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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
—— 1,4-bis-methanethio-2-butyne 26842-67-1 C6H10S2
1,4-bis-methanethio-2-butyne
—— 4-methylpent-3-ene-1-thiol 127480-87-9 C6H12S
4-methylpent-3-ene-1-thiol
—— 1-Phenylthio-1-(trimethylsilyl)-1-nonene 115993-80-1 C18H30SSi
1-Phenylthio-1-(trimethylsilyl)-1-nonene
—— 4-(phenylmethylthio)thiazole 89501-98-4 C10H9NS2
4-(phenylmethylthio)thiazole
—— 2-(2-Hydroxy-ethylsulfanyl)-pyridin-3-ol 77764-11-5 C7H9NO2S
2-(2-Hydroxy-ethylsulfanyl)-pyridin-3-ol
—— 6-amino-2-phenylthiobenzothiazole 76006-91-2 C13H10N2S2
6-amino-2-phenylthiobenzothiazole
—— 6-amino-1,4,7,9-tetraazabenzo<b>phenothiazine 77708-95-3 C12H8N6S
6-amino-1,4,7,9-tetraazabenzo<b>phenothiazine
—— 2-<1-(4-Chlorphenylthio)heptyliden>-6,6-dimethylcyclohexanon 90474-98-9 C21H29ClOS
2-<1-(4-Chlorphenylthio)heptyliden>-6,6-dimethylcyclohexanon
—— O-ethyl S-{4-[5-(hydroxymethyl)thien-2-yl]-1,3-thiazol-2-yl} thiocarbonate 1027417-59-9 C11H11NO3S3
O-ethyl S-{4-[5-(hydroxymethyl)thien-2-yl]-1,3-thiazol-2-yl} thiocarbonate
—— (2S,3R,4S,5R)-3,4,5-trimethoxy-2-(phenylthio)tetrahydro-2H-pyran 870096-05-2 C14H20O4S
(2S,3R,4S,5R)-3,4,5-trimethoxy-2-(phenylthio)tetrahydro-2H-pyran
—— 7-Methyl-3-thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428566-39-5 C17H11F3N4S2
7-Methyl-3-thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 8-Methyl-3-thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428566-40-8 C17H11F3N4S2
8-Methyl-3-thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 4-Methoxy-3,5-dimethyl-2-(5-thiophen-2-yl-[1,3,4]oxadiazol-2-ylsulfanylmethyl)-pyridine 197371-68-9 C15H15N3O2S2
4-Methoxy-3,5-dimethyl-2-(5-thiophen-2-yl-[1,3,4]oxadiazol-2-ylsulfanylmethyl)-pyridine
—— 3-Thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428565-56-3 C16H9F3N4S2
3-Thiophen-2-yl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— 3-(2-Thienyl)-4-methyl-5-methylthio-4H-1,2,4-triazole 116850-51-2 C8H9N3S2
3-(2-Thienyl)-4-methyl-5-methylthio-4H-1,2,4-triazole
—— ethyl 2-((6-chloropyridazin-3-yl)thio)propanoate 89981-29-3 C8H9ClN2O2S
ethyl 2-((6-chloropyridazin-3-yl)thio)propanoate
—— 1-Methylsulfanyl-3-(3-methylsulfanyl-[1,2,4]triazin-5-yl)-5,6,7,8,9,10-hexahydro-cycloocta[c]pyridine 501117-58-4 C16H20N4S2
1-Methylsulfanyl-3-(3-methylsulfanyl-[1,2,4]triazin-5-yl)-5,6,7,8,9,10-hexahydro-cycloocta[c]pyridine
—— tert-Butoxycarbonyl-isothiocyanat 78366-57-1 C6H9NO2S
tert-Butoxycarbonyl-isothiocyanat
—— 3,3'-bis(methylsulfanyl)-5,5'-bi-1,2,4-triazine 42836-88-4 C8H8N6S2
3,3'-bis(methylsulfanyl)-5,5'-bi-1,2,4-triazine
—— N-(2-Amino-ethyl)-N'-(5-chloro-2-phenylsulfanyl-phenyl)-propane-1,3-diamine 180145-05-5 C17H22ClN3S
N-(2-Amino-ethyl)-N'-(5-chloro-2-phenylsulfanyl-phenyl)-propane-1,3-diamine
—— 1-Methylsulfanyl-3-(3-methylsulfanyl-[1,2,4]triazin-5-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[c]pyridine 287102-87-8 C15H18N4S2
1-Methylsulfanyl-3-(3-methylsulfanyl-[1,2,4]triazin-5-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[c]pyridine
—— 1-Methylsulfanyl-3-(3-methylsulfanyl-1,2,4-triazin-5-yl)-5,6,7,8-tetrahydroisoquinoline 287102-86-7 C14H16N4S2
1-Methylsulfanyl-3-(3-methylsulfanyl-1,2,4-triazin-5-yl)-5,6,7,8-tetrahydroisoquinoline
—— 1-methylsulfanyl-3-(3-methylsulfanyl-1,2,4-triazin-5-yl)-6,7-dihydro-5H-cyclopenta[c]pyridine 287102-85-6 C13H14N4S2
1-methylsulfanyl-3-(3-methylsulfanyl-1,2,4-triazin-5-yl)-6,7-dihydro-5H-cyclopenta[c]pyridine
—— 3,4-bis(methylthio)isothiazole-5-carbonitrile 75083-17-9 C6H6N2S3
3,4-bis(methylthio)isothiazole-5-carbonitrile
—— N-[3-[4-(2-aminoethyl)piperazin-1-yl]propyl]-5-chloro-2-phenylsulfanylaniline 180145-13-5 C21H29ClN4S
N-[3-[4-(2-aminoethyl)piperazin-1-yl]propyl]-5-chloro-2-phenylsulfanylaniline
—— 1-Methyl-3-(3-methylmercaptoisothiazol-5-yl)urea 108281-24-9 C6H9N3OS2
1-Methyl-3-(3-methylmercaptoisothiazol-5-yl)urea
—— 3-(methylsulfanyl)-5-[6-(methylsulfanyl)pyridin-2-yl]-1,2,4-triazine 501117-53-9 C10H10N4S2
3-(methylsulfanyl)-5-[6-(methylsulfanyl)pyridin-2-yl]-1,2,4-triazine
—— 2-thiocarbamoyl-thioacetimidic acid methyl ester 67209-06-7 C4H8N2S2
2-thiocarbamoyl-thioacetimidic acid methyl ester
—— but-3-yn-2-yl(p-tolyl)sulfane 61783-84-4 C11H12S
but-3-yn-2-yl(p-tolyl)sulfane
—— 3-(phenylsulfenyl)-1-butyne 13610-06-5 C10H10S
3-(phenylsulfenyl)-1-butyne
—— (4-methylpent-1-yn-3-yl)(phenyl)sulfane 77084-83-4 C12H14S
(4-methylpent-1-yn-3-yl)(phenyl)sulfane
—— (Z)-1-phenyl-4-(phenylthio)pent-3-en-1-ol 76120-59-7 C17H18OS
(Z)-1-phenyl-4-(phenylthio)pent-3-en-1-ol
—— (R)-N-tertbutyloxycarbonyl-1-phenylthio-2-propylamine 155768-96-0 C14H21NO2S
(R)-N-tertbutyloxycarbonyl-1-phenylthio-2-propylamine
—— (R)-1-methyl-2-phenylsylfanylethylamine 122673-69-2 C9H13NS
(R)-1-methyl-2-phenylsylfanylethylamine
—— (2-cyanoethyl)thiourea 30381-21-6 C4H7N3S
(2-cyanoethyl)thiourea
—— 4,4'-dichloro-3,6,3',6'-tetramethyl-2,2'-sulfanediyl-di-phenol 103998-38-5 C16H16Cl2O2S
4,4'-dichloro-3,6,3',6'-tetramethyl-2,2'-sulfanediyl-di-phenol
—— 2-[[5-(2-Chloro-4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetic acid 1038341-15-9 C10H6ClFN2O3S
2-[[5-(2-Chloro-4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetic acid
—— 3-Methoxy-5-(2-oxo-propylsulfanyl)-isothiazole-4-carbonitrile 77726-74-0 C8H8N2O2S2
3-Methoxy-5-(2-oxo-propylsulfanyl)-isothiazole-4-carbonitrile
—— methyl [3-(dioxolan-2-yl)-thiophen-2-ylthio]acetate 122267-20-3 C10H12O4S2
methyl [3-(dioxolan-2-yl)-thiophen-2-ylthio]acetate
—— methyl <(3-formylthiophene-2-yl)thio>acetate 19685-82-6 C8H8O3S2
methyl <(3-formylthiophene-2-yl)thio>acetate
—— methyl (E)-3-methyl-4-hexenedithioate 146550-33-6 C8H14S2
methyl (E)-3-methyl-4-hexenedithioate
—— 2,3-Bis(tert-butylsulfanyl)-5,6,7,8-tetrahydroindolizine 67036-42-4 C16H27NS2
2,3-Bis(tert-butylsulfanyl)-5,6,7,8-tetrahydroindolizine
—— 5-(methylsulfanyl)pyridine-2-carbonitrile 848141-12-8 C7H6N2S
5-(methylsulfanyl)pyridine-2-carbonitrile
—— 6,6’-thiobis-(2,4-dibromophenol) 57547-97-4 C12H6Br4O2S
6,6’-thiobis-(2,4-dibromophenol)
—— 5,5'-dibromo-2,2'-dihydroxydiphenyl sulfide 5336-22-1 C12H8Br2O2S
5,5'-dibromo-2,2'-dihydroxydiphenyl sulfide
—— (5-Isopropylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid allyl ester 141992-81-6 C9H13N3O2S2
(5-Isopropylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid allyl ester
—— 4-(3-Bromophenylthio)-6-chloroquinazoline 1202228-27-0 C14H8BrClN2S
4-(3-Bromophenylthio)-6-chloroquinazoline
—— 2-[[4-(2-Amino-2-oxoethyl)-5-propyl-4H-1,2,4-triazol-3-yl]thio]acetic acid 1038373-42-0 C9H14N4O3S
2-[[4-(2-Amino-2-oxoethyl)-5-propyl-4H-1,2,4-triazol-3-yl]thio]acetic acid
—— 1-Phenyl-2-(phenylthio)-3-buten-1-ol 76126-88-0 C16H16OS
1-Phenyl-2-(phenylthio)-3-buten-1-ol
—— 2-Cyclohexenyl-butyl-sulfid 18508-18-4 C10H18S
2-Cyclohexenyl-butyl-sulfid