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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
—— 4-(mesyloxymethyl)-6-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimidin-2-one 1353137-39-9 C18H18N2O4S2
4-(mesyloxymethyl)-6-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimidin-2-one
—— 1,2,7,8-tetra(methylthio)octane 105836-03-1 C12H26S4
1,2,7,8-tetra(methylthio)octane
—— 7-methyl-6-phenylthio-4-succinimido-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one 1353137-53-7 C16H17N3O3S
7-methyl-6-phenylthio-4-succinimido-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one
—— 1-[(phenylthio)[13C]methyl]-2,5-pyrrolidinedione 1071435-36-3 C11H11NO2S
1-[(phenylthio)[13C]methyl]-2,5-pyrrolidinedione
—— 7-phenyl-6-phenylthio-4-succinimido-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one 1353137-54-8 C21H19N3O3S
7-phenyl-6-phenylthio-4-succinimido-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one
—— (13C)chloromethyl phenyl sulfide 92136-61-3 C7H7ClS
(13C)chloromethyl phenyl sulfide
—— 1-Phenylsulfanylpent-4-en-2-ol 72728-97-3 C11H14OS
1-Phenylsulfanylpent-4-en-2-ol
—— (1,3-Dithian-2-yl)(2-methyl-1,3-dithian-2-yl)methane 19451-21-9 C10H18S4
(1,3-Dithian-2-yl)(2-methyl-1,3-dithian-2-yl)methane
—— dithiocarbonic acid O-ethyl S-(2-(trifluoromethyl)pyridin-4-yl) diester 147149-99-3 C9H8F3NOS2
dithiocarbonic acid O-ethyl S-(2-(trifluoromethyl)pyridin-4-yl) diester
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid amide 116986-31-3 C4H7N5OS
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid amide
—— 1H-Imidazol-2-amine, 4,5-dihydro-N-[3-[(4-methoxyphenyl)thio]phenyl]- 677343-23-6 C16H17N3OS
1H-Imidazol-2-amine, 4,5-dihydro-N-[3-[(4-methoxyphenyl)thio]phenyl]-
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid ethylamide 117007-16-6 C6H11N5OS
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid ethylamide
—— (2E)-3-(3-Amino-4-cyan-5-methylthio-2-thienyl)acrylonitril 123624-80-6 C9H7N3S2
(2E)-3-(3-Amino-4-cyan-5-methylthio-2-thienyl)acrylonitril
—— N-(3-methylthio-1H-1,2,4-triazole-5-yl)-N-methylthiourea 116986-61-9 C5H9N5S2
N-(3-methylthio-1H-1,2,4-triazole-5-yl)-N-methylthiourea
—— 7-amino-2,3-dihydro-5-oxo-5H-thiazolo<3,2-a>pyrimidine-3-acetonitrile 126856-96-0 C8H8N4OS
7-amino-2,3-dihydro-5-oxo-5H-thiazolo<3,2-a>pyrimidine-3-acetonitrile
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid cyclohexylamide 116986-34-6 C10H17N5OS
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carboxylic acid cyclohexylamide
—— N-tert-butyl-2-(thiophen-2-ylthio)benzamide 1002760-00-0 C15H17NOS2
N-tert-butyl-2-(thiophen-2-ylthio)benzamide
—— 5-Butyl-4-phenylsulfanyl-5H-furan-2-one 117621-21-3 C14H16O2S
5-Butyl-4-phenylsulfanyl-5H-furan-2-one
—— (2,5-Dimethoxy-3-thienylthio)-acetic Acid 58386-21-3 C8H10O4S2
(2,5-Dimethoxy-3-thienylthio)-acetic Acid
—— 3-Acetyl-4-tert-butylsulfanyl-6-methylpyran-2-one 144425-55-8 C12H16O3S
3-Acetyl-4-tert-butylsulfanyl-6-methylpyran-2-one
—— 6-hydroxy-1,4-dithiaspiro<4.5>decane 59780-98-2 C8H14OS2
6-hydroxy-1,4-dithiaspiro<4.5>decane
—— 2,3,5,6,7,8-hexahydro-1λ<sup>6</sup>,4λ<sup>6</sup>-benzodithiine-1,1,4,4-tetrone 55789-62-3 C8H12O4S2
2,3,5,6,7,8-hexahydro-1λ<sup>6</sup>,4λ<sup>6</sup>-benzodithiine-1,1,4,4-tetrone
—— Δ<sup>1(6)</sup>-2,5-dithiabicyclo<4.4.0>decene 23285-17-8 C8H12S2
Δ<sup>1(6)</sup>-2,5-dithiabicyclo<4.4.0>decene
