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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
—— 7-chloro-1,5-dimethyl-3-(methylsulfanyl)-1H-pyrimido[4,5-e][1,3,4]thiadiazine —— C8H9ClN4S2
7-chloro-1,5-dimethyl-3-(methylsulfanyl)-1H-pyrimido[4,5-e][1,3,4]thiadiazine
—— 7-chloro-1,5-dimethyl-3-(propylsulfanyl)-1H-pyrimido[4,5-e][1,3,4]thiadiazine —— C10H13ClN4S2
7-chloro-1,5-dimethyl-3-(propylsulfanyl)-1H-pyrimido[4,5-e][1,3,4]thiadiazine
—— 7-chloro-3-(ethylsulfanyl)-1,5-dimethyl-1H-pyrimido[4,5-e][1,3,4]thiadiazine —— C9H11ClN4S2
7-chloro-3-(ethylsulfanyl)-1,5-dimethyl-1H-pyrimido[4,5-e][1,3,4]thiadiazine
—— 6-(4-(methylthio)phenyl)hexyl pivalate —— C18H28O2S
6-(4-(methylthio)phenyl)hexyl pivalate
—— 5-((3,5-dichloropyridin-4-yl)thio)-N-(3-fluorobenzyl)-4-nitrothiazole-2-carboxamide —— C16H9Cl2FN4O3S2
5-((3,5-dichloropyridin-4-yl)thio)-N-(3-fluorobenzyl)-4-nitrothiazole-2-carboxamide
—— 6-(4-methylthiazol-2-yl)thiohexan-1-ol —— C10H17NOS2
6-(4-methylthiazol-2-yl)thiohexan-1-ol
—— N-methyl-4-(2,3-dihydro-1,4-benzoxathiin-5-yl)butanamide —— C13H17NO2S
N-methyl-4-(2,3-dihydro-1,4-benzoxathiin-5-yl)butanamide
—— N-[2-(benzylthio)-6-chloropyrimidin-4-yl]-N-{[2-(trimethylsilyl)ethoxy]methyl}pyrrolidine-1-sulfonamide —— C21H31ClN4O3S2Si
N-[2-(benzylthio)-6-chloropyrimidin-4-yl]-N-{[2-(trimethylsilyl)ethoxy]methyl}pyrrolidine-1-sulfonamide
—— 5-benzylthio-3-phenylisothiazole-4-carbonitrile —— C17H12N2S2
5-benzylthio-3-phenylisothiazole-4-carbonitrile
—— 2-(4-cyano-3-phenylisothiazol-5-ylthio)acetic acid —— C12H8N2O2S2
2-(4-cyano-3-phenylisothiazol-5-ylthio)acetic acid
—— 5-bromo-6-[2-(5-methylthiopyrimidin-2-yloxy)ethoxy]pyrimidine-4-amine —— C11H12BrN5O2S
5-bromo-6-[2-(5-methylthiopyrimidin-2-yloxy)ethoxy]pyrimidine-4-amine
—— 5-hydroxy-1-(phenylthio)pent-1-yne —— C11H12OS
5-hydroxy-1-(phenylthio)pent-1-yne
—— 2-isopropenyl-5-nitro-3-phenylsulfanyl-6-trifluoromethyl-1H-indole —— C18H13F3N2O2S
2-isopropenyl-5-nitro-3-phenylsulfanyl-6-trifluoromethyl-1H-indole
—— 2-(5-nitro-3-phenylsulfanyl-6-trifluoromethyl-1H-indol-2-yl)-propan-2-ol —— C18H15F3N2O3S
2-(5-nitro-3-phenylsulfanyl-6-trifluoromethyl-1H-indol-2-yl)-propan-2-ol
—— 1-(methylsulfonyl)octan-3-one —— C9H18O3S
1-(methylsulfonyl)octan-3-one
—— N,S-diethyl-N'-methylisothiourea —— C6H14N2S
N,S-diethyl-N'-methylisothiourea
—— N,S-dimethyl-N'-ethylisothiourea —— C5H12N2S
N,S-dimethyl-N'-ethylisothiourea
—— 2-chloromethyl-4-(3-chloropropylsulfanyl)-3-methylpyridine hydrochloride —— C10H13Cl2NS*ClH
2-chloromethyl-4-(3-chloropropylsulfanyl)-3-methylpyridine hydrochloride
—— 1-(2,3,5,6-tetramethylphenylthio)-5-(tetrahydro-2H-pyran-2-yloxy)pent-1-yne —— C20H28O2S
1-(2,3,5,6-tetramethylphenylthio)-5-(tetrahydro-2H-pyran-2-yloxy)pent-1-yne
—— 4-[3-[N-(thien-2-ylmethyl)amino]propylthio]pyridine —— C13H16N2S2
4-[3-[N-(thien-2-ylmethyl)amino]propylthio]pyridine
—— (1R,3R)-1-(2,4-difluorophenyl)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-5-azaspiro-[2.4]heptane —— C22H25F2N5OS
(1R,3R)-1-(2,4-difluorophenyl)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-5-azaspiro-[2.4]heptane
—— (1R,3S)-1-(2,4-difluorophenyl)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-5-azaspiro-[2.4]heptane —— C22H25F2N5OS
(1R,3S)-1-(2,4-difluorophenyl)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-5-azaspiro-[2.4]heptane
—— (1R,3S)-1-(4-fluorophenyl)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-5-azaspiro-[2.4]heptane —— C22H26FN5OS
(1R,3S)-1-(4-fluorophenyl)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-5-azaspiro-[2.4]heptane
—— (1S,3S/1R,3R)-1-(3,5-dichlorophenyl)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-5-azaspiro-[2.4]heptane —— C22H25Cl2N5OS
