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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-4-chloro-1-((2,2-dimethoxyethyl)sulfanyl)benzene —— C10H12BrClO2S
2-bromo-4-chloro-1-((2,2-dimethoxyethyl)sulfanyl)benzene
—— 2,4-Diisopropyl-1,3-dithietan-1,1,3,3-tetraoxid —— C8H16O4S2
2,4-Diisopropyl-1,3-dithietan-1,1,3,3-tetraoxid
—— 4-(2-chloroethylsulfanyl)-2-chloromethyl-3-methylpyridine hydrochloride —— C9H11Cl2NS*ClH
4-(2-chloroethylsulfanyl)-2-chloromethyl-3-methylpyridine hydrochloride
—— (Z)-2-(phenylimino)benzo[b]thiophen-3(2H)-one —— C14H9NOS
(Z)-2-(phenylimino)benzo[b]thiophen-3(2H)-one
—— 2-(2-hydoxyhex-5-enylthio)-4-fluorophenol —— C12H15FO2S
2-(2-hydoxyhex-5-enylthio)-4-fluorophenol
—— tris-(dithiocarbamato)-bismuth(III) —— Bi*3CH2NS2
tris-(dithiocarbamato)-bismuth(III)
—— 3-chloro-5-methylphenyl 2-methyl-1-butyl sulfide —— C12H17ClS
3-chloro-5-methylphenyl 2-methyl-1-butyl sulfide
—— (Z)-1,6-dicyano-1-thioethyl-1-hexene-3,5-diyne —— C10H6N2S
(Z)-1,6-dicyano-1-thioethyl-1-hexene-3,5-diyne
—— (E)-1,6-dicyano-1-thioethyl-1-hexene-3,5-diyne —— C10H6N2S
(E)-1,6-dicyano-1-thioethyl-1-hexene-3,5-diyne
—— 1-iodo-2-methylpropenyl p-tolyl sulfide —— C11H13IS
1-iodo-2-methylpropenyl p-tolyl sulfide
—— 9-methyl-13-hydroxy-13H-benzimidazo<2',1':2,3><1,3>thiazino<6,5-b>quinoline —— C18H13N3OS
9-methyl-13-hydroxy-13H-benzimidazo<2',1':2,3><1,3>thiazino<6,5-b>quinoline
—— 2,5-di(2-nitrophenyl)1-p-tolyl-1,3,4-triazole —— C21H15N5O4S2
2,5-di(2-nitrophenyl)1-p-tolyl-1,3,4-triazole
—— (R)-1-chloro-3-(3-chloro-4-methylsulfanyl-phenyl)-propan-2-ol —— C10H12Cl2OS
(R)-1-chloro-3-(3-chloro-4-methylsulfanyl-phenyl)-propan-2-ol
—— (E)-2-((4-(methylthio)benzylidene)amino)phenol —— C14H13NOS
(E)-2-((4-(methylthio)benzylidene)amino)phenol
—— (2RS,4SR)-4-hydroxy-2,5,5-trimethyl-2-(phenylthio)hexanenitrile —— C15H21NOS
(2RS,4SR)-4-hydroxy-2,5,5-trimethyl-2-(phenylthio)hexanenitrile
—— isohexyl-thiourea —— C7H16N2S
isohexyl-thiourea
—— 2-amidinomethylthio-5-mercapto-1,3,4-thiadiazole —— C4H6N4S3
2-amidinomethylthio-5-mercapto-1,3,4-thiadiazole
—— 1-Phenylmercapto-2-tert.-butoxy-ethan —— C12H18OS
1-Phenylmercapto-2-tert.-butoxy-ethan
—— 2-methylthio-1-vinylimidazole —— C6H8N2S
2-methylthio-1-vinylimidazole
—— methyl (Z)-4-methoxy-3-phenylthio-2-butenoate —— C12H14O3S
methyl (Z)-4-methoxy-3-phenylthio-2-butenoate
—— [3,5-Bis(4-chlorophenylthio)-4H-1,2,6-thiadiazin-4-ylidene]propanedinitrile —— C18H8Cl2N4S3
[3,5-Bis(4-chlorophenylthio)-4H-1,2,6-thiadiazin-4-ylidene]propanedinitrile
—— trimethylsulfonium bromide —— C3H9BrS
trimethylsulfonium bromide
—— 2-nitro-5-(phenylsulfanyl)pyridine —— C11H8N2O2S
2-nitro-5-(phenylsulfanyl)pyridine
—— N-(4-(((3,5-dicyano-4-ethyl-6-(4-methyl-1,4-diazepan-1-yl)pyridin-2-yl)thio)methyl)benzyl)isobutyramide —— C27H34N6OS
N-(4-(((3,5-dicyano-4-ethyl-6-(4-methyl-1,4-diazepan-1-yl)pyridin-2-yl)thio)methyl)benzyl)isobutyramide
—— sorbyl methyl sulfide —— C7H12S
sorbyl methyl sulfide
—— (5R,6R)-6-(3-(3,3,3-trifluoropropylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C12H16F3N3S2
(5R,6R)-6-(3-(3,3,3-trifluoropropylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 2-(6-(2-thioanisyl)-3(Z)-hexene-1,5-diynyl)aniline —— C19H15NS
2-(6-(2-thioanisyl)-3(Z)-hexene-1,5-diynyl)aniline
—— ethyl 4-[(5-mercapto-1,3,4-thiadiazol-2-yl]thio]butyrate —— C8H12N2O2S3
