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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
—— 6-amino-3,5-dimethyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one 98432-28-1 C7H11N3OS
6-amino-3,5-dimethyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— 5-chloro-2-(4-isopropylphenylthio)benzoic acid 91527-95-6 C16H15ClO2S
5-chloro-2-(4-isopropylphenylthio)benzoic acid
—— 2-[bis(propylsulfanyl)methyl]-5-(2-thienylsulfanyl)thiophene 1198175-63-1 C15H20S5
2-[bis(propylsulfanyl)methyl]-5-(2-thienylsulfanyl)thiophene
—— 2-[-5-(2-thienylsulfanyl)thiophene-2-yl]-1,3-dithiane 1198175-64-2 C12H12S5
2-[-5-(2-thienylsulfanyl)thiophene-2-yl]-1,3-dithiane
—— 2,2',5,5'-Tetrahydroxydiphenylsulfid 65201-01-6 C12H10O4S
2,2',5,5'-Tetrahydroxydiphenylsulfid
—— 5-Methyl-3.4.6-trithiaoctan-6-oxid 42474-29-3 C6H14OS3
5-Methyl-3.4.6-trithiaoctan-6-oxid
—— Tetramethyl-2,3,4,4-cyclopenten-2-thion-1 30221-54-6 C9H14S
Tetramethyl-2,3,4,4-cyclopenten-2-thion-1
—— 2-amino-1,5-dihydro-7-(phenylthio)-4H-pyrrolo[3,2-d]pyrimidin-4-one 266347-84-6 C12H10N4OS
2-amino-1,5-dihydro-7-(phenylthio)-4H-pyrrolo[3,2-d]pyrimidin-4-one
—— 1-methyl-5-(4,4-ethylenedioxyhexyl)thio-1,2,3,4-tetrazole 80086-14-2 C10H18N4O2S
1-methyl-5-(4,4-ethylenedioxyhexyl)thio-1,2,3,4-tetrazole
—— 3-phenylthiocyclopentanol 152584-31-1 C11H14OS
3-phenylthiocyclopentanol
—— D-<i>lyxo</i>-2-deoxy-hexose-diethyldithioacetal 144898-41-9 C10H22O4S2
D-<i>lyxo</i>-2-deoxy-hexose-diethyldithioacetal
—— (2-Isopropylidene-cyclopropylsulfanyl)-benzene 128902-37-4 C12H14S
(2-Isopropylidene-cyclopropylsulfanyl)-benzene
—— 2-Methanesulfonyl-2-methylsulfanyl-tetradecane 83593-83-3 C16H34O2S2
2-Methanesulfonyl-2-methylsulfanyl-tetradecane
—— thiophenyl 3,6-anhydro-2-deoxy-β-D-glucopyranoside 1610617-94-1 C12H14O3S
thiophenyl 3,6-anhydro-2-deoxy-β-D-glucopyranoside
—— 5-amino-1-butyl-2-(2,5-dimethoxy-phenylsulfanyl)-1H-imidazole-4-carboxamide 1102466-44-3 C16H22N4O3S
5-amino-1-butyl-2-(2,5-dimethoxy-phenylsulfanyl)-1H-imidazole-4-carboxamide
—— 6-amino-2-(benzylthio)-5-(2-phenylethynyl)pyrimidin-4(3H)-one 1160569-73-2 C19H15N3OS
6-amino-2-(benzylthio)-5-(2-phenylethynyl)pyrimidin-4(3H)-one
—— 2-(4-(trifluoromethyl)phenylthio)-5-amino-1-butyl-1H-imidazole-4-carboxamide 1102466-41-0 C15H17F3N4OS
2-(4-(trifluoromethyl)phenylthio)-5-amino-1-butyl-1H-imidazole-4-carboxamide
—— 2-methyl-2-phenyl-1,3-oxathiane 100058-46-6 C11H14OS
2-methyl-2-phenyl-1,3-oxathiane
—— tert-butyl(dimethyl){[4-(methylthio)benzyl]oxy}silane 1027730-39-7 C14H24OSSi
tert-butyl(dimethyl){[4-(methylthio)benzyl]oxy}silane
—— Formaldehyde di-(3-hydroxypropyl) thioacetal 143771-05-5 C7H16O2S2
Formaldehyde di-(3-hydroxypropyl) thioacetal
—— 3-mercaptopropyltrichlorosilane 88334-67-2 C3H7Cl3SSi
3-mercaptopropyltrichlorosilane
—— 4H-1,3,5-Dithiazine, dihydro-2,4,6-trimethyl-, hydrochloride 5340-02-3 C6H12ClNS2
4H-1,3,5-Dithiazine, dihydro-2,4,6-trimethyl-, hydrochloride
—— 3-(perfluorobutylthio)propanol 875628-33-4 C7H7F9OS
3-(perfluorobutylthio)propanol
—— 1-oxa-5-thiaspiro[5,5]undecane 180-95-0 C9H16OS
1-oxa-5-thiaspiro[5,5]undecane
—— 3-((5-aminopyrimidin-4-yl)thio)propan-1-ol 1422469-87-1 C7H11N3OS
3-((5-aminopyrimidin-4-yl)thio)propan-1-ol
—— ethyl 3-ethylthio-2-hydroxy-2-trifluoromethyl-1,4-dioxane-3-carboxylate 310460-93-6 C10H15F3O5S
ethyl 3-ethylthio-2-hydroxy-2-trifluoromethyl-1,4-dioxane-3-carboxylate
—— 3-Brom-6-methylthio-1,2,4,5-tetrazin 64499-97-4 C3H3BrN4S
3-Brom-6-methylthio-1,2,4,5-tetrazin
