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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
—— (2E)-Methyl 2-<(E)-4'-tert-Butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>penta-2',4'-dienyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate 145746-12-9 C32H52O6S2Si2
(2E)-Methyl 2-<(E)-4'-tert-Butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>penta-2',4'-dienyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate
—— (2E)-Methyl 2-<(E)-1'-<2-(2''',2'''-Dimethoxyethyl)-1,3-dithian-2-yl>-4'-oxopent-2-enyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate 145746-20-9 C26H38O6S2Si
(2E)-Methyl 2-<(E)-1'-<2-(2''',2'''-Dimethoxyethyl)-1,3-dithian-2-yl>-4'-oxopent-2-enyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate
—— ethyl 1-(3-oxo-2,3-dihydrobenzo<b>thiophen-2-yl)imidazole-2-carboxylate 161801-88-3 C14H12N2O3S
ethyl 1-(3-oxo-2,3-dihydrobenzo<b>thiophen-2-yl)imidazole-2-carboxylate
—— 9,10-dihydrobis[1,2,3]triazolo[1,5-f:5',1'-b][1,3,6]thiadiazepine-3,5-dicarboxylic acid 651768-95-5 C8H6N6O4S
9,10-dihydrobis[1,2,3]triazolo[1,5-f:5',1'-b][1,3,6]thiadiazepine-3,5-dicarboxylic acid
—— (2E)-Methyl 3-<Dimethyl(phenyl)silyl>-2-<(E)-1'-<(2''-formylmethyl)-1'',3''-dithian-2''-yl>-3'-methyl-4'-oxopent-2'-enyloxymethyl>propenoate 145746-27-6 C25H34O5S2Si
(2E)-Methyl 3-<Dimethyl(phenyl)silyl>-2-<(E)-1'-<(2''-formylmethyl)-1'',3''-dithian-2''-yl>-3'-methyl-4'-oxopent-2'-enyloxymethyl>propenoate
—— (2E)-Methyl 2-<(E)-1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-4',4'-(ethylenedioxy)-3'-methylpent-2'-enyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate 145746-26-5 C29H44O7S2Si
(2E)-Methyl 2-<(E)-1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-4',4'-(ethylenedioxy)-3'-methylpent-2'-enyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate
—— 2-bromo-benzo[<i>b</i>]thiophen-3-one 161801-95-2 C8H5BrOS
2-bromo-benzo[<i>b</i>]thiophen-3-one
—— 2-hydroxy-methylenebenzo[b]thiophen-3-one 1237727-00-2 C9H6O2S
2-hydroxy-methylenebenzo[b]thiophen-3-one
—— 1,1,2-Trifluoro-1-phenylsulfanyl-pentan-3-one 101361-07-3 C11H11F3OS
1,1,2-Trifluoro-1-phenylsulfanyl-pentan-3-one
—— 2,3-Dihydro-6-methoxycarbonylaminoimidazo<2,1-b>thiazole 141722-36-3 C7H9N3O2S
2,3-Dihydro-6-methoxycarbonylaminoimidazo<2,1-b>thiazole
—— 2-Propenoic acid, 2-cyano-3-(phenylthio)-, ethyl ester 90280-04-9 C12H11NO2S
2-Propenoic acid, 2-cyano-3-(phenylthio)-, ethyl ester
—— Thioessigsaeure-(N<sup>2</sup>,N<sup>2</sup>-dimethyl-hydrazid) 89695-58-9 C4H10N2S
