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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
—— ethyl 2-ethoxy-2-(phenylthio)ethanoate 909795-33-1 C12H16O3S
ethyl 2-ethoxy-2-(phenylthio)ethanoate
—— 4-[3-(caprylamino)propylthio]pyridine 155965-44-9 C18H30N2OS
4-[3-(caprylamino)propylthio]pyridine
—— 1,4-bis(methylthio)-1,3-butadiene 35822-49-2 C6H10S2
1,4-bis(methylthio)-1,3-butadiene
—— 9-(3-bromopropyl-d6)-8-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine 1240419-81-1 C15H13BrIN5O2S
9-(3-bromopropyl-d6)-8-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
—— 2-[6-(tert-butoxycarbonyl-methyl-amino)-1-(3,5-difluoro-benzyl)-1H-indol-3-ylsulfanyl]-benzoic acid methyl ester 868673-29-4 C29H28F2N2O4S
2-[6-(tert-butoxycarbonyl-methyl-amino)-1-(3,5-difluoro-benzyl)-1H-indol-3-ylsulfanyl]-benzoic acid methyl ester
—— [(E)-N-(dimethylamino)-C-(trifluoromethyl)carbonimidoyl]sulfanyl (1E)-N-(dimethylamino)-2,2,2-trifluoroethanimidothioate 4503-67-7 C8H12F6N4S2
[(E)-N-(dimethylamino)-C-(trifluoromethyl)carbonimidoyl]sulfanyl (1E)-N-(dimethylamino)-2,2,2-trifluoroethanimidothioate
—— 1-(4-((4-(N-(2,4-Bis(hydroxy(oxido)amino)phenyl)ethanehydrazonoyl)phenyl)thio)phenyl)ethanone (2,4-bis(hydroxy(oxido)amino)phenyl)hydrazone 7402-90-6 C28H22N8O8S
1-(4-((4-(N-(2,4-Bis(hydroxy(oxido)amino)phenyl)ethanehydrazonoyl)phenyl)thio)phenyl)ethanone (2,4-bis(hydroxy(oxido)amino)phenyl)hydrazone
—— 2-amino-8-cyano-9-methyl-5-oxo-4,5-dihydropyrazolo<5',1':3,4><1,2,4>triazino<6,5-f><1,3,4>thiadiazepine hydrochloride 125158-67-0 C9H6N8OS*ClH
2-amino-8-cyano-9-methyl-5-oxo-4,5-dihydropyrazolo<5',1':3,4><1,2,4>triazino<6,5-f><1,3,4>thiadiazepine hydrochloride
—— (3E)-4-(phenylthio)-1-(trimethylsilyl)-3-buten-1-yne-3,4-d2 188802-39-3 C13H16SSi
(3E)-4-(phenylthio)-1-(trimethylsilyl)-3-buten-1-yne-3,4-d2
—— methyl 5-(2-isocyanatophenylthio)-2-furancarboxylate 174276-32-5 C13H9NO4S
methyl 5-(2-isocyanatophenylthio)-2-furancarboxylate
—— methyl 5-(2-chloroformylphenylthio)-2-furancarboxylate 174276-27-8 C13H9ClO4S
methyl 5-(2-chloroformylphenylthio)-2-furancarboxylate
—— methyl 5-(p-tolylsulfanyl)furan-2-carboxylate 93104-99-5 C13H12O3S
methyl 5-(p-tolylsulfanyl)furan-2-carboxylate
—— methyl 5-(2-azidocarbonylphenylthio)-2-furancarboxylate 174276-31-4 C13H9N3O4S
methyl 5-(2-azidocarbonylphenylthio)-2-furancarboxylate
—— Methyl 5-(2-aminophenyl)sulfanylfuran-2-carboxylate 93105-02-3 C12H11NO3S
Methyl 5-(2-aminophenyl)sulfanylfuran-2-carboxylate
—— Methyl 5-(4-chlorophenyl)sulfanylfuran-2-carboxylate 93105-01-2 C12H9ClO3S
Methyl 5-(4-chlorophenyl)sulfanylfuran-2-carboxylate
—— Methyl 5-(2-methylphenyl)sulfanylfuran-2-carboxylate 93104-97-3 C13H12O3S
Methyl 5-(2-methylphenyl)sulfanylfuran-2-carboxylate
—— 1,4-bis{[2-(dimethylamino)pyrazino[2',3':4,5]thieno[3,2-d]pyrimidine-4-yl]sulfanyl}benzene 1309775-01-6 C26H20N10S4
1,4-bis{[2-(dimethylamino)pyrazino[2',3':4,5]thieno[3,2-d]pyrimidine-4-yl]sulfanyl}benzene
—— 2-(dimethylamino)-4-(phenylthio)pyrazino[2',3':4,5]thieno[3,2-d]pyrimidine 1309774-89-7 C16H13N5S2
2-(dimethylamino)-4-(phenylthio)pyrazino[2',3':4,5]thieno[3,2-d]pyrimidine
—— 4-bromo-2-chloro-1-[(3-methylbut-3-en-1-yl)sulfanyl]benzene 1350761-65-7 C11H12BrClS
4-bromo-2-chloro-1-[(3-methylbut-3-en-1-yl)sulfanyl]benzene
—— Ethyl 5-(3,5-dichlorophenyl)sulfanyl-4-isopropyl-1-(4-pyridylmethyl)pyrrole-3-carboxylate 936720-75-1 C22H22Cl2N2O2S
Ethyl 5-(3,5-dichlorophenyl)sulfanyl-4-isopropyl-1-(4-pyridylmethyl)pyrrole-3-carboxylate
—— ethyl 5-(3,5-dichlorophenyl)sulfanyl-4-isopropyl-1H-pyrrole-3-carboxylate 936721-28-7 C16H17Cl2NO2S
ethyl 5-(3,5-dichlorophenyl)sulfanyl-4-isopropyl-1H-pyrrole-3-carboxylate
—— 2-amino-5-S-(4-pyridylmethyl)-1,3,4-thiadiazole 118159-55-0 C8H8N4S2
2-amino-5-S-(4-pyridylmethyl)-1,3,4-thiadiazole
—— p-hydroxyphenyl-ω-piperidinoamyl sulfide 57055-83-1 C16H25NOS
p-hydroxyphenyl-ω-piperidinoamyl sulfide
—— 16-methylsulfanyl-hexadecan-1-ol 859975-16-9 C17H36OS
16-methylsulfanyl-hexadecan-1-ol
—— 4-methylthiobis(2-acryloyloxyethyl)dithio-acetal benzene 199800-42-5 C18H22O4S3
4-methylthiobis(2-acryloyloxyethyl)dithio-acetal benzene
—— 4-[[4-Benzyl-5-(3-thienyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine 1012073-86-7 C19H16N4S2
4-[[4-Benzyl-5-(3-thienyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine
—— 2-chloro-3-methyl-2-methylsulfonylmethyl-2H-azirine 880497-05-2 C5H8ClNO2S
2-chloro-3-methyl-2-methylsulfonylmethyl-2H-azirine
—— 5-cyano-4-methylthio-2-phenyl-1,3-oxazine-6-thione 80532-88-3 C12H8N2OS2
5-cyano-4-methylthio-2-phenyl-1,3-oxazine-6-thione
—— 1-Carbamoyloxy-2-carbamoyloxymethyl-2-(4-methylmercapto-phenyl)-propan 96651-90-0 C13H18N2O4S
1-Carbamoyloxy-2-carbamoyloxymethyl-2-(4-methylmercapto-phenyl)-propan
—— 2-Hydroxymethyl-2-(4-methylmercapto-phenyl)-propan-1-ol 91968-79-5 C11H16O2S
2-Hydroxymethyl-2-(4-methylmercapto-phenyl)-propan-1-ol
—— 2-hydroxyethyl tridecafluorohexyl sulfide 113326-27-5 C8H5F13OS
2-hydroxyethyl tridecafluorohexyl sulfide
—— 2-chloroethyl tridecafluorohexyl sulfide 680187-80-8 C8H4ClF13S
2-chloroethyl tridecafluorohexyl sulfide
—— 1-Propyl-3-[4-[4-(trifluoromethyl)phenyl]sulfanylphenyl]urea 54457-23-7 C17H17F3N2OS
1-Propyl-3-[4-[4-(trifluoromethyl)phenyl]sulfanylphenyl]urea
—— 2-Hydroxy-1-isopropylamino-3-phenylmercapto-propan 21217-44-7 C12H19NOS
2-Hydroxy-1-isopropylamino-3-phenylmercapto-propan
—— 3-dimethylamino-1,4,2-benzodithiazine 1,1-dioxide 137552-03-5 C9H10N2O2S2
3-dimethylamino-1,4,2-benzodithiazine 1,1-dioxide
—— S-propan-2-yl N-methylcarbamothioate 39076-38-5 C5H11NOS
S-propan-2-yl N-methylcarbamothioate
—— N,N-dimethyl-4-hydroxy-2-(3-methoxyphenylthio)benzylamine 134987-22-7 C16H19NO2S
N,N-dimethyl-4-hydroxy-2-(3-methoxyphenylthio)benzylamine
—— (E)-7-azido-3-(phenylthio)-1,3-heptadiene 108782-19-0 C13H15N3S
(E)-7-azido-3-(phenylthio)-1,3-heptadiene
—— (2-methylsulfanyl-benzyl)-carbamic acid tert-butyl ester 866782-03-8 C13H19NO2S
(2-methylsulfanyl-benzyl)-carbamic acid tert-butyl ester
—— N,N-dimethyl-2-(3-methoxyphenylthio)-3-thenylamine 134478-46-9 C14H17NOS2
N,N-dimethyl-2-(3-methoxyphenylthio)-3-thenylamine
—— 2-(3-methoxyphenylthio)thiophene-3-carboxylic acid 134478-45-8 C12H10O3S2
2-(3-methoxyphenylthio)thiophene-3-carboxylic acid
—— Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-methoxyphenyl)sulfanyl-1,2,4-triazole-3-carboxylate 1237741-58-0 C16H19N3O6S
Methyl 1-(2-acetyloxyethoxymethyl)-5-(3-methoxyphenyl)sulfanyl-1,2,4-triazole-3-carboxylate
—— N-[4-(3-Methoxyphenyl)thiophenyl] butanamide 244128-91-4 C17H19NO2S
N-[4-(3-Methoxyphenyl)thiophenyl] butanamide
—— 2-amino-8-(3-methoxyphenyl)sulfanyl-9-(propan-2-yloxymethyl)-1H-purin-6-one 1062530-54-4 C16H19N5O3S
2-amino-8-(3-methoxyphenyl)sulfanyl-9-(propan-2-yloxymethyl)-1H-purin-6-one
—— N-{2-[(3-methoxyphenyl)sulfanyl]benzyl}-N-methylamine 127926-82-3 C15H17NOS
N-{2-[(3-methoxyphenyl)sulfanyl]benzyl}-N-methylamine
—— S-Methyl 3,3-bis(methylsulfanyl)propanethioate 88640-31-7 C6H12OS3
S-Methyl 3,3-bis(methylsulfanyl)propanethioate
—— 4-chloro-5-((3-methoxyphenyl)thio)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine 1605329-14-3 C19H24ClN3O2SSi
4-chloro-5-((3-methoxyphenyl)thio)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 3-[2-[(Dipropylamino)methyl]phenyl]sulfanylphenol 127906-58-5 C19H25NOS
3-[2-[(Dipropylamino)methyl]phenyl]sulfanylphenol
—— N,N-dimethyl-4-(3-methoxyphenylthio)benzylamine 141358-03-4 C16H19NOS
N,N-dimethyl-4-(3-methoxyphenylthio)benzylamine
—— 5-[6-(3-Methoxyphenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-12-4 C15H11N5OS2
5-[6-(3-Methoxyphenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole