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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
—— p-tolyl 3-azido-2,3,6-trideoxy-1-thio-α-L-arabino-hexopyranoside 936330-82-4 C13H17N3O2S
p-tolyl 3-azido-2,3,6-trideoxy-1-thio-α-L-arabino-hexopyranoside
—— 2-Prop-2-ynylsulfanylpyridine-3-carbonitrile 1620074-99-8 C9H6N2S
2-Prop-2-ynylsulfanylpyridine-3-carbonitrile
—— 4-Isopropylsulfanyl-5-methyl-isoxazol-3-ol 107403-21-4 C7H11NO2S
4-Isopropylsulfanyl-5-methyl-isoxazol-3-ol
—— 5-ethyl-4-ethylthio-3-hydroxyisoxazole 149804-87-5 C7H11NO2S
5-ethyl-4-ethylthio-3-hydroxyisoxazole
—— 4-Ethylsulfanyl-5-isopropyl-isoxazol-3-ol 271786-99-3 C8H13NO2S
4-Ethylsulfanyl-5-isopropyl-isoxazol-3-ol
—— 1-(3-Pyridin-4-ylsulfanylphenyl)-3-[5-(trifluoromethyl)pyridin-2-yl]urea 432050-21-0 C18H13F3N4OS
1-(3-Pyridin-4-ylsulfanylphenyl)-3-[5-(trifluoromethyl)pyridin-2-yl]urea
—— 5-Ethyl-4-ethylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1027255-15-7 C8H10ClNO3S
5-Ethyl-4-ethylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— 4-(2-Methoxy-ethylsulfanyl)-5-methyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1027978-05-7 C8H10ClNO4S
4-(2-Methoxy-ethylsulfanyl)-5-methyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— N4-[4-(pyridin-4-ylsulfanyl)-phenyl]-6,7,8,9-tetrahydro-5H-cycloheptapyrimidine-2,4-diamine 569658-16-8 C20H21N5S
N4-[4-(pyridin-4-ylsulfanyl)-phenyl]-6,7,8,9-tetrahydro-5H-cycloheptapyrimidine-2,4-diamine
—— 5-Methyl-4-methylsulfanyl-isoxazol-3-ol 107403-18-9 C5H7NO2S
5-Methyl-4-methylsulfanyl-isoxazol-3-ol
—— 1-Methylcyclopentane-1-carbothioamide 1620693-53-9 C7H13NS
1-Methylcyclopentane-1-carbothioamide
—— N-(2-amino-6-ethyl-4-pyrimidinyl)-N-[4-(4-pyridinylsulfanyl)phenyl]amine 570415-41-7 C17H17N5S
N-(2-amino-6-ethyl-4-pyrimidinyl)-N-[4-(4-pyridinylsulfanyl)phenyl]amine
—— 5-Methyl-4-methylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride 1025937-25-0 C6H6ClNO3S
5-Methyl-4-methylsulfanyl-3-oxo-3H-isoxazole-2-carbonyl chloride
—— (7-methyl-2-methylthiothiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid ethyl ester 321434-47-3 C11H13N3O2S3
(7-methyl-2-methylthiothiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid ethyl ester
—— 4-benzylamino-2-methylthio-5-nitro-6-phenylethynylpyrimidine 1097967-02-6 C20H16N4O2S
4-benzylamino-2-methylthio-5-nitro-6-phenylethynylpyrimidine
—— 6-chloro-2-methylthio-4-pyrrolidino-5-nitropyrimidine 1097966-95-4 C9H11ClN4O2S
6-chloro-2-methylthio-4-pyrrolidino-5-nitropyrimidine
—— 2-methylthio-5-nitro-6-phenylethynyl-4-pyrrolidinopyrimidine 1097967-05-9 C17H16N4O2S
2-methylthio-5-nitro-6-phenylethynyl-4-pyrrolidinopyrimidine
—— N-{6-[(4-aminophenyl)thio]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide 1005782-38-6 C16H15N5OS
