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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
—— 1162-33-0 C12H19ClO6P2S2
—— (1-ethyl-propyl)-(6-ethylsulfanyl-2-methyl-5-nitro-pyrimidin-4-yl)-amine 58289-38-6 C12H20N4O2S
(1-ethyl-propyl)-(6-ethylsulfanyl-2-methyl-5-nitro-pyrimidin-4-yl)-amine
—— N,N-bis(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)carbamothioyl chloride 910660-82-1 C19H12ClF26NS
N,N-bis(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)carbamothioyl chloride
—— 2-bromo-2-isothiocyanato-adamantane 70597-65-8 C11H14BrNS
2-bromo-2-isothiocyanato-adamantane
—— 2,3-Dibrom-1,1,4,4-tetrakis(4-methylphenylthio)-1,3-butadien 76202-60-3 C32H28Br2S4
2,3-Dibrom-1,1,4,4-tetrakis(4-methylphenylthio)-1,3-butadien
—— 1-(2-Bromo-2-phenyl-ethylsulfanyl)-4-isocyanato-benzene 4872-99-5 C15H12BrNOS
1-(2-Bromo-2-phenyl-ethylsulfanyl)-4-isocyanato-benzene
—— Methyl-phosphonodithioic acid O-ethyl ester S-[(phenylsulfanylmethyl-carbamoyl)-methyl] ester 2916-99-6 C12H18NO2PS3
Methyl-phosphonodithioic acid O-ethyl ester S-[(phenylsulfanylmethyl-carbamoyl)-methyl] ester
—— 1227853-47-5 C11H18O2S
—— 3,4-Dichlor-2,5-bis-methylthiothiophen 75327-23-0 C6H6Cl2S3
3,4-Dichlor-2,5-bis-methylthiothiophen
—— 3-(3-butynylthio)-1,2,4-triazine 103020-26-4 C7H7N3S
3-(3-butynylthio)-1,2,4-triazine
—— 1-diethylamino-3-m-tolylsulfanyl-propan-2-ol 5305-27-1 C14H23NOS
1-diethylamino-3-m-tolylsulfanyl-propan-2-ol
—— 6-(2-aminophenylthio)methyl-1,3-dimethyluracil-5-carboxaldehyde dimethyl acetal 79558-68-2 C16H21N3O4S
6-(2-aminophenylthio)methyl-1,3-dimethyluracil-5-carboxaldehyde dimethyl acetal
—— 4-[[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]methyl]thiadiazole 191093-31-9 C8H8N2S5
4-[[4,5-bis(methylsulfanyl)-1,3-dithiol-2-ylidene]methyl]thiadiazole
—— trimethoxysilylmethyl 2-(2-methylphenyl)sulfanylacetate 84900-68-5 C13H20O5SSi
trimethoxysilylmethyl 2-(2-methylphenyl)sulfanylacetate
—— Bis-(2,3-dichlor-propyl)-disulfid 16621-50-4 C6H10Cl4S2
Bis-(2,3-dichlor-propyl)-disulfid
—— (1S)-2-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-methyl-2-oxoethyl acetate 1156469-41-8 C25H29BrN6O5S
(1S)-2-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-methyl-2-oxoethyl acetate
—— 2,2,2,2-tetramethyl-2l7-propane compound with 4,4-diethyl-2-methylhexane (1:1) 125023-08-7 C8H21AuPS*F6P
2,2,2,2-tetramethyl-2l7-propane compound with 4,4-diethyl-2-methylhexane (1:1)
—— 3-methyl-6-(3-methylsulfanylanilino)-1H-pyrimidine-2,4-dione 133373-62-3 C12H13N3O2S
3-methyl-6-(3-methylsulfanylanilino)-1H-pyrimidine-2,4-dione
—— 2,3-Dimethyl-4-(4-hydroxybutylthio)pyridine N-oxide 162280-07-1 C11H17NO2S
2,3-Dimethyl-4-(4-hydroxybutylthio)pyridine N-oxide
—— N-(1-adamantyl)-2-(7-hydroxy-5-oxo-4,5-dihydro-[1,3]thiazolo[4,5-b]pyridin-2-ylthio)acetamide 879065-08-4 C18H21N3O3S2
N-(1-adamantyl)-2-(7-hydroxy-5-oxo-4,5-dihydro-[1,3]thiazolo[4,5-b]pyridin-2-ylthio)acetamide
—— 4,5-ditert-butyl-N,N-diethyl-2-phenylsulfanylaniline 116375-53-2 C24H35NS
4,5-ditert-butyl-N,N-diethyl-2-phenylsulfanylaniline
—— 10-Chlor-2,3-dimethoxy-7H-cinnolino <4.3-b> <1.4> benzothiazin 20988-73-2 C16H12ClN3O2S
10-Chlor-2,3-dimethoxy-7H-cinnolino <4.3-b> <1.4> benzothiazin
—— tetrakis-(1,3-benzodithiol-2-ylidene)cyclopentanone 112373-02-1 C33H16OS8
tetrakis-(1,3-benzodithiol-2-ylidene)cyclopentanone
—— ethyl 1-(4-methoxybenzyl)-5-(4-methoxyphenylthio)-v-triazole-4-carboxylate 81581-06-8 C20H21N3O4S
ethyl 1-(4-methoxybenzyl)-5-(4-methoxyphenylthio)-v-triazole-4-carboxylate
—— 6-[(3,5-dichlorophenyl)thio]-2,3-dihydro-2-(4-methoxyphenyl)5-methyl-3-oxo-4-pyridazinecarbonitrile 182504-38-7 C19H13Cl2N3O2S
6-[(3,5-dichlorophenyl)thio]-2,3-dihydro-2-(4-methoxyphenyl)5-methyl-3-oxo-4-pyridazinecarbonitrile
—— (Z)-3-amino-2-cyano-4,4,4-trifluorobut-2-enethioamide 1204330-99-3 C5H4F3N3S
(Z)-3-amino-2-cyano-4,4,4-trifluorobut-2-enethioamide
—— 1-Methyl-4-(ω-p-tolyl-mercaptomethyl)-piperazin 109160-07-8 C13H20N2S
1-Methyl-4-(ω-p-tolyl-mercaptomethyl)-piperazin
—— N-(4-methylthiazol-2-yl)-2-nitro-5-(phenylthio)benzamide 1146340-67-1 C17H13N3O3S2
N-(4-methylthiazol-2-yl)-2-nitro-5-(phenylthio)benzamide
—— (E)-4,4-Dimethyl-1-morpholin-4-yl-2-phenylsulfanyl-pent-1-en-3-ol 82215-53-0 C17H25NO2S
(E)-4,4-Dimethyl-1-morpholin-4-yl-2-phenylsulfanyl-pent-1-en-3-ol
—— (2E,1'R,2'S)-3-[2'-(2,3,5,6-tetramethylphenylthio)cyclopropyl]-1-(methylseleno)prop-2-ene 221016-14-4 C17H24SSe
(2E,1'R,2'S)-3-[2'-(2,3,5,6-tetramethylphenylthio)cyclopropyl]-1-(methylseleno)prop-2-ene
—— 1-[4-(bromomethyl)phenyl]sulfanyl-2-nitrobenzene 126616-89-5 C13H10BrNO2S
1-[4-(bromomethyl)phenyl]sulfanyl-2-nitrobenzene
—— 4-O-acetyl-2,5-epithio-3-S-benzyl-3-thio-D-ribose dibenzyl dithioacetal 77735-56-9 C28H30O2S4
4-O-acetyl-2,5-epithio-3-S-benzyl-3-thio-D-ribose dibenzyl dithioacetal
—— (1-Carboxymethylsulfanyl-4-methyl-cyclohexylsulfanyl)-acetic acid 35848-32-9 C11H18O4S2
(1-Carboxymethylsulfanyl-4-methyl-cyclohexylsulfanyl)-acetic acid
—— {6-[2-hydroxy-2-(2-methyl-cyclopropyl)-ethyl]-3-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-thioacetic acid S-pyridin-2-yl ester 870095-98-0 C28H47NO4SSi