Thioessigsaeure-(N<sup>2</sup>,N<sup>2</sup>-dimethyl-hydrazid)
—— 5-allylsulfanyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione 19921-53-0 C5H6N2S3
5-allylsulfanyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione
—— 2,5-Bis(2'-((2''-(di methylamino)ethyl)thio)-5'-methylpyrimidin-4'-yl)thiophene 131407-82-4 C22H30N6S3
2,5-Bis(2'-((2''-(di methylamino)ethyl)thio)-5'-methylpyrimidin-4'-yl)thiophene
—— 5,5-dimethyl-4-[(trimethylsilyl)oxy]-4-(2-phenylethyl)-2-phenylthio-tetrahydrofuran 249766-64-1 C23H32O2SSi
5,5-dimethyl-4-[(trimethylsilyl)oxy]-4-(2-phenylethyl)-2-phenylthio-tetrahydrofuran
—— bis[(E)-1-(chloromethyl)-2-chlorovinyl]sulfide 1360444-66-1 C6H6Cl4S
bis[(E)-1-(chloromethyl)-2-chlorovinyl]sulfide
—— 4-Oxo-3-phenylsulfanyl-cyclohexanecarboxylic acid methyl ester 121810-16-0 C14H16O3S
4-Oxo-3-phenylsulfanyl-cyclohexanecarboxylic acid methyl ester
—— 5-Hydroxymethyl-4,6-dimethyl-2-methylsulfanyl-nicotinonitrile 113859-05-5 C10H12N2OS
5-Hydroxymethyl-4,6-dimethyl-2-methylsulfanyl-nicotinonitrile
—— 5-Methoxymethoxymethyl-4,6-dimethyl-2-methylsulfanyl-nicotinonitrile 113859-11-3 C12H16N2O2S
5-Methoxymethoxymethyl-4,6-dimethyl-2-methylsulfanyl-nicotinonitrile
—— (Z)-1-bromo-4-phenyl-1-phenylthio-1-butene 140243-98-7 C16H15BrS
(Z)-1-bromo-4-phenyl-1-phenylthio-1-butene
—— 1-Iodo-4-(methylsulfonyl)butane 558465-90-0 C5H11IO2S
1-Iodo-4-(methylsulfonyl)butane
—— 1-chloro-4-phenyl-1-phenylthio-1-butene 140243-97-6 C16H15ClS
1-chloro-4-phenyl-1-phenylthio-1-butene
—— ethyl 3-(p-toylthio)acrylate 1138-92-7 C12H14O2S
ethyl 3-(p-toylthio)acrylate
—— Carbamothioic acid, methyl-, S-decyl ester 92411-96-6 C12H25NOS
Carbamothioic acid, methyl-, S-decyl ester
—— 6-Methyl-1-methylsulfanyl-cyclohexene 70871-39-5 C8H14S
6-Methyl-1-methylsulfanyl-cyclohexene
—— 3-tert-butoxy-1-isopropyl-2-methylsulfanyl-1H-pyrrole 1247948-23-7 C12H21NOS
3-tert-butoxy-1-isopropyl-2-methylsulfanyl-1H-pyrrole
—— 5-chloro-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine 1429321-41-4 C10H11ClN2O2S2
5-chloro-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine
—— 5-methylsulfanyl-[1,2,4]thiadiazole 43201-10-1 C3H4N2S2
5-methylsulfanyl-[1,2,4]thiadiazole
—— 3-isopropoxy-1-isopropyl-2-(methylsulfanyl)pyrrole 1247948-22-6 C11H19NOS
3-isopropoxy-1-isopropyl-2-(methylsulfanyl)pyrrole
—— 5-(6,6-difluoro-5-hexenylthio)-1,2,4-thiadiazole 848412-46-4 C8H10F2N2S2
5-(6,6-difluoro-5-hexenylthio)-1,2,4-thiadiazole
—— 4,5-dihydro-1,3-thiazino<2,3-b><1,3,4>thiadiazolium iodide 119366-96-0 C6H9N2S3*I
4,5-dihydro-1,3-thiazino<2,3-b><1,3,4>thiadiazolium iodide
