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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-phenylsulfanylmethyl-hex-2-enoic acid methyl ester 1236074-67-1 C14H18O2S
2-phenylsulfanylmethyl-hex-2-enoic acid methyl ester
—— 2-(3-methylbenzylthio)-6-benzylpyrimidin-4-amine 1202564-71-3 C19H19N3S
2-(3-methylbenzylthio)-6-benzylpyrimidin-4-amine
—— 6-Benzyl-2-(o-tolylmethylsulfanyl)pyrimidin-4-amine 1202564-70-2 C19H19N3S
6-Benzyl-2-(o-tolylmethylsulfanyl)pyrimidin-4-amine
—— sulforaphane 1072807-21-6 C6H11NOSSe
sulforaphane
—— N-methyl-2-phenylsulfanyl-N-[(1R,2S)-2-pyrrolidin-1-ylcyclohexyl]acetamide 99239-30-2 C19H28N2OS
N-methyl-2-phenylsulfanyl-N-[(1R,2S)-2-pyrrolidin-1-ylcyclohexyl]acetamide
—— 6-benzyl-5-bromo-2-(2-methylbenzylthio)pyrimidin-4(3H)-one 1228105-45-0 C19H17BrN2OS
6-benzyl-5-bromo-2-(2-methylbenzylthio)pyrimidin-4(3H)-one
—— 5-(aminosulfonyl)-2-[(3,4-difluorophenyl)thio]-N-(4-methoxybenzyl)nicotinamide 1232772-78-9 C20H17F2N3O4S2
5-(aminosulfonyl)-2-[(3,4-difluorophenyl)thio]-N-(4-methoxybenzyl)nicotinamide
—— 6-benzyl-2-(2-methylbenzylthio)-5-iodopyrimidin-4(3H)-one 1202564-63-3 C19H17IN2OS
6-benzyl-2-(2-methylbenzylthio)-5-iodopyrimidin-4(3H)-one
—— 6-Benzyl-2-(3-phenylpropylsulfanyl)pyrimidin-4-amine 1202564-84-8 C20H21N3S
6-Benzyl-2-(3-phenylpropylsulfanyl)pyrimidin-4-amine
—— 3-[3-(4-Methylsulfanylphenyl)-2-phenyl-3,4-dihydropyrazol-5-yl]aniline 1231944-26-5 C22H21N3S
3-[3-(4-Methylsulfanylphenyl)-2-phenyl-3,4-dihydropyrazol-5-yl]aniline
—— 6-Benzyl-2-(benzylsulfanyl)pyrimidin-4-amine 1202564-82-6 C18H17N3S
6-Benzyl-2-(benzylsulfanyl)pyrimidin-4-amine
—— 4-Benzyl-2-benzylsulfanyl-6-chloro-pyrimidine 1202564-74-6 C18H15ClN2S
4-Benzyl-2-benzylsulfanyl-6-chloro-pyrimidine
—— 4-Benzyl-6-chloro-2-(o-tolylmethylsulfanyl)pyrimidine 1202564-77-9 C19H17ClN2S
4-Benzyl-6-chloro-2-(o-tolylmethylsulfanyl)pyrimidine
—— 6-Benzyl-2-phenethylsulfanyl-pyrimidin-4-amine 1202564-83-7 C19H19N3S
6-Benzyl-2-phenethylsulfanyl-pyrimidin-4-amine
—— 2-phenyl-5-(2-(piperidin-1-yl)ethylthio)-1,3,4-oxadiazole 1236055-17-6 C15H19N3OS
2-phenyl-5-(2-(piperidin-1-yl)ethylthio)-1,3,4-oxadiazole
—— 2-(2-chlorophenyl)-5-(2-(piperidin-1-yl)ethylthio)-1,3,4-oxadiazole 1236055-19-8 C15H18ClN3OS
2-(2-chlorophenyl)-5-(2-(piperidin-1-yl)ethylthio)-1,3,4-oxadiazole
—— 4-(2-(5-(2-chlorophenyl)-1,3,4-oxadiazol-2-ylthio)ethyl)morpholine 1236055-20-1 C14H16ClN3O2S
4-(2-(5-(2-chlorophenyl)-1,3,4-oxadiazol-2-ylthio)ethyl)morpholine
—— [6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2-methylpropanoate 1403457-31-7 C15H16N2O4S
