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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
—— tert-Butyl-((R)-2-methoxymethoxy-7-phenylsulfanyl-heptyloxy)-diphenyl-silane 201472-34-6 C31H42O3SSi
tert-Butyl-((R)-2-methoxymethoxy-7-phenylsulfanyl-heptyloxy)-diphenyl-silane
—— 6-(3,5-dimethylbenzyl)-5-ethyl-2-(methylthio)pyrimidine-4(1H)-one 1056025-54-7 C16H20N2OS
6-(3,5-dimethylbenzyl)-5-ethyl-2-(methylthio)pyrimidine-4(1H)-one
—— S-n-Butyl (phenylthio)thioacetate 63006-69-9 C12H16OS2
S-n-Butyl (phenylthio)thioacetate
—— 1-Oxa-4-thiaspiro[4.4]nonane, 6,9-dimethyl- 57156-88-4 C9H16OS
1-Oxa-4-thiaspiro[4.4]nonane, 6,9-dimethyl-
—— 1,4-Dithiacyclohept-2-ene 70063-50-2 C5H8S2
1,4-Dithiacyclohept-2-ene
—— 2-phenyl-2-allyl-1,3-dithiane 84537-35-9 C13H16S2
2-phenyl-2-allyl-1,3-dithiane
—— bis(N,N-dibutylcarbamoyl)disulfide 91481-37-7 C18H36N2O2S2
bis(N,N-dibutylcarbamoyl)disulfide
—— Dodecanethioamide, N,N-diethyl- 143593-91-3 C16H33NS
Dodecanethioamide, N,N-diethyl-
—— (R)-3-(tert-butyldimethylsilyloxy)-4-(2-ethyl-1,3-dithian-2-yl)butanal 1221821-51-7 C16H32O2S2Si
(R)-3-(tert-butyldimethylsilyloxy)-4-(2-ethyl-1,3-dithian-2-yl)butanal
—— 4-((R)-Butane-1-sulfinyl)-but-1-ene 188954-51-0 C8H16OS
4-((R)-Butane-1-sulfinyl)-but-1-ene
—— 1-isopentyl-7-(methylthio)-1H-pyrimido[4,5-d][1,3]oxazine-2,4-dione 1186049-75-1 C12H15N3O3S
1-isopentyl-7-(methylthio)-1H-pyrimido[4,5-d][1,3]oxazine-2,4-dione
—— 1,1-di(phenylthio)-2-cyclohexylcyclobutane 122732-91-6 C22H26S2
1,1-di(phenylthio)-2-cyclohexylcyclobutane
—— 1-Oxa-6,6a-dithiapentalen 25336-68-9 C5H4OS2
1-Oxa-6,6a-dithiapentalen
—— 1-(1-Adamantylcarbonyl)-3,5-dimethyl-4-(phenylsulfanyl)-1H-pyrazole 5322-27-0 C22H26N2OS
1-(1-Adamantylcarbonyl)-3,5-dimethyl-4-(phenylsulfanyl)-1H-pyrazole
—— (S)-(+)-2-t-butylthio-3-cyclohexyl-propanal 155996-75-1 C13H24OS
(S)-(+)-2-t-butylthio-3-cyclohexyl-propanal
—— 2-Methyl-pent-4-ynethioic acid diethylamide 35946-24-8 C10H17NS
2-Methyl-pent-4-ynethioic acid diethylamide
—— 1-adamantylethylurea 25444-84-2 C13H22N2S
1-adamantylethylurea
—— Adamantan-1-dithiocarbonsaeure 139759-11-8 C11H16S2
Adamantan-1-dithiocarbonsaeure
—— 1-(3-Hydroxy-2-pyridilthio)-propanon-2 30221-74-0 C8H9NO2S
1-(3-Hydroxy-2-pyridilthio)-propanon-2
—— 2-(2,4-dinitro-phenylsulfanyl)-benzoic acid methyl ester 309253-52-9 C14H10N2O6S
2-(2,4-dinitro-phenylsulfanyl)-benzoic acid methyl ester
—— α,α'-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-o-xylene 499992-37-9 C12H12N6S4
α,α'-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-o-xylene
—— 3-Hexene, 3-chloro-4-(methylthio)-, (E)- 112303-27-2 C7H13ClS
3-Hexene, 3-chloro-4-(methylthio)-, (E)-
—— bis(4-cyano-2,3,5,6-tetrafluorophenyl) sulfide 60435-74-7 C14F8N2S
bis(4-cyano-2,3,5,6-tetrafluorophenyl) sulfide
—— 4-(3-Buten-1-yl)-6-chloro-2-(methylthio)pyrimidine 845534-15-8 C9H11ClN2S
4-(3-Buten-1-yl)-6-chloro-2-(methylthio)pyrimidine
—— 1,2-di(phenylthiomethyl)benzene 105961-94-2 C20H18S2
1,2-di(phenylthiomethyl)benzene
—— (2R)-2-[[2-Bromo-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d)pyrimidin-7-yl]amino]-1-propanol 333743-04-7 C15H13BrF2N4OS2
(2R)-2-[[2-Bromo-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d)pyrimidin-7-yl]amino]-1-propanol
—— 2-(1-hydroxy-3-methylbutyl)-2-ethyl-1,3-dithiane 332048-49-4 C11H22OS2
2-(1-hydroxy-3-methylbutyl)-2-ethyl-1,3-dithiane
—— (Z)-3-(2-Amino-phenylsulfanyl)-acrylic acid ethyl ester 74675-57-3 C11H13NO2S
(Z)-3-(2-Amino-phenylsulfanyl)-acrylic acid ethyl ester
