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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
—— 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
—— 4-Pyrimidinamine, 6-ethenyl-N,N-dimethyl-2-(methylthio)- 920490-06-8 C9H13N3S
4-Pyrimidinamine, 6-ethenyl-N,N-dimethyl-2-(methylthio)-
—— 3-deoxy-D-arabino-2-heptulose diethyl dithioketal 1251928-36-5 C11H24O5S2
3-deoxy-D-arabino-2-heptulose diethyl dithioketal
—— (Z)-5-[tert-butyl(dimethyl)silyl]oxy-2-phenylsulfanylpent-2-enal 1256796-55-0 C17H26O2SSi
(Z)-5-[tert-butyl(dimethyl)silyl]oxy-2-phenylsulfanylpent-2-enal
—— 14,15-dihydro-13H-14-(4-methoxyphenyl)dipyrido[1,2-a:1',2'-a']thiopyrano[2",3"-d:6",5"-d']dipyrimidine-13,15-dione 1262236-98-5 C24H16N4O3S
14,15-dihydro-13H-14-(4-methoxyphenyl)dipyrido[1,2-a:1',2'-a']thiopyrano[2",3"-d:6",5"-d']dipyrimidine-13,15-dione
—— (6Z)-9-(tert-butyldimethylsilyloxy)-6-phenylthio-1-trimethylsilylnon-6-ene-1,3-diyn-5-ol 1256796-56-1 C24H36O2SSi2
(6Z)-9-(tert-butyldimethylsilyloxy)-6-phenylthio-1-trimethylsilylnon-6-ene-1,3-diyn-5-ol
—— 14,15-dihydro-13H-14-([1,3]benzodioxol-5-yl)dipyrido[1,2-a:1',2'-a']thiopyrano[2",3"-d:6",5"-d']dipyrimidine-13,15-dione 1262237-02-4 C24H14N4O4S
14,15-dihydro-13H-14-([1,3]benzodioxol-5-yl)dipyrido[1,2-a:1',2'-a']thiopyrano[2",3"-d:6",5"-d']dipyrimidine-13,15-dione
—— (6Z)-9-(tert-butyldimethylsilyloxy)-6-phenylthio-1-trimethylsilyl-non-6-ene-1,3-diyn-5-one 1256796-57-2 C24H34O2SSi2
(6Z)-9-(tert-butyldimethylsilyloxy)-6-phenylthio-1-trimethylsilyl-non-6-ene-1,3-diyn-5-one
—— (5R,6Z)-9-(tert-butyldimethylsilyloxy)-6-phenylthio-1-trimethylsilylnon-6-ene-1,3-diyn-5-ol 1256796-76-5 C24H36O2SSi2
(5R,6Z)-9-(tert-butyldimethylsilyloxy)-6-phenylthio-1-trimethylsilylnon-6-ene-1,3-diyn-5-ol
—— 14,15-dihydro-13H-14-(3,4-dimethoxyphenyl)dipyrido[1,2-a:1',2'-a']thiopyrano[2",3"-d:6",5"-d']dipyrimidine-13,15-dione 1262237-01-3 C25H18N4O4S
14,15-dihydro-13H-14-(3,4-dimethoxyphenyl)dipyrido[1,2-a:1',2'-a']thiopyrano[2",3"-d:6",5"-d']dipyrimidine-13,15-dione
—— 14,15-dihydro-13H-14-(4-methylphenyl)dipyrido[1,2-a:1',2'-a']thiopyrano[2",3"-d:6",5"-d']dipyrimidine-13,15-dione 1262237-00-2 C24H16N4O2S
14,15-dihydro-13H-14-(4-methylphenyl)dipyrido[1,2-a:1',2'-a']thiopyrano[2",3"-d:6",5"-d']dipyrimidine-13,15-dione
—— 3-hydroxy-2-methylene-4-[methyl[2-(phenylthio)acetyl]amino]butanoic acid methyl ester 1251855-54-5 C15H19NO4S
3-hydroxy-2-methylene-4-[methyl[2-(phenylthio)acetyl]amino]butanoic acid methyl ester
—— N-methyl-N-(2-oxoethyl)-2-(phenylthio)acetamide 1251855-53-4 C11H13NO2S
N-methyl-N-(2-oxoethyl)-2-(phenylthio)acetamide
—— S-(5-cyanopentyl)isothiourea 1256463-79-2 C7H13N3S
S-(5-cyanopentyl)isothiourea
—— 6-Chloro-2-ethylsulfanyl-3-methyl-3H-pyrimidin-4-one 1239759-41-1 C7H9ClN2OS
6-Chloro-2-ethylsulfanyl-3-methyl-3H-pyrimidin-4-one
—— tert-butyl N-(8-methyl-4-methylsulfanyl-5-oxoindeno[1,2-d]pyrimidin-2-yl)-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate 1228035-29-7 C23H27N3O5S
tert-butyl N-(8-methyl-4-methylsulfanyl-5-oxoindeno[1,2-d]pyrimidin-2-yl)-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate
—— 2-[[5-(1-Adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoic acid 1257344-20-9 C15H20N2O2S2
2-[[5-(1-Adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoic acid
—— 2-(1-Adamantyl)-5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazole 1257344-13-0 C19H21FN2S2
2-(1-Adamantyl)-5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-thiadiazole
—— Ethyl 2-[[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate 1257344-26-5 C17H24N2O2S2
Ethyl 2-[[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 2-[[5-(1-Adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid 1257344-19-6 C14H18N2O2S2
2-[[5-(1-Adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetic acid
—— Ethyl 2-[[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate 1257344-27-6 C16H22N2O2S2
Ethyl 2-[[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 3-[[5-(1-Adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoic acid 1257344-21-0 C15H20N2O2S2
3-[[5-(1-Adamantyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoic acid
—— 2-(1-Adamantyl)-5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazole 1257344-14-1 C19H21ClN2S2
2-(1-Adamantyl)-5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazole
—— 4-[(6-methoxy-1H-benzimidazol-2-yl)sulfanyl]phenol 1257314-77-4 C14H12N2O2S
4-[(6-methoxy-1H-benzimidazol-2-yl)sulfanyl]phenol
—— 2-amino-(4-benzo[1,3]dioxol-5-yl)-6-(5-methoxy-1H-benzoimidazol-2-ylsulfanyl)-4H-chromene-3-carboxylic acid ethyl ester 1257314-63-8 C27H23N3O6S
2-amino-(4-benzo[1,3]dioxol-5-yl)-6-(5-methoxy-1H-benzoimidazol-2-ylsulfanyl)-4H-chromene-3-carboxylic acid ethyl ester