[6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2-methylpropanoate
—— [6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2,2-dimethylpropanoate 1403457-30-6 C16H18N2O4S
[6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] 2,2-dimethylpropanoate
—— [6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] acetate 1403457-32-8 C13H12N2O4S
[6-[(4-Methylpyrimidin-2-yl)sulfanylmethyl]-4-oxopyran-3-yl] acetate
—— (3)-(5-(methylthio)-1H-tetrazol-1-yl)-acrylic acid ethyl ester 1204773-49-8 C7H10N4O2S
(3)-(5-(methylthio)-1H-tetrazol-1-yl)-acrylic acid ethyl ester
—— ethyl 5-(2,3-dichlorophenylsulfanyl)-4-nitrothiophene-2-carboxylate 1247820-21-8 C13H9Cl2NO4S2
ethyl 5-(2,3-dichlorophenylsulfanyl)-4-nitrothiophene-2-carboxylate
—— 1-[5-(2,3-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanol 1247819-83-5 C12H9Cl2NO3S2
1-[5-(2,3-dichlorophenyl)sulfanyl-4-nitro-2-thienyl]ethanol
—— 7-(2-methoxy-phenylsulfanyl)-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indole 1246244-84-7 C18H20N2OS
7-(2-methoxy-phenylsulfanyl)-1,2,3,4,10,10a-hexahydro-pyrazino[1,2-a]indole
—— 1-[[4-amino-3-[2-(4-hydroxyphenyl)ethyl]-4H-1,2,4-triazol-5-yl]thioacetyl]-3-(2-thienyl)-5-(4-chlorophenyl)-2-pyrazoline 1246567-68-9 C25H23ClN6O2S2
1-[[4-amino-3-[2-(4-hydroxyphenyl)ethyl]-4H-1,2,4-triazol-5-yl]thioacetyl]-3-(2-thienyl)-5-(4-chlorophenyl)-2-pyrazoline
—— 6-chloro-2-(4-methylphenyl)-4-[(3-nitropyridin-2-yl)sulfanyl] quinazoline 1246524-16-2 C20H13ClN4O2S
6-chloro-2-(4-methylphenyl)-4-[(3-nitropyridin-2-yl)sulfanyl] quinazoline
—— 4-chorophenyl-(11-methoxyundec1-yl)thioether 1245924-18-8 C18H29ClOS
4-chorophenyl-(11-methoxyundec1-yl)thioether
—— 2-(4-Cyclopropyl-5-(methylthio)-4H-1,2,4-triazol-3-yl)ethanamine hydrochloride 1233025-89-2 C8H15ClN4S
2-(4-Cyclopropyl-5-(methylthio)-4H-1,2,4-triazol-3-yl)ethanamine hydrochloride
—— methyl 11-(4-chlorophenylthio)-11-fluoroundecanoate 1245924-33-7 C18H26ClFO2S
methyl 11-(4-chlorophenylthio)-11-fluoroundecanoate
—— 4-[(2-Methylphenyl)thio]piperidine hydrochloride 1255717-32-8 C12H18ClNS
4-[(2-Methylphenyl)thio]piperidine hydrochloride
—— (1-Methanesulfonylcyclopentyl)methanamine 1235441-28-7 C7H15NO2S
(1-Methanesulfonylcyclopentyl)methanamine
—— (NE)-N-[amino(dodecylsulfanyl)methylidene]-2-methoxyethan-1-amine hydrobromide 1221728-80-8 C16H35BrN2OS
(NE)-N-[amino(dodecylsulfanyl)methylidene]-2-methoxyethan-1-amine hydrobromide
—— 2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]pyridine-4-carboximidamide hydrochloride 1221722-16-2 C10H12ClN5S
