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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
—— Phenylsulfanylmethyl-o-tolyl-amine 62723-85-7 C14H15NS
Phenylsulfanylmethyl-o-tolyl-amine
—— 2-tert-Butoxy-benzo[1,3]dithiole 62761-70-0 C11H14OS2
2-tert-Butoxy-benzo[1,3]dithiole
—— 2-Isopropoxy-benzo[1,3]dithiole 62761-36-8 C10H12OS2
2-Isopropoxy-benzo[1,3]dithiole
—— 7-methylsulfanyl-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazine 61139-87-5 C5H5N5S
7-methylsulfanyl-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazine
—— (Z)-2-benzylidenebenzo[b]thiophen-3(2H)-one 63329-72-6 C15H10OS
(Z)-2-benzylidenebenzo[b]thiophen-3(2H)-one
—— (2S,4R)-2,4-dimethyl-5,5-bis(phenylsulfanyl)pentanal 910789-42-3 C19H22OS2
(2S,4R)-2,4-dimethyl-5,5-bis(phenylsulfanyl)pentanal
—— 3-methyl-7-methylsulfanyl-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazine 61139-88-6 C6H7N5S
3-methyl-7-methylsulfanyl-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazine
—— 6,7,16,17-bisbenzo-9,14-diaza-1,5-dithia-cycloheptadecane 1228649-29-3 C21H28N2S2
6,7,16,17-bisbenzo-9,14-diaza-1,5-dithia-cycloheptadecane
—— 5-chloro-2-amino-S-cyanomethylthiophenol 821806-26-2 C8H7ClN2S
5-chloro-2-amino-S-cyanomethylthiophenol
—— <2-(4-aminophenylthio)-4-fluorophenyl>acetic acid 70931-91-8 C14H12FNO2S
<2-(4-aminophenylthio)-4-fluorophenyl>acetic acid
—— 3,6-dimethyl-7-methylsulfanyl-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazine 61139-89-7 C7H9N5S
3,6-dimethyl-7-methylsulfanyl-[1,2,4]triazolo[4,3-<i>b</i>][1,2,4]triazine
—— 3-(2-Amino-4-chlorphenylthio)-2-methylindolizin 63405-15-2 C15H13ClN2S
3-(2-Amino-4-chlorphenylthio)-2-methylindolizin
—— 5,6,15,16-bisbenzo-8,13-diaza-1,4-dithia-cyclohexadecane 1228649-27-1 C20H26N2S2
5,6,15,16-bisbenzo-8,13-diaza-1,4-dithia-cyclohexadecane
—— 2-phenylthiofuro<3,2-c>pyridine 142502-98-5 C13H9NOS
2-phenylthiofuro<3,2-c>pyridine
—— 2-phenylthio-3-bromofuro<3,2-c>pyridine 142503-01-3 C13H8BrNOS
2-phenylthio-3-bromofuro<3,2-c>pyridine
—— 3-(2-phenylthioethynyl)-4-pyridinol 142503-10-4 C13H9NOS
3-(2-phenylthioethynyl)-4-pyridinol
—— 4-(1-ethoxyethoxy)-1-[4-(methylthio)phenyl]-2-butyn-1 ol 118741-60-9 C15H20O3S
4-(1-ethoxyethoxy)-1-[4-(methylthio)phenyl]-2-butyn-1 ol
—— 5-[(2,4-Dinitrophenyl)sulfanyl]-3-methyl-2,4-diphenyl-1,3-thiazol-3-ium chloride 61209-40-3 C22H16N3O4S2*Cl
5-[(2,4-Dinitrophenyl)sulfanyl]-3-methyl-2,4-diphenyl-1,3-thiazol-3-ium chloride
—— 5-bromo-2,3-dihydro-1-benzothiophen-3-ol 911472-08-7 C8H7BrOS
5-bromo-2,3-dihydro-1-benzothiophen-3-ol
—— (<i>E</i>)-5,5'-dibromo-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione 6371-14-8 C16H6Br2O2S2
(<i>E</i>)-5,5'-dibromo-[2,2']bi[benzo[<i>b</i>]thiophenylidene]-3,3'-dione
—— 5-bromobenzo[b]thiophen-3(2H)-one 163449-72-7 C8H5BrOS
5-bromobenzo[b]thiophen-3(2H)-one
—— 2-((4-bromophenyl)thio)acetyl chloride 53920-28-8 C8H6BrClOS
2-((4-bromophenyl)thio)acetyl chloride
—— 1-[3-[Methyl(diphenyl)silyl]-3-oxopropyl]-5-phenylsulfanylpyrrolidin-2-one 185098-93-5 C26H27NO2SSi
1-[3-[Methyl(diphenyl)silyl]-3-oxopropyl]-5-phenylsulfanylpyrrolidin-2-one
—— 4'-Nitro-4-fluorocetamido-diphenylsulfide 62405-20-3 C14H11FN2O3S
4'-Nitro-4-fluorocetamido-diphenylsulfide
—— (E)-1-{2-[(Butan-2-yl)sulfanyl]phenyl}-N-phenylmethanimine 61205-74-1 C17H19NS
(E)-1-{2-[(Butan-2-yl)sulfanyl]phenyl}-N-phenylmethanimine
—— 4'-Isopropoxy-4-nitrodiphenyl-sulfid 62248-46-8 C15H15NO3S
4'-Isopropoxy-4-nitrodiphenyl-sulfid
—— 5-[(pyridin-2-ylthio)methyl]isoxazole-4-carboxylic acid 1027781-92-5 C10H8N2O3S
5-[(pyridin-2-ylthio)methyl]isoxazole-4-carboxylic acid
—— 4-Amino-4'-iod-diphenylsulfid 62248-52-6 C12H10INS
4-Amino-4'-iod-diphenylsulfid
—— 4'-Ethyl-4-aminodiphenylsulfid 62248-48-0 C14H15NS
4'-Ethyl-4-aminodiphenylsulfid
—— 2-(4-chlorophenyl)-2-(phenylthio)acetic acid 51229-61-9 C14H11ClO2S
2-(4-chlorophenyl)-2-(phenylthio)acetic acid
—— prop-1-yn-1-yl(p-tolyl)sulfide 40890-29-7 C10H10S
prop-1-yn-1-yl(p-tolyl)sulfide
—— N,N-Dipropylthioacatamid 68506-56-9 C8H17NS
N,N-Dipropylthioacatamid
—— 1,2,4,5-tetrakis(pyridyl-2-thio)-p-xylene 949886-53-7 C28H22N4S4
1,2,4,5-tetrakis(pyridyl-2-thio)-p-xylene
—— 2-Cyclopentylidene-benzo[1,3]dithiole 62217-27-0 C12H12S2
2-Cyclopentylidene-benzo[1,3]dithiole
—— 3-(3-(dichloroamino)-3-methylbutylsulfonyl)-N,N,N-trimethylpropan-1-aminium chloride 1219020-03-7 C11H25Cl2N2O2S*Cl
3-(3-(dichloroamino)-3-methylbutylsulfonyl)-N,N,N-trimethylpropan-1-aminium chloride
—— 2-(3-(dichloroamino)-3-methylbutylsulfonyl)-N,N,N-trimethylethanaminium chloride 1219020-05-9 C10H23Cl2N2O2S*Cl
2-(3-(dichloroamino)-3-methylbutylsulfonyl)-N,N,N-trimethylethanaminium chloride
—— 2-(4-methyl-benzylidene)-benzo[1,3]dithiole 62217-23-6 C15H12S2
2-(4-methyl-benzylidene)-benzo[1,3]dithiole
—— 1-methanesulfonyl-2-methyl-propene 56569-01-8 C5H10O2S
1-methanesulfonyl-2-methyl-propene
—— 3-carbethoxy-3-cyano-2-(methylthio)-Δ<sup>1</sup>-pyrroline 61254-35-1 C9H12N2O2S
3-carbethoxy-3-cyano-2-(methylthio)-Δ<sup>1</sup>-pyrroline
—— Methyl-8-(1-thionaphthyl)-1-naphthylsulfid 61209-64-1 C21H16S2
Methyl-8-(1-thionaphthyl)-1-naphthylsulfid
—— (2R,5S)-2-[(3E,5Z)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-methylhepta-3,5-dienyl]-5-(phenylsulfanylmethyl)-1,3-dioxolan-4-one 200571-98-8 C35H42O4SSi
(2R,5S)-2-[(3E,5Z)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-methylhepta-3,5-dienyl]-5-(phenylsulfanylmethyl)-1,3-dioxolan-4-one
—— (2R,3R,4S,5R,6S)-4-fluoro-2-(hydroxymethyl)-6-phenylsulfanyl-tetrahydropyran-3,5-diol 931095-52-2 C12H15FO4S
(2R,3R,4S,5R,6S)-4-fluoro-2-(hydroxymethyl)-6-phenylsulfanyl-tetrahydropyran-3,5-diol
—— ethyl 7-{N-[4-hydroxy-5-(4-fluorophenylthio)pentyl]methanesulfonamido}-heptanoate 67587-40-0 C21H34FNO5S2
ethyl 7-{N-[4-hydroxy-5-(4-fluorophenylthio)pentyl]methanesulfonamido}-heptanoate
—— 4-<i>m</i>-tolylsulfanyl-pyridine-3-sulfonic acid amide 64063-19-0 C12H12N2O2S2
4-<i>m</i>-tolylsulfanyl-pyridine-3-sulfonic acid amide
—— 4-<i>p</i>-tolylsulfanyl-pyridine-3-sulfonic acid amide 64063-22-5 C12H12N2O2S2
4-<i>p</i>-tolylsulfanyl-pyridine-3-sulfonic acid amide
—— 4-(3-trifluoromethyl-phenylsulfanyl)-pyridine-3-sulfonic acid amide 58155-47-8 C12H9F3N2O2S2
4-(3-trifluoromethyl-phenylsulfanyl)-pyridine-3-sulfonic acid amide
—— [2-(phenylthio)propyl]diphenylphosphane oxide 1261158-14-8 C21H21OPS
[2-(phenylthio)propyl]diphenylphosphane oxide
—— 4,5-(o-xylylenedithio)-3,6-diethylphthalonitrile 885694-87-1 C20H18N2S2
4,5-(o-xylylenedithio)-3,6-diethylphthalonitrile
—— 1,3-bis(methylthio)-5,6,7,8-tetrahydroisoquinoline 122940-70-9 C11H15NS2
1,3-bis(methylthio)-5,6,7,8-tetrahydroisoquinoline
—— 3,6-didodecyl-4,5-(o-xylylenedithio)phthalonitrile 885694-90-6 C40H58N2S2
3,6-didodecyl-4,5-(o-xylylenedithio)phthalonitrile