2-(2-(dimethylamino)acetamido)acetic acid | 3544-43-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(2-(dimethylamino)acetamido)acetic acid
• 英文别名: N-(N,N-dimethyl-glycyl)-glycine；N,N-Dimethyl-glycyl=>glycin；N-(N,N-Dimethyl-glycyl)-glycin；(Dimethylaminoacetyl-amino)-essigsaeure；Glycine, N,N-dimethylglycyl-；2-[[2-(dimethylamino)acetyl]amino]acetic acid
• CAS: 3544-43-2
• 化学式: C₆H₁₂N₂O₃
• 分子量: 160.173
• InChiKey: HQFNONZTUQSPJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-(dimethylamino)acetamido)acetic acid 、 tert-butyl (S)-2-((S)-2-amino-3-phenylpropanamido)-6-diazo-5-oxohexanoate 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以38 %的产率得到tert-butyl (9S,12S)-9-benzyl-12-(4-diazo-3-oxobutyl)-2-methyl-4,7,10-trioxo-2,5,8,11-tetraazatridecan-13-oate
  参考文献：
  名称：

  [EN] PRODRUGS OF 6-DIAZO-5-OXO-L-NORLEUCINE
  [FR] PROMÉDICAMENTS DE 6-DIAZO-5-OXO-L-NORLEUCINE

  摘要：

  本公开提供了6-重氮-5-氧代-L-异亮氨酸（DON）的前药，用于治疗或预防抑制谷氨酰胺利用酶有益的疾病、紊乱或状况。

  公开号：

  WO2022232565A1
• 作为产物：
  描述：

  benzyl 2-(2-(dimethylamino)acetamido)acetate 20.0 ℃ 、344.75 kPa 条件下， 反应 16.0h， 以84%的产率得到2-(2-(dimethylamino)acetamido)acetic acid
  参考文献：
  名称：

  The Effect of Charge-Reversal Amphiphile Spacer Composition on DNA and siRNA Delivery

  摘要：

  A series of charge-reversal amphiphiles with different spacers separating the headgroup from the hydrophobic chains are described for delivery of DNA and siRNA. Among them, the amphiphiles possessing a glycine spacer (e.g., B-GlyGly) showed effective DNA transfection in CHO and NIH 3T3 cells, as well as siRNA gene knockdown in HepG2 and UASMC cells. Ethidium bromide quenching assays revealed that DNA was released the fastest from the lipoplex of B-GlyGly in the presence of esterase. Also, X-ray diffraction results indicated that the DNA was located between the adjacent lipid bilayers in the lipoplex of B-GlyGly. These distinct features appear to be required for high transfection activity.

  DOI：

  10.1021/bc9005464

文献信息

• [EN] ADENOSINE ANALOGS FOR THE TREATMENT OF DISEASE<br/>[FR] ANALOGUES D'ADÉNOSINE POUR LE TRAITEMENT D'UNE MALADIE
  申请人：BIOINTERVENE INC

  公开号：WO2020247540A1

  公开（公告）日：2020-12-10

  The disclosure provides adenosine analogs for the treatment of disease such as pain and inflammatory conditions.

  该披露提供了腺苷类似物，用于治疗疾病，如疼痛和炎症性疾病。
• Medicine for inhibiting drug elimination pump
  申请人：Nakayama Kiyoshi

  公开号：US20050009843A1

  公开（公告）日：2005-01-13

  A medicament for preventive and/or therapeutic treatment of a microbial infection which comprises as an active ingredient a compound represented by the following general formula (I): wherein, R 1 and R 2 represent hydrogen atom, a halogen atom, hydroxyl group or the like, W 1 represents —CH═CH—, —CH 2 O—, —CH 2 CH 2 — or the like; R 3 represents hydrogen atom, a halogen atom, hydroxyl group or an amino group; R 4 represents hydrogen atom, a group of —OZ 0-4 R 5 (Z 0-4 represents an alkylene group, a fluorine-substituted alkylene group or a single bond, and R 5 represents a cyclic alkyl group, an aryl group or the like); W 2 represents a single bond or —C(R 8 )═C(R 9 )—(R 8 and R 9 represent hydrogen atom, a halogen atom, a lower alkyl group or the like, Q represents an acidic group, but W 2 and Q may together form vinylidenethiazolidinedione or an equivalent heterocyclic ring; m and n represent an integer of 0 to 2, and q represents an integer of 0 to 3.