{6-[2-hydroxy-2-(2-methyl-cyclopropyl)-ethyl]-3-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-2-yl}-thioacetic acid S-pyridin-2-yl ester
—— I(2)-[(4-Fluorophenyl)thio]-2-thiopheneethanamine 1247514-97-1 C12H12FNS2
I(2)-[(4-Fluorophenyl)thio]-2-thiopheneethanamine
—— 1-Chloro-2,4-bis-trifluoromethylsulfanyl-benzene 5172-57-6 C8H3ClF6S2
1-Chloro-2,4-bis-trifluoromethylsulfanyl-benzene
—— 2-(5-chloro-2-thienylthio)-4-fluorobenzyl chloride 81223-48-5 C11H7Cl2FS2
2-(5-chloro-2-thienylthio)-4-fluorobenzyl chloride
—— 2-(4-chloro-2-nitro-phenyldisulfanyl)-4-thiophen-2-yl-thiazole 95845-41-3 C13H7ClN2O2S4
2-(4-chloro-2-nitro-phenyldisulfanyl)-4-thiophen-2-yl-thiazole
—— 2,5-Bis(cyanimino)-2,5-dihydro-3-methyl-6-(methylthio)thieno<3,2-b>thiophen 139072-28-9 C10H6N4S3
2,5-Bis(cyanimino)-2,5-dihydro-3-methyl-6-(methylthio)thieno<3,2-b>thiophen
—— (Z)-5-((E)-hex-1-en-1-ylthio)pent-2-en-3-yldiethylcarbamate 1366384-96-4 C16H29NO2S
(Z)-5-((E)-hex-1-en-1-ylthio)pent-2-en-3-yldiethylcarbamate
—— 4-ethoxythiocarbonylmercapto-1-methyl-pyridinium; methyl sulfate 117862-04-1 CH3O4S*C9H12NOS2
4-ethoxythiocarbonylmercapto-1-methyl-pyridinium; methyl sulfate
—— 3-Methyl-pent-4-enethioic acid dimethylamide 61784-27-8 C8H15NS
3-Methyl-pent-4-enethioic acid dimethylamide
—— tert-Butyl-(ethylthio)aminyl-<(17)O>oxid 77761-96-7 C6H14NOS
tert-Butyl-(ethylthio)aminyl-<(17)O>oxid
—— 1,2-bis((4-fluorophenyl)thio)ethane 405-95-8 C14H12F2S2
1,2-bis((4-fluorophenyl)thio)ethane
—— [1-((E)-2-Methanesulfonyl-vinyl)-heptylsulfanyl]-benzene 125153-29-9 C16H24O2S2
[1-((E)-2-Methanesulfonyl-vinyl)-heptylsulfanyl]-benzene
—— 2-ethylsulfanyl-1-(1(3)<i>H</i>-imidazole-4-sulfonyl)-1<i>H</i>-imidazole 58767-72-9 C8H10N4O2S2
2-ethylsulfanyl-1-(1(3)<i>H</i>-imidazole-4-sulfonyl)-1<i>H</i>-imidazole
—— (S)-1,5-Dithia-spiro[5.5]undecan-8-ol 128345-16-4 C9H16OS2
(S)-1,5-Dithia-spiro[5.5]undecan-8-ol
—— (S)-1-[(S)-(2-[1,3]Dioxolan-2-yl-6-methoxymethoxy-phenyl)-hydroxy-methyl]-4,6,6-trimethyl-5-[1-phenylsulfanyl-meth-(E)-ylidene]-3-triisopropylsilanyloxy-cyclohex-3-enol 219523-58-7 C37H54O7SSi
(S)-1-[(S)-(2-[1,3]Dioxolan-2-yl-6-methoxymethoxy-phenyl)-hydroxy-methyl]-4,6,6-trimethyl-5-[1-phenylsulfanyl-meth-(E)-ylidene]-3-triisopropylsilanyloxy-cyclohex-3-enol
—— trans-{PdCl(SCF3)(P(C2H5)3)2} 50298-25-4 C13H30ClF3P2PdS
trans-{PdCl(SCF3)(P(C2H5)3)2}
—— 4-<4'-Bromphenyl>-1-thiochromen-(2) 35814-17-6 C15H11BrS
4-<4'-Bromphenyl>-1-thiochromen-(2)