2-(2-acetyl-aminoethylamino)-3-nitro-6-chloropyridine | 70582-32-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-(2-acetyl-aminoethylamino)-3-nitro-6-chloropyridine
• 英文别名: N-(2-(6-chloro-3-nitropyridin-2-ylamino)ethyl)acetamide；N-[2-[(6-chloro-3-nitropyridin-2-yl)amino]ethyl]acetamide
• CAS: 70582-32-0
• 化学式: C₉H₁₁ClN₄O₃
• mdl: MFCD12433216
• 分子量: 258.664
• InChiKey: TULKLHQHDLMLKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  99.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-甲基苄胺 、 2-(2-acetyl-aminoethylamino)-3-nitro-6-chloropyridine 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 N-(2-((6-((3-methylbenzyl)amino)-3-nitropyridin-2-yl)amino)ethyl)acetamide
  参考文献：
  名称：

  Novel, potent, selective, and metabolically stable stearoyl-CoA desaturase (SCD) inhibitors

  摘要：

  We identified a series of structurally novel SCD (Delta 9 desaturase) inhibitors via high-throughput screening and follow-up SAR studies. Modi. cation of the central bicyclic scaffold has proven key to our potency optimization effort. The most potent analog (8g) had IC(50) value of 50 pM in a HEPG2 SCD assay and has been shown to be metabolically stable and selective against Delta 5 and Delta 6 desaturases. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.019
• 作为产物：
  描述：

  2,6-二氯-3-硝基吡啶 、 N-乙酰基乙二胺 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2-(2-acetyl-aminoethylamino)-3-nitro-6-chloropyridine
  参考文献：
  名称：

  [EN] BICYCLIC NITROGEN CONTAINING HETEROCYCLIC COMPOUNDS FOR USE AS STEAROYL COA DESATURASE INHIBITORS
  [FR] COMPOSÉS HÉTÉROCYCLIQUES BICYCLIQUES CONTENANT DE L'AZOTE POUR UNE UTILISATION EN TANT QU'INHIBITEURS DE LA STÉAROYL-COA DÉSATURASE

  摘要：

  本发明揭示了用作硬脂酰辅酶A去饱和酶抑制剂的双环氮杂环化合物。这些化合物在治疗和/或预防由硬脂酰辅酶A去饱和酶（SCD）酶介导的各种人类疾病方面非常有用，特别是与异常脂质水平、心血管疾病、糖尿病、肥胖、油性皮肤状况、代谢综合征等相关的疾病。

  公开号：

  WO2009126123A1

文献信息

• 7-Azabenzimidazoles with basic side chains and use thereof
  申请人：Deutsche Gold- und Silber-Scheideanstalt vormals Roessler

  公开号：US04247556A1

  公开（公告）日：1981-01-27

  There are prepared 7-azabenzimidazoles of the formula ##STR1## where R.sub.1 and R.sub.2 are the same or different and are hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkanol or --NR.sub.1 R.sub.2 is a 5 to 7 membered saturated heterocyclic ring having either one nitrogen atom, one nitrogen atom and one oxygen atom or two nitrogen atoms, R.sub.3 is hydroxy, an amino group, a mono C.sub.1 -C.sub.6 -Alkylamino group, a di-C.sub.1 -C.sub.6 -alkylamino group, or a C.sub.2 -C.sub.6 -alkylamino, di-C.sub.1 -C.sub.6 -alkylamino, mercapto, C.sub.1 -C.sub.6 -alkylmercapto, hydroxy or C.sub.1 -C.sub.6 -alkoxy, R.sub.5 is hydrogen or halogen and A is a C.sub.2 -C.sub.6 -alkylene group or a salt of such compound. Preferably R.sub.1 and R.sub.2 are two equal C.sub.1 -C.sub.6 -alkyl groups or --NR.sub.1 R.sub.2 is piperidino, pyrrolidino, morpholino, homopiperidino, piperazino or homopiperazino, R.sub.3 is hydroxy, mercapto, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylmercapto or C.sub.1 -C.sub.6 -alkylmino, mercapto, C.sub.1 -C.sub.6 -alkylmercapto, hydroxy or C.sub.1 -C.sub.6 -alkoxy and R.sub.5 is hydrogen and salts thereof. The compounds are useful in treating ulcers and gastritis.

