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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
—— 3-imino-5-(4-methylphenyl)sulfanylisoindol-1-amine 183059-89-4 C15H13N3S
3-imino-5-(4-methylphenyl)sulfanylisoindol-1-amine
—— 3-[(5-Phenyl-1,2,3-thiadiazol-4-yl)thio]propanenitrile 114393-83-8 C11H9N3S2
3-[(5-Phenyl-1,2,3-thiadiazol-4-yl)thio]propanenitrile
—— (1S,2R,4S,8R)-1-Methyl-8-((R)-2-methyl-1-phenylsulfanylmethyl-propyl)-2-trimethylsilanyloxy-bicyclo[2.2.2]oct-5-ene-2-carbonitrile 583866-15-3 C24H35NOSSi
(1S,2R,4S,8R)-1-Methyl-8-((R)-2-methyl-1-phenylsulfanylmethyl-propyl)-2-trimethylsilanyloxy-bicyclo[2.2.2]oct-5-ene-2-carbonitrile
—— 3-[(5-phenyl-1,2,3-thiadiazol-4-yl)thio]propanoic acid, ethyl ester 114393-21-4 C13H14N2O2S2
3-[(5-phenyl-1,2,3-thiadiazol-4-yl)thio]propanoic acid, ethyl ester
—— trifluorovinyl p-tolyl sulfide 1246013-18-2 C9H7F3S
trifluorovinyl p-tolyl sulfide
—— 1β-tert-butyloxy-7aβ-methyl-4-(phenylthiomethyl)-5,6,7,7a-tetrahydroindan-5-one 53078-18-5 C21H28O2S
1β-tert-butyloxy-7aβ-methyl-4-(phenylthiomethyl)-5,6,7,7a-tetrahydroindan-5-one
—— mer-trifluorotrithiocyanatophosphate ion 751430-95-2 C3F3N3PS3
mer-trifluorotrithiocyanatophosphate ion
—— Chloro-diethyl-(trifluoromethylsulfonylmethylidene)-lambda5-phosphane 63634-56-0 C6H11ClF3O2PS
Chloro-diethyl-(trifluoromethylsulfonylmethylidene)-lambda5-phosphane
—— 3-(4-methyl-5-oxazoyl)-4-methyl-5-methylthio-4H-1,2,4-triazole 170959-41-8 C8H10N4OS
3-(4-methyl-5-oxazoyl)-4-methyl-5-methylthio-4H-1,2,4-triazole
—— 4-(4-(methylthio)phenyl)furan-2(5H)-one 162012-28-4 C11H10O2S
4-(4-(methylthio)phenyl)furan-2(5H)-one
—— 1-Methyl-5-[3-(2-thenoyl)propyl]thio-1,2,3,4-tetrazole 80087-46-3 C10H12N4OS2
1-Methyl-5-[3-(2-thenoyl)propyl]thio-1,2,3,4-tetrazole
—— 3-chloro-4-(ethylthio)-1,2,5-thiadiazole 178367-59-4 C4H5ClN2S2
3-chloro-4-(ethylthio)-1,2,5-thiadiazole
—— 2-(methylthio)-5-nitrosopyrimidine-4,6-diamine 52222-43-2 C5H7N5OS
2-(methylthio)-5-nitrosopyrimidine-4,6-diamine
—— Cyclopentylmethylthiocyanat 31280-81-6 C7H11NS
Cyclopentylmethylthiocyanat
—— 1-methyl-2,3-dihydro-3-oxo-5H-pyrido<3,4-b>-<1,4>benzothiazine-4-carbonitrile 74275-28-8 C13H9N3OS
1-methyl-2,3-dihydro-3-oxo-5H-pyrido<3,4-b>-<1,4>benzothiazine-4-carbonitrile
—— 1-hydroxymethyl-2-phenylthioethyl acetate 110210-94-1 C11H14O3S
1-hydroxymethyl-2-phenylthioethyl acetate
—— 2-(2,6-difluoro-4-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1355011-25-4 C13H17BF2O2S
2-(2,6-difluoro-4-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
—— 2-(Phenylthio)-1,3-propanediol 15515-65-8 C9H12O2S
2-(Phenylthio)-1,3-propanediol
—— 2-methyl-4-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile 68364-40-9 C11H9N3S2
2-methyl-4-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile
—— 2-(3-benzylsulfanyl-2-ethyl-phenyl)-4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolane 1184298-11-0 C21H27BO2S
2-(3-benzylsulfanyl-2-ethyl-phenyl)-4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolane
—— 2,4-bis-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile 68364-55-6 C11H9N3S3
2,4-bis-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile
—— 2-amino-4-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile 68364-50-1 C10H8N4S2
2-amino-4-methylsulfanyl-6-thiophen-2-yl-pyrimidine-5-carbonitrile
—— 1H-Imidazole, 4-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]- 677343-20-3 C17H16N2OS
1H-Imidazole, 4-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]-
—— 3-(3-Benzyloxymethyl-2-phenylsulfanyl-3H-imidazol-4-yl)-1H-indole-2-carbaldehyde 391913-51-2 C26H21N3O2S
3-(3-Benzyloxymethyl-2-phenylsulfanyl-3H-imidazol-4-yl)-1H-indole-2-carbaldehyde
—— 2-chloro-6-(1-methylpyrrolidin-3-ylmethylsulfanyl)pyridine 752972-52-4 C11H15ClN2S
