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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
—— trans-2,2-dimethyl-6-phenyl-5-phenylthio-1,3-dioxolane 119061-73-3 C18H20O2S
trans-2,2-dimethyl-6-phenyl-5-phenylthio-1,3-dioxolane
—— 2-isopropylthio,6-bromopyridine 98626-90-5 C8H10BrNS
2-isopropylthio,6-bromopyridine
—— 2-isopropylthio,5-chloropyridine 98626-99-4 C8H10ClNS
2-isopropylthio,5-chloropyridine
—— 2-Isopropylsulfanyl-2-methyl-butyraldehyde 89812-37-3 C8H16OS
2-Isopropylsulfanyl-2-methyl-butyraldehyde
—— 2,6-bis(isopropylthio)pyridine 98627-03-3 C11H17NS2
2,6-bis(isopropylthio)pyridine
—— 3-chloro-6-(isopropylthio)pyridazine 66089-81-4 C7H9ClN2S
3-chloro-6-(isopropylthio)pyridazine
—— 2-Chloro-3-propan-2-ylsulfanylpyridine 871099-86-4 C8H10ClNS
2-Chloro-3-propan-2-ylsulfanylpyridine
—— (RS)-1-(3-pyridylthio)propan-2-ol 464934-46-1 C8H11NOS
(RS)-1-(3-pyridylthio)propan-2-ol
—— α-Methyl-α-amino-thioisovaleriansaeureamid 16256-19-2 C6H14N2S
α-Methyl-α-amino-thioisovaleriansaeureamid
—— 1-(phenylthio)-5-isoquinolinol 144242-88-6 C15H11NOS
1-(phenylthio)-5-isoquinolinol
—— 2-Nitro-3-phenethyl-2-p-tolylsulfanyl-oxirane 168135-87-3 C17H17NO3S
2-Nitro-3-phenethyl-2-p-tolylsulfanyl-oxirane
—— 5,6-dihydrothieno<2,3-d>-1,3-dithiol-2-one 67188-89-0 C5H4OS3
5,6-dihydrothieno<2,3-d>-1,3-dithiol-2-one
—— 2,4-Bis-(2-pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole 147089-59-6 C28H33NS4
2,4-Bis-(2-pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole
—— N-(diisopropoxyphosphorothioyl)-N',N'-dimethylthiourea 1211031-03-6 C9H21N2O2PS2
N-(diisopropoxyphosphorothioyl)-N',N'-dimethylthiourea
—— (E)-tert-butyl 1-propenyl sulfone 69113-46-8 C7H14O2S
(E)-tert-butyl 1-propenyl sulfone
—— 2-cyano-N,N-dimethylethanethioamide 146561-43-5 C5H8N2S
2-cyano-N,N-dimethylethanethioamide
—— 3-Ethyl-2-methylthio-4-phenylthiophene 72814-46-1 C13H14S2
3-Ethyl-2-methylthio-4-phenylthiophene
—— (2R,3S,4R)-1-[2-[(2S,3S,6R)-3-[tert-butyl(dimethyl)silyl]oxy-6-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-(2-methyl-1,3-dithian-2-yl)butyl]-1,7-dioxaspiro[5.5]undecan-2-yl]heptan-2-yl]-1,3-dithian-2-yl]-3-methoxy-5-methylhexane-2,4-diol 642442-80-6 C45H86O6S4Si
(2R,3S,4R)-1-[2-[(2S,3S,6R)-3-[tert-butyl(dimethyl)silyl]oxy-6-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-(2-methyl-1,3-dithian-2-yl)butyl]-1,7-dioxaspiro[5.5]undecan-2-yl]heptan-2-yl]-1,3-dithian-2-yl]-3-methoxy-5-methylhexane-2,4-diol
—— 2-Methylthio-4-phenyl-3-propylthiophene 125150-84-7 C14H16S2
2-Methylthio-4-phenyl-3-propylthiophene
—— 2-benzylthio-3-methyl-4,5-diphenylthiophene 89003-21-4 C24H20S2
