2-N-(3-氨基丙基)-氨基-5-溴吡啶 | 92993-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-N-(3-氨基丙基)-氨基-5-溴吡啶
• 英文名称: 2-(3-aminopropylamino)-5-bromopyridine
• 英文别名: N-1-(5-bromopyrid-2-yl)propane-1,3-diamine；3-(5-bromopyrid-2-ylamino)propylamine；2-N-(3-Aminopropyl)-amino-5-bromopyridine；N'-(5-bromopyridin-2-yl)propane-1,3-diamine
• CAS: 92993-40-3
• 化学式: C₈H₁₂BrN₃
• 分子量: 230.107
• InChiKey: CJPNRBHTHRCYQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  50.9
• 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-N-(3-氨基丙基)-氨基-5-溴吡啶 在 sodium hydride 、 二甲基亚砜 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 53.0h， 生成 3-propyl isothiocyanate
  参考文献：
  名称：

  Discovery of a Novel Non-Peptide Somatostatin Agonist with SST₄ Selectivity

  摘要：

  The discovery of novel non-peptide compounds with a high affinity for the peptide hormone somatostatin (SST) receptor is described. The compounds were tested for affinity at five human SST receptor subtypes individually expressed in mammalian cells. The compound NNC 26-9100 showed a K-i of 6 nM at SST4 and more than 100 fold selectivity for SST4 over SST1, SST2, SST3, or SST5. Competition binding studies and Scatchard analysis of the interaction by NNC 26-9100 with SST showed specificity at SST4. Furthermore, NNC 26-9100 was highly selective for SST4 over a variety of other G protein-coupled receptors, having affinities for M-1 muscarinic acetylcholin and D-3 dopamine receptors of around 500 and 1000 nM, respectively. Finally, NNC 26-9100 was found to fully inhibit forskolin-induced accumulation of adenosine 3',5'-cyclic monophosphate in baby hamster kidney cells, expressing the human SST4 receptor with an EC50 of 2 nM.

  DOI：

  10.1021/ja973325x
• 作为产物：
  描述：

  2,5-二溴吡啶 生成 2-N-(3-氨基丙基)-氨基-5-溴吡啶
  参考文献：
  名称：

  Pyridylaminoalkylaminopyrimidones useful as histamine H.sub.1

  摘要：

  已披露用作组胺H.sub.1-拮抗剂的吡啶衍生物。

  公开号：

  US04548940A1

文献信息

• 3,4-diamino-1,2,5-thiadiazole-1-oxides having histamine H.sub.1
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04771058A1

  公开（公告）日：1988-09-13

  The invention relates to a class of 3,4-diamino-1,2,5-thiadiazole-1-oxides which have histamine H.sub.1 -antagonist activity. A preferred compound of the invention is 3-[3-(5-bromo-3-methylpyrid-2-ylamino)-propylamino]-4-amino-1,2,5-thiadiaz ole-1-oxide.

  本发明涉及一类具有组胺H.sub.1-拮抗活性的3,4-二氨基-1,2,5-噻二唑-1-氧化物。本发明的一种优选化合物是3-[3-(5-溴-3-甲基吡啶-2-基氨基)丙基氨基]-4-氨基-1,2,5-噻二唑-1-氧化物。
• 2-Pyridylaminoakylamino-4-pyrimidones useful as histamine H.sub.1
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04547506A1

  公开（公告）日：1985-10-15

  Pyridine derivatives are disclosed which are useful as histamine H.sub.1 -antagonists.

  揭示了一种用作组胺H.sub.1-拮抗剂的吡啶衍生物。
• Aminopyrimidinone derivatives as histamine H1-antagonists
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0112707A2

  公开（公告）日：1984-07-04

  The present invention provides compounds of formula (1): and pharmaceutically acceptable acid addition salts thererof where R1 is 2- or 3-pyridyl optionally bearing one or two substituents which are the same or different and which are C1-4 alkyl, C1-4 alkoxy, halogen, nitro, cyano or trifluoromethyl; a is 2 to 4; and R2 is phenyl optionally bearing one or two substituents which are the same or different and are halogen, hydroxy, C1-4 alkyl or C1-4 alkoxy or a methylenedioxy group or is 3-pyridyl; N-oxo-3-pyridyl; 6-methyl-3-pyridyl; N-oxo-6-methyl-3-pyridyl; 6-hydroxymethyl-3-pyridyl; 4,6-dimethyl-3-pyridyl; N-oxo-4,6-dimethyl-3-pyridyl; 6-hydroxymethyl-4-methyl-3--pyridyl; 5,6-dimethyl-3-pyridyl; N-oxo-5,6-dimethyl-3-pyridyl; 6-hydroxymethyl-5-methyl-3-pyridyl; 4-pyridyl or N--oxo-4-pyridyl. These compounds are useful as histamine H1-antagonists.

  本发明提供了式(1)化合物： 及其药学上可接受的酸加成盐，其中 R1 是 2-或 3-吡啶基，任选带有一个或两个相同或不同的取代基，这些取代基是 C1-4 烷基、C1-4 烷氧基、卤素、硝基、氰基或三氟甲基； a 是 2 至 4；以及 R2 是苯基，可选择带有一个或两个相同或不同的取代基，它们是卤素、羟基、C1-4 烷基或 C1-4 烷氧基或亚甲基二氧基，或者是 3-吡啶基； N-氧代-3-吡啶基；6-甲基-3-吡啶基；N-氧代-6-甲基-3-吡啶基；6-羟甲基-3-吡啶基；4,6-二甲基-3-吡啶基；N-氧代-4,6-二甲基-3-吡啶基；6-羟甲基-4-甲基-3-吡啶基；5,6-二甲基-3-吡啶基；N-氧代-5,6-二甲基-3-吡啶基；6-羟甲基-5-甲基-3-吡啶基；4-吡啶基或 N-氧代-4-吡啶基。 这些化合物可用作组胺 H1 拮抗剂。
• Pyridine derivatives
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0113572A2

  公开（公告）日：1984-07-18

  The present invention provides compounds of formula (1): and pharmaceutically acceptable salts thereof where R1 and R2 are the same or different and are hydrogen, C1-6 alkyl, C1-6 alkoxy, or halogen; R3 is C,.e alkyl, C3.8 cycloalkyl C1-6 alkyl, optionally substituted phenyl or optionally substituted phenyl C1-6 alkyl, where the optional substituents are one or more C1-6 alkyl, C1-6 alkoxy, halogen, or hydroxy groups; or is optionally substituted pyridyl or optionally substituted pyridyl C1-6 alkyl where the optional substituents are one or more C1-6 alkyl or C1-6 alkoxy groups or halogen atoms; a is from 2 to 4 b is from 1 to 6 R4 is hydrogen, optionally substituted phenyl where the optional substituents are one or more C1-6 alkyl, C1-6 alkoxy, nitro or hydroxy groups or halogen atoms, or a methylenedioxy group, or is an optionally substituted pyridyl group where the optional substituents are one or more C1-6 alkyl, C1-6 alkoxy groups or halogen atoms; or is a C3-8 cycloalkyl group; or is N-oxo-3-pyridyl; N-oxo-6-methyl-3-pyridyl; 6-hydroxymethyl-3-pyridyl; N-oxo-4,6-dimethyl-3-pyridyl; 6-hydroxymethyl-4-methyl-3-pyridyl; N-oxo-5,6-dimethyl-3-pyridyl; 6-hydroxymethyl-5-methyl-3-pyridyl; or N-oxo-4-pyridyl, or is a pyridone group in which the nitrogen atom is optionally substituted with C1-6 alkyl. The compounds of this invention are useful as histamine H,-antagonists.

  本发明提供了式(1)化合物： 及其药学上可接受的盐类，其中 R1 和 R2 相同或不同，并且是氢、C1-6 烷基、C1-6 烷氧基或卤素； R3 是 C,.e烷基、C3.8 环烷基 C1-6烷基、任选取代的苯基或任选取代的苯基 C1-6烷基，其中任选取代基是一个或多个 C1-6烷基、C1-6烷氧基、卤素或羟基；或者是任选取代的吡啶基或任选取代的吡啶基 C1-6烷基，其中任选取代基是一个或多个 C1-6烷基或 C1-6烷氧基或卤素原子； a 是 2 至 4 b 是 1 至 6 R4是氢、任选取代的苯基（其中任选取代基是一个或多个C1-6烷基、C1-6烷氧基、硝基或羟基或卤素原子）或亚甲基二氧基、 或任选取代基为一个或多个 C1-6 烷基、C1-6 烷氧基或卤素原子的吡啶基； 或 C3-8 环烷基；或 N-氧代-3-吡啶基；N-氧代-6-甲基-3-吡啶基； 6-羟甲基-3-吡啶基；N-氧代-4,6-二甲基-3-吡啶基；6-羟甲基-4-甲基-3-吡啶基；N-氧代-5,6-二甲基-3-吡啶基；6-羟甲基-5-甲基-3-吡啶基；或 N-氧代-4-吡啶基，或氮原子被 C1-6 烷基任选取代的吡啶酮基团。本发明的化合物可用作组胺 H拮抗剂。
• Non-basic histamine H1-antagonists. I. Synthesis and biological evaluation of some substituted 2-(2-pyridylaminoalkylamino) pyrimidones and related compounds
  作者：Robert J Ife、Keith W Catchpole、Graham J Durant、C Robin Ganellin、Carol A Harvey、Malcolm L Meeson、David A.A Owen、Michael E Parsons、Brian P Slingsby、Colin J Theobald

  DOI：10.1016/0223-5234(89)90006-8

  日期：1989.5