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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
—— (5E)-5-(1-phenylsulfanylethylidene)oxolan-2-one 109574-08-5 C12H12O2S
(5E)-5-(1-phenylsulfanylethylidene)oxolan-2-one
—— 4-methyl-3-(phenylthio)-2-buten-4-olide 75717-37-2 C11H10O2S
4-methyl-3-(phenylthio)-2-buten-4-olide
—— 2-methyl-N-(2-methyl-2-propanyl)propanthioamide 21351-33-7 C8H17NS
2-methyl-N-(2-methyl-2-propanyl)propanthioamide
—— Bis(4-methylsulfanylphenyl)-propan-2-yloxyphosphane 139117-16-1 C17H21OPS2
Bis(4-methylsulfanylphenyl)-propan-2-yloxyphosphane
—— 1-phenylsulphenyl-2-methoxymethylethyne 109491-07-8 C10H10OS
1-phenylsulphenyl-2-methoxymethylethyne
—— 4-methylseleno-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-dithiole-2-thione 238419-82-4 C11H16O2S4Se
4-methylseleno-5-[2-(tetrahydropyran-2-yloxy)ethylthio]-1,3-dithiole-2-thione
—— (2-Fluoroethyl)(phenyl)sulfane 33740-59-9 C8H9FS
(2-Fluoroethyl)(phenyl)sulfane
—— 5,6-dihydro-2-thioxo-1,3-dithio[2,3-d][1,4]thiaselenin 238419-85-7 C5H4S4Se
5,6-dihydro-2-thioxo-1,3-dithio[2,3-d][1,4]thiaselenin
—— 5,6-dihydro-2-oxo-1,3-dithio[2,3-d][1,4]thiaselenin 238419-86-8 C5H4OS3Se
5,6-dihydro-2-oxo-1,3-dithio[2,3-d][1,4]thiaselenin
—— 4-methylseleno-5-(2-hydroxyethylthio)-1,3-dithiole-2-thione 238419-83-5 C6H8OS4Se
4-methylseleno-5-(2-hydroxyethylthio)-1,3-dithiole-2-thione
—— S-(2-fluoroethyl)isothiourea 44604-90-2 C3H7FN2S
S-(2-fluoroethyl)isothiourea
—— 5-fluoro-2-(4-isopropylphenylthio)benzyl alcohol 91527-97-8 C16H17FOS
5-fluoro-2-(4-isopropylphenylthio)benzyl alcohol
—— 2-<5-fluoro-2-(4-isopropylphenylthio)phenyl>acetic acid 91528-05-1 C17H17FO2S
2-<5-fluoro-2-(4-isopropylphenylthio)phenyl>acetic acid
—— (Cyclohexylsulfanyl)carbonyl chloride 54408-46-7 C7H11ClOS
(Cyclohexylsulfanyl)carbonyl chloride
—— Butyl octyl trithiocarbonate 89622-61-7 C13H26S3
Butyl octyl trithiocarbonate
—— phenylthiomethyl isothiocyanate 51989-38-9 C8H7NS2
phenylthiomethyl isothiocyanate
—— 1-methyl-3-phenylsulfenyl-2-(thiophen-3-yl)indole 1185744-06-2 C19H15NS2
1-methyl-3-phenylsulfenyl-2-(thiophen-3-yl)indole
—— Butylsulfanyl-cyclopentylsulfanylmethanethione 89622-64-0 C10H18S3
Butylsulfanyl-cyclopentylsulfanylmethanethione
—— 2-Mercapto-aethyldithiocarbamidsaeure 69353-03-3 C3H7NS3
2-Mercapto-aethyldithiocarbamidsaeure
—— 3-chloro-4-(phenylthio)-1,1,2-trifluoro-1-butene 113894-32-9 C10H8ClF3S
3-chloro-4-(phenylthio)-1,1,2-trifluoro-1-butene
—— (Z)-bromo-2 thiocyanato-1 pentene-1 100641-50-7 C6H8BrNS
(Z)-bromo-2 thiocyanato-1 pentene-1
—— E-2<(phenylthio)methylidene>cyclohexanone 116512-54-0 C13H14OS
E-2<(phenylthio)methylidene>cyclohexanone
—— [2,2-Dimethoxy-cyclohex-(E)-ylidenemethylsulfanyl]-benzene 119044-14-3 C15H20O2S
[2,2-Dimethoxy-cyclohex-(E)-ylidenemethylsulfanyl]-benzene
—— 1-methyl-2-<(phenylthio)methylidene>cyclohexane-1-ol 119044-31-4 C14H18OS
1-methyl-2-<(phenylthio)methylidene>cyclohexane-1-ol
—— N,N-dimethyl-2-phenylthio-3-methoxy-benzylamine 119018-65-4 C16H19NOS
N,N-dimethyl-2-phenylthio-3-methoxy-benzylamine
—— (amino-3 pyridyl-2) ethyl sulfure 89407-31-8 C7H10N2S
(amino-3 pyridyl-2) ethyl sulfure
—— methyl 2,3-dihydrobenzo[b][1,4]oxathiine-7-carboxylate 1420043-06-6 C10H10O3S
methyl 2,3-dihydrobenzo[b][1,4]oxathiine-7-carboxylate
—— (+/-)-α-dimethylphosphorylethyl p-tolyl sulphide 73778-48-0 C13H21O3PS
(+/-)-α-dimethylphosphorylethyl p-tolyl sulphide
—— 2,2,7,7-Tetramethylcycloheptanthion-Radikalanion 64274-57-3 C11H20S
2,2,7,7-Tetramethylcycloheptanthion-Radikalanion
—— 2-(4-bromo-2-nitrophenylthio)-5-(2-fluoroethoxy)-N,N-dimethylbenzamide 1004534-53-5 C17H16BrFN2O4S
2-(4-bromo-2-nitrophenylthio)-5-(2-fluoroethoxy)-N,N-dimethylbenzamide
—— bis(4-(diethylamino)phenyl)sulfide 23117-45-5 C20H28N2S
bis(4-(diethylamino)phenyl)sulfide
—— Phenyl 2-chloro-1-fluoroethyl sulfide 136370-30-4 C8H8ClFS
Phenyl 2-chloro-1-fluoroethyl sulfide
—— 2-((6-iodobenzo[d][1,3]dioxol-5-yl)thio)-1-(3-(isopropylamino)propyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061317-59-6 C19H22IN5O2S
2-((6-iodobenzo[d][1,3]dioxol-5-yl)thio)-1-(3-(isopropylamino)propyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-<3-(phenylthio)prop-2-ynoxy>oxane 130659-33-5 C14H16O2S
2-<3-(phenylthio)prop-2-ynoxy>oxane
—— Methyl 2-methyl-3-oxo-2-(phenylsulfanyl)butanoate 82111-72-6 C12H14O3S
Methyl 2-methyl-3-oxo-2-(phenylsulfanyl)butanoate
—— 5-allyl-6-methyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one 54069-14-6 C9H12N2OS
5-allyl-6-methyl-2-methylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— Tridecanethioic acid, 13-hydroxy-, S-2-pyridinyl ester 53379-05-8 C18H29NO2S
Tridecanethioic acid, 13-hydroxy-, S-2-pyridinyl ester
—— 2-(4-bromo-2-nitrophenylthio)-5-hydroxy-N,N-dimethylbenzamide 939022-07-8 C15H13BrN2O4S
2-(4-bromo-2-nitrophenylthio)-5-hydroxy-N,N-dimethylbenzamide
—— (2,2,6,6-Tetramethylcyclohexyl)-(2,2,5-trimethylbicyclo<3.1.0>hex-1-yl)-sulfid 89051-24-1 C19H34S
(2,2,6,6-Tetramethylcyclohexyl)-(2,2,5-trimethylbicyclo<3.1.0>hex-1-yl)-sulfid
—— (2,2,5,5-Tetramethylcyclopentyl)-(2,2,6-trimethylbicyclo<4.1.0>hept-1-yl)sulfid 89051-23-0 C19H34S
(2,2,5,5-Tetramethylcyclopentyl)-(2,2,6-trimethylbicyclo<4.1.0>hept-1-yl)sulfid
—— 2-(2-amino-4-methoxyphenylthio)imidazole 88251-72-3 C10H11N3OS
2-(2-amino-4-methoxyphenylthio)imidazole
—— 3-(phenylsulfenyl)-2-trimethylsilylbenzo[b]thiophene 1453485-27-2 C17H18S2Si
3-(phenylsulfenyl)-2-trimethylsilylbenzo[b]thiophene
—— 3,5-dibromophenyl phenyl sulfide 1262299-96-6 C12H8Br2S
3,5-dibromophenyl phenyl sulfide
—— 2-(4-chloro-2-nitrophenylthio)-5-(2-fluoroethoxy)-N,N-dimethylbenzamide 1004534-51-3 C17H16ClFN2O4S
2-(4-chloro-2-nitrophenylthio)-5-(2-fluoroethoxy)-N,N-dimethylbenzamide
—— 2-(4-chloro-2-nitrophenylthio)-5-hydroxy-N,N-dimethylbenzamide 1004534-44-4 C15H13ClN2O4S
2-(4-chloro-2-nitrophenylthio)-5-hydroxy-N,N-dimethylbenzamide
—— 5-(2-fluoroethoxy)-2-(2-nitrophenylthio)-N,N-dimethylbenzamide 1004534-47-7 C17H17FN2O4S
5-(2-fluoroethoxy)-2-(2-nitrophenylthio)-N,N-dimethylbenzamide
—— 5-(2-fluoroethoxy)-2-(4-fluoro-2-nitrophenylthio)-N,N-dimethylbenzamide 1004534-49-9 C17H16F2N2O4S
5-(2-fluoroethoxy)-2-(4-fluoro-2-nitrophenylthio)-N,N-dimethylbenzamide
—— 3-Amino-2-cyano-2-butenthiocarboxamid 41808-30-4 C5H7N3S
3-Amino-2-cyano-2-butenthiocarboxamid
—— 4-methyl-2-methylthio-4,5-dihydro-1,3,4-thiadiazole-5-thione 33682-80-3 C4H6N2S3
4-methyl-2-methylthio-4,5-dihydro-1,3,4-thiadiazole-5-thione
—— <(3-methyl-2-thio-1,3,4-thiadiazolin-5-yl)thio><5-(methylthio)-2-thioxo-1,3,4-thiadiazolin-3-yl>methane 91021-40-8 C7H8N4S6
<(3-methyl-2-thio-1,3,4-thiadiazolin-5-yl)thio><5-(methylthio)-2-thioxo-1,3,4-thiadiazolin-3-yl>methane