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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-bromo-6-(3-butenylthio)pyridine 672263-62-6 C9H10BrNS
2-bromo-6-(3-butenylthio)pyridine
—— bis(β-isopropoxyethyl) sulfoxide 80857-66-5 C10H22O3S
bis(β-isopropoxyethyl) sulfoxide
—— 5-(2-morpholinoethylthio)-1,3,4-thiadiazol-2-amine 111461-29-1 C8H14N4OS2
5-(2-morpholinoethylthio)-1,3,4-thiadiazol-2-amine
—— bis<2-(diethyamino)ethyl> sulfoxide 39769-91-0 C12H28N2OS
bis<2-(diethyamino)ethyl> sulfoxide
—— vinyl β-(methyldiethylsilylmethoxy)ethyl sulfoxide 91453-33-7 C10H22O2SSi
vinyl β-(methyldiethylsilylmethoxy)ethyl sulfoxide
—— 2-[2-(2-tert-Butoxy-ethanesulfinyl)-ethoxy]-2-methyl-propane 80857-67-6 C12H26O3S
2-[2-(2-tert-Butoxy-ethanesulfinyl)-ethoxy]-2-methyl-propane
—— 1,2-dichloroethyl vinyl sulfide 40709-80-6 C4H6Cl2S
1,2-dichloroethyl vinyl sulfide
—— 2-isopropylthio,3-chloropyridine 98626-96-1 C8H10ClNS
2-isopropylthio,3-chloropyridine
—— 1,1'-(propane-1,3-diyl)bis(3-(adamantan-1-yl)thiourea) 1107665-47-3 C25H40N4S2
1,1'-(propane-1,3-diyl)bis(3-(adamantan-1-yl)thiourea)
—— 1-Phenylmercapto-3-methoxy-propanon-(2) 189044-41-5 C10H12O2S
1-Phenylmercapto-3-methoxy-propanon-(2)
—— {[5-(Benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}acetic acid 92485-06-8 C11H10N2O2S3
{[5-(Benzylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl}acetic acid
—— 1-(2-amino-phenylsulfanyl)-propan-2-ol 98959-60-5 C9H13NOS
1-(2-amino-phenylsulfanyl)-propan-2-ol
—— 2-ethylthio-4-chloropyridine 769163-28-2 C7H8ClNS
2-ethylthio-4-chloropyridine
—— benzylthio(phenyl)(phenylthio)methane 62740-57-2 C20H18S2
benzylthio(phenyl)(phenylthio)methane
—— 5-ethoxy-2-ethylmercapto-3<i>H</i>-pyrimidin-4-one 82153-69-3 C8H12N2O2S
5-ethoxy-2-ethylmercapto-3<i>H</i>-pyrimidin-4-one
—— 2-(3-bromo-thien-2-ylthio)-2-methyl-valeric acid 133209-64-0 C10H13BrO2S2
2-(3-bromo-thien-2-ylthio)-2-methyl-valeric acid
—— 4-benzylthio-1,3-dithiol-2-thione 77102-73-9 C10H8S4
4-benzylthio-1,3-dithiol-2-thione
—— Lauryl-vinyl-sulfid 21707-02-8 C14H28S
Lauryl-vinyl-sulfid
—— 1-[4-(2-chloro-pyridin-4-ylsulfanyl)-phenyl]-3-(2-fluoro-5-methyl-phenyl)-urea 1268620-60-5 C19H15ClFN3OS
1-[4-(2-chloro-pyridin-4-ylsulfanyl)-phenyl]-3-(2-fluoro-5-methyl-phenyl)-urea
—— 5-(4-{[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenyl]thio}pyridin-2-yl)-1H-pyrrole-3-carboxylic acid 1268620-61-6 C24H19FN4O3S
5-(4-{[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenyl]thio}pyridin-2-yl)-1H-pyrrole-3-carboxylic acid
—— cctanethioamide 5813-91-2 C8H17NS
cctanethioamide
—— 2-(2,6-dimethoxy-5-methylsulfanylpyrimidin-4-yl)malonic acid dimethyl ester 1313720-77-2 C12H16N2O6S
2-(2,6-dimethoxy-5-methylsulfanylpyrimidin-4-yl)malonic acid dimethyl ester
—— 6-chloro-2,4-dimethoxy-5-methylthiopyrimidine 87757-00-4 C7H9ClN2O2S
6-chloro-2,4-dimethoxy-5-methylthiopyrimidine
—— 4-chloro-2-(phenylthio)pyridine 1616807-52-3 C11H8ClNS
4-chloro-2-(phenylthio)pyridine
—— methyl 5-(4-{[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenyl]thio}pyridin-2-yl)-1H-pyrrole-3-carboxylate 1268620-62-7 C25H21FN4O3S
