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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
—— (1Z)-N-benzyl-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dien-1-amine —— C17H13Cl3N2O2S
(1Z)-N-benzyl-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dien-1-amine
—— 3-methyl-N-[(1Z)-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]aniline —— C17H13Cl3N2O2S
3-methyl-N-[(1Z)-3,4,4-trichloro-2-nitro-1-phenylsulfanylbuta-1,3-dienyl]aniline
—— (5E)-5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-1-(3-ethoxyphenyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione —— C23H16BrClN2O4S2
(5E)-5-({4-bromo-5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-1-(3-ethoxyphenyl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
—— (6Z)-6-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-5-imino-2-[(2-methylphenoxy)methyl]-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C24H17ClN4O3S2
(6Z)-6-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-5-imino-2-[(2-methylphenoxy)methyl]-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (3R)-3-[(3-chlorophenyl)sulfanylmethyl]pyrrolidine —— C11H14ClNS
(3R)-3-[(3-chlorophenyl)sulfanylmethyl]pyrrolidine
—— (1R)-2-(4-chlorophenyl)sulfanyl-1-phenylethanamine —— C14H14ClNS
(1R)-2-(4-chlorophenyl)sulfanyl-1-phenylethanamine
—— (6Z)-6-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-5-imino-2-methyl-5,6-dihydro-7H-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C18H12ClN3O2S2
(6Z)-6-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-5-imino-2-methyl-5,6-dihydro-7H-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— {[(1E)-1,3,4,4-Tetrachloro-2-nitrobuta-1,3-dien-1-YL]sulfanyl}benzene —— C10H5Cl4NO2S
{[(1E)-1,3,4,4-Tetrachloro-2-nitrobuta-1,3-dien-1-YL]sulfanyl}benzene
—— (6Z)-2-heptyl-5-imino-6-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C24H26N4O2S2
(6Z)-2-heptyl-5-imino-6-({5-[(4-methylphenyl)sulfanyl]furan-2-yl}methylidene)-5,6-dihydro-7H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (2S)-1-thiophen-2-ylsulfanylpropan-2-amine —— C7H11NS2
(2S)-1-thiophen-2-ylsulfanylpropan-2-amine
—— (6E)-6-[(4-methylphenyl)methylidene]-3-phenyl-[1,3]thiazolo[2,3-b][1,3]thiazol-4-ium-5-one —— C19H14NOS2+
(6E)-6-[(4-methylphenyl)methylidene]-3-phenyl-[1,3]thiazolo[2,3-b][1,3]thiazol-4-ium-5-one
—— (6Z)-6-[(4-methylphenyl)methylidene]-3-phenyl-[1,3]thiazolo[2,3-b][1,3]thiazol-4-ium-5-one;chloride —— C19H14ClNOS2
(6Z)-6-[(4-methylphenyl)methylidene]-3-phenyl-[1,3]thiazolo[2,3-b][1,3]thiazol-4-ium-5-one;chloride
—— (1R)-1-(4-fluoro-2-methylsulfanylpyrimidin-5-yl)ethanol —— C7H9FN2OS
(1R)-1-(4-fluoro-2-methylsulfanylpyrimidin-5-yl)ethanol
—— (5Z)-5-[[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(3-methoxypropyl)-1,3-thiazolidine-2,4-dione —— C18H15BrClNO4S2
(5Z)-5-[[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-3-(3-methoxypropyl)-1,3-thiazolidine-2,4-dione
—— (2S)-2-(4-chlorophenyl)sulfanyl-1-pyrrolidin-1-ylbutan-1-one —— C14H18ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-1-pyrrolidin-1-ylbutan-1-one
—— (12S)-12-(2-morpholin-4-yl-2-oxoethyl)-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-2-one —— C15H19N3O3S
(12S)-12-(2-morpholin-4-yl-2-oxoethyl)-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-2-one
—— N-[[(2S)-oxolan-2-yl]methyl]-2-[(12R)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]acetamide —— C16H21N3O3S
N-[[(2S)-oxolan-2-yl]methyl]-2-[(12R)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]acetamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-(3-propan-2-yloxypropyl)butanamide —— C16H24ClNO2S
(2S)-2-(4-chlorophenyl)sulfanyl-N-(3-propan-2-yloxypropyl)butanamide
—— N-[[(2S)-oxolan-2-yl]methyl]-2-[(12S)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]acetamide —— C16H21N3O3S
N-[[(2S)-oxolan-2-yl]methyl]-2-[(12S)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]acetamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-prop-2-enylbutanamide —— C13H16ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-prop-2-enylbutanamide
—— N-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methyl]-2-[(3R)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]acetamide —— C16H14N4O4S
N-[[5-(furan-2-yl)-1,2-oxazol-3-yl]methyl]-2-[(3R)-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-3-yl]acetamide
—— N-[(1R)-1-(4-methylphenyl)ethyl]-2-phenylsulfanylacetamide —— C17H19NOS
N-[(1R)-1-(4-methylphenyl)ethyl]-2-phenylsulfanylacetamide
—— (3S)-3-[[(2S)-3,3-dimethylbutan-2-yl]disulfanyl]-2,2-dimethylbutane —— C12H26S2
(3S)-3-[[(2S)-3,3-dimethylbutan-2-yl]disulfanyl]-2,2-dimethylbutane
—— (2Z,5Z)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-3-(3-methoxypropyl)-2-(phenylimino)-1,3-thiazolidin-4-one —— C24H21ClN2O3S2
(2Z,5Z)-5-({5-[(4-chlorophenyl)sulfanyl]furan-2-yl}methylidene)-3-(3-methoxypropyl)-2-(phenylimino)-1,3-thiazolidin-4-one
—— N'-[2-[[(E)-4-[2-(3-aminopropylamino)ethyldisulfanyl]but-2-enyl]disulfanyl]ethyl]propane-1,3-diamine;hydrochloride —— C14H33ClN4S4
N'-[2-[[(E)-4-[2-(3-aminopropylamino)ethyldisulfanyl]but-2-enyl]disulfanyl]ethyl]propane-1,3-diamine;hydrochloride
—— (4S)-5-[[(3R)-2,3,4,4,5,5-hexamethylhexan-2-yl]pentasulfanyl]-2,2,3,3,4,5-hexamethylhexane —— C24H50S5
(4S)-5-[[(3R)-2,3,4,4,5,5-hexamethylhexan-2-yl]pentasulfanyl]-2,2,3,3,4,5-hexamethylhexane
—— 2-[[(E)-4-(2-aminoethyldisulfanyl)but-2-enyl]disulfanyl]ethanamine;hydrochloride —— C8H19ClN2S4
2-[[(E)-4-(2-aminoethyldisulfanyl)but-2-enyl]disulfanyl]ethanamine;hydrochloride
—— (4R)-5-[[(3R)-2,3,4,4,5,5-hexamethylhexan-2-yl]pentasulfanyl]-2,2,3,3,4,5-hexamethylhexane —— C24H50S5
(4R)-5-[[(3R)-2,3,4,4,5,5-hexamethylhexan-2-yl]pentasulfanyl]-2,2,3,3,4,5-hexamethylhexane
—— 2-[(2Z,6E)-octa-2,6-dienyl]sulfanylethanol —— C10H18OS
2-[(2Z,6E)-octa-2,6-dienyl]sulfanylethanol
—— (E)-3-amino-2-[2-(2,4-dimethylphenyl)sulfanylacetyl]but-2-enenitrile —— C14H16N2OS
(E)-3-amino-2-[2-(2,4-dimethylphenyl)sulfanylacetyl]but-2-enenitrile
—— (E)-but-2-enedioic acid;2-(dimethylamino)ethyl 2-(4-chlorophenyl)sulfanyl-2-methylpropanoate —— C18H24ClNO6S
