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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-Vinyl-[1,3]oxathiole 3-oxide 114274-81-6 C5H6O2S
5-Vinyl-[1,3]oxathiole 3-oxide
—— 5-methylsulfanyl-3,6-dihydro-2H-pyrazine-1-carboxylic acid tert-butyl ester 1182359-41-6 C10H18N2O2S
5-methylsulfanyl-3,6-dihydro-2H-pyrazine-1-carboxylic acid tert-butyl ester
—— 2,2-dimethyl-1-(1'-methyl-5'-nitro-1'H-pyrrol-2'-yl)propyl p-tolyl sulfide 115975-81-0 C17H22N2O2S
2,2-dimethyl-1-(1'-methyl-5'-nitro-1'H-pyrrol-2'-yl)propyl p-tolyl sulfide
—— {3-[5-(3,5-dichloro-phenylsulfanyl)-4-isopropyl-1-pyridin-4-ylmethyl-1H-imidazol-2-ylmethoxycarbonylamino]-propyl}-phosphonic acid 620969-29-1 C23H27Cl2N4O5PS
{3-[5-(3,5-dichloro-phenylsulfanyl)-4-isopropyl-1-pyridin-4-ylmethyl-1H-imidazol-2-ylmethoxycarbonylamino]-propyl}-phosphonic acid
—— 14,14-dimethyl-7-methylsulfanyl-3-phenyl-2,13,15-trioxa-8-azatricyclo[9.4.0.04,8]pentadeca-1(11),4,6-trien-12-one 225502-94-3 C20H21NO4S
14,14-dimethyl-7-methylsulfanyl-3-phenyl-2,13,15-trioxa-8-azatricyclo[9.4.0.04,8]pentadeca-1(11),4,6-trien-12-one
—— 5-Isopropenyl-[1,3]oxathiole 3-oxide 114274-84-9 C6H8O2S
5-Isopropenyl-[1,3]oxathiole 3-oxide
—— Phenyl-2.3-xylyl-sulfid 105336-67-2 C14H14S
Phenyl-2.3-xylyl-sulfid
—— 3,4-Dimethylphenyl ethyl sulfide 105336-64-9 C10H14S
3,4-Dimethylphenyl ethyl sulfide
—— 2,2'thiobis(6-t-butyl-4-bromophenol) 39769-79-4 C20H24Br2O2S
2,2'thiobis(6-t-butyl-4-bromophenol)
—— Di-tert-butyl vic-disulfone 98248-42-1 C8H18O4S2
Di-tert-butyl vic-disulfone
—— di-tert-butylsulfonyl dithioanhydride 163362-42-3 C8H18O4S4
di-tert-butylsulfonyl dithioanhydride
—— Di-tert-butyl vic-disulfoxide 79599-55-6 C8H18O2S2
Di-tert-butyl vic-disulfoxide
—— tert-butylsulfonic tert-butylsulfinic thioanhydride 161151-73-1 C8H18O3S3
tert-butylsulfonic tert-butylsulfinic thioanhydride
—— 2,2'thiobis(6-t-butyl-4-chlorophenol) 6012-78-8 C20H24Cl2O2S
2,2'thiobis(6-t-butyl-4-chlorophenol)
—— S-Methyl-N-butyl-isothioharnstoff 100319-25-3 C6H14N2S
S-Methyl-N-butyl-isothioharnstoff
—— 5-(2-fluorophenyl)-4-(phenylthio)furan-2-carbaldehyde 1138035-95-6 C17H11FO2S
5-(2-fluorophenyl)-4-(phenylthio)furan-2-carbaldehyde
—— 2-methyl-4-phenyl-1-(phenylthiol)-3-butyn-2-ol 150587-38-5 C17H16OS
2-methyl-4-phenyl-1-(phenylthiol)-3-butyn-2-ol
—— 2-(1-dihydroxyboranyl-1-methyl-ethyl)-isothiourea; hydrobromide 5271-88-5 BrH*C4H11BN2O2S
2-(1-dihydroxyboranyl-1-methyl-ethyl)-isothiourea; hydrobromide
—— Methylen-bis-thioharnstoff 20939-13-3 C3H8N4S2
Methylen-bis-thioharnstoff
—— [(3,7-Dimethylocta-1,2,6-trien-1-YL)sulfanyl]benzene 69358-72-1 C16H20S
[(3,7-Dimethylocta-1,2,6-trien-1-YL)sulfanyl]benzene
—— 3,6-dihydro-3,6-diphenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-19-4 C22H15N5OS
3,6-dihydro-3,6-diphenyl-5-phenylthio-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 6-isothiocyanatohexyl isocyanate 118685-44-2 C8H12N2OS
6-isothiocyanatohexyl isocyanate
—— 5-[(4-chlorophenyl)thio]-3,6-dihydro-3,6-diphenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-22-9 C22H14ClN5OS
5-[(4-chlorophenyl)thio]-3,6-dihydro-3,6-diphenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— bis[3-(cyclohept-1-enyl)propargyl] sulfoxide 432546-16-2 C20H26OS
bis[3-(cyclohept-1-enyl)propargyl] sulfoxide
—— bis[3-(cyclohept-1-enyl)propargyl] sulfide 432546-11-7 C20H26S
bis[3-(cyclohept-1-enyl)propargyl] sulfide
—— 2,2-dimethyl-[1,3]dithiane-1,1,3,3-tetraoxide 69489-99-2 C6H12O4S2
2,2-dimethyl-[1,3]dithiane-1,1,3,3-tetraoxide
—— 3,6-dihydro-3,6-diphenyl-5-[(4-methylphenyl)thio]-1,2,3-triazolo[4,5-d]pyrimidine-7-one 1364422-28-5 C23H17N5OS
3,6-dihydro-3,6-diphenyl-5-[(4-methylphenyl)thio]-1,2,3-triazolo[4,5-d]pyrimidine-7-one
—— 6-Butyl-2,2-dimethyl-1lambda~4~,3-dithian-1-one 114113-91-6 C10H20OS2
6-Butyl-2,2-dimethyl-1lambda~4~,3-dithian-1-one
—— 2-(5-Amino-4-chloro-2-nitro-phenylthio)-N,N-dimethyl-benzamide 474432-18-3 C15H14ClN3O3S
2-(5-Amino-4-chloro-2-nitro-phenylthio)-N,N-dimethyl-benzamide
—— (2R)-2-[(5-{[(1S)-1-(2-fluorophenyl)ethyl]thio}-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]pentan-1-ol 911716-15-9 C19H23FN4O2S2
(2R)-2-[(5-{[(1S)-1-(2-fluorophenyl)ethyl]thio}-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]pentan-1-ol
—— (2R)-2-[(2-chloro-5-{[(1S)-1-(2-fluorophenyl)ethyl]thio}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]pentan-1-ol 911716-14-8 C18H20ClFN4OS2
(2R)-2-[(2-chloro-5-{[(1S)-1-(2-fluorophenyl)ethyl]thio}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]pentan-1-ol
—— 2-ethylmercapto-5-benzyl-6-methyl-3<i>H</i>-pyrimidin-4-one 452350-50-4 C14H16N2OS
2-ethylmercapto-5-benzyl-6-methyl-3<i>H</i>-pyrimidin-4-one
—— 2-Dimethylaminoethyl 4-phenyl-4-(phenylthio)butyrate hydrogen maleate 37014-89-4 C24H29NO6S
2-Dimethylaminoethyl 4-phenyl-4-(phenylthio)butyrate hydrogen maleate
—— 2-ethylmercapto-1-benzyl-1<i>H</i>-pyrimidin-4-one 62652-40-8 C13H14N2OS
2-ethylmercapto-1-benzyl-1<i>H</i>-pyrimidin-4-one
—— 1-Benzyl-4-(methylthio)-2-(1H)-pyrimidone 25855-35-0 C12H12N2OS
1-Benzyl-4-(methylthio)-2-(1H)-pyrimidone
—— 1-Methyl-4-(2-(phenylthio)-1-(2-thienyl)ethyl)piperazine dimaleate 40028-18-0 C25H30N2O8S2
1-Methyl-4-(2-(phenylthio)-1-(2-thienyl)ethyl)piperazine dimaleate
—— (2R)-2-[(2-chloro-5-{[(1S)-1-(2-fluorophenyl)ethyl]thio}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-fluoro-4-methylpentan-1-ol 911716-11-5 C19H21ClF2N4OS2
(2R)-2-[(2-chloro-5-{[(1S)-1-(2-fluorophenyl)ethyl]thio}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-fluoro-4-methylpentan-1-ol
—— N,2-dimethyl-2-(methylsulfonyl)propan-1-amine 1249167-64-3 C6H15NO2S
N,2-dimethyl-2-(methylsulfonyl)propan-1-amine
—— (2R)-4-fluoro-2-[(5-{[(1S)-1-(2-fluorophenyl)ethyl]thio}-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 911716-12-6 C20H24F2N4O2S2
(2R)-4-fluoro-2-[(5-{[(1S)-1-(2-fluorophenyl)ethyl]thio}-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— 1-Hydroxymethyl-1-phenylthiocyclopropan 63048-66-8 C10H12OS
1-Hydroxymethyl-1-phenylthiocyclopropan
—— 2-amino-1-mercapto-2,3-dimethylbut-3-ene 116065-19-1 C6H13NS
2-amino-1-mercapto-2,3-dimethylbut-3-ene
—— tert-butyl-[(3S,4S)-7,7-dibromo-4-methoxy-1-phenylsulfanylhept-6-en-3-yl]oxy-dimethylsilane 945036-98-6 C20H32Br2O2SSi
tert-butyl-[(3S,4S)-7,7-dibromo-4-methoxy-1-phenylsulfanylhept-6-en-3-yl]oxy-dimethylsilane
—— methyl 2-[(2R,3S,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-6-[(4S,5S)-5-[tert-butyl(dimethyl)silyl]oxy-4-methoxy-7-phenylsulfanylhept-1-ynyl]-6-hydroxy-3,5-dimethyloxan-2-yl]acetate 945037-01-4 C36H62O7SSi2
methyl 2-[(2R,3S,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-6-[(4S,5S)-5-[tert-butyl(dimethyl)silyl]oxy-4-methoxy-7-phenylsulfanylhept-1-ynyl]-6-hydroxy-3,5-dimethyloxan-2-yl]acetate
—— 2-(phenylthio)-3-[(phenylthio)(trimethylsilyl)-methyl]-1H-indole 247222-88-4 C24H25NS2Si
2-(phenylthio)-3-[(phenylthio)(trimethylsilyl)-methyl]-1H-indole
—— 4-dimethylamino-2-methylthio-6-phenylethynylpyrimidine-5-carbaldehyde 1104638-78-9 C16H15N3OS
4-dimethylamino-2-methylthio-6-phenylethynylpyrimidine-5-carbaldehyde
—— 6-[bis(ethyloxy)methyl]-2-[(phenylmethyl)thio]-4-pyrimidinamine 1246034-55-8 C16H21N3O2S
6-[bis(ethyloxy)methyl]-2-[(phenylmethyl)thio]-4-pyrimidinamine
—— 6-[(methyloxy)methyl]-2-(methylthio)-4-pyrimidinamine 1246034-70-7 C7H11N3OS
6-[(methyloxy)methyl]-2-(methylthio)-4-pyrimidinamine
—— N,N-dimethyl-4-(3-methoxyphenylthio)-3-thenylamine 134478-50-5 C14H17NOS2
N,N-dimethyl-4-(3-methoxyphenylthio)-3-thenylamine
—— (2S)-1-(4-fluorophenyl)sulfanylpentan-2-amine 377083-60-8 C11H16FNS
(2S)-1-(4-fluorophenyl)sulfanylpentan-2-amine
—— 4-nitro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide 1380333-92-5 C23H20N6O4S
4-nitro-N-(6-(phenylthio)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-8-yl)benzamide