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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
—— 6-<(methoxycarbonyl)amino>-2-hexanone propylene thioketal 114059-56-2 C11H21NO2S2
6-<(methoxycarbonyl)amino>-2-hexanone propylene thioketal
—— (2-ethylsulfanyl-4-chloro-pyrimidin-5-yl)-acetic acid ethyl ester 828252-44-4 C10H13ClN2O2S
(2-ethylsulfanyl-4-chloro-pyrimidin-5-yl)-acetic acid ethyl ester
—— (4R)-4-[(1Z,5E,7E,11R)-11-methoxy-8-methyltetradeca-1,5,7,13-tetraenyl]-2-[(2S)-2-methylcyclopropyl]-4,5-dihydro-1,3-thiazole 155233-30-0 C23H35NOS
(4R)-4-[(1Z,5E,7E,11R)-11-methoxy-8-methyltetradeca-1,5,7,13-tetraenyl]-2-[(2S)-2-methylcyclopropyl]-4,5-dihydro-1,3-thiazole
—— 6-(4-dimethylaminophenyl)-4-methylthio-2-oxo-2H-pyran-3-carbonitrile 667897-80-5 C15H14N2O2S
6-(4-dimethylaminophenyl)-4-methylthio-2-oxo-2H-pyran-3-carbonitrile
—— (2-ethylsulfanyl-pyrimidin-5-yl)-acetic acid ethyl ester 828252-24-0 C10H14N2O2S
(2-ethylsulfanyl-pyrimidin-5-yl)-acetic acid ethyl ester
—— 5-methylsulfanyl-thiazolo[4,5-<i>d</i>]pyrimidine-2,7-diamine 30162-03-9 C6H7N5S2
5-methylsulfanyl-thiazolo[4,5-<i>d</i>]pyrimidine-2,7-diamine
—— 3-((4-((2-(Dimethylamino)ethyl)thio)phenyl)methylene)-6-(phenylmethylene)-2,5-piperazinedione 174849-68-4 C22H23N3O2S
3-((4-((2-(Dimethylamino)ethyl)thio)phenyl)methylene)-6-(phenylmethylene)-2,5-piperazinedione
—— 4-[(4-chlorobutyl)sulphonyl]-1,1,1,2-tetrafluoro-2-(trifluoromethyl)butane 1353008-99-7 C9H12ClF7O2S
4-[(4-chlorobutyl)sulphonyl]-1,1,1,2-tetrafluoro-2-(trifluoromethyl)butane
—— N-methyl-4-{[3,4,4,4-tetrafluoro-3-(trifluoromethyl)butyl]sulphonyl}butan-1-amine 1353009-38-7 C10H16F7NO2S
N-methyl-4-{[3,4,4,4-tetrafluoro-3-(trifluoromethyl)butyl]sulphonyl}butan-1-amine
—— 6,7-dimethyl-4-phenyl-3,4-dihydro-2H-imidazo[2,1-b][1,3,4]thiadiazine 1022903-99-6 C13H15N3S
6,7-dimethyl-4-phenyl-3,4-dihydro-2H-imidazo[2,1-b][1,3,4]thiadiazine
—— Formamide, 1-((2,3-dichloro-2-propenyl)sulfinyl)-N,N-bis(1-methylethyl)-, (Z)- 71133-36-3 C10H17Cl2NO2S
Formamide, 1-((2,3-dichloro-2-propenyl)sulfinyl)-N,N-bis(1-methylethyl)-, (Z)-
—— Nonafluorbutylsulfonyl-2-aethanol 66406-86-8 C6H5F9O3S
Nonafluorbutylsulfonyl-2-aethanol
—— 2-(methylsulfanyl)-6-(morpholin-4-yl)pyrimidin-4-amine 96225-91-1 C9H14N4OS
2-(methylsulfanyl)-6-(morpholin-4-yl)pyrimidin-4-amine
—— 4,5-Dihydro-1-methyl-8-phenylsulfanyl-1H-thieno[3,4-g]indazole-6-carboxylic Acid Ethyl Ester 364759-99-9 C19H18N2O2S2
4,5-Dihydro-1-methyl-8-phenylsulfanyl-1H-thieno[3,4-g]indazole-6-carboxylic Acid Ethyl Ester
—— 4-Ethylmercapto-2-methyl-pyridin 98594-03-7 C8H11NS
4-Ethylmercapto-2-methyl-pyridin
