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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
—— O-propan-2-yl N-propan-2-yl-N-prop-2-enylcarbamothioate —— C10H19NOS
O-propan-2-yl N-propan-2-yl-N-prop-2-enylcarbamothioate
—— N,N-dimethyl-2-thiophen-2-ylsulfanylethanamine —— C8H13NS2
N,N-dimethyl-2-thiophen-2-ylsulfanylethanamine
—— methanethioyloxymethyl(methyl)carbamothioic S-acid —— C4H7NO2S2
methanethioyloxymethyl(methyl)carbamothioic S-acid
—— N-[(Z)-1-(4-bromophenyl)ethylideneamino]-2-pyridin-2-ylsulfanylacetamide —— C15H14BrN3OS
N-[(Z)-1-(4-bromophenyl)ethylideneamino]-2-pyridin-2-ylsulfanylacetamide
—— amino-[[2-[2-(carbamimidoylsulfanylmethyl)-4-fluorophenyl]sulfanyl-5-nitrophenyl]methyl]carbamothioic S-acid —— C16H16FN5O3S3
amino-[[2-[2-(carbamimidoylsulfanylmethyl)-4-fluorophenyl]sulfanyl-5-nitrophenyl]methyl]carbamothioic S-acid
—— 1-[5-(Cyclohexa-1,3-dien-1-ylmethyl)-1,4-dioxin-2-yl]-4-[3-(3-methylphenyl)sulfanylpropyl]piperazine —— C25H32N2O2S
1-[5-(Cyclohexa-1,3-dien-1-ylmethyl)-1,4-dioxin-2-yl]-4-[3-(3-methylphenyl)sulfanylpropyl]piperazine
—— 2-methyl-5-(1H-1,2,4-triazol-5-ylsulfanyl)pyrazol-3-amine —— C6H8N6S
2-methyl-5-(1H-1,2,4-triazol-5-ylsulfanyl)pyrazol-3-amine
—— 6-methoxy-2-(4-methoxyphenyl)-3-{[3-(trifluoromethyl)phenyl]sulfanyl}-1H-1-benzothiophen-1-one —— C23H17F3O3S2
6-methoxy-2-(4-methoxyphenyl)-3-{[3-(trifluoromethyl)phenyl]sulfanyl}-1H-1-benzothiophen-1-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(4-ethylphenyl)methylideneamino]triazole-4-carboxamide —— C21H19ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-chlorophenyl)sulfanylmethyl]-N-[(Z)-(4-ethylphenyl)methylideneamino]triazole-4-carboxamide
—— (E)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-benzoylprop-2-enenitrile —— C21H13N3O2S
(E)-3-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-2-benzoylprop-2-enenitrile
—— 2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-4-ylethylideneamino]acetamide —— C18H16ClN5OS3
2-[[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(Z)-1-pyridin-4-ylethylideneamino]acetamide
—— 4-[5-(1-Methylbenzimidazol-2-yl)sulfanylfuran-2-yl]-1,4,4a,6,7,8-hexahydropyrazolo[3,4-b][1,7]naphthyridin-5-one —— C21H18N6O2S
4-[5-(1-Methylbenzimidazol-2-yl)sulfanylfuran-2-yl]-1,4,4a,6,7,8-hexahydropyrazolo[3,4-b][1,7]naphthyridin-5-one
—— methyl (2E)-2-(6,7-dichloro-3-oxo-5H-pyrazino[2,3-b][1,4]thiazin-2-ylidene)acetate —— C9H5Cl2N3O3S
methyl (2E)-2-(6,7-dichloro-3-oxo-5H-pyrazino[2,3-b][1,4]thiazin-2-ylidene)acetate
—— 2,2-dimethyl-1-(methylidene-lambda4-sulfanylidene)-N-propan-2-ylbutan-1-amine —— C10H21NS
2,2-dimethyl-1-(methylidene-lambda4-sulfanylidene)-N-propan-2-ylbutan-1-amine
—— (Z)-N-[(4-chlorophenyl)methoxy]-2-methyl-2-(4-methylphenyl)sulfanylpropan-1-imine —— C18H20ClNOS
(Z)-N-[(4-chlorophenyl)methoxy]-2-methyl-2-(4-methylphenyl)sulfanylpropan-1-imine