methyl 5-(4-{[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenyl]thio}pyridin-2-yl)-1H-pyrrole-3-carboxylate
—— 4-(2-chloro-pyridin-4-ylsulfanyl)-phenylamine 1316820-31-1 C11H9ClN2S
4-(2-chloro-pyridin-4-ylsulfanyl)-phenylamine
—— 1-butanesulfonyl isocyanate 3670-24-4 C5H9NO3S
1-butanesulfonyl isocyanate
—— S-methyl thiopropionimidate 630127-97-8 C4H9NS
S-methyl thiopropionimidate
—— N-Acetyl-thiopropionamid 42123-77-3 C5H9NOS
N-Acetyl-thiopropionamid
—— thiopropionimidic acid ethyl ester 409110-06-1 C5H11NS
thiopropionimidic acid ethyl ester
—— methyl thiopropionimidate hydroiodide 41795-83-9 C4H9NS*HI
methyl thiopropionimidate hydroiodide
—— 1,1-Bis<ethylthio>-2-nitro-1-phenylethane 90877-88-6 C12H17NO2S2
1,1-Bis<ethylthio>-2-nitro-1-phenylethane
—— 2-(phenylthio)cyclopent-2-en-1-one 34780-08-0 C11H10OS
2-(phenylthio)cyclopent-2-en-1-one
—— 2-methanesulfonyl-1,1-dimethoxy-ethane 71185-72-3 C5H12O4S
2-methanesulfonyl-1,1-dimethoxy-ethane
—— ethyl 2-methylene-3-[(trifluoromethyl)sulfonyl]propanoate 210489-88-6 C7H9F3O4S
ethyl 2-methylene-3-[(trifluoromethyl)sulfonyl]propanoate
—— 6-methyl-2,3-dihydro-1,4-benzodithiine 63082-33-7 C9H10S2
6-methyl-2,3-dihydro-1,4-benzodithiine
—— 5-bromo-2-[[2-[(dimethylamino)methyl]phenyl]thio]benzylalcohol 222021-57-0 C16H18BrNOS
5-bromo-2-[[2-[(dimethylamino)methyl]phenyl]thio]benzylalcohol
—— {5-[4-(2,2,6,6-Tetramethyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid ethyl ester 141992-69-0 C18H28N4O2S2
{5-[4-(2,2,6,6-Tetramethyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid ethyl ester
—— (4-Chlorophenyl)-(3-methyl-2-phenylsulfanyl-3H-imidazol-4-yl)-methanol 465616-50-6 C17H15ClN2OS
(4-Chlorophenyl)-(3-methyl-2-phenylsulfanyl-3H-imidazol-4-yl)-methanol
—— {5-[4-(2,2,6,6-Tetramethyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid allyl ester 141992-75-8 C19H28N4O2S2
{5-[4-(2,2,6,6-Tetramethyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid allyl ester
—— N-<5-(2-propynyl)-thio-1,3,4-thiadiazol-2-yl>-2-allylcarbamate 141992-64-5 C9H9N3O2S2
N-<5-(2-propynyl)-thio-1,3,4-thiadiazol-2-yl>-2-allylcarbamate
—— 11-(phenylthio)-1-undecene 148773-56-2 C17H26S
11-(phenylthio)-1-undecene
—— N-ethyl-1-(4-methylsulfanylphenyl)methanimine 501443-91-0 C10H13NS
N-ethyl-1-(4-methylsulfanylphenyl)methanimine
—— 1-bromo-11-(phenylthio)undecane 148773-54-0 C17H27BrS
1-bromo-11-(phenylthio)undecane
—— 1-iodo-11-(phenylthio)undecane 148773-55-1 C17H27IS
1-iodo-11-(phenylthio)undecane
—— 5-Methyl-1-methylsulfanylcyclohexene 70871-31-7 C8H14S
5-Methyl-1-methylsulfanylcyclohexene
—— 5-methyl-2-[(2-methylphenyl)sulfanyl]cyclohexanone 89816-77-3 C14H18OS
5-methyl-2-[(2-methylphenyl)sulfanyl]cyclohexanone
—— 7-acetylthioimidazo[5,1-b]thiazole 352305-34-1 C7H6N2OS2
7-acetylthioimidazo[5,1-b]thiazole
—— 3-methyl-2-[(2-methylphenyl)sulfanyl]cyclohexanone 89816-76-2 C14H18OS
3-methyl-2-[(2-methylphenyl)sulfanyl]cyclohexanone
—— (4R,5S)-3-acetyl-2,2-dimethyl-4-formyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine 135204-35-2 C15H19NO3S
(4R,5S)-3-acetyl-2,2-dimethyl-4-formyl-5-<4-(methylthio)phenyl>-1,3-oxazolidine