NR10或O，Q为C1-C6烷基，C2-C6烯基，C2-C6炔基，C3-C6环烷基，芳基或杂环烷基；W为H，C1-C6烷基，C3-C6环烷基，CH2F，CHF2或CF3；X'和X"中的一个为H或CH3，另一个为C1-C3烷基，F，OH，NRaRb， 或N3；或者X'和X"都是F；Y为NRd或O；Z为O，NRa，CHRd，CF2或S（=0）r或键；其他变量如规范中定义。本发明的化合物是BACE的抑制剂，除其他用途外，还可用于治疗和/或预防与BACE活性相关的疾病，如阿尔茨海默病。
• [EN] N-ALKYNYL-2-HETEROARYLOXYALKYLAMIDES FOR USE AS FUNGICIDES<br/>[FR] N-ALKYNYL-2-HETEROARYLOXYALKYLAMIDES UTILISES COMME FONGICIDES
  申请人：SYNGENTA LTD

  公开号：WO2004108694A1

  公开（公告）日：2004-12-16

  Compounds of the general formula (I) are useful as fungicides wherein Het is a 5- or 6- linked group of the formula (a) or (b), and the variables are as defined in the claims.

  通式（I）的化合物可用作杀真菌剂，其中Het是通式（a）或（b）的5-或6-连接基团，变量如索权中所定义。
• Quinolin-,isoquinolin-,and quinazolin-oxyalkylamides and their use as fungicides
  申请人：Salmon Roger

  公开号：US20060019973A1

  公开（公告）日：2006-01-26

  Fungicidal compounds of the general formula (1) wherein one of X and Y is N or N-oxide and the other is CR or both of X and Y are N.

  通式（1）的杀真菌化合物，其中X和Y中的一个是N或N-氧化物，另一个是CR，或者X和Y都是N。