—— tert-butyl 4-[2-[6-amino-8-(2,5-dimethoxyphenyl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidine-1-carboxylate —— C25H35N6O4S+
tert-butyl 4-[2-[6-amino-8-(2,5-dimethoxyphenyl)sulfanyl-7H-purin-3-ium-3-yl]ethyl]piperidine-1-carboxylate
—— 2-[[(1S)-1-[2-(3-fluorophenyl)sulfanylphenoxy]propyl]-methylamino]acetic acid —— C18H20FNO3S
2-[[(1S)-1-[2-(3-fluorophenyl)sulfanylphenoxy]propyl]-methylamino]acetic acid
—— 2,3-Dimethylbutyl-methyl-methylidene-lambda4-sulfane —— C8H18S
2,3-Dimethylbutyl-methyl-methylidene-lambda4-sulfane
—— N-methyl-1-[5-methyl-2-[(6-methyl-1H-indol-3-yl)sulfanyl]phenyl]methanamine —— C18H20N2S
N-methyl-1-[5-methyl-2-[(6-methyl-1H-indol-3-yl)sulfanyl]phenyl]methanamine
—— [4-[3-[Benzylcarbamoyl(3-phenylpropyl)amino]phenyl]sulfanylphenyl] butanoate —— C33H34N2O3S
[4-[3-[Benzylcarbamoyl(3-phenylpropyl)amino]phenyl]sulfanylphenyl] butanoate
—— Tert-butyl 2,2-dimethyl-4-[(4-quinolin-4-ylsulfanylphenyl)methyl]-1,3-oxazolidine-3-carboxylate —— C26H30N2O3S
Tert-butyl 2,2-dimethyl-4-[(4-quinolin-4-ylsulfanylphenyl)methyl]-1,3-oxazolidine-3-carboxylate
—— N-[(Z)-1-phenylbutylideneamino]-2-pyridin-2-ylsulfanylacetamide —— C17H19N3OS
N-[(Z)-1-phenylbutylideneamino]-2-pyridin-2-ylsulfanylacetamide
—— 8-[2-(2,6-Dithiabicyclo[5.3.1]undeca-1(11),7,9-trien-8-yl)propan-2-yl]-2,6-dithiabicyclo[5.3.1]undeca-1(11),7,9-triene —— C21H24S4
8-[2-(2,6-Dithiabicyclo[5.3.1]undeca-1(11),7,9-trien-8-yl)propan-2-yl]-2,6-dithiabicyclo[5.3.1]undeca-1(11),7,9-triene
—— 4,4-Dimethylcyclohepta-2,6-diene-1-thione —— C9H12S
4,4-Dimethylcyclohepta-2,6-diene-1-thione
—— 1-[4-[2-[[4-[(4-hydroxy-2-oxo-3H-1,3-thiazol-5-yl)methyl]phenoxy]methyl]-3-methylimidazo[4,5-b]pyridin-5-yl]sulfanyl-2,6-dimethylphenyl]-3-[4-(trifluoromethyl)phenyl]urea —— C34H29F3N6O4S2
1-[4-[2-[[4-[(4-hydroxy-2-oxo-3H-1,3-thiazol-5-yl)methyl]phenoxy]methyl]-3-methylimidazo[4,5-b]pyridin-5-yl]sulfanyl-2,6-dimethylphenyl]-3-[4-(trifluoromethyl)phenyl]urea
—— prop-1-en-2-yl N'-methylcarbamimidothioate —— C5H10N2S
prop-1-en-2-yl N'-methylcarbamimidothioate
—— 2-[(2-chloro-6-methylphenyl)methylsulfanyl]-4-methyl-1H-pyrimidin-6-one —— C13H13ClN2OS
2-[(2-chloro-6-methylphenyl)methylsulfanyl]-4-methyl-1H-pyrimidin-6-one
—— 1-Sulfanyloctadecyl hydrogen sulfite —— C18H38O3S2
1-Sulfanyloctadecyl hydrogen sulfite
—— 1-Sulfanyloctadecyl sulfite —— C18H37O3S2-
1-Sulfanyloctadecyl sulfite
—— 1-(2,6-Dimethylphenyl)-6-(4-propan-2-ylsulfanylphenyl)-2,7-dihydro-[1,3]thiazolo[5,4-d]pyrimidine-2,7-diamine —— C22H27N5S2
1-(2,6-Dimethylphenyl)-6-(4-propan-2-ylsulfanylphenyl)-2,7-dihydro-[1,3]thiazolo[5,4-d]pyrimidine-2,7-diamine
—— 3-(3-ethylsulfanyl-5-oxo-4H-1,2,4-triazin-6-yl)propanamide —— C8H12N4O2S
3-(3-ethylsulfanyl-5-oxo-4H-1,2,4-triazin-6-yl)propanamide
—— [2-Methyl-3-phenylsulfanyl-2-(phenylsulfanylmethyl)propyl] prop-2-enoate —— C20H22O2S2
[2-Methyl-3-phenylsulfanyl-2-(phenylsulfanylmethyl)propyl] prop-2-enoate
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]nonanamide —— C17H26N2OS
