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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-amino-2-(3,5-dibromophenylmethylthio)-6-hydroxypyrimidine 166751-50-4 C11H9Br2N3OS
4-amino-2-(3,5-dibromophenylmethylthio)-6-hydroxypyrimidine
—— N-benzyl-N-methyl-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide 207349-82-4 C23H23NOS
N-benzyl-N-methyl-2-[2-(4-methylphenyl)sulfanylphenyl]acetamide
—— Methanesulfonic acid 1-methyl-3-phenyl-5-phenylsulfanylmethyl-hex-5-enyl ester 1026571-95-8 C21H26O3S2
Methanesulfonic acid 1-methyl-3-phenyl-5-phenylsulfanylmethyl-hex-5-enyl ester
—— ethyl 3-(ethylsulfinyl)propanoate 137959-01-4 C7H14O3S
ethyl 3-(ethylsulfinyl)propanoate
—— Pyridinium, 4,4'-[1,3-propanediylbis(thio)]bis[1-decyl-, diiodide 202070-88-0 C33H56I2N2S2
Pyridinium, 4,4'-[1,3-propanediylbis(thio)]bis[1-decyl-, diiodide
—— (S)-2-(dimethylamino)-1-(phenylthio)-3-methylbutane 105206-85-7 C13H21NS
(S)-2-(dimethylamino)-1-(phenylthio)-3-methylbutane
—— 2-[(5-Oxido-4-phenyl-1,2,5-oxadiazol-5-ium-3-yl)sulfanyl]ethanamine 186408-82-2 C10H11N3O2S
2-[(5-Oxido-4-phenyl-1,2,5-oxadiazol-5-ium-3-yl)sulfanyl]ethanamine
—— (1R,3aS,4R,6aS)-1,4-dimethylspiro[1,3,3a,4,6,6a-hexahydropentalene-5,2'-1,3-dithiolane]-2-one 207747-76-0 C12H18OS2
(1R,3aS,4R,6aS)-1,4-dimethylspiro[1,3,3a,4,6,6a-hexahydropentalene-5,2'-1,3-dithiolane]-2-one
—— ((Z)-1-Diethoxymethyl-3,3-dimethyl-but-1-enylsulfanyl)-benzene 213456-79-2 C17H26O2S
((Z)-1-Diethoxymethyl-3,3-dimethyl-but-1-enylsulfanyl)-benzene
—— 1,2,5,8-Dithiadiazecine, 3,6,7,10-tetrahydro-3,3,6,6,10,10-hexamethyl- 90905-95-6 C12H22N2S2
1,2,5,8-Dithiadiazecine, 3,6,7,10-tetrahydro-3,3,6,6,10,10-hexamethyl-
—— (3R,4aS)-4a-Methyl-3-phenylsulfanyl-3,4,4a,5,6,7-hexahydro-1H-quinolin-2-one 118664-22-5 C16H19NOS
(3R,4aS)-4a-Methyl-3-phenylsulfanyl-3,4,4a,5,6,7-hexahydro-1H-quinolin-2-one
—— 2-(1-hydroxy-2-phenylethyl)-2-ethyl-1,3-dithiane 172754-55-1 C14H20OS2
2-(1-hydroxy-2-phenylethyl)-2-ethyl-1,3-dithiane
—— 2-<(2,4-diaminophenyl)thio>benzothiazole 219649-05-5 C13H11N3S2
2-<(2,4-diaminophenyl)thio>benzothiazole
—— methyl 4-[2-[(1E,3Z)-pentadeca-1,3-dien-6,9-diynyl]-1,3-dithiolan-2-yl]butanoate 208394-60-9 C23H32O2S2
methyl 4-[2-[(1E,3Z)-pentadeca-1,3-dien-6,9-diynyl]-1,3-dithiolan-2-yl]butanoate
—— 2-Methyl-5-methylsulfonyl-4-phenylsulfanylbenzoyl chloride 180528-88-5 C15H13ClO3S2
2-Methyl-5-methylsulfonyl-4-phenylsulfanylbenzoyl chloride
—— (2Z,4Z)-6,6-dimethyl-2,4-bis(phenylthio)hepta-2,4-dienal diethyl acetal 213456-89-4 C25H32O2S2
(2Z,4Z)-6,6-dimethyl-2,4-bis(phenylthio)hepta-2,4-dienal diethyl acetal
—— 2-(2,6-Diphenylthian-4-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-5-one 177546-04-2 C21H16OS5
2-(2,6-Diphenylthian-4-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-5-one
—— (E)-N-methoxy-1-(2-phenylsulfanylphenyl)ethanimine 356790-08-4 C15H15NOS
(E)-N-methoxy-1-(2-phenylsulfanylphenyl)ethanimine
—— (2S)-2-(methoxymethyl)-1-(phenylsulfanylmethyl)pyrrolidine 192185-02-7 C13H19NOS
(2S)-2-(methoxymethyl)-1-(phenylsulfanylmethyl)pyrrolidine
—— 5-(3-Benzyloxy-prop-2-ynylsulfanyl)-1,3-dimethyl-1H-pyrimidine-2,4-dione 310405-09-5 C16H16N2O3S
5-(3-Benzyloxy-prop-2-ynylsulfanyl)-1,3-dimethyl-1H-pyrimidine-2,4-dione
—— (1R,2R,5R)-2-fluoro-1-{[(4-methylphenyl)sulfenyl]methyl}-5-methyl-6,8-dioxabicyclo[3.2.1]octane 281193-44-0 C15H19FO2S
(1R,2R,5R)-2-fluoro-1-{[(4-methylphenyl)sulfenyl]methyl}-5-methyl-6,8-dioxabicyclo[3.2.1]octane
—— (Z)-5-{4-Methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-en-1-ol 211758-84-8 C30H36N2O3S
(Z)-5-{4-Methoxy-2-[(Z)-6-(4-methoxy-2-phenylsulfanylmethyl-pyridin-3-yl)-hex-3-enyl]-pyridin-3-yl}-pent-2-en-1-ol
—— 6-Methylsulfanyl-1-(3-phenylpropyl)-5-propan-2-ylpyrimidine-2,4-dione 172256-49-4 C17H22N2O2S
6-Methylsulfanyl-1-(3-phenylpropyl)-5-propan-2-ylpyrimidine-2,4-dione
—— methyl 4-[2-[(1E,3Z,6Z,9Z)-pentadeca-1,3,6,9-tetraenyl]-1,3-dithiolan-2-yl]butanoate 201273-28-1 C23H36O2S2
methyl 4-[2-[(1E,3Z,6Z,9Z)-pentadeca-1,3,6,9-tetraenyl]-1,3-dithiolan-2-yl]butanoate
—— (1S,4S,5S)-2-(phenylsulfenyl)-5-((tert-butyldimethylsilyl)oxy)bicyclo<2.2.2>oct-2-ene 177748-76-4 C20H30OSSi
(1S,4S,5S)-2-(phenylsulfenyl)-5-((tert-butyldimethylsilyl)oxy)bicyclo<2.2.2>oct-2-ene
—— 5-[3-(2-Chloro-benzyloxy)-prop-2-ynylsulfanyl]-1,3-dimethyl-1H-pyrimidine-2,4-dione 310405-07-3 C16H15ClN2O3S
5-[3-(2-Chloro-benzyloxy)-prop-2-ynylsulfanyl]-1,3-dimethyl-1H-pyrimidine-2,4-dione
—— {(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