2-benzylthio-3-methyl-4,5-diphenylthiophene
—— tert-butyl-[(2S,3S,6R)-6-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-(2-methyl-1,3-dithian-2-yl)butyl]-1,7-dioxaspiro[5.5]undecan-2-yl]-2-(1,3-dithian-2-yl)heptan-3-yl]oxy-dimethylsilane 642442-77-1 C37H70O3S4Si
tert-butyl-[(2S,3S,6R)-6-[(2S,3S,6R,8S,9R)-3,9-dimethyl-8-[(3S)-3-(2-methyl-1,3-dithian-2-yl)butyl]-1,7-dioxaspiro[5.5]undecan-2-yl]-2-(1,3-dithian-2-yl)heptan-3-yl]oxy-dimethylsilane
—— 3-methyl-6-methylsulfanyl-3<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidin-4-one 99584-35-7 C8H8N4OS
3-methyl-6-methylsulfanyl-3<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidin-4-one
—— <3R,4R,5R,8S,9S,12R,12<2S,3S,6R,8S,8(3S),9R>>-5,9-bis(tert-butyldimethylsilyl)oxy-12-<3,9-dimethyl-8-<3-(2-methyl-1,3-dithian-2-yl)butyl>-1,7-dioxaspiro<5,5>undecan-2-yl>-4-methoxy-2,8-dimethyl-7-(1,3-dithian-2-yl)-3-tridecanol 170708-58-4 C51H100O6S4Si2
<3R,4R,5R,8S,9S,12R,12<2S,3S,6R,8S,8(3S),9R>>-5,9-bis(tert-butyldimethylsilyl)oxy-12-<3,9-dimethyl-8-<3-(2-methyl-1,3-dithian-2-yl)butyl>-1,7-dioxaspiro<5,5>undecan-2-yl>-4-methoxy-2,8-dimethyl-7-(1,3-dithian-2-yl)-3-tridecanol
—— 4,5,6,7-tetrakis(methylthio)-1,3-benzodithiole-2-thione 133148-79-5 C11H12S7
4,5,6,7-tetrakis(methylthio)-1,3-benzodithiole-2-thione
—— (4R,5S,6S)-<<5-(Methoxymethoxy)-4,6-dimethyl-8-(phenylthio)-1-octyl>oxy>(1,1-dimethylethyl)diphenylsilane 165961-51-3 C34H48O3SSi
(4R,5S,6S)-<<5-(Methoxymethoxy)-4,6-dimethyl-8-(phenylthio)-1-octyl>oxy>(1,1-dimethylethyl)diphenylsilane
—— per(methylthio)dibenzotetrathiafulvalene 129137-82-2 C22H24S12
per(methylthio)dibenzotetrathiafulvalene
—— <2S,2<2R,3S,6R,8S,8(3S),9R>>-2-<3,9-dimethyl-8-<3-(2-methyl-1,3-dithian-2-yl)butyl>-1,7-dioxaspiro<5.5>undecane-2-yl>-1-propanal 160238-59-5 C23H40O3S2
<2S,2<2R,3S,6R,8S,8(3S),9R>>-2-<3,9-dimethyl-8-<3-(2-methyl-1,3-dithian-2-yl)butyl>-1,7-dioxaspiro<5.5>undecane-2-yl>-1-propanal
—— 1-Vinyl-trans-2-butenylmethyl-dithiolcarbonat 40486-69-9 C8H12OS2
1-Vinyl-trans-2-butenylmethyl-dithiolcarbonat
—— 6-methylsulfanyl-2-thioxo-2,3-dihydro-1<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidin-4-one 98550-20-0 C7H6N4OS2
6-methylsulfanyl-2-thioxo-2,3-dihydro-1<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidin-4-one
—— 2-methyl-6-(methylthio)pyrimido[5,4-d]pyrimidin-4(3H)-one 99584-34-6 C8H8N4OS
2-methyl-6-(methylthio)pyrimido[5,4-d]pyrimidin-4(3H)-one
—— 6-methylsulfanyl-1<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidine-2,4-dione 98550-25-5 C7H6N4O2S
6-methylsulfanyl-1<i>H</i>-pyrimido[5,4-<i>d</i>]pyrimidine-2,4-dione
—— 1-chloro-3-phenyl-2-propynyl phenyl sulfide 153940-38-6 C15H11ClS
1-chloro-3-phenyl-2-propynyl phenyl sulfide
—— 5-(2-fluoro-phenyl)-3-methylsulfanyl-[1,2,4]triazine 71347-51-8 C10H8FN3S
5-(2-fluoro-phenyl)-3-methylsulfanyl-[1,2,4]triazine
—— 4-[1,3-Bis[(1-butylpyridin-1-ium-4-yl)sulfanyl]propan-2-ylsulfanyl]-1-butylpyridin-1-ium;triiodide 446242-10-0 C30H44I3N3S3
4-[1,3-Bis[(1-butylpyridin-1-ium-4-yl)sulfanyl]propan-2-ylsulfanyl]-1-butylpyridin-1-ium;triiodide
—— 2-phenylethynyl-1,3-benzdithiole 131549-16-1 C15H10S2
2-phenylethynyl-1,3-benzdithiole
—— 1,1,2-tris(methylthio)-2-(ethylthio)ethylene 87373-96-4 C7H14S4
1,1,2-tris(methylthio)-2-(ethylthio)ethylene
—— (E)-1-(methylthio)-2-(ethylthio)ethylene 87373-94-2 C5H10S2
(E)-1-(methylthio)-2-(ethylthio)ethylene
—— 3-heptanamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172470-01-8 C21H28N2O2S
3-heptanamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— 3-formamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172469-98-6 C15H16N2O2S
3-formamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— Carbamic acid, (4-((3,5-dimethylphenyl)thio)-1,2-dihydro-5-methyl-2-oxo-3-pyridinyl)-, ethyl ester 172469-69-1 C17H20N2O3S
Carbamic acid, (4-((3,5-dimethylphenyl)thio)-1,2-dihydro-5-methyl-2-oxo-3-pyridinyl)-, ethyl ester
—— 2-(4-chlorophenylthio)-3-phenylpropanal 1383467-76-2 C15H13ClOS
2-(4-chlorophenylthio)-3-phenylpropanal
—— 3-acetamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172469-99-7 C16H18N2O2S
3-acetamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— 3-amino-5-ethyl-4-(3', 5'-dimethylphenyl) thio-pyridin-2(1H)-one 172469-93-1 C15H18N2OS
3-amino-5-ethyl-4-(3', 5'-dimethylphenyl) thio-pyridin-2(1H)-one
—— 2-(4-bromophenylthio)-3-phenylpropanal 1383467-75-1 C15H13BrOS
2-(4-bromophenylthio)-3-phenylpropanal
—— 5-methyl-3-phenylacetamido-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172470-02-9 C22H22N2O2S
5-methyl-3-phenylacetamido-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— 5-ethyl-3-nitro-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one 172469-77-1 C15H16N2O3S
5-ethyl-3-nitro-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
—— 6-[(4-methylphenyl)sulfanyl]-2,4-diaminopyrimidine 606964-84-5 C11H12N4S
6-[(4-methylphenyl)sulfanyl]-2,4-diaminopyrimidine
—— 6-(phenylsulfanyl)pyrimidine-2,4-diamine 73119-72-9 C10H10N4S
6-(phenylsulfanyl)pyrimidine-2,4-diamine
—— 6-(benzylsulfanyl)-2,4-diaminopyrimidine 99864-74-1 C11H12N4S
6-(benzylsulfanyl)-2,4-diaminopyrimidine
—— 3-phenyl-2-phenylthio-propionaldehyde 55064-98-7 C15H14OS
3-phenyl-2-phenylthio-propionaldehyde