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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
—— 1,1,1-Tris-(n-butylmercapto)-aethan 39141-41-8 C14H30S3
1,1,1-Tris-(n-butylmercapto)-aethan
—— Tributylsulfonyl-methan 53893-44-0 C13H28O6S3
Tributylsulfonyl-methan
—— (4-Chloro-phenyl)-(1-phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-amine 90261-29-3 C18H20ClNSSi
(4-Chloro-phenyl)-(1-phenylsulfanyl-3-trimethylsilanyl-prop-2-ynyl)-amine
—— 6-methyl-2,2'-thiodipyridine 95193-22-9 C11H10N2S
6-methyl-2,2'-thiodipyridine
—— 4-[(2-chloro-5-methylpyrimidin-4-yl)thio]-2-(trifluoromethyl)aniline 1042129-31-6 C12H9ClF3N3S
4-[(2-chloro-5-methylpyrimidin-4-yl)thio]-2-(trifluoromethyl)aniline
—— α-<2-Thienylthio>-propionsaeure 89639-76-9 C7H8O2S2
α-<2-Thienylthio>-propionsaeure
—— 3,4-Bis-methanesulfinyl-1-methyl-2,5-bis-methylsulfanyl-1H-pyrrole 136538-88-0 C9H15NO2S4
3,4-Bis-methanesulfinyl-1-methyl-2,5-bis-methylsulfanyl-1H-pyrrole
—— 1,2-Dichlor-2-methylthiopropan 15893-12-6 C4H8Cl2S
1,2-Dichlor-2-methylthiopropan
—— N,N,3-Trimethylbut-3-enethioamide 67797-45-9 C7H13NS
N,N,3-Trimethylbut-3-enethioamide
—— p-Bis-<4-thiaisochromanon-(1)-yl-(3)>-benzol 7154-90-7 C22H14O4S2
p-Bis-<4-thiaisochromanon-(1)-yl-(3)>-benzol
—— 4-butylsulfanyl-aniline; hydrochloride 92286-68-5 C10H15NS*ClH
4-butylsulfanyl-aniline; hydrochloride
—— 2,4-diamino-5-methyl-6-(3',4',5'-trimethoxyphenylthio)pyrrolo[2,3-d]pyrimidine 1221521-91-0 C16H19N5O3S
2,4-diamino-5-methyl-6-(3',4',5'-trimethoxyphenylthio)pyrrolo[2,3-d]pyrimidine
—— [1-(3,5-difluoro-benzyl)-3-(-3-nitro-pyridin-2-ylsulfanyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester 868673-48-7 C26H24F2N4O4S
[1-(3,5-difluoro-benzyl)-3-(-3-nitro-pyridin-2-ylsulfanyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester
—— [1-(3,5-difluoro-benzyl)-3-(pyridin-2-ylsulfanyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester 868673-46-5 C26H25F2N3O2S
[1-(3,5-difluoro-benzyl)-3-(pyridin-2-ylsulfanyl)-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester
—— 8-<(2)H>-8-(Methylsulfinyl)pentadec-6-yn-9-ol 146916-56-5 C16H30O2S
8-<(2)H>-8-(Methylsulfinyl)pentadec-6-yn-9-ol
—— N-(4-(7-methoxy-1,5-naphthyridin-4-ylthio)phenyl)-4-(4-methoxypiperidin-1-yl)phthalazin-1-amine 1071528-53-4 C29H28N6O2S
N-(4-(7-methoxy-1,5-naphthyridin-4-ylthio)phenyl)-4-(4-methoxypiperidin-1-yl)phthalazin-1-amine
—— 3-(4-Methylsulfanyl-phenyl)-4-phenyl-5-trifluoromethyl-isoxazole 340267-69-8 C17H12F3NOS
