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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 2-benzyl-4-phenylthiobut-2-enoate 86895-85-4 C19H20O2S
ethyl 2-benzyl-4-phenylthiobut-2-enoate
—— rac.-Adamantyl-(1)-methylsulfoxid 34895-43-7 C11H18OS
rac.-Adamantyl-(1)-methylsulfoxid
—— Methyl (R,S)-2-(isopropylsulfinyl)ethanedithioate 188847-56-5 C6H12OS3
Methyl (R,S)-2-(isopropylsulfinyl)ethanedithioate
—— Methyl (R,S)-2-(cyclohexylsulfinyl)ethanedithioate 188847-57-6 C9H16OS3
Methyl (R,S)-2-(cyclohexylsulfinyl)ethanedithioate
—— 1-(2-Methyl-1,3-dithian-2-yl)-1-phenyl-2-propen-1-ol 68984-53-2 C14H18OS2
1-(2-Methyl-1,3-dithian-2-yl)-1-phenyl-2-propen-1-ol
—— 1-<2-(4-fluorophenylthio)ethyl>piperazine 70931-42-9 C12H17FN2S
1-<2-(4-fluorophenylthio)ethyl>piperazine
—— 2-(4a-hydroxybenzyl)-2-methyl-1,3-dithiane 78349-00-5 C12H16OS2
2-(4a-hydroxybenzyl)-2-methyl-1,3-dithiane
—— 1-(2-phenylthioethyl)piperazine 73446-34-1 C12H18N2S
1-(2-phenylthioethyl)piperazine
—— 3-[2-(2-methyl-1,3-dithianyl)]-cyclohexanone 68984-52-1 C11H18OS2
3-[2-(2-methyl-1,3-dithianyl)]-cyclohexanone
—— (3-Carboxyphenyl)[2-nitro-4-(E-((4-acetylpiperazin-1-yl)carbonyl)ethenyl)phenyl]sulfide 1055911-51-7 C22H21N3O6S
(3-Carboxyphenyl)[2-nitro-4-(E-((4-acetylpiperazin-1-yl)carbonyl)ethenyl)phenyl]sulfide
—— 1-[2-(2-methyl-1,3-dithianyl)]-2-cyclohexen-1-ol 15040-92-3 C11H18OS2
1-[2-(2-methyl-1,3-dithianyl)]-2-cyclohexen-1-ol
—— 2-Methyl-2-vinyl-1,3-dithian 64087-39-4 C7H12S2
2-Methyl-2-vinyl-1,3-dithian
—— [(2R)-1-(2-methyl-1,3-dithian-2-yl)-4-(trimethylsilylmethyl)pent-4-en-2-yl] 2,2-dimethylpropanoate 233750-54-4 C19H36O2S2Si
[(2R)-1-(2-methyl-1,3-dithian-2-yl)-4-(trimethylsilylmethyl)pent-4-en-2-yl] 2,2-dimethylpropanoate
—— (4R,5S)-(-)-4-Ethyl-2,2-dimethyl-5-<3-(2-methyl-1,3-dithian-2-yl)propyl>-1,3-dioxolane 149818-50-8 C15H28O2S2
(4R,5S)-(-)-4-Ethyl-2,2-dimethyl-5-<3-(2-methyl-1,3-dithian-2-yl)propyl>-1,3-dioxolane
—— 3-(2-methyl-[1,3]dithian-2-yl)-5-oxo-cyclohex-3-enecarboxylic acid isobutyl ester 60891-21-6 C16H24O3S2
3-(2-methyl-[1,3]dithian-2-yl)-5-oxo-cyclohex-3-enecarboxylic acid isobutyl ester
—— 2-(phenylthio)-1H-imidazole 173416-54-1 C9H8N2S
2-(phenylthio)-1H-imidazole
—— 1,3-bis(ethoxycarbonyldithio)propane 202270-73-3 C9H16O4S4
1,3-bis(ethoxycarbonyldithio)propane
—— 6-fluorobenzo<b>thiophen-2<3H>-one 70931-82-7 C8H5FOS
6-fluorobenzo<b>thiophen-2<3H>-one
—— 1,2-bis(ethoxycarbonyldithio)ethane 42777-12-8 C8H14O4S4
1,2-bis(ethoxycarbonyldithio)ethane
—— 3,6-Dibrom-2,5-N,N'-dicyanodiimin-2,5-dihydrothieno<3,2-b>thiophen 125594-18-5 C8Br2N4S2
3,6-Dibrom-2,5-N,N'-dicyanodiimin-2,5-dihydrothieno<3,2-b>thiophen
—— 6-chloro-3-{2-[(2-methyl-5-nitrophenyl)thio]-1,3-thiazol-4-yl}imidazo[1,2-a]pyridine 372198-16-8 C17H11ClN4O2S2
6-chloro-3-{2-[(2-methyl-5-nitrophenyl)thio]-1,3-thiazol-4-yl}imidazo[1,2-a]pyridine
—— 1,3-dimethyl-1,3-diaza-6,9,12,15-tetraoxa-2-cycloheptadecanethione 100890-91-3 C13H26N2O4S
1,3-dimethyl-1,3-diaza-6,9,12,15-tetraoxa-2-cycloheptadecanethione
—— 6,9,12,15-tetraoxa-1,3-diazacycloheptadecane-2-thione 82718-54-5 C11H22N2O4S
6,9,12,15-tetraoxa-1,3-diazacycloheptadecane-2-thione
—— (6-thioxo-2,4-cyclohexadien-1-ylidene)methanone 75126-75-9 C7H4OS
(6-thioxo-2,4-cyclohexadien-1-ylidene)methanone
—— 4-(4-methoxy-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-yl)-aniline 21576-25-0 C13H12N4OS
4-(4-methoxy-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-yl)-aniline
—— 1,9,17-trithia-[2.2.2]orthocyclophane-2,10,18-trione 39264-06-7 C21H12O3S3
1,9,17-trithia-[2.2.2]orthocyclophane-2,10,18-trione
—— 4H-1,3-benzodithiin-4-one 1034249-74-5 C8H6OS2
