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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
—— Methyl 2-phenylsulfanylcyclohex-3-ene-1-carboxylate 82207-32-7 C14H16O2S
Methyl 2-phenylsulfanylcyclohex-3-ene-1-carboxylate
—— 2-(3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-hexanoic acid ethyl ester 87202-56-0 C11H17N3O4S
2-(3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-hexanoic acid ethyl ester
—— ethyl 6-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]hexanoate 75621-70-4 C11H17N3O4S
ethyl 6-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]hexanoate
—— t-butyl S-3,6-diisobutylpyrazin-2-ylthiolcarbonate 104272-96-0 C17H28N2O2S
t-butyl S-3,6-diisobutylpyrazin-2-ylthiolcarbonate
—— 3-(Bis-phenylsulfanyl-methyl)-cyclopentanone 69814-22-8 C18H18OS2
3-(Bis-phenylsulfanyl-methyl)-cyclopentanone
—— 4-phenylthiomethyl-5-carbethoxy-1,2,3-thiadiazole 80022-44-2 C12H12N2O2S2
4-phenylthiomethyl-5-carbethoxy-1,2,3-thiadiazole
—— 1-[2-(Phenylsulfanyl)cyclohex-3-en-1-yl]ethan-1-one 36715-37-4 C14H16OS
1-[2-(Phenylsulfanyl)cyclohex-3-en-1-yl]ethan-1-one
—— 3-(Tris(phenylthio)methyl)cyclopentanone 69814-17-1 C24H22OS3
3-(Tris(phenylthio)methyl)cyclopentanone
—— Dimethyl 1-(2-methylphenyl)sulfanylethenyl phosphate 5166-28-9 C11H15O4PS
Dimethyl 1-(2-methylphenyl)sulfanylethenyl phosphate
—— 3,4,6-Tri-methylthio-pyridazin 66234-89-7 C7H10N2S3
3,4,6-Tri-methylthio-pyridazin
—— N-(dicyclopropylmethyl)-S-methylisothiourea hydroiodide 1269488-04-1 C9H16N2S*HI
N-(dicyclopropylmethyl)-S-methylisothiourea hydroiodide
—— 4-(2,4-dinitro-phenylsulfanyl)-pyrimidine 73768-68-0 C10H6N4O4S
4-(2,4-dinitro-phenylsulfanyl)-pyrimidine
—— 4-methyl-1,1-bis(methylthio)-3-pentanone 155127-07-4 C8H16OS2
4-methyl-1,1-bis(methylthio)-3-pentanone
—— 2-Methoxycarbonylamino-7-phenylthio-imidazo<1,2-a>pyridin 64064-60-4 C15H13N3O2S
2-Methoxycarbonylamino-7-phenylthio-imidazo<1,2-a>pyridin
—— 2,4-Bis-(3-nitro-pyridyl-2)-pyrimidyl-2,4-dithioether 73768-64-6 C14H8N6O4S2
2,4-Bis-(3-nitro-pyridyl-2)-pyrimidyl-2,4-dithioether
—— 1-[3-(Diphenyl-phosphinoylmethyl)-but-3-en-1-ynyl]-4-methylsulfanyl-benzene 590422-98-3 C24H21OPS
1-[3-(Diphenyl-phosphinoylmethyl)-but-3-en-1-ynyl]-4-methylsulfanyl-benzene
—— 2-amino-7-phenyl-6<i>H</i>-[1,3,5]triazino[2,1-<i>b</i>][1,3,4]thiadiazin-4-ylideneamine 59894-16-5 C11H10N6S
2-amino-7-phenyl-6<i>H</i>-[1,3,5]triazino[2,1-<i>b</i>][1,3,4]thiadiazin-4-ylideneamine
—— 2-[1-Cyano-2,2-bis(methylsulfanyl)ethenyl]-4,6-bis(methylsulfanyl)pyrimidine-5-carbonitrile 58842-47-0 C12H12N4S4
2-[1-Cyano-2,2-bis(methylsulfanyl)ethenyl]-4,6-bis(methylsulfanyl)pyrimidine-5-carbonitrile
—— 6H-1,2,4-Triazolo(4,3-b)(4,1,2)benzothiadiazin-9(9aH)-one, 7,8-dihydro-3,7,7-trimethyl- 60060-31-3 C11H14N4OS
6H-1,2,4-Triazolo(4,3-b)(4,1,2)benzothiadiazin-9(9aH)-one, 7,8-dihydro-3,7,7-trimethyl-
—— tert-butyl 2,2-diethoxyethyl sulphone 120948-16-5 C10H22O4S
tert-butyl 2,2-diethoxyethyl sulphone
—— N,N'-bis-(chlorothioformyl)-N,N'-dimethyl-ethylenediamine 74683-45-7 C6H10Cl2N2S2
N,N'-bis-(chlorothioformyl)-N,N'-dimethyl-ethylenediamine
—— (S)-(+)-2-t-butylthio-3-methylbutanal 155996-74-0 C9H18OS
(S)-(+)-2-t-butylthio-3-methylbutanal
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid butylamide 82118-05-6 C8H15N5S2
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid butylamide
—— 1,4-Bis(p-tolylthiocarbonyl)-piperazin 6442-95-1 C20H22N2O2S2
1,4-Bis(p-tolylthiocarbonyl)-piperazin
—— 2-(3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-decanoic acid ethyl ester 87202-58-2 C15H25N3O4S
2-(3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-decanoic acid ethyl ester
—— 1,5-methylmercapto-3,4-diformylthiophene 24444-93-7 C8H8O2S3
1,5-methylmercapto-3,4-diformylthiophene
—— 2-ethyl-2-(1'-methacrylate of ethyl-1')-1,3-dithiane 211873-55-1 C12H20O2S2
2-ethyl-2-(1'-methacrylate of ethyl-1')-1,3-dithiane
—— [14-[(4-Bromophenyl)sulfanylmethyl]-2-hydroxy-5,5,9-trimethyl-10,15-dioxo-6-tricyclo[11.2.1.04,9]hexadec-1(16)-enyl] acetate 81776-99-0 C28H35BrO5S
[14-[(4-Bromophenyl)sulfanylmethyl]-2-hydroxy-5,5,9-trimethyl-10,15-dioxo-6-tricyclo[11.2.1.04,9]hexadec-1(16)-enyl] acetate
—— 2-(3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-dodecanoic acid ethyl ester 87202-59-3 C17H29N3O4S
2-(3,5-Dioxo-2,3,4,5-tetrahydro-[1,2,4]triazin-6-ylsulfanyl)-dodecanoic acid ethyl ester
—— 5,7-Dimethyl-3-methylthio-isothiazolo<3,4-d>pyrimidin-4,6(5H,7H)-dion 70424-98-5 C8H9N3O2S2
5,7-Dimethyl-3-methylthio-isothiazolo<3,4-d>pyrimidin-4,6(5H,7H)-dion
—— 1,11-dichloro-4,8-dithiaundecane 52716-39-9 C9H18Cl2S2
1,11-dichloro-4,8-dithiaundecane
—— 1-S,4-S-bis(4-fluorophenyl) piperazine-1,4-dicarbothioate 77718-08-2 C18H16F2N2O2S2
1-S,4-S-bis(4-fluorophenyl) piperazine-1,4-dicarbothioate
—— 2,2,2-trifluoroethyl trifluoromethane sulfonate 357333-09-6 C3H2F6O2S
2,2,2-trifluoroethyl trifluoromethane sulfonate
—— 1-S,4-S-bis(4-chlorophenyl) piperazine-1,4-dicarbothioate 77718-09-3 C18H16Cl2N2O2S2
1-S,4-S-bis(4-chlorophenyl) piperazine-1,4-dicarbothioate
—— (cyano-4 pyridyl-3)(hydroxy-2 ethyl) sulfure 89407-38-5 C8H8N2OS
(cyano-4 pyridyl-3)(hydroxy-2 ethyl) sulfure
—— 1-Hydroxy-1-(1-oxido-2-pyridyl)-2-(phenylthio)ethan 69062-63-1 C13H13NO2S
1-Hydroxy-1-(1-oxido-2-pyridyl)-2-(phenylthio)ethan
—— S~1~,S~4~-Diphenyl piperazine-1,4-dicarbothioate 77718-07-1 C18H18N2O2S2
S~1~,S~4~-Diphenyl piperazine-1,4-dicarbothioate
—— 5-phenylthio-3-t-butyl-6-methylsalicylic acid 59266-67-0 C18H20O3S
5-phenylthio-3-t-butyl-6-methylsalicylic acid
—— 6-chloro-N-(5-methyl-1H-pyrazol-3-yl)-2-(methylthio)pyrimidin-4-amine 936850-01-0 C9H10ClN5S
6-chloro-N-(5-methyl-1H-pyrazol-3-yl)-2-(methylthio)pyrimidin-4-amine
—— 3-{(Z)-[2,6-Bis(butylsulfanyl)pyridin-3-yl]-NNO-azoxy}-2,6-bis(butylsulfanyl)pyridine 88753-49-5 C26H40N4OS4
3-{(Z)-[2,6-Bis(butylsulfanyl)pyridin-3-yl]-NNO-azoxy}-2,6-bis(butylsulfanyl)pyridine
—— (R)-1-(2-((S)-2-(tert-butyldimethylsilyloxy)propyl)-1,3-dithian-2-yl)pent-4-en-2-ol 1147012-65-4 C18H36O2S2Si
(R)-1-(2-((S)-2-(tert-butyldimethylsilyloxy)propyl)-1,3-dithian-2-yl)pent-4-en-2-ol
—— 2-Amino-4-pyrazol-1-yl-6-(2-pyridin-2-yl-ethylsulfanyl)-pyrimidine-5-carbonitrile 357288-59-6 C15H13N7S
2-Amino-4-pyrazol-1-yl-6-(2-pyridin-2-yl-ethylsulfanyl)-pyrimidine-5-carbonitrile
—— 2-methanesulfonyl-2-methyl-propionic acid 25841-43-4 C5H10O4S
2-methanesulfonyl-2-methyl-propionic acid
—— 1,1-bis-(phenylthio)pent-3-en-2-ol 88130-75-0 C17H18OS2
1,1-bis-(phenylthio)pent-3-en-2-ol
—— 3-Amino-4-[(E)-benzylideneamino]-5-(methylsulfanyl)thiophene-2-carbonitrile 74013-15-3 C13H11N3S2
3-Amino-4-[(E)-benzylideneamino]-5-(methylsulfanyl)thiophene-2-carbonitrile
—— 5-phenylthiopent-3-yn-2-one 305805-83-8 C11H10OS
5-phenylthiopent-3-yn-2-one
—— Tert-butyl-(2-ethenylsulfonylethoxy)-dimethylsilane 1196073-21-8 C10H22O3SSi
Tert-butyl-(2-ethenylsulfonylethoxy)-dimethylsilane
—— 3,4:10,11-Dibenzo-6,13-dichlortriphenodithiazin 70753-50-3 C26H12Cl2N2S2
3,4:10,11-Dibenzo-6,13-dichlortriphenodithiazin
—— Allyl-N,N-dipropylthiolcarbamat 18283-62-0 C10H19NOS
Allyl-N,N-dipropylthiolcarbamat
—— 5-phenylthiopent-3-yn-2-ol 122663-76-7 C11H12OS
5-phenylthiopent-3-yn-2-ol