—— 2,4-di(4-methoxyphenylthio)-1-methoxybenzene 1263672-63-4 C21H20O3S2
2,4-di(4-methoxyphenylthio)-1-methoxybenzene
—— 3,4-bis(thioisocyanomethyl)-1,3,5-cycloheptatriene 899811-31-5 C11H10N2S2
3,4-bis(thioisocyanomethyl)-1,3,5-cycloheptatriene
—— 2,4,6-Trichloro-3,5-bis(trifluoromethylsulfanyl)aniline 111222-79-8 C8H2Cl3F6NS2
2,4,6-Trichloro-3,5-bis(trifluoromethylsulfanyl)aniline
—— 5-(4-methyl-4H-1,2,4-triazol-3-ylthio)-N-(4-methylthiazol-2-yl)-2-nitrobenzamide 1146340-57-9 C14H12N6O3S2
5-(4-methyl-4H-1,2,4-triazol-3-ylthio)-N-(4-methylthiazol-2-yl)-2-nitrobenzamide
—— 4-Amino-6-chloro-2-(1-(4-methyl-2-pyridyl)ethyl)thio-pyrimidine 185219-22-1 C12H13ClN4S
4-Amino-6-chloro-2-(1-(4-methyl-2-pyridyl)ethyl)thio-pyrimidine
—— 4-(2-methoxycarbonylethylthio)-5-trimethylsilyl-1,3-diselenole-2-selone 307298-49-3 C10H16O2SSe3Si
4-(2-methoxycarbonylethylthio)-5-trimethylsilyl-1,3-diselenole-2-selone
—— 2,2-dimethyl-1-(1'-methyl-4'-nitro-2'-pyrrolyl)propyl p-tolyl sulfide 115975-71-8 C17H22N2O2S
2,2-dimethyl-1-(1'-methyl-4'-nitro-2'-pyrrolyl)propyl p-tolyl sulfide
—— 1,2,μ-trithio-dicarbonic acid bis-dipropylamide 2556-41-4 C14H28N2S3
1,2,μ-trithio-dicarbonic acid bis-dipropylamide
—— 1-Mercapto-2,3-dichlor-propan 7763-79-3 C3H6Cl2S
1-Mercapto-2,3-dichlor-propan
—— 2-cyano-N,N-dimethyl-2-(phenylthio)acetamide 406234-03-5 C11H12N2OS
2-cyano-N,N-dimethyl-2-(phenylthio)acetamide
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylthio)phenyl)urea 1188907-36-9 C26H29N5O5S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(7-methoxy-6-(2-methoxyethoxy)quinazolin-4-ylthio)phenyl)urea
—— 1-(Octylsulfonylmethylsulfonyl)octane 110203-50-4 C17H36O4S2
1-(Octylsulfonylmethylsulfonyl)octane
—— 4-Methyl-6-(1-methylimidazol-2-yl)sulfanylpyridin-3-amine 96592-31-3 C10H12N4S
4-Methyl-6-(1-methylimidazol-2-yl)sulfanylpyridin-3-amine
—— 5-nitro-4-methyl-2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]pyridine 96592-30-2 C10H10N4O2S
5-nitro-4-methyl-2-[(1-methyl-1H-imidazol-2-yl)sulfanyl]pyridine
—— 1-benzyl-3-(ethylthio)-N,N-dimethyl-4-nitro-1H-pyrazol-5-amine 1196686-00-6 C14H18N4O2S
1-benzyl-3-(ethylthio)-N,N-dimethyl-4-nitro-1H-pyrazol-5-amine
—— 3-Chlor-2,5-bis(cyanimino)-2,5-dihydro-6-methylthieno<3,2-b>thiophen 125594-15-2 C9H3ClN4S2
3-Chlor-2,5-bis(cyanimino)-2,5-dihydro-6-methylthieno<3,2-b>thiophen
—— 3-Brom-2,5-bis(cyanimino)-2,5-dihydro-6-methylthieno<3,2-b>thiophen 125594-16-3 C9H3BrN4S2
3-Brom-2,5-bis(cyanimino)-2,5-dihydro-6-methylthieno<3,2-b>thiophen
—— tert-butyl ((1S)-1-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}-2-morpholin-4-ylethyl)carbamate 917383-19-8 C18H31N5O3S
