4-methoxy-N-methyl-N-(oxiran-2-ylmethyl)aniline | 82585-56-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-methoxy-N-methyl-N-(oxiran-2-ylmethyl)aniline
• CAS: 82585-56-6
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: YRLJCTGHGLKFJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  25
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methoxy-N-methyl-N-(oxiran-2-ylmethyl)aniline 在 氨 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 1-amino-3-(4-methoxy-N-methylanilino)propan-2-ol
  参考文献：
  名称：

  New anticancer agents: synthesis of 1,2-dihydropyrido[3,4-b]pyrazines (1-deaza-7,8-dihydropteridines)

  摘要：

  Reaction of alpha-aminoacetophenone oximes (2) with ethyl 6-amino-4-chloro-5-nitropyridine-2-carbamate (1) gave ethyl 6-amino-5-nitro-4-[(2-oxo-2-phenylethyl)amino]pyridine-2-carbamate oximes (3), which were hydrolyzed under acidic conditions to give the corresponding ketones (4). Related pyridines substituted with a keto side chain were prepared from 1 and 1,3-diaminopropanone oximes and by oxidation of the side-chain hydroxy group of ethyl 6-amino-4- [[3-(N-methyl-N-phenylamino)-2-hydroxypropyl]amino]-5-nitropyridine-7- carbamates (6). Catalytic hydrogenation of the nitro group of 4 over Raney nickel in a large volume of ethanol gave the 1-deaza-7,8-dihydropteridines (7). Several of the oximes 3 were successfully hydrogenated to give 7 directly. The resulting 1-deaza-7,8-dihydropteridines showed potent cytotoxicity against cultured L1210 cells and significant anticancer activity against lymphocytic leukemia P-388 in mice. These biological activities are attributed to the accumulation of cells at mitosis.

  DOI：

  10.1021/jm00351a008
• 作为产物：
  描述：

  N-甲基-P-氨基苯甲醚 、 环氧氯丙烷 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 4-methoxy-N-methyl-N-(oxiran-2-ylmethyl)aniline
  参考文献：
  名称：

  New anticancer agents: synthesis of 1,2-dihydropyrido[3,4-b]pyrazines (1-deaza-7,8-dihydropteridines)

  摘要：

  Reaction of alpha-aminoacetophenone oximes (2) with ethyl 6-amino-4-chloro-5-nitropyridine-2-carbamate (1) gave ethyl 6-amino-5-nitro-4-[(2-oxo-2-phenylethyl)amino]pyridine-2-carbamate oximes (3), which were hydrolyzed under acidic conditions to give the corresponding ketones (4). Related pyridines substituted with a keto side chain were prepared from 1 and 1,3-diaminopropanone oximes and by oxidation of the side-chain hydroxy group of ethyl 6-amino-4- [[3-(N-methyl-N-phenylamino)-2-hydroxypropyl]amino]-5-nitropyridine-7- carbamates (6). Catalytic hydrogenation of the nitro group of 4 over Raney nickel in a large volume of ethanol gave the 1-deaza-7,8-dihydropteridines (7). Several of the oximes 3 were successfully hydrogenated to give 7 directly. The resulting 1-deaza-7,8-dihydropteridines showed potent cytotoxicity against cultured L1210 cells and significant anticancer activity against lymphocytic leukemia P-388 in mice. These biological activities are attributed to the accumulation of cells at mitosis.

  DOI：

  10.1021/jm00351a008

文献信息

• Polysilane compound containing perfluoro(poly)ether group
  申请人：THE CHEMOURS COMPANY FC, LLC

  公开号：US10294393B2

  公开（公告）日：2019-05-21

  Composition containing at least one fluorinated silane of the formula (I): (Rf)p—Y—(SiQkZ3-k)w  (I) wherein: Rf represents monovalent R1f(OC4F8)a—(OC3F6)b—(OC2F4)c—(OCF2)d wherein a, b, c, and d independently represent an integer of from 3 to 200 inclusive, and the sum of a, b, c, and d is at least 1; R1f is fluorinated alkyl group, linear or branched, with 1-4 carbons; Y represents a polyvalent organic group, Q represents a hydrolyzable group, a hydroxyl group, or alkyloxy group and is capable of forming a siloxane bond with Si atoms located at the terminal of the molecular chain of formula (I) or other active sites of the treated surface, Z is a monovalent alkyl group, or hydrogen; p is 1 or 2, w is 2-14, p+w is 3 to 15, and k is from 1 to 3.

  含有至少一种式 (I) 含氟硅烷的组合物： (Rf)p-Y-(SiQkZ3-k)w (I) 其中Rf 代表一价 R1f(OC4F8)a-(OC3F6)b-(OC2F4)c-(OCF2)d 其中 a、b、c 和 d 独立地代表 3 至 200（包括 200）的整数，且 a、b、c 和 d 之和至少为 1；R1f 为含 1-4 个碳原子的直链或支链氟化烷基；Y 代表多价有机基团，Q 代表可水解基团、羟基或烷氧基，并能与位于式（I）分子链末端或经处理表面的其它活性位点的 Si 原子形成硅氧烷键，Z 为单价烷基或氢；p 为 1 或 2，w 为 2-14，p+w 为 3 至 15，k 为 1 至 3。
• New anticancer agents: synthesis of 1,2-dihydropyrido[3,4-b]pyrazines (1-deaza-7,8-dihydropteridines)
  作者：Carroll Temple、Glynn P. Wheeler、Robert D. Elliott、Jerry D. Rose、Conrad L. Kussner、Robert N. Comber、John A. Montgomery

  DOI：10.1021/jm00351a008

  日期：1982.9

  Reaction of alpha-aminoacetophenone oximes (2) with ethyl 6-amino-4-chloro-5-nitropyridine-2-carbamate (1) gave ethyl 6-amino-5-nitro-4-[(2-oxo-2-phenylethyl)amino]pyridine-2-carbamate oximes (3), which were hydrolyzed under acidic conditions to give the corresponding ketones (4). Related pyridines substituted with a keto side chain were prepared from 1 and 1,3-diaminopropanone oximes and by oxidation of the side-chain hydroxy group of ethyl 6-amino-4- [[3-(N-methyl-N-phenylamino)-2-hydroxypropyl]amino]-5-nitropyridine-7- carbamates (6). Catalytic hydrogenation of the nitro group of 4 over Raney nickel in a large volume of ethanol gave the 1-deaza-7,8-dihydropteridines (7). Several of the oximes 3 were successfully hydrogenated to give 7 directly. The resulting 1-deaza-7,8-dihydropteridines showed potent cytotoxicity against cultured L1210 cells and significant anticancer activity against lymphocytic leukemia P-388 in mice. These biological activities are attributed to the accumulation of cells at mitosis.