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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
—— 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
—— S-(1S,2S,3S,4R)-2-formyl-3-methylbicyclo[2.2.1]hept-5-en-2-yl diisopropylcarbamothioate 1379479-95-4 C16H25NO2S
S-(1S,2S,3S,4R)-2-formyl-3-methylbicyclo[2.2.1]hept-5-en-2-yl diisopropylcarbamothioate
—— (Methyldisulfanyl)methanediyl dimethanesulfinodithioate 5418-90-6 C4H10S8
(Methyldisulfanyl)methanediyl dimethanesulfinodithioate
—— 88005-94-1 C5FN5PS5
—— 3-methyl-6-(methylamino)-2-(methylthio)pyrimidin-4(3H)-one 887570-12-9 C7H11N3OS
3-methyl-6-(methylamino)-2-(methylthio)pyrimidin-4(3H)-one
—— 3,5-dichloro-2-(4-chlorophenylthio)benzyl chloride 79332-35-7 C13H8Cl4S
3,5-dichloro-2-(4-chlorophenylthio)benzyl chloride
—— 6,6'-dimethyl-2,2'-sulfanediyl-di-phenol 20109-30-2 C14H14O2S
6,6'-dimethyl-2,2'-sulfanediyl-di-phenol
—— acetic acid 2-oxotetrahydro[1,3]dithiolo[4,5-b][1,4]dithiin-5-ylmethyl ester 197720-06-2 C8H8O3S4
acetic acid 2-oxotetrahydro[1,3]dithiolo[4,5-b][1,4]dithiin-5-ylmethyl ester
—— 3-<<1-Chlor-2,2,2-trifluor-1-(trifluormethyl)ethyl>sulfonyl>-1-propen 107729-36-2 C6H5ClF6O2S
3-<<1-Chlor-2,2,2-trifluor-1-(trifluormethyl)ethyl>sulfonyl>-1-propen
—— 2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[[5-(4-pyridinyl)-1,3,4-oxadiazol-2-yl]thio]-4-pyrimidinol 666752-80-3 C21H18F2N6O3S2
2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[[5-(4-pyridinyl)-1,3,4-oxadiazol-2-yl]thio]-4-pyrimidinol
—— 8-(6-(furan-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine 1289544-08-6 C23H26N6O3S
8-(6-(furan-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine
—— 8-(6-(5-methylfuran-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine 1289544-09-7 C24H28N6O3S
8-(6-(5-methylfuran-2-yl)benzo[d][1,3]dioxol-5-ylthio)-9-(2-(neopentylamino)ethyl)-9H-purin-6-amine
—— 6,6-aethylendithio-9-decanolid 65371-26-8 C12H20O2S2
6,6-aethylendithio-9-decanolid
—— bis-(4-acetylamino-2-hydroxy-phenyl)-sulfide 5411-79-0 C16H16N2O4S
bis-(4-acetylamino-2-hydroxy-phenyl)-sulfide
—— s-Methyl o-(4-methylpentan-2-yl) carbonodithioate 5421-58-9 C8H16OS2
s-Methyl o-(4-methylpentan-2-yl) carbonodithioate
—— Benzene, 1-ethenyl-4-[(4-methylphenyl)thio]- 835605-46-4 C15H14S
Benzene, 1-ethenyl-4-[(4-methylphenyl)thio]-
—— 5-Amino-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one 161094-43-5 C8H11N3OS
5-Amino-6-ethyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one
—— 7-amino-6-ethyl-2,3-dihydrothiazolo<3,2-a>pyrimidin-5-one 149221-56-7 C8H11N3OS
7-amino-6-ethyl-2,3-dihydrothiazolo<3,2-a>pyrimidin-5-one
—— 1-methyl-1-methoxy-3-(5-methylmercapto-1,3,4-thiadiazol-2-yl)urea 56236-23-8 C6H10N4O2S2
1-methyl-1-methoxy-3-(5-methylmercapto-1,3,4-thiadiazol-2-yl)urea
—— BTSB-CDMS 1370002-13-3 C8H13ClF6O4S2Si
BTSB-CDMS
—— 2-[5-(4-pyridyl)-1,3,4-oxadiazol-2-ylthio]propionic acid methyl ester 326488-95-3 C11H11N3O3S
2-[5-(4-pyridyl)-1,3,4-oxadiazol-2-ylthio]propionic acid methyl ester
—— 4-methoxy-6-methyl-5-<(phenyl)(phenylthio)methyl>-2H-pyran-2-one 109746-00-1 C20H18O3S
4-methoxy-6-methyl-5-<(phenyl)(phenylthio)methyl>-2H-pyran-2-one
—— 1-(5-Pyridin-4-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-one 81555-96-6 C10H9N3O2S
1-(5-Pyridin-4-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-one
—— 2-(3-(Piperidin-1-yl)propylthio)-5-(pyridin-4-yl)-1,3,4-oxadiazole 1254304-65-8 C15H20N4OS
2-(3-(Piperidin-1-yl)propylthio)-5-(pyridin-4-yl)-1,3,4-oxadiazole
—— 2,2,6-Trimethyl-2,3-dihydro-pyran-4-thione 245069-16-3 C8H12OS
2,2,6-Trimethyl-2,3-dihydro-pyran-4-thione