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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
—— di-prop-1-ynyl sulfoxide 68634-33-3 C6H6OS
di-prop-1-ynyl sulfoxide
—— allyl 2-(4-chlorothiophenoxy)benzoate 144463-75-2 C16H13ClO2S
allyl 2-(4-chlorothiophenoxy)benzoate
—— meso-(4aR,8aS,9aR,10aS)-9,9-bis(phenylsulfanyl)decahydro-1,8,10-trioxaanthracene 175664-23-0 C23H26O3S2
meso-(4aR,8aS,9aR,10aS)-9,9-bis(phenylsulfanyl)decahydro-1,8,10-trioxaanthracene
—— 4-Deoxy-1,2-O-isopropylidene-3-phenylthio-L-threitol 128990-11-4 C13H18O3S
4-Deoxy-1,2-O-isopropylidene-3-phenylthio-L-threitol
—— 1-Methoxy-4-methyl-2-[(4-nitrophenyl)sulfanyl]benzene 5465-76-9 C14H13NO3S
1-Methoxy-4-methyl-2-[(4-nitrophenyl)sulfanyl]benzene
—— (E)-4-p-tolylbuten-2-al-1 125631-36-9 C11H12OS
(E)-4-p-tolylbuten-2-al-1
—— ((Z)-1,3-Bis-phenylsulfanyl-propenyl)-trimethyl-silane 143365-61-1 C18H22S2Si
((Z)-1,3-Bis-phenylsulfanyl-propenyl)-trimethyl-silane
—— 6-Amino-3-methoxy-diphenylsulfid 1552-18-7 C13H13NOS
6-Amino-3-methoxy-diphenylsulfid
—— 3,6-dioxa-1,8-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>octane 108345-13-7 C12H18N4O2S6
3,6-dioxa-1,8-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>octane
—— 2-Methyl-4H-3,1-benzoxathiin-2-carbonsaeure-methylester 124921-58-0 C11H12O3S
2-Methyl-4H-3,1-benzoxathiin-2-carbonsaeure-methylester
—— 2-Acetyl-2-methyl-4H-3,1-benzoxathiin 124921-62-6 C11H12O2S
2-Acetyl-2-methyl-4H-3,1-benzoxathiin
—— Spiro<4H-3,1-benzoxathiin-2,1'-cyclooctan>-2'-on 124921-67-1 C15H18O2S
Spiro<4H-3,1-benzoxathiin-2,1'-cyclooctan>-2'-on
—— 2-(2-Carbomethoxyethylthio)-3-nitropyridine 111042-82-1 C9H10N2O4S
2-(2-Carbomethoxyethylthio)-3-nitropyridine
—— 3',5'-Di-tert-butylspiro<4H,3,1-benzoxathiin-2,1'-<3',5'>cyclohexadien>-2'-on 124921-74-0 C21H26O2S
3',5'-Di-tert-butylspiro<4H,3,1-benzoxathiin-2,1'-<3',5'>cyclohexadien>-2'-on
—— 2-(3,7-dimethyloctylthio)thiophene 321858-70-2 C14H24S2
2-(3,7-dimethyloctylthio)thiophene
—— 3-(phenylsulfanyl)hex-2-enoic acid methyl ester 1093350-57-2 C13H16O2S
3-(phenylsulfanyl)hex-2-enoic acid methyl ester
—— 3-(4-N,N-dimethylaminophenyl)-sulfanyl-propionic acid methyl ester 571167-29-8 C12H17NO2S
3-(4-N,N-dimethylaminophenyl)-sulfanyl-propionic acid methyl ester
—— 3-(5-chloro-thiazole-2-sulfanyl)-propionic acid methyl ester 915137-48-3 C7H8ClNO2S2
3-(5-chloro-thiazole-2-sulfanyl)-propionic acid methyl ester
—— 7-methyl-6-[(3-sulfamoyl propyl)thio]imidazo-[1,2-b]pyridazine 152669-04-0 C10H14N4O2S2
7-methyl-6-[(3-sulfamoyl propyl)thio]imidazo-[1,2-b]pyridazine
—— tert.-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)amino]methyl}phenyl)thio]-2-methylpropanoate 881687-21-4 C19H24ClN3O2S
tert.-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)amino]methyl}phenyl)thio]-2-methylpropanoate
—— tert-butyl-2-{[4-({(6-chloropyrimidin-4-yl)[(3,5-dimethylisoxazol-4-yl)methyl]amino}methyl)-phenyl]thio}-2-methylpropanoate 881687-55-4 C25H31ClN4O3S
tert-butyl-2-{[4-({(6-chloropyrimidin-4-yl)[(3,5-dimethylisoxazol-4-yl)methyl]amino}methyl)-phenyl]thio}-2-methylpropanoate
—— tert-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)(1,3-thiazol-2-ylmethyl)amino]methyl}phenyl)thio]-2-methylpropanoate 881687-48-5 C23H27ClN4O2S2
tert-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)(1,3-thiazol-2-ylmethyl)amino]methyl}phenyl)thio]-2-methylpropanoate
—— 2-Methyl-buten-(2)-thiol-(3) 17516-76-6 C5H10S
2-Methyl-buten-(2)-thiol-(3)
—— 3,4-dibutyl-5-butylsulfanylthiophene-2-carbaldehyde 165396-99-6 C17H28OS2
3,4-dibutyl-5-butylsulfanylthiophene-2-carbaldehyde
—— 6-Chloro-2-methylsulfanyl-5-prop-2-enylpyrimidin-4-amine 1421698-84-1 C8H10ClN3S
6-Chloro-2-methylsulfanyl-5-prop-2-enylpyrimidin-4-amine
