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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
—— Cyclohexanemethanamine, 4-ethyl-1-[2-(ethylsulfonyl)ethyl]- 1480538-27-9 C13H27NO2S
Cyclohexanemethanamine, 4-ethyl-1-[2-(ethylsulfonyl)ethyl]-
—— (4S,5R)-4-(fluoromethyl)-5-{4-[(fluoromethyl)thio]phenyl}-2-phenyl-4,5-dihydro-1,3-oxazole 859520-23-3 C17H15F2NOS
(4S,5R)-4-(fluoromethyl)-5-{4-[(fluoromethyl)thio]phenyl}-2-phenyl-4,5-dihydro-1,3-oxazole
—— 2-methyl-2-(propane-2-sulfonyl)-propionic acid 1017539-77-3 C7H14O4S
2-methyl-2-(propane-2-sulfonyl)-propionic acid
—— 2-Methylbutane-1,3-dithiol 54812-83-8 C5H12S2
2-Methylbutane-1,3-dithiol
—— methyl 2-(m-tolylthio)acetate 190005-34-6 C10H12O2S
methyl 2-(m-tolylthio)acetate
—— 8-methyl-5-methylsulfanyl-1,3-diphenyl-1H,8H-pyrimido[4,5-d]pyrimidine-2,4,7-trione 871699-92-2 C20H16N4O3S
8-methyl-5-methylsulfanyl-1,3-diphenyl-1H,8H-pyrimido[4,5-d]pyrimidine-2,4,7-trione
—— <i>S</i>-deuterio-ethynethiol 76596-41-3 C2H2S
<i>S</i>-deuterio-ethynethiol
—— 1-(2,4-difluoro-benzyl)-6-[5-(6-methylsulfanyl-pyridin-3-yl)-thiophen-2-yl]-2-oxo-4-trifluoromethyl-1,2-dihydro-pyridine-3-carbonitrile 849934-68-5 C24H14F5N3OS2
1-(2,4-difluoro-benzyl)-6-[5-(6-methylsulfanyl-pyridin-3-yl)-thiophen-2-yl]-2-oxo-4-trifluoromethyl-1,2-dihydro-pyridine-3-carbonitrile
—— (2S)-2-[(S)-[(2-ethylphenyl)thio](phenyl)methyl]morpholine 668470-64-2 C19H23NOS
(2S)-2-[(S)-[(2-ethylphenyl)thio](phenyl)methyl]morpholine
—— (2S)-2-((S)-phenyl{[2-(trifluoromethyl)phenyl]thio}methyl)morpholine 668470-57-3 C18H21NOS2
(2S)-2-((S)-phenyl{[2-(trifluoromethyl)phenyl]thio}methyl)morpholine
—— (2S)-2-[(S)-[(2-fluorophenyl)thio](phenyl)methyl]morpholine 668470-63-1 C17H18FNOS
(2S)-2-[(S)-[(2-fluorophenyl)thio](phenyl)methyl]morpholine
—— 2-{4-[2-bromo-4-(trifluoromethyl)thiazol-5-ylthio]phenyl}-1,1,1-trifluoropropan-2-ol 869854-06-8 C13H8BrF6NOS2
2-{4-[2-bromo-4-(trifluoromethyl)thiazol-5-ylthio]phenyl}-1,1,1-trifluoropropan-2-ol
—— 4-bromomethyl-5-isopropylsulfanyl-1-methyl-3-trifluoromethyl-1H-pyrazole 878204-79-6 C9H12BrF3N2S
4-bromomethyl-5-isopropylsulfanyl-1-methyl-3-trifluoromethyl-1H-pyrazole
—— 2-{4-[2-amino-4-(trifluoromethyl)thiazol-5-ylthio]phenyl}-1,1,1-trifluoropropan-2-ol 869854-05-7 C13H10F6N2OS2
2-{4-[2-amino-4-(trifluoromethyl)thiazol-5-ylthio]phenyl}-1,1,1-trifluoropropan-2-ol
—— 2-(4-(2,4-dichlorothiazol-5-ylthio)phenyl)-1,1,1-trifluoropropan-2-ol 869854-20-6 C12H8Cl2F3NOS2
2-(4-(2,4-dichlorothiazol-5-ylthio)phenyl)-1,1,1-trifluoropropan-2-ol
—— S-4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl dimethylcarbamothioate 869854-54-6 C12H14F3NO2S
S-4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl dimethylcarbamothioate
—— 2-(4-(2-chlorothiazol-5-ylthio)phenyl)-1,1,1-trifluoropropan-2-ol 869854-19-3 C12H9ClF3NOS2
2-(4-(2-chlorothiazol-5-ylthio)phenyl)-1,1,1-trifluoropropan-2-ol
—— 3-chloro-4-[4-[(2S)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]sulfanylbenzonitrile 869854-57-9 C16H11ClF3NOS
3-chloro-4-[4-[(2S)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]sulfanylbenzonitrile
—— 2-{[4-(3-aminopropyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester 886527-36-2 C14H24N2O2S2
2-{[4-(3-aminopropyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester
—— 2-{[4-(2-aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester 886527-10-2 C13H22N2O2S2
2-{[4-(2-aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester
—— 5-[2-(2-benzyloxy-ethyl)-5-ethyl-3H-imidazol-4-ylsulfanyl]-3-chloro-benzonitrile 897626-27-6 C21H20ClN3OS
5-[2-(2-benzyloxy-ethyl)-5-ethyl-3H-imidazol-4-ylsulfanyl]-3-chloro-benzonitrile
—— (4S,5R)-4-methyl-5-[4-(methylthio)phenyl]-1,3-oxazolidin-2-one 1028459-38-2 C11H13NO2S
(4S,5R)-4-methyl-5-[4-(methylthio)phenyl]-1,3-oxazolidin-2-one
—— Cyclopentyl-(4,6-dichloro-2-methylsulfanyl-pyrimidin-5-yl)-methanone 864301-12-2 C11H12Cl2N2OS
Cyclopentyl-(4,6-dichloro-2-methylsulfanyl-pyrimidin-5-yl)-methanone
—— (2-chlorophenyl)-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)-methanol 864300-82-3 C12H9Cl3N2OS
(2-chlorophenyl)-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)-methanol
—— tert-butyl-2-{[4-({(6-chloropyrimidm-4-yl)[(2-methyl-1,3-thiazol-4-yl)methyl]amino}methyl)-phenyl]thio}-2-methylpropanoate 881687-58-7 C24H29ClN4O2S2
tert-butyl-2-{[4-({(6-chloropyrimidm-4-yl)[(2-methyl-1,3-thiazol-4-yl)methyl]amino}methyl)-phenyl]thio}-2-methylpropanoate
—— tert-butyl-2-{[4-({[6-(cyclohexyloxy)pyrimidin-4-yl][(3,5-dimethylisoxazol-4-yl)methyl]amino}-methyl)phenyl]thio}-2-methylpropanoate 881687-56-5 C31H42N4O4S
tert-butyl-2-{[4-({[6-(cyclohexyloxy)pyrimidin-4-yl][(3,5-dimethylisoxazol-4-yl)methyl]amino}-methyl)phenyl]thio}-2-methylpropanoate
—— 4'-[(3-benzyloxy)phenylthio]-2'-chlorodihydrocinnamyl alcohol 676482-21-6 C22H21ClO2S
4'-[(3-benzyloxy)phenylthio]-2'-chlorodihydrocinnamyl alcohol
—— (R)-2-(3-chloro-4-cyclopropylsulfanyl-phenyl)-3-(tetrahydropyran-4-yl)-propionic acid 936362-93-5 C17H21ClO3S
(R)-2-(3-chloro-4-cyclopropylsulfanyl-phenyl)-3-(tetrahydropyran-4-yl)-propionic acid
—— tert-butyl N-[2-[2-amino-5-(2-oxopyridin-1-yl)phenyl]sulfanylethyl]carbamate 1039517-27-5 C18H23N3O3S
tert-butyl N-[2-[2-amino-5-(2-oxopyridin-1-yl)phenyl]sulfanylethyl]carbamate
—— (3aR,4S,7R,7aS)-7-[(5-amino-6-chloro-2-propylsulfanylpyrimidin-4-yl)amino]-2,2-dimethyl-3a,4,7,7a-tetrahydro-1,3-benzodioxol-4-ol 1022927-14-5 C16H23ClN4O3S
(3aR,4S,7R,7aS)-7-[(5-amino-6-chloro-2-propylsulfanylpyrimidin-4-yl)amino]-2,2-dimethyl-3a,4,7,7a-tetrahydro-1,3-benzodioxol-4-ol
—— {[4-(Phenylsulfanyl)phenyl]sulfanyl}acetic acid 152171-23-8 C14H12O2S2
{[4-(Phenylsulfanyl)phenyl]sulfanyl}acetic acid