—— 8-<i>tert</i>-butyl-3-ethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-30-2 C14H22N4S
8-<i>tert</i>-butyl-3-ethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 1-Isopropyl-2-methylthio-imidazol 61682-20-0 C7H12N2S
1-Isopropyl-2-methylthio-imidazol
—— (1S,5S,7R)-7-ethyl-5-methyl-1-p-tolylsulfanyl-6,8-dioxabicyclo<3.2.1>octane 235100-23-9 C16H20O2S
(1S,5S,7R)-7-ethyl-5-methyl-1-p-tolylsulfanyl-6,8-dioxabicyclo<3.2.1>octane
—— 4-ethoxycarbonylmethylthio-uracil 74195-57-6 C8H10N2O3S
4-ethoxycarbonylmethylthio-uracil
—— 3-nethylsulfanyl-2-(trimethylstannyl)thiophene 163015-15-4 C8H14S2Sn
3-nethylsulfanyl-2-(trimethylstannyl)thiophene
—— 2-methyl-3-(phenylthio)-2-sulfolene 175438-48-9 C11H12O2S2
2-methyl-3-(phenylthio)-2-sulfolene
—— 2-benzylthio-4-methylfuran 233252-76-1 C12H12OS
2-benzylthio-4-methylfuran
—— 1-benzyloxymethyl-5-ethyl-6-(α-pyridylthio)uracil 153562-59-5 C19H19N3O3S
1-benzyloxymethyl-5-ethyl-6-(α-pyridylthio)uracil
—— 8-Methylsulfanyl-isothiazolo[4',3':4,5]thieno[3,2-d][1,2,3]triazin-4-ol 135488-98-1 C7H4N4OS3
8-Methylsulfanyl-isothiazolo[4',3':4,5]thieno[3,2-d][1,2,3]triazin-4-ol
—— 2-anilino-4-methyl-7-phenyl-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one 132533-27-8 C18H15N5OS
2-anilino-4-methyl-7-phenyl-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one
—— 6-methyl-3-methylsulfanyl-benzo[<i>d</i>][1,2,4]triazino[6,5-<i>f</i>][1,3]oxazepine 41384-24-1 C12H10N4OS
6-methyl-3-methylsulfanyl-benzo[<i>d</i>][1,2,4]triazino[6,5-<i>f</i>][1,3]oxazepine
—— 2-(Phenylthio)-5-methylfuran-3-carboxylic Acid 77287-82-2 C12H10O3S
2-(Phenylthio)-5-methylfuran-3-carboxylic Acid
—— 1-(2,2-Bis-methylsulfanyl-ethenesulfonyl)-pentan-2-ol 89880-26-2 C9H18O3S3
1-(2,2-Bis-methylsulfanyl-ethenesulfonyl)-pentan-2-ol
—— 1-(2,2-Bis-methylsulfanyl-ethenesulfonyl)-2-methyl-propan-2-ol 89880-22-8 C8H16O3S3
1-(2,2-Bis-methylsulfanyl-ethenesulfonyl)-2-methyl-propan-2-ol
—— 4-tert-butyl-6-chloro-2-(4-methylsulfanylphenyl)pyrimidine 1018481-25-8 C15H17ClN2S
4-tert-butyl-6-chloro-2-(4-methylsulfanylphenyl)pyrimidine
—— N-tert-butyl-3-(methylthio)thiophene-2-carboxamide 98331-05-6 C10H15NOS2
N-tert-butyl-3-(methylthio)thiophene-2-carboxamide
—— 1-(2,2-Bis-methylsulfanyl-ethenesulfonylmethyl)-cyclohex-2-enol 89880-25-1 C11H18O3S3
1-(2,2-Bis-methylsulfanyl-ethenesulfonylmethyl)-cyclohex-2-enol
—— N,N-Dimethyl-2-oxo-thiopropionamide 87342-42-5 C5H9NOS
N,N-Dimethyl-2-oxo-thiopropionamide
—— 1-allyl-3-cyclopropylthiourea 59814-60-7 C7H12N2S
1-allyl-3-cyclopropylthiourea