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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
—— 4-(3-methoxyphenylthio)benzaldehyde 141358-18-1 C14H12O2S
4-(3-methoxyphenylthio)benzaldehyde
—— 3-[(3-methoxyphenyl)sulfanyl]-2H-isoindole-1-carboxaldehyde 1285621-02-4 C16H13NO2S
3-[(3-methoxyphenyl)sulfanyl]-2H-isoindole-1-carboxaldehyde
—— 1-acetyl-3-[(3-methoxyphenyl)sulfanyl]-2H-isoindole 1285621-08-0 C17H15NO2S
1-acetyl-3-[(3-methoxyphenyl)sulfanyl]-2H-isoindole
—— 4-(3-Methoxyphenyl)sulfanyl-2-(trichloromethyl)quinazoline 1336930-72-3 C16H11Cl3N2OS
4-(3-Methoxyphenyl)sulfanyl-2-(trichloromethyl)quinazoline
—— 1-acetyl-3-[(3-methoxyphenyl)sulfanyl]-2-methyl-2H-isoindole 1285621-16-0 C18H17NO2S
1-acetyl-3-[(3-methoxyphenyl)sulfanyl]-2-methyl-2H-isoindole
—— 7-chloro-7-(phenylsulfanyl)dispiro[2.0.2.1]heptane 642074-91-7 C13H13ClS
7-chloro-7-(phenylsulfanyl)dispiro[2.0.2.1]heptane
—— 6-(sec-butoxy)-2-((3-methoxyphenyl)thio)pyrimidin-4-amine 284681-52-3 C15H19N3O2S
6-(sec-butoxy)-2-((3-methoxyphenyl)thio)pyrimidin-4-amine
—— tert-butyl ({4-(2-fluoropyridin-3-yl)-5-[(3-methoxyphenyl)thio]-1,3-thiazol-2-yl}methyl)methylcarbamate 1138033-81-4 C22H24FN3O3S2
tert-butyl ({4-(2-fluoropyridin-3-yl)-5-[(3-methoxyphenyl)thio]-1,3-thiazol-2-yl}methyl)methylcarbamate
—— 4-(3-methoxy-phenylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester 631909-77-8 C13H11NO5S2
4-(3-methoxy-phenylsulfanyl)-5-nitro-thiophene-2-carboxylic acid methyl ester
—— (2,2-dimethyl-1,3-dithian-5-yl)methanol 1056901-08-6 C7H14OS2
(2,2-dimethyl-1,3-dithian-5-yl)methanol
—— 2-(4-tolylsulfanyl)-3-((phenyl)(4-tolylsulfanyl)methyl)-1H-indole 1295558-56-3 C29H25NS2
2-(4-tolylsulfanyl)-3-((phenyl)(4-tolylsulfanyl)methyl)-1H-indole
—— 2-phenylsulfanyl-3-((acetyl)(phenylsulfanyl)methyl)-1H-indole 1295558-75-6 C23H19NOS2
2-phenylsulfanyl-3-((acetyl)(phenylsulfanyl)methyl)-1H-indole
—— 2-phenylthiomethyl-2-imidazoline 65248-81-9 C10H12N2S
2-phenylthiomethyl-2-imidazoline
—— 5-fluoro-2-(methylthio)aniline 439291-60-8 C7H8FNS
5-fluoro-2-(methylthio)aniline
—— 2'-methylthio-5'-fluoro-2-(anilinomethyl)imidazoline 439291-61-9 C11H14FN3S
2'-methylthio-5'-fluoro-2-(anilinomethyl)imidazoline
—— 2-(3-chloro-2-methylphenyl-thiomethyl)-2-imidazoline hydrochloride 130016-17-0 C11H13ClN2S*ClH
