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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
—— 1,3-dichloro-5-isothiocyanato-2-(4-methoxyphenylsulfanyl)benzene 1620782-99-1 C14H9Cl2NOS2
1,3-dichloro-5-isothiocyanato-2-(4-methoxyphenylsulfanyl)benzene
—— 1,3-dichloro-5-isothiocyanato-2-(2-trifluoromethylphenylsulfanyl)benzene 1620782-90-2 C14H6Cl2F3NS2
1,3-dichloro-5-isothiocyanato-2-(2-trifluoromethylphenylsulfanyl)benzene
—— 1-(methanesulfonyl)-3-(4'-methylbenzenesulfenyl)-2-pyridone 141667-61-0 C13H13NO3S2
1-(methanesulfonyl)-3-(4'-methylbenzenesulfenyl)-2-pyridone
—— 3-amino-5-(1H-tetrazol-5-ylthio)-2H-1,2,4-triazole 1186138-88-4 C3H4N8S
3-amino-5-(1H-tetrazol-5-ylthio)-2H-1,2,4-triazole
—— 1,2-Bis[(2-methylphenyl)sulfanyl]benzene 1427470-76-5 C20H18S2
1,2-Bis[(2-methylphenyl)sulfanyl]benzene
—— N,N'-diisoamyl-dithiooxamide 100385-43-1 C12H24N2S2
N,N'-diisoamyl-dithiooxamide
—— thiooxamide acid ethyl ester 10197-39-4 C4H8N2S2
thiooxamide acid ethyl ester
—— N'-butylethanedithioamide 10197-41-8 C6H12N2S2
N'-butylethanedithioamide
—— N~1~-(2-Hydroxyethyl)ethanebis(thioamide) 10197-42-9 C4H8N2OS2
N~1~-(2-Hydroxyethyl)ethanebis(thioamide)
—— N-[4-(4-hydroxy-phenylsulfanyl)-3-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenyl]-benzenesulfonamide 943773-82-8 C28H25N5O3S2
N-[4-(4-hydroxy-phenylsulfanyl)-3-(7-isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenyl]-benzenesulfonamide
—— N'-propylethanedithioamide 10197-40-7 C5H10N2S2
N'-propylethanedithioamide
—— 2-ethoxyethyl disulfide 67309-21-1 C8H18O2S2
2-ethoxyethyl disulfide
—— di-nbutyl-dithiooxamide 13749-57-0 C10H20N2S2
di-nbutyl-dithiooxamide
—— N,N'-diisopropyldithio-oxamide 16475-51-7 C8H16N2S2
N,N'-diisopropyldithio-oxamide
—— N-<4-(methylthio)phenyl>-1,2-ethanediamine 143745-55-5 C9H14N2S
N-<4-(methylthio)phenyl>-1,2-ethanediamine
—— 1,4-bis(4'-tert-butylthiophenyl)-2,3,5,6-tetramethylbenzene 1123888-19-6 C30H38S2
1,4-bis(4'-tert-butylthiophenyl)-2,3,5,6-tetramethylbenzene
—— 8-hydroxy-2,5-dimethyl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium betaine 23933-08-6 C9H11NOS
8-hydroxy-2,5-dimethyl-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium betaine
—— 5-{4-[6-(4-hydroxyphenylthio)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione 223131-21-3 C25H21N3O4S2
5-{4-[6-(4-hydroxyphenylthio)-1-methyl-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione
—— 2-[(4-hydroxyphenyl)thio]-N-(phenylmethyl)-acetamide 117732-37-3 C15H15NO2S
2-[(4-hydroxyphenyl)thio]-N-(phenylmethyl)-acetamide
—— 1,2,4,5-tetrakis(bromomethyl)-3,6-bis(4'-tert-butylthiophenyl)benzene 1123888-20-9 C30H34Br4S2
1,2,4,5-tetrakis(bromomethyl)-3,6-bis(4'-tert-butylthiophenyl)benzene
—— (E)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one 1176996-13-6 C10H10O2S
(E)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one
—— dithiophenylglyoxime 57501-54-9 C14H12N2O2S2
dithiophenylglyoxime
—— methyl 2-((4-hydroxyphenyl)thio)acetate 30512-63-1 C9H10O3S
methyl 2-((4-hydroxyphenyl)thio)acetate
—— 4-Butylmercapto-phenol 1077-25-4 C10H14OS
4-Butylmercapto-phenol
—— (Z)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one 1176996-15-8 C10H10O2S
(Z)-4-[(4-hydroxyphenyl)sulfanyl]but-3-en-2-one
—— 2-methyl-2-thioethyl (1'-ethoxy) propionitrile 135986-75-3 C8H15NOS
