N-Benzyl-5,5-dimethyloxazolidin-2-one | 223906-39-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: N-Benzyl-5,5-dimethyloxazolidin-2-one
• 英文别名: 4S-benzyl-5,5-dimethyl-oxazolidin-2-one；3-Benzyl-5,5-dimethyl-1,3-oxazolidin-2-one
• CAS: 223906-39-6
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: ZAMPEUVUOPQVOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-羟基-2-甲基丙基氨基甲酸叔丁酯 在 正丁基锂 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 25.25h， 生成 N-Benzyl-5,5-dimethyloxazolidin-2-one
  参考文献：
  名称：

  Asymmetric alkylations using SuperQuat auxiliaries—an investigation into the synthesis and stability of enolates derived from 5,5-disubstituted oxazolidin-2-ones

  摘要：

  对多种N-酰基-5,5-二甲基噁唑啉-2-酮和N-酰基-5,5-二苯基噁唑啉-2-酮衍生的烯醇负离子的烷基化研究表明，当使用手性辅助剂4-异丙基-5,5-二甲基噁唑啉-2-酮时，可以获得高产率和高的立体选择性。

  DOI：

  10.1039/a809715a

文献信息

• [EN] ANTIBACTERIAL AGENTS<br/>[FR] AGENTS ANTIBACTERIENS
  申请人：BRITISH BIOTECH PHARM

  公开号：WO1999039704A1

  公开（公告）日：1999-08-12

  Compounds of formula (I) are antibacterials: wherein R1 represents hydrogen, or C1-C6 alkyl or C1-C6 alkyl substituted by one or more halogen atoms; R2 represents a group R10-(X)n-(ALK)M- wherein R10 represents hydrogen, or a C1-C6 alkyl, C2-C6 alkenyl,C2-C6 alkynyl, cycloalkyl, aryl, or heterocyclyl group, any of which may be unsubstituted or substituted by (C1-C6) alkyl, (C1-C6) alkoxy, hydroxy, mercapto, (C1-C6) alkylthio, amino, halo (including fluoro, chloro, bromo and iodo), trifluoromethyl, cyano, nitro, -COOH, -CONH2, -COORA, -NHCORA, -CONHR?A, -NHRA, -NRARB¿, or -CONRARB wherein R?A and RB¿ are independently a (C¿1?-C6) alkyl group, and ALK represents a straight or branched divalent C1-C6 alkylene, C2-C6 alkenylene, or C2-C6 alkynylene radical, and may be interrupted by one or more non-adjacent -NH-, -O- or -S- linkages, X represents -NH-, -O- or -S-, and m and n are independently 0 or 1; and A represents a group as defined in the specification.

  式(I)的化合物为抗菌剂，其中R1代表氢，或C1-C6烷基或C1-C6烷基取代的一个或多个卤素原子；R2代表一个基团R10-(X)n-(ALK)M-，其中R10代表氢，或C1-C6烷基，C2-C6烯基，C2-C6炔基，环烷基，芳基或杂环基，任何一个都可以是未取代或取代的(C1-C6)烷基，(C1-C6)烷氧基，羟基，巯基，(C1-C6)烷硫基，氨基，卤素（包括氟，氯，溴和碘），三氟甲基，氰基，硝基，-COOH，-CONH2，-COORA，-NHCORA，-CONHR?A，-NHRA，-NRARB¿，或者 -CONRARB，其中R?A和RB¿独立地为(C¿1?-C6)烷基，ALK代表直链或支链的二价C1-C6亚烷基，C2-C6烯基或C2-C6炔基基团，并且可以被一个或多个不相邻的-NH-，-O-或-S-连接所中断，X代表-NH-，-O-或-S-，m和n独立地为0或1；A代表规范中定义的一个基团。
• Cytostatic agents
  申请人：——

  公开号：US20030149084A1

  公开（公告）日：2003-08-07

  This invention provides a method of inhibiting proliferation of tumor cells in a subject by administering to the subject an effective amount of ester and thioester compounds containing an N-formyl hydroxylamine group. The compounds with which this invention is concerned thus represent a selection of a subclass from the compounds known in the art as MMP inhibitors, for a specific and previously unrecognized pharmaceutical utility in the inhibition of proliferation of rapidly dividing cells, including such tumor cells as lymphoma, leukemia, myeloma, adenocarcinoma, carcinoma, mesothelioma, teratocarcinoma, choriocarcinoma, small cell carcinoma, large cell carcinoma, melanoma, retinoblastoma, fibrosarcoma, leiomyosarcoma or endothelioma cells by a mechanism other than MMP inhibition.

