N-pentyl-2-thioxo-1,2-dihydropyridine-3-carboxamide | 330667-57-7

• 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
• 英文名称: N-pentyl-2-thioxo-1,2-dihydropyridine-3-carboxamide
• 英文别名: N-pentyl-2-sulfanylpyridine-3-carboxamide
• CAS: 330667-57-7
• 化学式: C₁₁H₁₆N₂OS
• mdl: MFCD10604491
• 分子量: 224.327
• InChiKey: MDEAINCIALUBQO-UHFFFAOYSA-N

物化性质

• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-pentyl-2-thioxo-1,2-dihydropyridine-3-carboxamide 在 劳森试剂 、 tetraphosphorus decasulfide 、 硫化氢 、 mercury(II) diacetate 、 碘 、 碳酸氢钠 、 溶剂黄146 作用下， 以 乙醇 、 氯仿 、 甲苯 、 xylene 为溶剂， 反应 13.0h， 生成 3H-[1,2]-dithiolo[3,4-b]pyridine-3-thione
  参考文献：
  名称：

  3H-[1,2]Dithiolo[3,4-b]pyridine-3-thione and its derivatives Synthesis and antimicrobial activity

  摘要：

  A series of 2-substituted isothiazolo[5,4-b]pyridine-3(2H)-thiones isothiazolo[5,4-b]pyridin-3(2H)-ones, N-substituted 2-sulfanylnicotinamides and the corresponding carbothioamide derivatives were synthesized and evaluated for their antimicrobial activity against several strains of Gram + and Gram - bacteria and fungi. Chemical syntheses were resumed into a comprehensive cyclic route that enables the reversible conversion for each derivative of the series considered. Among the tested compounds the N-(aralkyl)-2-sulfanylnicotinamides show the highest fungitoxicity (MIC = 1.25-5 mug/ml). The best activity towards Gram-positive bacteria was in the range of 2.5-5 mug/ml. Activity against Gram-negative bacteria was generally very poor for all compounds. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00084-7
• 作为产物：
  描述：

  3H-[1,2]-dithiolo[3,4-b]pyridine-3-thione 在 mercury(II) diacetate 、 溶剂黄146 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 0.5h， 生成 N-pentyl-2-thioxo-1,2-dihydropyridine-3-carboxamide
  参考文献：
  名称：

  3H-[1,2]Dithiolo[3,4-b]pyridine-3-thione and its derivatives Synthesis and antimicrobial activity

  摘要：

  A series of 2-substituted isothiazolo[5,4-b]pyridine-3(2H)-thiones isothiazolo[5,4-b]pyridin-3(2H)-ones, N-substituted 2-sulfanylnicotinamides and the corresponding carbothioamide derivatives were synthesized and evaluated for their antimicrobial activity against several strains of Gram + and Gram - bacteria and fungi. Chemical syntheses were resumed into a comprehensive cyclic route that enables the reversible conversion for each derivative of the series considered. Among the tested compounds the N-(aralkyl)-2-sulfanylnicotinamides show the highest fungitoxicity (MIC = 1.25-5 mug/ml). The best activity towards Gram-positive bacteria was in the range of 2.5-5 mug/ml. Activity against Gram-negative bacteria was generally very poor for all compounds. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(00)00084-7

文献信息

• Process for depigmenting keratin materials using thiopyridinone compounds
  申请人：L'OREAL

  公开号：US11052028B2

  公开（公告）日：2021-07-06

  The invention relates to cosmetic processes and compositions for depigmenting, lightening and/or whitening keratin materials, in particular the skin, which comprises the application of a cosmetic composition comprising thiopyridinone compounds to keratin materials.

  本发明涉及用于脱色、淡化和/或美白角质材料（尤其是皮肤）的化妆品工艺和组合物，其中包括将包含噻啶酮化合物的化妆品组合物用于角质材料。
• PROCESS FOR DEPIGMENTING KERATIN MATERIALS USING THIOPYRIDINONE COMPOUNDS
  申请人：L'Oréal

  公开号：EP2651897A1

  公开（公告）日：2013-10-23
• US9138392B2
  申请人：——

  公开号：US9138392B2

  公开（公告）日：2015-09-22
• [EN] PROCESS FOR DEPIGMENTING KERATIN MATERIALS USING THIOPYRIDINONE COMPOUNDS<br/>[FR] PROCÉDÉ DE DÉPIGMENTATION DE MATIÈRES KÉRATINIQUES AU MOYEN DE COMPOSÉS DE THIOPYRIDINONE
  申请人：OREAL

  公开号：WO2012080075A1

  公开（公告）日：2012-06-21

  The invention relates to a cosmetic process for depigmenting, lightening and/or whitening keratin materials, in particular the skin, which comprises the application of a cosmetic composition comprising a compound of formula (I): or its tautomer form of formula (I) in which: R1 and R2, which may be identical or different, denote a radical chosen from: a) a hydrogen atom; b) a C1-C20 alkyl group optionally interrupted with N, S or O, optionally substituted with one or more group(s) chosen from -OR3, -SR3, -NR3R4, -CONHR3; -COOR3; and an aryl group optionally substituted with one or more hydroxyls and/or with one or more C1-C8 alkoxy radicals;c) a C1-C8 alkyl group substituted with a C5-C12 aryl radical optionally substituted with one or more hydroxyls and/or with one or more C1-C8 alkoxy radicals; d) a phenyl group optionally substituted with one or more hydroxyls and/or with one or more C1-C8 alkoxy radicals; R3 denoting H or a C1-C5 alkyl group, R4 denoting H, a C1-C5 hydrocarbon-based group or an acetyl group; it being possible for R1 and R2 to form, with the nitrogen atom which bears them, a ring chosen from pyrrolidine, pyrroline, piperidine, piperazine, morpholine, thiomorpholine and azepine. The invention also relates to the cosmetic use of a compound (I) or (I) as a whitening, lightening and/or depigmenting agent for keratin materials.
• 3H-[1,2]Dithiolo[3,4-b]pyridine-3-thione and its derivatives Synthesis and antimicrobial activity
  作者：Massimo Pregnolato、Marco Terreni、Daniela Ubiali、Giuseppe Pagani、Pietro Borgna、Fiorenzo Pastoni、Fabrizio Zampollo

  DOI：10.1016/s0014-827x(00)00084-7

  日期：2000.12

  A series of 2-substituted isothiazolo[5,4-b]pyridine-3(2H)-thiones isothiazolo[5,4-b]pyridin-3(2H)-ones, N-substituted 2-sulfanylnicotinamides and the corresponding carbothioamide derivatives were synthesized and evaluated for their antimicrobial activity against several strains of Gram + and Gram - bacteria and fungi. Chemical syntheses were resumed into a comprehensive cyclic route that enables the reversible conversion for each derivative of the series considered. Among the tested compounds the N-(aralkyl)-2-sulfanylnicotinamides show the highest fungitoxicity (MIC = 1.25-5 mug/ml). The best activity towards Gram-positive bacteria was in the range of 2.5-5 mug/ml. Activity against Gram-negative bacteria was generally very poor for all compounds. (C) 2000 Elsevier Science S.A. All rights reserved.