(1S,3S/1R,3R)-1-(3,5-dichlorophenyl)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-5-azaspiro-[2.4]heptane
—— 1-[2,2-bis(trifluoromethanesulfonyl)ethyl]cyclopent-1-ene —— C9H10F6O4S2
1-[2,2-bis(trifluoromethanesulfonyl)ethyl]cyclopent-1-ene
—— cyclohexylbis(trifluoromethanesulfonyl)methane —— C9H12F6O4S2
cyclohexylbis(trifluoromethanesulfonyl)methane
—— (2,4-dihydroxy-5-((2-hydroxyphenyl)thio)phenyl)(isoindolin-2-yl)methanone —— C21H17NO4S
(2,4-dihydroxy-5-((2-hydroxyphenyl)thio)phenyl)(isoindolin-2-yl)methanone
—— 2-(2'-methoxyphenylthio)thiophene —— C11H10OS2
2-(2'-methoxyphenylthio)thiophene
—— 5-ethoxy-3-((2-methoxyphenyl)thio)-1H-indole —— C17H17NO2S
5-ethoxy-3-((2-methoxyphenyl)thio)-1H-indole
—— 2-chloro-4,6-bis((2-methoxy)phenyl)sulfanylpyrimidine —— C18H15ClN2O2S2
2-chloro-4,6-bis((2-methoxy)phenyl)sulfanylpyrimidine
—— 5-fluoro-3-((2-methoxyphenyl)thio)-1H-indole —— C15H12FNOS
5-fluoro-3-((2-methoxyphenyl)thio)-1H-indole
—— 2,4-diamino-6-methyl-5-(2'-methoxyphenylthio)-7H-pyrrolo[2,3-d]pyrimidine —— C14H15N5OS
2,4-diamino-6-methyl-5-(2'-methoxyphenylthio)-7H-pyrrolo[2,3-d]pyrimidine
—— (4-fluorophenyl)(2-methoxyphenyl)sulfane —— C13H11FOS
(4-fluorophenyl)(2-methoxyphenyl)sulfane
—— N-methyl-3-[(2-methoxyphenyl)thio]benzenepropanamine hydrochloride —— C17H21NOS*ClH
N-methyl-3-[(2-methoxyphenyl)thio]benzenepropanamine hydrochloride
—— {4-[(2-methoxyphenyl)thio]phenyl}acetic acid —— C15H14O3S
{4-[(2-methoxyphenyl)thio]phenyl}acetic acid
—— (RS)-4-(pyrrolidin-3-yl-sulfanyl)-phenol hydrobromide —— BrH*C10H13NOS
(RS)-4-(pyrrolidin-3-yl-sulfanyl)-phenol hydrobromide
—— 2-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfinyl]ethanol —— C12H9F17O2S
2-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfinyl]ethanol
—— bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfoxide —— C20H8F34OS
bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfoxide
—— bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfide 96497-21-1 C20H8F34S
bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfide
—— 4-(3-fluorophenyl)-N-(3-(methylthio)phenyl)thiazol-2-amine —— C16H13FN2S2
4-(3-fluorophenyl)-N-(3-(methylthio)phenyl)thiazol-2-amine
—— n-dodecyl n-pentyl sulfoxide —— C17H36OS
n-dodecyl n-pentyl sulfoxide
—— 2-(1-((3-bromopyridin-4-yl)thiomethyl)cyclopropyl)acetate methyl ester —— C12H14BrNO2S
2-(1-((3-bromopyridin-4-yl)thiomethyl)cyclopropyl)acetate methyl ester
—— 6,8-diethyl-5,7-dioxo-2,3,6,7-tetrahydro-5<i>H</i>-thiazolo[3,2-<i>a</i>]pyrimidinium betaine —— C10H14N2O2S
6,8-diethyl-5,7-dioxo-2,3,6,7-tetrahydro-5<i>H</i>-thiazolo[3,2-<i>a</i>]pyrimidinium betaine
—— but-2-enethioic acid S-pyridin-2-yl ester —— C9H9NOS
but-2-enethioic acid S-pyridin-2-yl ester
—— 3-(3-hydroxyphenyl)sulfanylbutanoic acid —— C10H12O3S
3-(3-hydroxyphenyl)sulfanylbutanoic acid
—— (2-(hept-2-ynyl)phenyl)(trifluoromethyl)sulfide —— C14H15F3S
(2-(hept-2-ynyl)phenyl)(trifluoromethyl)sulfide
—— N-(3-(methylthio)phenyl)-4-(m-tolyl)thiazol-2-amine —— C17H16N2S2
N-(3-(methylthio)phenyl)-4-(m-tolyl)thiazol-2-amine
—— 2-bromo-N-<(S)-1-phenylethyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide —— C26H26BrNOS2
2-bromo-N-<(S)-1-phenylethyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide
—— (2E)-N-benzyl-N-[2,2-bis(phenylsulfanyl)vinyl]but-2-enamide —— C25H23NOS2
(2E)-N-benzyl-N-[2,2-bis(phenylsulfanyl)vinyl]but-2-enamide
—— 3-(5-methylisoxazol-3-yl)-6,7,8,9-tetrahydro-1,2,4-triazolo[4,3-b][4,1,2]-benzothiadiazine —— C12H13N5OS
3-(5-methylisoxazol-3-yl)-6,7,8,9-tetrahydro-1,2,4-triazolo[4,3-b][4,1,2]-benzothiadiazine