—— (2R)-2-[[2-Bromo-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-42-3 C13H14BrN5OS3
(2R)-2-[[2-Bromo-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (2R)-2-[[2-amino-5-[(3-chloro-2-fluorophenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]propan-1-ol 942408-19-7 C15H15ClFN5OS2
(2R)-2-[[2-amino-5-[(3-chloro-2-fluorophenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]propan-1-ol
—— 7-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-2(3H)-one 333742-66-8 C13H15N5O2S3
7-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 4,5-dibromo-2-[3-(2-phenylthio-3H-imidazol-4-yl)propyl]-1H-pyrrole-2-carboxamide 848899-39-8 C17H16Br2N4OS
4,5-dibromo-2-[3-(2-phenylthio-3H-imidazol-4-yl)propyl]-1H-pyrrole-2-carboxamide
—— AZD-8309 333742-48-6 C15H14F2N4O2S2
AZD-8309
—— (R)-2-[[2-Bromo-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-00-3 C15H15BrN4OS2
(R)-2-[[2-Bromo-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (2R)-2-[[5-[[(2,3-difluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-05-8 C16H16F2N4O2S2
(2R)-2-[[5-[[(2,3-difluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (7E,11S,20E,24S)-11,24-bis(trifluoromethyl)-10,23-dioxa-1,5,15,19-tetrathiadispiro[5.7.5.7]hexacosa-7,20-diene-9,22-dione 251558-27-7 C22H26F6O4S4
(7E,11S,20E,24S)-11,24-bis(trifluoromethyl)-10,23-dioxa-1,5,15,19-tetrathiadispiro[5.7.5.7]hexacosa-7,20-diene-9,22-dione
—— (2R)-2-[[2-methoxy-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-43-4 C14H17N5O2S3
(2R)-2-[[2-methoxy-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (2R)-2-[[2-Amino-5-[(2-furanylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 354565-88-1 C13H15N5O2S2
(2R)-2-[[2-Amino-5-[(2-furanylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (R)-2-[[2-Methoxy-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-01-4 C16H18N4O2S2
(R)-2-[[2-Methoxy-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— Diethyl-(3-triethylsilanyl-propylsulfanylmethyl)-amine 50965-43-0 C14H33NSSi
Diethyl-(3-triethylsilanyl-propylsulfanylmethyl)-amine
—— 2-phenylthio-5-(3-chloropropyl)-1-(N,N-dimethylsulfamoyl)imidazole 848899-36-5 C12H15N3S
2-phenylthio-5-(3-chloropropyl)-1-(N,N-dimethylsulfamoyl)imidazole
—— dimethyl-2-(phenylthio)maleate 90305-01-4 C12H12O4S
dimethyl-2-(phenylthio)maleate
—— (S)-2-[3-(tert-butyldimethylsiloxy)-4,4,4-trifluorobutyl][1,3]dithiane-2-carbaldehyde 251558-22-2 C15H27F3O2S2Si
(S)-2-[3-(tert-butyldimethylsiloxy)-4,4,4-trifluorobutyl][1,3]dithiane-2-carbaldehyde
—— (3,3-Dimethyl-2-phenylsulfanyl-butyl)-diethyl-amine 54441-99-5 C16H27NS
(3,3-Dimethyl-2-phenylsulfanyl-butyl)-diethyl-amine
—— 3-Phenylthio-1-piperidino-4,5-pyrazoldicarbonsaeure-dimethylester 78365-69-2 C18H21N3O4S
3-Phenylthio-1-piperidino-4,5-pyrazoldicarbonsaeure-dimethylester
—— 5-(Phenylthio)-1-piperidino-3,4-pyrazoldicarbonsaeure-dimethylester 79489-86-4 C18H21N3O4S
5-(Phenylthio)-1-piperidino-3,4-pyrazoldicarbonsaeure-dimethylester
—— 1-Dimethylamino-3-phenylthio-4,5-pyrazoldicarbonsaeure-dimethylester 78365-68-1 C15H17N3O4S
1-Dimethylamino-3-phenylthio-4,5-pyrazoldicarbonsaeure-dimethylester
—— methyl (E)-2-(phenylthio)crotonate 85020-98-0 C11H12O2S
methyl (E)-2-(phenylthio)crotonate
—— 1-Morpholino-5-(phenylthio)-3,4-pyrazoldicarbonsaeure-dimethylester 79489-84-2 C17H19N3O5S
1-Morpholino-5-(phenylthio)-3,4-pyrazoldicarbonsaeure-dimethylester
—— 4-[3-(2-ethylhexanoylamino)propylthio]pyridine hydrochloride 155965-65-4 C16H26N2OS*ClH
4-[3-(2-ethylhexanoylamino)propylthio]pyridine hydrochloride