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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
—— 1,4-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]butane 390799-93-6 C18H16N6S4
1,4-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]butane
—— 1,3-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]propane 390799-92-5 C17H14N6S4
1,3-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]propane
—— 3-(3-methylthio-1,2,5-thiadiazol-4-yl)pyridine 131988-00-6 C8H7N3S2
3-(3-methylthio-1,2,5-thiadiazol-4-yl)pyridine
—— 3-(3-butylthio-1,2,5-thiadiazol-4-yl)pyridine 131987-99-0 C11H13N3S2
3-(3-butylthio-1,2,5-thiadiazol-4-yl)pyridine
—— 3-(3-octylthio-1,2,5-thiadiazol-4-yl)pyridine 131988-08-4 C15H21N3S2
3-(3-octylthio-1,2,5-thiadiazol-4-yl)pyridine
—— 3-(3-ethylthio-1,2,5-thiadiazol-4-yl)pyridine 131988-09-5 C9H9N3S2
3-(3-ethylthio-1,2,5-thiadiazol-4-yl)pyridine
—— 1,4-Bis-(N,N-dimethyl-thiocarbamoylmercapto)-2,3,5,6-tetramethyl-benzol 13512-07-7 C16H24N2O2S2
1,4-Bis-(N,N-dimethyl-thiocarbamoylmercapto)-2,3,5,6-tetramethyl-benzol
—— N-(2-Amino-ethyl)-N'-methyl-thioharnstoff 13528-11-5 C4H11N3S
N-(2-Amino-ethyl)-N'-methyl-thioharnstoff
—— Diethyl-thiocarbamic acid S-(4-diethylcarbamoylsulfanyl-phenyl) ester 13511-81-4 C16H24N2O2S2
Diethyl-thiocarbamic acid S-(4-diethylcarbamoylsulfanyl-phenyl) ester
—— (1,1-dimethyl-allyl)-methyl-thioketene 72807-41-1 C8H12S
(1,1-dimethyl-allyl)-methyl-thioketene
—— N,N-Dimethyl-thiocarbamidsaeure-O-(2-methylmercapto-pyrimidin-4-ylester) 13522-74-2 C8H11N3OS2
N,N-Dimethyl-thiocarbamidsaeure-O-(2-methylmercapto-pyrimidin-4-ylester)
—— 2-aminophenyl heptyl sulphide 111186-08-4 C13H21NS
2-aminophenyl heptyl sulphide
—— O-(3-methylbut-2-enyl) N,N-dimethylthiocarbamate 130893-43-5 C8H15NOS
O-(3-methylbut-2-enyl) N,N-dimethylthiocarbamate
—— n-heptyl mesylate 86602-40-6 C8H18O2S
n-heptyl mesylate
—— methyl 5-(3,4-dimethylphenylthio)-4-(N,N-dipentylcarbamoyl)pentanoate 136887-08-6 C25H41NO3S
methyl 5-(3,4-dimethylphenylthio)-4-(N,N-dipentylcarbamoyl)pentanoate
—— 2-phenylthio-3,5,6-trimethyl-4,7-benzofurandione 119048-35-0 C17H14O3S
2-phenylthio-3,5,6-trimethyl-4,7-benzofurandione
—— S-(1,1-dimethylallyl) N,N-dimethylthiocarbamate 130893-44-6 C8H15NOS
S-(1,1-dimethylallyl) N,N-dimethylthiocarbamate
—— n-heptyl methyl sulphoxide 24494-67-5 C8H18OS
n-heptyl methyl sulphoxide
—— 4,7-dimethoxy-2-phenylthio-3,5,6-trimethylbenzofuran 119048-18-9 C19H20O3S
4,7-dimethoxy-2-phenylthio-3,5,6-trimethylbenzofuran
—— cycloheptylmethylthiourea 117694-95-8 C9H18N2S
cycloheptylmethylthiourea
—— 2-(4,5-dihydro-1<i>H</i>-imidazol-2-yl)-benzo[<i>b</i>]thiophen-3-ol 57840-07-0 C11H10N2OS
2-(4,5-dihydro-1<i>H</i>-imidazol-2-yl)-benzo[<i>b</i>]thiophen-3-ol
—— thiourea hydrobromide 36666-93-0 BrH*CH4N2S
thiourea hydrobromide
—— 2-(2-(benzylthio)phenyl)ethanol 25866-40-4 C15H16OS
2-(2-(benzylthio)phenyl)ethanol
—— N-[2-(6-methyl-5-prop-2-ynylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide 1431866-13-5 C14H16N2OS2
N-[2-(6-methyl-5-prop-2-ynylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide
—— N-[2-[6-methyl-5-(2-phenylethyl)thieno[2,3-c]pyrrol-4-yl]sulfanylethyl]acetamide 1431866-17-9 C19H22N2OS2
N-[2-[6-methyl-5-(2-phenylethyl)thieno[2,3-c]pyrrol-4-yl]sulfanylethyl]acetamide
—— N-[2-(5-benzyl-6-methylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide 1431866-23-7 C18H20N2OS2
N-[2-(5-benzyl-6-methylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide
—— 4-Cyclohexylmethylcyclohexylisothiocyanat 38476-07-2 C14H23NS
4-Cyclohexylmethylcyclohexylisothiocyanat
—— N-[2-(5-butyl-6-methylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide 1431866-14-6 C15H22N2OS2
