N-(2-pyridyl)-N'-methylthiourea | 2741-01-7

• 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-(2-pyridyl)-N'-methylthiourea
• 英文别名: 1-methyl-3-pyridin-2-yl-thiourea；N-methyl-N'-[2]pyridyl-thiourea；N-Methyl-N'-[2]pyridyl-thioharnstoff；N-methyl-N'-2-pyridinyl-thiourea；1-methyl-3-pyridin-2-ylthiourea
• CAS: 2741-01-7
• 化学式: C₇H₉N₃S
• mdl: MFCD04227204
• 分子量: 167.235
• InChiKey: ZXEAOCUACDMDFY-UHFFFAOYSA-N

物化性质

• 熔点：
  145 °C
• 沸点：
  272.3±32.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  69
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-pyridyl)-N'-methylthiourea 在 sodium hydroxide 、 lead acetate 作用下， 生成 2-(3-methylureido)pyridine
  参考文献：
  名称：

  Feist, Archiv der Pharmazie, vol. 272, p. 100,109

  摘要：

  DOI：
• 作为产物：
  描述：

  吡啶 在 sodium amide 、 xylene 作用下， 生成 N-(2-pyridyl)-N'-methylthiourea
  参考文献：
  名称：

  Über einige Derivate des 2-Amino-pyridins

  摘要：

  DOI：

  10.1002/ardp.19342720508

文献信息

• [EN] PYRIDINE DERIVATIVES USEFUL FOR INHIBITING SODIUM/CALCIUM EXCHANGE SYSTEM<br/>[FR] DERIVES PYRIDINE SERVANT A INHIBER LE SYSTEME D'ECHANGE SODIUM/CALCIUM
  申请人：ORION CORP

  公开号：WO2004063191A1

  公开（公告）日：2004-07-29

  Therapeutically active compounds of formula (I) or (II) wherein X is -O-, -CH2- or -C(O)-; Z is -CHR12- or a valence bond; Y is -CH2-, -C(O)-, CH(OR13)-, -O-, -S-; provided that in case Z is a valence bond, Y is not C(O); the dashed line representing an optional double bond in which case Z is -CR12- ­and Y is -CH2-, -C(O)- or -CH(OR10)- (in formula II) or -CH- (in formula I); R2 and R3 are independently H, lower alkyl, lower alkoxy, -NO2, halogen, -CF3, -OH, benzyloxy or a group of formula (IIIa). R1 is H, CN, halogen, -CONH2, -COOR15, CH2NR15R18, NHC(O)R5, NHCH2R5, NHR20, NR21R22, NHC(NH)NHCH3 or, in case the compound is of formula (II) wherein the optional double bond exists or in case R2 or R3 is benzyloxy or a group of formula (IIIa) or in case the pyridine ring of formula (I) or (II) is attached to the oxygen atom in 3-, 4- or 5-position, R1 can also be -NO2 or NR16R17; R4 is H, -NO2, CN, halogen, -CONH2, -COOR15, -CH2NR15R18, -NR16R17, NHC(O)R5 or -NHC(NH)NHCH3; R5 is alkyl substituted with 1-3 substituents selected from the group consisting of halogen, amino and hydroxy, or carboxyalkyl, in which the alkyl portion is optionally substituted with 1-3 substituents selected from the group consisting of halogen, amino and hydroxyl, -CHR6NR,R8 or one of the following groups: formula (IVa), (IVb), (IVc), (IVd), (IVe), and pharmaceutically acceptable salts and esters thereof. The compounds are potent inhibitors of Na+/Ca2+ exchange mechanism.

  式（I）或（II）的治疗活性化合物，其中X为-O-，-CH2-或-C（O）-；Z为-CHR12-或一个价键；Y为-CH2-，-C（O）-，CH（OR13）-，-O-，-S-；条件是如果Z为一个价键，则Y不是C（O）；虚线表示可选的双键，此时Z为-CR12-，Y为-CH2-，-C（O）-或-CH（OR10）-（在式（II）中）或-CH-（在式（I）中）；R2和R3独立地为H，较低的烷基，较低的烷氧基，-NO2，卤素，-CF3，-OH，苄氧基或式（IIIa）的基团。R1为H，CN，卤素，-CONH2，-COOR15，CH2NR15R18，NHC（O）R5，NHCH2R5，NHR20，NR21R22，NHC（NH）NHCH3的基团，或者，如果化合物为式（II），其中存在可选的双键，或者如果R2或R3为苄氧基或式（IIIa）的基团，或者如果式（I）或（II）的吡啶环附着在3-，4-或5-位置的氧原子上，则R1也可以是-NO2或NR16R17；R4为H，-NO2，CN，卤素，-CONH2，-COOR15，-CH2NR15R18，-NR16R17，NHC（O）R5或-NHC（NH）NHCH3；R5为烷基，其上取代有1-3个取自卤素、氨基和羟基或羧基的取代基，其中烷基部分可选地取代有1-3个取自卤素、氨基和羟基的取代基，-CHR6NR,R8或以下所示的一个基团之一：式（IVa），（IVb），（IVc），（IVd），（IVe），以及其药用可接受的盐和酯。这些化合物是Na+/Ca2+交换机制的有效抑制剂。
• 13C NMR study of 1,3-pyridylmethyl ureas and -thioureas
  作者：L.V. Sudha、D.N. Sathyanarayana

  DOI：10.1016/0022-2860(85)87026-5

  日期：1985.11

  Abstract The 13 C NMR spectra of several 1,3-pyridylmethyl ureas and their corresponding thioureas have been obtained. The 13 C chemical shifts, and the direct and long range 13 C 1 H coupling constants have been deduced. The results indicate an E, Z molecular conformation for 1,3-pyridylmethyl ureas and thioureas which is stabilized by internal NH⋯N (pyridine) hydrogen bonding.

  摘要 获得了几种1,3-吡啶基甲基脲及其相应硫脲的13 C NMR谱。推导了 13 C 化学位移，以及直接和长程 13 C 1 H 耦合常数。结果表明 1,3-吡啶基甲基脲和硫脲的 E、Z 分子构象通过内部 NH⋯N（吡啶）氢键稳定。
• Base promoted transformation on thiadiazolopyridinium chlorides
  作者：Ana Martinez、Ana Castro、J. P. Fayet

  DOI：10.1002/jhet.5570340153

  日期：1997.1

  1,2,4-Thiadiazolo[2,3-a]pyridinium chlorides undergo a very facile base promoted transformation to give bispyridilimino-1,2,4-thiadiazolidines. The unequivocal structural assignment of these last compounds was achieved by spectroscopic 1H, 13C and 15N two dimensional methods.

  1,2,4-噻二唑[2,3- a ]吡啶鎓氯化物进行非常容易的碱促进的转化，得到双吡啶并氨基-1,2,4-噻二唑烷。这些最后化合物的明确结构分配是通过1 H，13 C和15 N二维光谱学方法实现的。
• Charge-Transfer Complexes of Some Heteroarylthiourea Derivatives with π-Acceptors
  作者：Maher M. A. Hamed、Hassan M. A. Salman、Elham M. Abd-Alla、Mohamed R. Mahmoud

  DOI：10.1135/cccc19932846

  日期：——

  Charge-transfer complexes of some heteroarylthiourea derivatives with π-accptors have been studied spectrophotometrically in CH₂Cl₂. Spectral data, stability constants and enthalpies of complexation are reported. From the energies of the CT transition, ionization potentials of the donors have been obtained. Effects of donor molecular structure, π-acceptor electron affinity and nature of solvent on K_CT of complexes are investigated and discussed. It is deduced that the formed CT complexes are of n-π kind and of 1 : 1 stoichiometry.

  一些杂环硫脲衍生物与π-受体的电荷转移复合物在CH₂Cl₂中通过光谱学进行了研究。报道了光谱数据、稳定常数和配合物的焓值。从CT跃迁的能量中获得了供体的电离势。研究和讨论了供体分子结构、π-受体电子亲和力和溶剂性质对复合物的K_CT的影响。推断所形成的CT复合物为n-π型，为1：1的化学计量比。
• Pyridine derivatives useful for inhibiting sodium/calcium exchange system
  申请人：Otsomaa Leena

  公开号：US20060241147A1

  公开（公告）日：2006-10-26

  Therapeutically active compounds of formula (I) or (II): wherein the variables in formulas (I) and (II) are defined in the description, and pharmaceutically acceptable salts and esters thereof. The compounds are potent inhibitors of Na + /Ca 2+ exchange mechanism.

  公式（I）或（II）的治疗活性化合物： 其中公式（I）和（II）中的变量在说明中定义，并且其药学上可接受的盐和酯。这些化合物是钠/钙交换机制的有效抑制剂。