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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
—— 2,3-bis(phenylthio)-1,3-butadiene 102058-98-0 C16H14S2
2,3-bis(phenylthio)-1,3-butadiene
—— 4-(1-oxopropyl)-3-(phenylthio)-3-sulfolene 125628-77-5 C13H14O3S2
4-(1-oxopropyl)-3-(phenylthio)-3-sulfolene
—— 1-<(N,N-dimethylamino)methyl>-2-(phenylthio)indole 126754-46-9 C17H18N2S
1-<(N,N-dimethylamino)methyl>-2-(phenylthio)indole
—— 1-methanesulfinyl-nonadecan-2-one 2813-25-4 C20H40O2S
1-methanesulfinyl-nonadecan-2-one
—— (Z)-1-tert-Butylsulfanyl-3-methyl-buta-1,3-diene 87745-49-1 C9H16S
(Z)-1-tert-Butylsulfanyl-3-methyl-buta-1,3-diene
—— 5,11,17,23,29,35-Hexatert-butyl-2,14,26-trithiaheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9(41),10,12,15,17,19(40),21(39),22,24,27,29,31(38),33(37),34-octadecaene-37,38,39,40,41,42-hexol 663619-86-1 C63H78O6S3
5,11,17,23,29,35-Hexatert-butyl-2,14,26-trithiaheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9(41),10,12,15,17,19(40),21(39),22,24,27,29,31(38),33(37),34-octadecaene-37,38,39,40,41,42-hexol
—— (2S,3S)-3-methyl-4-(phenylsulfanyl)butan-2-ol 628315-68-4 C11H16OS
(2S,3S)-3-methyl-4-(phenylsulfanyl)butan-2-ol
—— (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2-methyl-1-(phenylthio)butane 117438-72-9 C17H30OSSi
(2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2-methyl-1-(phenylthio)butane
—— 4-(2-tetrahydropyranyloxyethylthio)-phenylboric acid pinacol ester 1349856-52-5 C19H29BO4S
4-(2-tetrahydropyranyloxyethylthio)-phenylboric acid pinacol ester
—— 3,3'-thiobis<5-t-butyl-2-hydroxybenzenemethanol> 133786-63-7 C22H30O4S
3,3'-thiobis<5-t-butyl-2-hydroxybenzenemethanol>
—— 4,4'-bis(4-aminophenylthio)diphenylsulfone 63168-77-4 C24H20N2O2S3
4,4'-bis(4-aminophenylthio)diphenylsulfone
—— 2-(2-[1,3]Dithiol-2-ylidene-ethylidene)-benzo[1,3]dithiole 88312-72-5 C12H8S4
2-(2-[1,3]Dithiol-2-ylidene-ethylidene)-benzo[1,3]dithiole
—— 1,3,6,2λ2-trithiastannocane 88127-72-4 C4H8S3Sn
1,3,6,2λ2-trithiastannocane
—— 1,3-dithiacyclo-octan-5-one 1,1,3,3-tetraoxide 89717-42-0 C6H10O5S2
1,3-dithiacyclo-octan-5-one 1,1,3,3-tetraoxide
—— ethyl (5-amino-3-methylthio-1,2,4-triazol-1-yl)dithiocarbonate 131022-98-5 C6H10N4S3
ethyl (5-amino-3-methylthio-1,2,4-triazol-1-yl)dithiocarbonate
—— 3-benzylsulfanyl-1,1-dioxo-1λ6,4-benzodithiine-2-carbonitrile 87475-58-9 C16H11NO2S3
3-benzylsulfanyl-1,1-dioxo-1λ6,4-benzodithiine-2-carbonitrile
—— 3-(5-Methyl-1,3,4-thiadiazol-2-ylthio)-butanenitrile 87010-96-6 C7H9N3S2
3-(5-Methyl-1,3,4-thiadiazol-2-ylthio)-butanenitrile
—— 9-ethyl-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine 1384277-43-3 C9H10N8S
9-ethyl-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine
—— (Z)-1-Butylsulfanyl-3-methyl-buta-1,3-diene 87745-48-0 C9H16S
(Z)-1-Butylsulfanyl-3-methyl-buta-1,3-diene
—— 2-(1-butylthio)propan-1-ol 24949-36-8 C7H16OS
2-(1-butylthio)propan-1-ol
—— Ethyl 2-butylsulfonylpropanoate 66102-12-3 C9H18O4S
Ethyl 2-butylsulfonylpropanoate
—— Dimethyl 3-(methylthio)-1,2,4-triazine-5,6-dicarboxylate 108005-26-1 C8H9N3O4S
Dimethyl 3-(methylthio)-1,2,4-triazine-5,6-dicarboxylate
—— 2-decylsulfanyl-5-[(5-decylsulfanyl-1H-pyrrol-2-yl)methyl]-1H-pyrrole 943225-75-0 C29H50N2S2
2-decylsulfanyl-5-[(5-decylsulfanyl-1H-pyrrol-2-yl)methyl]-1H-pyrrole
—— 1,9-bis(n-decylthio)-5-phenyldipyrromethane 877305-39-0 C35H54N2S2
1,9-bis(n-decylthio)-5-phenyldipyrromethane
—— 2-(methylthio)-4-carbomethoxypyrrole 106762-08-7 C7H9NO2S
2-(methylthio)-4-carbomethoxypyrrole
—— 2-methyl-1-thiacyclohept-2-ene 1-oxide 79575-05-6 C7H12OS
2-methyl-1-thiacyclohept-2-ene 1-oxide
—— (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