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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
—— 5-Benzylthio-3H-1,2-dithiole-3-thione 120060-18-6 C10H8S4
5-Benzylthio-3H-1,2-dithiole-3-thione
—— 5-(3,5-Dichlorophenylthio)-1-(2-carbamoyloxyethyl)-2-carbamoyloxymethyl-4-isopropyl-1H-imidazole 178980-28-4 C17H20Cl2N4O4S
5-(3,5-Dichlorophenylthio)-1-(2-carbamoyloxyethyl)-2-carbamoyloxymethyl-4-isopropyl-1H-imidazole
—— 2-(5-(3,5-dichlorophenylthio)-2-hydroxymethyl-4-isopropyl-1H-imidazol-1-yl)ethanol 178980-54-6 C15H18Cl2N2O2S
2-(5-(3,5-dichlorophenylthio)-2-hydroxymethyl-4-isopropyl-1H-imidazol-1-yl)ethanol
—— N,N,3-Trimethylbut-2-enethioamide 67797-24-4 C7H13NS
N,N,3-Trimethylbut-2-enethioamide
—— (E)-N,N-dimethylbut-2-enethioamide 80095-84-7 C6H11NS
(E)-N,N-dimethylbut-2-enethioamide
—— 3-ethyl-4-methyl-2-methylsulfanyl-thiazolium; iodide 53845-14-0 C7H12NS2*I
3-ethyl-4-methyl-2-methylsulfanyl-thiazolium; iodide
—— (2E,4E)-N,N-dimethylhexa-2,4-dienethioamide 67797-27-7 C8H13NS
(2E,4E)-N,N-dimethylhexa-2,4-dienethioamide
—— dimethyl-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine 51412-78-3 C5H9N3S2
dimethyl-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine
—— 2-Ethylamino-4,6-dichloro-5-methylthio-pyrimidine 40765-74-0 C7H9Cl2N3S
2-Ethylamino-4,6-dichloro-5-methylthio-pyrimidine
—— 5-(2-amino-ethylsulfanyl)-[1,3,4]thiadiazol-2-ylamine 111461-31-5 C4H8N4S2
5-(2-amino-ethylsulfanyl)-[1,3,4]thiadiazol-2-ylamine
—— 1-Methylthiomethyloxy-butan 61865-93-8 C6H14OS
1-Methylthiomethyloxy-butan
—— <i>N</i>-(2,2-diethoxy-ethyl)-<i>N</i>'-methyl-thiourea 90203-43-3 C8H18N2O2S
<i>N</i>-(2,2-diethoxy-ethyl)-<i>N</i>'-methyl-thiourea
—— N-benzyl-2-methyl-3-phenylsulfanylpropan-1-imine 183381-81-9 C17H19NS
N-benzyl-2-methyl-3-phenylsulfanylpropan-1-imine
—— O-ethyl [(1S,3R)-2,2-dimethyl-3-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]cyclopropanecarbonyl]sulfanylmethanethioate 823797-68-8 C15H24O2S4
O-ethyl [(1S,3R)-2,2-dimethyl-3-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]cyclopropanecarbonyl]sulfanylmethanethioate
—— metazathioprine 97746-12-8 C10H9N7O2S
metazathioprine
—— (3R,4R)-3-<(tert-Butyldimethylsilyl)oxy>-4-<(phenylthio)methyl>-γ-butyrolactone 159685-36-6 C17H26O3SSi
(3R,4R)-3-<(tert-Butyldimethylsilyl)oxy>-4-<(phenylthio)methyl>-γ-butyrolactone
—— 1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]thiophen-2-yl}-3-(4-cyanophenyl)urea 417715-71-0 C25H19N5O3S2
1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]thiophen-2-yl}-3-(4-cyanophenyl)urea
—— 3-(4-Bromo-2-fluorophenyl)-3,4-dihydro-2-methylthio-6-trifluoromethylpyrimidin-4-one 205385-33-7 C12H7BrF4N2OS
3-(4-Bromo-2-fluorophenyl)-3,4-dihydro-2-methylthio-6-trifluoromethylpyrimidin-4-one
—— (2R)-2-[[6-amino-2-[[(2,3-difluorophenyl)methyl]thio]-5-nitroso-4-pyrimidinyl]amino]-1-propanol 503271-72-5 C14H15F2N5O2S
(2R)-2-[[6-amino-2-[[(2,3-difluorophenyl)methyl]thio]-5-nitroso-4-pyrimidinyl]amino]-1-propanol
—— 3-Azidopropyl [(ethoxycarbonothioyl)sulfanyl]acetate 921940-78-5 C8H13N3O3S2
3-Azidopropyl [(ethoxycarbonothioyl)sulfanyl]acetate
—— (2R)-2-[(2-chloro-5-{[(1R)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 911715-88-3 C19H23ClN4OS2
(2R)-2-[(2-chloro-5-{[(1R)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— (2R)-2-[(2-chloro-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 911715-91-8 C19H23ClN4OS2
(2R)-2-[(2-chloro-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— (2R)-2-[(2-methoxy-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 911715-92-9 C20H26N4O2S2
(2R)-2-[(2-methoxy-5-{[(1S)-1-phenylethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— (2R)-2-[(2-methoxy-5-{[(1R)-1-phenylethyl]sulfanyl}-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 911715-89-4 C20H26N4O2S2
(2R)-2-[(2-methoxy-5-{[(1R)-1-phenylethyl]sulfanyl}-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— 2-chloro-6-<2-hydroxy-3-(phenylthio)propyl>phenol 126708-05-2 C15H15ClO2S
2-chloro-6-<2-hydroxy-3-(phenylthio)propyl>phenol
—— 2-chloro-6-<3-hydroxy-2-(phenylthio)propyl>phenol 126708-15-4 C15H15ClO2S
2-chloro-6-<3-hydroxy-2-(phenylthio)propyl>phenol
—— 3-(cyclopropylthio)-1H-pyrazole 1196875-52-1 C6H8N2S
3-(cyclopropylthio)-1H-pyrazole
—— 2-(((1-(pyridin-4-ylmethyl)-1H-1,2,3-triazol-4-yl)methyl)-thio)pyridine 1445876-53-8 C14H13N5S
2-(((1-(pyridin-4-ylmethyl)-1H-1,2,3-triazol-4-yl)methyl)-thio)pyridine
—— (4S)-3-<(2S,3S)-3-hydroxy-2-methyl-1-oxo-3-(1-phenylsulfanylcyclopentyl)propyl>-4-phenylmethyl-1,3-oxazolidin-2-one 138649-96-4 C25H29NO4S
(4S)-3-<(2S,3S)-3-hydroxy-2-methyl-1-oxo-3-(1-phenylsulfanylcyclopentyl)propyl>-4-phenylmethyl-1,3-oxazolidin-2-one
—— 4-hydroxy-4-(1-(phenylthio)cyclopentyl)butan-2-one 179806-59-8 C15H20O2S
4-hydroxy-4-(1-(phenylthio)cyclopentyl)butan-2-one
—— (3R,4R)-3-methyl-4-phenylsulfanyl-1-oxa-spiro<4.4>nonane 138751-05-0 C15H20OS
(3R,4R)-3-methyl-4-phenylsulfanyl-1-oxa-spiro<4.4>nonane
—— 2,3,4-trimethyl-5-oxo-4,5-dihydro-1,4-benzothiazepine 93301-47-4 C12H13NOS
2,3,4-trimethyl-5-oxo-4,5-dihydro-1,4-benzothiazepine
—— 3-hydroxy-[(1'-phenylsulfanyl)cyclopentyl]-propanol 175439-57-3 C14H20O2S
3-hydroxy-[(1'-phenylsulfanyl)cyclopentyl]-propanol
—— 3-ethyl-4-methyl-5-oxo-4,5-dihydro-1,4-benzothiazepine 93301-44-1 C12H13NOS
