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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
—— 5-octanoylamino-4-phenylthiophthalodinitrile 620175-21-5 C22H23N3OS
5-octanoylamino-4-phenylthiophthalodinitrile
—— 11-(3-dimethylaminopropyl)-11H-dibenzo<b,e>-1,4-dithiepin 81890-72-4 C18H21NS2
11-(3-dimethylaminopropyl)-11H-dibenzo<b,e>-1,4-dithiepin
—— (2-bromobenzyl)(4-chlorophenyl)sulfane 1443354-46-8 C13H10BrClS
(2-bromobenzyl)(4-chlorophenyl)sulfane
—— 4-(2-ethoxy-2-methoxyethyl)thioanisole 1097200-08-2 C12H18O2S
4-(2-ethoxy-2-methoxyethyl)thioanisole
—— 4-chlorophenyl trichloromethyl sulfide 706-29-6 C7H4Cl4S
4-chlorophenyl trichloromethyl sulfide
—— 5-ethylthio-3,4-dihydro-2H-pyrrole 144571-72-2 C6H11NS
5-ethylthio-3,4-dihydro-2H-pyrrole
—— thieno[3,2-b][1,4]thiazinone 85930-26-3 C6H5NOS2
thieno[3,2-b][1,4]thiazinone
—— 7-(2-Nonyl-1,3-dithian-2-yl)heptan-1-ol 861997-73-1 C20H40OS2
7-(2-Nonyl-1,3-dithian-2-yl)heptan-1-ol
—— acetyl-4 dihydro-2,3 oxo-3 thieno<2,3-e>thiazine-1,4 85930-42-3 C8H7NO2S2
acetyl-4 dihydro-2,3 oxo-3 thieno<2,3-e>thiazine-1,4
—— 3-methyl-7,8,9,10,11,12,13,14,15,15a-decahydro-6<i>H</i>-cyclododeca[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-41-5 C15H24N4S
3-methyl-7,8,9,10,11,12,13,14,15,15a-decahydro-6<i>H</i>-cyclododeca[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— n-nonylisothiouronium bromide 64570-26-9 BrH*C10H22N2S
n-nonylisothiouronium bromide
—— 3-(Methanesulfonyl)-2-methoxy-5-(methylsulfanyl)thiophene 88234-96-2 C7H10O3S3
3-(Methanesulfonyl)-2-methoxy-5-(methylsulfanyl)thiophene
—— 2,5,2',5'-tetrachloro-4,4'-sulfanediyl-di-phenol 82911-56-6 C12H6Cl4O2S
2,5,2',5'-tetrachloro-4,4'-sulfanediyl-di-phenol
—— 1-Acetoxy-4,4-dimethyl-1-phenylthio-2-pentanon 65303-02-8 C15H20O3S
1-Acetoxy-4,4-dimethyl-1-phenylthio-2-pentanon
—— 1-(4-trimethylsilylphenyl)thiononane 850186-10-6 C18H32SSi
1-(4-trimethylsilylphenyl)thiononane
—— 2-(4-Chlorophenyl)-9-propyl-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one 135301-44-9 C19H17ClN2OS2
2-(4-Chlorophenyl)-9-propyl-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one
—— 2-ethoxycarbonylethyl (3-methylthio-1,2,4-triazol-5-yl)aminodithiocarbonate 131023-15-9 C9H14N4O2S3
2-ethoxycarbonylethyl (3-methylthio-1,2,4-triazol-5-yl)aminodithiocarbonate
—— 6-(2-bromo-phenylsulfanyl)-3-chloro-2-isopropoxy-aniline 16762-89-3 C15H15BrClNOS
6-(2-bromo-phenylsulfanyl)-3-chloro-2-isopropoxy-aniline
—— 2-(4-Chlorophenyl)-9-ethyl-4,4a,5,6-tetrahydrothieno-[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one 135279-22-0 C18H17ClN2OS2
2-(4-Chlorophenyl)-9-ethyl-4,4a,5,6-tetrahydrothieno-[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-one
—— 2-(4-oxo-2-propyl-6,7-dihydro-5H-thieno[2,3-b]thiepin-5-yl)acetonitrile 1026429-08-2 C13H15NOS2
2-(4-oxo-2-propyl-6,7-dihydro-5H-thieno[2,3-b]thiepin-5-yl)acetonitrile
—— 4-oxo-2-propyl-4,5,6,7-tetrahydrothieno[2,3-b]thiepin-5-acetic acid 135279-00-4 C13H16O3S2
4-oxo-2-propyl-4,5,6,7-tetrahydrothieno[2,3-b]thiepin-5-acetic acid
—— 13-(4-Chlorophenyl)-4-propyl-5,7-dithia-13,14-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2(6),3-trien-12-one 173549-00-3 C19H19ClN2OS2
13-(4-Chlorophenyl)-4-propyl-5,7-dithia-13,14-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2(6),3-trien-12-one
—— 2-ethyl-4-oxo-4,5,6,7-tetrahydrothieno[2,3-b]thiepin-5-acetic acid 135278-99-8 C12H14O3S2
2-ethyl-4-oxo-4,5,6,7-tetrahydrothieno[2,3-b]thiepin-5-acetic acid
—— 2-(4-chlorophenyl)-9-ethyl-5,6-dihydrothieno[2',3':2,3]-thiepino[4,5-c]pyridazin-3(2H)-one 135279-23-1 C18H15ClN2OS2