—— 1,2-Di(ethenesulfonyl)ethan-1-ol 172650-62-3 C6H10O5S2
1,2-Di(ethenesulfonyl)ethan-1-ol
—— 6-methyl-4-(4-methylthio)phenyl-pyran-2-one 387866-30-0 C13H12O2S
6-methyl-4-(4-methylthio)phenyl-pyran-2-one
—— di(4-hydroxybut-2-ynyl)sulfone 122951-66-0 C8H10O4S
di(4-hydroxybut-2-ynyl)sulfone
—— 2,5-Dihydro-4-[4-(methylthio)phenyl]-2-[(trimethylsilyl)oxy]furan 179175-16-7 C14H20O2SSi
2,5-Dihydro-4-[4-(methylthio)phenyl]-2-[(trimethylsilyl)oxy]furan
—— Pyridazine, 6-[[(4-fluorophenyl)methyl]thio]-4-methoxy-3-methyl- 528878-34-4 C13H13FN2OS
Pyridazine, 6-[[(4-fluorophenyl)methyl]thio]-4-methoxy-3-methyl-
—— 1H-1,2,3-Triazole-4-methanamine, 1-[2-[(4-fluorophenyl)thio]ethyl]-N-methyl- 1481252-52-1 C12H15FN4S
1H-1,2,3-Triazole-4-methanamine, 1-[2-[(4-fluorophenyl)thio]ethyl]-N-methyl-
—— Propanoic acid, 2-[[1-[2-(ethylamino)ethyl]-1H-tetrazol-5-yl]thio]- 1479801-25-6 C8H15N5O2S
Propanoic acid, 2-[[1-[2-(ethylamino)ethyl]-1H-tetrazol-5-yl]thio]-
—— 1,2,4-Thiadiazol-5-amine, N-ethyl-3-[[(3-fluorophenyl)thio]methyl]- 1478590-05-4 C11H12FN3S2
1,2,4-Thiadiazol-5-amine, N-ethyl-3-[[(3-fluorophenyl)thio]methyl]-
—— Pyrimidine, 4-chloro-2-[[(2-chlorophenyl)thio]methyl]-6-cyclopropyl- 1492530-76-3 C14H12Cl2N2S
Pyrimidine, 4-chloro-2-[[(2-chlorophenyl)thio]methyl]-6-cyclopropyl-
—— 1-[(2-Aminoethyl)thio]-2-propanamine 23185-28-6 C5H14N2S
1-[(2-Aminoethyl)thio]-2-propanamine
—— Cyclohexanemethanamine, I+/--[[(4-fluorophenyl)thio]methyl]-N,4-dimethyl- 1493550-87-0 C16H24FNS
Cyclohexanemethanamine, I+/--[[(4-fluorophenyl)thio]methyl]-N,4-dimethyl-
—— Methyl 2-[(4-chlorophenyl)sulfanyl]ethanimidate 61671-49-6 C9H10ClNOS
Methyl 2-[(4-chlorophenyl)sulfanyl]ethanimidate
—— Bicyclo[4.2.0]octa-1,3,5-triene-7-ethanamine, I+/--[[(2-bromophenyl)thio]methyl]- 1533077-08-5 C17H18BrNS
Bicyclo[4.2.0]octa-1,3,5-triene-7-ethanamine, I+/--[[(2-bromophenyl)thio]methyl]-
—— (I+/-S)-3-(Methylthio)-I+/--(trifluoromethyl)benzenemethanamine 878539-33-4 C9H10F3NS
(I+/-S)-3-(Methylthio)-I+/--(trifluoromethyl)benzenemethanamine
—— (R)-1-(2-Methylsulfanyl-pyrimidin-4-yl)-pyrrolidin-3-ol 1261234-25-6 C9H13N3OS
(R)-1-(2-Methylsulfanyl-pyrimidin-4-yl)-pyrrolidin-3-ol
—— (1S)-1-[4-[(Trifluoromethyl)thio]phenyl]-1,2-ethanediamine 1213057-21-6 C9H11F3N2S
(1S)-1-[4-[(Trifluoromethyl)thio]phenyl]-1,2-ethanediamine
—— 11-Methyl-5-nitro-2-thia-10,13-diazatricyclo[13.4.0.03,8]nonadeca-1(19),3(8),4,6,15,17-hexaene-9,14-dione 1393085-59-0 C17H15N3O4S
11-Methyl-5-nitro-2-thia-10,13-diazatricyclo[13.4.0.03,8]nonadeca-1(19),3(8),4,6,15,17-hexaene-9,14-dione
—— 1-(6-Methoxy-2-(methylthio)pyrimidin-4-yl)azetidine-3-carboxylic acid 1353977-93-1 C10H13N3O3S
1-(6-Methoxy-2-(methylthio)pyrimidin-4-yl)azetidine-3-carboxylic acid
—— 2-Chloro-N-ethyl-N-(4-methylsulfanyl-benzyl)-acetamide 1353983-04-6 C12H16ClNOS
2-Chloro-N-ethyl-N-(4-methylsulfanyl-benzyl)-acetamide