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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
—— (E,Z)-3-thiophenylpropenal 78998-83-1 C9H8OS
(E,Z)-3-thiophenylpropenal
—— 5-Methyl-2-methylsulfanyl-1-phenyl-pyrimidin-1-ium; iodide 64577-81-7 C12H13N2S*I
5-Methyl-2-methylsulfanyl-1-phenyl-pyrimidin-1-ium; iodide
—— 3,6-Dimethyl-3-(phenylthio)-heptan-2-ol 63996-45-2 C15H24OS
3,6-Dimethyl-3-(phenylthio)-heptan-2-ol
—— Methyl 2-[(4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-2-yl)sulfanyl]acetate 207744-05-6 C13H13NO4S2
Methyl 2-[(4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-2-yl)sulfanyl]acetate
—— benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 2-diisopropylamino-ethyl ester 100150-48-9 C20H25N3O2S
benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 2-diisopropylamino-ethyl ester
—— 2-Methylsulfanyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one 207744-02-3 C11H11NO2S2
2-Methylsulfanyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one
—— 2-methyl-6-(phenylsulfonyl)-3-(phenylthio)pyridin-4-ol 1103494-83-2 C18H15NO3S2
2-methyl-6-(phenylsulfonyl)-3-(phenylthio)pyridin-4-ol
—— 2-methyl-6-(phenylsulfonyl)-3-(m-tolylthio)pyridin-4-ol 1103494-86-5 C19H17NO3S2
2-methyl-6-(phenylsulfonyl)-3-(m-tolylthio)pyridin-4-ol
—— 2-methoxy-6-(phenylsulfonyl)-3-(phenylthio)pyridin-4-ol 1103494-84-3 C18H15NO4S2
2-methoxy-6-(phenylsulfonyl)-3-(phenylthio)pyridin-4-ol
—— 2-Ethylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-4-one 207744-03-4 C12H13NO2S2
2-Ethylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-4-one
—— 3-phenylsulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide 853685-37-7 C14H11N3OS
3-phenylsulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide
—— 2-Benzylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-4-one 207744-04-5 C17H15NO2S2
2-Benzylsulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d][1,3]oxazin-4-one
—— 2-[(phenylsulfanyl)methyl]pentanal 808137-54-4 C12H16OS
2-[(phenylsulfanyl)methyl]pentanal
—— 2-[(phenylsulfanyl)methyl]decanal 808137-55-5 C17H26OS
2-[(phenylsulfanyl)methyl]decanal
—— 3-(3-fluorophenyl)sulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide 853685-38-8 C14H10FN3OS
3-(3-fluorophenyl)sulfanyl-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid amide
—— 2-amino-7-chloro-3<i>H</i>,10<i>H</i>-pyrido[2,3-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-4-one 63931-15-7 C9H6ClN5OS
2-amino-7-chloro-3<i>H</i>,10<i>H</i>-pyrido[2,3-<i>b</i>]pyrimido[4,5-<i>e</i>][1,4]thiazin-4-one
—— Bis(2,2,2-trinitroethyl) thionocarbonate 80445-02-9 C5H4N6O14S
Bis(2,2,2-trinitroethyl) thionocarbonate
—— 1-(6-Methyl-3,4-dihydro-2H-pyran-3-yl)-ethanethione 65818-68-0 C8H12OS
1-(6-Methyl-3,4-dihydro-2H-pyran-3-yl)-ethanethione
—— 2-((1-((triethylsilyl)oxy)oct-1-en-1-yl)thio)pyridine 863783-28-2 C19H33NOSSi
2-((1-((triethylsilyl)oxy)oct-1-en-1-yl)thio)pyridine
—— 6-Methylthio-1,2,4,5-tetrazin-3-essigsaeure 64499-99-6 C5H6N4O2S
6-Methylthio-1,2,4,5-tetrazin-3-essigsaeure
—— 4,6-dichloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine 654073-10-6 C11H6Cl3FN2S
4,6-dichloro-2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine
—— 3,3-Spirobi(benzo<1.5>dithiepan) 64958-42-5 C17H16S4
3,3-Spirobi(benzo<1.5>dithiepan)
—— 2-(4-chloro-3-methoxyphenylthio)benzyl chloride 61150-51-4 C14H12Cl2OS
2-(4-chloro-3-methoxyphenylthio)benzyl chloride
—— 2-(4-chloro-3-methoxyphenylthio)phenylacetonitrile 61150-52-5 C15H12ClNOS
2-(4-chloro-3-methoxyphenylthio)phenylacetonitrile
—— 5-((4-bromophenyl)sulfanyl)-3-methyl-2-pyridinamine 1450622-40-8 C12H11BrN2S
5-((4-bromophenyl)sulfanyl)-3-methyl-2-pyridinamine
