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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
—— 2-bromophenyl 4-chlorophenylsulfide 24535-55-5 C12H8BrClS
2-bromophenyl 4-chlorophenylsulfide
—— 2-(4-hydroxyphenylmethylene)-5-hexylbenzo<b>thiophen-3(2H)-one 141399-80-6 C21H22O2S
2-(4-hydroxyphenylmethylene)-5-hexylbenzo<b>thiophen-3(2H)-one
—— allyl n-butyl xanthate 7124-53-0 C8H14OS2
allyl n-butyl xanthate
—— 1,10-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]decane 390799-99-2 C24H28N6S4
1,10-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]decane
—— 6-amino-2-methyl-4-methylthio-5-(3-pyridinyl)pyrimidine 122851-75-6 C11H12N4S
6-amino-2-methyl-4-methylthio-5-(3-pyridinyl)pyrimidine
—— Trithiocarbonic acid butyl ester dodecyl ester 89622-67-3 C17H34S3
Trithiocarbonic acid butyl ester dodecyl ester
—— N-(β-Aminoethyl)-thioharnstoff 3685-60-7 C3H9N3S
N-(β-Aminoethyl)-thioharnstoff
—— Trithiocarbonic acid butyl ester tert-butyl ester 89622-69-5 C9H18S3
Trithiocarbonic acid butyl ester tert-butyl ester
—— 3-phenylthio-2-phenylthiomethylindole 143232-24-0 C21H17NS2
3-phenylthio-2-phenylthiomethylindole
—— 2-Phenylsulfinylmethyl-3-phenylthioindole 143246-73-5 C21H17NOS2
2-Phenylsulfinylmethyl-3-phenylthioindole
—— Tetra(phenylthio)-2,1,3-benzothiodiazol 37073-48-6 C30H20N2S5
Tetra(phenylthio)-2,1,3-benzothiodiazol
—— 3-(phenylthio)maleimide 138197-84-9 C10H7NO2S
3-(phenylthio)maleimide
—— 3-(2-Hydroxyethyldithio)propionic acid 1076198-23-6 C5H10O3S2
3-(2-Hydroxyethyldithio)propionic acid
—— N<sup>4</sup>-mesityl-N<sup>6</sup>,N<sup>6</sup>-bis(2-methoxyethyl)-2-methyl-5-(methylthio)pyrimidine-4,6-diamine 1606178-29-3 C21H32N4O2S
N<sup>4</sup>-mesityl-N<sup>6</sup>,N<sup>6</sup>-bis(2-methoxyethyl)-2-methyl-5-(methylthio)pyrimidine-4,6-diamine
—— 4-Pentynyl Methanethiosulfonate 1076199-31-9 C6H10O2S2
4-Pentynyl Methanethiosulfonate
—— [2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulphanyl)phenyl]boronic acid 248270-00-0 C9H9BF4O2S
[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulphanyl)phenyl]boronic acid
—— 2-<3-(allyloxy)thiophenoxy>bromobenzene 152610-18-9 C15H13BrOS
2-<3-(allyloxy)thiophenoxy>bromobenzene
—— 2-(3-allyloxythiophenoxy)benzoic acid methyl ester 152610-19-0 C17H16O3S
2-(3-allyloxythiophenoxy)benzoic acid methyl ester
—— (2-bromophenyl)(2,4,6-trimethoxyphenyl)sulfane 1242673-96-6 C15H15BrO3S
(2-bromophenyl)(2,4,6-trimethoxyphenyl)sulfane
—— 2-<3-hydroxy-2-<3-(1-propenyl)>thiophenoxy>benzoic acid methyl ester 152610-20-3 C17H16O3S
2-<3-hydroxy-2-<3-(1-propenyl)>thiophenoxy>benzoic acid methyl ester
—— (2-hydroxy-5-methylphenyl)(2′-bromophenyl)sulfane 1350815-03-0 C13H11BrOS
(2-hydroxy-5-methylphenyl)(2′-bromophenyl)sulfane
—— 2-butyl-6,6-diethyl-5,6-dihydro-1,4-dithiepin 192509-85-6 C13H24S2
2-butyl-6,6-diethyl-5,6-dihydro-1,4-dithiepin
—— 3-butylthio-2,2-diethylpropanethiol 117820-83-4 C11H24S2
3-butylthio-2,2-diethylpropanethiol
—— (5-thiazol-2-ylamino-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid 68161-54-6 C7H6N4O2S3
(5-thiazol-2-ylamino-[1,3,4]thiadiazol-2-ylsulfanyl)-acetic acid
—— 3-methylthio-1-phenyl-4,5,6,7-tetrahydro benzo<c>thiophene-4-one 168279-55-8 C15H14OS2
3-methylthio-1-phenyl-4,5,6,7-tetrahydro benzo<c>thiophene-4-one
—— N<sup>4</sup>-(cyclopropylmethyl)-N<sup>6</sup>-mesityl-2-methyl-5-(methylthio)-N<sup>4</sup>-propylpyrimidine-4,6-diamine 1606178-30-6 C22H32N4S
