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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
—— 5-(1-trifluoroacetoxy)-n-butylmercapto-2-pyridinecarbonitrile 74386-68-8 C12H11F3N2O2S
5-(1-trifluoroacetoxy)-n-butylmercapto-2-pyridinecarbonitrile
—— N,N’-bis(5-((3-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine 1516888-64-4 C19H16Cl2N6S4
N,N’-bis(5-((3-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine
—— 1-Chloro-N-(2-(phenylthio)ethyl)methanesulfonamide 51706-49-1 C9H12ClNO2S2
1-Chloro-N-(2-(phenylthio)ethyl)methanesulfonamide
—— 3-[Tris[3-[tris(3-trimethylsilylpropyl)silyl]propyl]silyl]propane-1-thiol 1304144-77-1 C66H160SSi13
3-[Tris[3-[tris(3-trimethylsilylpropyl)silyl]propyl]silyl]propane-1-thiol
—— Diazo-(4-methyl-pentane-1-sulfonyl)-acetic acid ethyl ester 921755-26-2 C10H18N2O4S
Diazo-(4-methyl-pentane-1-sulfonyl)-acetic acid ethyl ester
—— (4-Methyl-pentane-1-sulfonyl)-acetic acid ethyl ester 921755-19-3 C10H20O4S
(4-Methyl-pentane-1-sulfonyl)-acetic acid ethyl ester
—— [[1-[2-(trimethylsilyl)ethynyl]butyl]thio]benzene 1286838-43-4 C15H22SSi
[[1-[2-(trimethylsilyl)ethynyl]butyl]thio]benzene
—— 2-methyl-3-(phenylthio)-5-(trimethylsilyl)-4-pentyn-2-ol 1286838-48-9 C15H22OSSi
2-methyl-3-(phenylthio)-5-(trimethylsilyl)-4-pentyn-2-ol
—— [[3-bromo-1-[2-(trimethylsilyl)ethynyl]-buten-3-yl]thio]benzene 1286838-45-6 C15H19BrSSi
[[3-bromo-1-[2-(trimethylsilyl)ethynyl]-buten-3-yl]thio]benzene
—— [[1-[2-(trimethylsilyl)ethynyl]ethyl]thio]benzene 1286838-42-3 C13H18SSi
[[1-[2-(trimethylsilyl)ethynyl]ethyl]thio]benzene
—— [[1-[2-(trimethylsilyl)ethynyl](trimethylsilyl)methyl]thio]benzene 1286838-44-5 C15H24SSi2
[[1-[2-(trimethylsilyl)ethynyl](trimethylsilyl)methyl]thio]benzene
—— (E)-7-Chloro-3,7-dimethyl-6-phenylsulfanyl-oct-2-enoic acid methyl ester 39892-43-8 C17H23ClO2S
(E)-7-Chloro-3,7-dimethyl-6-phenylsulfanyl-oct-2-enoic acid methyl ester
—— 1-Mercapto-1-propanol 181356-00-3 C3H8OS
1-Mercapto-1-propanol
—— tripropyl sulphonium bromide 67979-55-9 Br*C9H21S
tripropyl sulphonium bromide
—— N,N'-[disulfanediylbis(hexane-6,1-diyl)]bis{2-[2-(2-methoxyethoxy)ethoxy]acetamide} 345286-84-2 C26H52N2O8S2
N,N'-[disulfanediylbis(hexane-6,1-diyl)]bis{2-[2-(2-methoxyethoxy)ethoxy]acetamide}
—— 1,2-O-thiocarbonylglycerol 142832-57-3 C4H6O3S
1,2-O-thiocarbonylglycerol
—— 2,2'-Sulfinylbisacetamid 97583-15-8 C4H8N2O3S
2,2'-Sulfinylbisacetamid
—— 2-(Nonylsulfonyl)cyclohexanon 89730-08-5 C15H28O3S
2-(Nonylsulfonyl)cyclohexanon
—— 4-Ethylsulfanyl-3-phenyl-isoxazol-5-ylamine 77036-98-7 C11H12N2OS
4-Ethylsulfanyl-3-phenyl-isoxazol-5-ylamine
—— (-)(<i>R</i>)-di-<i>sec</i>-butyl disulfide 91840-98-1 C8H18S2
(-)(<i>R</i>)-di-<i>sec</i>-butyl disulfide
—— cis-β-p-Tolylmercapto-acrylsaeure 710-37-2 C10H10O2S
cis-β-p-Tolylmercapto-acrylsaeure
—— (R)-S-(1-methylcyclohex-2-enyl) N,N-diisopropylmonothiocarbamate 479635-89-7 C14H25NOS
(R)-S-(1-methylcyclohex-2-enyl) N,N-diisopropylmonothiocarbamate
—— 3-(Vinylsulphonyl)-N-(2-vinylsulphinyl-ethyl)-propionamide 64433-23-4 C9H15NO4S2
3-(Vinylsulphonyl)-N-(2-vinylsulphinyl-ethyl)-propionamide
—— (S)-S-(1-prop-2-enylcyclohex-2-enyl) N,N-diisopropylmonothiocarbamate 479635-95-5 C16H27NOS
(S)-S-(1-prop-2-enylcyclohex-2-enyl) N,N-diisopropylmonothiocarbamate
—— 3,5-Dibenzylmercapto-4-amino-1,2,4-triazol 21532-05-8 C16H16N4S2
3,5-Dibenzylmercapto-4-amino-1,2,4-triazol
—— 3-(5-bromo-3-methyl-2,4-dioxo-1,2,3,4-tetrahydro-6-pyrimidinyl)-4-(2,3-dibromopropyl)-5-methylthio-1,2,4-triazoe 250143-27-2 C11H12Br3N5O2S
