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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
—— (R)-tert-butyl 3-benzyl-4-(2-(2-cyanophenylthio)benzoyl)piperazine-1-carboxylate 1144508-61-1 C30H31N3O3S
(R)-tert-butyl 3-benzyl-4-(2-(2-cyanophenylthio)benzoyl)piperazine-1-carboxylate
—— ethyl (6-hydroxy-2,3-dihydro-1-benzothiophen-3-yl)acetate 1022979-94-7 C12H14O3S
ethyl (6-hydroxy-2,3-dihydro-1-benzothiophen-3-yl)acetate
—— 1-methyl-3-methylthio-5-phenyl-1,2,4-triazin-1-ium iodide 35102-16-0 C11H12N3S*I
1-methyl-3-methylthio-5-phenyl-1,2,4-triazin-1-ium iodide
—— S-ethyl diisobutylthiocarbamate S,S-dioxide 51892-57-0 C11H23NO3S
S-ethyl diisobutylthiocarbamate S,S-dioxide
—— <i>S</i>-heptyl-isothiourea; <i>S</i>-heptyl-isothiuronium-bromide 4270-02-4 BrH*C8H18N2S
<i>S</i>-heptyl-isothiourea; <i>S</i>-heptyl-isothiuronium-bromide
—— 1-(4-(5-chloro-2-(phenylthio)phenyl)but-3-ynyl)-4-methylpiperazine 1100794-09-9 C21H23ClN2S
1-(4-(5-chloro-2-(phenylthio)phenyl)but-3-ynyl)-4-methylpiperazine
—— S-((2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl) 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanethioate 1333236-73-9 C16H11F13O2S3
S-((2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl) 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanethioate
—— <3>Thienylmercapto-essigsaeure-methylester 1723-32-6 C7H8O2S2
<3>Thienylmercapto-essigsaeure-methylester
—— 2-(thiophen-3-ylsulfanyl)phenylamine 23699-18-5 C10H9NS2
2-(thiophen-3-ylsulfanyl)phenylamine
—— 3-(butylsulfanyl)thiophene 3988-72-5 C8H12S2
3-(butylsulfanyl)thiophene
—— allyl 4,4-difluoro-2-methyl-4-phenylsulfanylbutanoate 776313-44-1 C14H16F2O2S
allyl 4,4-difluoro-2-methyl-4-phenylsulfanylbutanoate
—— 4-Isopropylidene-2,2,5,5-tetramethyl-[1,3]oxathiolane 94398-59-1 C10H18OS
4-Isopropylidene-2,2,5,5-tetramethyl-[1,3]oxathiolane
—— 3-(2-chlorophenyl)-2-benzylthio-4(3H)-pyrimidinone 89069-57-8 C17H13ClN2OS
3-(2-chlorophenyl)-2-benzylthio-4(3H)-pyrimidinone
—— 5-phenylthio-2-furylmethylenepropanedinitrile 56656-64-5 C14H8N2OS
5-phenylthio-2-furylmethylenepropanedinitrile
—— 2-{[5-(phenylsulfanyl)furan-2-yl]methyl}propanedinitrile 1432613-99-4 C14H10N2OS
2-{[5-(phenylsulfanyl)furan-2-yl]methyl}propanedinitrile
—— 6-but-3-en-1-yl-7-methyl-1,4-dithiaspiro[4.5]dec-6-ene 1292848-64-6 C13H20S2
6-but-3-en-1-yl-7-methyl-1,4-dithiaspiro[4.5]dec-6-ene
—— 2-methylthioethoxyamine 101512-32-7 C3H9NOS
2-methylthioethoxyamine
—— O-(2-methylsulfinyl)ethylhydroxylamine 504436-71-9 C3H9NO2S
O-(2-methylsulfinyl)ethylhydroxylamine
—— 5H-2,4-Dithia-1,3,8-triaza-cyclopenta[a]naphthalene 179334-00-0 C8H5N3S2
5H-2,4-Dithia-1,3,8-triaza-cyclopenta[a]naphthalene
—— 4-Methyl-3-(4-methylsulfanyl-[1,2,5]thiadiazol-3-yl)-pyridine 201533-58-6 C9H9N3S2
4-Methyl-3-(4-methylsulfanyl-[1,2,5]thiadiazol-3-yl)-pyridine
—— 2-methylthio-3-(2-ethylphenyl)-4(3H)-pyrimidinone 89069-36-3 C13H14N2OS
2-methylthio-3-(2-ethylphenyl)-4(3H)-pyrimidinone
—— 6H-Spiro[bicyclo[3.3.1]nonane-2,2'-[1,3]dithiolan]-6-one 27581-54-0 C11H16OS2
6H-Spiro[bicyclo[3.3.1]nonane-2,2'-[1,3]dithiolan]-6-one
—— 5-cyano-2-(nitromethylthio)thiophene 126715-75-1 C6H4N2O2S2
5-cyano-2-(nitromethylthio)thiophene
—— Benzene, ((2-(ethenylseleno)ethyl)thio)- 90053-42-2 C10H14SSe
Benzene, ((2-(ethenylseleno)ethyl)thio)-
—— Benzenemethanol, 2-((2-((4-methyl-1-piperazinyl)methyl)phenyl)thio)-, dihydrochloride 93288-97-2 C19H26Cl2N2OS