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]nonanamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-fluorophenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide —— C20H17FN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-(3-fluorophenyl)methylideneamino]-5-[(4-methylphenyl)sulfanylmethyl]triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(Z)-1-phenylethylideneamino]triazole-4-carboxamide —— C17H17N11O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-N-[(Z)-1-phenylethylideneamino]triazole-4-carboxamide
—— 3-[1-(6-benzyl-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)propylamino]propyl N-tert-butylcarbamate —— C24H34N4O3S
3-[1-(6-benzyl-5-oxo-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)propylamino]propyl N-tert-butylcarbamate
—— 4-(1,1,1,2,4,4,4-Heptafluorobutan-2-yl)-2-methylsulfanylaniline —— C11H10F7NS
4-(1,1,1,2,4,4,4-Heptafluorobutan-2-yl)-2-methylsulfanylaniline
—— (Z)-1-[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]-N-methoxymethanimine —— C14H11ClN2O3S
(Z)-1-[2-(4-chlorophenyl)sulfanyl-5-nitrophenyl]-N-methoxymethanimine
—— Dimethyl-[3-(3-methylbutylsulfonyl)propyl]-[3-(2-methylprop-2-enoylamino)propyl]azanium —— C17H35N2O3S+
Dimethyl-[3-(3-methylbutylsulfonyl)propyl]-[3-(2-methylprop-2-enoylamino)propyl]azanium
—— 4-(4-chlorophenyl)-2-[4-[6-(2-methylsulfonylethoxy)quinolin-4-yl]sulfanylphenyl]-1H-phthalazin-1-amine —— C32H27ClN4O3S2
4-(4-chlorophenyl)-2-[4-[6-(2-methylsulfonylethoxy)quinolin-4-yl]sulfanylphenyl]-1H-phthalazin-1-amine
—— 1-Cyclohexylsulfanylheptan-4-amine —— C13H27NS
1-Cyclohexylsulfanylheptan-4-amine
—— 4-(3,5-Dimethylphenyl)sulfanyl-1-methyl-3-propan-2-yl-5-[[2-(pyridin-4-ylmethyl)pyrrol-2-yl]methyl]imidazol-2-one —— C26H30N4OS
4-(3,5-Dimethylphenyl)sulfanyl-1-methyl-3-propan-2-yl-5-[[2-(pyridin-4-ylmethyl)pyrrol-2-yl]methyl]imidazol-2-one
—— 1-Tert-butylsulfonyl-3,3-dimethylbutane;2,2,5,7,7-pentamethyloctan-4-one —— C23H48O3S
1-Tert-butylsulfonyl-3,3-dimethylbutane;2,2,5,7,7-pentamethyloctan-4-one
—— Octadecane-1,7-dithiol —— C18H38S2
Octadecane-1,7-dithiol
—— 3-[4-[4-(3-Hydroxypropyl)phenyl]sulfanylphenyl]propan-1-ol —— C18H22O2S
3-[4-[4-(3-Hydroxypropyl)phenyl]sulfanylphenyl]propan-1-ol
—— N'-[(2R)-1-(4-fluorophenyl)sulfanyl-4-morpholin-4-ylbutan-2-yl]propane-1,3-diamine —— C17H28FN3OS
N'-[(2R)-1-(4-fluorophenyl)sulfanyl-4-morpholin-4-ylbutan-2-yl]propane-1,3-diamine
—— 3-Ethylsulfonylprop-2-enenitrile —— C5H7NO2S
3-Ethylsulfonylprop-2-enenitrile
—— 2-Methyl-3-phenylsulfanyl-5-propan-2-yl-1-benzofuran —— C18H18OS
2-Methyl-3-phenylsulfanyl-5-propan-2-yl-1-benzofuran
—— 2-Methyl-3-methylsulfanylhex-3-ene —— C8H16S
2-Methyl-3-methylsulfanylhex-3-ene
—— amino-[[4-[2-(carbamimidoylsulfanylmethyl)-4-fluorophenyl]sulfanylthiophen-3-yl]methyl]carbamothioic S-acid —— C14H15FN4OS4
amino-[[4-[2-(carbamimidoylsulfanylmethyl)-4-fluorophenyl]sulfanylthiophen-3-yl]methyl]carbamothioic S-acid