2-(3-chloro-2-methylphenyl-thiomethyl)-2-imidazoline hydrochloride
—— 2-phenylsulfanyl-3-((phenyl)(phenylsulfanyl)methyl)-1H-indole 1295558-76-7 C27H21NS2
2-phenylsulfanyl-3-((phenyl)(phenylsulfanyl)methyl)-1H-indole
—— 3-((1H-tetrazol-5-yl)thio)-1H-indole 1569090-27-2 C9H7N5S
3-((1H-tetrazol-5-yl)thio)-1H-indole
—— spiro-(4H-1,3-benzodithiin-2,4'-piperidine) 136081-83-9 C12H15NS2
spiro-(4H-1,3-benzodithiin-2,4'-piperidine)
—— S-Methyl-N,S-diethyl-sulfoximid 35362-78-8 C5H13NOS
S-Methyl-N,S-diethyl-sulfoximid
—— N.S-Dimethyl-S-aethyl-sulfoximid 35362-74-4 C4H11NOS
N.S-Dimethyl-S-aethyl-sulfoximid
—— 4-chloro-2-(phenylthio)aniline 53692-01-6 C12H10ClNS
4-chloro-2-(phenylthio)aniline
—— <(1-Methylnon-2-ynyl)thio>benzene 146916-42-9 C16H22S
<(1-Methylnon-2-ynyl)thio>benzene
—— 2-Phenylthio-1,3-cyclohexanedione 72302-56-8 C12H12O2S
2-Phenylthio-1,3-cyclohexanedione
—— 4-fluoro-2-thiophenylaniline 329216-96-8 C12H10FNS
4-fluoro-2-thiophenylaniline
—— 4-(2-indolylthio)nicotinic acid 242491-44-7 C14H10N2O2S
4-(2-indolylthio)nicotinic acid
—— (-)-(7aS)-2,3,7,7a-Tetrahydro-7a-phenylthio-1H-indene-1,5(6H)-dione 127053-28-5 C15H14O2S
(-)-(7aS)-2,3,7,7a-Tetrahydro-7a-phenylthio-1H-indene-1,5(6H)-dione
—— (+/-)-2,3,7,7a-Tetrahydro-7a-phenylthio-1H-indene-1,5(6H)-dione 127053-28-5 C15H14O2S
(+/-)-2,3,7,7a-Tetrahydro-7a-phenylthio-1H-indene-1,5(6H)-dione
—— (2aS,3R,5aR,6R,8aR,8bR)-3,6-dimethyl-6-phenylsulfanylmethyl-2a-[2-(tetrahydropyran-2-yloxy)ethyl]decahydronaphtho[1,8-bc]furan-2-one 535932-79-7 C27H38O4S
(2aS,3R,5aR,6R,8aR,8bR)-3,6-dimethyl-6-phenylsulfanylmethyl-2a-[2-(tetrahydropyran-2-yloxy)ethyl]decahydronaphtho[1,8-bc]furan-2-one
—— (+)-(8aS)-3,4,8,8a-Tetrahydro-8a-phenylthio-1,6(2H,7H)-naphthalenedione 127053-29-6 C16H16O2S
(+)-(8aS)-3,4,8,8a-Tetrahydro-8a-phenylthio-1,6(2H,7H)-naphthalenedione
—— 2-(phenylthio)-1,3-cyclopentanedione 90036-83-2 C11H10O2S
2-(phenylthio)-1,3-cyclopentanedione
—— (2aS,3S,5aR,6R,8aR,8bR)-3,6-dimethyl-6-phenylsulfanylmethyl-2a-[2-(tetrahydropyran-2-yloxy)ethyl]decahydronaphtho[1,8-bc]furan-2-one 535932-73-1 C27H38O4S
(2aS,3S,5aR,6R,8aR,8bR)-3,6-dimethyl-6-phenylsulfanylmethyl-2a-[2-(tetrahydropyran-2-yloxy)ethyl]decahydronaphtho[1,8-bc]furan-2-one
—— dimethyl 2-pent-4-enyl-2-phenylsulfanylpropanedioate 196494-61-8 C16H20O4S
dimethyl 2-pent-4-enyl-2-phenylsulfanylpropanedioate
