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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
—— <i>N</i>-[2-(2-bromo-4-chloro-phenylsulfanyl)-5-isopropoxy-phenyl]-formamide 17802-18-5 C16H15BrClNO2S
<i>N</i>-[2-(2-bromo-4-chloro-phenylsulfanyl)-5-isopropoxy-phenyl]-formamide
—— 2-Amino-2'-brom-4'-chlor-4-hydroxy-diphenylsulfid 17802-08-3 C12H9BrClNOS
2-Amino-2'-brom-4'-chlor-4-hydroxy-diphenylsulfid
—— Tetrakis(vinylsulfonylmethyl)methane 60345-53-1 C13H20O8S4
Tetrakis(vinylsulfonylmethyl)methane
—— 1-Bromo-3-[(4-methylphenyl)sulfanylmethyl]benzene 1457871-25-8 C14H13BrS
1-Bromo-3-[(4-methylphenyl)sulfanylmethyl]benzene
—— N-[4-(4-hydroxy-2-nitro-phenylsulfanyl)-phenyl]-acetamide 943620-64-2 C14H12N2O4S
N-[4-(4-hydroxy-2-nitro-phenylsulfanyl)-phenyl]-acetamide
—— p-octyl sulfoxide phenylacetylene 848837-93-4 C16H22S
p-octyl sulfoxide phenylacetylene
—— ethyl 2,3-dihydrobenzo<b>thiophenecarboxylate 19156-48-0 C11H12O2S
ethyl 2,3-dihydrobenzo<b>thiophenecarboxylate
—— Dipentyl-tetrasulfid 13730-37-5 C10H22S4
Dipentyl-tetrasulfid
—— bis(methylsulfanyl)methane 37826-39-4 C3H7S2
bis(methylsulfanyl)methane
—— 4-[4-(4-fluorophenyl)thiazol-5-yl]-2-methylsulfanylpyrimidine 917808-16-3 C14H10FN3S2
4-[4-(4-fluorophenyl)thiazol-5-yl]-2-methylsulfanylpyrimidine
—— 3,3'-dimercaptoisobutanol 34915-79-2 C4H10OS2
3,3'-dimercaptoisobutanol
—— 2-methylsulfanyl-4-[4-(3-methylphenyl)-thiazol-5-yl]pyrimidine 917808-21-0 C15H13N3S2
2-methylsulfanyl-4-[4-(3-methylphenyl)-thiazol-5-yl]pyrimidine
—— 10,10'-dithio-bis[decylamine] 220008-88-8 C20H44N2S2
10,10'-dithio-bis[decylamine]
—— 1-methoxy-1-(methylthio)allene 22082-42-4 C5H8OS
1-methoxy-1-(methylthio)allene
—— 2-methyl-2-methylsulfanylmethylpropane-1,3-dithiol 350605-42-4 C6H14S3
2-methyl-2-methylsulfanylmethylpropane-1,3-dithiol
—— 4-hydroxy-4-(4-methylthiophenyl)but-2-ynoic acid 1187388-04-0 C11H10O3S
4-hydroxy-4-(4-methylthiophenyl)but-2-ynoic acid
—— 4-[4-(3-fluorophenyl)thiazol-5-yl]-2-methylsulfanylpyrimidine 917808-17-4 C14H10FN3S2
4-[4-(3-fluorophenyl)thiazol-5-yl]-2-methylsulfanylpyrimidine
—— 4-[4-(3-chlorophenyl)thiazol-5-yl]-2-methylsulfanylpyrimidine 917808-19-6 C14H10ClN3S2
4-[4-(3-chlorophenyl)thiazol-5-yl]-2-methylsulfanylpyrimidine
—— 2-(N-phenylaminomethylene)-3(2H)benzo<b>thiophenone 53531-51-4 C15H11NOS
2-(N-phenylaminomethylene)-3(2H)benzo<b>thiophenone
—— 2,2,3,3-tetrafluoro-2,3-dihydrobenzo<b>thiophene 1645-69-8 C8H4F4S
2,2,3,3-tetrafluoro-2,3-dihydrobenzo<b>thiophene
—— 3-hydroxy-2,3-dihydrobenzothiophene 17347-03-4 C8H8OS
3-hydroxy-2,3-dihydrobenzothiophene
—— 2-(t-butylsulfanyl)(ethynyl)benzene 1391908-39-6 C12H14S
2-(t-butylsulfanyl)(ethynyl)benzene
—— 2,2-dimethyl-5-(phenylthiomethylene)-1,3-dioxane-4,6-dione 153498-12-5 C13H12O4S
2,2-dimethyl-5-(phenylthiomethylene)-1,3-dioxane-4,6-dione
—— N,N-Dimethyldithiooxamid 41168-91-6 C4H8N2S2
N,N-Dimethyldithiooxamid
—— 2,2-diethoxyethanethioamide 1378905-89-5 C7H15NO2S
2,2-diethoxyethanethioamide
—— 6-(2,6-dimethylphenyl)-2-methylthio-8,9-dihydroimidazolo[1,2-a]pyrimido[5,6-e]pyrimidin-5-one 847951-02-4 C17H17N5OS
