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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-(1'-Phenylthio-cycloprop-1'-yl)-hept-3-en 63049-12-7 C16H22S
4-(1'-Phenylthio-cycloprop-1'-yl)-hept-3-en
—— 2-ethyl-1,1-diphenylthiocyclobutane 122732-87-0 C18H20S2
2-ethyl-1,1-diphenylthiocyclobutane
—— (Z)-2,2-dimethyl-1-methylthio-1-sulfinylpropane 166827-33-4 C6H12OS2
(Z)-2,2-dimethyl-1-methylthio-1-sulfinylpropane
—— 5-Methyl-6-phenylsulfanyl-1-propoxymethyl-1H-pyrimidine-2,4-dione 133563-27-6 C15H18N2O3S
5-Methyl-6-phenylsulfanyl-1-propoxymethyl-1H-pyrimidine-2,4-dione
—— 3-ethylsulfanyl-2,2-dimethyl-pentane 57093-93-3 C9H20S
3-ethylsulfanyl-2,2-dimethyl-pentane
—— Methyl-neopentyl-sulfon 6476-53-5 C6H14O2S
Methyl-neopentyl-sulfon
—— 2,2-dimethyl-pentane-3-thiol 57093-95-5 C7H16S
2,2-dimethyl-pentane-3-thiol
—— 1-ethylsulfanyl-2,2-dimethyl-propane 57093-96-6 C7H16S
1-ethylsulfanyl-2,2-dimethyl-propane
—— 2-Benzylsulfanyl-1-methyl-1,4-dihydro-pyrrolo[2,3-d]imidazole-5-carboxylic acid ethyl ester 191411-64-0 C16H17N3O2S
2-Benzylsulfanyl-1-methyl-1,4-dihydro-pyrrolo[2,3-d]imidazole-5-carboxylic acid ethyl ester
—— tert-Butyl-((E)-(S)-4-methyl-1-phenyl-3-phenylsulfanyl-hex-4-enyloxy)-diphenyl-silane 203174-49-6 C35H40OSSi
tert-Butyl-((E)-(S)-4-methyl-1-phenyl-3-phenylsulfanyl-hex-4-enyloxy)-diphenyl-silane
—— 5-(5-Chloro-benzothiazol-2-ylsulfanyl)-2-nitro-benzonitrile 74396-21-7 C14H6ClN3O2S2
5-(5-Chloro-benzothiazol-2-ylsulfanyl)-2-nitro-benzonitrile
—— (2R,3R,3aS,4aR,6R,8aS)-3-Isopropyl-2,6,9,9-tetramethyl-2-phenylsulfanylmethyl-octahydro-benzo[e]pyrrolo[2,1-b][1,3]oxazin-1-one 634589-05-2 C25H37NO2S
(2R,3R,3aS,4aR,6R,8aS)-3-Isopropyl-2,6,9,9-tetramethyl-2-phenylsulfanylmethyl-octahydro-benzo[e]pyrrolo[2,1-b][1,3]oxazin-1-one
—— (2S,3R,3aS,4aR,6R,8aS)-3-Isopropyl-2,6,9,9-tetramethyl-2-phenylsulfanylmethyl-octahydro-benzo[e]pyrrolo[2,1-b][1,3]oxazin-1-one 634589-07-4 C25H37NO2S
(2S,3R,3aS,4aR,6R,8aS)-3-Isopropyl-2,6,9,9-tetramethyl-2-phenylsulfanylmethyl-octahydro-benzo[e]pyrrolo[2,1-b][1,3]oxazin-1-one
—— 2-amino-5-<(5-chloro-2-benzothiazolyl)thio>benzonitrile 74396-27-3 C14H8ClN3S2
2-amino-5-<(5-chloro-2-benzothiazolyl)thio>benzonitrile
—— 2-(phenylthio)propanamide 96405-48-0 C9H11NOS
2-(phenylthio)propanamide
—— 6-fluoro-2-(4-methoxyphenylthio)benzo[d]thiazole 1303996-84-0 C14H10FNOS2
6-fluoro-2-(4-methoxyphenylthio)benzo[d]thiazole
—— (Z)-1-(methylsulfonyl)buta-1,3-diene 79774-04-2 C5H8O2S
(Z)-1-(methylsulfonyl)buta-1,3-diene
—— 3-Bromo-4-(2-bromo-phenylsulfanyl)-tetrahydro-thiophene 1,1-dioxide 210908-39-7 C10H10Br2O2S2