2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]pyridine-4-carboximidamide hydrochloride
—— 1-methyl-2-[(4-chlorophenyl)sulfanyl]-4-chloro-1H-imidazole-5-carbaldehyde 1241320-75-1 C11H8Cl2N2OS
1-methyl-2-[(4-chlorophenyl)sulfanyl]-4-chloro-1H-imidazole-5-carbaldehyde
—— 2-(6-chloro-pyridazin-3-ylsulfanyl)-acetamide 89379-95-3 C6H6ClN3OS
2-(6-chloro-pyridazin-3-ylsulfanyl)-acetamide
—— 2-Methanesulfonylcyclopentan-1-amine 1221723-17-6 C6H13NO2S
2-Methanesulfonylcyclopentan-1-amine
—— Acetic acid, 2-[(3-chloro-2-pyridinyl)thio]-, butyl ester 1339206-50-6 C11H14ClNO2S
Acetic acid, 2-[(3-chloro-2-pyridinyl)thio]-, butyl ester
—— 2-Chloro-5-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}pyridine 821782-41-6 C9H8ClN3S2
2-Chloro-5-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}pyridine
—— Ethoxycarbothioylsulfanylmethyl-(2-ethoxy-2-oxoethyl)phosphinic acid 1611496-76-4 C8H15O5PS2
Ethoxycarbothioylsulfanylmethyl-(2-ethoxy-2-oxoethyl)phosphinic acid
—— 4-phenylsulfanylbutylammonium chloride 1864059-63-1 C10H15NS*ClH
4-phenylsulfanylbutylammonium chloride
—— ethyl (1S,2S)-2-[5-cyano-2-[(2,3-difluorophenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]cyclopropane-1-carboxylate 1620517-46-5 C18H15F2N3O3S
ethyl (1S,2S)-2-[5-cyano-2-[(2,3-difluorophenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]cyclopropane-1-carboxylate
—— tert-butyl (1,1-dioxidothietan-3-yl)carbamate 1332628-90-6 C8H15NO4S
tert-butyl (1,1-dioxidothietan-3-yl)carbamate
—— Thiourea, monosilver(1+) salt 53403-99-9 Ag*CH3N2S
Thiourea, monosilver(1+) salt
—— 7-iodo-benzo[<i>b</i>]thiophen-3-ol 40842-52-2 C8H5IOS
7-iodo-benzo[<i>b</i>]thiophen-3-ol
—— N-[5-amino-3-(4-methylphenyl)sulfanyl-1H-pyrazol-4-yl]benzamide 909798-33-0 C17H16N4OS
N-[5-amino-3-(4-methylphenyl)sulfanyl-1H-pyrazol-4-yl]benzamide
—— 1-(2-Methylthio-4-thiazolyl)-aethanol 41029-87-2 C6H9NOS2
1-(2-Methylthio-4-thiazolyl)-aethanol
—— 2-amino-6-methylthio-5-nitropyrimidin-4-ol 127726-90-3 C5H6N4O3S
2-amino-6-methylthio-5-nitropyrimidin-4-ol
—— 4-Piperidinecarboxamide, 1-[6-[(2,5-dimethylphenyl)thio]-4-pyrimidinyl]-N-[3-(1-methylethoxy)propyl]- 1189437-96-4 C24H34N4O2S
4-Piperidinecarboxamide, 1-[6-[(2,5-dimethylphenyl)thio]-4-pyrimidinyl]-N-[3-(1-methylethoxy)propyl]-
—— 3-deoxy-D-gluco-2-octulose diethyl dithioketal 1251928-34-3 C12H26O6S2
3-deoxy-D-gluco-2-octulose diethyl dithioketal
—— 3-deoxy-D-manno-2-octulose diethyl dithioketal 1251928-49-0 C12H26O6S2
3-deoxy-D-manno-2-octulose diethyl dithioketal