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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
—— Bismuth;2-aminoethanethiolate 216101-72-3 C6H18BiN3S3
Bismuth;2-aminoethanethiolate
—— (Z)-2,3,7-trithiaocta-4-ene 7-oxide 104229-00-7 C5H10OS3
(Z)-2,3,7-trithiaocta-4-ene 7-oxide
—— 6-Vinyl-1,4-dithia-spiro[4.5]dec-6-ene-8-thiol 1028273-46-2 C10H14S3
6-Vinyl-1,4-dithia-spiro[4.5]dec-6-ene-8-thiol
—— 4-(2,3-dihydroxyprop-2-yl)-2-(methylthio)thiophene 161386-84-1 C8H12O2S2
4-(2,3-dihydroxyprop-2-yl)-2-(methylthio)thiophene
—— 3-{2-[(4-chlorophenyl)thio]phenyl}-N-[4-(methoxyamino)butyl]propanamide 710960-38-6 C20H25ClN2O2S
3-{2-[(4-chlorophenyl)thio]phenyl}-N-[4-(methoxyamino)butyl]propanamide
—— 2-Ethylsulfanyl-thioisonicotinamide 180791-04-2 C8H10N2S2
2-Ethylsulfanyl-thioisonicotinamide
—— (1Z,3E)-1-(methylsulfonyl)-1,3-pentadiene 142868-73-3 C6H10O2S
(1Z,3E)-1-(methylsulfonyl)-1,3-pentadiene
—— 4-Bromo-5-[(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methoxymethoxy-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole 157331-33-4 C23H27BrN2O6S
4-Bromo-5-[(3,4-dimethoxy-2-methoxymethoxy-phenyl)-methoxymethoxy-methyl]-1-methyl-2-phenylsulfanyl-1H-imidazole
—— (2S,3S)-3-Butyl-2-phenylsulfanylmethyl-cycloheptanone 143008-46-2 C18H26OS
(2S,3S)-3-Butyl-2-phenylsulfanylmethyl-cycloheptanone
—— 4-[5-(3,5-Dichloro-phenylsulfanyl)-1-isopropyl-3-methyl-1H-pyrazol-4-ylmethyl]-3-fluoro-pyridine 412326-23-9 C19H18Cl2FN3S
4-[5-(3,5-Dichloro-phenylsulfanyl)-1-isopropyl-3-methyl-1H-pyrazol-4-ylmethyl]-3-fluoro-pyridine
—— 5-Cyano-2-(4-fluorophenyl)-1-(4-methylthio-phenyl)-4-methylthio-1,6-dihydro-pyrimidin-6-one 613663-79-9 C19H14FN3OS2
5-Cyano-2-(4-fluorophenyl)-1-(4-methylthio-phenyl)-4-methylthio-1,6-dihydro-pyrimidin-6-one
—— 1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-phenylthiocarbamoylcarbothiohydrazide 153935-78-5 C11H13N7S3
1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-phenylthiocarbamoylcarbothiohydrazide
—— 2-methyl-7-phenyl-3,5,5-tris(phenylthio)heptan-2-ol 167366-75-8 C32H34OS3
2-methyl-7-phenyl-3,5,5-tris(phenylthio)heptan-2-ol
—— 1-(Phenylthio)pent-1-yn-3-ol 79894-60-3 C11H12OS
1-(Phenylthio)pent-1-yn-3-ol
—— 8-(thioacethoxy)-6-vinyl-1,4-dithiaspiro<4.5>dec-6-ene 155996-14-8 C12H16OS3
8-(thioacethoxy)-6-vinyl-1,4-dithiaspiro<4.5>dec-6-ene
—— 2-(1-methylethyl)-1-(phenylthio)cyclobutene 144453-23-6 C13H16S
2-(1-methylethyl)-1-(phenylthio)cyclobutene
—— (2S,3S)-3-Ethyl-2-phenylsulfanylmethyl-cycloheptanone 143008-48-4 C16H22OS
(2S,3S)-3-Ethyl-2-phenylsulfanylmethyl-cycloheptanone
—— (2S,3S)-3-Methyl-2-phenylsulfanylmethyl-cycloheptanone 143008-47-3 C15H20OS
(2S,3S)-3-Methyl-2-phenylsulfanylmethyl-cycloheptanone
—— (3-carboxy-2-pyridyl)-2-thiobenzothiazole 146724-10-9 C13H8N2O2S2
(3-carboxy-2-pyridyl)-2-thiobenzothiazole
—— methyl 6-phenyl-2,4,4-tris(phenylthio)hexanoate 1060646-10-7 C31H30O2S3
methyl 6-phenyl-2,4,4-tris(phenylthio)hexanoate
—— 4-Amino-3-(2,4-difluoro-phenylsulfanyl)-benzonitrile 119983-21-0 C13H8F2N2S
4-Amino-3-(2,4-difluoro-phenylsulfanyl)-benzonitrile
—— 3-(O-tert-butyldimethylsilyl)-1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose 157555-90-3 C20H32O4SSi
3-(O-tert-butyldimethylsilyl)-1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose
—— 2,4-Bis-[2-(4-chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrole 147089-56-3 C30H19Cl2NS4
2,4-Bis-[2-(4-chloro-phenyl)-benzo[1,3]dithiol-2-yl]-1H-pyrrole
—— 2-[2-(4-Methylphenyl)sulfanylethylamino]-1-phenylethanol 133760-87-9 C17H21NOS
2-[2-(4-Methylphenyl)sulfanylethylamino]-1-phenylethanol
—— N-[1-(4-Fluorophenyl)-4-[(4-methylphenyl)thio]butyl]acetamide 145878-80-4 C19H22FNOS
