N-acetylornithine | 210545-24-7

• 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: N-acetylornithine
• 英文别名: (2R)-2-acetamido-5-azaniumylpentanoate
• CAS: 210545-24-7
• 化学式: C₇H₁₄N₂O₃
• 分子量: 174.2
• InChiKey: JRLGPAXAGHMNOL-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  96.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  C2H5-Orn(Z)-OCH3 在 三异丙基硅烷 、 苯甲醚 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-acetylornithine
  参考文献：
  名称：

  Inhibitors of N α-acetyl-l-ornithine deacetylase: synthesis, characterization and analysis of their inhibitory potency

  摘要：

  A series of N (alpha)-acyl (alkyl)- and N (alpha)-alkoxycarbonyl-derivatives of l- and d-ornithine were prepared, characterized, and analyzed for their potency toward the bacterial enzyme N (alpha)-acetyl-l-ornithine deacetylase (ArgE). ArgE catalyzes the conversion of N (alpha)-acetyl-l-ornithine to l-ornithine in the fifth step of the biosynthetic pathway for arginine, a necessary step for bacterial growth. Most of the compounds tested provided IC50 values in the mu M range toward ArgE, indicating that they are moderately strong inhibitors. N (alpha)-chloroacetyl-l-ornithine (1g) was the best inhibitor tested toward ArgE providing an IC50 value of 85 mu M while N (alpha)-trifluoroacetyl-l-ornithine (1f), N (alpha)-ethoxycarbonyl-l-ornithine (2b), and N (alpha)-acetyl-d-ornithine (1a) weakly inhibited ArgE activity providing IC50 values between 200 and 410 mu M. Weak inhibitory potency toward Bacillus subtilis-168 for N (alpha)-acetyl-d-ornithine (1a) and N (alpha)-fluoro- (1f), N (alpha)-chloro- (1g), N (alpha)-dichloro- (1h), and N (alpha)-trichloroacetyl-ornithine (1i) was also observed. These data correlate well with the IC50 values determined for ArgE, suggesting that these compounds might be capable of getting across the cell membrane and that ArgE is likely the bacterial enzymatic target.

  DOI：

  10.1007/s00726-009-0326-8

文献信息

• Flavonoids as Synergists for Enhancing the Action of Self-Tanning Substances
  申请人：Rudolph Thomas

  公开号：US20080279793A1

  公开（公告）日：2008-11-13

  The invention relates to the use of at least one flavonoid having an uncharged flavan skeleton as synergist for enhancing the action of self-tanning substances, such as trioses and tetroses, in cosmetic and dermatological formulations and to corresponding novel compositions and to the preparation thereof.

  这项发明涉及在化妆品和皮肤科制剂中使用至少一种具有未带电的黄酮骨架的黄酮类物质作为协同剂，以增强自日晒剂（如三糖和四糖）的作用，并涉及相应的新型组合物及其制备方法。
• USE OF FLAVONOIDS
  申请人：Rudolph Thomas

  公开号：US20090317342A1

  公开（公告）日：2009-12-24

  The present invention relates to the use of at least one flavonoid for odour improvement and/or odour stabilisation, and to corresponding compositions and the preparation thereof.

  本发明涉及至少一种黄酮类化合物用于改善气味和/或稳定气味，以及相应的组合物及其制备方法。
• Chromone complexes
  申请人：Carola Christophe

  公开号：US20070191305A1

  公开（公告）日：2007-08-16

  The invention relates to complexes of certain chromone derivatives, to compositions which comprise such derivatives, to corresponding processes for the preparation of the chromone derivatives or of compositions comprising same, and to the use thereof, in particular for the care, maintenance or improvement of the general state of the skin or hair.

  该发明涉及某些咖啡因衍生物的络合物，以及包含这些衍生物的组合物，以及用于制备咖啡因衍生物或包含它们的组合物的相应过程，并且用途包括特别用于护理、维护或改善皮肤或头发的整体状态。
• USE OF DICYCLOHEXYLMETHANOL DERIVATIVES HAVING ANTIMICROBIAL PROPERTIES
  申请人：MERCK PATENT GmbH

  公开号：US20150118172A1

  公开（公告）日：2015-04-30

  The present invention relates to the use of at least one dicyclohexylmethanol derivative of the formula (I) as antimicrobial active compound or as anti-acne, antidandruff, deodorant or antiperspirant active compound, to preparations comprising these compounds, and to specific dicyclohexylmethanol derivatives and to a process for the preparation thereof.

  本发明涉及将式(I)的至少一种二环己基甲醇衍生物用作抗微生物活性化合物或用作抗痘、抗头皮屑、除臭剂或止汗剂活性化合物，以及含有这些化合物的制剂，以及特定的二环己基甲醇衍生物及其制备方法。
• Formulation assistants
  申请人：Pflucker Frank

  公开号：US20070141014A1

  公开（公告）日：2007-06-21

  The invention relates to the use of compounds of the formula (I), where R 1 , R 2 and R 3 may be identical or different and are selected from: straight-chain or branched C 1 - to C 24 -alkyl groups, straight-chain or branched C 3 - to C 24 -alkenyl groups, straight-chain or branched C 1 - to C 24 -hydroxyalkyl groups, where the hydroxyl group may be bonded to a primary or secondary carbon atom of the chain and furthermore the alkyl chain may also be interrupted by oxygen, and/or C 3 - to C 10 -cycloalkyl groups and/or C 3 - to C 12 -cycloalkenyl groups, where the rings may in each case also be bridged by (CH 2 ) n groups, where n=1 to 3, as formulation assistants for the preparation of cosmetic or dermatological compositions, to corresponding novel compounds, and to the preparation thereof.

  该发明涉及使用式(I)的化合物，其中R1、R2和R3可能相同也可能不同，并且可从以下中选择：直链或支链的C1到C24烷基基团、直链或支链的C3到C24烯基基团、直链或支链的C1到C24羟基烷基基团，其中羟基可能与链的一级或二级碳原子结合，此外烷基链也可能被氧原子中断，和/或C3到C10环烷基基团和/或C3到C12环烯基基团，环可能在每种情况下也被(CH2)n基桥接，其中n=1至3，作为化妆品或皮肤科学组合物的制剂助剂，以及相应的新化合物的制备。