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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-Ethylsulfanyl-5-isopropyl-6-methyl-3H-pyrimidin-4-one 115996-83-3 C10H16N2OS
2-Ethylsulfanyl-5-isopropyl-6-methyl-3H-pyrimidin-4-one
—— m-Methylthio-α-methylbenzylalkohol 58114-13-9 C9H12OS
m-Methylthio-α-methylbenzylalkohol
—— 5-Benzyl-3-bromomethyl-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one 199852-47-6 C16H17BrN2OS
5-Benzyl-3-bromomethyl-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one
—— 6-Benzyl-2-(2,2-diethoxy-ethylsulfanyl)-5-ethyl-3H-pyrimidin-4-one 199851-93-9 C19H26N2O3S
6-Benzyl-2-(2,2-diethoxy-ethylsulfanyl)-5-ethyl-3H-pyrimidin-4-one
—— 5-Benzyl-3-ethoxy-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one 199852-15-8 C17H20N2O2S
5-Benzyl-3-ethoxy-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one
—— 6-amino-4-(2-furyl)-2-methylthiopyridine-3,5-dicarbonitrile 161689-60-7 C12H8N4OS
6-amino-4-(2-furyl)-2-methylthiopyridine-3,5-dicarbonitrile
—— 2-(methylthiomethoxy)propanal 1268389-97-4 C5H10O2S
2-(methylthiomethoxy)propanal
—— (E)-2-(methylthiomethoxy)non-4-en-3-one 1268389-98-5 C11H20O2S
(E)-2-(methylthiomethoxy)non-4-en-3-one
—— (5S,6S)-5-(4-Chloro-phenylsulfanyl)-6-methoxy-dihydro-pyran-3-one 140886-26-6 C12H13ClO3S
(5S,6S)-5-(4-Chloro-phenylsulfanyl)-6-methoxy-dihydro-pyran-3-one
—— (5S,6S)-6-Methoxy-5-phenylsulfanyl-dihydro-pyran-3-one 140886-22-2 C12H14O3S
(5S,6S)-6-Methoxy-5-phenylsulfanyl-dihydro-pyran-3-one
—— (5S,6S)-6-Methoxy-5-p-tolylsulfanyl-dihydro-pyran-3-one 140886-23-3 C13H16O3S
(5S,6S)-6-Methoxy-5-p-tolylsulfanyl-dihydro-pyran-3-one
—— 2-((4-(trifluorovinyl)-phenyl)thio)-tetrafluoroethyl bromide 1165890-66-3 C10H4BrF7S
2-((4-(trifluorovinyl)-phenyl)thio)-tetrafluoroethyl bromide
—— 6-benzyl-5-ethyl-2-[(furan-2-ylcarbonylmethyl)thio]pyrimidin-4(3H)-one 951764-41-3 C19H18N2O3S
6-benzyl-5-ethyl-2-[(furan-2-ylcarbonylmethyl)thio]pyrimidin-4(3H)-one
—— tert-butyl-2-{[4-({(2-furylmethyl)[6-(4-methylbenzyl)pyrimidin-4-yl]amino}methyl)phenyl]thio}-2-methylpropanoate 881687-24-7 C32H37N3O3S
tert-butyl-2-{[4-({(2-furylmethyl)[6-(4-methylbenzyl)pyrimidin-4-yl]amino}methyl)phenyl]thio}-2-methylpropanoate
—— 7-Benzyl-3-ethoxy-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one 199852-32-9 C17H20N2O2S
7-Benzyl-3-ethoxy-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one
—— N<sup>4</sup>-cyclopentyl-2-phenylpyrimidine-6-phenylmethanesulfanyl-4,5-diamine 778594-75-5 C23H26N4S
N<sup>4</sup>-cyclopentyl-2-phenylpyrimidine-6-phenylmethanesulfanyl-4,5-diamine
—— 2-(diethylamino)ethyl N,N'-dicyclohexylcarbamimidothioate;hydron;dichloride —— C19H39Cl2N3S
2-(diethylamino)ethyl N,N'-dicyclohexylcarbamimidothioate;hydron;dichloride
—— 5-Benzyl-6-ethyl-3-methoxy-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one 199852-12-5 C16H18N2O2S
5-Benzyl-6-ethyl-3-methoxy-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one
—— 6-benzyl-5-ethyl-2-[(thiophen-2-ylcarbonylmethyl)thio]pyrimidin-4(3H)-one 951764-40-2 C19H18N2O2S2
6-benzyl-5-ethyl-2-[(thiophen-2-ylcarbonylmethyl)thio]pyrimidin-4(3H)-one
—— 7-Benzyl-6-ethyl-3-(2-hydroxy-ethoxy)-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one 199852-33-0 C17H20N2O3S
7-Benzyl-6-ethyl-3-(2-hydroxy-ethoxy)-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one
—— N<sup>4</sup>-cyclopentyl-2-phenylpyrimidine-6-phenylmethanesulfanyl-4,5-diamine 778594-74-4 C22H24N4S
N<sup>4</sup>-cyclopentyl-2-phenylpyrimidine-6-phenylmethanesulfanyl-4,5-diamine
—— 2-Allylsulfanyl-6-benzyl-5-ethyl-3H-pyrimidin-4-one 199852-43-2 C16H18N2OS
2-Allylsulfanyl-6-benzyl-5-ethyl-3H-pyrimidin-4-one
—— tert-butyl-2-{[4-({(2-furylmethyl)[6-(3-methylbenzyl)pyrimidin-4-yl]amino}methyl)phenyl]thio}-2-methylpropanoate 881687-23-6 C32H37N3O3S
tert-butyl-2-{[4-({(2-furylmethyl)[6-(3-methylbenzyl)pyrimidin-4-yl]amino}methyl)phenyl]thio}-2-methylpropanoate
—— O-MTM hydroxylamine hydrochloride 41108-17-2 C2H7NOS*ClH