N<sup>4</sup>-(cyclopropylmethyl)-N<sup>6</sup>-mesityl-2-methyl-5-(methylthio)-N<sup>4</sup>-propylpyrimidine-4,6-diamine
—— N<sup>4</sup>,N<sup>4</sup>-diethyl-N<sup>6</sup>-mesityl-2-methyl-5-(methylthio)pyrimidine-4,6-diamine 1606178-28-2 C19H28N4S
N<sup>4</sup>,N<sup>4</sup>-diethyl-N<sup>6</sup>-mesityl-2-methyl-5-(methylthio)pyrimidine-4,6-diamine
—— 5-bromo-2-ethylsulfanyl-3<i>H</i>-pyrimidin-4-one 7752-53-6 C6H7BrN2OS
5-bromo-2-ethylsulfanyl-3<i>H</i>-pyrimidin-4-one
—— (2S)-4-[tert-butyl(diphenyl)silyl]oxy-1-[2-(2-phenylethyl)-1,3-dithian-2-yl]butan-2-ol 485321-79-7 C32H42O2S2Si
(2S)-4-[tert-butyl(diphenyl)silyl]oxy-1-[2-(2-phenylethyl)-1,3-dithian-2-yl]butan-2-ol
—— (3aR,7aS)-1-[(2R)-4-tert-butylsulfonylbutan-2-yl]-7a-methyl-3a,5,6,7-tetrahydro-3H-inden-4-one 250384-89-5 C18H30O3S
(3aR,7aS)-1-[(2R)-4-tert-butylsulfonylbutan-2-yl]-7a-methyl-3a,5,6,7-tetrahydro-3H-inden-4-one
—— ethylidenebis N-thioacetamide 92053-35-5 C6H12N2S2
ethylidenebis N-thioacetamide
—— 1-((2-bromophenyl)thio)propan-2-one 17514-55-5 C9H9BrOS
1-((2-bromophenyl)thio)propan-2-one
—— 1,1'-[Oxybis(methylenesulfanediyl)]bis(4-chlorobenzene) 87853-02-9 C14H12Cl2OS2
1,1'-[Oxybis(methylenesulfanediyl)]bis(4-chlorobenzene)
—— 2-[4-(2-Mercapto-ethylsulfanyl)-butylsulfanyl]-ethanethiol 90265-60-4 C8H18S4
2-[4-(2-Mercapto-ethylsulfanyl)-butylsulfanyl]-ethanethiol
—— 2,4-bis-methanesulfonyl-1-phenylsulfanyl-benzene 857955-42-1 C14H14O4S3
2,4-bis-methanesulfonyl-1-phenylsulfanyl-benzene
—— 5-(2-methoxyethyl)-4-methyl-N-(5-(methylthio)thiazol-2-ylcarbamoyl)thiophene-2-sulfonamide 1207714-36-0 C13H17N3O4S4
5-(2-methoxyethyl)-4-methyl-N-(5-(methylthio)thiazol-2-ylcarbamoyl)thiophene-2-sulfonamide
—— S-p-Tolyl-isobutyrothiohydroximat 713-77-9 C11H15NOS
S-p-Tolyl-isobutyrothiohydroximat
—— bis(5,5-dimethyl-3-thioxocyclohex-1-en-1-yl) sulfide 267899-74-1 C16H22S3
bis(5,5-dimethyl-3-thioxocyclohex-1-en-1-yl) sulfide
—— (Z)-1-tert-Butylsulfanyl-3-methoxy-2-methyl-oct-1-ene 88903-12-2 C14H28OS
(Z)-1-tert-Butylsulfanyl-3-methoxy-2-methyl-oct-1-ene
—— 6-Amino-4-butyl-5-ethylsulfanyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile 89110-40-7 C12H17N3OS
6-Amino-4-butyl-5-ethylsulfanyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile
—— 2<i>H</i>,7<i>H</i>-[1,4]dithiino[2,3-<i>d</i>;5,6-<i>d</i>']dipyridazine-1,6-dione 13617-04-4 C8H4N4O2S2
2<i>H</i>,7<i>H</i>-[1,4]dithiino[2,3-<i>d</i>;5,6-<i>d</i>']dipyridazine-1,6-dione
—— 2-phenyl-1-(phenylthio)cyclobutene 144453-25-8 C16H14S
2-phenyl-1-(phenylthio)cyclobutene
—— 3<i>H</i>,10<i>H</i>-dipyridazino[4,5-<i>b</i>;4',5'-<i>e</i>][1,4]thiazin-4-one 55271-55-1 C8H5N5OS
3<i>H</i>,10<i>H</i>-dipyridazino[4,5-<i>b</i>;4',5'-<i>e</i>][1,4]thiazin-4-one
—— 7-Methoxy-2,3,6-triazaphenotriazin-1(2H)-one 116966-45-1 C10H8N4O2S
7-Methoxy-2,3,6-triazaphenotriazin-1(2H)-one
—— [(1,1-Dichloroheptyl)sulfanyl]benzene 89423-41-6 C13H18Cl2S
[(1,1-Dichloroheptyl)sulfanyl]benzene
—— 3-tert-butylthio-2,2-diethylpropanethiol 117820-88-9 C11H24S2
3-tert-butylthio-2,2-diethylpropanethiol
—— 4-Chloro-5-(3-amino-6-methoxypyridyl-2-thio)pyridazin-3(2H)-one 86109-81-1 C10H9ClN4O2S
4-Chloro-5-(3-amino-6-methoxypyridyl-2-thio)pyridazin-3(2H)-one
—— 2-Tert-butylsulfanyl-3-methylbutanal 89812-40-8 C9H18OS
2-Tert-butylsulfanyl-3-methylbutanal
—— 2-(tert-butylthio)pyrimidine 84358-82-7 C8H12N2S
2-(tert-butylthio)pyrimidine
—— 6-amino-2-methyl-4-methylthio-5-(2-(3-bromo)pyridinyl)pyrimidine 122851-71-2 C11H11BrN4S
6-amino-2-methyl-4-methylthio-5-(2-(3-bromo)pyridinyl)pyrimidine