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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
—— Methyl 2-[4-(diethylamino)-6-methylpyrimidin-2-yl]sulfanylacetate 77940-19-3 C12H19N3O2S
Methyl 2-[4-(diethylamino)-6-methylpyrimidin-2-yl]sulfanylacetate
—— 1-(5-chloro-6-ethyl-2-pyrido[2,3-b]pyrazin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-amine 1275602-94-2 C20H21ClN8S
1-(5-chloro-6-ethyl-2-pyrido[2,3-b]pyrazin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-4-amine
—— 1-(4-chloro-6-ethyl-2-(pyridin-3-ylthio)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethanone 1275598-61-2 C15H13ClN4OS
1-(4-chloro-6-ethyl-2-(pyridin-3-ylthio)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethanone
—— 5-bromo-4-chloro-6-ethyl-2-pyridin-3-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine 1275599-03-5 C13H10BrClN4S
5-bromo-4-chloro-6-ethyl-2-pyridin-3-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine
—— 4-chloro-6-ethyl-2-(pyridin-3-ylthio)-7H-pyrrolo[2,3-d]pyrimidine 1275607-97-0 C13H11ClN4S
4-chloro-6-ethyl-2-(pyridin-3-ylthio)-7H-pyrrolo[2,3-d]pyrimidine
—— Acetic acid, ((4-(diethylamino)-6-methyl-2-pyrimidinyl)thio)-, hydrazide 77965-39-0 C11H19N5OS
Acetic acid, ((4-(diethylamino)-6-methyl-2-pyrimidinyl)thio)-, hydrazide
—— 4-N,N-diethylamino-6-methyl-2-methylthiopyrimidine 71671-85-7 C10H17N3S
4-N,N-diethylamino-6-methyl-2-methylthiopyrimidine
—— S-(2,2,2-trifluoroacetyl) 2,2,2-trifluoroethanethioate 130451-27-3 C4F6O2S
S-(2,2,2-trifluoroacetyl) 2,2,2-trifluoroethanethioate
—— 2-(tert-Butylsulfanyl)pyrimidin-5-yl diethyl phosphate 90339-00-7 C12H21N2O4PS
2-(tert-Butylsulfanyl)pyrimidin-5-yl diethyl phosphate
—— 3-[(E)-4-diethoxyphosphoryl-2-phenylbut-3-enyl]-4-phenylsulfanyl-1,3-oxazolidin-2-one 219708-71-1 C23H28NO5PS
3-[(E)-4-diethoxyphosphoryl-2-phenylbut-3-enyl]-4-phenylsulfanyl-1,3-oxazolidin-2-one
—— 3-(3-Hydroxy-2-phenylpropyl)-4-phenylsulfanyl-1,3-oxazolidin-2-one 219708-65-3 C18H19NO3S
3-(3-Hydroxy-2-phenylpropyl)-4-phenylsulfanyl-1,3-oxazolidin-2-one
—— 1,4-bis(4'-amino-6'methylpyrimidinyl-2'-thio)butane 92629-40-8 C14H20N6S2
1,4-bis(4'-amino-6'methylpyrimidinyl-2'-thio)butane
—— 1-isothiocyanato-2-[(4-methylphenyl)methylsulfanyl]benzene 172983-54-9 C15H13NS2
1-isothiocyanato-2-[(4-methylphenyl)methylsulfanyl]benzene
—— N-[2-methyl-6-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylphenyl]formamide 93075-21-9 C15H11F3N2O3S
N-[2-methyl-6-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylphenyl]formamide
—— 1,8-bis(4',6'-dimethylpyrimidinyl-2'-thio)octane 92629-42-0 C20H30N4S2
1,8-bis(4',6'-dimethylpyrimidinyl-2'-thio)octane
