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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
—— 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
—— 4,5-bis((S)-3,7-dimethyloctylthio)-1,3-dithiole-2-thione 887256-47-5 C23H42S5
4,5-bis((S)-3,7-dimethyloctylthio)-1,3-dithiole-2-thione
—— 2-{3-Methyl-3-[4-(phenylsulfanyl)phenoxy]but-1-yn-1-yl}pyridine 89878-61-5 C22H19NOS
2-{3-Methyl-3-[4-(phenylsulfanyl)phenoxy]but-1-yn-1-yl}pyridine
—— methyl 2-(6-ethyl-5-fluoropyrimidin-4-yl-sulfanyl)benzoate 1258386-27-4 C14H13FN2O2S
methyl 2-(6-ethyl-5-fluoropyrimidin-4-yl-sulfanyl)benzoate
—— trans-3-(phenylthio)-5,6,4a,8a-tetrahydro-8a-methylnaphthalene-1,8(4H,7H)-dione 105090-22-0 C17H18O2S
trans-3-(phenylthio)-5,6,4a,8a-tetrahydro-8a-methylnaphthalene-1,8(4H,7H)-dione
—— 3-(Methylsulfanyl)-5,6,7,8-tetrahydropyrido[2,3-c]pyridazine 95209-13-5 C8H11N3S
3-(Methylsulfanyl)-5,6,7,8-tetrahydropyrido[2,3-c]pyridazine
—— (Z)-methyl 3-(phenylthio)-4-(3-oxocyclohexyl)but-2-enoate 105090-04-8 C17H20O3S
(Z)-methyl 3-(phenylthio)-4-(3-oxocyclohexyl)but-2-enoate
—— Methyl 2-{[(4-methylphenyl)sulfanyl]methyl}prop-2-enoate 89295-34-1 C12H14O2S
Methyl 2-{[(4-methylphenyl)sulfanyl]methyl}prop-2-enoate
—— 6-(Methylsulfanyl)-N-(pent-4-yn-1-yl)-1,2,4,5-tetrazin-3-amine 95209-19-1 C8H11N5S
6-(Methylsulfanyl)-N-(pent-4-yn-1-yl)-1,2,4,5-tetrazin-3-amine
—— dimethyl 2,2-dimethyl-3-phenylthiocyclopropane-1,1-dicarboxylate 63646-59-3 C15H18O4S
dimethyl 2,2-dimethyl-3-phenylthiocyclopropane-1,1-dicarboxylate
—— 4,4'-thiobis<3-methyl-6-(trifluoromethyl)-2-benzothiazolinethione> 81587-63-5 C18H10F6N2S5
4,4'-thiobis<3-methyl-6-(trifluoromethyl)-2-benzothiazolinethione>
—— 1-Phenylthio-3-methyl-1(E)-buten-3-ol 15148-54-6 C11H14OS
1-Phenylthio-3-methyl-1(E)-buten-3-ol
—— 1-[(3-Phenylprop-2-yn-1-yl)oxy]-4-(phenylsulfanyl)benzene 89878-49-9 C21H16OS
1-[(3-Phenylprop-2-yn-1-yl)oxy]-4-(phenylsulfanyl)benzene
—— 1,9-Dioxa-4,6,12,14-tetraazacyclohexadecane-5,13-dithione 74804-39-0 C10H20N4O2S2
1,9-Dioxa-4,6,12,14-tetraazacyclohexadecane-5,13-dithione
—— 4-[4-(Methylsulfanyl)phenyl]-5-sulfanylidene-1,2,4-dithiazolidin-3-one 90865-19-3 C9H7NOS4
4-[4-(Methylsulfanyl)phenyl]-5-sulfanylidene-1,2,4-dithiazolidin-3-one
—— 6-amino-2-(butylthio)pyrimidin-4-yl trifluoromethanesulfonate 1099593-01-7 C9H12F3N3O3S2
6-amino-2-(butylthio)pyrimidin-4-yl trifluoromethanesulfonate
—— 1,4,6-Oxadiazocane-5-thione 74804-37-8 C5H10N2OS
1,4,6-Oxadiazocane-5-thione
—— 1,2-Dichloro-3-(2,6-dichlorophenyl)sulfanylbenzene 1046803-86-4 C12H6Cl4S
1,2-Dichloro-3-(2,6-dichlorophenyl)sulfanylbenzene
—— ethyl (E)-4-(phenylthio)pent-3-enoate 113337-28-3 C13H16O2S
ethyl (E)-4-(phenylthio)pent-3-enoate
—— 2-chloro-4-((trifluoromethyl)thio)phenol 70783-74-3 C7H4ClF3OS
2-chloro-4-((trifluoromethyl)thio)phenol
—— 1-[(4-Phenylbut-3-yn-2-yl)oxy]-4-(phenylsulfanyl)benzene 89878-50-2 C22H18OS
1-[(4-Phenylbut-3-yn-2-yl)oxy]-4-(phenylsulfanyl)benzene
—— 1-[6-Amino-2-(butylthio)pyrimidin-4-yl]azetidin-3-ol 1099593-24-4 C11H18N4OS
1-[6-Amino-2-(butylthio)pyrimidin-4-yl]azetidin-3-ol
—— 2-{3-[4-(Phenylsulfanyl)phenoxy]prop-1-yn-1-yl}pyridine 89878-51-3 C20H15NOS
2-{3-[4-(Phenylsulfanyl)phenoxy]prop-1-yn-1-yl}pyridine
—— 4,4-Dimethoxy-2-(phenylthio)-buttersaeuremethylester 62495-34-5 C14H20O4S
4,4-Dimethoxy-2-(phenylthio)-buttersaeuremethylester
—— 4,5-dichloro-2-(4-chlorophenylthio)benzyl alcohol 93361-99-0 C13H9Cl3OS
4,5-dichloro-2-(4-chlorophenylthio)benzyl alcohol
—— 4-(2-fluoropyridin-3-yl)-5-(phenylthio)thiophene-2-carbaldehyde 1138327-49-7 C16H10FNOS2
4-(2-fluoropyridin-3-yl)-5-(phenylthio)thiophene-2-carbaldehyde
—— Methyl 2-{[(pyridin-2-yl)sulfanyl]methyl}prop-2-enoate 89295-37-4 C10H11NO2S
Methyl 2-{[(pyridin-2-yl)sulfanyl]methyl}prop-2-enoate