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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
—— 10,11,37,38-tetrakis(phenylthio)-23,26,31,34-tetraoxa-8,13-dithio-1,20-diazapentacyclo[18.8.8.2<sup>9,12</sup>.1<sup>3,7</sup>.1<sup>14,18</sup>]-tetraconta-3(40),4,6,9(10),11,14(15),16,18(39),37-nonaene —— C56H56N2O4S6
10,11,37,38-tetrakis(phenylthio)-23,26,31,34-tetraoxa-8,13-dithio-1,20-diazapentacyclo[18.8.8.2<sup>9,12</sup>.1<sup>3,7</sup>.1<sup>14,18</sup>]-tetraconta-3(40),4,6,9(10),11,14(15),16,18(39),37-nonaene
—— (methoxycarbonyldithio)ethylamine hydrochloride —— C4H9NO2S2*ClH
(methoxycarbonyldithio)ethylamine hydrochloride
—— N-((1R,2R)-2-Thioacetylamino-cyclohexyl)-thioacetamide —— C10H18N2S2
N-((1R,2R)-2-Thioacetylamino-cyclohexyl)-thioacetamide
—— D-(1-ethoxycarbonyleth-1-yl)sulfonyl isocyanate —— C6H9NO5S
D-(1-ethoxycarbonyleth-1-yl)sulfonyl isocyanate
—— 6-chloro-2,4-dihydroxy-5-methylthio pyrimidine —— C5H5ClN2O2S
6-chloro-2,4-dihydroxy-5-methylthio pyrimidine
—— methyl (Z)-4,4-dimethyl-3-phenylthio-2-pentenoate —— C14H18O2S
methyl (Z)-4,4-dimethyl-3-phenylthio-2-pentenoate
—— L-cysteine —— C3H7NOS
L-cysteine
—— trimethyl((5-methyl-2-(4-(methylthio)phenyl)-1,3,2-dioxaborinan-5-yl)methoxy)silane —— C15H25BO3SSi
trimethyl((5-methyl-2-(4-(methylthio)phenyl)-1,3,2-dioxaborinan-5-yl)methoxy)silane
—— 1-cyano-6-p-methoxyphenylthioazulene —— C18H13NOS
1-cyano-6-p-methoxyphenylthioazulene
—— 2-((4-(trifluoromethyl)phenyl)thio)pyridine —— C12H8F3NS
2-((4-(trifluoromethyl)phenyl)thio)pyridine
—— [5-fluoro-2-(5-methoxy-4-methyl-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine 857499-01-5 C18H19FN2OS
[5-fluoro-2-(5-methoxy-4-methyl-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine
—— [((2R,4R,5R)-4,5-Dihydroxy-2-methylsulfanyl-tetrahydro-thiopyran-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester —— C11H21F2O5PS2
[((2R,4R,5R)-4,5-Dihydroxy-2-methylsulfanyl-tetrahydro-thiopyran-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester
—— [((2R,4S,5S)-4,5-Dihydroxy-2-methylsulfanyl-tetrahydro-thiopyran-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester —— C11H21F2O5PS2
[((2R,4S,5S)-4,5-Dihydroxy-2-methylsulfanyl-tetrahydro-thiopyran-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester
—— 4-(tert-butyl)-2-(p-tolylthio)phenol —— C18H22S
4-(tert-butyl)-2-(p-tolylthio)phenol
—— 4-phenyl-2-methylthio-1,3-selenathiolium iodide —— C10H9S2Se*I
4-phenyl-2-methylthio-1,3-selenathiolium iodide
—— Ethyl α-chloro-α-fluoro-α-(phenylthio)acetate —— C10H10ClFO2S
Ethyl α-chloro-α-fluoro-α-(phenylthio)acetate
—— 2-methyl-3-<(2-furylmethyl)thio>furan —— C10H10O2S
2-methyl-3-<(2-furylmethyl)thio>furan
—— (R,E)-3-Methyl-4-phenylsulfanylbut-3-en-2-ol —— C11H14OS
(R,E)-3-Methyl-4-phenylsulfanylbut-3-en-2-ol
—— 1-<4-(methylamino)butoxy>-2-(phenylthio)benzene —— C17H21NOS
1-<4-(methylamino)butoxy>-2-(phenylthio)benzene
—— 2,4-dimethyl-thien-3-yl-sulphonyl isocyanate —— C7H7NO3S2
2,4-dimethyl-thien-3-yl-sulphonyl isocyanate
—— N-hydroxy-N-[5-(phenylthio)thien-2-yl]methyl urea —— C12H12N2O2S2
N-hydroxy-N-[5-(phenylthio)thien-2-yl]methyl urea
—— 4-hydroxy-4-(1-(phenylthio)cyclobutyl)butan-2-one —— C14H18O2S
4-hydroxy-4-(1-(phenylthio)cyclobutyl)butan-2-one
—— {[2-(2,2-dibutyl-2-stannahexyl)phenyl]methylthio}benzene —— C26H40SSn
{[2-(2,2-dibutyl-2-stannahexyl)phenyl]methylthio}benzene
—— 2-chloro-1,1-bis-methylsulfanyl-ethane —— C4H9ClS2
2-chloro-1,1-bis-methylsulfanyl-ethane
—— 7H-3-propyl-7-methoxy-6-phenyl-s-triazolo[3,4-b][1,3,4]thiadiazine —— C14H16N4OS
7H-3-propyl-7-methoxy-6-phenyl-s-triazolo[3,4-b][1,3,4]thiadiazine
—— [(R)-8-fluoro-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-yl-methyl]amine phosphate —— C17H17F2NS*(x)H3O4P
[(R)-8-fluoro-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-yl-methyl]amine phosphate
—— 2-(4-acetamidophenylsulfinyl)diphenyl sulfide —— C20H17NO2S2
2-(4-acetamidophenylsulfinyl)diphenyl sulfide
—— tert-butyl 1-[3-(methylthio)-1,2,4-triazin-6-yl]ethylcarbamate —— C11H18N4O2S
tert-butyl 1-[3-(methylthio)-1,2,4-triazin-6-yl]ethylcarbamate
—— 3-furan-2-yl-5-methylsulfanyl-1(2)<i>H</i>-pyrazole-4-carbonitrile —— C9H7N3OS
3-furan-2-yl-5-methylsulfanyl-1(2)<i>H</i>-pyrazole-4-carbonitrile
—— tetramethyl sulfoxide —— C4H12OS
tetramethyl sulfoxide
—— ethyl 3-nitro-3-phenyl-2-phenylthio-propanoate —— C17H17NO4S
ethyl 3-nitro-3-phenyl-2-phenylthio-propanoate
—— 1-bromo-3-(methylsulfonyl)propane 859940-73-1 C4H9BrO2S
1-bromo-3-(methylsulfonyl)propane
—— 5-(3,5-Dichlorophenylthio)-2-methyl-4-isopropyl-1-[(pyridin-4-yl)methyl]-1H-pyrrole-3-carboxylic acid —— C21H20Cl2N2O2S
5-(3,5-Dichlorophenylthio)-2-methyl-4-isopropyl-1-[(pyridin-4-yl)methyl]-1H-pyrrole-3-carboxylic acid
—— tris<2,5-bis(methylthio)-3-thienyl>carbinol —— C19H22OS9
tris<2,5-bis(methylthio)-3-thienyl>carbinol
—— 2-(3-Chloro-propyl)-2-ethyl-[1,3]oxathiolane —— C8H15ClOS
2-(3-Chloro-propyl)-2-ethyl-[1,3]oxathiolane
—— 1-((R)-2-Methyl-1,1-dioxo-1λ<sup>6</sup>-[1,3]dithiolan-2-yl)-propan-1-one —— C7H12O3S2
1-((R)-2-Methyl-1,1-dioxo-1λ<sup>6</sup>-[1,3]dithiolan-2-yl)-propan-1-one
—— 4-chloro-N-(3-hydroxypropyl)-2-phenylsulfanyl-5-sulfamoyl-benzamide —— C16H17ClN2O4S2
4-chloro-N-(3-hydroxypropyl)-2-phenylsulfanyl-5-sulfamoyl-benzamide
—— 5-methyl-2,3-dihydro-benzo[<i>f</i>]imidazo[1,2-<i>d</i>][1,4]thiazepine —— C12H12N2S
5-methyl-2,3-dihydro-benzo[<i>f</i>]imidazo[1,2-<i>d</i>][1,4]thiazepine
—— 3-(trifluoromethyl)-2H-thiete 1,1-dioxide 2445790-63-4 C4H3F3O2S
3-(trifluoromethyl)-2H-thiete 1,1-dioxide
—— methyl 2-methyl-3-oxo-4-(phenylthio)butanoate —— C12H14O3S
methyl 2-methyl-3-oxo-4-(phenylthio)butanoate
—— N-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)-ethyl]-pyrimidin-4-yl]azetidine-1-sulphonamide —— C21H26F2N4O4S2
N-[2-[[(2,3-difluorophenyl)methyl]thio]-6-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)-ethyl]-pyrimidin-4-yl]azetidine-1-sulphonamide
—— 1-(N-4-chlorophenylmethylideneamino)-1,6-dihydro-2-methylthio-6-oxopyrimidine —— C12H10ClN3OS
1-(N-4-chlorophenylmethylideneamino)-1,6-dihydro-2-methylthio-6-oxopyrimidine
—— 4-(7-bromo-4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile —— C22H18BrN5S
4-(7-bromo-4-(mesitylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile
—— 3-(cyclohex-1-enyl)-4-(4-nitrophenylsulfenyl)isoquinoline —— C21H18N2O2S
3-(cyclohex-1-enyl)-4-(4-nitrophenylsulfenyl)isoquinoline
—— 1-(4-fluorophenyl)-2-(p-tolylthio)ethanol —— C15H15FOS
1-(4-fluorophenyl)-2-(p-tolylthio)ethanol
—— 5-amino-7-[(4-chlorophenyl)thio]-2-methyl-2,4-diphenyl-1,2-dihydro-1,6-naphthyridine-8-carbonitrile —— C28H21ClN4S
5-amino-7-[(4-chlorophenyl)thio]-2-methyl-2,4-diphenyl-1,2-dihydro-1,6-naphthyridine-8-carbonitrile
—— N-phenyl-5-(propylthio)-7-(thiazol-2-ylthio)thiazolo[5,4-d]pyrimidin-2-amine —— C17H15N5S4
N-phenyl-5-(propylthio)-7-(thiazol-2-ylthio)thiazolo[5,4-d]pyrimidin-2-amine
—— 4-benzyl-3-[(4-chlorobenzyl)thio]-5-thien-2-yl-4H-1,2,4-triazole —— C20H16ClN3S2
4-benzyl-3-[(4-chlorobenzyl)thio]-5-thien-2-yl-4H-1,2,4-triazole
—— 5,6-dihydro-6-dimethylaminomethyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide —— C10H16N2O2S3
5,6-dihydro-6-dimethylaminomethyl-4H-thieno[2,3-b]thiopyran-2-sulfonamide
—— 3-chloro-4-(2,4-dichlorophenylthio)aniline —— C12H8Cl3NS
3-chloro-4-(2,4-dichlorophenylthio)aniline