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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
—— {(3aR,4S,7aS)-1-[(R)-4,4-Difluoro-1-methyl-4-(2-methyl-propane-2-sulfonyl)-butyl]-7a-methyl-3a,4,5,6,7,7a-hexahydro-3H-inden-4-yloxy}-triethyl-silane 250384-93-1 C25H46F2O3SSi
{(3aR,4S,7aS)-1-[(R)-4,4-Difluoro-1-methyl-4-(2-methyl-propane-2-sulfonyl)-butyl]-7a-methyl-3a,4,5,6,7,7a-hexahydro-3H-inden-4-yloxy}-triethyl-silane
—— E/Z-dispiro(5-chloro-6-phenylsulfanyl-2,3-dihydro-1H-benzimidazole-2,1'-cyclohexane-4',2''-5''-chloro-6''-phenylsulfanyl-2'',3''-dihydro-1''H-benzimidazole) 252680-83-4 C30H26Cl2N4S2
E/Z-dispiro(5-chloro-6-phenylsulfanyl-2,3-dihydro-1H-benzimidazole-2,1'-cyclohexane-4',2''-5''-chloro-6''-phenylsulfanyl-2'',3''-dihydro-1''H-benzimidazole)
—— N-butylpentanethioamide 214349-83-4 C9H19NS
N-butylpentanethioamide
—— 5-hydrazino-2,3-dihydrothieno[3,2-f]-1,4-thiazepine 193674-20-3 C7H9N3S2
5-hydrazino-2,3-dihydrothieno[3,2-f]-1,4-thiazepine
—— 2,6-Bis-propylsulfanyl-phenol 197149-22-7 C12H18OS2
2,6-Bis-propylsulfanyl-phenol
—— 1,3-Dimethyl-5-[3-(4-methyl-benzyloxy)-prop-2-ynylsulfanyl]-1H-pyrimidine-2,4-dione 310405-12-0 C17H18N2O3S
1,3-Dimethyl-5-[3-(4-methyl-benzyloxy)-prop-2-ynylsulfanyl]-1H-pyrimidine-2,4-dione
—— (3aR,7aS)-1-[(E)-(R)-4-Fluoro-1-methyl-4-(2-methyl-propane-2-sulfonyl)-but-3-enyl]-7a-methyl-3,3a,5,6,7,7a-hexahydro-inden-4-one 250385-02-5 C19H29FO3S
(3aR,7aS)-1-[(E)-(R)-4-Fluoro-1-methyl-4-(2-methyl-propane-2-sulfonyl)-but-3-enyl]-7a-methyl-3,3a,5,6,7,7a-hexahydro-inden-4-one
—— ethyl N-benzyl-N-[3-[benzyl(ethoxycarbonyl)amino]-2-oxo-1-phenylsulfanylpropyl]carbamate 253590-95-3 C29H32N2O5S
ethyl N-benzyl-N-[3-[benzyl(ethoxycarbonyl)amino]-2-oxo-1-phenylsulfanylpropyl]carbamate
—— (1'S,2S,3S)-3-(1'-tert-butoxydimethylsilyloxy-2'-methylpropyl)-2-(4''-methylphenylthio)-2-nitrooxirane 228716-92-5 C19H31NO4SSi
(1'S,2S,3S)-3-(1'-tert-butoxydimethylsilyloxy-2'-methylpropyl)-2-(4''-methylphenylthio)-2-nitrooxirane
—— 3-[3-[Tert-butyl(dimethyl)silyl]oxy-2-phenylpropyl]-4-phenylsulfanyl-1,3-oxazolidin-2-one 219708-62-0 C24H33NO3SSi
3-[3-[Tert-butyl(dimethyl)silyl]oxy-2-phenylpropyl]-4-phenylsulfanyl-1,3-oxazolidin-2-one
—— 2-Methyl-4-(3-methylphenyl)sulfanylbutan-2-ol 213121-85-8 C12H18OS
2-Methyl-4-(3-methylphenyl)sulfanylbutan-2-ol
—— (1E,3E)-1-morpholino-2-(phenylthio)buta-1,3-diene 133870-26-5 C14H17NOS
(1E,3E)-1-morpholino-2-(phenylthio)buta-1,3-diene
—— 2-(2-phenylacetyl)-2-ethyl-1,3-dithiane 172754-36-8 C14H18OS2
2-(2-phenylacetyl)-2-ethyl-1,3-dithiane
—— (Z)-1-Methylsulfonylbut-1-ene 185844-52-4 C5H10O2S
(Z)-1-Methylsulfonylbut-1-ene
—— 1<i>t</i>-methanesulfonyl-but-1-ene 56569-00-7 C5H10O2S
1<i>t</i>-methanesulfonyl-but-1-ene
—— 2-methyl-2-[2-(1-methoxycyclohexyl)ethynyl]-1,3-dithiolane 253436-92-9 C13H20OS2
2-methyl-2-[2-(1-methoxycyclohexyl)ethynyl]-1,3-dithiolane
—— methyl 3-sulfonyltridecanoate 294201-63-1 C13H26O4S
methyl 3-sulfonyltridecanoate
—— ethyl 4,5-dihydro-4-methyl-3-methylthio-5-oxo-1,2-dithiolo<4,3-b>pyrrole-6-carboxylate 229483-77-6 C10H11NO3S3
ethyl 4,5-dihydro-4-methyl-3-methylthio-5-oxo-1,2-dithiolo<4,3-b>pyrrole-6-carboxylate
—— (3aR,4S,7aS)-1-[(R)-4,4-Difluoro-1-methyl-4-(2-methyl-propane-2-sulfonyl)-butyl]-7a-methyl-3a,4,5,6,7,7a-hexahydro-3H-inden-4-ol 250384-94-2 C19H32F2O3S
(3aR,4S,7aS)-1-[(R)-4,4-Difluoro-1-methyl-4-(2-methyl-propane-2-sulfonyl)-butyl]-7a-methyl-3a,4,5,6,7,7a-hexahydro-3H-inden-4-ol
—— methyl (5S,6E,8E)-5-hydroxy-11-[2-[(Z)-oct-2-enyl]-1,3-dithian-2-yl]undeca-6,8-dienoate 185202-30-6 C24H40O3S2
methyl (5S,6E,8E)-5-hydroxy-11-[2-[(Z)-oct-2-enyl]-1,3-dithian-2-yl]undeca-6,8-dienoate
—— (E)-2-ethoxy-1,1,1-trifluoro-6,6-dimethyl-3-(phenylthio)hept-2-en-4-yne 253670-66-5 C17H19F3OS
(E)-2-ethoxy-1,1,1-trifluoro-6,6-dimethyl-3-(phenylthio)hept-2-en-4-yne
—— (S)-3-Allyl-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-dihydro-furan-2-one 189516-39-0 C23H36O3SSi
(S)-3-Allyl-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-dihydro-furan-2-one
—— methyl 2-methylthiocyclohexenyl-1-carbodithioate 50267-85-1 C9H14S3
methyl 2-methylthiocyclohexenyl-1-carbodithioate
—— tert-butyl N-(3-amino-3-sulfanylidenepropyl)-N-[3-[(3-amino-3-sulfanylidenepropyl)-[(2-methylpropan-2-yl)oxycarbonyl]amino]propyl]carbamate 187745-65-9 C19H36N4O4S2
tert-butyl N-(3-amino-3-sulfanylidenepropyl)-N-[3-[(3-amino-3-sulfanylidenepropyl)-[(2-methylpropan-2-yl)oxycarbonyl]amino]propyl]carbamate
—— N-(1-Methylene-2-phenylsulfanyl-allyl)-acetamide 192988-12-8 C12H13NOS
N-(1-Methylene-2-phenylsulfanyl-allyl)-acetamide
—— Pyridinium, 4,4'-[1,6-hexanediylbis(thio)]bis[1-octadecyl-, diiodide 202071-04-3 C52H94I2N2S2
Pyridinium, 4,4'-[1,6-hexanediylbis(thio)]bis[1-octadecyl-, diiodide
—— 5-[1-(tert-butyldimethylsiloxy)-1-(3,4-dimethoxy-2-methoxymethoxyphenyl)methyl]-4-[1-hydroxy-1-(4-methoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole 197151-40-9 C35H46N2O7SSi
5-[1-(tert-butyldimethylsiloxy)-1-(3,4-dimethoxy-2-methoxymethoxyphenyl)methyl]-4-[1-hydroxy-1-(4-methoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole
—— 2-Hept-3-ynylsulfanylphenol 217187-35-4 C13H16OS
2-Hept-3-ynylsulfanylphenol
—— Acetic acid 3,3,3-trifluoro-1-propylsulfanyl-propyl ester 201862-02-4 C8H13F3O2S
Acetic acid 3,3,3-trifluoro-1-propylsulfanyl-propyl ester
—— (Z,Z)-1,4-bis(tert-butylthio)-1,3-butadiene 186499-99-0 C12H22S2
(Z,Z)-1,4-bis(tert-butylthio)-1,3-butadiene
—— 4,4,5-Trimethyl-5-phenylsulfanyl-cyclopent-2-enone 335343-32-3 C14H16OS
4,4,5-Trimethyl-5-phenylsulfanyl-cyclopent-2-enone
—— (1R,2S,5R)-2-fluoro-1-{[(4-methylphenyl)sulfenyl]methyl}-5-methyl-6,8-dioxabicyclo[3.2.1]octane 281193-51-9 C15H19FO2S