2-methyl-2-thioethyl (1'-ethoxy) propionitrile
—— 4-[2,4-bis-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol 944503-56-4 C28H22N8OS
4-[2,4-bis-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol
—— N-hydroxy-N-[3-(4-hydroxyphenylthio)thien-2-yl]methyl urea 132707-42-7 C12H12N2O3S2
N-hydroxy-N-[3-(4-hydroxyphenylthio)thien-2-yl]methyl urea
—— 1-isopropenyl-4-methyl-3-pentenyl 2-pyridyl sulfide 80232-47-9 C14H19NS
1-isopropenyl-4-methyl-3-pentenyl 2-pyridyl sulfide
—— 2-fluoro-6-<<4-<(tetrahydro-2H-pyran-2-yl)oxy>phenyl>thio>benzonitrile 168910-45-0 C18H16FNO2S
2-fluoro-6-<<4-<(tetrahydro-2H-pyran-2-yl)oxy>phenyl>thio>benzonitrile
—— 2-(p-hydroxyphenyl) thio-5-thiophenesulfonamide 63032-04-2 C10H9NO3S3
2-(p-hydroxyphenyl) thio-5-thiophenesulfonamide
—— 2-((4-hydroxyphenylthio)methyl)-5-hydroxy-4H-pyran-4-one 1178776-89-0 C12H10O4S
2-((4-hydroxyphenylthio)methyl)-5-hydroxy-4H-pyran-4-one
—— 4-[2-(1-pyrazolyl)ethylthio]phenol 80200-14-2 C11H12N2OS
4-[2-(1-pyrazolyl)ethylthio]phenol
—— ethyl phenyl [4-(hydroxyphenyl)sulfanyl]acetate 287393-39-9 C16H16O3S
ethyl phenyl [4-(hydroxyphenyl)sulfanyl]acetate
—— {2-[2-bromo-6-(3-methylbut-2-enyl)phenylsulfanyl]ethyl}trimethylsilane 532412-74-1 C16H25BrSSi
{2-[2-bromo-6-(3-methylbut-2-enyl)phenylsulfanyl]ethyl}trimethylsilane
—— methyl 5-(4-chloro-phenylthio)-oct-7-enoate 165590-35-2 C15H19ClO2S
methyl 5-(4-chloro-phenylthio)-oct-7-enoate
—— 4-(p-Hydroxyphenylthio)-2-butanon 92315-48-5 C10H12O2S
4-(p-Hydroxyphenylthio)-2-butanon
—— <i>N</i>'-ethyl-<i>N</i>,<i>N</i>-dipropyl-thiourea 32900-05-3 C9H20N2S
<i>N</i>'-ethyl-<i>N</i>,<i>N</i>-dipropyl-thiourea
—— 8-(4-hydroxyphenylthio)-6-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine 1076691-37-6 C23H22N2OS2
8-(4-hydroxyphenylthio)-6-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine
—— 4-[(7-chloro-2-quinoxalinyl)thio]phenol 347162-68-9 C14H9ClN2OS
4-[(7-chloro-2-quinoxalinyl)thio]phenol
—— 4-(1'-fluoro-1'-carbethoxy-methyl mercapto)-phenol 56773-32-1 C10H11FO3S
4-(1'-fluoro-1'-carbethoxy-methyl mercapto)-phenol
—— 2-[4-(4-Hydroxyphenyl)sulfanylphenyl]acetic acid 252973-21-0 C14H12O3S
2-[4-(4-Hydroxyphenyl)sulfanylphenyl]acetic acid
—— 4-(hexylthio)phenol 13349-96-7 C12H18OS
4-(hexylthio)phenol
—— 2-amino-6-(4-hydroxyphenylthio)-9-[2-(phosphonomethoxy)ethyl]purine bis(2,2,2-trifluoroethyl) ester 358975-84-5 C18H18F6N5O5PS
2-amino-6-(4-hydroxyphenylthio)-9-[2-(phosphonomethoxy)ethyl]purine bis(2,2,2-trifluoroethyl) ester
—— 2-Fluoro-6-(4-hydroxyphenyl)sulfanylbenzonitrile 168910-44-9 C13H8FNOS
2-Fluoro-6-(4-hydroxyphenyl)sulfanylbenzonitrile
—— methyl 5-hydroxy-2,2-dimethyl-4H-1,3-dithiine-6-carboxylate 653565-41-4 C8H12O3S2
methyl 5-hydroxy-2,2-dimethyl-4H-1,3-dithiine-6-carboxylate
—— 2-[2-(4-Hydroxyphenyl)thioethyl]-1-methylpyrrolidine 191611-76-4 C13H19NOS
2-[2-(4-Hydroxyphenyl)thioethyl]-1-methylpyrrolidine
—— 5-amino-4,6-bis(p-hydroxyphenylthio)pyrimidine 873106-32-2 C16H13N3O2S2
5-amino-4,6-bis(p-hydroxyphenylthio)pyrimidine
—— 6-(4-hydroxyphenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine 1076691-20-7 C23H22N2OS2
6-(4-hydroxyphenylthio)-8-methyl-3-phenethylthiomethylimidazo[1,2-a]pyridine
—— methyl 5-(4-chloro-phenylthio)-pentanoate 165590-28-3 C12H15ClO2S
methyl 5-(4-chloro-phenylthio)-pentanoate