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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
—— BI-90H5 1208264-56-5 C10H11N5O3S3
BI-90H5
—— 1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(2-(methylthio)phenyl)heptane 945413-24-1 C22H24N2O2S
1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(2-(methylthio)phenyl)heptane
—— (Z)-3-(2-tert-butylhydrazinyl)-2-cyanobut-2-enethioamide 102997-28-4 C9H16N4S
(Z)-3-(2-tert-butylhydrazinyl)-2-cyanobut-2-enethioamide
—— 1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(3-(methylthio)phenyl)heptane 945413-25-2 C22H24N2O2S
1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(3-(methylthio)phenyl)heptane
—— 1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(4-(methylthio)phenyl)heptane 945413-26-3 C22H24N2O2S
1-oxo-1-[5-(2-pyridyl)oxazol-2-yl]-7-(4-(methylthio)phenyl)heptane
—— 3-Butylsulfonyl-2,2-dimethylpropionsaeure 59358-19-9 C9H18O4S
3-Butylsulfonyl-2,2-dimethylpropionsaeure
—— 5-hydroxy-2-(phenylthiomethyl)-4H-pyran-4-one 138426-83-2 C12H10O3S
5-hydroxy-2-(phenylthiomethyl)-4H-pyran-4-one
—— bis-(hexylmercapto)methane 32767-42-3 C13H28S2
bis-(hexylmercapto)methane
—— (3S)-t-butyldimethylsilyloxy-(2R)-(t-butyloxycarbonyl)amino-4-chloro-1-phenylthiobutane 357604-39-8 C21H36ClNO3SSi
(3S)-t-butyldimethylsilyloxy-(2R)-(t-butyloxycarbonyl)amino-4-chloro-1-phenylthiobutane
—— 4-(phenylthio)dihydrolevoglucosenone 71021-06-2 C12H12O3S
4-(phenylthio)dihydrolevoglucosenone
—— 7-Benzyl-2-(4-dimethylamino-phenylsulfanyl)-5,6,7,8-tetrahydro-3H-pyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-one 91225-62-6 C24H24N4OS2
7-Benzyl-2-(4-dimethylamino-phenylsulfanyl)-5,6,7,8-tetrahydro-3H-pyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-one
—— 2,5-bis(methylthio)pyrazine 86942-29-2 C6H8N2S2
2,5-bis(methylthio)pyrazine
—— 4-phenyl-1-(phenylthio)butan-2-ol 93242-22-9 C16H18OS
4-phenyl-1-(phenylthio)butan-2-ol
—— (1-{3-[(1-methyl-1H-imidazol-2-yl)sulfanyl]propyl}cyclobutyl)methanol 568591-88-8 C12H20N2OS
(1-{3-[(1-methyl-1H-imidazol-2-yl)sulfanyl]propyl}cyclobutyl)methanol
—— BI-98A10 1208264-61-2 C9H11N5O2S3
BI-98A10
—— (2S)-7-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylheptan-2-ol 146830-60-6 C30H40O2SSi
(2S)-7-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylheptan-2-ol
—— (1-{2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]ethyl}cyclobutyl)methanol 568591-84-4 C11H18N2OS
(1-{2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]ethyl}cyclobutyl)methanol
—— 2-({2-[1-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclobutyl]ethyl}sulfanyl)-1-methyl-1H-imidazole 568591-83-3 C17H32N2OSSi
2-({2-[1-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclobutyl]ethyl}sulfanyl)-1-methyl-1H-imidazole
—— BI-90H10 1208264-60-1 C15H15N5O4S3
BI-90H10
—— ethyl 2-phenylthiomethylacrylate 82850-01-9 C12H14O2S
ethyl 2-phenylthiomethylacrylate
—— 3-(p-tolyl)-5-methylthio-1,2,4-thiadiazole 141693-84-7 C10H10N2S2
3-(p-tolyl)-5-methylthio-1,2,4-thiadiazole
—— Ethyl 2-hydroxy-2-(2-hydroxy-5-methylsulfanylphenyl)acetate 89666-08-0 C11H14O4S
Ethyl 2-hydroxy-2-(2-hydroxy-5-methylsulfanylphenyl)acetate
—— o-thiobenzoquinonemethide 59130-11-9 C7H6S
o-thiobenzoquinonemethide
—— 2-Chloro-3-nitro-4-(phenylsulfanyl)benzene-1-sulfonamide 88345-27-1 C12H9ClN2O4S2