  本发明提供了一种通过向受试者投予含有N-甲酰羟胺基的酯和硫酯化合物的有效量来抑制肿瘤细胞增殖的方法。本发明所涉及的化合物因此代表了一种从已知的MMP抑制剂化合物中选择的亚类，用于抑制快速分裂细胞的增殖，包括淋巴瘤、白血病、骨髓瘤、腺癌、癌瘤、间皮瘤、畸胎瘤、绒毛膜癌、小细胞癌、大细胞癌、黑色素瘤、视网膜母细胞瘤、纤维肉瘤、平滑肌肉瘤或内皮瘤细胞等肿瘤细胞，通过一种与MMP抑制不同的机制。
• Antibacterial agents
  申请人：British Biotech Pharmaceuticals Ltd.

  公开号：US20020165167A1

  公开（公告）日：2002-11-07

  Compounds of formula (I) are antibacterials: 1 wherein: R 1 represents hydrogen, or C 1 -C 6 alkyl or C 1 -C 6 alkyl substituted by one or more halogen atoms; R 2 represents a group R 10 —(X) n —(ALK) m — wherein R 10 represents hydrogen, or a C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, cycloalkyl, aryl, or heterocyclyl group, any of which may be unsubstituted or substituted by (C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy, hydroxy, mercapto, (C 1 -C 6 )alkylthio, amino, halo (including fluoro, chloro, bromo and iodo), trifluoromethyl, cyano, nitro, —COOH, —CONH 2 , —COOR A , —NHCOR A , —CONH A , —NH A , —NR A R B , or —CONR A R B wherein R A and R B are independently a (C 1 -C 6 )alkyl group, and ALK represents a straight or branched divalent C 1 -C 6 alkylene, C 2 -C 6 alkenylene, or C 2 -C 6 alkynylene radical, and may be interrupted by one or more non-adjacent —NH—, —O— or —S—linkages, X represents —NH—, —O— or —S—, and m and n are independently 0 or 1; and A represents a group as defined in the specification.

  式(I)的化合物是抗菌剂： 其中： R1代表氢，或者C1-C6烷基，或者被一个或多个卤素原子取代的C1-C6烷基； R2代表一个R10-(X)n-(ALK)m-基团，其中R10代表氢，或者C1-C6烷基，C2-C6烯基，C2-C6炔基，环烷基，芳基，或者杂环烷基，任何一个基团可以是未取代的或者被(C1-C6)烷基，(C1-C6)烷氧基，羟基，巯基，(C1-C6)烷硫基，氨基，卤素(包括氟，氯，溴和碘)，三氟甲基，氰基，硝基，-COOH，-CONH2，-COORA，-NHCORA，-CONHA，-NHA，-NRARB，或者-CONRARB取代的，其中RA和RB独立地表示(C1-C6)烷基，ALK表示直链或支链的双价C1-C6烷基，C2-C6烯基或C2-C6炔基基团，并且可以被一个或多个非相邻的-NH-，-O-或-S-键中断，X表示-NH-，-O-或-S-，m和n独立地表示0或1；A表示规范中定义的基团。
• Antibacterial Agents
  申请人：Pratt Lisa Marie

  公开号：US20100125075A1

  公开（公告）日：2010-05-20

  Compounds of formula (II) are antibacterial agents wherein Q represents a radical of the formula: —N(OH)CH(═O) or the formula: —C(═O)NH(OH); R 1 represents hydrogen, C 1 -C 6 alkyl or C 1 -C 6 alkyl substituted by one or more halogen atoms, or, except when Q is a radical of the formula: —N(OH)CH(═O), a hydroxy, C 1 -C 6 alkoxy, C 1 -C 6 alkenyloxy, amino, C 1 -C 6 alkylamino, or di-(C 1 -C 6 alkylamino group; R 2 represents a substituted or unsubstituted C 1 -C 6 alkyl, cycloalkyl(C 1 -C 6 alkyl)- or aryl(C 1 -C 6 alkyl)-group; and A represents a group of formula (IIA), or (IIB) wherein R 4 represents the side chain of a natural or non-natural alpha amino acid, and R 5 and R 6 when taken together with the nitrogen atom to which they are attached form a saturated heterocyclic first ring of 5 to 7 atoms as specified in the description.

  化合物的公式（II）是抗菌剂，其中Q代表以下公式的基团：—N（OH）CH（═O）或公式：—C（═O）NH（OH）；R1代表氢，C1-C6烷基或C1-C6烷基被一个或多个卤素原子取代，或者除非Q是公式：—N（OH）CH（═O）的基团，否则是羟基，C1-C6烷氧基，C1-C6烯氧基，氨基，C1-C6烷基氨基或双（C1-C6烷基）氨基基团；R2代表取代或未取代的C1-C6烷基，环烷基（C1-C6烷基）或芳基（C1-C6烷基）基团；A代表公式（IIA）或（IIB）中的基团，其中R4代表天然或非天然α氨基酸的侧链，当R5和R6与它们连接的氮原子一起形成5到7个原子的饱和杂环第一环时，符合说明中的规定。
• ANTIBACTERIAL AGENTS
  申请人：Vernalis (Oxford) Ltd

  公开号：EP1210330B1

  公开（公告）日：2005-04-20