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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
—— (1Z)-N'-hydroxy-2-(methylsulfonyl)ethanimidamide —— C3H8N2O3S
(1Z)-N'-hydroxy-2-(methylsulfonyl)ethanimidamide
—— (1,3,3-Tris(phenylthio)-2-propenyl)benzene 71341-82-7 C27H22S3
(1,3,3-Tris(phenylthio)-2-propenyl)benzene
—— 2-<Bis(phenylthio)methylene>pyrrolidine 145642-56-4 C17H17NS2
2-<Bis(phenylthio)methylene>pyrrolidine
—— 3-(dimethylamino)-2-(methylsulfonyl)-2-propenenitrile 106073-27-2 C6H10N2O2S
3-(dimethylamino)-2-(methylsulfonyl)-2-propenenitrile
—— 2-phenyl-benzo[<i>b</i>]thiophen-3-one 53614-69-0 C14H10OS
2-phenyl-benzo[<i>b</i>]thiophen-3-one
—— bis(methylthio)methylenemethylsulfonylacetonitrile 73618-36-7 C6H9NO2S3
bis(methylthio)methylenemethylsulfonylacetonitrile
—— thiacycloheptadeca-3,15-diyne-1,1-dioxide 514853-68-0 C16H24O2S
thiacycloheptadeca-3,15-diyne-1,1-dioxide
—— 3-Thiophenecarbothioamide, N-(4-chloro-3-((2E)-butenylthio)phenyl)-2-methyl- 178870-04-7 C16H16ClNS3
3-Thiophenecarbothioamide, N-(4-chloro-3-((2E)-butenylthio)phenyl)-2-methyl-
—— tert.-Butyl-<buten-(1-trans)-yl>-sulfid 121222-73-9 C8H16S
tert.-Butyl-<buten-(1-trans)-yl>-sulfid
—— methyl(pent-4-en-1-yl)sulfide 69632-05-9 C6H12S
methyl(pent-4-en-1-yl)sulfide
—— 1-cyano-2-(ethoxycarbonylmethylsulphinyl)ethane 74338-77-5 C7H11NO3S
1-cyano-2-(ethoxycarbonylmethylsulphinyl)ethane
—— 2,2'-ethanediylidenbis<benzo<b>thiophen-3(2H)-one> 74061-61-3 C18H10O2S2
2,2'-ethanediylidenbis<benzo<b>thiophen-3(2H)-one>
—— 1,1-difluoro-2-(phenylsulfanyl)hept-1-ene 73194-40-8 C13H16F2S
1,1-difluoro-2-(phenylsulfanyl)hept-1-ene
—— 6-Fluoro-2-methyl-5-phenylsulfanyl-4H-pyran-3-carboxylic acid ethyl ester 73194-36-2 C15H15FO3S
6-Fluoro-2-methyl-5-phenylsulfanyl-4H-pyran-3-carboxylic acid ethyl ester
—— (4Z)-5-methyl-4-[(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one —— C22H16N4O3S
(4Z)-5-methyl-4-[(5-nitro-2-pyridin-2-ylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one
—— [(Z)-5-fluoroundec-5-en-6-yl]sulfanylbenzene 73194-42-0 C17H25FS
[(Z)-5-fluoroundec-5-en-6-yl]sulfanylbenzene
—— 1-(trifluoromethyl)ethenyl phenyl sulfide 73194-33-9 C9H7F3S
1-(trifluoromethyl)ethenyl phenyl sulfide
—— methyl 2-[(2S,3S,4R)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyloxolan-3-yl]acetate 183626-21-3 C22H32O4S
methyl 2-[(2S,3S,4R)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyloxolan-3-yl]acetate
—— methyl (2R)-2-hydroxy-2-[(2S,3S,4R)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyloxolan-3-yl]acetate 183626-22-4 C22H32O5S
methyl (2R)-2-hydroxy-2-[(2S,3S,4R)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyloxolan-3-yl]acetate
—— 2-ethyl-3-methylbutyl phenyl sulfide 170511-90-7 C13H20S
2-ethyl-3-methylbutyl phenyl sulfide
—— 2-(methylsulfonyl)acetaldehyde 13154-68-2 C3H6O3S
2-(methylsulfonyl)acetaldehyde
—— Tert-butyl-[[3-methyl-6,6-bis(trifluoromethylsulfonyl)cyclohex-3-en-1-yl]methoxy]-diphenylsilane —— C54H72NO5Pol
Tert-butyl-[[3-methyl-6,6-bis(trifluoromethylsulfonyl)cyclohex-3-en-1-yl]methoxy]-diphenylsilane
—— O,O-dimethyl 2-chloro-2-phenyl-1-phenylthioethylphosphonate 88691-27-4 C16H18ClO3PS
O,O-dimethyl 2-chloro-2-phenyl-1-phenylthioethylphosphonate
—— prop-2-ynyl thiocyanate 38341-88-7 C4H3NS
prop-2-ynyl thiocyanate
—— 6-methyl-2-oxo-4-(4-p-tolylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-49-5 C21H22N2O3S
6-methyl-2-oxo-4-(4-p-tolylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 6-methyl-2-oxo-4-(4-phenylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-47-3 C20H20N2O3S
