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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
—— 4-(benzylthio)-2H-1,2,3-triazole —— C9H9N3S
4-(benzylthio)-2H-1,2,3-triazole
—— (3H-[1,2,3]Triazol-4-ylsulfanyl)-acetic acid methyl ester 79100-64-4 C5H7N3O2S
(3H-[1,2,3]Triazol-4-ylsulfanyl)-acetic acid methyl ester
—— 2-<(methylamino)(methylimino)methylthio>-4-neopentyloxypyrimidine 125189-21-1 C12H20N4OS
2-<(methylamino)(methylimino)methylthio>-4-neopentyloxypyrimidine
—— 4-Furan-2-yl-6-methyl-2-methylsulfanyl-nicotinonitrile 224320-84-7 C12H10N2OS
4-Furan-2-yl-6-methyl-2-methylsulfanyl-nicotinonitrile
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-{2-[(2-hydroxyethyl)amino]-1,3-thiazol-5-yl}pyridine-3,5-dicarbonitrile 1187543-29-8 C22H16ClN7OS3
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-{2-[(2-hydroxyethyl)amino]-1,3-thiazol-5-yl}pyridine-3,5-dicarbonitrile
—— neopentyl 2-((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)thio)acetate 1426059-29-1 C10H15N3O4S
neopentyl 2-((3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazin-6-yl)thio)acetate
—— 4-methylthio-6-methyl-2-thienyl-5-acetylpyrimidine 189152-42-9 C12H12N2OS2
4-methylthio-6-methyl-2-thienyl-5-acetylpyrimidine
—— 2-azido-1-(4-methylsulfanyl-phenyl)-ethanol 1184850-61-0 C9H11N3OS
2-azido-1-(4-methylsulfanyl-phenyl)-ethanol
—— 4-(4-fluorophenylamino)-2-methyl-sulfanyl-pyrimidine-5-carbaldehyde 402927-91-7 C12H10FN3OS
4-(4-fluorophenylamino)-2-methyl-sulfanyl-pyrimidine-5-carbaldehyde
—— 2,8-di-tert-butyl-[1,4]dithilino[2,3-d:5,6-d']dipyridazine-1,9(2H,8H)-dione 1340508-96-4 C16H20N4O2S2
2,8-di-tert-butyl-[1,4]dithilino[2,3-d:5,6-d']dipyridazine-1,9(2H,8H)-dione
—— 9-[(4-bromophenyl)sulfanyl]-N-methoxy-N,1-dimethyl-1,4,5,6-tetrahydropyrazolo[4',3':6,7]cyclohepta[1,2-d]pyrimidine-3-carboxamide 1392050-03-1 C20H20BrN5O2S
9-[(4-bromophenyl)sulfanyl]-N-methoxy-N,1-dimethyl-1,4,5,6-tetrahydropyrazolo[4',3':6,7]cyclohepta[1,2-d]pyrimidine-3-carboxamide
—— 1,2-dithiacyclodecane 6573-66-6 C8H16S2
1,2-dithiacyclodecane
—— 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(2-hydroxyethyl)amino]-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile 1187543-25-4 C22H15ClN6OS3
2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(2-hydroxyethyl)amino]-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile
—— 3,6,10,13-tetrathiapentadecane-1,15-diol 88458-56-4 C11H24O2S4
3,6,10,13-tetrathiapentadecane-1,15-diol
—— (R,S)-2-(4-fluorophenylthio)-7-methyl-N-(1H-pyrazol-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine 1361960-91-9 C16H13FN6S
(R,S)-2-(4-fluorophenylthio)-7-methyl-N-(1H-pyrazol-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
—— 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(3R)-3-hydroxypyrrolidin-1-yl]-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile 1187543-32-3 C24H17ClN6OS3
2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(3R)-3-hydroxypyrrolidin-1-yl]-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile
—— 2-bromo-5-[(2,5-difluorophenyl)[[6-(trifluoromethyl)pyridin-3-yl]thio]methyl]-4-methylpyridine 913091-72-2 C19H12BrF5N2S
2-bromo-5-[(2,5-difluorophenyl)[[6-(trifluoromethyl)pyridin-3-yl]thio]methyl]-4-methylpyridine
—— 2-(2,5-dimethylbenzylsulfanyl)-6-oxo-4-piperidin-4-yl-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-75-0 C19H22N4OS
2-(2,5-dimethylbenzylsulfanyl)-6-oxo-4-piperidin-4-yl-1,6-dihydro-pyrimidine-5-carbonitrile
—— 4-chloro-2-(4-fluorophenylthio)-7-methyl-7H-pyrrolo[2,3-d]pyrimidine 1361960-97-5 C13H9ClFN3S
4-chloro-2-(4-fluorophenylthio)-7-methyl-7H-pyrrolo[2,3-d]pyrimidine
—— 2-(4-fluorophenylthio)-N-(1H-pyrazol-5-yl)-7H-pyrrolo[2,3-d]pyrimidine-4-amine 1361960-86-2 C15H11FN6S
2-(4-fluorophenylthio)-N-(1H-pyrazol-5-yl)-7H-pyrrolo[2,3-d]pyrimidine-4-amine
—— 2-(4-chloro-2-(4-fluorophenylthio)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-N,N-dimethylacetamide 1361961-06-9 C16H14ClFN4OS
2-(4-chloro-2-(4-fluorophenylthio)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-N,N-dimethylacetamide
—— tert-butyl 2-(cyclohexylsulfonyl)acetate 1504589-12-1 C12H22O4S
tert-butyl 2-(cyclohexylsulfonyl)acetate
—— 5-benzylmercapto-6-azauracil 4956-07-4 C10H9N3O2S
5-benzylmercapto-6-azauracil
—— ethyl 4-(2-Amino-phenylthio)butyrate 144879-18-5 C12H17NO2S
ethyl 4-(2-Amino-phenylthio)butyrate
—— 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)-2-thiothymine 125057-07-0 C14H16N2O3S2
1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)-2-thiothymine
—— 2-(N-acetyl-N-ethylamino)thioacetamide 91188-43-1 C6H12N2OS
2-(N-acetyl-N-ethylamino)thioacetamide
—— N-Propyl-N-thiocarbamoylmethyl-acetamide 115172-98-0 C7H14N2OS
N-Propyl-N-thiocarbamoylmethyl-acetamide
—— N-Acetyl-sarkosinthioamid 91188-40-8 C5H10N2OS
N-Acetyl-sarkosinthioamid
—— 4-((S)-2-hydroxy-propylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde 851885-70-6 C9H13N3O2S
4-((S)-2-hydroxy-propylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde
—— 5-Butyl-6-propyl-2,3-dihydro-[1,4]dithiine 134255-44-0 C11H20S2
5-Butyl-6-propyl-2,3-dihydro-[1,4]dithiine
—— 2-((4-bromophenyl)thio)-4-nitroaniline 1418195-44-4 C12H9BrN2O2S
2-((4-bromophenyl)thio)-4-nitroaniline
—— 1-(2-Hydroxy-ethoxymethyl)-6-phenylsulfanyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 125057-06-9 C13H14N2O3S2
1-(2-Hydroxy-ethoxymethyl)-6-phenylsulfanyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
—— 2-((4-fluorophenyl)thio)-4-nitroaniline 1418195-45-5 C12H9FN2O2S
2-((4-fluorophenyl)thio)-4-nitroaniline
—— 5-Bromo-1-(2-hydroxy-ethoxymethyl)-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 123027-55-4 C13H13BrN2O4S
5-Bromo-1-(2-hydroxy-ethoxymethyl)-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— 5-Chloro-1-(2-hydroxy-ethoxymethyl)-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 123027-54-3 C13H13ClN2O4S
5-Chloro-1-(2-hydroxy-ethoxymethyl)-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— 4-nitro-2-(m-tolylthio)aniline 1443147-79-2 C13H12N2O2S
4-nitro-2-(m-tolylthio)aniline
—— 5-(3'-bromo-5'-methoxy-2'-oxotetrafuran-4'-yl)-5-ethylthio-4-(pyrrolidin-1-yl)furan-2(5H)-one 134295-05-9 C15H20BrNO5S
5-(3'-bromo-5'-methoxy-2'-oxotetrafuran-4'-yl)-5-ethylthio-4-(pyrrolidin-1-yl)furan-2(5H)-one
—— 5-(4-Adamantan-1-yl-5-methylsulfanyl-4H-[1,2,4]triazol-3-yl)-4-methyl-[1,2,3]thiadiazole 318467-45-7 C16H21N5S2
5-(4-Adamantan-1-yl-5-methylsulfanyl-4H-[1,2,4]triazol-3-yl)-4-methyl-[1,2,3]thiadiazole
—— N,N''-(1R,2R)-1,2-cyclohexanediylbis[N'-tricyclo[3.3.1.1(3,7)]dec-1-ylthiourea] 1082952-48-4 C28H44N4S2
N,N''-(1R,2R)-1,2-cyclohexanediylbis[N'-tricyclo[3.3.1.1(3,7)]dec-1-ylthiourea]
—— N,N''-1,3-cyclohexanediylbis[N'-tricyclo[3.3.1.1(3,7)]dec-1-ylthiourea] 1082952-55-3 C28H44N4S2
N,N''-1,3-cyclohexanediylbis[N'-tricyclo[3.3.1.1(3,7)]dec-1-ylthiourea]
—— N-(adamantan-1-yl)ethanethioamide 78027-74-4 C12H19NS
N-(adamantan-1-yl)ethanethioamide
—— N,N',N''-(nitrilotri-2,1-ethanediyl)tris[N'''-tricyclo-[3.3.1.1(3,7)] dec-1-ylurea] 1384100-88-2 C39H63N7S3
N,N',N''-(nitrilotri-2,1-ethanediyl)tris[N'''-tricyclo-[3.3.1.1(3,7)] dec-1-ylurea]
—— (2-MeSC6H4)SnBu3 203195-90-8 C19H34SSn
(2-MeSC6H4)SnBu3
—— 5,11-Epoxy-dipyrido<2,3-b:2',3'-f><1,5>dithiocine 62349-89-7 C12H8N2OS2
5,11-Epoxy-dipyrido<2,3-b:2',3'-f><1,5>dithiocine
—— 5-acetyl-6-methylthiouracil 136411-39-7 C7H8N2O3S
5-acetyl-6-methylthiouracil
—— ethyl-N'-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)hydrazinecarboxylate 639825-94-8 C10H12N4O2S
ethyl-N'-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)hydrazinecarboxylate
—— 2-(2-Carboxy-phenylmercapto)-chinolin 92795-28-3 C16H11NO2S
2-(2-Carboxy-phenylmercapto)-chinolin
—— cyclohexyl(phenylthio)(trimethylsilyl)methane 89656-95-1 C16H26SSi
cyclohexyl(phenylthio)(trimethylsilyl)methane
—— 4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(1H-pyrrol-2-ylmethyl)pyridin-2(1H)-one 1185190-40-2 C19H19IN2OS
4-(3,5-dimethylphenylsulfanyl)-3-iodo-6-methyl-5-(1H-pyrrol-2-ylmethyl)pyridin-2(1H)-one
—— {1-[4-(3,5-dimethylphenylsulfanyl)-5-iodo-2-methyl-6-oxo-1,6-dihydropyridin-3-ylmethyl]-5-methyl-1H-[1,2,4]triazol-3-yl}acetonitrile 1185190-42-4 C20H20IN5OS
{1-[4-(3,5-dimethylphenylsulfanyl)-5-iodo-2-methyl-6-oxo-1,6-dihydropyridin-3-ylmethyl]-5-methyl-1H-[1,2,4]triazol-3-yl}acetonitrile