—— 4-cyclohexyl-N-[2-[2-(4-cyclohexylbutylamino)ethylsulfonylsulfanyl]ethyl]butan-1-amine;hydron;dichloride —— C24H50Cl2N2O2S2
4-cyclohexyl-N-[2-[2-(4-cyclohexylbutylamino)ethylsulfonylsulfanyl]ethyl]butan-1-amine;hydron;dichloride
—— 3-(2-Cyanphenylthio)-6-methylthio-1,2,4,5-tetrazin 121288-79-7 C10H7N5S2
3-(2-Cyanphenylthio)-6-methylthio-1,2,4,5-tetrazin
—— 3-[(2-cyanophenyl)thio]-1,2-benzisothiazole 190970-00-4 C14H8N2S2
3-[(2-cyanophenyl)thio]-1,2-benzisothiazole
—— <4-Chlor-phenylmercapto>-essigsaeure-butylamid 91802-77-6 C12H16ClNOS
<4-Chlor-phenylmercapto>-essigsaeure-butylamid
—— Mono-ethylmercaptodiethoxymethan 25604-63-1 C7H16O2S
Mono-ethylmercaptodiethoxymethan
—— 1-(2-Hydroxy-ethoxymethyl)-5-methyl-6-phenylsulfanyl-4-thioxo-3,4-dihydro-1H-pyrimidin-2-one 125057-09-2 C14H16N2O3S2
1-(2-Hydroxy-ethoxymethyl)-5-methyl-6-phenylsulfanyl-4-thioxo-3,4-dihydro-1H-pyrimidin-2-one
—— 1-Trimethylsiloxy-1-phenylthio-2,2-difluoroethene 169199-37-5 C11H14F2OSSi
1-Trimethylsiloxy-1-phenylthio-2,2-difluoroethene
—— 1-(2-Hydroxy-ethoxymethyl)-3,5-dimethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 132885-44-0 C15H18N2O4S
1-(2-Hydroxy-ethoxymethyl)-3,5-dimethyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— 6-tert-Butylsulfanyl-1-(2-hydroxy-ethoxymethyl)-5-methyl-1H-pyrimidine-2,4-dione 131193-99-2 C12H20N2O4S
6-tert-Butylsulfanyl-1-(2-hydroxy-ethoxymethyl)-5-methyl-1H-pyrimidine-2,4-dione
—— 1-ethyl-6-(phenylthio)thymine 136160-20-8 C13H14N2O2S
1-ethyl-6-(phenylthio)thymine
—— 4,4,4-trifluorobutanethioamide 1184850-75-6 C4H6F3NS
4,4,4-trifluorobutanethioamide
—— 1-<<2-(benzyloxy)ethoxy>methyl>-6-(phenylthio)thymine 132774-36-8 C21H22N2O4S
1-<<2-(benzyloxy)ethoxy>methyl>-6-(phenylthio)thymine
—— 1-butyl-6-(phenylthio)thymine 136160-21-9 C15H18N2O2S
1-butyl-6-(phenylthio)thymine
—— 1-[(2-hydroxyethoxy)methyl]-3-benzyl-6-phenylthiothymine 132885-45-1 C21H22N2O4S
1-[(2-hydroxyethoxy)methyl]-3-benzyl-6-phenylthiothymine
—— 3,5-bis(methylsulfanyl)aniline 1352311-14-8 C8H11NS2
3,5-bis(methylsulfanyl)aniline
—— 1-Methyl-4-((E)-1-methyl-2-phenyl-vinylsulfanyl)-benzene 153215-23-7 C16H16S
1-Methyl-4-((E)-1-methyl-2-phenyl-vinylsulfanyl)-benzene
—— 2-Amino-4-(4-chloro-pyrazol-1-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile 357289-62-4 C9H7ClN6S
2-Amino-4-(4-chloro-pyrazol-1-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— 3-Phenyl-1,4,2-benzodithiazine 77598-01-7 C13H9NS2
3-Phenyl-1,4,2-benzodithiazine
—— (2'R,3'R,4R,5S)-2,2-dimethyl-5-<(tert-butyldimethylsilyloxy)methyl>-4-<3'-<(4''-methylphenyl)thio>-3'-nitrooxiran-2'-yl>-1,3-dioxolane 157661-83-1 C21H33NO6SSi
(2'R,3'R,4R,5S)-2,2-dimethyl-5-<(tert-butyldimethylsilyloxy)methyl>-4-<3'-<(4''-methylphenyl)thio>-3'-nitrooxiran-2'-yl>-1,3-dioxolane
—— Z-(4S,5S)-2,2-dimethyl-5-<(tert-butyldimethylsilyloxy)methyl>-4-<2'-<(4''-methylphenyl)thio>-2'-nitroethenyl>-1,3-dioxolane 157661-82-0 C21H33NO5SSi
Z-(4S,5S)-2,2-dimethyl-5-<(tert-butyldimethylsilyloxy)methyl>-4-<2'-<(4''-methylphenyl)thio>-2'-nitroethenyl>-1,3-dioxolane
—— Phosphorothioic acid, O-(6-((4-chlorophenyl)thio)-3-pyridazinyl) O,O-diethyl ester 53605-09-7 C14H16ClN2O3PS2
Phosphorothioic acid, O-(6-((4-chlorophenyl)thio)-3-pyridazinyl) O,O-diethyl ester
—— 5-allyl-5-ethylthio-4-(pyrrolidin-1-yl)furan-2(5H)-one 134294-97-6 C13H19NO2S
5-allyl-5-ethylthio-4-(pyrrolidin-1-yl)furan-2(5H)-one
—— 5-(2-hydroxyethylthio)-1-methyl-1H-tetrazole 136621-97-1 C4H8N4OS
5-(2-hydroxyethylthio)-1-methyl-1H-tetrazole