N-[2-(5-butyl-6-methylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide
—— 5,7a-Dihydro-4aH-cyclopenta[b][1,3]dithiolo[4,5-e][1,4]dithiine-2-thione 179009-97-3 C8H6S5
5,7a-Dihydro-4aH-cyclopenta[b][1,3]dithiolo[4,5-e][1,4]dithiine-2-thione
—— N-[2-(6-methyl-5-prop-2-enylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide 1431866-12-4 C14H18N2OS2
N-[2-(6-methyl-5-prop-2-enylthieno[2,3-c]pyrrol-4-yl)sulfanylethyl]acetamide
—— N-[2-[5-(2-hydroxyethyl)-6-methylthieno[2,3-c]pyrrol-4-yl]sulfanylethyl]acetamide 1431866-22-6 C13H18N2O2S2
N-[2-[5-(2-hydroxyethyl)-6-methylthieno[2,3-c]pyrrol-4-yl]sulfanylethyl]acetamide
—— 2-[4-(2-Hydroxyethylsulfanyl)-6-methylthieno[2,3-c]pyrrol-5-yl]ethanol 1431866-03-3 C11H15NO2S2
2-[4-(2-Hydroxyethylsulfanyl)-6-methylthieno[2,3-c]pyrrol-5-yl]ethanol
—— 3,4-dichloro-N-[5-(2-cyano-4-nitrophenylthio)-1,3,4-thiadiazol-2-yl]-benzamide 244125-89-1 C16H7Cl2N5O3S2
3,4-dichloro-N-[5-(2-cyano-4-nitrophenylthio)-1,3,4-thiadiazol-2-yl]-benzamide
—— 7,8,15,16-bisbenzo-10,13-diaza-1,6-dithia-cyclohexadecane 1228649-30-6 C20H26N2S2
7,8,15,16-bisbenzo-10,13-diaza-1,6-dithia-cyclohexadecane
—— rac-3-[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]propionyl chloride 603961-01-9 C8H5ClF6O3S
rac-3-[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]propionyl chloride
—— (5-Oxo-2,2-bis-trifluoromethyl-[1,3]oxathiolan-4-ylmethyl)-carbamic acid tert-butyl ester 184914-18-9 C11H13F6NO4S
(5-Oxo-2,2-bis-trifluoromethyl-[1,3]oxathiolan-4-ylmethyl)-carbamic acid tert-butyl ester
—— 4-(2,2,2-Trifluoro-ethyl)-2,2-bis-trifluoromethyl-[1,3]oxathiolan-5-one 291772-68-4 C7H3F9O2S
4-(2,2,2-Trifluoro-ethyl)-2,2-bis-trifluoromethyl-[1,3]oxathiolan-5-one
—— 2,2-bis(trifluoromethyl)-4-(2-oxopropyl)-1,3-oxathiolan-5-one 774603-35-9 C8H6F6O3S
2,2-bis(trifluoromethyl)-4-(2-oxopropyl)-1,3-oxathiolan-5-one
—— tert-butyl rac-3-[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]propionate 603960-98-1 C12H14F6O4S
tert-butyl rac-3-[2,2-bis(trifluoromethyl)-5-oxo-1,3-oxathiolan-4-yl]propionate
—— (2-Chlorethyl)-heptyl-sulfon 24475-74-9 C9H19ClO2S
(2-Chlorethyl)-heptyl-sulfon
—— 2,2-Dimethylthietan-1,1-dioxid 31462-45-0 C5H10O2S
2,2-Dimethylthietan-1,1-dioxid
—— {2-[5-Fluoro-2-(1H-indol-3-ylsulfanyl)-phenyl]-ethyl}-methyl-carbamic acid tert-butyl ester 917390-02-4 C22H25FN2O2S
{2-[5-Fluoro-2-(1H-indol-3-ylsulfanyl)-phenyl]-ethyl}-methyl-carbamic acid tert-butyl ester
—— 2-(1-methyl-1H-tetrazol-5-ylthio)-N-phenethylacetamide 140406-25-3 C12H15N5OS
2-(1-methyl-1H-tetrazol-5-ylthio)-N-phenethylacetamide
—— (1E)-3,3-dimethyl-1-[2-(methylsulfanyl)phenyl]triaz-1-ene 52416-13-4 C9H13N3S
(1E)-3,3-dimethyl-1-[2-(methylsulfanyl)phenyl]triaz-1-ene
—— <i>meso</i>-2,3-dimercapto-butane-1,4-diol 122844-69-3 C4H10O2S2
<i>meso</i>-2,3-dimercapto-butane-1,4-diol
—— 2-methylthio-1,4,5,6,7,8-hexahydro-1,3-diazocine hydroiodide 62829-45-2 C7H14N2S*HI
2-methylthio-1,4,5,6,7,8-hexahydro-1,3-diazocine hydroiodide
—— 2-(Benzofuran-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-76-4 C14H10N4OS
2-(Benzofuran-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— N-(2-chloro-5-(S-2-[18F]fluoromethyl)thiophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine 917894-10-1 C16H17ClFN3S2
N-(2-chloro-5-(S-2-[18F]fluoromethyl)thiophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine
—— 2-(2,3-Dihydrobenzofuran-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-71-9 C14H12N4OS
2-(2,3-Dihydrobenzofuran-5-ylthio)-1H-imidazo[4,5-c]pyridin-4-amine
—— N-(2-chloro-5-(S-benzyl)thiophenyl)-N'-(3-thiomethylphenyl)-N'-methyl guanidine 917894-22-5 C22H22ClN3S2
N-(2-chloro-5-(S-benzyl)thiophenyl)-N'-(3-thiomethylphenyl)-N'-methyl guanidine