3-(4-Methylsulfanyl-phenyl)-4-phenyl-5-trifluoromethyl-isoxazole
—— 4-(2-amino-4-benzyloxy-phenylsulfanyl)-6-chloro-pyrimidin-2-ylamine 944505-96-8 C17H15ClN4OS
4-(2-amino-4-benzyloxy-phenylsulfanyl)-6-chloro-pyrimidin-2-ylamine
—— s-Decyl o-ethyl carbonodithioate 2594-89-0 C13H26OS2
s-Decyl o-ethyl carbonodithioate
—— 6-(4-fluorophenyl)ethynyl-2-methylthio-4-morpholin-4-ylpyrimidine-5-carbaldehyde 1104638-83-6 C18H16FN3O2S
6-(4-fluorophenyl)ethynyl-2-methylthio-4-morpholin-4-ylpyrimidine-5-carbaldehyde
—— 2-tert-Butoxy-5-(methylsulfanyl)thiophene 91005-16-2 C9H14OS2
2-tert-Butoxy-5-(methylsulfanyl)thiophene
—— Octadecylthioethylamin 48074-79-9 C20H43NS
Octadecylthioethylamin
—— bis-(6-chloro-hexyl)-disulfide 854877-39-7 C12H24Cl2S2
bis-(6-chloro-hexyl)-disulfide
—— ethyl 2-(4,6-bis(benzyloxy)pyrimidin-2-ylthio)hexanoate 1231733-92-8 C26H30N2O4S
ethyl 2-(4,6-bis(benzyloxy)pyrimidin-2-ylthio)hexanoate
—— ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)hexanoate 1077626-47-1 C28H34N2O4S
ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)hexanoate
—— ethyl 2-(4,6-bis(2-(thiophen-3-yl)ethoxy)pyrimidin-2-ylthio)hexanoate 1231734-00-1 C24H30N2O4S3
ethyl 2-(4,6-bis(2-(thiophen-3-yl)ethoxy)pyrimidin-2-ylthio)hexanoate
—— ethyl 2-(4,6-bis(2-cycloheptylethoxy)pyrimidin-2-ylthio)hexanoate 1231734-01-2 C30H50N2O4S
ethyl 2-(4,6-bis(2-cycloheptylethoxy)pyrimidin-2-ylthio)hexanoate
—— 1-Phenylsulfanyl-tetrahydro-pentalene-2,5-dione 89074-10-2 C14H14O2S
1-Phenylsulfanyl-tetrahydro-pentalene-2,5-dione
—— 3-ethyl-4-hex-3-ynyl-1,2-dithiete 1,1,2-trioxide 1319722-87-6 C10H14O3S2
3-ethyl-4-hex-3-ynyl-1,2-dithiete 1,1,2-trioxide
—— 5-ethoxymethyl-2-methylsulfanyl-pyrimidin-4-ylamine 774-75-4 C8H13N3OS
5-ethoxymethyl-2-methylsulfanyl-pyrimidin-4-ylamine
—— (E)-2-Methylsulfanyl-pent-2-ene 86049-93-6 C6H12S
(E)-2-Methylsulfanyl-pent-2-ene
—— 2-Methylsulfanyl-pent-1-ene 86049-92-5 C6H12S
2-Methylsulfanyl-pent-1-ene
—— (3R,4S,5S)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one 205815-64-1 C11H11BrO2S
(3R,4S,5S)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one
—— (Z)-2-Methylsulfanyl-pent-2-ene 86049-94-7 C6H12S
(Z)-2-Methylsulfanyl-pent-2-ene
—— (3aS,6aS)-3-[1-((2R,3R,4R)-4-Methyl-5-oxo-3-phenylsulfanyl-tetrahydro-furan-2-yloxy)-meth-(E)-ylidene]-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one 205815-50-5 C19H18O5S
(3aS,6aS)-3-[1-((2R,3R,4R)-4-Methyl-5-oxo-3-phenylsulfanyl-tetrahydro-furan-2-yloxy)-meth-(E)-ylidene]-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one