  公式为##STR1##的7-氮杂苯并咪唑类化合物，其中R.sub.1和R.sub.2相同或不同，可以是氢、C.sub.1 -C.sub.6 -烷基或C.sub.2 -C.sub.6 -醇基，或--NR.sub.1 R.sub.2是含有一个氮原子、一个氮原子和一个氧原子或两个氮原子的5至7元饱和杂环环，R.sub.3是羟基、氨基、一元C.sub.1 -C.sub.6 -烷基氨基、二元C.sub.1 -C.sub.6 -烷基氨基，或C.sub.2 -C.sub.6 -烷基氨基、二元C.sub.1 -C.sub.6 -烷基氨基、巯基、C.sub.1 -C.sub.6 -烷基巯基、羟基或C.sub.1 -C.sub.6 -烷氧基，R.sub.5是氢或卤素，A是C.sub.2 -C.sub.6 -烷基烯基或该化合物的盐。最好R.sub.1和R.sub.2是两个相同的C.sub.1 -C.sub.6 -烷基基团，或--NR.sub.1 R.sub.2是哌啶基、吡咯啉基、吗啉基、环己哌啶基、哌嗪基或环己哌嗪基，R.sub.3是羟基、巯基、C.sub.1 -C.sub.4 -烷氧基、C.sub.1 -C.sub.4 -烷基巯基或C.sub.1 -C.sub.6 -烷基氨基、巯基、C.sub.1 -C.sub.6 -烷基巯基、羟基或C.sub.1 -C.sub.6 -烷氧基，R.sub.5是氢及其盐。这些化合物在治疗溃疡和胃炎方面很有用。
• [EN] BICYCLIC NITROGEN CONTAINING HETEROCYCLIC COMPOUNDS FOR USE AS STEAROYL COA DESATURASE INHIBITORS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES BICYCLIQUES CONTENANT DE L'AZOTE POUR UNE UTILISATION EN TANT QU'INHIBITEURS DE LA STÉAROYL-COA DÉSATURASE
  申请人：CV THERAPEUTICS INC

  公开号：WO2009126123A1

  公开（公告）日：2009-10-15

  The present invention discloses bicyclic nitrogen-containing heterocyclic compounds for use as inhibitors of stearoyl-CoA desaturase. The compounds are useful in treating and/or preventing various human diseases, mediated by stearoyl-CoA desaturase (SCD) enzymes, especially diseases related to abnormal lipid levels, cardiovascular disease, diabetes, obesity, oily skin conditions, metabolic syndrome, and the like.

  本发明揭示了用作硬脂酰辅酶A去饱和酶抑制剂的双环氮杂环化合物。这些化合物在治疗和/或预防由硬脂酰辅酶A去饱和酶（SCD）酶介导的各种人类疾病方面非常有用，特别是与异常脂质水平、心血管疾病、糖尿病、肥胖、油性皮肤状况、代谢综合征等相关的疾病。
• Bicyclic Nitrogen-containing Heterocyclic compounds for use as Stearoyl CoA Desaturase inhibitors
  申请人：Koltun Dmitry

  公开号：US20080255130A1

  公开（公告）日：2008-10-16

  The present invention discloses bicyclic nitrogen-containing heterocyclic compounds for use as inhibitors of stearoyl-CoA desaturase. The compounds are useful in treating and/or preventing various human diseases, mediated by stearoyl-CoA desaturase (SCD) enzymes, especially diseases related to abnormal lipid levels, cardiovascular disease, diabetes, obesity, oily skin conditions, metabolic syndrome, and the like.

  本发明揭示了用作硬脂酰辅酶A去饱和酶抑制剂的双环氮杂环化合物。这些化合物在治疗和/或预防由硬脂酰辅酶A去饱和酶（SCD）酶介导的各种人类疾病方面非常有用，特别是与异常脂质水平、心血管疾病、糖尿病、肥胖、油性皮肤状况、代谢综合征等相关的疾病。
• BICYCLIC NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS FOR USE AS STEAROYL CoA DESATURASE INHIBITORS
  申请人：Chisholm Jeffrey

  公开号：US20080139570A1

  公开（公告）日：2008-06-12

  The present invention discloses bicyclic nitrogen-containing heterocyclic compounds for use as inhibitors of stearoyl-CoA desaturase. The compounds are useful in treating and/or preventing various human diseases, mediated by stearoyl-CoA desaturase (SCD) enzymes, especially diseases related to abnormal lipid levels, cardiovascular disease, diabetes, obesity, oily skin conditions, metabolic syndrome, and the like.

  本发明揭示了双环氮杂环化合物，用作硬脂酰辅酶A去饱和酶的抑制剂。这些化合物在治疗和/或预防各种由硬脂酰辅酶A去饱和酶（SCD）酶介导的人类疾病中很有用，尤其是与异常脂质水平、心血管疾病、糖尿病、肥胖、油性皮肤状况、代谢综合征等相关的疾病。
• Pyrido[2,3-B] pyrazin-3(4H)-ones for use as stearoyl CoA desaturase inhibitors
  申请人：Gilead Palo Alto, Inc.

  公开号：US07732453B2

  公开（公告）日：2010-06-08

  The present invention discloses pyrido[2,3-B]pyrazin-3(4h)-ones for use as inhibitors of stearoyl-CoA desaturase. The compounds are useful in treating and/or preventing various human diseases, mediated by stearoyl-CoA desaturase (SCD) enzymes, especially diseases related to abnormal lipid levels, cardiovascular disease, diabetes, obesity, oily skin conditions, metabolic syndrome, and the like.

  本发明揭示了用作硬脂酰辅酶A去饱和酶抑制剂的吡啶并[2,3-B]吡嗪-3(4h)-酮。这些化合物在治疗和/或预防各种由硬脂酰辅酶A去饱和酶(SCD)酶介导的人类疾病中具有用途，特别是与异常脂质水平、心血管疾病、糖尿病、肥胖、油性皮肤状况、代谢综合征等相关的疾病。