3-ethyl-4-methyl-5-oxo-4,5-dihydro-1,4-benzothiazepine
—— 3-hydroxy-2,2-dimethyl-[(1'-phenylsulfanyl)cyclopentyl]-propanol 175439-59-5 C16H24O2S
3-hydroxy-2,2-dimethyl-[(1'-phenylsulfanyl)cyclopentyl]-propanol
—— (1S,2S)-2-methyl-1-(1-phenylsulfanylcyclopentyl)propane-1,3-diol 138751-07-2 C15H22O2S
(1S,2S)-2-methyl-1-(1-phenylsulfanylcyclopentyl)propane-1,3-diol
—— Ethyl 3-hydroxy-3-[1'-(phenylsulfanyl)cyclopentyl]propanedithioate 174784-04-4 C16H22OS3
Ethyl 3-hydroxy-3-[1'-(phenylsulfanyl)cyclopentyl]propanedithioate
—— (E)-4-(1-phenylsulfanylcyclopentyl)but-3-en-2-one 711028-37-4 C15H18OS
(E)-4-(1-phenylsulfanylcyclopentyl)but-3-en-2-one
—— ethyl 3-hydroxy-3-(1'-phenylsulfanylcyclopentyl)propanoate 406701-00-6 C16H22O3S
ethyl 3-hydroxy-3-(1'-phenylsulfanylcyclopentyl)propanoate
—— (R)-2-methyl-3-(phenylsulfanyl)propanal 221372-46-9 C10H12OS
(R)-2-methyl-3-(phenylsulfanyl)propanal
—— 6-bromo-2-pyridyl-N-(2'-methylthiophenyl)methyleneimine 1384182-25-5 C13H11BrN2S
6-bromo-2-pyridyl-N-(2'-methylthiophenyl)methyleneimine
—— [(2R,3S)-3-methyl-4-phenylsulfanylbutan-2-yl] acetate 187671-48-3 C13H18O2S
[(2R,3S)-3-methyl-4-phenylsulfanylbutan-2-yl] acetate
—— (S)-(+)-2-methyl-3-(phenylthio)propan-1-ol 121783-49-1 C10H14OS
(S)-(+)-2-methyl-3-(phenylthio)propan-1-ol
—— (S)-2-methyl-3-(phenylsulfanyl)propanoic acid methyl ester 121783-48-0 C11H14O2S
(S)-2-methyl-3-(phenylsulfanyl)propanoic acid methyl ester
—— 2-[(5-pyrazin-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetic acid —— C8H7N5O2S
2-[(5-pyrazin-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetic acid
—— (1R,2R,5S,10S,11R,14R,15R,23R)-1,2,8,8,15,22,22-heptamethyl-5-(phenylsulfanylmethyl)-20-oxa-19-azahexacyclo[12.11.0.02,11.05,10.015,23.017,21]pentacosa-17(21),18-dien-12-one 1191916-83-2 C37H51NO2S
(1R,2R,5S,10S,11R,14R,15R,23R)-1,2,8,8,15,22,22-heptamethyl-5-(phenylsulfanylmethyl)-20-oxa-19-azahexacyclo[12.11.0.02,11.05,10.015,23.017,21]pentacosa-17(21),18-dien-12-one
—— 4-{[2,6-dinitro-4-(trifluoromethyl)phenyl]sulfanyl}phenyl methyl ether 1137560-31-6 C14H9F3N2O5S
4-{[2,6-dinitro-4-(trifluoromethyl)phenyl]sulfanyl}phenyl methyl ether
—— 1,3-dinitro-2-phenylsulfanyl-5-(trifluoromethyl)benzene 17811-49-3 C13H7F3N2O4S
1,3-dinitro-2-phenylsulfanyl-5-(trifluoromethyl)benzene
—— 5-(2,6-dinitro-4-trifluoromethyl-phenylsulfanyl)-1-methyl-1,2-dihydro-[1,2,4]triazol-3-one 53709-71-0 C10H6F3N5O5S
5-(2,6-dinitro-4-trifluoromethyl-phenylsulfanyl)-1-methyl-1,2-dihydro-[1,2,4]triazol-3-one
—— 2-[2,6-dinitro-4-(trifluoromethyl)phenyl]sulfanyl-1H-imidazo[4,5-b]pyrazine 79100-29-1 C12H5F3N6O4S
2-[2,6-dinitro-4-(trifluoromethyl)phenyl]sulfanyl-1H-imidazo[4,5-b]pyrazine