—— 3-methyl-4-phenylsulfanyl-5H-furan-2-one 117621-13-3 C11H10O2S
3-methyl-4-phenylsulfanyl-5H-furan-2-one
—— (3R,4R,5S)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one 205815-41-4 C11H11BrO2S
(3R,4R,5S)-5-bromo-3-methyl-4-phenylsulfanyl-dihydro-furan-2-one
—— (Z)-5,5'-Dibutyl-[2,2']bi[benzo[b]thiophenylidene]-3,3'-dione 122630-25-5 C24H24O2S2
(Z)-5,5'-Dibutyl-[2,2']bi[benzo[b]thiophenylidene]-3,3'-dione
—— 1,2,9-Trithiacyclopentadeca-5,12-diin 115465-39-9 C12H16S3
1,2,9-Trithiacyclopentadeca-5,12-diin
—— 3-Hexin-1,6-dithiol 115465-35-5 C6H10S2
3-Hexin-1,6-dithiol
—— 1,8-Dithiacyclotetradeca-4,11-diin-1,8-dioxid 115465-43-5 C12H16O2S2
1,8-Dithiacyclotetradeca-4,11-diin-1,8-dioxid
—— 13,13-Dimethyl-1,4,8,11-tetrathiadispiro[4.1.4.3]tetradecane 1,1,4,4,8,8,11,11-octaoxide 15814-66-1 C12H20O8S4
13,13-Dimethyl-1,4,8,11-tetrathiadispiro[4.1.4.3]tetradecane 1,1,4,4,8,8,11,11-octaoxide
—— 3-Trimethylsilyloxy-3-[1-(phenylsulfanyl)cyclohexyl]propanal 253152-15-7 C18H28O2SSi
3-Trimethylsilyloxy-3-[1-(phenylsulfanyl)cyclohexyl]propanal
—— methyl (phenyl 4,5-N,O-carbonylamino-5,7-N,O-DTBS-8,9-O-TIPDS-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate 1190291-15-6 C37H63NO9SSi3
methyl (phenyl 4,5-N,O-carbonylamino-5,7-N,O-DTBS-8,9-O-TIPDS-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate
—— 2-(2-{5'-[2-(2-Hydroxy-ethoxy)-ethyl]-4,6,4',6'-tetramethyl-5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]-5-yl}-ethoxy)-ethanol 287980-46-5 C22H30N2O4S4
2-(2-{5'-[2-(2-Hydroxy-ethoxy)-ethyl]-4,6,4',6'-tetramethyl-5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]-5-yl}-ethoxy)-ethanol
—— (3aS,5aS,8aR,8bR)-6-Eth-(Z)-ylidene-5a-methyl-octahydro-1,3-dioxa-as-indacene-2-thione 910229-09-3 C13H18O2S
(3aS,5aS,8aR,8bR)-6-Eth-(Z)-ylidene-5a-methyl-octahydro-1,3-dioxa-as-indacene-2-thione
—— 2,5-Diamino-4-benzylmercapto-6-<2-hydroxy-aethylamino>-pyrimidin 2879-77-8 C13H17N5OS
2,5-Diamino-4-benzylmercapto-6-<2-hydroxy-aethylamino>-pyrimidin
—— (E)-3-cyclopentyl-2-(6-methylsulfanylpyridin-3-yl)acrylic acid 745816-32-4 C14H17NO2S
(E)-3-cyclopentyl-2-(6-methylsulfanylpyridin-3-yl)acrylic acid
—— 8,10-Dichloro-5-thia-4,11-diaza-dibenzo[a,d]cycloheptene 1026055-15-1 C12H6Cl2N2S
8,10-Dichloro-5-thia-4,11-diaza-dibenzo[a,d]cycloheptene
—— [(Diphenyl-phosphinoyl)-phenylsulfanyl-methyl]-trimethyl-silane 87762-60-5 C22H25OPSSi
[(Diphenyl-phosphinoyl)-phenylsulfanyl-methyl]-trimethyl-silane