4H-1,3-benzodithiin-4-one
—— 5,5'-disulfanediyldipentan-1-amine 15919-44-5 C10H24N2S2
5,5'-disulfanediyldipentan-1-amine
—— 6-(4-amino-phenyl)-4-methyl-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-2-ylamine 21576-23-8 C13H13N5S
6-(4-amino-phenyl)-4-methyl-7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-2-ylamine
—— 3-(phenylthio)-2-methylenepropanal 86531-03-5 C10H10OS
3-(phenylthio)-2-methylenepropanal
—— 2,3-Dihydro-9-phenylthio-1H-pyrrolo[1,2-a]indol-1-one 143612-31-1 C17H13NOS
2,3-Dihydro-9-phenylthio-1H-pyrrolo[1,2-a]indol-1-one
—— 3-(phenylthio)-2-methylenepropionaldehyde diethyl acetal 401893-44-5 C14H20O2S
3-(phenylthio)-2-methylenepropionaldehyde diethyl acetal
—— 4-hydroxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole 359631-10-0 C8H8F3NO2S
4-hydroxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole
—— β-phenylthio-2,3-O-isopropylidene-D-ribofuranose 153362-34-6 C14H18O4S
β-phenylthio-2,3-O-isopropylidene-D-ribofuranose
—— 3-<4-(1-(methoxymethyl)-1H-2-(phenylthio)imidazol-5-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl>indole 219817-92-2 C23H18N4O3S
3-<4-(1-(methoxymethyl)-1H-2-(phenylthio)imidazol-5-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl>indole
—— (2RS,3SR)-ethyl N-<3-hydroxy-2-methyl-3-<1-(phenylthio)cyclohexyl>propyl>carbamate 127940-94-7 C19H29NO3S
(2RS,3SR)-ethyl N-<3-hydroxy-2-methyl-3-<1-(phenylthio)cyclohexyl>propyl>carbamate
—— 4-methoxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole 359631-11-1 C9H10F3NO2S
4-methoxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole
—— 2-Propan-2-ylsulfanyl-3-(2,2,2-trifluoroethoxy)pyridine 256473-05-9 C10H12F3NOS
2-Propan-2-ylsulfanyl-3-(2,2,2-trifluoroethoxy)pyridine
—— 1-<(benzyloxy)methyl>-6-(phenylthio)thymine 132774-43-7 C19H18N2O3S
1-<(benzyloxy)methyl>-6-(phenylthio)thymine
—— 5-({[4-(Butylsulfanyl)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione 89000-14-6 C15H18N2O2S2
5-({[4-(Butylsulfanyl)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione
—— 1,3-diaza-2-oxophenothiazine —— C10H7N3OS
1,3-diaza-2-oxophenothiazine
—— 4-methylthiomethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole 359631-13-3 C9H10F3NOS2
4-methylthiomethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole
—— 4,4'-bis(chloromethyl)diphenyl sulfide 1216-02-0 C14H12Cl2S
4,4'-bis(chloromethyl)diphenyl sulfide
—— 5-{[(Pyridin-2-yl)sulfanyl]methyl}pyrimidine-2,4(1H,3H)-dione 89000-16-8 C10H9N3O2S
5-{[(Pyridin-2-yl)sulfanyl]methyl}pyrimidine-2,4(1H,3H)-dione
—— 6-{[(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]thio}-1,2,4-triazine-3,5(2H,4H)-dione 301208-18-4 C8H7N5O4S
6-{[(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]thio}-1,2,4-triazine-3,5(2H,4H)-dione
—— 5-(4-bromophenylthiomethyl)uracil 89000-17-9 C11H9BrN2O2S
5-(4-bromophenylthiomethyl)uracil
—— 5-({[4-(Dimethylamino)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione 89000-15-7 C13H15N3O2S
5-({[4-(Dimethylamino)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione
—— 5-({[4-(Methylsulfanyl)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione 89000-13-5 C12H12N2O2S2
5-({[4-(Methylsulfanyl)phenyl]sulfanyl}methyl)pyrimidine-2,4(1H,3H)-dione
—— 5-{[(4-Fluorophenyl)sulfanyl]methyl}pyrimidine-2,4(1H,3H)-dione 89000-10-2 C11H9FN2O2S
5-{[(4-Fluorophenyl)sulfanyl]methyl}pyrimidine-2,4(1H,3H)-dione
—— 2-[2-(4-chlorophenylsulfanyl)prop-2-enyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide 1000809-06-2 C14H18ClO3PS
2-[2-(4-chlorophenylsulfanyl)prop-2-enyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide