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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(6)-chloro-2-(3-amino-4-nitrophenyl)thiobenzimidazole 89028-83-1 C13H9ClN4O2S
5(6)-chloro-2-(3-amino-4-nitrophenyl)thiobenzimidazole
—— Isopropyl-trichlormethyl-sulfon 23040-67-7 C4H7Cl3O2S
Isopropyl-trichlormethyl-sulfon
—— 2-methyl-6-phenylthioimidazo<1,2-b>pyridazine 142074-18-8 C13H11N3S
2-methyl-6-phenylthioimidazo<1,2-b>pyridazine
—— methyl (+/-)-(3aR*,4S*,5S*,7aS*)-7-(tert-butyldimethylsiloxy)-3a,4,5,7a-tetrahydro-7a-methyl-5-phenylthioindane-4-carboxylate 137305-50-1 C24H36O3SSi
methyl (+/-)-(3aR*,4S*,5S*,7aS*)-7-(tert-butyldimethylsiloxy)-3a,4,5,7a-tetrahydro-7a-methyl-5-phenylthioindane-4-carboxylate
—— 4-(3H-benzimidazol-5-ylsulfanyl)aniline 97849-16-6 C13H11N3S
4-(3H-benzimidazol-5-ylsulfanyl)aniline
—— methyl (2E,9E)-7-methyl-8-oxo-10-(phenylthio)deca-2,9-dienoate 137305-45-4 C18H22O3S
methyl (2E,9E)-7-methyl-8-oxo-10-(phenylthio)deca-2,9-dienoate
—— 3,4-dihydro-3-methyl-2-methylthio-4-oxo-6-(2-thienyl)-5-pyrimidinecarbonitrile 109532-71-0 C11H9N3OS2
3,4-dihydro-3-methyl-2-methylthio-4-oxo-6-(2-thienyl)-5-pyrimidinecarbonitrile
—— (but-3-enyloxy)<(ethoxythiocarbonyl)sulfanyl>acetic acid methyl ester 161254-23-5 C10H16O4S2
(but-3-enyloxy)<(ethoxythiocarbonyl)sulfanyl>acetic acid methyl ester
—— N-[2-(2,4-dinitrophenyl)sulfanyl-4,6-dimethylphenyl]formamide 160881-83-4 C15H13N3O5S
N-[2-(2,4-dinitrophenyl)sulfanyl-4,6-dimethylphenyl]formamide
—— methyl (+/-)-(3aR*,4S*,5R*,7aR*)-3a,4,5,6,7,7a-hexahydro-7a-methyl-7-oxo-5-phenylthioindane-4-carboxylate 137305-54-5 C18H22O3S
methyl (+/-)-(3aR*,4S*,5R*,7aR*)-3a,4,5,6,7,7a-hexahydro-7a-methyl-7-oxo-5-phenylthioindane-4-carboxylate
—— 2-(2,4-Dinitrophenyl)sulfanyl-4,6-dimethylaniline 160881-73-2 C14H13N3O4S
2-(2,4-Dinitrophenyl)sulfanyl-4,6-dimethylaniline
—— 5(6)-(2-benzimidazolylthio)-benzimidazole 89028-89-7 C14H10N4S
5(6)-(2-benzimidazolylthio)-benzimidazole
—— 2-Methyl-6-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylaniline 93091-65-7 C14H11F3N2O2S
2-Methyl-6-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylaniline
—— 7-Methylthio-3-allyl-thiazolo<4,5-d>pyrimidin-2-thion 130089-94-0 C9H9N3S3
7-Methylthio-3-allyl-thiazolo<4,5-d>pyrimidin-2-thion
—— 2-(3-amino-4-nitrophenyl)thiobenzimidazole 89028-82-0 C13H10N4O2S
2-(3-amino-4-nitrophenyl)thiobenzimidazole
—— 2-bromo-4-(isopropylthio)-1-methylbenzene 1240287-26-6 C10H13BrS
2-bromo-4-(isopropylthio)-1-methylbenzene
—— 4-[(3,4-Dihydro-2,6-dimethyl-4-oxo-5-quinazolinyl)thio]-benzoic acid 147149-69-7 C17H14N2O3S
4-[(3,4-Dihydro-2,6-dimethyl-4-oxo-5-quinazolinyl)thio]-benzoic acid
—— 2-formamido-4-trifluoromethyl-2',4'-dinitrodiphenylsulfide 1536-26-1 C14H8F3N3O5S
2-formamido-4-trifluoromethyl-2',4'-dinitrodiphenylsulfide
—— C14H11BrN2O3S 93075-22-0 C14H11BrN2O3S
C14H11BrN2O3S
—— 2-(4-Bromo-2-nitrophenyl)sulfanyl-6-methylaniline 93075-17-3 C13H11BrN2O2S
2-(4-Bromo-2-nitrophenyl)sulfanyl-6-methylaniline
—— Formamide, N-[2,3-dichloro-6-[(2,4-dinitrophenyl)thio]phenyl]- 146630-75-3 C13H7Cl2N3O5S
Formamide, N-[2,3-dichloro-6-[(2,4-dinitrophenyl)thio]phenyl]-
—— 5-(2-Phenylsulfanylphenyl)-1,2-dihydro-1,2,4-triazole-3-thione 945031-13-0 C14H11N3S2
5-(2-Phenylsulfanylphenyl)-1,2-dihydro-1,2,4-triazole-3-thione
—— 3-C-hydroxymethyl-2,3-O-isopropylidene-D-glycero-tetrose di(p-tolyl) dithioacetal 1334533-08-2 C22H28O4S2
3-C-hydroxymethyl-2,3-O-isopropylidene-D-glycero-tetrose di(p-tolyl) dithioacetal
—— formic acid-[2-(3-nitro-[4]pyridylmercapto)-anilide] 99970-59-9 C12H9N3O3S
formic acid-[2-(3-nitro-[4]pyridylmercapto)-anilide]
—— 2,3-O-isopropylidene-L-threo-tetrodialdose di(p-tolyl) dithioacetal 1334533-07-1 C21H24O3S2
2,3-O-isopropylidene-L-threo-tetrodialdose di(p-tolyl) dithioacetal
—— Di-isobutyldithiocarbamat 134981-99-0 C9H18NS2
Di-isobutyldithiocarbamat
—— dicyclohexyldithiocarbamate 22296-20-4 C13H22NS2
dicyclohexyldithiocarbamate
—— 2-Aminophenyl-3-nitro-4-pyridylsulfid 4972-19-4 C11H9N3O2S
2-Aminophenyl-3-nitro-4-pyridylsulfid
—— C13H8ClN3O5S 93075-19-5 C13H8ClN3O5S
C13H8ClN3O5S
—— 5-(4-methylthiobenzyl)-3-(piperidin-1-ylmethyl)-1,3,4-oxadiazole-2(3H)-thione 1257393-61-5 C16H21N3OS2
5-(4-methylthiobenzyl)-3-(piperidin-1-ylmethyl)-1,3,4-oxadiazole-2(3H)-thione
—— 5,6-diamino-2-(4,5-bis(hexylthio)-1,3-dithio-2-ylidene)benzo[d]-1,3-dithiole 1169775-83-0 C22H32N2S6
5,6-diamino-2-(4,5-bis(hexylthio)-1,3-dithio-2-ylidene)benzo[d]-1,3-dithiole
—— N-[2,3-dichloro-6-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylphenyl]formamide 146630-78-6 C14H7Cl2F3N2O3S
N-[2,3-dichloro-6-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylphenyl]formamide
—— p-tolyl 3,5-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside 917590-97-7 C33H62O5SSi3
p-tolyl 3,5-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-2-O-triisopropylsilyl-α-D-arabinofuranoside
—— 2,3-Dichloro-6-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylaniline 146630-72-0 C13H7Cl2F3N2O2S
2,3-Dichloro-6-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylaniline
—— N-[6-(4-bromo-2-nitrophenyl)sulfanyl-2,3-dichlorophenyl]formamide 146630-77-5 C13H7BrCl2N2O3S
N-[6-(4-bromo-2-nitrophenyl)sulfanyl-2,3-dichlorophenyl]formamide
—— 6-(4-Bromo-2-nitrophenyl)sulfanyl-2,3-dichloroaniline 146630-71-9 C12H7BrCl2N2O2S
6-(4-Bromo-2-nitrophenyl)sulfanyl-2,3-dichloroaniline
—— 5-chloro-N-methyl-N-(3-(4-methylpiperazin-1-yl)propyl)-2-(phenylthio)aniline 1100793-95-0 C21H28ClN3S
5-chloro-N-methyl-N-(3-(4-methylpiperazin-1-yl)propyl)-2-(phenylthio)aniline
—— 7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazine-2,4,6-triamine 65413-39-0 C6H8N6S
7<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazine-2,4,6-triamine
—— 5-amino-6-phenylsulfanyl-1-propyl-1H-pyrimidin-2,4-dione 1123799-96-1 C13H15N3O2S
5-amino-6-phenylsulfanyl-1-propyl-1H-pyrimidin-2,4-dione
—— (S)-1-(2-allyl-1,3-dithian-2-yl)butan-2-ol 1273019-32-1 C11H20OS2
(S)-1-(2-allyl-1,3-dithian-2-yl)butan-2-ol
—— 2-[4-Ethylsulfanyl-5-[2-(2-methoxyethoxy)ethylsulfanyl]-1,3-dithiol-2-ylidene]-5-methyl-[1,3]dithiolo[4,5-c]pyrrole 1374128-29-6 C16H21NO2S6
2-[4-Ethylsulfanyl-5-[2-(2-methoxyethoxy)ethylsulfanyl]-1,3-dithiol-2-ylidene]-5-methyl-[1,3]dithiolo[4,5-c]pyrrole
—— 3-Methylmercapto-octadien-(3,4)-ol-(1) 22929-33-5 C9H16OS
3-Methylmercapto-octadien-(3,4)-ol-(1)
—— 2-(2-Hydroxyaethylthio)-2-penten 68031-56-1 C7H14OS
2-(2-Hydroxyaethylthio)-2-penten
—— 2-(4-Methylsulfanylanilino)ethanol 51170-16-2 C9H13NOS
2-(4-Methylsulfanylanilino)ethanol
—— 3-Methylmercapto-pentadien-(3,4)-ol-(1) 22929-34-6 C6H10OS
3-Methylmercapto-pentadien-(3,4)-ol-(1)
—— 1-(isopropylsulfanyl)-3-[3-(isopropylsulfanyl)-1,2,4-triazin-5-yl]-6,7-dihydro-5H-cyclopenta[c]pyridine 354127-96-1 C17H22N4S2
1-(isopropylsulfanyl)-3-[3-(isopropylsulfanyl)-1,2,4-triazin-5-yl]-6,7-dihydro-5H-cyclopenta[c]pyridine
—— 3,3'-bis(isopropylsulfanyl)-5,5'-bi-1,2,4-triazine 354127-93-8 C12H16N6S2
3,3'-bis(isopropylsulfanyl)-5,5'-bi-1,2,4-triazine
—— 1-(isopropylsulfanyl)-3-[3-(isopropylsulfanyl)-1,2,4-triazin-5-yl]-6,7,8,9-tetrahydro-5H-cyclohepta[c]pyridine 354127-97-2 C19H26N4S2
1-(isopropylsulfanyl)-3-[3-(isopropylsulfanyl)-1,2,4-triazin-5-yl]-6,7,8,9-tetrahydro-5H-cyclohepta[c]pyridine
—— 1-(isopropylsulfanyl)-3-[3-(isopropylsulfanyl)-1,2,4-triazin-5-yl]-5,6,7,8-tetrahydroisoquinoline 354127-94-9 C18H24N4S2
1-(isopropylsulfanyl)-3-[3-(isopropylsulfanyl)-1,2,4-triazin-5-yl]-5,6,7,8-tetrahydroisoquinoline
—— 2-(4-hydroxypentyl)-2-(3-hydroxypropyl)-1,3-dithiane 133812-42-7 C12H24O2S2
2-(4-hydroxypentyl)-2-(3-hydroxypropyl)-1,3-dithiane