—— 5-bromo-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone 934365-63-6 C7H9BrN2O2S
5-bromo-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone
—— isoamylmethylsulfoxide 55860-10-1 C6H14OS
isoamylmethylsulfoxide
—— 4-chloro-N-(4-(2-(trimethylsilyl)furo[3,2-b]pyridin-7-ylthio)phenyl)phthalazin-1-amine 1071536-82-7 C24H21ClN4OSSi
4-chloro-N-(4-(2-(trimethylsilyl)furo[3,2-b]pyridin-7-ylthio)phenyl)phthalazin-1-amine
—— 1-Methoxy-4-methyl-2-(2-methyl-4-nitrophenyl)sulfanylbenzene 5465-80-5 C15H15NO3S
1-Methoxy-4-methyl-2-(2-methyl-4-nitrophenyl)sulfanylbenzene
—— [2,2-bis(phenylthio)ethyl]dimethyl(3-methyl-1-phenethylbut-3-enyloxy)silane 332188-12-2 C29H36OS2Si
[2,2-bis(phenylthio)ethyl]dimethyl(3-methyl-1-phenethylbut-3-enyloxy)silane
—— 3-phenylsulfanyl-6,7,8,9-tetrahydro-5H-benzo[7]annulene 1215002-24-6 C17H18S
3-phenylsulfanyl-6,7,8,9-tetrahydro-5H-benzo[7]annulene
—— 2-Amino-2-penten-4-thion 123824-72-6 C5H9NS
2-Amino-2-penten-4-thion
—— 6-[[4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl]sulfanyl]-3H-quinazolin-4-one 1275604-49-3 C20H20ClN7OS
6-[[4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl]sulfanyl]-3H-quinazolin-4-one
—— 1-(p-methoxyphenyl)-2-(o-(phenylthio)phenyl)-ethyne 128039-28-1 C21H16OS
1-(p-methoxyphenyl)-2-(o-(phenylthio)phenyl)-ethyne
—— 1-(p-methylphenyl)-2-<o-(phenylsulfanyl)phenyl>ethyne 158117-23-8 C21H16S
1-(p-methylphenyl)-2-<o-(phenylsulfanyl)phenyl>ethyne
—— S-(2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl propanethioate 1333236-80-8 C10H12O2S3
S-(2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl propanethioate
—— (4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalene-2-thione 154823-47-9 C7H6O2S5
(4aS,8aR)-4a,6,7,8a-Tetrahydro-5,8-dioxa-1,3,4,9-tetrathia-cyclopenta[b]naphthalene-2-thione
—— N,N-dimethyl cyclopentylthiocarboxamide 108164-74-5 C8H15NS
N,N-dimethyl cyclopentylthiocarboxamide
—— 2.3-Dimercaptopropyl-1-mercaptopropyl-sulfid 100450-01-9 C6H14S4
2.3-Dimercaptopropyl-1-mercaptopropyl-sulfid
—— 3-(Bromomethyl)-2,3-dihydrothieno[3,4-b][1,4]dithiine 1019987-39-3 C7H7BrS3
3-(Bromomethyl)-2,3-dihydrothieno[3,4-b][1,4]dithiine
—— N-phenyl-2-trimethylsilyl-2-benzenesulfanyl-ethanimidoyl chloride 197309-87-8 C17H20ClNSSi
N-phenyl-2-trimethylsilyl-2-benzenesulfanyl-ethanimidoyl chloride
—— <i>S</i>-(3-hydroxy-propyl)-isothiourea 2986-30-3 C4H10N2OS
<i>S</i>-(3-hydroxy-propyl)-isothiourea
—— N-phenyl-trimethylsilyl(benzenesulfanyl)ketenimine 197309-88-9 C17H19NSSi
N-phenyl-trimethylsilyl(benzenesulfanyl)ketenimine
—— 5-chloro-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone 934365-62-5 C7H9ClN2O2S
5-chloro-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone
—— 2-(methylthio)-5-nitropyridin-4-amine 1415387-39-1 C6H7N3O2S
2-(methylthio)-5-nitropyridin-4-amine
—— 4-(2,6-dimethyl-4-(p-tolylthio)phenyl)thiazol-2-amine 1334922-96-1 C18H18N2S2
4-(2,6-dimethyl-4-(p-tolylthio)phenyl)thiazol-2-amine
—— 2-(4-Chloro-2-nitrophenyl)sulfanyl-1-methoxy-4-methylbenzene 6332-40-7 C14H12ClNO3S
2-(4-Chloro-2-nitrophenyl)sulfanyl-1-methoxy-4-methylbenzene
—— 1-(4-Butyl-5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-3-methylsulfanyl-6,7-dihydro-5H-benzo[c]thiophen-4-one 848127-21-9 C15H19N3OS3
1-(4-Butyl-5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-3-methylsulfanyl-6,7-dihydro-5H-benzo[c]thiophen-4-one
—— N-(5-acetyl-6-methylthio-2-phenylpyrimidin-4-yl)-N',N'-dimethylacetamidine 172951-29-0 C17H20N4OS
N-(5-acetyl-6-methylthio-2-phenylpyrimidin-4-yl)-N',N'-dimethylacetamidine
—— N-(5-acetyl-6-methylthio-2-phenylpyrimidin-4-yl)-N',N'-dimethylformamidine 172951-27-8 C16H18N4OS
N-(5-acetyl-6-methylthio-2-phenylpyrimidin-4-yl)-N',N'-dimethylformamidine