  预防和/或治疗微生物感染的药物，其活性成分为以下通用式（I）所表示的化合物：其中，R1和R2表示氢原子、卤原子、羟基或类似物，W1表示—CH═CH—、—CH2O—、—CH2CH2—或类似物；R3表示氢原子、卤原子、羟基或氨基；R4表示氢原子、—OZ0-4R5（Z0-4表示烷基、氟代烷基或单键，R5表示环烷基、芳基或类似物）；W2表示单键或—C（R8）═C（R9）—（R8和R9表示氢原子、卤原子、低烷基或类似物，Q表示酸性基团，但W2和Q可以共同形成乙烯基噻唑烷二酮或等效的杂环环；m和n表示0至2的整数，q表示0至3的整数。
• MEDICINE FOR INHIBITING DRUG ELIMINATION PUMP
  申请人：DAIICHI PHARMACEUTICAL CO., LTD.

  公开号：EP1389463A1

  公开（公告）日：2004-02-18

  A medicament for preventive and/or therapeutic treatment of a microbial infection which comprises as an active ingredient a compound represented by the following general formula (I): wherein, R1 and R2 represent hydrogen atom, a halogen atom, hydroxyl group or the like, W1 represents -CH=CH-, -CH2O-, -CH2CH2- or the like; R3 represents hydrogen atom, a halogen atom, hydroxyl group or an amino group; R4 represents hydrogen atom, a group of -OZ0-4R5 (Z0-4 represents an alkylene group, a fluorine-substituted alkylene group or a single bond, and R5 represents a cyclic alkyl group, an aryl group or the like); W2 represents a single bond or -C(R8)=C(R9)- (R8 and R9 represent hydrogen atom, a halogen atom, a lower alkyl group or the like, Q represents an acidic group, but W2 and Q may together form vinylidenethiazolidinedione or an equivalent heterocyclic ring; m and n represent an integer of 0 to 2, and q represents an integer of 0 to 3.

  一种用于预防和/或治疗微生物感染的药物，其活性成分包括由以下通式(I)代表的化合物： 其中，R1 和 R2 代表氢原子、卤素原子、羟基或类似基团；W1 代表-CH=CH-、-CH2O-、-CH2CH2-或类似基团；R3 代表氢原子、卤素原子、羟基或氨基；R4 代表氢原子、-OZ0-4R5 的基团（Z0-4 代表亚烷基、氟取代的亚烷基或单键，R5 代表环状烷基、芳基或类似基团）；W2 代表单键或-C(R8)＝C(R9)-（R8 和 R9 代表氢原子、卤素原子、低级烷基或类似基团，Q 代表酸性基团，但 W2 和 Q 可共同形成亚乙烯基噻唑烷二酮或等效的杂环；m 和 n 代表 0 至 2 的整数，q 代表 0 至 3 的整数。
• Smith, Journal of Biological Chemistry, 1948, vol. 176, p. 21,26
  作者：Smith

  DOI：——

  日期：——
• The Effect of Charge-Reversal Amphiphile Spacer Composition on DNA and siRNA Delivery
  作者：Xiao-Xiang Zhang、Carla A. H. Prata、Thomas J. McIntosh、Philippe Barthélémy、Mark W. Grinstaff

  DOI：10.1021/bc9005464

  日期：2010.5.19

  A series of charge-reversal amphiphiles with different spacers separating the headgroup from the hydrophobic chains are described for delivery of DNA and siRNA. Among them, the amphiphiles possessing a glycine spacer (e.g., B-GlyGly) showed effective DNA transfection in CHO and NIH 3T3 cells, as well as siRNA gene knockdown in HepG2 and UASMC cells. Ethidium bromide quenching assays revealed that DNA was released the fastest from the lipoplex of B-GlyGly in the presence of esterase. Also, X-ray diffraction results indicated that the DNA was located between the adjacent lipid bilayers in the lipoplex of B-GlyGly. These distinct features appear to be required for high transfection activity.