6-methyl-2-oxo-4-(4-phenylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 4-(3-fluoro-4-methoxyphenylthio)benzaldehyde 1173658-46-2 C14H11FO2S
4-(3-fluoro-4-methoxyphenylthio)benzaldehyde
—— 4-phenylthiophenylhydroxylamine 21229-99-2 C12H11NOS
4-phenylthiophenylhydroxylamine
—— 4-[4-(3-fluoro-4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-61-1 C21H21FN2O4S
4-[4-(3-fluoro-4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 6-methyl-2-thioxo-4-(4-p-tolylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-65-5 C21H22N2O2S2
6-methyl-2-thioxo-4-(4-p-tolylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 5H,7H-dibenzo<b,g><1,5>dithiocin 60418-10-2 C14H12S2
5H,7H-dibenzo<b,g><1,5>dithiocin
—— 5-acetyl-6-methyl-4-(4-phenylsulfanyl-phenyl)-3,4-dihydro-1H-pyrimidin-2-one 1173658-48-4 C19H18N2O2S
5-acetyl-6-methyl-4-(4-phenylsulfanyl-phenyl)-3,4-dihydro-1H-pyrimidin-2-one
—— 1-[6-methyl-2-thioxo-4-(4-p-tolylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidin-5-yl]-ethanone 1173658-66-6 C20H20N2OS2
1-[6-methyl-2-thioxo-4-(4-p-tolylsulfanyl-phenyl)-1,2,3,4-tetrahydro-pyrimidin-5-yl]-ethanone
—— 5-acetyl-6-methyl-4-(4-p-tolylsulfanyl-phenyl)-3,4-dihydro-1H-pyrimidin-2-one 1173658-50-8 C20H20N2O2S
5-acetyl-6-methyl-4-(4-p-tolylsulfanyl-phenyl)-3,4-dihydro-1H-pyrimidin-2-one
—— 5-acetyl-4-[4-(3-fluoro-4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-2-one 1173658-62-2 C20H19FN2O3S
5-acetyl-4-[4-(3-fluoro-4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-2-one
—— 4-[4-(2-chloro-6-methyl-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-59-7 C21H21ClN2O3S
4-[4-(2-chloro-6-methyl-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 4-methyl-3-thiophenesulfonyl isocyanate 81417-53-0 C6H5NO3S2
4-methyl-3-thiophenesulfonyl isocyanate
—— 2,3-bis(3-carbomethoxypyridyl-2-thio)indole 242491-41-4 C22H17N3O4S2
2,3-bis(3-carbomethoxypyridyl-2-thio)indole
—— 5-acetyl-4-[4-(2-chloro-6-methyl-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one 1173658-60-0 C20H19ClN2O2S
5-acetyl-4-[4-(2-chloro-6-methyl-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— 2-chloro-n-prop-1-yl-sulfonyl isocyanate 4794-12-1 C4H6ClNO3S
2-chloro-n-prop-1-yl-sulfonyl isocyanate
—— 5,5'-bis(mesitylthio)-2,2'-bithiophene 291308-72-0 C26H26S4
5,5'-bis(mesitylthio)-2,2'-bithiophene
—— 3-((pyridin-4-ylmethyl)thio)-5,6-di-p-tolyl-1,2,4-triazine 1478982-08-9 C23H20N4S
3-((pyridin-4-ylmethyl)thio)-5,6-di-p-tolyl-1,2,4-triazine
—— (3aS,7aS)-5-methyl-7a-phenylsulfanyl-3,3a,4,7-tetrahydro-2H-inden-1-one 75781-77-0 C16H18OS
(3aS,7aS)-5-methyl-7a-phenylsulfanyl-3,3a,4,7-tetrahydro-2H-inden-1-one
—— bis(acetylthio)methane 2506-35-6 C5H8O2S2
bis(acetylthio)methane
—— 4-chloro-6-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-(methylthio)pyrimidine 1429634-94-5 C9H10ClN5S
4-chloro-6-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-(methylthio)pyrimidine
—— 6-(4-ethyl-2-thiazolylthio)-5-nitro-3H-isobenzofuran-1-one 181485-51-8 C13H10N2O4S2
6-(4-ethyl-2-thiazolylthio)-5-nitro-3H-isobenzofuran-1-one
—— 2-methyl-2-(phenylthio)-1,3-cyclopentanedione 72302-65-9 C12H12O2S
2-methyl-2-(phenylthio)-1,3-cyclopentanedione
—— Methyl (2E)-2-(4-methylpentan-2-ylidene)hydrazine-1-carbodithioate 60273-80-5 C8H16N2S2
Methyl (2E)-2-(4-methylpentan-2-ylidene)hydrazine-1-carbodithioate
—— (S)-S-1-formyl-4-methylcyclohex-3-enyl diisopropylcarbamothioate 1379479-90-9 C15H25NO2S
(S)-S-1-formyl-4-methylcyclohex-3-enyl diisopropylcarbamothioate
—— 5-Amino-6-(4-ethyl-2-thiazolylthio)-3H-isobenzofuran-1-one 181485-52-9 C13H12N2O2S2
5-Amino-6-(4-ethyl-2-thiazolylthio)-3H-isobenzofuran-1-one