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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 3,3-dimethylbutyl sulfone 92098-95-8 C8H18O2S
ethyl 3,3-dimethylbutyl sulfone
—— 1,1-di(4-bromophenylthio)propane 897388-39-5 C15H14Br2S2
1,1-di(4-bromophenylthio)propane
—— 2-aminoethyl-(2-hydroxyethyl)sulfon 24304-83-4 C4H11NO3S
2-aminoethyl-(2-hydroxyethyl)sulfon
—— 2-Methyl-5-[(5-nitrothiazol-2-yl)mercapto]-1,3,4-thiadiazole 40045-40-7 C6H4N4O2S3
2-Methyl-5-[(5-nitrothiazol-2-yl)mercapto]-1,3,4-thiadiazole
—— 2-sec-Butylsulfanyl-6-(2,6-difluoro-benzyl)-5-methyl-3H-pyrimidin-4-one 221122-19-6 C16H18F2N2OS
2-sec-Butylsulfanyl-6-(2,6-difluoro-benzyl)-5-methyl-3H-pyrimidin-4-one
—— 6-Benzyl-2-sec-butylsulfanyl-5-methyl-3H-pyrimidin-4-one 169771-94-2 C16H20N2OS
6-Benzyl-2-sec-butylsulfanyl-5-methyl-3H-pyrimidin-4-one
—— 2-mercapto-1,3-propanediol 59129-78-1 C3H8O2S
2-mercapto-1,3-propanediol
—— (E)-oct-1-enylsulfanyl-benzene 75717-40-7 C14H20S
(E)-oct-1-enylsulfanyl-benzene
—— 5-((4-nitrophenyl)thio)-1,3,4-thiadiazol-2-amine 78305-03-0 C8H6N4O2S2
5-((4-nitrophenyl)thio)-1,3,4-thiadiazol-2-amine
—— <i>N</i>-(2-hydroxy-ethyl)-thiolauramide 96316-03-9 C14H29NOS
<i>N</i>-(2-hydroxy-ethyl)-thiolauramide
—— 1-Iodo-3-propylsulfanyl-propane 115412-69-6 C6H13IS
1-Iodo-3-propylsulfanyl-propane
—— (R)-1,1-Bis(ethylthio)-2,3-epoxypropan 136810-35-0 C7H14OS2
(R)-1,1-Bis(ethylthio)-2,3-epoxypropan
—— 3-methoxy-5-(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol 1169880-66-3 C10H10N2O3S2
3-methoxy-5-(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol
—— 3-methoxy-4,5-bis(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol 1169880-67-4 C13H12N4O3S4
3-methoxy-4,5-bis(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol
—— 1.3-Bis-<tert-butyl-thio>-propan 7424-44-4 C11H24S2
1.3-Bis-<tert-butyl-thio>-propan
—— N-(4,5-dichlorothiophen-2-ylsulfonyl)-2-(3-(5-methyl-1,3,4-thiadiazol-2-ylthio)-1H-indol-4-yloxy)acetamide 1057256-90-2 C17H12Cl2N4O4S4
N-(4,5-dichlorothiophen-2-ylsulfonyl)-2-(3-(5-methyl-1,3,4-thiadiazol-2-ylthio)-1H-indol-4-yloxy)acetamide
—— 2-((3-chlorophenyl)thio)-4,5-dihydrothiazole 103482-93-5 C9H8ClNS2
2-((3-chlorophenyl)thio)-4,5-dihydrothiazole
—— 5-tert-butyl-4-(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol 1169880-59-4 C13H16N2O2S2
5-tert-butyl-4-(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol
—— 4,5-bis(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol 1169880-65-2 C12H10N4O2S4
4,5-bis(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol
—— (4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<2-<(2-methyl-1,3,4-thiadiazol-5-yl)thio>ethyl>oxazolidine 143122-25-2 C22H37N3O3S2
(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<2-<(2-methyl-1,3,4-thiadiazol-5-yl)thio>ethyl>oxazolidine
—— 1,3-Bis-<(1,2,3,4-thiatriazol-5-yl)-thio>-propan 1482-26-4 C5H6N6S4
1,3-Bis-<(1,2,3,4-thiatriazol-5-yl)-thio>-propan
—— 1,3,4,6-Tetrakis(t-butylthio)thieno<3,4-c>thiophene 98088-18-7 C22H36S6
1,3,4,6-Tetrakis(t-butylthio)thieno<3,4-c>thiophene
—— 6,7-dichloro-3-isopropyl-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline 281208-75-1 C14H12Cl2N4S2
6,7-dichloro-3-isopropyl-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline
—— 5-Methyl-2-thioxo-1,3,4-thiadiazole-3(2H)-carbothioic acid S-(5-methyl-1,3,4-thiadiazol-2-yl) ester 136112-97-5 C7H6N4OS4
5-Methyl-2-thioxo-1,3,4-thiadiazole-3(2H)-carbothioic acid S-(5-methyl-1,3,4-thiadiazol-2-yl) ester
—— 2,2'-(methylenebis(thio))bis(5-methyl-1,3,4-thiadiazole) 575434-08-1 C7H8N4S4
2,2'-(methylenebis(thio))bis(5-methyl-1,3,4-thiadiazole)
—— methyl α-[2-(5-methyl-1,3,4-thiadiazolyl)thio]acetate 50918-25-7 C6H8N2O2S2
methyl α-[2-(5-methyl-1,3,4-thiadiazolyl)thio]acetate
—— 2-acetylamino-5-(2-methyl-1,3,4-thiadiazol-5-ylthio)thiazole 133691-87-9 C8H8N4OS3
2-acetylamino-5-(2-methyl-1,3,4-thiadiazol-5-ylthio)thiazole
—— 3-(2,2-dimethoxyethylimino)-1,6-dimethyl-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one 143703-00-8 C11H17N5O3S
3-(2,2-dimethoxyethylimino)-1,6-dimethyl-2H-pyridazino[4,5-e][1,3,4]thiadiazin-5-one
—— 6,7-Dichloro-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline 281208-79-5 C11H6Cl2N4S2
