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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
—— 3-{4-[4-(3-Hydroxy-propyl)-2-trifluoromethyl-phenylsulfanyl]-3-trifluoromethyl-phenyl)-propan-1-ol 719293-96-6 C20H20F6O2S
3-{4-[4-(3-Hydroxy-propyl)-2-trifluoromethyl-phenylsulfanyl]-3-trifluoromethyl-phenyl)-propan-1-ol
—— 2-methyl-5-(2-thienylmethyl)-4-(phenylsulfanyl)thiazole 1167412-47-6 C15H13NS3
2-methyl-5-(2-thienylmethyl)-4-(phenylsulfanyl)thiazole
—— (5-Brompentyl)-(4-bromphenyl)-sulfid 16181-16-1 C11H14Br2S
(5-Brompentyl)-(4-bromphenyl)-sulfid
—— 5-(4-Amino-phenylsulfanyl)-thiophene-2-sulfonic acid amide 63031-88-9 C10H10N2O2S3
5-(4-Amino-phenylsulfanyl)-thiophene-2-sulfonic acid amide
—— 1-(4-aminophenylthio)naphthalene 76180-77-3 C16H13NS
1-(4-aminophenylthio)naphthalene
—— 2,2-bis(phenylthio)-1-methylcyclopropanecarbonitrile 100082-43-7 C17H15NS2
2,2-bis(phenylthio)-1-methylcyclopropanecarbonitrile
—— 4-[[(4-propyl-4H-1,2,4-triazol-3-yl)methyl]sulfanyl]aniline 742100-94-3 C12H16N4S
4-[[(4-propyl-4H-1,2,4-triazol-3-yl)methyl]sulfanyl]aniline
—— 2-(2-hydroxymethyl-1-pyrrolidinyl)-4-phenylthio-5-[N-(2-pyrimidylmethyl)carbamoyl]pyrimidine 330786-26-0 C21H22N6O2S
2-(2-hydroxymethyl-1-pyrrolidinyl)-4-phenylthio-5-[N-(2-pyrimidylmethyl)carbamoyl]pyrimidine
—— 1-(3-Methylsulfanyl-phenyl)-cyclohexylamine 125802-13-3 C13H19NS
1-(3-Methylsulfanyl-phenyl)-cyclohexylamine
—— (2-allylsulfanyl-benzyl)-carbamic acid tert-butyl ester 857499-95-7 C15H21NO2S
(2-allylsulfanyl-benzyl)-carbamic acid tert-butyl ester
—— Tris(methyldisulfanyl)methane 5418-89-3 C4H10S6
Tris(methyldisulfanyl)methane
—— 1-(2-methylisopropylsulfonyl)-2-butene 120454-02-6 C8H16O2S
1-(2-methylisopropylsulfonyl)-2-butene
—— diethyl 5,5'-thiobis(2-aminobenzoate) 907964-68-5 C18H20N2O4S
diethyl 5,5'-thiobis(2-aminobenzoate)
—— 2-(3-chlorophenylthio)acetohydrazide 1255527-45-7 C8H9ClN2OS
2-(3-chlorophenylthio)acetohydrazide
—— 5-[6-(3-Fluorophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-10-2 C14H8FN5S2
5-[6-(3-Fluorophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 5-[6-(3-Bromophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-06-6 C14H8BrN5S2
5-[6-(3-Bromophenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 5-(6-Phenylsulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-1,3-thiazole 1428566-22-6 C14H9N5S2
5-(6-Phenylsulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-1,3-thiazole
—— 5-[6-[3-(Trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428565-70-1 C15H8F3N5S2
5-[6-[3-(Trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 5-[6-(3-Tert-butylphenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-14-6 C18H17N5S2
5-[6-(3-Tert-butylphenyl)sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 2-(4-chlorophenyl)sulfanyl-N,N-dipentylacetamide 5431-58-3 C18H28ClNOS
2-(4-chlorophenyl)sulfanyl-N,N-dipentylacetamide
—— 5-[6-[3-(Trifluoromethoxy)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-16-8 C15H8F3N5OS2
5-[6-[3-(Trifluoromethoxy)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— 2-(4-aminophenylthio)-6-(azetidin-1-yl)-N-(3-methyl-1H-pyrazol-5-yl)pyrimidin-4-amine 936848-90-7 C17H19N7S
2-(4-aminophenylthio)-6-(azetidin-1-yl)-N-(3-methyl-1H-pyrazol-5-yl)pyrimidin-4-amine
—— 2-(5-Methoxy-1H-benzimidazol-2-yl thio) benzenamine 112903-29-4 C14H13N3OS
2-(5-Methoxy-1H-benzimidazol-2-yl thio) benzenamine
—— N-[6-Chloro-3-(4-chloro-phenylsulfanyl)-imidazo[1,2-a]pyridin-2-yl]-2,2,2-trifluoro-acetamide 209971-52-8 C15H8Cl2F3N3OS
N-[6-Chloro-3-(4-chloro-phenylsulfanyl)-imidazo[1,2-a]pyridin-2-yl]-2,2,2-trifluoro-acetamide
—— 2-Cyclopropylsulfanyl-pyridine 127878-53-9 C8H9NS
2-Cyclopropylsulfanyl-pyridine
—— 1-ethyl-4-(methylsulfanyl)pyrimidin-2(1H)-one 25855-36-1 C7H10N2OS