N-[1-(4-Fluorophenyl)-4-[(4-methylphenyl)thio]butyl]acetamide
—— 2-(4-methylphenyl)-1-(phenylthio)cyclobutene 144453-26-9 C17H16S
2-(4-methylphenyl)-1-(phenylthio)cyclobutene
—— 2-(1-Chloro-pentyl)-benzo[1,3]dithiole 161091-56-1 C12H15ClS2
2-(1-Chloro-pentyl)-benzo[1,3]dithiole
—— 1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-ethylthiocarbamoylcarbothiohydrazide 153935-80-9 C7H13N7S3
1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-ethylthiocarbamoylcarbothiohydrazide
—— (2R,3S)-2-<(R)-(methylsulfinyl)methyl>-3-propyloxirane 145762-62-5 C7H14O2S
(2R,3S)-2-<(R)-(methylsulfinyl)methyl>-3-propyloxirane
—— (3Z,5E)-3-(methylsulfonyl)-3,5-octadiene 142868-76-6 C9H16O2S
(3Z,5E)-3-(methylsulfonyl)-3,5-octadiene
—— 5-Phenyl-1-(phenylthio)pent-1-yn-3-ol 166264-32-0 C17H16OS
5-Phenyl-1-(phenylthio)pent-1-yn-3-ol
—— (2S,3R)-2-Phenylsulfanylmethyl-3-vinyl-cycloheptanone 143008-50-8 C16H20OS
(2S,3R)-2-Phenylsulfanylmethyl-3-vinyl-cycloheptanone
—— 1-Cyclopropylmethyl-4-(4-fluoro-phenylsulfanylmethyl)-piperidine 135135-91-0 C16H22FNS
1-Cyclopropylmethyl-4-(4-fluoro-phenylsulfanylmethyl)-piperidine
—— (8Z,10E)-8-(methylsulfonyl)-8,10-octadecadiene 142895-73-6 C19H36O2S
(8Z,10E)-8-(methylsulfonyl)-8,10-octadecadiene
—— 2,2'-sulfonylbis<3-(dimethylamino)-(E,E)-N-(2,2-dimethoxyethyl)propenamide> 132417-43-7 C18H34N4O8S
2,2'-sulfonylbis<3-(dimethylamino)-(E,E)-N-(2,2-dimethoxyethyl)propenamide>
—— 4,5-Bis<(2'-bromoethyl)thio>-1,3-dithiole-2-thione 146581-69-3 C7H8Br2S5
4,5-Bis<(2'-bromoethyl)thio>-1,3-dithiole-2-thione
—— (2S)-1,1,2-Tris(p-tolylsulfenyl)propane 148252-28-2 C24H26S3
(2S)-1,1,2-Tris(p-tolylsulfenyl)propane
—— 2-ethyl-1-(phenylthio)cyclobutene 144453-22-5 C12H14S
2-ethyl-1-(phenylthio)cyclobutene
—— Phenol, 2-[(2-aminoethyl)thio]- 105608-90-0 C8H11NOS
Phenol, 2-[(2-aminoethyl)thio]-
—— (3'aS,7'aS)-3'a-hydroxy-7'a-methylspiro[1,3-dithiane-2,5'-3,4,6,7-tetrahydro-2H-indene]-1'-one 164298-16-2 C13H20O2S2
(3'aS,7'aS)-3'a-hydroxy-7'a-methylspiro[1,3-dithiane-2,5'-3,4,6,7-tetrahydro-2H-indene]-1'-one
—— 3-bromo-6-(4-chlorophenyl)-4-thiomethyl-2H-pyran-2-one 203171-92-0 C12H8BrClO2S
3-bromo-6-(4-chlorophenyl)-4-thiomethyl-2H-pyran-2-one
—— 2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[(1,2,4-oxadiazol-3-ylmethyl)thio]-4-pyrimidinol 666752-86-9 C17H17F2N5O3S2
2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[(1,2,4-oxadiazol-3-ylmethyl)thio]-4-pyrimidinol
—— 3-Butenyl 3-(ethylthio)propyl sulfide 143144-31-4 C9H18S2
3-Butenyl 3-(ethylthio)propyl sulfide
—— 1-[4-(2-Pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrol-2-yl]-hexan-1-one 147089-48-3 C22H29NOS2
1-[4-(2-Pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrol-2-yl]-hexan-1-one
—— 1-[5-(2-Pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrol-3-yl]-hexan-1-one 147089-12-1 C22H29NOS2
1-[5-(2-Pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrol-3-yl]-hexan-1-one
—— 6-(4-Chloro-phenyl)-4-methylsulfanyl-pyran-2-one 203171-88-4 C12H9ClO2S
6-(4-Chloro-phenyl)-4-methylsulfanyl-pyran-2-one
—— 4-(benzylsulfanyl)-2-methylpyridine N-oxide 147149-90-4 C13H13NOS
4-(benzylsulfanyl)-2-methylpyridine N-oxide
—— (Z)-9-methyl-1,5-dithiacyclonon-8-ene 144227-18-9 C8H14S2
(Z)-9-methyl-1,5-dithiacyclonon-8-ene
—— ((3aR)-7t-Methoxy-2,2-dimethyl-(3ar,7at)-3a,4,7,7a-tetrahydro-6H-spiro<benzo<1,3>dioxole-5,2'-<1,3>dithian>-4t-yl)methanol 160651-54-7 C14H24O4S2
((3aR)-7t-Methoxy-2,2-dimethyl-(3ar,7at)-3a,4,7,7a-tetrahydro-6H-spiro<benzo<1,3>dioxole-5,2'-<1,3>dithian>-4t-yl)methanol
—— (E)-4'-[4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-ylthio]acetophenone oxime 161509-83-7 C18H21NO3S2
(E)-4'-[4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-ylthio]acetophenone oxime