1H-吡唑-5-羧酸,4,5-二氢-,甲基酯,(R)-(9CI) | 474-44-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: 1H-吡唑-5-羧酸,4,5-二氢-,甲基酯,(R)-(9CI)
• 中文别名: (20S)-3alpha-氨基-5alpha-孕甾烷-20-醇
• 英文名称: Funtumidin
• 英文别名: funtumidine；(20S) 3α-amino-5α-pregnane-20-ol；(20S)-3alpha-Amino-5alpha-pregnan-20-ol；(1S)-1-[(3R,5S,8R,9S,10S,13S,14S,17S)-3-amino-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanol
• CAS: 474-44-2
• 化学式: C₂₁H₃₇NO
• 分子量: 319.531
• InChiKey: VIQFMADXQMGZER-CGVINKDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1H-吡唑-5-羧酸,4,5-二氢-,甲基酯,(R)-(9CI) 生成 (4S)-4-amino-5-[[(3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]amino]-5-oxopentanoic acid;hydrochloride
  参考文献：
  名称：

  DERAEDT, R.;TORELLI, V.;BENZONI, J.

  摘要：

  DOI：
• 作为产物：
  描述：

  (17Z)-pregn-17(20)-en-3α-amine 生成 1H-吡唑-5-羧酸,4,5-二氢-,甲基酯,(R)-(9CI)
  参考文献：
  名称：

  TORELLI, V.;NEDELEC, L.

  摘要：

  DOI：

文献信息

• Novel 3 .alpha.-amino steroids
  申请人：Roussel Uclaf

  公开号：US04424218A1

  公开（公告）日：1984-01-03

  A 3-amino-steroid of the formula ##STR1## wherein W is selected from the group consisting of hydrogen and --OH and taken together with X is ethylidene, X is selected from the group consisting of ethyl, ##STR2## the wavy line indicates the substituent has the .alpha.- and .beta.-position, R.sub.1 is selected from the group consisting of hydrogen and --CH.sub.3, R.sub.2 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms and hydroxyalkyl of 2 to 5 carbon atoms, R.sub.3 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, hydroxyalkyl of 2 to 5 carbon atoms, acyl of organic acid of 2 to 8 carbon atoms, alkoxycarbonyl of 2 to 8 carbon atoms, acyl of an .alpha.-amino-carboxylic acid and a peptide of 2 to 3 .alpha.-amino-carboxylic acids and their non-toxic, pharmaceutically acceptable acid addition acids with the proviso that R.sub.2 and R.sub.3 are not both hydrogen and (i) when R.sub.1 is methyl, W and R.sub.2 are hydrogen and X is ##STR3## in the case R.sub.3 is not methyl, acetyl or derived from an anminocarboxylic acid, (ii) when R.sub.1 is --CH.sub.3, W is hydrogen, R.sub.2 is --CH.sub.3 and X is ##STR4## in the case R.sub.3 is not methyl or acetyl, (iii) when R.sub.1 is methyl, R.sub.2 and W are hydrogen, X is ##STR5## with the --OH having the (S) configuration and the amino group is in the .alpha.-position in the case R.sub.3 is not methyl (iiii) R.sub.2 and W are hydrogen, X is ##STR6## and the 3-amino is in the .alpha.-position in the case at least one of R.sub.1, R.sub.2 and R.sub.3 is not methyl and (iiiii) R.sub.2 and W are hydrogen, R.sub.1 is methyl, X is ##STR7## with the --OH having the (R) configuration and the 3-amino is in the .alpha.-position in the case R.sub.3 is not ethoxycarbonyl capable of stimulating the defenses of an organism, especially by potentializing the production of IgE (immunoglobulins E) and their preparation.

  一种公式为##STR1##的3-氨基类固醇，其中W选自氢和-OH的群组，并与X一起取乙基亚甲基，X选自乙基，##STR2##波浪线表示取代基在α-和β-位置，R.sub.1选自氢和-CH.sub.3的群组，R.sub.2选自1至5个碳原子的烷基和2至5个碳原子的羟基烷基，R.sub.3选自1至5个碳原子的烷基、2至5个碳原子的羟基烷基、2至8个碳原子的有机酸酰基、2至8个碳原子的烷氧羰基、α-氨基羧酸酰基和2至3个α-氨基羧酸的肽及其非毒性、药学上可接受的酸性补充物，条件是R.sub.2和R.sub.3不都是氢，且（i）当R.sub.1是甲基时，W和R.sub.2是氢，X是##STR3##在R.sub.3不是甲基、乙酰基或来源于氨基酸时，（ii）当R.sub.1是-CH.sub.3时，W是氢，R.sub.2是-CH.sub.3，X是##STR4##在R.sub.3不是甲基或乙酰基时，（iii）当R.sub.1是甲基时，R.sub.2和W是氢，X是##STR5##其中-OH具有（S）构型，氨基在α-位置，在R.sub.3不是甲基时（iiii）R.sub.2和W是氢，X是##STR6##3-氨基在α-位置，在至少一个R.sub.1、R.sub.2和R.sub.3不是甲基时，（iiiii）R.sub.2和W是氢，R.sub.1是甲基，X是##STR7##其中-OH具有（R）构型，3-氨基在α-位置，在R.sub.3不是乙氧羰基的情况下能够刺激生物体的防御，特别是通过增强IgE（免疫球蛋白E）的产生，并制备它们。
• ——
  作者：

  DOI：——

  日期：——
• Janot,M.-M. et al., Bulletin de la Societe Chimique de France, 1960, p. 1669 - 1673
  作者：Janot,M.-M. et al.

  DOI：——

  日期：——
• Janot,M.M., Bulletin de la Societe Chimique de France, 1960, p. 1640 - 1643
  作者：Janot,M.M.

  DOI：——

  日期：——
• DERAEDT, R.;TORELLI, V.;VACHER, J.
  作者：DERAEDT, R.、TORELLI, V.、VACHER, J.

  DOI：——

  日期：——