1-ethyl-4-(methylsulfanyl)pyrimidin-2(1H)-one
—— 2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one 1178542-69-2 C14H11Cl2N3OS2
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
—— 2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one 1178542-67-0 C16H17N3O3S2
2-amino-5-[(2,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
—— 2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one 1178542-76-1 C16H17N3O3S2
2-amino-5-[(3,5-dimethoxyphenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
—— 2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one 1178542-71-6 C13H12N4OS2
2-amino-6-ethyl-5-(pyridin-4-ylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
—— 2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one 1178542-64-7 C14H13N3OS2
2-amino-6-ethyl-5-(phenylsulfanyl)thieno[2,3-d]pyrimidin-4(3H)-one
—— 2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one 1178542-74-9 C14H12BrN3OS2
2-amino-5-[(4-bromophenyl)sulfanyl]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one
—— N-(3-(6-amino-8-((6-ethynylbenzo[d][1,3]dioxol-5-yl)thio)-9H-purin-9-yl)propyl)pivalamide 1402546-48-8 C22H24N6O3S
N-(3-(6-amino-8-((6-ethynylbenzo[d][1,3]dioxol-5-yl)thio)-9H-purin-9-yl)propyl)pivalamide
—— (4-methylsulfanyl-phenyl)-arsonic acid 5410-38-8 C7H9AsO3S
(4-methylsulfanyl-phenyl)-arsonic acid
—— N,N,N',N'-Tetrabutylthiourea 2422-89-1 C17H36N2S
N,N,N',N'-Tetrabutylthiourea
—— α-Formyl-α-<4-chlor-phenylmercapto>-essigsaeure-aethylester 78090-21-8 C11H11ClO3S
α-Formyl-α-<4-chlor-phenylmercapto>-essigsaeure-aethylester
—— 2-(4-chlorophenyl)sulfanyl-N-methyl-N-propan-2-ylacetamide 5429-15-2 C12H16ClNOS
2-(4-chlorophenyl)sulfanyl-N-methyl-N-propan-2-ylacetamide
—— (Pyridin-2-ylsulfanyl)-acetic acid [1-(2-hydroxy-phenyl)-meth-(Z)-ylidene]-hydrazide 132371-32-5 C14H13N3O2S
(Pyridin-2-ylsulfanyl)-acetic acid [1-(2-hydroxy-phenyl)-meth-(Z)-ylidene]-hydrazide
—— (Pyridin-2-ylsulfanyl)-acetic acid hydrazide 104496-91-5 C7H9N3OS
(Pyridin-2-ylsulfanyl)-acetic acid hydrazide
—— 2-(2-methyl-1,3-dithiolan-2-yl)propanal 1413945-58-0 C7H12OS2
2-(2-methyl-1,3-dithiolan-2-yl)propanal
—— (3-Chloro-4-phenylsulfanylphenyl)methanol 1260497-64-0 C13H11ClOS
(3-Chloro-4-phenylsulfanylphenyl)methanol
—— (o-Chlorphenylthio)-acetamid 101080-59-5 C8H8ClNOS
(o-Chlorphenylthio)-acetamid
—— (3R,5R)-3-[(R)-(6S)-1,4-dioxa-8-thiaspiro[4.5]dec-6-yl-(methoxymethoxy)methyl]-5-[(1R,2S)-2-(2-methyl-1,3-dithiolan-2-yl)-1-hydroxypropyl]tetrahydro-4H-thiopyran-4-one 1413946-03-8 C22H36O6S4
(3R,5R)-3-[(R)-(6S)-1,4-dioxa-8-thiaspiro[4.5]dec-6-yl-(methoxymethoxy)methyl]-5-[(1R,2S)-2-(2-methyl-1,3-dithiolan-2-yl)-1-hydroxypropyl]tetrahydro-4H-thiopyran-4-one
—— (3R,5R)-3-[(R)-(6S)-1,4-dioxa-8-thiaspiro[4.5]dec-6-yl-(methoxymethoxy)methyl]-5-[(1S,2R)-2-(2-methyl-1,3-dithiolan-2-yl)-1-hydroxypropyl]tetrahydro-4H-thiopyran-4-one 1413945-86-4 C22H36O6S4
(3R,5R)-3-[(R)-(6S)-1,4-dioxa-8-thiaspiro[4.5]dec-6-yl-(methoxymethoxy)methyl]-5-[(1S,2R)-2-(2-methyl-1,3-dithiolan-2-yl)-1-hydroxypropyl]tetrahydro-4H-thiopyran-4-one
—— 2-(3-chlorophenylthio)propanehydrazide 1255526-61-4 C9H11ClN2OS
2-(3-chlorophenylthio)propanehydrazide
—— μ-disulfido-1,2-dithio-dicarbonic acid bis-(2-hydroxy-ethylamide) 94023-51-5 C6H12N2O2S4
μ-disulfido-1,2-dithio-dicarbonic acid bis-(2-hydroxy-ethylamide)
—— 3-Bromo-4-(phenylthio)-benzonitrile 869854-58-0 C13H8BrNS
3-Bromo-4-(phenylthio)-benzonitrile
—— N1,N1,N4,N4-Tetracyclohexyl-1,4-tetrasulfanedicarbothioamide 5439-79-2 C26H44N2S6
N1,N1,N4,N4-Tetracyclohexyl-1,4-tetrasulfanedicarbothioamide
—— o-Ethyl o-pentyl dithiodicarbonate 5439-65-6 C9H16O3S2
o-Ethyl o-pentyl dithiodicarbonate
—— 1,1'-Trithiobis(N,N-dicyclohexylmethanethioamide 6317-83-5 C26H44N2S5
1,1'-Trithiobis(N,N-dicyclohexylmethanethioamide