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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
—— 6-(4-bromophenyl)-4-(methylthio)-2-oxo-2H-pyran-3-carboxylic acid 115411-58-0 C13H9BrO4S
6-(4-bromophenyl)-4-(methylthio)-2-oxo-2H-pyran-3-carboxylic acid
—— 3,4-Bis(butylthio)thiophene 211236-84-9 C12H20S3
3,4-Bis(butylthio)thiophene
—— VUF 8333 2986-36-9 C5H12N4S2
VUF 8333
—— VUF 8335 2986-38-1 C7H16N4S2
VUF 8335
—— VUF 8332 2986-35-8 C4H10N4S2
VUF 8332
—— 1,2-bis(3-mercaptopropylthio)ethane 27431-34-1 C8H18S4
1,2-bis(3-mercaptopropylthio)ethane
—— thiophosphoric acid <i>S</i>-allyl ester <i>O</i>,<i>O</i>'-diisopropyl ester 10428-97-4 C9H19O3PS
thiophosphoric acid <i>S</i>-allyl ester <i>O</i>,<i>O</i>'-diisopropyl ester
—— 5-methyl-3-methylthioisothiazole-4-carbonitrile 82000-50-8 C6H6N2S2
5-methyl-3-methylthioisothiazole-4-carbonitrile
—— ethyl 4-p-tolylthiobutyrate 20458-90-6 C13H18O2S
ethyl 4-p-tolylthiobutyrate
—— 3-Isopropylmercapto-anilin 27122-82-3 C9H13NS
3-Isopropylmercapto-anilin
—— 5-isopropylthio-1-methyl-1H-tetrazole 88276-01-1 C5H10N4S
5-isopropylthio-1-methyl-1H-tetrazole
—— 2,5-Bis[(butoxymethyl)sulfanyl]-1,3,4-thiadiazole 171885-14-6 C12H22N2O2S3
2,5-Bis[(butoxymethyl)sulfanyl]-1,3,4-thiadiazole
—— 5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole 111451-94-6 C4H4F3N3S
5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole
—— 2-Chloro-1-(2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-1-yl)ethan-1-one 827336-95-8 C9H9ClN2OS
2-Chloro-1-(2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazin-1-yl)ethan-1-one
—— 1-<3-Methyl-buten-3-yl>-thioharnstoff 13009-50-2 C6H12N2S
1-<3-Methyl-buten-3-yl>-thioharnstoff
—— 1-isopropyl-5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole 910923-02-3 C7H10F3N3S
1-isopropyl-5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole
—— N-[4-(dimethylamino)phenyl]-1-(3-phenylsulfanylquinoxalin-2-yl)methanimine oxide 111339-53-8 C23H20N4OS
N-[4-(dimethylamino)phenyl]-1-(3-phenylsulfanylquinoxalin-2-yl)methanimine oxide
—— ethyl 4-((4-bromophenyl) thio)butanoate 15085-43-5 C12H15BrO2S
ethyl 4-((4-bromophenyl) thio)butanoate
—— 4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine 1313382-15-8 C15H15ClN4S2
4-[3-(5-chloro-2-thienyl)-1-isopropyl-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine
—— dimethyl sulfoxide; deprotonated form 43630-10-0 C2H7OS
dimethyl sulfoxide; deprotonated form
—— 4-[3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine 1313384-51-8 C12H9ClN4S2
4-[3-(5-chloro-2-thienyl)-1H-pyrazol-4-yl]-2-(methylsulfanyl)pyrimidine
—— dithiopentanoic acid 35329-05-6 C5H10S2
dithiopentanoic acid
—— 2,4-Diphenyl-6-(methylthio)-4H-1,3,4-pyrimido<4,5-e>oxadiazine 74298-49-0 C18H14N4OS
2,4-Diphenyl-6-(methylthio)-4H-1,3,4-pyrimido<4,5-e>oxadiazine
—— 1-bromo-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid methyl ester 808116-12-3 C17H12BrNO3S
1-bromo-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid methyl ester
—— 4-Hydroxy-1-methyl-7-phenylsulfanyl-isoquinoline-3-carboxylic acid methyl ester 808116-13-4 C18H15NO3S
4-Hydroxy-1-methyl-7-phenylsulfanyl-isoquinoline-3-carboxylic acid methyl ester
—— 6-nitro-4-(phenylthio)-1H-indole 1608182-28-0 C14H10N2O2S
6-nitro-4-(phenylthio)-1H-indole
—— 1-(N,N-Dimethyldithiocarbamoyl)-5-hydroxy-5-[1'-(phenylsulfanyl)cyclohexyl]pentane 174784-16-8 C20H31NOS3
1-(N,N-Dimethyldithiocarbamoyl)-5-hydroxy-5-[1'-(phenylsulfanyl)cyclohexyl]pentane