3-Bromo-4-(2-bromo-phenylsulfanyl)-tetrahydro-thiophene 1,1-dioxide
—— 2,4-bis(methylthio)bromobenzene 1026274-06-5 C8H9BrS2
2,4-bis(methylthio)bromobenzene
—— 3-methoxy-4-phenylsulfanyl-toluene 107774-40-3 C14H14OS
3-methoxy-4-phenylsulfanyl-toluene
—— trans-1-Brom-2-methylthioethen 53715-31-4 C3H5BrS
trans-1-Brom-2-methylthioethen
—— 3-methoxy-4-<i>o</i>-tolylsulfanyl-toluene 109592-49-6 C15H16OS
3-methoxy-4-<i>o</i>-tolylsulfanyl-toluene
—— <2-(1-propynyl)cycloocten-1-yl>thioacetic acid 77416-34-3 C13H18O2S
<2-(1-propynyl)cycloocten-1-yl>thioacetic acid
—— 1-Methyl-2-propylsulfanyl-1,4-dihydro-pyrrolo[2,3-d]imidazole-5-carboxylic acid ethyl ester 191411-62-8 C12H17N3O2S
1-Methyl-2-propylsulfanyl-1,4-dihydro-pyrrolo[2,3-d]imidazole-5-carboxylic acid ethyl ester
—— 2-(2-(isopropylthio)-5-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-2-phenylacetonitrile 926924-73-4 C16H17N3OS
2-(2-(isopropylthio)-5-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-2-phenylacetonitrile
—— (5-methyl-4,6-dioxo-1,4,5,6-tetrahydro-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester 50892-53-0 C9H12N2O4S
(5-methyl-4,6-dioxo-1,4,5,6-tetrahydro-pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester
—— ethyl 2-ethylthio-1-methylpyrrolo[2,3-d]imidazole-5-carboxylate 191411-59-3 C11H15N3O2S
ethyl 2-ethylthio-1-methylpyrrolo[2,3-d]imidazole-5-carboxylate
—— 1-Methyl-2-methylsulfanyl-1,4-dihydro-pyrrolo[2,3-d]imidazole-5-carboxylic acid ethyl ester 191411-55-9 C10H13N3O2S
1-Methyl-2-methylsulfanyl-1,4-dihydro-pyrrolo[2,3-d]imidazole-5-carboxylic acid ethyl ester
—— (5Z)-6-iodo-6-[(4-methylphenyl)thio]-5-phenylhex-5-enenitrile 1353898-92-6 C19H18INS
(5Z)-6-iodo-6-[(4-methylphenyl)thio]-5-phenylhex-5-enenitrile
—— 3-(2-phenyl-[1,3]dithian-2-ylmethyl)-furan 881028-24-6 C15H16OS2
3-(2-phenyl-[1,3]dithian-2-ylmethyl)-furan
—— 3-Methylbenzo<b>thiophen-2(3H)-on 28800-51-3 C9H8OS
3-Methylbenzo<b>thiophen-2(3H)-on
—— 3-(4-hexylsulfanyl-isoxazol-3-yl)-1,2,5,6-tetrahydro-1-methylpyridine 1073551-46-8 C15H24N2OS
3-(4-hexylsulfanyl-isoxazol-3-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— 2-amino-6-methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3,4-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidine 1224513-95-4 C15H12N6O2S
2-amino-6-methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3,4-dihydro-4-oxo-7H-pyrrolo[2,3-d]pyrimidine
—— 2-oxo-3-(5-phenyl-[1,3,4]oxadiazol-2-ylsulfanyl)-propionic acid ethyl ester 475293-87-9 C13H12N2O4S
2-oxo-3-(5-phenyl-[1,3,4]oxadiazol-2-ylsulfanyl)-propionic acid ethyl ester
—— 1-(5-Phenyl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-one 81555-88-6 C11H10N2O2S
1-(5-Phenyl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-one
—— 4-methyl-5-((5-phenyl-1,3,4-oxadiazol-2-yl)thio)benzene-1,2-diol 1174331-73-7 C15H12N2O3S
4-methyl-5-((5-phenyl-1,3,4-oxadiazol-2-yl)thio)benzene-1,2-diol
—— 2-((4-chlorobenzyl)thio)-5-phenyl-1,3,4-oxadiazole 28923-55-9 C15H11ClN2OS
2-((4-chlorobenzyl)thio)-5-phenyl-1,3,4-oxadiazole
—— 4-(5-phenyl-1,3,4-oxadiazol-2-ylthio)benzene-1,2-diol 1174331-74-8 C14H10N2O3S
4-(5-phenyl-1,3,4-oxadiazol-2-ylthio)benzene-1,2-diol
—— 2-{[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-5-phenyl-1,3,4-oxadiazole 1610410-40-6 C20H11FN4OS2
2-{[6-(4-Fluorophenyl)thieno[3,2-d]pyrimidin-4-yl]thio}-5-phenyl-1,3,4-oxadiazole
—— 6,6-Dimethyl-8-phenyl-7-oxa-1,4-dithia-spiro[4.4]nonan-8-ol 74255-35-9 C14H18O2S2
6,6-Dimethyl-8-phenyl-7-oxa-1,4-dithia-spiro[4.4]nonan-8-ol
—— 2-(methylsulfonyl)ethylamine trifluoroacetate 1359970-22-1 C2HF3O2*C3H9NO2S
2-(methylsulfonyl)ethylamine trifluoroacetate
—— ethyl 2-(5-(3-amino-pyrazin-2-yl)-1,3,4-oxadiazol-2-ylthio)acetate 1402083-94-6 C10H11N5O3S
ethyl 2-(5-(3-amino-pyrazin-2-yl)-1,3,4-oxadiazol-2-ylthio)acetate
—— 2-(3-amino-pyrazin-2-yl)-5-methylthio-1,3,4-oxadiazole 1402083-93-5 C7H7N5OS
2-(3-amino-pyrazin-2-yl)-5-methylthio-1,3,4-oxadiazole
—— 1-methyl-2-p-chlorophenylmercaptoethylamine 53662-09-2 C9H12ClNS
1-methyl-2-p-chlorophenylmercaptoethylamine
—— t-butyl {[4-[5-chloro-4-[(4-chlorophenylthio)(2,5-difluorophenyl)methyl]pyridine-2-yl]morpholine-2-yl]methyl}carbamate 558465-42-2 C28H29Cl2F2N3O3S
t-butyl {[4-[5-chloro-4-[(4-chlorophenylthio)(2,5-difluorophenyl)methyl]pyridine-2-yl]morpholine-2-yl]methyl}carbamate
—— t-butyl 3-[[5-chloro-4-[(4-chlorophenylthio)-(2,5-difluorophenyl)methyl]pyridin-2-yl]amino]propylcarbamate 820224-71-3 C26H27Cl2F2N3O2S
t-butyl 3-[[5-chloro-4-[(4-chlorophenylthio)-(2,5-difluorophenyl)methyl]pyridin-2-yl]amino]propylcarbamate
—— Bis(ethylenediamine)(mercurictetrathiocyanato)copper 29471-80-5 C4H16CuN4*C4HgN4S4
Bis(ethylenediamine)(mercurictetrathiocyanato)copper
—— 3-(3-fluorophenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide 1299398-70-1 C26H25FNS*I
3-(3-fluorophenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide
—— 3-(4-fluorophenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide 1299398-72-3 C26H25FNS*I
3-(4-fluorophenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide
—— 2-benzothiazolyl 2-morpholino-4-phenyl-5-thiazolyl sulfide 141266-09-3 C20H17N3OS3
2-benzothiazolyl 2-morpholino-4-phenyl-5-thiazolyl sulfide