(E)-but-2-enedioic acid;2-(dimethylamino)ethyl 2-(4-chlorophenyl)sulfanyl-2-methylpropanoate
—— 2-[(3S)-4-(2-hydroxyethylsulfanyl)-3-methylbutyl]sulfanylethanol —— C9H20O2S2
2-[(3S)-4-(2-hydroxyethylsulfanyl)-3-methylbutyl]sulfanylethanol
—— N-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-3-phenylsulfanylpropanamide —— C17H22N2O2S
N-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-3-phenylsulfanylpropanamide
—— methyl (3S)-3-hydroxy-2H-1-benzothiophene-3-carboxylate —— C10H10O3S
methyl (3S)-3-hydroxy-2H-1-benzothiophene-3-carboxylate
—— S-ethyl N-[(1R)-1-(dimethylamino)propyl]carbamothioate —— C8H18N2OS
S-ethyl N-[(1R)-1-(dimethylamino)propyl]carbamothioate
—— methyl (3R)-3-methoxy-2H-1-benzothiophene-3-carboxylate —— C11H12O3S
methyl (3R)-3-methoxy-2H-1-benzothiophene-3-carboxylate
—— methyl (3R)-3-hydroxy-5-nitro-2H-1-benzothiophene-3-carboxylate —— C10H9NO5S
methyl (3R)-3-hydroxy-5-nitro-2H-1-benzothiophene-3-carboxylate
—— N-[(1R,4R,5S)-2-azabicyclo[2.2.1]heptan-5-yl]-3-methylsulfanylpyrrole-1-carboxamide —— C12H17N3OS
N-[(1R,4R,5S)-2-azabicyclo[2.2.1]heptan-5-yl]-3-methylsulfanylpyrrole-1-carboxamide
—— [(E)-4-amino-3-cyano-2-oxopent-3-enyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate —— C16H17BrN2O3S
[(E)-4-amino-3-cyano-2-oxopent-3-enyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— (2S,6S)-4-[(E)-but-2-enyl]-2,6-dimethyl-6H-1,3,5-oxathiazine —— C9H15NOS
(2S,6S)-4-[(E)-but-2-enyl]-2,6-dimethyl-6H-1,3,5-oxathiazine
—— (2R,6S)-4-[(E)-but-2-enyl]-2,6-dimethyl-6H-1,3,5-oxathiazine —— C9H15NOS
(2R,6S)-4-[(E)-but-2-enyl]-2,6-dimethyl-6H-1,3,5-oxathiazine
—— (2S,6R)-2,6-dimethyl-4-(2-methylprop-2-enyl)-6H-1,3,5-oxathiazine —— C9H15NOS
(2S,6R)-2,6-dimethyl-4-(2-methylprop-2-enyl)-6H-1,3,5-oxathiazine
—— (2R,6R)-2,6-dimethyl-4-(2-methylprop-2-enyl)-6H-1,3,5-oxathiazine —— C9H15NOS
(2R,6R)-2,6-dimethyl-4-(2-methylprop-2-enyl)-6H-1,3,5-oxathiazine
—— (1Z)-1-[[4-[4-[[(Z)-(2-oxonaphthalen-1-ylidene)methyl]amino]phenyl]sulfanylanilino]methylidene]naphthalen-2-one —— C34H24N2O2S
(1Z)-1-[[4-[4-[[(Z)-(2-oxonaphthalen-1-ylidene)methyl]amino]phenyl]sulfanylanilino]methylidene]naphthalen-2-one
—— (2Z)-2-[[(5-methyl-1,2-oxazol-3-yl)amino]methylidene]-1-benzothiophen-3-one —— C13H10N2O2S
(2Z)-2-[[(5-methyl-1,2-oxazol-3-yl)amino]methylidene]-1-benzothiophen-3-one
—— (14Z)-11-(3,4-dimethoxyphenyl)-14-[(5-phenylsulfanylfuran-2-yl)methylidene]-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C33H26N2O4S2
(14Z)-11-(3,4-dimethoxyphenyl)-14-[(5-phenylsulfanylfuran-2-yl)methylidene]-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— (4S)-4-cyano-5-methylsulfanyl-2,3-dihydropyrrole-4-carboxamide —— C7H9N3OS
(4S)-4-cyano-5-methylsulfanyl-2,3-dihydropyrrole-4-carboxamide
—— [(2S)-butan-2-yl]carbamodithioic acid —— C5H11NS2
[(2S)-butan-2-yl]carbamodithioic acid
—— [(2R)-butan-2-yl]carbamodithioic acid —— C5H11NS2
[(2R)-butan-2-yl]carbamodithioic acid
—— 1,3-bis[(E)-[(Z)-but-2-enylidene]amino]thiourea —— C9H14N4S
1,3-bis[(E)-[(Z)-but-2-enylidene]amino]thiourea