ethyl 4-[(5-mercapto-1,3,4-thiadiazol-2-yl]thio]butyrate
—— 3,7-dimethyl-1,5-bis(phenylthio)-3,7-diazabicyclo<3.3.1>nonan-9-one —— C21H24N2OS2
3,7-dimethyl-1,5-bis(phenylthio)-3,7-diazabicyclo<3.3.1>nonan-9-one
—— 1-Cyclohexenyl-3-(phenylsulfanyl)propanol —— C15H20OS
1-Cyclohexenyl-3-(phenylsulfanyl)propanol
—— 1-Isopropoxymethyl-9-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine —— C21H27N3OS
1-Isopropoxymethyl-9-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(2-chlorobenzyl)thio-1,2,4-thiadiazole —— C15H17ClN2O3S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(2-chlorobenzyl)thio-1,2,4-thiadiazole
—— 4-fluoro-[bis-(methylthio)methylbenzene] —— C9H11FS2
4-fluoro-[bis-(methylthio)methylbenzene]
—— 2-Phenylsulfanyl-1-(1-phenylsulfanyl-cyclopropyl)-ethanol —— C17H18OS2
2-Phenylsulfanyl-1-(1-phenylsulfanyl-cyclopropyl)-ethanol
—— ( + )-2,2'-(Bicyclo<4.4.1>undeca-1'',3'',7'',9''-pentaen-2'',7''-diyl)bis(2H-1,3-benzodithiol) —— C25H18S4
( + )-2,2'-(Bicyclo<4.4.1>undeca-1'',3'',7'',9''-pentaen-2'',7''-diyl)bis(2H-1,3-benzodithiol)
—— 4-methyl-3-{[4-(trifluoromethyl)phenyl]thio}benzoic acid —— C15H11F3O2S
4-methyl-3-{[4-(trifluoromethyl)phenyl]thio}benzoic acid
—— (4S)-4-tert-butyl-3-(2-(2-(phenylthio)phenyl)dodecanoyl)oxazolidin-2-one —— C31H43NO3S
(4S)-4-tert-butyl-3-(2-(2-(phenylthio)phenyl)dodecanoyl)oxazolidin-2-one
—— (1S,3R)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-1-phenyl-5-azaspiro[2.4]heptane —— C22H27N5OS
(1S,3R)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-1-phenyl-5-azaspiro[2.4]heptane
—— (1S,3S)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-1-phenyl-5-azaspiro[2.4]heptane —— C22H27N5OS
(1S,3S)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-1-phenyl-5-azaspiro[2.4]heptane
—— 3-cyclopentyl-2-(3-trifluoromethylsulfanyl-phenyl)propionic acid methyl ester —— C16H19F3O2S
3-cyclopentyl-2-(3-trifluoromethylsulfanyl-phenyl)propionic acid methyl ester
—— 2-tert-butyl-4,6-dimethoxy-5-phenylthiopyrido[3,4-d]pyrimidine —— C19H21N3O2S
2-tert-butyl-4,6-dimethoxy-5-phenylthiopyrido[3,4-d]pyrimidine
—— 1-chloromethyl-4,5-di(pyrimidin-2-ylsulfanyl)pyridazin-6-one —— C13H9ClN6OS2
1-chloromethyl-4,5-di(pyrimidin-2-ylsulfanyl)pyridazin-6-one
—— 2-(3-chloro-phenylsulfanyl)-5-nitro-pyridine —— C11H7ClN2O2S
2-(3-chloro-phenylsulfanyl)-5-nitro-pyridine
—— 2,5-di(methylthio)thiazole —— C5H7NS3
2,5-di(methylthio)thiazole
—— (R)-2-hydroxy-3-(4-methyl-4H-1,2,4-triazol-3-ylthio)-3,4-dihydro-2H-benzo[e][1,2]oxaborinine-8-carboxylic acid —— C12H12BN3O4S
(R)-2-hydroxy-3-(4-methyl-4H-1,2,4-triazol-3-ylthio)-3,4-dihydro-2H-benzo[e][1,2]oxaborinine-8-carboxylic acid
—— 1-chloro-2-methylmercapto-ethane —— C3H7ClS
1-chloro-2-methylmercapto-ethane
—— p-tolyl 2,3-anhydro-6-deoxy-1-thio-β-L-gulopyranoside 1133159-63-3 C13H16O3S
p-tolyl 2,3-anhydro-6-deoxy-1-thio-β-L-gulopyranoside
—— p-tolyl 3,4-anhydro-1-thio-β-L-fucopyranoside 1133159-69-9 C13H16O3S
p-tolyl 3,4-anhydro-1-thio-β-L-fucopyranoside
—— 5-(4-chlorophenyl)-3-[4-(methylthio)phenyl]isoxazole 1190214-78-8 C16H12ClNOS
5-(4-chlorophenyl)-3-[4-(methylthio)phenyl]isoxazole
—— 6-[5-(4-Bromophenyl)furan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 1144110-88-2 C21H15BrN4OS2
6-[5-(4-Bromophenyl)furan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole