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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-Phenylazomethylen-4H-1-benzothiopyran 23489-59-0 C22H16N2S
4-Phenylazomethylen-4H-1-benzothiopyran
—— 5-Amino-2-[1-(4-fluoro-phenyl)-meth-(Z)-ylidene]-benzo[b]thiophen-3-one 38387-67-6 C15H10FNOS
5-Amino-2-[1-(4-fluoro-phenyl)-meth-(Z)-ylidene]-benzo[b]thiophen-3-one
—— 2-(p-Chlor-phenylthio)-1.4.5-triacetoxy-benzol 19349-47-4 C18H15ClO6S
2-(p-Chlor-phenylthio)-1.4.5-triacetoxy-benzol
—— 1,4,7,11-Tetrathiaspiro<4,7>dodecan 39958-65-1 C8H14S4
1,4,7,11-Tetrathiaspiro<4,7>dodecan
—— 5-(2-methylthiopyrimidin-5-yl)nonan-5-ol 110100-08-8 C14H24N2OS
5-(2-methylthiopyrimidin-5-yl)nonan-5-ol
—— methyl dithiohexadecanoate 62672-89-3 C17H34S2
methyl dithiohexadecanoate
—— acetic acid 3,5-dimethyl-4-methylsulfanylpyridin-2-ylmethyl ester 848696-91-3 C11H15NO2S
acetic acid 3,5-dimethyl-4-methylsulfanylpyridin-2-ylmethyl ester
—— N-[4-chloro-2-(4,5-dichloro-2-nitrophenyl)sulfanylphenyl]formamide 526211-22-3 C13H7Cl3N2O3S
N-[4-chloro-2-(4,5-dichloro-2-nitrophenyl)sulfanylphenyl]formamide
—— (5-bromo-3,4-dimethyl-pyrid-2-ylsulphanyl)-acetic acid methyl ester 151373-16-9 C10H12BrNO2S
(5-bromo-3,4-dimethyl-pyrid-2-ylsulphanyl)-acetic acid methyl ester
—— perfluoro-2-methyl-1-cyclopentene-1-thiol 84400-76-0 C6HF9S
perfluoro-2-methyl-1-cyclopentene-1-thiol
—— (4-methoxyphenyl)(naphthalen-1-yl)sulfane 51739-38-9 C17H14OS
(4-methoxyphenyl)(naphthalen-1-yl)sulfane
—— N-(1-methyl-1-(2-(4-methoxyphenylthio)phenyl)ethyl)picolinamide 1404616-86-9 C22H22N2O2S
N-(1-methyl-1-(2-(4-methoxyphenylthio)phenyl)ethyl)picolinamide
—— Phenyl-dithiocarbamic acid pentafluorophenyl ester 56717-70-5 C13H6F5NS2
Phenyl-dithiocarbamic acid pentafluorophenyl ester
—— 6-(3-hexyl-5-nitro-2-pentyl-3<i>H</i>-imidazol-4-ylsulfanyl)-7(9)<i>H</i>-purine 4619-80-1 C19H27N7O2S
6-(3-hexyl-5-nitro-2-pentyl-3<i>H</i>-imidazol-4-ylsulfanyl)-7(9)<i>H</i>-purine
—— 2-(2-Diethylaminoethylthio)-1-methyl-4-pyrimidon 31233-95-1 C11H19N3OS
2-(2-Diethylaminoethylthio)-1-methyl-4-pyrimidon
—— tert-butyl (5-amino-6-(((3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)amino)-2-(propylthio) pyrimidin-4-yl)((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate 1427523-80-5 C29H39F2N5O5S
tert-butyl (5-amino-6-(((3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)amino)-2-(propylthio) pyrimidin-4-yl)((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate
—— tolyl 2,2-dichlorovinyl sulfide 40976-96-3 C9H8Cl2S
tolyl 2,2-dichlorovinyl sulfide
—— N-(1-Thiophenyl-2,2-dichloro)-pentylacetamid 62998-83-8 C13H17Cl2NOS
N-(1-Thiophenyl-2,2-dichloro)-pentylacetamid
—— 4,5,6,7-tetrakis(methylthio)benzo<1,2-d>1,2,3-trithiole 157559-08-5 C10H12S7
4,5,6,7-tetrakis(methylthio)benzo<1,2-d>1,2,3-trithiole
—— 2,4-dimethyl-3-(prop-2-enylsulphinyl)pent-2-ene 109000-83-1 C10H18OS
2,4-dimethyl-3-(prop-2-enylsulphinyl)pent-2-ene
—— acetic acid-[4-(2-methyl-4-nitro-phenylsulfanyl)-anilide] 855931-99-6 C15H14N2O3S
acetic acid-[4-(2-methyl-4-nitro-phenylsulfanyl)-anilide]
—— 1-tert.-Butylthio-butatrien. 26842-78-4 C8H12S
1-tert.-Butylthio-butatrien.
—— (2R,3S)-2,3-dimethyl-1,1-bis(methylsulfanyl)cyclopropane 58681-14-4 C7H14S2
(2R,3S)-2,3-dimethyl-1,1-bis(methylsulfanyl)cyclopropane
—— (R)-1-(phenylthio)butan-2-yl acetate 136656-79-6 C12H16O2S
(R)-1-(phenylthio)butan-2-yl acetate
—— 2,2-Dibenzylcyclopentyl xanthate 147779-81-5 C21H24OS2
2,2-Dibenzylcyclopentyl xanthate
—— bis(methyl(2-((perfluorophenyl)thio)ethyl)-l4-sulfaneyl)palladium(IV) iodide 76428-29-0 C18H14F10I2PdS4
bis(methyl(2-((perfluorophenyl)thio)ethyl)-l4-sulfaneyl)palladium(IV) iodide
—— 1,1-bis(ethylthio)-4-tert-butylcyclohexane 115663-65-5 C14H28S2
1,1-bis(ethylthio)-4-tert-butylcyclohexane
—— thiophosphoric acid <i>O</i>,<i>O</i>'-dimethyl ester <i>S</i>-(5-methylsulfanyl-2-oxo-[1,3,4]thiadiazol-3-ylmethyl) ester 13241-57-1 C6H11N2O4PS3
thiophosphoric acid <i>O</i>,<i>O</i>'-dimethyl ester <i>S</i>-(5-methylsulfanyl-2-oxo-[1,3,4]thiadiazol-3-ylmethyl) ester
—— 4-cyano-5-methylsulfanyl-3-oxo-3<i>H</i>-isothiazole-2-carboxylic acid methylamide 26541-83-3 C7H7N3O2S2
4-cyano-5-methylsulfanyl-3-oxo-3<i>H</i>-isothiazole-2-carboxylic acid methylamide
—— Bis<5-<2-(4'-nitrophenylthio)-1,3,4-thiadiazolyl>> 93269-47-7 C16H8N6O4S4
Bis<5-<2-(4'-nitrophenylthio)-1,3,4-thiadiazolyl>>
—— 3-Methyl-1-(3-methylbut-2-enylsulfinyl)buta-1(E),3-diene 100420-69-7 C10H16OS
3-Methyl-1-(3-methylbut-2-enylsulfinyl)buta-1(E),3-diene
—— acetic acid-[4-(2-amino-4-phenyl-thiazol-5-ylmercapto)-anilide] 861061-29-2 C17H15N3OS2
acetic acid-[4-(2-amino-4-phenyl-thiazol-5-ylmercapto)-anilide]
—— 7,7'-dimethyl-2,3,2',3'-tetrahydro-3,3'-oxy-bis-[1,3,4]thiazaborolo[3,2-a]pyrimidin-5-one 16876-41-8 C12H12B2N4O3S2
7,7'-dimethyl-2,3,2',3'-tetrahydro-3,3'-oxy-bis-[1,3,4]thiazaborolo[3,2-a]pyrimidin-5-one
—— 2,2'-bis(4,6-dimethylpyrimidin-2-yl) sulfide 22126-11-0 C12H14N4S
2,2'-bis(4,6-dimethylpyrimidin-2-yl) sulfide
—— 4-methyl-4-phenylsulfanyl-octan-3-one 55834-34-9 C15H22OS
4-methyl-4-phenylsulfanyl-octan-3-one
—— 3-hydroxy-4-cyano-5-cyclopentylthioisothiazole 154845-90-6 C9H10N2OS2
3-hydroxy-4-cyano-5-cyclopentylthioisothiazole
—— (2R,3S,4S,5R)-2-[(2S,3S)-3-((1S,2S)-2-Hydroxy-1-methyl-propyl)-oxiranylmethyl]-5-((Z)-2-methyl-3-phenylsulfanyl-allyl)-tetrahydro-pyran-3,4-diol 117408-02-3 C22H32O5S
(2R,3S,4S,5R)-2-[(2S,3S)-3-((1S,2S)-2-Hydroxy-1-methyl-propyl)-oxiranylmethyl]-5-((Z)-2-methyl-3-phenylsulfanyl-allyl)-tetrahydro-pyran-3,4-diol
—— 2,3,5-Trichloro-6-dimethylamino-4-methylthio-pyridin 35114-51-3 C8H9Cl3N2S
2,3,5-Trichloro-6-dimethylamino-4-methylthio-pyridin
—— 25284-89-3 C7H14NO2S
—— 12694-28-9 C28H18N4O6S2
—— 1-Ethyl-4-octylsulfanyl-benzene 22905-17-5 C16H26S
1-Ethyl-4-octylsulfanyl-benzene
—— 3-imino-5-oxo-2-phenyl-3,5-dihydro-2<i>H</i>-indeno[1,2-<i>c</i>]pyridazine-4-carbonitrile 38321-51-6 C18H10N4O
3-imino-5-oxo-2-phenyl-3,5-dihydro-2<i>H</i>-indeno[1,2-<i>c</i>]pyridazine-4-carbonitrile
—— 32884-68-7 C18H19N3S2
—— ethyl-phosphonothioic acid <i>O</i>-ethyl ester <i>O</i>'-(1-isopropyl-5-methylsulfanyl-1<i>H</i>-[1,2,4]triazol-3-yl) ester 42838-67-5 C10H20N3O2PS2
ethyl-phosphonothioic acid <i>O</i>-ethyl ester <i>O</i>'-(1-isopropyl-5-methylsulfanyl-1<i>H</i>-[1,2,4]triazol-3-yl) ester
—— 2,2-dimethyl-3-[(4-methylphenyl)amino]-7-(4-methylsulfanylphenyl)-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyridine-8-carbonitrile 1393330-95-4 C24H25N3OS2
2,2-dimethyl-3-[(4-methylphenyl)amino]-7-(4-methylsulfanylphenyl)-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyridine-8-carbonitrile
—— 5-phenyl-3-(phenylthio)pent-1-ene 81650-71-7 C17H18S
5-phenyl-3-(phenylthio)pent-1-ene
—— N-(tert-butyl)-2-(N-ethyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)-2-methylpropanamide 1379463-57-6 C19H32N4O3S
N-(tert-butyl)-2-(N-ethyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)-2-methylpropanamide
—— (5-{2-tert-Butyl-4-[5-tert-butyl-4-(5-diethylamino-pentyloxy)-2-methyl-phenylsulfanyl]-5-methyl-phenoxy}-pentyl)-diethyl-amine 7436-66-0 C40H68N2O2S
(5-{2-tert-Butyl-4-[5-tert-butyl-4-(5-diethylamino-pentyloxy)-2-methyl-phenylsulfanyl]-5-methyl-phenoxy}-pentyl)-diethyl-amine
—— 4-[5-(Butylsulfanyl)-1,3,4-oxadiazol-2(3H)-ylidene]cyclohexa-2,5-dien-1-one 136413-99-5 C12H14N2O2S
4-[5-(Butylsulfanyl)-1,3,4-oxadiazol-2(3H)-ylidene]cyclohexa-2,5-dien-1-one
—— 2-[1-(2-Amino-ethylamino)-2-phenylsulfanyl-ethyl]-phenol 124890-85-3 C16H20N2OS
2-[1-(2-Amino-ethylamino)-2-phenylsulfanyl-ethyl]-phenol