2-chloro-6-(1-methylpyrrolidin-3-ylmethylsulfanyl)pyridine
—— 4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-69-9 C20H19FN2O2S2
4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-53-1 C20H19FN2O3S
4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— N-Methallylthiocarbamidsaeure-O-ethylester 64454-48-4 C7H13NOS
N-Methallylthiocarbamidsaeure-O-ethylester
—— 5-acetyl-4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one 1173658-54-2 C19H17FN2O2S
5-acetyl-4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— 1-{4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone 1173658-70-2 C19H17FN2OS2
1-{4-[4-(4-fluoro-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone
—— Benzamide, 4-[[4-[(4,5-dihydro-1H-imidazol-2-yl)amino]phenyl]thio]- 827610-38-8 C16H16N4OS
Benzamide, 4-[[4-[(4,5-dihydro-1H-imidazol-2-yl)amino]phenyl]thio]-
—— 6-[1-(2,6-difluorophenyl)ethyl]-3,4-dihydro-2-methylthiopyrimidin-4(3H)-one 255898-88-5 C13H12F2N2OS
6-[1-(2,6-difluorophenyl)ethyl]-3,4-dihydro-2-methylthiopyrimidin-4(3H)-one
—— Pyrrolidine, 1-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]- 677343-21-4 C18H21NOS
Pyrrolidine, 1-[[4-[(4-methoxyphenyl)thio]phenyl]methyl]-
—— 1-benzylsulfanyl-3-bromo-2-ethylbenzene 1182728-08-0 C15H15BrS
1-benzylsulfanyl-3-bromo-2-ethylbenzene
—— N-(3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-ylthio)propyl)acetamide 1266480-74-3 C15H24BNO3S2
N-(3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-ylthio)propyl)acetamide
—— N-(3-(5-bromothiophen-2-ylthio)propyl)acetamide 1266480-73-2 C9H12BrNOS2
N-(3-(5-bromothiophen-2-ylthio)propyl)acetamide
—— 5-((3,5-dichloropyridin-4-yl)thio)-N-(2-(methylthio)ethyl)-4-nitrothiophene-2-carboxamide 1247820-36-5 C13H11Cl2N3O3S3
5-((3,5-dichloropyridin-4-yl)thio)-N-(2-(methylthio)ethyl)-4-nitrothiophene-2-carboxamide
—— 3-cyclohexyl-2-(phenylthio)-1,3-butadiene 144453-31-6 C16H20S
3-cyclohexyl-2-(phenylthio)-1,3-butadiene
—— N-[2-(4-bromo-phenylsulfanyl)-ethyl]-i-propanesulfonamide 851199-48-9 C11H16BrNO2S2
N-[2-(4-bromo-phenylsulfanyl)-ethyl]-i-propanesulfonamide
—— N-[2-((4(4,4,5,5-tetramethyl)-[1,3,2]dioxaborolan-2-yl)phenylsulfanyl)-ethyl]-i-propanesulfonamide 851199-52-5 C17H28BNO4S2
N-[2-((4(4,4,5,5-tetramethyl)-[1,3,2]dioxaborolan-2-yl)phenylsulfanyl)-ethyl]-i-propanesulfonamide
—— Ethanethiol, 2,2'-[1,3,4-thiadiazole-2,5-diylbis(thio)]bis- 194918-42-8 C6H10N2S5
Ethanethiol, 2,2'-[1,3,4-thiadiazole-2,5-diylbis(thio)]bis-
—— 1,3,4,5-tetramethyl-2[(2-oxopropyl)thio]imidazolium chloride 134218-50-1 C10H17N2OS*Cl
1,3,4,5-tetramethyl-2[(2-oxopropyl)thio]imidazolium chloride
—— 2-(4-Methoxyphenyl)sulfanyl-6-nitrobenzonitrile 168910-87-0 C14H10N2O3S
2-(4-Methoxyphenyl)sulfanyl-6-nitrobenzonitrile
—— 8-methylthiopyrazolo<5,1-c><1,2,4>benzotriazine 5-oxide 177158-66-6 C10H8N4OS
8-methylthiopyrazolo<5,1-c><1,2,4>benzotriazine 5-oxide
—— N'-cyclopentyl-methyl-thiourea 117694-94-7 C7H14N2S
N'-cyclopentyl-methyl-thiourea
—— 2-chloro-6-(1-methylpiperidin-3-ylmethylsulfanyl)pyridine 289677-77-6 C12H17ClN2S
2-chloro-6-(1-methylpiperidin-3-ylmethylsulfanyl)pyridine
—— (E)-3-[1-Benzenesulfonyl-3-(3-benzyloxymethyl-2-phenylsulfanyl-3H-imidazol-4-yl)-1H-indol-2-yl]-acrylic acid ethyl ester 391913-52-3 C36H31N3O5S2
(E)-3-[1-Benzenesulfonyl-3-(3-benzyloxymethyl-2-phenylsulfanyl-3H-imidazol-4-yl)-1H-indol-2-yl]-acrylic acid ethyl ester
—— 2-methylpropanedithioperoxy acid methyl ester 118087-46-0 C5H10OS2
2-methylpropanedithioperoxy acid methyl ester
—— 1,2-bis-(2-ethoxy-ethanesulfonyl)-ethane 343595-56-2 C10H22O6S2
1,2-bis-(2-ethoxy-ethanesulfonyl)-ethane
—— Cyclopropanecarboxaldehyde, 3-methyl-2,2-bis(phenylthio)-, trans- 90141-35-8 C17H16OS2
Cyclopropanecarboxaldehyde, 3-methyl-2,2-bis(phenylthio)-, trans-