N-{6-[(4-aminophenyl)thio]imidazo[1,2-b]pyridazin-2-yl}cyclopropanecarboxamide
—— 4-(4-Chloro-phenylsulfanyl)-2-p-tolyl-thiazole 130775-33-6 C16H12ClNS2
4-(4-Chloro-phenylsulfanyl)-2-p-tolyl-thiazole
—— 1-(2-Methoxy-ethyl)-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea 54457-56-6 C16H17N3O4S
1-(2-Methoxy-ethyl)-3-[4-(4-nitro-phenylsulfanyl)-phenyl]-urea
—— (7-chloro-8-methyl-3-phenylamino-1,1-dioxo-4H-1,5,2-benzo[f]dithiazepin-4-ylidene)acetic acid 1083063-87-9 C17H13ClN2O4S2
(7-chloro-8-methyl-3-phenylamino-1,1-dioxo-4H-1,5,2-benzo[f]dithiazepin-4-ylidene)acetic acid
—— ethyl 4-(2-methylphenylthio)-3-oxobutanoate 83821-43-6 C13H16O3S
ethyl 4-(2-methylphenylthio)-3-oxobutanoate
—— (3S,4S)-5-Cyano-4-cyclohexyl-6-methyl-2-[1-phenylsulfanyl-meth-(Z)-ylidene]-1,2,3,4-tetrahydro-pyridine-3-carboxylic acid ethyl ester 134968-41-5 C23H28N2O2S
(3S,4S)-5-Cyano-4-cyclohexyl-6-methyl-2-[1-phenylsulfanyl-meth-(Z)-ylidene]-1,2,3,4-tetrahydro-pyridine-3-carboxylic acid ethyl ester
—— ethyl 3-oxo-4-(4-pyridinylthio)butanoate 107975-76-8 C11H13NO3S
ethyl 3-oxo-4-(4-pyridinylthio)butanoate
—— 3-[4-(Pentafluoro-lambda6-sulfanyl)phenyl]sulfanylpropanal 1415578-04-9 C9H9F5OS2
3-[4-(Pentafluoro-lambda6-sulfanyl)phenyl]sulfanylpropanal
—— tert-butyl 2-ethyl-2-(imino(methylthio)methyl)hydrazinecarboxylate 1548833-11-9 C9H19N3O2S
tert-butyl 2-ethyl-2-(imino(methylthio)methyl)hydrazinecarboxylate
—— butyl butanesulfinyl sulfone 78186-29-5 C8H18O3S2
butyl butanesulfinyl sulfone
—— [2-(2,6-Diethyl-4-methylphenyl)-3-oxo-5-[2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylethyl]cyclohexen-1-yl] 2,2-dimethylpropanoate 1415577-09-1 C29H35F3N2O3S
[2-(2,6-Diethyl-4-methylphenyl)-3-oxo-5-[2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylethyl]cyclohexen-1-yl] 2,2-dimethylpropanoate
—— 3-Hydroxy-5-[2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]sulfanylethyl]cyclohex-2-en-1-one 1415578-08-3 C14H15F5O2S2
3-Hydroxy-5-[2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]sulfanylethyl]cyclohex-2-en-1-one
—— 2-(2-Ethenylsulfonylethylsulfanylmethyl)-2-ethylpropane-1,3-diol 1417559-19-3 C10H20O4S2
2-(2-Ethenylsulfonylethylsulfanylmethyl)-2-ethylpropane-1,3-diol
—— 2-(2,6-Diethyl-4-methylphenyl)-3-hydroxy-5-[2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]sulfanylethyl]cyclohex-2-en-1-one 1415576-33-8 C25H29F5O2S2
2-(2,6-Diethyl-4-methylphenyl)-3-hydroxy-5-[2-[4-(pentafluoro-lambda6-sulfanyl)phenyl]sulfanylethyl]cyclohex-2-en-1-one
—— 2-(phenylthio)propyl acetate 32300-63-3 C11H14O2S
2-(phenylthio)propyl acetate
—— 2,4-dimethyl-2-(phenylthio)-1,3-dioxolane 90369-21-4 C11H14O2S
2,4-dimethyl-2-(phenylthio)-1,3-dioxolane
—— [(o-MeSC6H4)CH2]2SnCl2 1206710-34-0 C16H18Cl2S2Sn
[(o-MeSC6H4)CH2]2SnCl2
