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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
—— 6-Amino-5-ethylsulfanyl-4-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile 89110-38-3 C9H11N3OS
6-Amino-5-ethylsulfanyl-4-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile
—— (p-Tolyl)[[(1R,6S)-6beta-(3-acetoxypropyl)bicyclo[4.1.0]heptan]-1beta-yl] sulfide —— C19H26O2S
(p-Tolyl)[[(1R,6S)-6beta-(3-acetoxypropyl)bicyclo[4.1.0]heptan]-1beta-yl] sulfide
—— 3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>propyl acetate 139590-74-2 C19H26O2S
3-<(1S,6R)-6-(p-tolylthio)bicyclo<4.1.0>hept-1-yl>propyl acetate
—— <<2-(Methylthio)phenyl>methyl>phenylphosphinsaeure-methylester 122278-86-8 C15H17O2PS
<<2-(Methylthio)phenyl>methyl>phenylphosphinsaeure-methylester
—— 3-<(1S,6S)-6-(p-tolylthio)(5,5-(2)H2)bicyclo<4.1.0>hept-1-yl>propyl acetate 139590-80-0 C19H26O2S
3-<(1S,6S)-6-(p-tolylthio)(5,5-(2)H2)bicyclo<4.1.0>hept-1-yl>propyl acetate
—— 3-<(1S)-1-methyl-2-(p-tolylthio)cyclohex-2-en-1-yl>propyl acetate 139590-77-5 C19H26O2S
3-<(1S)-1-methyl-2-(p-tolylthio)cyclohex-2-en-1-yl>propyl acetate
—— 4-[2-(4-chlorophenylthio)-2,2-difluoroethyl]oxazolidin-2-one 1355214-08-2 C11H10ClF2NO2S
4-[2-(4-chlorophenylthio)-2,2-difluoroethyl]oxazolidin-2-one
—— 4-[2,2-difluoro-2-(phenylthio)ethyl]oxazolidin-2-one 1355213-96-5 C11H11F2NO2S
4-[2,2-difluoro-2-(phenylthio)ethyl]oxazolidin-2-one
—— 1-methylsulfonyl-3-methylthio-5-(1H-1,2,4-triazolamine) 122652-06-6 C4H8N4O2S2
1-methylsulfonyl-3-methylthio-5-(1H-1,2,4-triazolamine)
—— 5-methoxycarbonylethylthio-1,2,3-thiadiazole 69893-90-9 C6H8N2O2S2
5-methoxycarbonylethylthio-1,2,3-thiadiazole
—— (3S,4R,1'R)-2-(α-methylbenzyl)-3-phenyl-4-(phenylsulfenyl)-1,2-thiazetidine 1,1-dioxide 218460-70-9 C22H21NO2S2
(3S,4R,1'R)-2-(α-methylbenzyl)-3-phenyl-4-(phenylsulfenyl)-1,2-thiazetidine 1,1-dioxide
—— 5-Difluoromethylthio-3-phenylisoxazole 126767-48-4 C10H7F2NOS
5-Difluoromethylthio-3-phenylisoxazole
—— (3R,4S,1'R)-2-(α-methylbenzyl)-3-phenyl-4-(phenylsulfenyl)-1,2-thiazetidine 1,1-dioxide 218460-57-2 C22H21NO2S2
(3R,4S,1'R)-2-(α-methylbenzyl)-3-phenyl-4-(phenylsulfenyl)-1,2-thiazetidine 1,1-dioxide
—— N-(4-(4-(2H-1,2,4-triazol-3-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide 1079394-23-2 C15H11ClF3N7OS
N-(4-(4-(2H-1,2,4-triazol-3-ylamino)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide
—— 2-methoxy-1-phenylthio-3-butene 82578-08-3 C11H14OS
2-methoxy-1-phenylthio-3-butene
—— [5-Chloro-2-(4-chloro-phenylsulfanyl)-phenyl]-methanol 13420-69-4 C13H10Cl2OS
[5-Chloro-2-(4-chloro-phenylsulfanyl)-phenyl]-methanol
—— 3-chloro-6-[(4'-chlorophenyl)-thio]-benzyl chloride 14359-50-3 C13H9Cl3S
3-chloro-6-[(4'-chlorophenyl)-thio]-benzyl chloride
—— N-(4-(4-(3-amino-1H-1,2,4-triazol-1-yl)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide 1079394-24-3 C15H11ClF3N7OS
N-(4-(4-(3-amino-1H-1,2,4-triazol-1-yl)-6-chloropyrimidin-2-ylthio)phenyl)-3,3,3-trifluoropropanamide
—— ((Z)-3-Methoxy-but-2-enylsulfanyl)-benzene 79631-61-1 C11H14OS
((Z)-3-Methoxy-but-2-enylsulfanyl)-benzene
—— 7-bromo-9-(4-ethylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine 395073-87-7 C18H20BrN3S
7-bromo-9-(4-ethylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine
—— 7-bromo-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one 256950-35-3 C12H8BrNOS
7-bromo-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepin-9-one
—— (+/-)-7-bromo-9,10-dihydro-9-hydroxypyrrolo[2,1-b][1,3]benzothiazepine 256950-36-4 C12H10BrNOS
(+/-)-7-bromo-9,10-dihydro-9-hydroxypyrrolo[2,1-b][1,3]benzothiazepine
—— 7-bromo-9-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine 395073-86-6 C17H18BrN3S
7-bromo-9-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine
—— (+/-)-7,9-dibromo-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepine 256950-37-5 C12H9Br2NS
(+/-)-7,9-dibromo-9,10-dihydropyrrolo[2,1-b][1,3]benzothiazepine
—— 1-Hentriacontanethiol 5340-24-9 C31H64S
1-Hentriacontanethiol
—— (4,5-difluoro-2-(2-(hydroxymethyl)phenylthio)phenyl)methanol 1062599-56-7 C14H12F2O2S
(4,5-difluoro-2-(2-(hydroxymethyl)phenylthio)phenyl)methanol
—— 4-furan-2-yl-6-methylsulfanyl-pyrimidin-2-ylamine 357285-91-7 C9H9N3OS
4-furan-2-yl-6-methylsulfanyl-pyrimidin-2-ylamine
—— 9-Benzyl-7-bromo-1,4-dithia-spiro[4.5]dec-6-ene 106225-79-0 C15H17BrS2
9-Benzyl-7-bromo-1,4-dithia-spiro[4.5]dec-6-ene
—— 4-chloro-6-difluoromethoxy-2-methylthiopyrimidine 111810-90-3 C6H5ClF2N2OS
4-chloro-6-difluoromethoxy-2-methylthiopyrimidine
—— 3-cyclohexylmethoxy-5-methylsulfanyl-isothiazole-4-carbonitrile 651305-70-3 C12H16N2OS2
3-cyclohexylmethoxy-5-methylsulfanyl-isothiazole-4-carbonitrile
—— 1-isopropyl-7-(methylmercapto)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 251371-24-1 C10H14N4OS
1-isopropyl-7-(methylmercapto)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— 2-Hexyl isothiocyanate 5334-87-2 C7H13NS
2-Hexyl isothiocyanate
—— 2-(dimethylamino)ethyl 3-[(4-hydroxyphenyl)sulfanyl]-2-methylpropanoate 1069086-82-3 C14H21NO3S
2-(dimethylamino)ethyl 3-[(4-hydroxyphenyl)sulfanyl]-2-methylpropanoate
—— 1-methyl-5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole 51856-19-0 C5H6F3N3S
1-methyl-5-methylthio-3-trifluoromethyl-1H-1,2,4-triazole
—— 1-(pentane-1-sulfonyl)-propan-2-one 92334-75-3 C8H16O3S
1-(pentane-1-sulfonyl)-propan-2-one
—— 5-methylsulfanyl-[1,2,4]triazole-3,4-diyldiamine 55055-08-8 C3H7N5S
5-methylsulfanyl-[1,2,4]triazole-3,4-diyldiamine
—— (4,5-diamino-4<i>H</i>-[1,2,4]triazol-3-ylmercapto)-acetic acid 118769-03-2 C4H7N5O2S
(4,5-diamino-4<i>H</i>-[1,2,4]triazol-3-ylmercapto)-acetic acid
—— ethyl (2-methylthio-4-thiazolyl)acetate 117491-75-5 C8H11NO2S2
ethyl (2-methylthio-4-thiazolyl)acetate
—— 2-Phenylsulfanyl-cyclooctanone oxime 189755-40-6 C14H19NOS
2-Phenylsulfanyl-cyclooctanone oxime
—— 2-(5-methylthio)-5-(6-morpholinopyrazin-2-yl)[1,3,4]thiadiazole 865440-77-3 C11H13N5OS2
2-(5-methylthio)-5-(6-morpholinopyrazin-2-yl)[1,3,4]thiadiazole
—— 4-[2-(3,5-Dichlorophenyl)sulfanyl-5-nitrophenyl]sulfonylthiomorpholine 1253498-77-9 C16H14Cl2N2O4S3
4-[2-(3,5-Dichlorophenyl)sulfanyl-5-nitrophenyl]sulfonylthiomorpholine
—— 3-(5-Methylsulfanyl-[1,3,4]thiadiazol-2-yl)-propylamine; hydrochloride 140440-10-4 C6H11N3S2*ClH
3-(5-Methylsulfanyl-[1,3,4]thiadiazol-2-yl)-propylamine; hydrochloride
—— {4-[(2-amino-2-oxoethyl)thio]phenyl}boronic acid 1032825-15-2 C8H10BNO3S
{4-[(2-amino-2-oxoethyl)thio]phenyl}boronic acid
—— ({4-[(1R)-3-Oxocyclopentyl]phenyl}thio)acetic acid ethyl ester 1211474-19-9 C15H18O3S
({4-[(1R)-3-Oxocyclopentyl]phenyl}thio)acetic acid ethyl ester
—— {[4-(3-Oxo-1-cyclopenten-1-yl)phenyl]thio}acetic acid ethyl ester 1211474-18-8 C15H16O3S
{[4-(3-Oxo-1-cyclopenten-1-yl)phenyl]thio}acetic acid ethyl ester
—— 5-Ethylsulfanyl-6-methyl-3-nitro-1H-pyridin-2-one 139548-62-2 C8H10N2O3S
5-Ethylsulfanyl-6-methyl-3-nitro-1H-pyridin-2-one
—— N,N-dimethyl-5-(4-fluorophenyl)-4-[4-(methylthio)phenyl]-2-thenylamine 140403-62-9 C20H20FNS2
N,N-dimethyl-5-(4-fluorophenyl)-4-[4-(methylthio)phenyl]-2-thenylamine
—— 5-(3,5-dichlorophenylthio)-1-isopropyl-3-(4-methoxybenzyl)-1,3-dihydro-2-imidazolone-4-carboxaldehyde 431880-77-2 C21H20Cl2N2O3S
5-(3,5-dichlorophenylthio)-1-isopropyl-3-(4-methoxybenzyl)-1,3-dihydro-2-imidazolone-4-carboxaldehyde
—— 2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one 1059126-69-0 C13H9Cl2N3OS2
2-amino-5-[(3,5-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
—— 1,3-Bis[(2-hydroxyethyl)thio]butane 5335-14-8 C8H18O2S2
1,3-Bis[(2-hydroxyethyl)thio]butane