2-(4-chlorophenyl)-9-ethyl-5,6-dihydrothieno[2',3':2,3]-thiepino[4,5-c]pyridazin-3(2H)-one
—— 2-(2-ethyl-4-oxo-6,7-dihydro-5H-thieno[2,3-b]thiepin-5-yl)acetonitrile 135279-12-8 C12H13NOS2
2-(2-ethyl-4-oxo-6,7-dihydro-5H-thieno[2,3-b]thiepin-5-yl)acetonitrile
—— 3,3-bis-phenylsulfanyl-decan-4-ol 61173-88-4 C22H30OS2
3,3-bis-phenylsulfanyl-decan-4-ol
—— methyl 3-(2-methylthio-4-thiazolyl)propionate 1334402-25-3 C8H11NO2S2
methyl 3-(2-methylthio-4-thiazolyl)propionate
—— (1,2-Dichloro-2-phenylethyl)sulfanylbenzene 98750-73-3 C14H12Cl2S
(1,2-Dichloro-2-phenylethyl)sulfanylbenzene
—— 3-(methylthio)-5-chloro-6-cyano-1,2,4-triazine 96259-45-9 C5H3ClN4S
3-(methylthio)-5-chloro-6-cyano-1,2,4-triazine
—— [4(3-Mercaptopropylsulfanyl)-3-methylpyridin-2-yl]-methanol 209914-26-1 C10H15NOS2
[4(3-Mercaptopropylsulfanyl)-3-methylpyridin-2-yl]-methanol
—— 4-chlorophenyl bis(dimethylamino)methylenecarbamodithioate 1564286-46-9 C12H16ClN3S2
4-chlorophenyl bis(dimethylamino)methylenecarbamodithioate
—— 1-Phenyl-2-(phenylthio)but-1-ene 61173-91-9 C16H16S
1-Phenyl-2-(phenylthio)but-1-ene
—— ethyl 2 - (5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthylthio)nicotinate 190596-58-8 C23H29NO2S
ethyl 2 - (5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthylthio)nicotinate
—— 3-Acetonylthio-4-cyan-2H-isothiazol-5-thion 88518-72-3 C7H6N2OS3
3-Acetonylthio-4-cyan-2H-isothiazol-5-thion
—— 1-phenylsulfonyl-2-((1H-indol-3-yl)methyl)-3-(phenylthio)-1H-indole 1150111-67-3 C29H22N2O2S2
1-phenylsulfonyl-2-((1H-indol-3-yl)methyl)-3-(phenylthio)-1H-indole
—— 4-chlorophenyl N-bis(dimethylamino)methylene-N'-phenylcarbamimidothioate 1564286-34-5 C18H21ClN4S
4-chlorophenyl N-bis(dimethylamino)methylene-N'-phenylcarbamimidothioate
—— 3,4'-dichlorodiphenylsulfide 6875-99-6 C12H8Cl2S
3,4'-dichlorodiphenylsulfide
—— 2-((4-chlorophenyl)thio)-1H-benzo[d]imidazole 4946-26-3 C13H9ClN2S
2-((4-chlorophenyl)thio)-1H-benzo[d]imidazole
—— 2-((4-chlorophenyl)thio)-1H-imidazole 133303-55-6 C9H7ClN2S
2-((4-chlorophenyl)thio)-1H-imidazole
—— 2-((4-chlorophenyl)thio)cyclohexa-2,5-diene-1,4-dione 18232-05-8 C12H7ClO2S
2-((4-chlorophenyl)thio)cyclohexa-2,5-diene-1,4-dione
—— benzyl (5-amino-3-methylthio-1,2,4-triazol-1-yl)dithiocarbonate 92945-31-8 C11H12N4S3
benzyl (5-amino-3-methylthio-1,2,4-triazol-1-yl)dithiocarbonate
—— 3-Benzylsulfanyl-1,5-dimethylpyrazolo[3,4-d]pyridazin-4-one 96988-06-6 C14H14N4OS
3-Benzylsulfanyl-1,5-dimethylpyrazolo[3,4-d]pyridazin-4-one
—— 3-Benzylsulfanyl-1,6-dimethylpyridazino[4,5-e][1,3,4]thiadiazin-5-one 96988-25-9 C14H14N4OS2
3-Benzylsulfanyl-1,6-dimethylpyridazino[4,5-e][1,3,4]thiadiazin-5-one
—— 3-Methanesulfonyl-2-methyl-2-trimethylsilanyloxy-propionitrile 88631-44-1 C8H17NO3SSi
3-Methanesulfonyl-2-methyl-2-trimethylsilanyloxy-propionitrile
—— 1-Amino-3-(phenylthio)-2-propanol 35550-43-7 C9H13NOS
1-Amino-3-(phenylthio)-2-propanol
—— 3-(phenylthio)-4-benzyl-3-sulfolene 122236-34-4 C17H16O2S2
3-(phenylthio)-4-benzyl-3-sulfolene
—— 5-(2,6-Diethyl-4-methylphenyl)-4-hydroxy-2-[1-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropan-2-yl]-2,3-dihydropyran-6-one 1612830-26-8 C25H28F3NO3S
5-(2,6-Diethyl-4-methylphenyl)-4-hydroxy-2-[1-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropan-2-yl]-2,3-dihydropyran-6-one
—— 4-(1-hydroxyethyl)-3-(phenylthio)-2-sulfolene 125628-72-0 C12H14O3S2
4-(1-hydroxyethyl)-3-(phenylthio)-2-sulfolene
—— (1R,2S)-1-cyclohexyl-2-phenylsulfanylbut-3-en-1-ol 83877-34-3 C16H22OS
(1R,2S)-1-cyclohexyl-2-phenylsulfanylbut-3-en-1-ol
—— 3-(phenylthio)-4-acetyl-3-sulfolene 116503-23-2 C12H12O3S2
3-(phenylthio)-4-acetyl-3-sulfolene