O-MTM hydroxylamine hydrochloride
—— N<sup>4</sup>-phenylmethyl-2-phenylpyrimidine-6-phenylmethanesulfanyl-4,5-diamine 778594-76-6 C24H22N4S
N<sup>4</sup>-phenylmethyl-2-phenylpyrimidine-6-phenylmethanesulfanyl-4,5-diamine
—— 1,3,5-Triazine-2,4-diamine, 1,6-dihydro-6,6-dimethyl-1-(4-((4-nitrophenyl)thio)phenyl)-, monohydrochloride 13413-53-1 C17H19ClN6O2S
1,3,5-Triazine-2,4-diamine, 1,6-dihydro-6,6-dimethyl-1-(4-((4-nitrophenyl)thio)phenyl)-, monohydrochloride
—— 4'-Butoxy-4-aminodiphenylsulfid 62248-51-5 C16H19NOS
4'-Butoxy-4-aminodiphenylsulfid
—— 5-amino-4-chloro-2-phenyl-6-phenylmethanesulfanylpyrimidine 778594-73-3 C17H14ClN3S
5-amino-4-chloro-2-phenyl-6-phenylmethanesulfanylpyrimidine
—— (4-Hexadecylamino-phenylsulfanyl)-acetic acid 86410-27-7 C24H41NO2S
(4-Hexadecylamino-phenylsulfanyl)-acetic acid
—— 2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexyl-6-{[3-(diethylamino)propyl]-amino}pyridine-3,5-dicarbonitrile 1030622-88-8 C30H35ClN6S2
2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexyl-6-{[3-(diethylamino)propyl]-amino}pyridine-3,5-dicarbonitrile
—— 2-chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexylpyridine-3,5-dicarbonitrile 1030623-71-2 C23H18Cl2N4S2
2-chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-cyclohexylpyridine-3,5-dicarbonitrile
—— 4-(4-ethoxy-phenylsulfanyl)-aniline 62248-53-7 C14H15NOS
4-(4-ethoxy-phenylsulfanyl)-aniline
—— (S)-2,2,2-Trifluoro-1-p-tolylsulfanylmethyl-ethylamine 177268-09-6 C10H12F3NS
(S)-2,2,2-Trifluoro-1-p-tolylsulfanylmethyl-ethylamine
—— ethyl N,N'-dicyclohexylcarbamimidothioate;hydron;bromide —— C15H29BrN2S
ethyl N,N'-dicyclohexylcarbamimidothioate;hydron;bromide
—— 2-n-Butylthio-4,5,6-triaminopyrimidin 73000-32-5 C8H15N5S
2-n-Butylthio-4,5,6-triaminopyrimidin
—— 2-Methyl-1-(4-methylsulfanyl-phenyl)-3-[3-(2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-6-yl)-phenyl]-isothiourea 87023-18-5 C20H22N4S3
2-Methyl-1-(4-methylsulfanyl-phenyl)-3-[3-(2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-6-yl)-phenyl]-isothiourea
—— 5-n-propylthio-2-pyrrolylglyoxylic acid ethyl ester 75211-54-0 C11H15NO3S
5-n-propylthio-2-pyrrolylglyoxylic acid ethyl ester
—— 1-(3-fluorophenyl)thio-2-bromoethane 333782-25-5 C8H8BrFS
1-(3-fluorophenyl)thio-2-bromoethane
—— 3-(methylthiomethoxy)propan-1-ol 1206537-50-9 C5H12O2S
3-(methylthiomethoxy)propan-1-ol
—— 4-(methoxymethylthio)butan-1-ol 1206537-46-3 C6H14O2S
4-(methoxymethylthio)butan-1-ol
—— 2,2,2-trichloroethyl N-(4-p-methylthiophenyl-2-thiazolyl)carbamate 83758-14-9 C13H11Cl3N2O2S2
2,2,2-trichloroethyl N-(4-p-methylthiophenyl-2-thiazolyl)carbamate
—— 5-ethyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one 1075181-62-2 C21H18N2OS2
5-ethyl-6-(1-naphthylmethyl)-2-[(thiophen-2-yl)thio]pyrimidin-4(3H)-one
—— hydron;methyl N,N'-dicyclohexylcarbamimidothioate;iodide —— C14H26N2S*HI
hydron;methyl N,N'-dicyclohexylcarbamimidothioate;iodide
—— 2,5-bis((phenylmethyl)thio)pyridine 85330-77-4 C19H17NS2
2,5-bis((phenylmethyl)thio)pyridine
—— 2-hydroxy-2-(4-(methylthio)phenyl)-1-octyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium bromide 1313613-62-5 Br*C21H30N3OS
2-hydroxy-2-(4-(methylthio)phenyl)-1-octyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium bromide
—— 1,1-dioxothietan-3-amine hydrochloride 1422344-24-8 C3H7NO2S*ClH
1,1-dioxothietan-3-amine hydrochloride
—— phenylthio-6-O-tert-butyldimethylsilyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside 125654-35-5 C18H28O3SSi
phenylthio-6-O-tert-butyldimethylsilyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside
—— 4-nitro-5-phenylthioimidazole 113121-60-1 C9H7N3O2S
4-nitro-5-phenylthioimidazole
—— 1-methyl-5-nitro-4-phenylthioimidazole 32057-98-0 C10H9N3O2S
1-methyl-5-nitro-4-phenylthioimidazole
—— 6-(4-chlorophenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine 1076691-19-4 C23H21ClN2S2
6-(4-chlorophenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine