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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— N'-propan-2-ylethanedithioamide 78553-95-4 C5H10N2S2
N'-propan-2-ylethanedithioamide
—— 2,3-bis(thiosulfanyl)but-2-enedinitrile 7373-03-7 C6H6N2S2
2,3-bis(thiosulfanyl)but-2-enedinitrile
—— N'-cyclohexylethanedithioamide 78554-01-5 C8H14N2S2
N'-cyclohexylethanedithioamide
—— 1-cyano-N-propylmethanethioamide 78554-05-9 C5H8N2S
1-cyano-N-propylmethanethioamide
—— 4-methylsulfanyl-6-tributylstannanyl-pyrimidine 1002719-56-3 C17H32N2SSn
4-methylsulfanyl-6-tributylstannanyl-pyrimidine
—— 2-[(Cyanocarbothioyl)amino]propane 78554-06-0 C5H8N2S
2-[(Cyanocarbothioyl)amino]propane
—— Dithiooxalsaeure-(1-methyl-hydrazid)-amid 104313-80-6 C3H7N3S2
Dithiooxalsaeure-(1-methyl-hydrazid)-amid
—— 1-cyano-N-(2-methylpropyl)methanethioamide 78554-08-2 C6H10N2S
1-cyano-N-(2-methylpropyl)methanethioamide
—— (1R)-1-[2-(p-tolylsulfanyl)phenyl]ethan-1-ol 705255-54-5 C15H16OS
(1R)-1-[2-(p-tolylsulfanyl)phenyl]ethan-1-ol
—— 4-chloro-2-(5-methyl[1,2,4]triazol-3-ylsulfanyl)-thiazole-5-carbaldehyde 1213236-12-4 C7H5ClN4OS2
4-chloro-2-(5-methyl[1,2,4]triazol-3-ylsulfanyl)-thiazole-5-carbaldehyde
—— tributylstannyl-(13)C-methyl-phenylsulfide 918149-16-3 C19H34SSn
tributylstannyl-(13)C-methyl-phenylsulfide
—— N-phenylmethoxy-3-phenylsulfanylbutanamide 851228-23-4 C17H19NO2S
N-phenylmethoxy-3-phenylsulfanylbutanamide
—— 1-azido-3-(phenylthio)propan-2-ol 175718-41-9 C9H11N3OS
1-azido-3-(phenylthio)propan-2-ol
—— <i>p</i>-tolylsulfanylmethyl-oxirane 5373-01-3 C10H12OS
<i>p</i>-tolylsulfanylmethyl-oxirane
—— 2-chloro-5-(2-chloropyrimidin-4-ylsulfanyl)benzoic acid 1394349-12-2 C11H6Cl2N2O2S
2-chloro-5-(2-chloropyrimidin-4-ylsulfanyl)benzoic acid
—— 2-chloro-5-[2-(2-trimethylsilanyl-ethoxy)-pyrimidin-4-ylsulfanyl]-benzoic acid 1394349-16-6 C16H19ClN2O3SSi
2-chloro-5-[2-(2-trimethylsilanyl-ethoxy)-pyrimidin-4-ylsulfanyl]-benzoic acid
—— 5-[1-(2-bromo-phenylamino)-ethyl]-2-methylsulfanyl-pyrimidin-4-yl-methyl-amine 686758-89-4 C14H17BrN4S
5-[1-(2-bromo-phenylamino)-ethyl]-2-methylsulfanyl-pyrimidin-4-yl-methyl-amine
—— 1-(isopropylsulfinyl)-3-isothiocyanatopropane 1414791-60-8 C7H13NOS2
1-(isopropylsulfinyl)-3-isothiocyanatopropane
—— 3-Isopropylmercapto-propylamin 67215-22-9 C6H15NS
3-Isopropylmercapto-propylamin
—— isopropyl(4-isothiocyanatopropyl)sulfane 1414792-58-7 C7H13NS2
isopropyl(4-isothiocyanatopropyl)sulfane
—— 3-aminomethyl-4,6-dimethyl-2-methylthiopyridine 445471-13-6 C9H14N2S
3-aminomethyl-4,6-dimethyl-2-methylthiopyridine
—— 3-cyano-4,6-dimethyl-2-methylthiopyridine 72456-86-1 C9H10N2S
3-cyano-4,6-dimethyl-2-methylthiopyridine
—— methyl 5-(methylthio)-2-thioxo-1,3-dithiole-4-dithiocarboxylate 120060-17-5 C6H6S6
methyl 5-(methylthio)-2-thioxo-1,3-dithiole-4-dithiocarboxylate
—— 3-(methylthio)heptane 57093-86-4 C8H18S
3-(methylthio)heptane
—— 3-Methyl-5-benzylthio-1,3,4-thiadiazol-2(3H)-thione 134919-03-2 C10H10N2S3
3-Methyl-5-benzylthio-1,3,4-thiadiazol-2(3H)-thione
—— heptane-3-thiol 1639-07-2 C7H16S
heptane-3-thiol
—— 5,5'-(o-Xylidenedithio)bis-<3-methyl-1,3,4-thiadiazole-2(3H)-thione> 134919-04-3 C14H14N4S6
5,5'-(o-Xylidenedithio)bis-<3-methyl-1,3,4-thiadiazole-2(3H)-thione>
—— 2,2'-Tetramethylenediiminobis-(2,3-dihydro-3-methyl-5-methylthio-1,3,4-thiadiazole) 134897-06-6 C12H20N6S4
2,2'-Tetramethylenediiminobis-(2,3-dihydro-3-methyl-5-methylthio-1,3,4-thiadiazole)
—— 2-Methyl-6-methylidene-8-(phenylsulfanyl)oct-1-en-3-ol 87639-58-5 C16H22OS
2-Methyl-6-methylidene-8-(phenylsulfanyl)oct-1-en-3-ol
—— 1,5-Dithiaspiro<5.12>octadecan-7-ol 73397-83-8 C16H30OS2
1,5-Dithiaspiro<5.12>octadecan-7-ol
—— 7-Isopropenyl-1,5-dithiaspiro[5.12]octadecan-7-ol 68984-57-6 C19H34OS2
7-Isopropenyl-1,5-dithiaspiro[5.12]octadecan-7-ol
—— 1,5-Dithiaspiro<5.12>octadecan-7-one 68984-55-4 C16H28OS2
1,5-Dithiaspiro<5.12>octadecan-7-one
—— 1,2-bis(butylthio)acetylene 66566-76-5 C10H18S2
1,2-bis(butylthio)acetylene
—— 1-[5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-yl]-3-[3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl]urea 1188909-95-6 C24H23F2N5O4S
1-[5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-yl]-3-[3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl]urea
—— (S)-2,2-dimethyl-1-(2-methylazetidin-1-yl)propane-1-thione 1228453-05-1 C9H17NS
(S)-2,2-dimethyl-1-(2-methylazetidin-1-yl)propane-1-thione
—— tert-butyl-3-sulfanamine 130439-58-6 C4H11NS
tert-butyl-3-sulfanamine
—— rac-2,2-dimethyl-1-(2-methylazetidin-1-yl)propane-1-thione 1228452-88-7 C9H17NS
rac-2,2-dimethyl-1-(2-methylazetidin-1-yl)propane-1-thione
—— (2R)-2-({2-chloro-5-[(2,3-difluorobenzyl)thio][1,3]thiazolo[4,5-d]pyrimidin-7-yl}amino)-4-methylpentan-1-ol 849943-10-8 C18H19ClF2N4OS2
(2R)-2-({2-chloro-5-[(2,3-difluorobenzyl)thio][1,3]thiazolo[4,5-d]pyrimidin-7-yl}amino)-4-methylpentan-1-ol
—— 5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one 849943-12-0 C18H20F2N4O2S2
5-[(2,3-difluorobenzyl)thio]-7-{[(1R)-1-(hydroxymethyl)-3-methylbutyl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— methyl 3-fluoro-4-(2-(5-(hydroxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinate 1034922-10-5 C16H13FN4O3S2
methyl 3-fluoro-4-(2-(5-(hydroxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinate
—— (2R)-2-[[2-Amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methyl-1-pentanol 259101-69-4 C18H21F2N5OS2
(2R)-2-[[2-Amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methyl-1-pentanol
—— methyl 3-fluoro-4-(2-(5-(methoxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinate 1034922-28-5 C17H15FN4O3S2
methyl 3-fluoro-4-(2-(5-(methoxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinate
—— methyl 4-(2-(5-((tert-butoxycarbonyl(methyl)amino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinate 1034922-52-5 C22H24FN5O4S2
methyl 4-(2-(5-((tert-butoxycarbonyl(methyl)amino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinate
—— 5-butylsulfanyl-3-phenyl-isoxazole 25755-81-1 C13H15NOS
5-butylsulfanyl-3-phenyl-isoxazole
—— methyl 3-fluoro-4-(2-(thieno[3,2-c]pyridin-4-ylamino)thiazol-5-ylthio)picolinate 1034922-56-9 C17H11FN4O2S3
methyl 3-fluoro-4-(2-(thieno[3,2-c]pyridin-4-ylamino)thiazol-5-ylthio)picolinate
—— (2R)-2-({5-[(2,3-difluorobenzyl)thio]-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl}amino)-4-methylpentan-1-ol 849943-11-9 C19H22F2N4O2S2
(2R)-2-({5-[(2,3-difluorobenzyl)thio]-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl}amino)-4-methylpentan-1-ol
—— methyl 4-(2-(5-((tert-butoxycarbonylamino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinate 1034922-18-3 C21H22FN5O4S2
methyl 4-(2-(5-((tert-butoxycarbonylamino)methyl)pyridin-2-ylamino)thiazol-5-ylthio)-3-fluoropicolinate
—— (2R)-2-{[5-(benzylsulfanyl)-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-4-methylpentan-1-ol 849943-53-9 C19H24N4O2S2
(2R)-2-{[5-(benzylsulfanyl)-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-4-methylpentan-1-ol
—— 3-fluoro-4-(2-(pyridin-2-ylamino)thiazol-5-ylthio)picolinic acid 1034921-09-9 C14H9FN4O2S2
3-fluoro-4-(2-(pyridin-2-ylamino)thiazol-5-ylthio)picolinic acid
—— 5-(4,4-difluorobut-3-enylthio)-3-phenylisoxazole 172932-75-1 C13H11F2NOS
5-(4,4-difluorobut-3-enylthio)-3-phenylisoxazole