3-(5-bromo-3-methyl-2,4-dioxo-1,2,3,4-tetrahydro-6-pyrimidinyl)-4-(2,3-dibromopropyl)-5-methylthio-1,2,4-triazoe
—— Acetaldehyd-diisopropylmercaptal 6496-97-5 C8H18S2
Acetaldehyd-diisopropylmercaptal
—— (1-(mercaptomethyl)cyclopropyl)methanol 26325-41-7 C5H10OS
(1-(mercaptomethyl)cyclopropyl)methanol
—— 1-bromo-4-(4-(trifluoromethoxy)phenylsulfanyl)-benzene 1451093-00-7 C13H8BrF3OS
1-bromo-4-(4-(trifluoromethoxy)phenylsulfanyl)-benzene
—— sym-Diselenadithiafulvalene 56742-37-1 C6H4S2Se2
sym-Diselenadithiafulvalene
—— 2-(3-Chloropropylsulfanyl)thiophene 81577-85-7 C7H9ClS2
2-(3-Chloropropylsulfanyl)thiophene
—— <4-(4-Chlorphenylthio)-phenyl>-essigsaeure 63349-43-9 C14H11ClO2S
<4-(4-Chlorphenylthio)-phenyl>-essigsaeure
—— 4-(2-Butylsulfanylethylsulfanyl)-1-(2-propan-2-yl-1,3-dithiolan-2-yl)-4-(2-trimethylsilylethynyl)oct-1-yn-3-ol 1072800-72-6 C25H44OS4Si
4-(2-Butylsulfanylethylsulfanyl)-1-(2-propan-2-yl-1,3-dithiolan-2-yl)-4-(2-trimethylsilylethynyl)oct-1-yn-3-ol
—— 2,3-Dihydro-6-phenyl-p-dithiino-<2,3-d>-pyridazin-5(6H)-on 3137-32-4 C12H10N2OS2
2,3-Dihydro-6-phenyl-p-dithiino-<2,3-d>-pyridazin-5(6H)-on
—— 2,2,4-trimethyl-1,3-dithia-5,6-benzocycloheptene 147678-00-0 C12H16S2
2,2,4-trimethyl-1,3-dithia-5,6-benzocycloheptene
—— 2,5-diphenyl-5<i>H</i>-[1,3]dithiolo[4,5-<i>d</i>]pyridazin-4-one 3042-88-4 C17H12N2OS2
2,5-diphenyl-5<i>H</i>-[1,3]dithiolo[4,5-<i>d</i>]pyridazin-4-one
—— Dithiocarbonic acid O-ethyl ester S-isobutyl ester 125076-77-9 C7H14OS2
Dithiocarbonic acid O-ethyl ester S-isobutyl ester
—— 4-(4-chlorophenyl)-2-(methylthio)thiazole 2103-97-1 C10H8ClNS2
4-(4-chlorophenyl)-2-(methylthio)thiazole
—— N-[2-[(2,3-difluorobenzyl)thio]-6-({(1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide 1204707-89-0 C21H27F2N5O4S2
N-[2-[(2,3-difluorobenzyl)thio]-6-({(1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide
—— N-[2-[(2,3-difluorobenzyl)thio]-6-({(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide 1204707-83-4 C21H27F2N5O4S2
N-[2-[(2,3-difluorobenzyl)thio]-6-({(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide
—— (N-[2-[(2,3-difluorobenzyl)thio]-6-({(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide) 1204707-87-8 C21H27F2N5O4S2
(N-[2-[(2,3-difluorobenzyl)thio]-6-({(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide)
—— N-(2-(2,3-difluorobenzylthio)-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)pyrimidin-4-yl)azetidine-1-sulfonamide 878385-85-4 C21H26F2N4O5S2
N-(2-(2,3-difluorobenzylthio)-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)pyrimidin-4-yl)azetidine-1-sulfonamide
—— di-(5-hexenyl)-sulfide 108479-96-5 C12H22S
di-(5-hexenyl)-sulfide
—— 6-(4-nitro-phenylsulfanyl)-quinoline 107918-39-8 C15H10N2O2S
6-(4-nitro-phenylsulfanyl)-quinoline
—— 2-(2,4-Diaminophenyl)sulfanylethanol 96727-40-1 C8H12N2OS
2-(2,4-Diaminophenyl)sulfanylethanol
—— cyclohexyl(imino)(methyl)-λ<sup>6</sup>-sulfanone 1085526-16-4 C7H15NOS
cyclohexyl(imino)(methyl)-λ<sup>6</sup>-sulfanone
—— N-(5-(hydroxycarbamoyl)pentyl)-2-(3-((E)-2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)benzamide 1012056-56-2 C27H27N5O3S
N-(5-(hydroxycarbamoyl)pentyl)-2-(3-((E)-2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)benzamide
—— methyl 2-(3-indolylthio)benzoate 116757-21-2 C16H13NO2S
methyl 2-(3-indolylthio)benzoate
—— methyl 2-(2,4,6-trimethoxyphenylthio)benzoate 1242674-03-8 C17H18O5S
methyl 2-(2,4,6-trimethoxyphenylthio)benzoate
—— 2-(N-methylcarbamoyl)phenyl 4-chlorophenyl sulfide 343869-28-3 C14H12ClNOS
2-(N-methylcarbamoyl)phenyl 4-chlorophenyl sulfide