6-(2,6-dimethylphenyl)-2-methylthio-8,9-dihydroimidazolo[1,2-a]pyrimido[5,6-e]pyrimidin-5-one
—— methyl cyclohexanecarbodithionate 5874-05-5 C8H14S2
methyl cyclohexanecarbodithionate
—— S-(2,4,6-Tribromophenyl) dimethylcarbamothioate 61268-36-8 C9H8Br3NOS
S-(2,4,6-Tribromophenyl) dimethylcarbamothioate
—— 3-(4-fluorophenyl)-2-(4-methylthiophenyl)thiophene 88149-82-0 C17H13FS2
3-(4-fluorophenyl)-2-(4-methylthiophenyl)thiophene
—— 7-chloro-2-heptylthio-6-methyl-5H-1,3,4-thiadiazolo-[3,2-a]pyrimidin-5-one 112589-18-1 C13H18ClN3OS2
7-chloro-2-heptylthio-6-methyl-5H-1,3,4-thiadiazolo-[3,2-a]pyrimidin-5-one
—— 2-heptylthio-6-trimethylsilylethynyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-30-7 C17H25N3OS2Si
2-heptylthio-6-trimethylsilylethynyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— 1,2,3-butatriene-2-episulfide 81355-45-5 C8H12S
1,2,3-butatriene-2-episulfide
—— [1,3]diazocane-2-thione 5269-85-2 C6H12N2S
[1,3]diazocane-2-thione
—— 3-Chloromethyl-N,N-dimethyl-4-phenylsulfanyl-benzenesulfonamide 57536-42-2 C15H16ClNO2S2
3-Chloromethyl-N,N-dimethyl-4-phenylsulfanyl-benzenesulfonamide
—— (1'R,5'R,6'S)-6'-methylspiro<1,3-dithiolane-2,7'-<3>-oxabicyclo<3.3.0>octan>-2'-one 124225-11-2 C10H14O2S2
(1'R,5'R,6'S)-6'-methylspiro<1,3-dithiolane-2,7'-<3>-oxabicyclo<3.3.0>octan>-2'-one
—— 6-nitro-2,2'-sulfanediyl-bis-benzothiazole 91960-67-7 C14H7N3O2S3
6-nitro-2,2'-sulfanediyl-bis-benzothiazole
—— (3-nitro-2-pyridyl)-2-thiobenzothiazole 73768-77-1 C12H7N3O2S2
(3-nitro-2-pyridyl)-2-thiobenzothiazole
—— (5-nitro-2-pyridyl)-2-thiobenzothiazole 146724-09-6 C12H7N3O2S2
(5-nitro-2-pyridyl)-2-thiobenzothiazole
—— 2-benzothiazol-2-ylmercapto-quinoline 119993-80-5 C16H10N2S2
2-benzothiazol-2-ylmercapto-quinoline
—— 2,2',2''-[1,3,5]triazine-2,4,6-triyltrissulfanyl-tris-benzothiazole 13850-72-1 C24H12N6S6
2,2',2''-[1,3,5]triazine-2,4,6-triyltrissulfanyl-tris-benzothiazole
—— 2-(2'-thiobenzimidazol)-1,3,5-trinitrobenzene 65263-29-8 C13H7N5O6S
2-(2'-thiobenzimidazol)-1,3,5-trinitrobenzene
—— 2-((2-methyl-1H-indol-3-yl)thio)benzo[d]thiazole 1170720-87-2 C16H12N2S2
2-((2-methyl-1H-indol-3-yl)thio)benzo[d]thiazole
—— O,O-dipropyltrithiodicarbonate 19824-12-5 C8H14O2S3
O,O-dipropyltrithiodicarbonate
—— 4-[(4-Cyanopyridin-2-yl)sulfanyl]pyridine-2-carbonitrile 130562-04-8 C12H6N4S
4-[(4-Cyanopyridin-2-yl)sulfanyl]pyridine-2-carbonitrile
—— bis<methoxy(thiocarbonyl)>sulfide 18804-17-6 C4H6O2S3
bis<methoxy(thiocarbonyl)>sulfide
—— 2-azulen-1-ylsulfanyl-benzothiazole 64988-67-6 C17H11NS2
2-azulen-1-ylsulfanyl-benzothiazole
—— thiodicarbonate O,O-dicyclohexyl ester 139452-51-0 C14H22O2S3
thiodicarbonate O,O-dicyclohexyl ester
—— 2-acetyl-6,7-dihydrothieno<2,3-b><1,4>thiazepin-5(4H)-thione 161939-41-9 C9H9NOS3
2-acetyl-6,7-dihydrothieno<2,3-b><1,4>thiazepin-5(4H)-thione
—— 4-isopropylthiophenyloxirane 1368417-96-2 C11H14OS
4-isopropylthiophenyloxirane
—— dithiocarbonic acid S-methyl ester S-[1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octylsulfanylmethyl)-allyl] ester 950831-83-1 C14H13F13OS3
dithiocarbonic acid S-methyl ester S-[1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octylsulfanylmethyl)-allyl] ester