6,7-Dichloro-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline
—— ethyl 2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]acetate 64145-09-1 C7H10N2O2S2
ethyl 2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]acetate
—— 6-Chloro-2-methoxy-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline 281209-20-9 C12H9ClN4OS2
6-Chloro-2-methoxy-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline
—— 4,4'-(propylene-1,3-disulfanyl)bisphenol 90884-25-6 C15H16O2S2
4,4'-(propylene-1,3-disulfanyl)bisphenol
—— 6-Chloro-7-methylsulfanyl-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)-3-trifluoromethyl-quinoxaline 281210-17-1 C13H8ClF3N4S3
6-Chloro-7-methylsulfanyl-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)-3-trifluoromethyl-quinoxaline
—— 2-(allylsulfanyl)-5-methyl-1,3,4-thiadiazole 88276-00-0 C6H8N2S2
2-(allylsulfanyl)-5-methyl-1,3,4-thiadiazole
—— 2-isopropyl-3-((5-methyl-1,3,4-thiadiazol-2-yl)thio)thieno[3,4-b]pyrazine 1381779-40-3 C12H12N4S3
2-isopropyl-3-((5-methyl-1,3,4-thiadiazol-2-yl)thio)thieno[3,4-b]pyrazine
—— 2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)-3-(trifluoromethyl)thieno[3,4-b]pyrazine 1381779-25-4 C10H5F3N4S3
2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)-3-(trifluoromethyl)thieno[3,4-b]pyrazine
—— tert-butyl N-[6-fluoro-4-[(1R,4R,5R)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-2-azabicyclo[2.2.1]heptan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-9H-pyrimido[4,5-b]indol-8-yl]-N-methylcarbamate 1581682-43-0 C30H37FN8O4S2
tert-butyl N-[6-fluoro-4-[(1R,4R,5R)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-2-azabicyclo[2.2.1]heptan-2-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-9H-pyrimido[4,5-b]indol-8-yl]-N-methylcarbamate
—— 3-{2-[2-(3-Amino-propylsulfanyl)-ethylsulfanyl]-ethylsulfanyl}-propylamine 124640-44-4 C10H24N2S3
3-{2-[2-(3-Amino-propylsulfanyl)-ethylsulfanyl]-ethylsulfanyl}-propylamine
—— 1,3-bis[5-(5-methyl-1,3,4-thiadiazole-2-ylthio)pentyl]-6-methyluracil 1314803-53-6 C21H30N6O2S4
1,3-bis[5-(5-methyl-1,3,4-thiadiazole-2-ylthio)pentyl]-6-methyluracil
—— ethyl 4- [(5 -methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-oxobutanoate 877052-29-4 C9H12N2O3S2
ethyl 4- [(5 -methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-3-oxobutanoate
—— 1-(adamantan-1-yl)-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)ethanone 393128-76-2 C15H20N2OS2
1-(adamantan-1-yl)-2-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— 2-(2-(4-fluorobenzyl)-5-(5-chloro-2-(methylthio)pyrimidin-4-yl)thiophen-3-yl)ethanol 893441-75-3 C18H16ClFN2OS2
2-(2-(4-fluorobenzyl)-5-(5-chloro-2-(methylthio)pyrimidin-4-yl)thiophen-3-yl)ethanol
—— (E)-5-chloro-2-methylthio-4-(1-propenyl)pyrimidine 118506-82-4 C8H9ClN2S
(E)-5-chloro-2-methylthio-4-(1-propenyl)pyrimidine
—— 2,7(6)-Bis(2'-cyanoethylthio)-3,6(7)-[2-thioxo-1,3-dithiole-4,5-diylbisthio-bis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene 205654-68-8 C27H32N2O4S13
2,7(6)-Bis(2'-cyanoethylthio)-3,6(7)-[2-thioxo-1,3-dithiole-4,5-diylbisthio-bis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene
—— (5-Methylsulfanyl-2H-[1,2,4]triazol-3-yl)-[1,3]oxazinan-(2E)-ylidene-amine 140473-57-0 C7H11N5OS
(5-Methylsulfanyl-2H-[1,2,4]triazol-3-yl)-[1,3]oxazinan-(2E)-ylidene-amine
—— ethyl 4-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]butyrate 84561-58-0 C13H18F3N5O2S
ethyl 4-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]butyrate
—— 1,5-dimercapto-1,1,5,5-tetrakis(trimethylsilyl)heptane-2,4-dithione 1493804-06-0 C19H44S4Si4
1,5-dimercapto-1,1,5,5-tetrakis(trimethylsilyl)heptane-2,4-dithione
—— 7-Benzyl-4-methyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one 143703-05-3 C15H13N5OS
7-Benzyl-4-methyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one
—— 2-(4-chloro-3-methoxyphenylthio)-4-fluorophenylacetic acid 61150-66-1 C15H12ClFO3S
2-(4-chloro-3-methoxyphenylthio)-4-fluorophenylacetic acid
—— 4,4,5,5-Tetramethyl-2-{(1R,2R)-2-[(phenylsulfanyl)methyl]cyclopropyl}-1,3,2-dioxaborolane 126726-64-5 C16H23BO2S
4,4,5,5-Tetramethyl-2-{(1R,2R)-2-[(phenylsulfanyl)methyl]cyclopropyl}-1,3,2-dioxaborolane