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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
—— (3S,4S,5R)-3-Methyl-4-<tris(phenylthio)methyl>-5-undecyl-4,5-dihydro-2(3H)-furanone 157497-28-4 C35H44O2S3
(3S,4S,5R)-3-Methyl-4-<tris(phenylthio)methyl>-5-undecyl-4,5-dihydro-2(3H)-furanone
—— 2-decylsulfanyl-5-[1-(5-decylsulfanyl-1H-pyrrol-2-yl)hexyl]-1H-pyrrole 943225-79-4 C34H60N2S2
2-decylsulfanyl-5-[1-(5-decylsulfanyl-1H-pyrrol-2-yl)hexyl]-1H-pyrrole
—— 2-decylsulfanyl-5-[1-(5-decylsulfanyl-1H-pyrrol-2-yl)-2-hexyloctyl]-1H-pyrrole 943225-80-7 C42H76N2S2
2-decylsulfanyl-5-[1-(5-decylsulfanyl-1H-pyrrol-2-yl)-2-hexyloctyl]-1H-pyrrole
—— 2-methyl-4-oxo-4,5,6,7-tetrahydrothieno[2,3-b]thiepin-5-acetic acid 135278-98-7 C11H12O3S2
2-methyl-4-oxo-4,5,6,7-tetrahydrothieno[2,3-b]thiepin-5-acetic acid
—— 1-thiacyclohept-2-ene 1-oxide 75067-17-3 C6H10OS
1-thiacyclohept-2-ene 1-oxide
—— 1-thiacyclohept-2-ene 77566-13-3 C6H10S
1-thiacyclohept-2-ene
—— 2-amino-1-mercaptobut-3-ene 116065-18-0 C4H9NS
2-amino-1-mercaptobut-3-ene
—— 2-(4-Chlorophenyl)-9-methyl-4,4a,5,6-tetrahydrothieno-[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one 135279-17-3 C17H15ClN2OS2
2-(4-Chlorophenyl)-9-methyl-4,4a,5,6-tetrahydrothieno-[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one
—— 2-(2-methyl-4-oxo-6,7-dihydro-5H-thieno[2,3-b]thiepin-5-yl)acetonitrile 135279-11-7 C11H11NOS2
2-(2-methyl-4-oxo-6,7-dihydro-5H-thieno[2,3-b]thiepin-5-yl)acetonitrile
—— 5-phenylthio-1-<2-(trimethylsilyl)ethoxy>methyl-1H-1,2,4-triazole 136118-58-6 C14H21N3OSSi
5-phenylthio-1-<2-(trimethylsilyl)ethoxy>methyl-1H-1,2,4-triazole
—— 2-(4-chlorophenyl)-9-methyl-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one 135301-49-4 C17H13ClN2OS2
2-(4-chlorophenyl)-9-methyl-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one
—— 1-methyl-2,3-bis(phenylthio)indole 63955-64-6 C21H17NS2
1-methyl-2,3-bis(phenylthio)indole
—— 3-[3-(Phenylsulfanyl)propyl]furan 89171-61-9 C13H14OS
3-[3-(Phenylsulfanyl)propyl]furan
—— 4,5-tetramethylene-1,3-dithiole 33470-32-5 C7H10S2
4,5-tetramethylene-1,3-dithiole
—— bis(3-methyl-2-buten-1-yl)disulfide 24963-39-1 C10H18S2
bis(3-methyl-2-buten-1-yl)disulfide
—— methyl-(3-methyl-but-2-enyl)-disulfane 34776-60-8 C6H12S2
methyl-(3-methyl-but-2-enyl)-disulfane
—— 3-methyl-3-(3-methyl-but-2-enylsulfanyl)-but-1-ene 20733-74-8 C10H18S
3-methyl-3-(3-methyl-but-2-enylsulfanyl)-but-1-ene
—— (1,1-dimethylallyl) methylsulfide 130893-45-7 C6H12S
(1,1-dimethylallyl) methylsulfide
—— 5-Thiophen-2-yl-3,4,5,6-tetrahydro-2H-benzo[b][1,4]thiazocine 87697-01-6 C14H15NS2
5-Thiophen-2-yl-3,4,5,6-tetrahydro-2H-benzo[b][1,4]thiazocine
—— 8-nitro-3-(pyridin-2-ylthio)quinoline 1520100-31-5 C14H9N3O2S
8-nitro-3-(pyridin-2-ylthio)quinoline
—— 2-(Butylsulfonyl)-1-cyclohexanon 89747-94-4 C10H18O3S
2-(Butylsulfonyl)-1-cyclohexanon
—— S-(β-Ethoxycarbonyl-β-chloroethyl)-O-ethyl dithiocarbamate 65462-83-1 C8H13ClO3S2
S-(β-Ethoxycarbonyl-β-chloroethyl)-O-ethyl dithiocarbamate
—— 3-benzyl-2-methylthiopyrimidine-4-thione 89185-14-8 C12H12N2S2
3-benzyl-2-methylthiopyrimidine-4-thione
—— (5E)-5-(Thiophen-2-yl)-3,4-dihydro-2H-1,6-benzothiazocine 76293-59-9 C14H13NS2
(5E)-5-(Thiophen-2-yl)-3,4-dihydro-2H-1,6-benzothiazocine
—— 1,10,12,21-tetraazacyclodoeicosane-11,22-dithione 62829-31-6 C18H36N4S2
1,10,12,21-tetraazacyclodoeicosane-11,22-dithione
—— 1,3-diaza-cycloundecane-2-thione 75491-65-5 C9H18N2S
1,3-diaza-cycloundecane-2-thione
—— 4-chloro-3-(methylthio)pyridin-2-ol 1611464-70-0 C6H6ClNOS
4-chloro-3-(methylthio)pyridin-2-ol
—— 4-chloro-3-(methylthio)pyridin-2-amine 1611464-69-7 C6H7ClN2S
4-chloro-3-(methylthio)pyridin-2-amine
—— Hex-1-en-1-yl phenyl sulfide 86887-87-8 C12H16S
Hex-1-en-1-yl phenyl sulfide
—— 1,3,15,17-tetraaza-6,9,12,20,23,28,31-heptaoxabicyclo<15.8.8>tritriacontane-2,16-dithione 89863-12-7 C22H42N4O7S2
1,3,15,17-tetraaza-6,9,12,20,23,28,31-heptaoxabicyclo<15.8.8>tritriacontane-2,16-dithione
—— 4,4'-bis(4-aminophenylthio)diphenyl sulfone 100072-82-0 C24H20N2OS3
4,4'-bis(4-aminophenylthio)diphenyl sulfone
—— ethyl 1-(5-chloro-2-(4-chlorophenylthio)phenyl)-2-oxocyclohexanecarboxylate 1308853-73-7 C21H20Cl2O3S
ethyl 1-(5-chloro-2-(4-chlorophenylthio)phenyl)-2-oxocyclohexanecarboxylate
—— 1,3,15,17-tetraaza-6,9,12,20,23,28-hexaoxabicyclo<15.8.5>triacontane-2,16-dithione 102966-03-0 C20H38N4O6S2
1,3,15,17-tetraaza-6,9,12,20,23,28-hexaoxabicyclo<15.8.5>triacontane-2,16-dithione
—— 2'-deoxy-2-S-methylthiouridine 1268475-32-6 C10H14N2O4S
2'-deoxy-2-S-methylthiouridine
—— tert-butyl 4-(4-aminophenylthio)pyridin-2-ylcarbamate 1207681-64-8 C16H19N3O2S
tert-butyl 4-(4-aminophenylthio)pyridin-2-ylcarbamate
—— 2-(Methylsulfonyl)-1-cycloheptanon 89730-02-9 C8H14O3S
2-(Methylsulfonyl)-1-cycloheptanon
—— 1,4-bis[3-(bromomethyl)phenylthio]-2,3,5,6-tetrakis(phenylthio)benzene 202330-73-2 C44H32Br2S6
1,4-bis[3-(bromomethyl)phenylthio]-2,3,5,6-tetrakis(phenylthio)benzene
—— (S)-(+)-methyl n-octyl sulfoxide 131002-32-9 C9H20OS
(S)-(+)-methyl n-octyl sulfoxide
—— 1-(5-Thiophen-2-yl-2,3,4,5-tetrahydro-benzo[b][1,4]thiazocin-6-yl)-ethanone 87697-10-7 C16H17NOS2
1-(5-Thiophen-2-yl-2,3,4,5-tetrahydro-benzo[b][1,4]thiazocin-6-yl)-ethanone
—— 1-methylsulfanyl-penta-1,3-diyne 42875-80-9 C6H6S
1-methylsulfanyl-penta-1,3-diyne
—— 3-Methyl-4-(1-methylimidazol-2-yl)sulfanylaniline 609347-30-0 C11H13N3S
3-Methyl-4-(1-methylimidazol-2-yl)sulfanylaniline
—— 4-((2-methylphenyl)thio)-3-(trifluoromethyl)nitrobenzene 21726-41-0 C14H10F3NO2S
4-((2-methylphenyl)thio)-3-(trifluoromethyl)nitrobenzene
—— 6-methyl-3,4,5,6-tetrahydro-5-(2-thienyl)-2H-1,6-benzothiazocine 87697-06-1 C15H17NS2
6-methyl-3,4,5,6-tetrahydro-5-(2-thienyl)-2H-1,6-benzothiazocine
—— (5E)-8-Chloro-5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine 76293-52-2 C16H14ClNS
(5E)-8-Chloro-5-phenyl-3,4-dihydro-2H-1,6-benzothiazocine
—— bis-<2,2-bis(ethylthio)-1-methyl>sulphoxide 89880-20-6 C14H26OS5
bis-<2,2-bis(ethylthio)-1-methyl>sulphoxide
—— 3-chloro-4-(4,5-dimethyl-1-propyl-1H-imidazol-2-ylsulfanyl)-phenylamine 1190752-89-6 C14H18ClN3S
3-chloro-4-(4,5-dimethyl-1-propyl-1H-imidazol-2-ylsulfanyl)-phenylamine
—— 8-Chloro-5-(4-fluoro-phenyl)-3,4,5,6-tetrahydro-2H-benzo[b][1,4]thiazocine 87697-04-9 C16H15ClFNS
8-Chloro-5-(4-fluoro-phenyl)-3,4,5,6-tetrahydro-2H-benzo[b][1,4]thiazocine
—— 4-[(1-methylimidazol-2-yl) thio]aniline 133303-54-5 C10H11N3S
4-[(1-methylimidazol-2-yl) thio]aniline
—— 3-chloro-4-(1-ethyl-4,5-dimethyl-1H-imidazol-2-ylsulfanyl)phenylamine 1125455-52-8 C13H16ClN3S
3-chloro-4-(1-ethyl-4,5-dimethyl-1H-imidazol-2-ylsulfanyl)phenylamine
—— ethyl 2,2-bis(ethylthio)vinyl disulphide 89880-19-3 C8H16S4
ethyl 2,2-bis(ethylthio)vinyl disulphide