tert-butyl ((1S)-1-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}-2-morpholin-4-ylethyl)carbamate
—— 5-bromo-2-(cyclopropylmethylthio)pyridine 494772-73-5 C9H10BrNS
5-bromo-2-(cyclopropylmethylthio)pyridine
—— (4-Bromophenyl)(cyclopropylmethyl)sulfane 917382-54-8 C10H11BrS
(4-Bromophenyl)(cyclopropylmethyl)sulfane
—— cis-1,2-bis[(2-chloroethyl)sulfanyl]cycloheptane 1333835-88-3 C11H20Cl2S2
cis-1,2-bis[(2-chloroethyl)sulfanyl]cycloheptane
—— 2,4-dibromo-3-(methylthio)thiophene 152570-30-4 C5H4Br2S2
2,4-dibromo-3-(methylthio)thiophene
—— diethylamino trifluoro thioacetamide 61881-09-2 C6H10F3NS
diethylamino trifluoro thioacetamide
—— 2,2'-(cis-cycloheptane-1,2-diyldisulfanyl)diethanethiol 1333835-90-7 C11H22S4
2,2'-(cis-cycloheptane-1,2-diyldisulfanyl)diethanethiol
—— 4-(t-butylthio)-1-butene 64818-42-4 C8H16S
4-(t-butylthio)-1-butene
—— (2S,3R,4S,5R)-2-[(6,7-diphenyl-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)sulfanyl]oxane-3,4,5-triol 1283693-39-9 C21H19N5O4S
(2S,3R,4S,5R)-2-[(6,7-diphenyl-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)sulfanyl]oxane-3,4,5-triol
—— 4-[(But-3-en-1-yl)sulfanyl]-6-methyl-3-(prop-2-en-1-yl)-2H-pyran-2-one 923602-37-3 C13H16O2S
4-[(But-3-en-1-yl)sulfanyl]-6-methyl-3-(prop-2-en-1-yl)-2H-pyran-2-one
—— 1,3-di(but-1-ene)trisulfane 1068657-48-6 C8H14S3
1,3-di(but-1-ene)trisulfane
—— (5-bromo-2-methylsulfanyl-pyrimidin-4-yl)-((S)-1-methanesulfonyl-piperidin-3-yl)-amine 1270497-87-4 C11H17BrN4O2S2
(5-bromo-2-methylsulfanyl-pyrimidin-4-yl)-((S)-1-methanesulfonyl-piperidin-3-yl)-amine
—— (5-bromo-2-methylsulfanyl-pyrimidin-4-yl)-(S)-piperidin-3-yl-amine 1270497-86-3 C10H15BrN4S
(5-bromo-2-methylsulfanyl-pyrimidin-4-yl)-(S)-piperidin-3-yl-amine
—— (5-bromo-2-methylsulfanyl-pyrimidin-4-yl)-[(S)-1-(2-methyl-propane-1-sulfonyl)-piperidin-3-yl]-amine 1270497-94-3 C14H23BrN4O2S2
(5-bromo-2-methylsulfanyl-pyrimidin-4-yl)-[(S)-1-(2-methyl-propane-1-sulfonyl)-piperidin-3-yl]-amine
—— (E)-2-(ethylthio)-3-(phenylthio)-1,1,1-trifluoroprop-2-ene 261358-29-6 C11H11F3S2
(E)-2-(ethylthio)-3-(phenylthio)-1,1,1-trifluoroprop-2-ene
—— (2R,3S,4S)-4-amino-5,5-bis(ethylsulfanyl)pentane-1,2,3-triol 56206-87-2 C9H21NO3S2
(2R,3S,4S)-4-amino-5,5-bis(ethylsulfanyl)pentane-1,2,3-triol
—— Ethanethioamide, 2,2,2-trifluoro-N,N-dimethyl- 79770-08-4 C4H6F3NS
Ethanethioamide, 2,2,2-trifluoro-N,N-dimethyl-
—— 6,7-dimethyl-4-(4-chlorophenyl)-3,4-dihydro-2H-imidazo[2,1-b][1,3,4]thiadiazine 1022904-02-4 C13H14ClN3S
6,7-dimethyl-4-(4-chlorophenyl)-3,4-dihydro-2H-imidazo[2,1-b][1,3,4]thiadiazine