—— 2-isopropyl-2-phenyltio-1,3-cyclopentanedione 90036-76-3 C14H16O2S
2-isopropyl-2-phenyltio-1,3-cyclopentanedione
—— 5-bromo-1-(methyl-diphenyl-silyl)-2-phenyl-sulfenyl-1-hexanone 282733-21-5 C25H27BrOSSi
5-bromo-1-(methyl-diphenyl-silyl)-2-phenyl-sulfenyl-1-hexanone
—— 2-Phenylsulfanyl-1-trimethylsilylhexan-1-one 66132-86-3 C15H24OSSi
2-Phenylsulfanyl-1-trimethylsilylhexan-1-one
—— 5-bromo-4-methyl-1-(methyl-diphenyl-silyl)-2-phenyl-sulfenyl-1-pentanone 395664-13-8 C25H27BrOSSi
5-bromo-4-methyl-1-(methyl-diphenyl-silyl)-2-phenyl-sulfenyl-1-pentanone
—— 2-(2-phenylthio-1-naphthyl)pyridine 1609120-86-6 C21H15NS
2-(2-phenylthio-1-naphthyl)pyridine
—— 5-methyl-2-phenyl-5-phenylthiomethyl-4,5-dihydro-1,3-oxazole 113261-11-3 C17H17NOS
5-methyl-2-phenyl-5-phenylthiomethyl-4,5-dihydro-1,3-oxazole
—— ethyl 2-(ethylsulfonemethyl)acrylate 1156548-30-9 C8H14O4S
ethyl 2-(ethylsulfonemethyl)acrylate
—— 2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-1,3-oxazole 1337932-91-8 C20H18N2O4S
2-[3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indol-2-yl]-1,3-oxazole
—— 2-(furan-3-yl)-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole 1337932-86-1 C21H19NO4S
2-(furan-3-yl)-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole
—— 4-(2-nitro-1-phenylsulfanylethyl)phenol 110113-57-0 C14H13NO3S
4-(2-nitro-1-phenylsulfanylethyl)phenol
—— isopropyl S-3,6-diisopropylpyrazin-2-ylthiolcarbonate 104272-89-1 C14H22N2O2S
isopropyl S-3,6-diisopropylpyrazin-2-ylthiolcarbonate
—— 1H-Purin-6-amine, 2-((3-nitro-2-pyridiyl)thio)- 75477-68-8 C10H7N7O2S
1H-Purin-6-amine, 2-((3-nitro-2-pyridiyl)thio)-
—— N-(5-Bromo-4-methylsulphanylpyrimidin-2-yl)-N'-pyrimidin-2-yl-benzene-1,4-diamine 1034358-66-1 C15H13BrN6S
N-(5-Bromo-4-methylsulphanylpyrimidin-2-yl)-N'-pyrimidin-2-yl-benzene-1,4-diamine
—— methyl-thiocarbamic acid <i>S</i>-propyl ester 39076-37-4 C5H11NOS
methyl-thiocarbamic acid <i>S</i>-propyl ester
—— 4-(2-Amino-1-phenylsulfanylethyl)phenol 1027955-71-0 C14H15NOS
4-(2-Amino-1-phenylsulfanylethyl)phenol
—— ethyl-thiocarbamic acid <i>S</i>-butyl ester 39078-40-5 C7H15NOS
ethyl-thiocarbamic acid <i>S</i>-butyl ester
—— 2,4(1H,3H)-Pyrimidinedione, 1-((2-hydroxyethoxy)methyl)-5-iodo-6-(phenylthio)- 125056-92-0 C13H13IN2O4S
2,4(1H,3H)-Pyrimidinedione, 1-((2-hydroxyethoxy)methyl)-5-iodo-6-(phenylthio)-