—— (E)-3-chloro-2-perfluoronutanesulfinyl-1-ethoxyprop-1-ene 1184977-59-0 C9H8ClF9O2S
(E)-3-chloro-2-perfluoronutanesulfinyl-1-ethoxyprop-1-ene
—— Δ<sup>1(7)</sup>-2,6-dithiabicyclo<5.4.0>undecene 114360-93-9 C9H14S2
Δ<sup>1(7)</sup>-2,6-dithiabicyclo<5.4.0>undecene
—— 4-(2-nitrophenylsulfanyl)-pyridine 91135-60-3 C11H8N2O2S
4-(2-nitrophenylsulfanyl)-pyridine
—— Bis<5-<2-(2'-nitrophenylthio)-1,3,4-thiadiazolyl>> 93269-46-6 C16H8N6O4S4
Bis<5-<2-(2'-nitrophenylthio)-1,3,4-thiadiazolyl>>
—— 3-(2-amino)phenylthiophenylamine 27332-24-7 C12H12N2S
3-(2-amino)phenylthiophenylamine
—— (3aR,7aS)-2-(4-(methylthio)phenyl)hexahydrobenzo-[d]-[1,3,2]dioxaborole 1310563-23-5 C13H17BO2S
(3aR,7aS)-2-(4-(methylthio)phenyl)hexahydrobenzo-[d]-[1,3,2]dioxaborole
—— N,N'-bis[3-(2-aminophenyl)sulfanylphenyl]pentanediamide 188058-58-4 C29H28N4O2S2
N,N'-bis[3-(2-aminophenyl)sulfanylphenyl]pentanediamide
—— N,N'-bis[2-(2-aminophenyl)sulfanylphenyl]pentanediamide 188058-57-3 C29H28N4O2S2
N,N'-bis[2-(2-aminophenyl)sulfanylphenyl]pentanediamide
—— 3-acetonylthio-5-methylthio-4-isothiazolecarbonitrile 24134-94-9 C8H8N2OS3
3-acetonylthio-5-methylthio-4-isothiazolecarbonitrile
—— N,N'-bis[4-(2-aminophenyl)sulfanylphenyl]pentanediamide 188058-59-5 C29H28N4O2S2
N,N'-bis[4-(2-aminophenyl)sulfanylphenyl]pentanediamide
—— N,N'-bis[3-(2-aminophenyl)sulfanylphenyl]propanediamide 188058-87-9 C27H24N4O2S2
N,N'-bis[3-(2-aminophenyl)sulfanylphenyl]propanediamide
—— 4-(6-methylsulfanylpyrimidin-4-yl)-1H-pyrazole-3,5-diamine 887365-61-9 C8H10N6S
4-(6-methylsulfanylpyrimidin-4-yl)-1H-pyrazole-3,5-diamine
—— 4-amino-2'-nitrodiphenyl sulfide 93352-49-9 C12H10N2O2S
4-amino-2'-nitrodiphenyl sulfide
—— 1-(1H-1,2,4-triazol-5-ylthio)-2-nitrobenzene 42986-83-4 C8H6N4O2S
1-(1H-1,2,4-triazol-5-ylthio)-2-nitrobenzene
—— 4-methyl-2-(2-nitrophenylthio)imidazole 88251-68-7 C10H9N3O2S
4-methyl-2-(2-nitrophenylthio)imidazole
—— PU-HZ151 1000999-96-1 C19H23IN6O2S
PU-HZ151
—— C12H9ClN2O2S 93075-13-9 C12H9ClN2O2S
C12H9ClN2O2S
—— 2,4'-diamino-3'-ethyldiphenylsulfide 76806-28-5 C14H16N2S
2,4'-diamino-3'-ethyldiphenylsulfide
—— 8-(5-methoxy-2-(thiophen-2-yl)phenylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine 1289544-78-0 C23H28N6OS2
8-(5-methoxy-2-(thiophen-2-yl)phenylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine
—— 9-(3-(isopropylamino)propyl)-8-(6-(thiophen-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine 1289543-78-7 C22H24N6O2S2
9-(3-(isopropylamino)propyl)-8-(6-(thiophen-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
—— 2-tert-Butyl-4-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 96823-94-8 C10H13N3OS
2-tert-Butyl-4-methylsulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— N,N-diethyl 2-thiophenylbenzamide 76279-45-3 C17H19NOS
N,N-diethyl 2-thiophenylbenzamide
—— 1,1,4,4-Tetramethyl-6-(2-nitrophenyl)sulfanyl-2,3-dihydronaphthalene 188845-35-4 C20H23NO2S
1,1,4,4-Tetramethyl-6-(2-nitrophenyl)sulfanyl-2,3-dihydronaphthalene
—— (Z)-2-(4-chlorobenzylidene)benzo[b]thiophen-3(2H)-one 101000-96-8 C15H9ClOS
(Z)-2-(4-chlorobenzylidene)benzo[b]thiophen-3(2H)-one
—— 2,2-Dimethyl-1,1-bis-(methylthio)propan 108593-16-4 C7H16S2
2,2-Dimethyl-1,1-bis-(methylthio)propan
—— 1-fluoro-2-(isopropylthio)benzene 138736-65-9 C9H11FS
1-fluoro-2-(isopropylthio)benzene
—— 2-nitro-1-(4-methylsulfanylphenylsulfanyl)benzene 54957-08-3 C13H11NO2S2
2-nitro-1-(4-methylsulfanylphenylsulfanyl)benzene