2-丙氨基-1-吡啶-3-乙醇 | 91800-29-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-丙氨基-1-吡啶-3-乙醇
• 中文别名: 2-(丙基氨基)-1-(吡啶-3-基)乙醇
• 英文名称: 2-(propylamino)-1-(3-pyridyl)ethanol
• 英文别名: 2-(Propylamino)-1-(pyridin-3-yl)ethanol；2-(propylamino)-1-pyridin-3-ylethanol
• CAS: 91800-29-2
• 化学式: C₁₀H₁₆N₂O
• 分子量: 180.25
• InChiKey: MJUNJSZNJODPKM-UHFFFAOYSA-N

物化性质

• 沸点：
  326.3±27.0 °C(Predicted)
• 密度：
  1.047±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-丙氨基-1-吡啶-3-乙醇 在 N-甲基吗啉 、 dimethyl sulfide borane 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 LK-935
  参考文献：
  名称：

  Synthesis, Conformation, and Stereodynamics of a Salt of 2-{[2-(3,4-Dichlorophenyl)- ethyl]propylamino}-1-pyridin-3-ylethanol

  摘要：

  [GRAPHIC]A novel synthetic route was developed for 2-{[2-(3,4-dichlorophenyl)ethyl]propylamino}-1-pyridin-3-yiethanol (4). A dynamic process due to nitrogen inversion at the central amine nitrogen has been identified by NMR spectroscopy for the dihydrobromide salt of this compound. The conformational properties of the diastereomeric pair were determined by analysis of NOE connectivities and MO calculations.

  DOI：

  10.1021/jo051455f
• 作为产物：
  描述：

  3-(2-溴乙酰基)吡啶氢溴酸盐 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 2-丙氨基-1-吡啶-3-乙醇
  参考文献：
  名称：

  Synthesis, Conformation, and Stereodynamics of a Salt of 2-{[2-(3,4-Dichlorophenyl)- ethyl]propylamino}-1-pyridin-3-ylethanol

  摘要：

  [GRAPHIC]A novel synthetic route was developed for 2-{[2-(3,4-dichlorophenyl)ethyl]propylamino}-1-pyridin-3-yiethanol (4). A dynamic process due to nitrogen inversion at the central amine nitrogen has been identified by NMR spectroscopy for the dihydrobromide salt of this compound. The conformational properties of the diastereomeric pair were determined by analysis of NOE connectivities and MO calculations.

  DOI：

  10.1021/jo051455f

文献信息

• [EN] AMINO ALCOHOL COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS D'AMINO-ALCOOL ET LEURS UTILISATIONS
  申请人：YUMANITY THERAPEUTICS INC

  公开号：WO2021247910A1

  公开（公告）日：2021-12-09

  The present invention features compounds useful in the treatment of neurological disorders. The compounds of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing neurological disorders.

  本发明涉及在治疗神经系统疾病中有用的化合物。本发明的化合物，单独或与其他药用活性剂结合，可用于治疗或预防神经系统疾病。
• Novel cholesterol biosynthesis inhibitors targeting human lanosterol 14α-demethylase (CYP51)
  作者：Tina Korošec、Jure Ačimovič、Matej Seliškar、Darko Kocjan、Klementina Fon Tacer、Damjana Rozman、Uroš Urleb

  DOI：10.1016/j.bmc.2007.10.001

  日期：2008.1

  Novel cholesterol biosynthesis inhibitors, a group of pyridylethanol(phenylethyl)amine derivatives, were synthesized. Sterol profiling assay in the human hepatoma HepG2 cells revealed that compounds target human lanosterol 14alpha-demethylase (CYP51). Structure-activity relationship study of the binding with the overexpressed human CYP51 indicates that the pyridine binds within the heme binding pocket

  合成了新型胆固醇生物合成抑制剂，一组吡啶基乙醇（苯乙基）胺衍生物。在人肝癌HepG2细胞中的甾醇谱分析表明该化合物靶向人羊毛甾醇14α-脱甲基酶（CYP51）。与过量表达的人CYP51结合的结构-活性关系研究表明，吡啶与唑类类似物在血红素结合口袋中结合。
• [EN] NOVEL DERIVATIVES OF PYRIDYLETHANOL (PHENYLETHYL) AMINES AS INHIBITORS OF CHOLESTEROL BIOSYNTHESIS, PROCESSES FOR THEIR PREPARATION, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] NOUVEAUX DERIVES D'AMINES PYRIDYLETHANOL (PHENYLETHYL) UTILES COMME INHIBITEURS DE LA BIOSYNTHESE DU CHOLESTEROL, LEURS PROCEDES DE PREPARATION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：LEK PHARMACEUTICALS

  公开号：WO2004007456A1

  公开（公告）日：2004-01-22

  The novel derivatives of pyridylethanol (phenylethyl) amines of formula I are described wherein n is an integer from 1 to 4, R1 is a hydrogen atom, hydroxyl group or lower C1-6 alkoxy group R2 is a hydrogen atom or a straight or branched lower C1-6 alkyl group X, is hydrogen, fluorine, chlorine, bromine, hydroxyl group, trifluoromethyl group, 3,4-di-CI,2,4-di-CI or lower C1-6 alkoxy group, the enantiomers, diastereoisomers or racemates thereof or the physiologically acceptable acid addition salts thereof which are ligands of sigma receptors for inhibiting cholesterol biosynthesis and are thus appropriate for the treatment of hypercholesterolemia and hyperlipemia in humans. The greatest lowering of cholesterol was observed by 1-(d-pyridyl)-2-(N-(2-(3,4-dicholorophenyl)ethyl-N-propylamino)ethanol in the form of dihydrobromide salt (signature BK-35. 2HBr).

  描述了式I的吡啶乙醇（苯乙基）胺的新颖衍生物，其中n是1到4的整数，R1是氢原子、羟基或较低的C1-6烷氧基团，R2是氢原子或直链或支链的较低的C1-6烷基团，X是氢、氟、氯、溴、羟基、三氟甲基、3,4-二氯、2,4-二氯或较低的C1-6烷氧基团，其对映体、二对映异构体或混合物或其生理上可接受的酸盐是sigma受体的配体，用于抑制胆固醇生物合成，因此适用于治疗人类高胆固醇血症和高脂血症。1-(d-吡啶基)-2-(N-(2-(3,4-二氯苯基)乙基-N-丙基氨基)乙醇在二氢溴化物盐形式中观察到了最大的胆固醇降低作用（签名BK-35.2HBr）。
• Novel derivatives of pyridilethanol (phenylethyl) amines as inhibitors of cholesterol biosynthesis, process for their preparation and pharmaceutical compositions containing them
  申请人：Rode Breda

  公开号：US20050256172A1

  公开（公告）日：2005-11-17

  The novel derivatives of pyridilethanol (phenylethyl) amines of formula I are described wherein n is an integer from 1 to 4, R 1 is a hydrogen atom, hydroxyl group or lower C 1-6 alkoxy group R 2 is a hydrogen atom or a straight or branched lower C 1-6 alkyl group X, is hydrogen, fluorine, chlorine, bromine, hydroxyl group, trifluoromethyl group, 3,4-di-Cl,2,4-di-Cl or lower C 1-6 alkoxy group, the enantiomers, diastereoisomers or racemates thereof or the physiologically acceptable acid addition salts thereof which are ligands of sigma receptors for inhibiting cholesterol biosynthesis and are thus appropriate for the treatment of hypercholesterolemia and hyperlipemia in humans. The greatest lowering of cholesterol was observed by 1-(d-pyridyl)-2-(N-(2-(3,4-dicholorophenyl)ethyl-N-propylamino)ethanol in the form of dihydrobromide salt (signature BK-35, 2HBr).

  本文介绍了式子I中的吡啶乙醇（苯乙基）胺的新衍生物，其中n是1到4的整数，R1是氢原子、羟基或较低的C1-6烷氧基，R2是氢原子或直链或支链较低的C1-6烷基，X是氢、氟、氯、溴、羟基、三氟甲基、3,4-二氯、2,4-二氯或较低的C1-6烷氧基，它们的对映体、非对映异构体或外消旋体或其生理上可接受的酸盐，是sigma受体的配体，用于抑制胆固醇生物合成，因此适用于治疗人体内的高胆固醇血症和高脂血症。在以二氢溴酸盐（签名BK-35，2HBr）形式的1-（d-吡啶基）-2-（N-（2-（3,4-二氯苯基）乙基-N-丙基氨基）乙醇中观察到最大的降低胆固醇。
• Derivatives of pyridilethanol (phenylethyl) amines as inhibitors of cholesterol biosynthesis, process for their preparation and pharmaceutical compositions containing them
  申请人：Lek Pharmaceuticals d.d.

  公开号：US07560474B2

  公开（公告）日：2009-07-14

  The novel derivatives of pyridilethanol (phenylethyl) amines of formula I are described wherein n is an integer from 1 to 4, R1 is a hydrogen atom, hydroxyl group or lower C1-6alkoxy group R2 is a hydrogen atom or a straight or branched lower C1-6alkyl group X, is hydrogen, fluorine, chlorine, bromine, hydroxyl group, trifluoromethyl group, 3,4-di-Cl,2,4-di-Cl or lower C1-6alkoxy group, the enantiomers, diastereoisomers or racemates thereof or the physiologically acceptable acid addition salts thereof which are ligands of sigma receptors for inhibiting cholesterol biosynthesis and are thus appropriate for the treatment of hypercholesterolemia and hyperlipemia in humans. The greatest lowering of cholesterol was observed by 1-(d-pyridyl)-2-(N-(2-(3,4-dicholorophenyl)ethyl-N-propylamino)ethanol in the form of dihydrobromide salt (signature BK-35, 2HBr).

  本文描述了公式I的吡啶乙醇（苯乙基）胺的新衍生物，其中n为1至4的整数，R1为氢原子、羟基或较低的C1-6烷氧基，R2为氢原子或直链或支链的较低的C1-6烷基基团，X为氢、氟、氯、溴、羟基、三氟甲基基团、3,4-二氯、2,4-二氯或较低的C1-6烷氧基，其对sigma受体的配体，可抑制胆固醇生物合成，因此适用于治疗人类高胆固醇血症和高脂血症。1-（d-吡啶基）-2-（N-（2-（3,4-二氯苯基）乙基-N-丙基氨基）乙醇）的胆溴盐形式（签名BK-35，2HBr）可观察到最大的降低胆固醇作用。