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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,N-bis(trimethylsilyl)-3-amino-4-butylthio-1,2,5-thiadiazole 191467-39-7 C12H27N3S2Si2
N,N-bis(trimethylsilyl)-3-amino-4-butylthio-1,2,5-thiadiazole
—— bis-(4-amino-3-methyl-phenyl)-sulfide 34237-94-0 C14H16N2S
bis-(4-amino-3-methyl-phenyl)-sulfide
—— 1-Hexynyl trifluoromethyl sulfone 119353-19-4 C7H9F3O2S
1-Hexynyl trifluoromethyl sulfone
—— 2-chloro-4-diethylamino-8-p-tolylsulfanylpyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester 1352402-79-9 C20H21ClN4O2S
2-chloro-4-diethylamino-8-p-tolylsulfanylpyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester
—— 8-benzylsulfanyl-4-diethylamino-2-p-tolylsulfanylpyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester 1352402-84-6 C27H28N4O2S2
8-benzylsulfanyl-4-diethylamino-2-p-tolylsulfanylpyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester
—— 2-p-tolylsulfanyl-8-chloro-4-diethylaminopyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester 1352402-82-4 C20H21ClN4O2S
2-p-tolylsulfanyl-8-chloro-4-diethylaminopyrido[3,2-d]pyrimidine-6-carboxylic acid methyl ester
—— N-benzyl-(Z)-3-phenylthio-2-(benzylthio)propenamide 1294897-83-8 C23H21NOS2
N-benzyl-(Z)-3-phenylthio-2-(benzylthio)propenamide
—— 6-Amino-9-benzyl-8-bromo-2-phenylthiopurine 226907-79-5 C18H14BrN5S
6-Amino-9-benzyl-8-bromo-2-phenylthiopurine
—— S-prenyl isothiourea hydrobromide 62770-96-1 BrH*C6H12N2S
S-prenyl isothiourea hydrobromide
—— 4-ethoxycarbonyl-5-methyl-2-methylthio-1,3-selenazole 647032-82-4 C8H11NO2SSe
4-ethoxycarbonyl-5-methyl-2-methylthio-1,3-selenazole
—— 4-butoxycarbonyl-2-butylthio-5-methyl-1,3-selenazole 647032-85-7 C13H21NO2SSe
4-butoxycarbonyl-2-butylthio-5-methyl-1,3-selenazole
—— 4-butoxycarbonyl-5-methyl-2-methylthio-1,3-selenazole 647032-84-6 C10H15NO2SSe
4-butoxycarbonyl-5-methyl-2-methylthio-1,3-selenazole
—— 2-butylthio-4-ethoxycarbonyl-5-methyl-1,3-selenazole 647032-83-5 C11H17NO2SSe
2-butylthio-4-ethoxycarbonyl-5-methyl-1,3-selenazole
—— 3-(dodecane-1-sulfonyl)-propionic acid ethyl ester 101791-28-0 C17H34O4S
3-(dodecane-1-sulfonyl)-propionic acid ethyl ester
—— (6-Amino-3,5-dicyano-pyridin-2-ylsulfanyl)-acetic acid 119022-86-5 C9H6N4O2S
(6-Amino-3,5-dicyano-pyridin-2-ylsulfanyl)-acetic acid
—— 1-Butylsulfanyl-4-methyl-2-(2-methylprop-2-enyl)pent-4-ene-1-selone 173281-66-8 C14H24SSe
1-Butylsulfanyl-4-methyl-2-(2-methylprop-2-enyl)pent-4-ene-1-selone
—— 2-(4-Chloro-phenylsulfanyl)-5-trifluoromethyl-phenylamine 32631-27-9 C13H9ClF3NS
2-(4-Chloro-phenylsulfanyl)-5-trifluoromethyl-phenylamine
—— 3-methyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 781558-69-8 C10H14N4S
3-methyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-trifluoromethyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 66933-19-5 C10H11F3N4S
3-trifluoromethyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-methyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 66933-23-1 C10H16N4S
3-methyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-ethyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 744995-07-1 C11H16N4S
3-ethyl-6,7,8,9,10,10a-hexahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-ethyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60681-20-1 C11H18N4S
3-ethyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 5-acetyl-3-ethyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60681-27-8 C13H20N4OS
5-acetyl-3-ethyl-5,5a,6,7,8,9,10,10a-octahydro-cyclohepta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— <i>S</i>-dimethylaminomethyl-isothiourea 98021-15-9 C4H11N3S
<i>S</i>-dimethylaminomethyl-isothiourea
—— 2-hydroxy-3-(phenylthio)propionic acid 83023-80-7 C9H10O3S
2-hydroxy-3-(phenylthio)propionic acid
—— methyl 2-hydroxy-3-(phenylthio)-propionate 111248-06-7 C10H12O3S
methyl 2-hydroxy-3-(phenylthio)-propionate
—— 3-(Methylthio)-1-octyl-1H-1,2,4-triazol-5-amine 84827-79-2 C11H22N4S
3-(Methylthio)-1-octyl-1H-1,2,4-triazol-5-amine
—— 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecane-1-thiol 678-40-0 C11H7F17S
4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecane-1-thiol
—— (E)-3-ethylsulfanyl-2-methylbut-2-enenitrile 53699-99-3 C7H11NS
(E)-3-ethylsulfanyl-2-methylbut-2-enenitrile
—— threo-2-methyl-3-(phenylthio)butyronitrile 110720-49-5 C11H13NS
threo-2-methyl-3-(phenylthio)butyronitrile
—— o-(1-butyl-2,2-difluorovinyl)phenyl methyl sulfide 195734-39-5 C13H16F2S
o-(1-butyl-2,2-difluorovinyl)phenyl methyl sulfide
—— 5-cyano-2-(o-iodophenyl)-4-(methylthio)-1,3-oxazine-6-thione 87740-63-4 C12H7IN2OS2
5-cyano-2-(o-iodophenyl)-4-(methylthio)-1,3-oxazine-6-thione
—— 2-(p-chlorophenyl)-5-cyano-4-(methylthio)-1,3-thiazin-6-one 87740-71-4 C12H7ClN2OS2
2-(p-chlorophenyl)-5-cyano-4-(methylthio)-1,3-thiazin-6-one
—— N,N-diethyl-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide 80463-71-4 C10H19N5OS
N,N-diethyl-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide
—— 1-methanesulfonyl-1-methoxy-ethene 60279-00-7 C4H8O3S
1-methanesulfonyl-1-methoxy-ethene
—— N-Methylthioisobutyrimidsaeure-methylester 59072-48-9 C6H13NS
N-Methylthioisobutyrimidsaeure-methylester
—— 3-Hydroxy-3-phenyl-2-(phenylthio)propanenitrile 145621-45-0 C15H13NOS
3-Hydroxy-3-phenyl-2-(phenylthio)propanenitrile
—— 5-cyano-4-(methylthio)-2-phenyl-1,3-thiazin-6-one 80532-90-7 C12H8N2OS2
5-cyano-4-(methylthio)-2-phenyl-1,3-thiazin-6-one
—— t-butylthiocarbamic acid S-hexyl ester 534572-37-7 C11H23NOS
t-butylthiocarbamic acid S-hexyl ester
—— 5-cyano-2-(o-iodophenyl)-4-(methylthio)-1,3-thiazin-6-one 87740-72-5 C12H7IN2OS2
5-cyano-2-(o-iodophenyl)-4-(methylthio)-1,3-thiazin-6-one
—— 4-Bromo-1-chloro-1-(phenylsulfanyl)butan-2-one 113502-90-2 C10H10BrClOS
4-Bromo-1-chloro-1-(phenylsulfanyl)butan-2-one
—— 5-carbamoyl-4-(methylthio)-2-phenyl-1,3-oxazine-6-thione 80532-87-2 C12H10N2O2S2
5-carbamoyl-4-(methylthio)-2-phenyl-1,3-oxazine-6-thione
—— Benzo[b]furan,2-(2-bromoethyl)-3-(phenylthio)- 113502-91-3 C16H13BrOS
Benzo[b]furan,2-(2-bromoethyl)-3-(phenylthio)-
—— 2-butyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine 156000-17-8 C13H25NS3
2-butyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine
—— 2-methyl-2-<3'(1,3-dithiolanyl)heptyl>thiazolidine 156000-18-9 C13H25NS3
2-methyl-2-<3'(1,3-dithiolanyl)heptyl>thiazolidine
—— O-[(E)-4-(tert-butyldimethylsilyloxy)but-2-enyl] azetidine-1-carbothioate 1018479-15-6 C14H27NO2SSi
O-[(E)-4-(tert-butyldimethylsilyloxy)but-2-enyl] azetidine-1-carbothioate
—— 5,6-Diphenyl-3-phenylsulfanylpyrazine-2-carbonitrile 128142-10-9 C23H15N3S
5,6-Diphenyl-3-phenylsulfanylpyrazine-2-carbonitrile
—— 1H-1-methyl-3-amino-4-cyano-5-propylsulfanylpyrazole 512845-55-5 C8H12N4S
1H-1-methyl-3-amino-4-cyano-5-propylsulfanylpyrazole
—— (5-benzylamino-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid 68161-56-8 C11H11N3O2S2
(5-benzylamino-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid
—— phenyl-(1,1,2,2-tetrachloro-ethyl)-sulfide 88388-86-7 C8H6Cl4S
phenyl-(1,1,2,2-tetrachloro-ethyl)-sulfide