2-Chloro-3-nitro-4-(phenylsulfanyl)benzene-1-sulfonamide
—— 2-methyl-5,6-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone 58950-90-6 C5H8O4S2
2-methyl-5,6-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone
—— N,N-dimethyl-2-methylbutyrothiamide 89856-00-8 C7H15NS
N,N-dimethyl-2-methylbutyrothiamide
—— 2-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-aniline 51805-89-1 C9H9N3S2
2-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-aniline
—— 2-(Benzimidazol-2-ylthio)nicotinic acid 93202-02-9 C13H9N3O2S
2-(Benzimidazol-2-ylthio)nicotinic acid
—— N,N-dipropyldithiocarbamate 22758-09-4 C7H14NS2
N,N-dipropyldithiocarbamate
—— Methyl 2-{[(4-chlorophenyl)sulfanyl]methyl}prop-2-enoate 89295-33-0 C11H11ClO2S
Methyl 2-{[(4-chlorophenyl)sulfanyl]methyl}prop-2-enoate
—— 4-[2-[[5-(2-Benzylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]morpholine 1430236-08-0 C20H22N4O2S2
4-[2-[[5-(2-Benzylsulfanylpyridin-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]morpholine
—— 5-(2-benzylsulfanylpyridin-3-yl)-3H-1,3,4-oxadiazole-2-thione 1430235-98-5 C14H11N3OS2
5-(2-benzylsulfanylpyridin-3-yl)-3H-1,3,4-oxadiazole-2-thione
—— tert-butyl (2-((5-formyl-2-(methylthio)pyrimidin-4-yl)amino)ethyl) carbamate 1189532-29-3 C13H20N4O3S
tert-butyl (2-((5-formyl-2-(methylthio)pyrimidin-4-yl)amino)ethyl) carbamate
—— methyl tridecyl sulfide 62155-09-3 C14H30S
methyl tridecyl sulfide
—— methyl (undecyl)sulfane 7289-44-3 C12H26S
methyl (undecyl)sulfane
—— (+/-)-1-Oxa-10-thia<2.2>metacyclophane 91049-38-6 C14H12OS
(+/-)-1-Oxa-10-thia<2.2>metacyclophane
—— (E)-7-Isopropyl-10-methyl-1-phenylsulfanyl-undeca-8,10-dien-3-one 93412-19-2 C21H30OS
(E)-7-Isopropyl-10-methyl-1-phenylsulfanyl-undeca-8,10-dien-3-one
—— dimethyl-1,5-dithiol-3-thiapentane 1189397-45-2 C6H14S3
dimethyl-1,5-dithiol-3-thiapentane
—— 1,1-Difluor-3,3-dioxo-2,2,4,4-tetrachlor-1,3-dithietan 94354-34-4 C2Cl4F2O2S2
1,1-Difluor-3,3-dioxo-2,2,4,4-tetrachlor-1,3-dithietan
—— α-phenylthio-N,N-dimethylpropionamide 71364-46-0 C11H15NOS
α-phenylthio-N,N-dimethylpropionamide
—— 4,5-Dihydro-5-methyl-6-(2-phenylthio-5-benzothiazolyl)-3(2H)-pyridazinone 130818-87-0 C18H15N3OS2
4,5-Dihydro-5-methyl-6-(2-phenylthio-5-benzothiazolyl)-3(2H)-pyridazinone
—— N,N-dimethyl-E-3-chloro-2-(phenylthio)propenamide 936908-51-9 C11H12ClNOS
N,N-dimethyl-E-3-chloro-2-(phenylthio)propenamide
—— 6-methylthioimidazo<4,5-c>pyridazine 17645-03-3 C6H6N4S
6-methylthioimidazo<4,5-c>pyridazine
—— 4,4-(ethylenedithio)pentanoyl chloride 78283-59-7 C7H11ClOS2
4,4-(ethylenedithio)pentanoyl chloride
—— (E)-methyl 3-(phenylthio)-4-(3-oxocyclohexyl)but-2-enoate 105090-03-7 C17H20O3S
(E)-methyl 3-(phenylthio)-4-(3-oxocyclohexyl)but-2-enoate
—— 1,3-dimethyl-1,3-diaza-6-oxa-2-cyclooctanethione 89863-06-9 C7H14N2OS
1,3-dimethyl-1,3-diaza-6-oxa-2-cyclooctanethione
—— Ethoxycarbonyl 3-(2-methyl-1,3-dithiolan-2-yl)propanoate 1026563-17-6 C10H16O4S2
Ethoxycarbonyl 3-(2-methyl-1,3-dithiolan-2-yl)propanoate
—— methyl o-methylthiophenyl selenide 74449-35-7 C8H10SSe
methyl o-methylthiophenyl selenide
—— 2-formyl-2-<(R)-7-hydroxyoctyl>-1,3-dithian 147378-95-8 C13H24O2S2
2-formyl-2-<(R)-7-hydroxyoctyl>-1,3-dithian
—— (R)-tert-butyl isobutyl sulfoxide 224778-92-1 C8H18OS
(R)-tert-butyl isobutyl sulfoxide