—— ethyl 3-amino-4-cyano-5-methylthiothiophene-2-(3-oxo)propionate 88406-76-2 C11H12N2O3S2
ethyl 3-amino-4-cyano-5-methylthiothiophene-2-(3-oxo)propionate
—— 1,15-dithioxo-5,8,11-trioxa-2,14-diazapentadecane 103144-38-3 C10H16N2O3S2
1,15-dithioxo-5,8,11-trioxa-2,14-diazapentadecane
—— 1,18-dithioxo-5,8,11,14-tetraoxa-2,17-diazaoctadecane 103144-39-4 C12H20N2O4S2
1,18-dithioxo-5,8,11,14-tetraoxa-2,17-diazaoctadecane
—— N,N-Diisobutyl-N'-methyl-thioharnstoff 51916-18-8 C10H22N2S
N,N-Diisobutyl-N'-methyl-thioharnstoff
—— Dimethyl 2-[(propan-2-yl)sulfanyl]pyrimidin-5-yl phosphate 90338-99-1 C9H15N2O4PS
Dimethyl 2-[(propan-2-yl)sulfanyl]pyrimidin-5-yl phosphate
—— 2-methyl-2-octyl-1,3-benzodithiole 1,3-dioxide 89572-23-6 C16H24O2S2
2-methyl-2-octyl-1,3-benzodithiole 1,3-dioxide
—— (2-isothiocyanatophenyl)sulfanylmethyl-trimethylsilane 172983-57-2 C11H15NS2Si
(2-isothiocyanatophenyl)sulfanylmethyl-trimethylsilane
—— BI-90G12 1208264-62-3 C7H7N5O2S3
BI-90G12
—— 3,4-bis-[1,2,3,4]thiatriazol-5-ylsulfanyl-pyrrole-2,5-dione 1656-16-2 C6HN7O2S4
3,4-bis-[1,2,3,4]thiatriazol-5-ylsulfanyl-pyrrole-2,5-dione
—— BI-90H9 1208264-59-8 C8H9N5O3S3
BI-90H9
—— tert-butyl [(1R)-2-[4-[(3-chloro-2-formylphenyl)thio]phenyl]-1-methylethyl][(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]carbamate 699016-01-8 C29H31Cl2NO4S
tert-butyl [(1R)-2-[4-[(3-chloro-2-formylphenyl)thio]phenyl]-1-methylethyl][(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]carbamate
—— 4-cyclohexyl-2-(2,4-dimethyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-69-2 C20H23N3OS
4-cyclohexyl-2-(2,4-dimethyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— 10,13,16,19-Tetraoxa-7,22-dithia-27,28-diazatricyclo[21.3.1.12,6]octacosa-1(27),2(28),3,5,23,25-hexaene 1009834-80-3 C20H26N2O4S2
10,13,16,19-Tetraoxa-7,22-dithia-27,28-diazatricyclo[21.3.1.12,6]octacosa-1(27),2(28),3,5,23,25-hexaene
—— BI-90H4 1208264-65-6 C9H11N5O2S3
BI-90H4
—— 5,8,11,14-tetraoxa-2,7,19,21-tetrathiabicyclo<16,3,0>henicos-1(18)-ene-20-one 142671-90-7 C13H20O5S4
5,8,11,14-tetraoxa-2,7,19,21-tetrathiabicyclo<16,3,0>henicos-1(18)-ene-20-one
—— O,O'-ethylenebis(oxyethyleneoxyethylene) <4-(methylthio)-2,6-pyridinediyl>-5,5'-bis<thiophene>2,2'-dicarboxylate 82094-02-8 C26H29NO8S3
O,O'-ethylenebis(oxyethyleneoxyethylene) <4-(methylthio)-2,6-pyridinediyl>-5,5'-bis<thiophene>2,2'-dicarboxylate
—— 1,14-bis(1,2,4-trizin-3-ylsulfanyl)-3,6,9,12-tetrakisoxatetradecane 1009834-73-4 C16H24N6O4S2
1,14-bis(1,2,4-trizin-3-ylsulfanyl)-3,6,9,12-tetrakisoxatetradecane
—— 3-Ethylsulfanyl-benzo[1,4,3]thiaselenazine 93702-66-0 C9H9NS2Se
3-Ethylsulfanyl-benzo[1,4,3]thiaselenazine
—— 2,2-dimethyl-5-phenothiazin-3-ylidene-[1,3]dioxane-4,6-dione 30065-79-3 C18H13NO4S
2,2-dimethyl-5-phenothiazin-3-ylidene-[1,3]dioxane-4,6-dione
—— (<i>S</i>)-2-ethylsulfanyl-butane 20407-75-4 C6H14S
(<i>S</i>)-2-ethylsulfanyl-butane
—— (3S,4R)-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-[(2R,4S,6S)-2,4,6,7-tetrakis[[tert-butyl(dimethyl)silyl]oxy]heptyl]-1,3-dithian-2-yl]pentanal 1306603-27-9 C46H100O6S2Si5
(3S,4R)-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-[(2R,4S,6S)-2,4,6,7-tetrakis[[tert-butyl(dimethyl)silyl]oxy]heptyl]-1,3-dithian-2-yl]pentanal
—— 1-Chloro-2-(chloromethyl)-4-[2-(methylsulfanyl)phenyl]but-3-yn-2-ol 90160-68-2 C12H12Cl2OS
1-Chloro-2-(chloromethyl)-4-[2-(methylsulfanyl)phenyl]but-3-yn-2-ol
—— 1-[2-(3-Methylphenyl)ethoxy]-6-methylsulfanyl-5-propan-2-ylpyrimidine-2,4-dione 191472-41-0 C17H22N2O3S
1-[2-(3-Methylphenyl)ethoxy]-6-methylsulfanyl-5-propan-2-ylpyrimidine-2,4-dione
—— 2-(2-chlorophenylsulphanyl)-2-(furan-2-yl)ethanol 1073131-63-1 C12H11ClO2S
2-(2-chlorophenylsulphanyl)-2-(furan-2-yl)ethanol
—— 2-(2-bromophenylsulphanyl)-2-(furan-2-yl)ethanol 1073131-60-8 C12H11BrO2S
2-(2-bromophenylsulphanyl)-2-(furan-2-yl)ethanol
—— 2-(furan-2-yl)-2-phenylsulfanylethanol 1073131-56-2 C12H12O2S
2-(furan-2-yl)-2-phenylsulfanylethanol
—— 3-Chloro-5-phenyl-4-(phenylsulfanyl)furan-2(5H)-one 89403-45-2 C16H11ClO2S
3-Chloro-5-phenyl-4-(phenylsulfanyl)furan-2(5H)-one
—— 4-methyl-3-(3-methyl-2-butenyl)-2-(methylthio)furan 91632-70-1 C11H16OS
4-methyl-3-(3-methyl-2-butenyl)-2-(methylthio)furan
—— 3-Chloro-4-[(2-chloro-4-methylphenyl)sulfanyl]-5-phenylfuran-2(5H)-one 89403-47-4 C17H12Cl2O2S
3-Chloro-4-[(2-chloro-4-methylphenyl)sulfanyl]-5-phenylfuran-2(5H)-one
—— 3-Chloro-4-[(4-chlorophenyl)sulfanyl]-5-phenylfuran-2(5H)-one 89403-40-7 C16H10Cl2O2S
3-Chloro-4-[(4-chlorophenyl)sulfanyl]-5-phenylfuran-2(5H)-one
—— 1-(4-Methylsulfanylphenyl)but-2-yn-1-ol 1174627-66-7 C11H12OS
1-(4-Methylsulfanylphenyl)but-2-yn-1-ol
—— 4-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]propyl-4-cyanomethyl-2-oxazolidinone 676481-32-6 C27H25ClN2O3S
4-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]propyl-4-cyanomethyl-2-oxazolidinone
—— 2'-chloro-4'-(3-methoxyphenylthio)benzyl cyanide 509089-06-9 C15H12ClNOS
2'-chloro-4'-(3-methoxyphenylthio)benzyl cyanide
—— (E)-4-Methylsulfanyl-dec-5-ene 90370-32-4 C11H22S
(E)-4-Methylsulfanyl-dec-5-ene
—— [6-(4-Chloro-phenyl)-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]-acetic acid 106363-05-7 C13H11ClN4O2S
[6-(4-Chloro-phenyl)-3-methyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]-acetic acid