3-amino-4-methylpentanoic acid hydrochloride | 80914-40-5

• 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: 3-amino-4-methylpentanoic acid hydrochloride
• 英文别名: homovaline hydrochloride；3-amino-4-methylpentanoic acid;hydrochloride
• CAS: 80914-40-5
• 化学式: C₆H₁₃NO₂*ClH
• mdl: MFCD18207310
• 分子量: 167.636
• InChiKey: SLNFFBWDHRKWCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.87
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  63.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-amino-4-methylpentanoic acid hydrochloride 、 六甲基二硅氮烷 在 三乙胺 、 糖精 作用下， 以 甲苯 为溶剂， 以100%的产率得到N-trimethylsilylhomovaline trimethylsilyl ester
  参考文献：
  名称：

  Organosilicon synthesis of isocyanates: IV. Synthesis of isocyanates from aliphatic and alkylaromatic amino acid esters

  摘要：

  Treatment of an alcoholic suspension of amino acids with trimethylchlorosilane yielded phenylglycine, valine, beta-phenylalanine, and homovaline ester hydrochlorides. Their saccharin-catalyzed silylation with hexamethyldisilazane proceeds quantitatively and involves only one proton of the amino group. The best conversion of the amino acid esters to the corresponding isocyanates was achieved by phosgene treatment of their monosilyl urethanes, rather than of the silylated amino esters. Monosilyl urethanes are formed quantitatively by treatment of the amino acid ester hydrochlorides with the hexamethyldisilazane-CO2 system. The H-1 NMR spectra show that monosilyl urethanes derived from alpha- and beta-amino acid esters are characterized by intramolecular interaction of the silicon atom and the oxygen atom of the carboxy group.

  DOI：

  10.1134/s1070363207040135
• 作为产物：
  描述：

  diethyl 2-(1-tert-butoxycarbonylamino-2-methylpropyl)malonate 在 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 以92%的产率得到3-amino-4-methylpentanoic acid hydrochloride
  参考文献：
  名称：

  新获得的外消旋β 3 -氨基酸

  摘要：

  具有用于外消旋β大规模制备的潜在的一般简单的程序3 -氨基酸已经研制成功。该方法包括在四氢呋喃中将碱式催化的丙二酸二乙酯钠的迈克尔型加成到N -Boc-α-酰氨基烷基-对甲苯基砜中。通过用6M盐酸水溶液，得到回流加合物的水解β 3吨以高收率和优异的纯度α-氨基酸盐酸盐。

  DOI：

  10.1016/j.tet.2005.04.077

文献信息

• [EN] 4 -HYDROXY- ISOQUINOLINE COMPOUNDS AS HIF HYDROXYLASE INHIBITORS<br/>[FR] COMPOSÉS 4-HYDROXY-ISOQUINOLÉINE COMME INHIBITEURS D'HYDROXYLASE HIF
  申请人：FIBROGEN INC

  公开号：WO2013134660A1

  公开（公告）日：2013-09-12

  The present invention relates to novel compounds of formula (I), and compositions capable of inhibiting PHD1 enzyme activity selectively over other isoforms, for example, PHD2 and/or PHD3 enzymes. The invention also relates to compounds of formula (I) for use in disorders such as muscle degeneration, colitis, IBD, and certain ischemias.

  本发明涉及式(I)的新化合物，以及能够选择性地抑制PHD1酶活性而不影响其他同工酶（例如PHD2和/或PHD3酶）的组合物。该发明还涉及式(I)的化合物在肌肉退化、结肠炎、炎症性肠病和某些缺血症等疾病中的应用。
• [EN] SGC STIMULATORS<br/>[FR] STIMULATEURS DE LA SGC
  申请人：IRONWOOD PHARMACEUTICALS INC

  公开号：WO2015089182A1

  公开（公告）日：2015-06-18

  The present patent application discloses at least the compounds according to Formula 1 shown below, or pharmaceutically acceptable salts thereof, wherein ringjB,n, JD, J,0, X, X1, J, RC, and W are as defined herein. These compounds are useful as simulators of soluble sGC.

  本专利申请至少揭示了如下所示的符合Formula 1的化合物，或其药用可接受盐，其中ringjB，n，JD，J，0，X，X1，J，RC和W的定义如本文所述。这些化合物可用作可溶性sGC的模拟物。
• 4 -HYDROXY- ISOQUINOLINE COMPOUNDS AS HIF HYDROXYLASE INHIBITORS
  申请人：FIBROGEN, INC.

  公开号：US20150038528A1

  公开（公告）日：2015-02-05

  The present invention relates to novel compounds of formula (I), and compositions capable of inhibiting PHD1 enzyme activity selectively over other isoforms, for example, PHD2 and/or PHD3 enzymes. The invention also relates to compounds of formula (I) for use in disorders such as muscle degeneration, colitis, IBD, and certain ischemias.

  本发明涉及公式（I）的新型化合物及其组合物，能够选择性地抑制PHD1酶活性，而不影响其他同工酶，例如PHD2和/或PHD3酶。本发明还涉及公式（I）的化合物在肌肉退化、结肠炎、炎症性肠病和某些缺血症等疾病中的使用。
• 4-HYDROXY-ISOQUINOLINE COMPOUNDS AS HIF HYDROXYLASE INHIBITORS
  申请人：Fibrogen, Inc.

  公开号：EP2834220B1

  公开（公告）日：2016-11-09
• SGC STIMULATORS
  申请人：Ironwood Pharmaceuticals, Inc.

  公开号：EP3092231A1

  公开（公告）日：2016-11-16