—— 3-hydroxy-2,2-dimethylpropanethiol 15718-66-8 C5H12OS
3-hydroxy-2,2-dimethylpropanethiol
—— N-(2',4'-dinitro-6'-(phenylthio)benzylidene)-4-dimethylaminoaniline 312522-86-4 C21H18N4O4S
N-(2',4'-dinitro-6'-(phenylthio)benzylidene)-4-dimethylaminoaniline
—— 1-Fluoro-4-(isopropylthio)benzene 702-13-6 C9H11FS
1-Fluoro-4-(isopropylthio)benzene
—— S,S'-(1,3,4-thiadiazole-2,5-diyl)bis(2-mercaptopropionic acid) dihydrazide 246539-99-1 C8H14N6O2S3
S,S'-(1,3,4-thiadiazole-2,5-diyl)bis(2-mercaptopropionic acid) dihydrazide
—— phenyl-(2-thiocyanato-phenyl)-amine 15973-81-6 C13H10N2S
phenyl-(2-thiocyanato-phenyl)-amine
—— 4-chloro-2,6-dipropylthiopyrimidine 1314704-85-2 C10H15ClN2S2
4-chloro-2,6-dipropylthiopyrimidine
—— 2-methyl-2-(methylsulfinyl)propanoic acid 3680-05-5 C5H10O3S
2-methyl-2-(methylsulfinyl)propanoic acid
—— (E)-4,4-Dimethyl-5-phenylsulfanyl-pent-2-enoic acid methyl ester 501701-62-8 C14H18O2S
(E)-4,4-Dimethyl-5-phenylsulfanyl-pent-2-enoic acid methyl ester
—— 1,4-bis(2-ethylhexylthio)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]-pyrrole 1370507-71-3 C30H40N2S4
1,4-bis(2-ethylhexylthio)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]-pyrrole
—— 4-(4-methylbenzyl)amino-2,6-dipropylthiopyrimidine 1314704-92-1 C18H25N3S2
4-(4-methylbenzyl)amino-2,6-dipropylthiopyrimidine
—— 3-[[2-[[(1,1-Dimethylethoxy)carbonyl]amino]thiazol-5-yl]thio]benzoic Acid Methyl Ester 439578-77-5 C16H18N2O4S2
3-[[2-[[(1,1-Dimethylethoxy)carbonyl]amino]thiazol-5-yl]thio]benzoic Acid Methyl Ester
—— N'-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]-4-methylbenzenecarboximidamide 86663-46-9 C12H15N5S2
N'-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]-4-methylbenzenecarboximidamide
—— 1-(N,N-Dimethyldithiocarbamoyl)-6-hydroxy-6-[1'-(phenylsulfanyl)cyclohexyl]hexane 174784-17-9 C21H33NOS3
1-(N,N-Dimethyldithiocarbamoyl)-6-hydroxy-6-[1'-(phenylsulfanyl)cyclohexyl]hexane
—— tert-butyl (3-(isopropylthio)pyridin-2-yl)methylcarbamate 918810-86-3 C14H22N2O2S
tert-butyl (3-(isopropylthio)pyridin-2-yl)methylcarbamate
—— 2-amino-5-[(3-carbomethoxyphenyl)thio]thiazole 439578-76-4 C11H10N2O2S2
2-amino-5-[(3-carbomethoxyphenyl)thio]thiazole
—— 1-(N,N-Dimethyldithiocarbamoyl)-4-hydroxy-4-[1'-(phenylsulfanyl)cyclohexyl]butane 174784-15-7 C19H29NOS3
1-(N,N-Dimethyldithiocarbamoyl)-4-hydroxy-4-[1'-(phenylsulfanyl)cyclohexyl]butane
—— (4,6-Bis-phenylsulfanyl-[1,3,5]triazin-2-yl)-trimethyl-ammonium; chloride 341536-88-7 C18H19N4S2*Cl
(4,6-Bis-phenylsulfanyl-[1,3,5]triazin-2-yl)-trimethyl-ammonium; chloride
—— (R)-3-amino-1-(6-((cyclohexylmethyl)thio)pyridin-2-yl)propan-1-ol 1448434-37-4 C15H24N2OS
(R)-3-amino-1-(6-((cyclohexylmethyl)thio)pyridin-2-yl)propan-1-ol
—— tert-butyl N-[(3R)-3-[6-(cyclohexylmethylsulfanyl)pyridin-2-yl]-3-hydroxypropyl]carbamate 1448434-45-4 C20H32N2O3S
tert-butyl N-[(3R)-3-[6-(cyclohexylmethylsulfanyl)pyridin-2-yl]-3-hydroxypropyl]carbamate
—— bis((2-bromobenzo[b]thiophen-3-yl)sulfane) 20896-22-4 C16H8Br2S3
bis((2-bromobenzo[b]thiophen-3-yl)sulfane)
—— benzyl(cyano-3 pyridyl-2) sulfure 89407-37-4 C13H10N2S
benzyl(cyano-3 pyridyl-2) sulfure
—— 3,3'-dibromo-2,2'-dithienyl sulfide 28504-80-5 C8H4Br2S3
3,3'-dibromo-2,2'-dithienyl sulfide
—— 5-(3,5-Dichlorophenylthio)-1-fluoromethyl-4-isopropyl-1H-imidazol-2-ylmethanol 178979-24-3 C14H15Cl2FN2OS
5-(3,5-Dichlorophenylthio)-1-fluoromethyl-4-isopropyl-1H-imidazol-2-ylmethanol