—— [2-(Cyclohexylmethylamino)-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate 6563-57-1 C19H26BrNO3S
[2-(Cyclohexylmethylamino)-2-oxoethyl] 2-(4-bromo-2,5-dimethylphenyl)sulfanylacetate
—— {2-[5-(3,5-dichloro-phenylsulfanyl)-4-isopropyl-1-pyridin-4-ylmethyl-1H-imidazol-2-ylmethoxycarbonylamino]-ethyl }-phosphonic acid 620969-28-0 C22H25Cl2N4O5PS
{2-[5-(3,5-dichloro-phenylsulfanyl)-4-isopropyl-1-pyridin-4-ylmethyl-1H-imidazol-2-ylmethoxycarbonylamino]-ethyl }-phosphonic acid
—— 5-[(3-fluorobenzyl)sulfanyl]-3-hydroxypyridin-2(1H)-one 1417710-28-1 C12H10FNO2S
5-[(3-fluorobenzyl)sulfanyl]-3-hydroxypyridin-2(1H)-one
—— 5-[(4-ethylbenzyl)sulfanyl]-3-hydroxypyridin-2(1H)-one 1417710-06-5 C14H15NO2S
5-[(4-ethylbenzyl)sulfanyl]-3-hydroxypyridin-2(1H)-one
—— 6-methylhept-5-ene-2-thiol 181940-67-0 C8H16S
6-methylhept-5-ene-2-thiol
—— (Z)-2-Cyano-3-mercapto-but-2-enethioic acid amide 40634-82-0 C5H6N2S2
(Z)-2-Cyano-3-mercapto-but-2-enethioic acid amide
—— 3-[(4-{[(3R)-1-methylpyrrolidin-3-yl]oxy}phenyl)thio]-N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]pyridine-2-carboxamide 1018966-20-5 C23H24N8O2S3
3-[(4-{[(3R)-1-methylpyrrolidin-3-yl]oxy}phenyl)thio]-N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]pyridine-2-carboxamide
—— N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-3-({4-[(3R)-pyrrolidin-3-yloxy]phenyl}thio)pyridin-2-carboxamide 1018966-26-1 C22H22N8O2S3
N-(3-methyl-1,2,4-thiadiazol-5-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-3-({4-[(3R)-pyrrolidin-3-yloxy]phenyl}thio)pyridin-2-carboxamide
—— 2-(methylthio)-3-nitropyrrole 61201-15-8 C5H6N2O2S
2-(methylthio)-3-nitropyrrole
—— 6-chloro-2-methylsulfanyl-N-[5-[(E)-prop-1-enyl]-1H-pyrazol-3-yl]pyrimidin-4-amine 1609119-43-8 C11H12ClN5S
6-chloro-2-methylsulfanyl-N-[5-[(E)-prop-1-enyl]-1H-pyrazol-3-yl]pyrimidin-4-amine
—— 2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(2-isopropoxyethyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-96-1 C18H19BrN4O3S
2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(2-isopropoxyethyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-(2-isothiocyanatoprop-2-yl)cyclopentanone 62382-82-5 C9H13NOS
2-(2-isothiocyanatoprop-2-yl)cyclopentanone
—— (E)-1-Methylsulfonyl-3-n-propyl-3-hexen 67428-49-3 C10H20O2S
(E)-1-Methylsulfonyl-3-n-propyl-3-hexen
—— N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-4-tert-butylbenzenesulfonamide 6119-93-3 C23H22N2O3S3
N-[3-(1,3-benzothiazol-2-ylsulfanyl)-4-hydroxyphenyl]-4-tert-butylbenzenesulfonamide
—— thiocyanatoacetaldehyde diethyl acetal 38342-01-7 C7H13NO2S
thiocyanatoacetaldehyde diethyl acetal
—— 2,6-bis(4-amino-1,2,4-triazol-3-ylsulfanylmethyl)pyridine 1001126-64-2 C11H13N9S2
2,6-bis(4-amino-1,2,4-triazol-3-ylsulfanylmethyl)pyridine