(1R,2S,5R)-2-fluoro-1-{[(4-methylphenyl)sulfenyl]methyl}-5-methyl-6,8-dioxabicyclo[3.2.1]octane
—— 7-tert-butyloxycarbonyl-3-methylthio-5,6-dihydropyrrolo[2,3-c]pyridazine 213320-38-8 C12H17N3O2S
7-tert-butyloxycarbonyl-3-methylthio-5,6-dihydropyrrolo[2,3-c]pyridazine
—— 3-Ethoxy-5-phenylsulfanyl-pent-4-ynoic acid benzylamide 181587-47-3 C20H21NO2S
3-Ethoxy-5-phenylsulfanyl-pent-4-ynoic acid benzylamide
—— (5R)-5-(2-methoxyethoxymethoxymethyl)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one 199927-77-0 C10H14O4S4
(5R)-5-(2-methoxyethoxymethoxymethyl)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one
—— 2-(3-bromo-phenylsulfanyl)-5-nitro-pyridine 200930-73-0 C11H7BrN2O2S
2-(3-bromo-phenylsulfanyl)-5-nitro-pyridine
—— 6-Methylsulfanyl-1-(2-phenylethoxy)-5-propylpyrimidine-2,4-dione 191472-57-8 C16H20N2O3S
6-Methylsulfanyl-1-(2-phenylethoxy)-5-propylpyrimidine-2,4-dione
—— 4,4'-(p-xylylenedithio)bis(5-carbomethoxy-1,3-dithiol-2-one) 191932-37-3 C18H14O6S6
4,4'-(p-xylylenedithio)bis(5-carbomethoxy-1,3-dithiol-2-one)
—— 4-hydrazino-2-isopropylsulfanyl-6-methyl-pyrimidine 90112-05-3 C8H14N4S
4-hydrazino-2-isopropylsulfanyl-6-methyl-pyrimidine
—— 2-[(4-methylphenyl)thio]-6-chlorobenzaldehyde 331282-88-3 C14H11ClOS
2-[(4-methylphenyl)thio]-6-chlorobenzaldehyde
—— 1-((S)-2,3-Dihydroxy-propyl)-5-methyl-2-methylsulfanyl-1H-pyrimidin-4-one 208513-35-3 C9H14N2O3S
1-((S)-2,3-Dihydroxy-propyl)-5-methyl-2-methylsulfanyl-1H-pyrimidin-4-one
—— 4,5-(1,4-dimethoxy-2,3-phenylenedithio)-1,3-dithiole-2-thione 259813-15-5 C11H8O2S5
4,5-(1,4-dimethoxy-2,3-phenylenedithio)-1,3-dithiole-2-thione
—— 5-[3-(4-Chloro-benzyloxy)-prop-2-ynylsulfanyl]-1,3-dimethyl-1H-pyrimidine-2,4-dione 310405-08-4 C16H15ClN2O3S
5-[3-(4-Chloro-benzyloxy)-prop-2-ynylsulfanyl]-1,3-dimethyl-1H-pyrimidine-2,4-dione
—— 1-(3-Amino-5-tridecylsulfanyl-1,2,4-triazol-4-yl)ethanone 183793-96-6 C17H32N4OS
1-(3-Amino-5-tridecylsulfanyl-1,2,4-triazol-4-yl)ethanone
—— ((S)-2-Oxo-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl)-acetaldehyde 189516-40-3 C22H34O4SSi
((S)-2-Oxo-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl)-acetaldehyde
—— 4-Ethylsulfanyl-5,6-dimethyl-1H-pyrimidin-2-one 175354-50-4 C8H12N2OS
4-Ethylsulfanyl-5,6-dimethyl-1H-pyrimidin-2-one
—— 5,6-dihydro-4-methyl-2-methylthiofuro<2,3-d>pyrimidine 16285-48-6 C8H10N2OS
5,6-dihydro-4-methyl-2-methylthiofuro<2,3-d>pyrimidine
—— 2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester 211758-85-9 C35H44N2O4S
2,2-Dimethyl-propionic acid (Z)-5-{4-methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-enyl ester
—— ethyl 2,2-bis(methylthio)-1-cyclobutanecarboxylate 294868-54-5 C9H16O2S2
ethyl 2,2-bis(methylthio)-1-cyclobutanecarboxylate
—— 4-(2-cyanoethylthio)-5-methoxycarbonyl-1,3-dithiol-2-one 191932-41-9 C8H7NO3S3
4-(2-cyanoethylthio)-5-methoxycarbonyl-1,3-dithiol-2-one