—— 1-Mercapto-1-cyclopropyl-ethan 98137-18-9 C5H10S
1-Mercapto-1-cyclopropyl-ethan
—— [2-(4-Chloro-3-methoxy-phenylsulfanyl)-4-methoxy-phenyl]-acetic acid 61150-74-1 C16H15ClO4S
[2-(4-Chloro-3-methoxy-phenylsulfanyl)-4-methoxy-phenyl]-acetic acid
—— tert-butyl-dimethyl-[(E)-1-(3-methylpyridin-2-yl)sulfanylprop-1-enoxy]silane 146362-77-8 C15H25NOSSi
tert-butyl-dimethyl-[(E)-1-(3-methylpyridin-2-yl)sulfanylprop-1-enoxy]silane
—— S-(1-cyclopropylethyl) S-methyl dithiocarbonate 111661-14-4 C7H12OS2
S-(1-cyclopropylethyl) S-methyl dithiocarbonate
—— 2-(4-chloro-3-methoxyphenylthio)-4-methoxyphenylacetonitrile 61150-73-0 C16H14ClNO2S
2-(4-chloro-3-methoxyphenylthio)-4-methoxyphenylacetonitrile
—— 1-(3-methyl-pyridin-2-yl)-2-(2-aminobenzylthio)imidazole 135126-13-5 C16H16N4S
1-(3-methyl-pyridin-2-yl)-2-(2-aminobenzylthio)imidazole
—— 2-(4-chloro-3-methoxyphenylthio)phenylacetic acid 61150-53-6 C15H13ClO3S
2-(4-chloro-3-methoxyphenylthio)phenylacetic acid
—— 2-(4-chloro-3-methoxyphenylthio)benzoic acid 61150-49-0 C14H11ClO3S
2-(4-chloro-3-methoxyphenylthio)benzoic acid
—— 2-<<2-(dimethylamino)benzyl>thio>-1-<2-(3-methylpyridyl)>imidazole 117348-09-1 C18H20N4S
2-<<2-(dimethylamino)benzyl>thio>-1-<2-(3-methylpyridyl)>imidazole
—— 2-(4-chloro-3-methoxyphenylthio)benzyl alcohol 61150-50-3 C14H13ClO2S
2-(4-chloro-3-methoxyphenylthio)benzyl alcohol
—— ethyl 3-oxo-4-(phenylthio)cyclohexanecarboxylate 907211-56-7 C15H18O3S
ethyl 3-oxo-4-(phenylthio)cyclohexanecarboxylate
—— 2-[(E)-1-(4-methylsulfanylphenyl)ethylideneamino]oxyacetic acid 63564-08-9 C11H13NO3S
2-[(E)-1-(4-methylsulfanylphenyl)ethylideneamino]oxyacetic acid
—— 5-(4-chloro-phenyl)-3-methylsulfanyl-isoxazole-4-carbonitrile 68364-89-6 C11H7ClN2OS
5-(4-chloro-phenyl)-3-methylsulfanyl-isoxazole-4-carbonitrile
—— 3-hydroxy-N,N-dimethylbutanethioamide 103660-95-3 C6H13NOS
3-hydroxy-N,N-dimethylbutanethioamide
—— benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 1-methyl-piperidin-4-yl ester 98471-17-1 C18H19N3O2S
benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carboxylic acid 1-methyl-piperidin-4-yl ester
—— (R)-3-hydroxy-N,N,4-trimethylpentanethioamide 103660-97-5 C8H17NOS
(R)-3-hydroxy-N,N,4-trimethylpentanethioamide
—— 4-[5-fluoro-3-(4-methyl-3-oxo-2,3-dihydro-4H-pyrido[3,2-b][1,4]oxazin-7-ylthio)phenyl]-4-methoxytetrahydropyran 139502-92-4 C20H21FN2O4S
4-[5-fluoro-3-(4-methyl-3-oxo-2,3-dihydro-4H-pyrido[3,2-b][1,4]oxazin-7-ylthio)phenyl]-4-methoxytetrahydropyran
—— 3-(dimethylamino)-N,N-dimethylprop-2-enethioamide 34009-27-3 C7H14N2S
3-(dimethylamino)-N,N-dimethylprop-2-enethioamide
—— N,N-dimmethyl hydroxy-3 methyl-3 hexene-4 thioamide 97584-79-7 C9H17NOS
N,N-dimmethyl hydroxy-3 methyl-3 hexene-4 thioamide
—— Pentanethioamide, 3-hydroxy-N,N,4-trimethyl- 103660-97-5 C8H17NOS
Pentanethioamide, 3-hydroxy-N,N,4-trimethyl-
—— 3-hydroxy-N,N,4,4-tetramethylpentanethioamide 103660-98-6 C9H19NOS
3-hydroxy-N,N,4,4-tetramethylpentanethioamide
—— 4-[3-(1,3-dimethyl-2-oxo-2,3-dihydrobenzimidazol-5-ylthio)-5-fluorophenyl]-4-methoxytetrahydropyran 139487-02-8 C21H23FN2O3S
4-[3-(1,3-dimethyl-2-oxo-2,3-dihydrobenzimidazol-5-ylthio)-5-fluorophenyl]-4-methoxytetrahydropyran
—— 4-methylthio-5-amino-6-mercaptopyrimidine 37489-41-1 C5H7N3S2
4-methylthio-5-amino-6-mercaptopyrimidine
—— 4-[5-fluoro-3-(3-ethoxycarbonylmethylthio-4-nitrophenylthio)phenyl]-4-methoxytetrahydropyran 139503-20-1 C22H24FNO6S2
4-[5-fluoro-3-(3-ethoxycarbonylmethylthio-4-nitrophenylthio)phenyl]-4-methoxytetrahydropyran
—— 6-phenylsulfanyl-pyrazine-2-carboxylic acid 66533-84-4 C11H8N2O2S
6-phenylsulfanyl-pyrazine-2-carboxylic acid