Benzenemethanol, 2-((2-((4-methyl-1-piperazinyl)methyl)phenyl)thio)-, dihydrochloride
—— 1,4-tert-butyl-2,5,7-trithiabicyclo[2.2.1]heptane 124782-81-6 C12H22S3
1,4-tert-butyl-2,5,7-trithiabicyclo[2.2.1]heptane
—— 1-(2-(4-Chloro-2-(1-hydroxyethyl)phenylthio)benzyl)-4-methylpiperazine dihydrochloride 93288-37-0 C20H27Cl3N2OS
1-(2-(4-Chloro-2-(1-hydroxyethyl)phenylthio)benzyl)-4-methylpiperazine dihydrochloride
—— 3-(5-chloro-2-methylphenyl)-2-methylthio-4(3H)-pyrimidinone 89069-30-7 C12H11ClN2OS
3-(5-chloro-2-methylphenyl)-2-methylthio-4(3H)-pyrimidinone
—— 2,5-Dimethyl-2-phenylthiohexanonitril 66164-80-5 C14H19NS
2,5-Dimethyl-2-phenylthiohexanonitril
—— 2,5-Dimethyl-2-(phenylthio)hexan-1-ol 66332-74-9 C14H22OS
2,5-Dimethyl-2-(phenylthio)hexan-1-ol
—— 1-Cyclohexyl-3-hexylthiourea 401640-79-7 C13H26N2S
1-Cyclohexyl-3-hexylthiourea
—— Piperidine, 1-(3-((2-((p-chlorophenyl)thio)ethyl)amino)propyl)- 93144-71-9 C16H25ClN2S
Piperidine, 1-(3-((2-((p-chlorophenyl)thio)ethyl)amino)propyl)-
—— 6,6'-Diethoxy-thioindigo 42917-53-3 C20H16O4S2
6,6'-Diethoxy-thioindigo
—— Morpholine, 4-(3-((2-((p-chlorophenyl)thio)ethyl)amino)propyl)- 92724-93-1 C15H23ClN2OS
Morpholine, 4-(3-((2-((p-chlorophenyl)thio)ethyl)amino)propyl)-
—— (E)-1-cyclohexyl-2-(phenylthio)-1,3-butadiene 83877-76-3 C16H20S
(E)-1-cyclohexyl-2-(phenylthio)-1,3-butadiene
—— 1-methyl-2-phenylsulfanyl-cyclohex-2-enecarboxylic acid ethyl ester 862563-51-7 C16H20O2S
1-methyl-2-phenylsulfanyl-cyclohex-2-enecarboxylic acid ethyl ester
—— 1,3-Dimethyl-5-methylmercapto-pyrazol 32323-16-3 C6H10N2S
1,3-Dimethyl-5-methylmercapto-pyrazol
—— 1-methyl-2-phenylsulfanyl-cyclohex-2-enecarbaldehyde 862563-52-8 C14H16OS
1-methyl-2-phenylsulfanyl-cyclohex-2-enecarbaldehyde
—— 1,4-Dithia-spiro[4.5]decane-6-carboxylic acid 337468-24-3 C9H14O2S2
1,4-Dithia-spiro[4.5]decane-6-carboxylic acid
—— 4,6-di-methylthio-2-methyl-5-(2-imidazolin-2-yl)-aminopyrimidine 75438-59-4 C10H15N5S2
4,6-di-methylthio-2-methyl-5-(2-imidazolin-2-yl)-aminopyrimidine
—— 1-((methylsulfonyl)methyl)bicycle[3.1.0]hexan-2-one 1549803-77-1 C8H12O3S
1-((methylsulfonyl)methyl)bicycle[3.1.0]hexan-2-one
—— chloromethanesulfonyl chloride 112382-26-0 CHClO2S
chloromethanesulfonyl chloride
—— 2-tert-butoxycarbonylaminomethyl-3-(2-hydroxy-2-methylpropanethio)pyridine 342816-17-5 C15H24N2O3S
2-tert-butoxycarbonylaminomethyl-3-(2-hydroxy-2-methylpropanethio)pyridine
—— (4R)-4-hydroxy-4-(4-methylsulfanylphenyl)-butan-2-one 1147131-67-6 C11H14O2S
(4R)-4-hydroxy-4-(4-methylsulfanylphenyl)-butan-2-one
—— formic acid-[2-(2-nitro-5-trifluoromethyl-phenylsulfanyl)-anilide] 7639-63-6 C14H9F3N2O3S
formic acid-[2-(2-nitro-5-trifluoromethyl-phenylsulfanyl)-anilide]
—— 2-bromo-4-methyl-5-[(phenylthio)(2,3,6-trifluorophenyl)methyl]pyridine 913091-89-1 C19H13BrF3NS
2-bromo-4-methyl-5-[(phenylthio)(2,3,6-trifluorophenyl)methyl]pyridine
—— 3-Methylthio-1-cyclopentene 27557-68-2 C6H10S
3-Methylthio-1-cyclopentene
—— 2-bromo-4-methyl-5-[[[6-(trifluoromethyl)pyridin-3-yl]thio](2,3,6-trifluorophenyl)methyl]pyridine 913091-90-4 C19H11BrF6N2S
2-bromo-4-methyl-5-[[[6-(trifluoromethyl)pyridin-3-yl]thio](2,3,6-trifluorophenyl)methyl]pyridine
—— 2-Cyclopentenyl-butyl-sulfid 18508-17-3 C9H16S
2-Cyclopentenyl-butyl-sulfid
—— 6-(4-bromo-3-methyl-phenylsulfanyl)-3-methoxymethoxymethyl-2-methyl-pyridine 926640-01-9 C16H18BrNO2S
6-(4-bromo-3-methyl-phenylsulfanyl)-3-methoxymethoxymethyl-2-methyl-pyridine