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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
—— ethyl 2,3,5,6-tetrafluorophenyl sulphide 78522-94-8 C8H6F4S
ethyl 2,3,5,6-tetrafluorophenyl sulphide
—— 1-methylsulfanylmethoxy-hexane 66675-05-6 C8H18OS
1-methylsulfanylmethoxy-hexane
—— (R)-2-((R)-2-Methyl-1-methylsulfanylmethoxy-allyl)-oxirane 251305-18-7 C8H14O2S
(R)-2-((R)-2-Methyl-1-methylsulfanylmethoxy-allyl)-oxirane
—— 1,4-bis(diphenylphosphino)ethylthiobenzene 289909-61-1 C34H32P2S2
1,4-bis(diphenylphosphino)ethylthiobenzene
—— 5-Hydrazino-6-benzylthio-as-triazin-3(2H)-on 32331-04-7 C10H11N5OS
5-Hydrazino-6-benzylthio-as-triazin-3(2H)-on
—— 3,6-dimethyl-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 1050440-02-2 C6H8N4S
3,6-dimethyl-5H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 1,4-bis(6-chloro-s-tetrazin-3-ylthio)butane 1206227-55-5 C8H8Cl2N8S2
1,4-bis(6-chloro-s-tetrazin-3-ylthio)butane
—— 2-methylthio-4-chloro-6-(4-methyl-piperidin-1-yl)-5-isopropyl-pyrimidine 1111757-48-2 C14H22ClN3S
2-methylthio-4-chloro-6-(4-methyl-piperidin-1-yl)-5-isopropyl-pyrimidine
—— 6-(4-Chloro-phenyl)-3-methyl-7-phenylsulfanyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 153235-57-5 C17H13ClN4S2
6-(4-Chloro-phenyl)-3-methyl-7-phenylsulfanyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-methyl-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazin-6-one 54025-84-2 C5H6N4OS
3-methyl-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazin-6-one
—— 4-Amino-3-benzylthio-5-methyl-4H-1,2,4-triazole 90871-40-2 C10H12N4S
4-Amino-3-benzylthio-5-methyl-4H-1,2,4-triazole
—— 3-Methyl-5-prop-2-ynylsulfanyl-1,2,4-triazol-4-amine 1050439-98-9 C6H8N4S
3-Methyl-5-prop-2-ynylsulfanyl-1,2,4-triazol-4-amine
—— 3,9-dimethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 66933-15-1 C10H14N4S
3,9-dimethyl-7,8,9,9a-tetrahydro-6<i>H</i>-benzo[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— tert-butyl {2-[(2-hydroxyethyl)sulfonyl]-1,1-dimethylethyl}carbamate 947665-49-8 C11H23NO5S
tert-butyl {2-[(2-hydroxyethyl)sulfonyl]-1,1-dimethylethyl}carbamate
—— 3-methyl-6-<i>p</i>-tolyl-7<i>H</i>-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 54025-91-1 C12H12N4S
3-methyl-6-<i>p</i>-tolyl-7<i>H</i>-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 2,2-Bis-(2-chloro-ethylsulfanyl)-N-methyl-acetamide 164725-79-5 C7H13Cl2NOS2
2,2-Bis-(2-chloro-ethylsulfanyl)-N-methyl-acetamide
—— 5-n-Heptylthio-1,3,4-thiadiazolyl-2-amin 33313-10-9 C9H17N3S2
5-n-Heptylthio-1,3,4-thiadiazolyl-2-amin
—— 3,5-bis-methylsulfanyl-6-phenylsulfanyl-[1,2,4]triazine 32331-00-3 C11H11N3S3
3,5-bis-methylsulfanyl-6-phenylsulfanyl-[1,2,4]triazine
—— 6-(4-chloro-phenyl)-3-methyl-7<i>H</i>-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 54025-90-0 C11H9ClN4S
6-(4-chloro-phenyl)-3-methyl-7<i>H</i>-[1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 3-Methyl-7-phenylsulfanyl-6-p-tolyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 153235-50-8 C18H16N4S2
3-Methyl-7-phenylsulfanyl-6-p-tolyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— β-Hydroxyethyl-β-hydroxyisopropyl-sulfid 39093-47-5 C5H12O2S
β-Hydroxyethyl-β-hydroxyisopropyl-sulfid
—— 3-methyl-(1:2:4)-triazolo-[3,4-b](1,3,4)thiadiazepino(6,7-3,2)quinoline 246221-76-1 C13H9N5S
3-methyl-(1:2:4)-triazolo-[3,4-b](1,3,4)thiadiazepino(6,7-3,2)quinoline
—— 7-(4-Chloro-phenylsulfanyl)-3-methyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 153235-46-2 C17H13ClN4S2
7-(4-Chloro-phenylsulfanyl)-3-methyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— chloromethyl-(2-chloro-propyl)-sulfide 98023-00-8 C4H8Cl2S
chloromethyl-(2-chloro-propyl)-sulfide
—— 2,2-Bis-(2-chloro-ethanesulfonyl)-N-methyl-acetamide 164725-80-8 C7H13Cl2NO5S2
2,2-Bis-(2-chloro-ethanesulfonyl)-N-methyl-acetamide
—— 2-heptylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-21-6 C13H19N3O2S2
2-heptylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— Bis-(2-chloro-ethylsulfanyl)-acetic acid methyl ester 164725-78-4 C7H12Cl2O2S2
Bis-(2-chloro-ethylsulfanyl)-acetic acid methyl ester
—— 2-[(3,5-Difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propane-1,3-diol 1100362-34-2 C16H13F5O2S
2-[(3,5-Difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propane-1,3-diol
—— (S)-3-((S)-3-(4-(3-(4-(trifluoromethyl)phenylthio)benzyloxy)-phenyl)-3-(isoxazol-3-yl)propanoyl)-4-benzyloxazolidin-2-one 1011531-75-1 C36H29F3N2O5S
(S)-3-((S)-3-(4-(3-(4-(trifluoromethyl)phenylthio)benzyloxy)-phenyl)-3-(isoxazol-3-yl)propanoyl)-4-benzyloxazolidin-2-one
—— 7-(3,5-difluoro-phenylsulfanyl)-3,4-dihydro-1H-benzo[4,5]furo[2,3-c]pyridine-2-carboxylic acid tert-butyl ester 1315689-49-6 C22H21F2NO3S
7-(3,5-difluoro-phenylsulfanyl)-3,4-dihydro-1H-benzo[4,5]furo[2,3-c]pyridine-2-carboxylic acid tert-butyl ester
—— 1-[(2-bromoethyl)thio]-3,5-difluorobenzene 333783-60-1 C8H7BrF2S
1-[(2-bromoethyl)thio]-3,5-difluorobenzene
—— sulfure de propargyle et d'ethanethiol-2 77214-01-8 C5H8S2
sulfure de propargyle et d'ethanethiol-2
—— 2-heptylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-28-3 C12H17N3OS2
2-heptylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— Dimethyl 2-[(3,5-difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate 1100362-33-1 C18H13F5O4S
Dimethyl 2-[(3,5-difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate
—— 3,4,9,10-dibenzo-2,5,8,11-tetrathiadodecane 56977-01-6 C16H18S4
3,4,9,10-dibenzo-2,5,8,11-tetrathiadodecane
—— 3-[(4-chloro-2-nitrophenyl)thio]-1H-indole 1210054-36-6 C14H9ClN2O2S
3-[(4-chloro-2-nitrophenyl)thio]-1H-indole
—— 1,3-bis(2-hydroxyethylsulfonyl)propane 41123-71-1 C7H16O6S2
1,3-bis(2-hydroxyethylsulfonyl)propane
—— Phenyl-1-p-phenylbutan-4-ol-sulfid 60270-07-7 C16H18OS
Phenyl-1-p-phenylbutan-4-ol-sulfid
—— 1-Methyl-3,4-dichloro-5-(4-chlorobenzylthio)pyrazole 93561-32-1 C11H9Cl3N2S
1-Methyl-3,4-dichloro-5-(4-chlorobenzylthio)pyrazole
—— rel-(2R,3R)-3-isopropenyl-4-(phenylthio)-1,2-butanediol acetonide 100572-43-8 C16H22O2S
rel-(2R,3R)-3-isopropenyl-4-(phenylthio)-1,2-butanediol acetonide
—— 4-(3-carboxyphenylsulphanyl)-2-chloropyrimidine 213747-68-3 C11H7ClN2O2S
4-(3-carboxyphenylsulphanyl)-2-chloropyrimidine
—— 11,14-Dithia-2,4,21,23-tetrazatetracyclo[22.2.2.05,10.015,20]octacosa-1(27),5,7,9,15,17,19,24(28),25-nonaene-3,22-dione 1087160-66-4 C22H20N4O2S2
11,14-Dithia-2,4,21,23-tetrazatetracyclo[22.2.2.05,10.015,20]octacosa-1(27),5,7,9,15,17,19,24(28),25-nonaene-3,22-dione
—— 3-{2-[(2,2,2-trifluoroethyl)sulfanyl]pyrimidin-4-yl}1,2,4-oxadiazol-5(4H)-one 1360692-34-7 C8H5F3N4O2S
3-{2-[(2,2,2-trifluoroethyl)sulfanyl]pyrimidin-4-yl}1,2,4-oxadiazol-5(4H)-one
—— Dicyclopropyl-[3-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-phenyl]-methanol 944924-34-9 C29H25N3OS
Dicyclopropyl-[3-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-phenyl]-methanol
—— 5-bromo-2-(methylthio)phenol 107724-65-2 C7H7BrOS
5-bromo-2-(methylthio)phenol
—— 2-[(2,2,2-trifluoroethyl)sulfanyl]pyrimidine-4-carbonitrile 1359996-80-7 C7H4F3N3S
2-[(2,2,2-trifluoroethyl)sulfanyl]pyrimidine-4-carbonitrile
—— 2-(2-Amino-4-methylphenyl)sulfanylethanol 856839-86-6 C9H13NOS
2-(2-Amino-4-methylphenyl)sulfanylethanol
—— 1-Methyl-3,5-diethyl-thiabenzol-1-oxid 32398-61-1 C10H16OS
1-Methyl-3,5-diethyl-thiabenzol-1-oxid
—— rac-4-(2-isocyanatoethyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one 603961-04-2 C8H5F6NO3S
rac-4-(2-isocyanatoethyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one
—— 4,4-bis[(4-fluorophenyl)sulfanyl]butanenitrile 1432518-82-5 C16H13F2NS2
4,4-bis[(4-fluorophenyl)sulfanyl]butanenitrile