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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
—— 3-cyano-4-thiomethyl-6-(3-bromophenyl)-2H-pyran-2-one 144361-57-9 C13H8BrNO2S
3-cyano-4-thiomethyl-6-(3-bromophenyl)-2H-pyran-2-one
—— 3-acetyl-4-hydroxy-6-phenylthiomethyl-2-pyrone 126759-73-7 C14H12O4S
3-acetyl-4-hydroxy-6-phenylthiomethyl-2-pyrone
—— 3-<1-(ethyloximino)ethyl>-4-hydroxy-6-phenylthiomethyl-2-pyrone 126759-75-9 C16H17NO4S
3-<1-(ethyloximino)ethyl>-4-hydroxy-6-phenylthiomethyl-2-pyrone
—— 2-furyl 2-naphthyl sulphide 140618-89-9 C14H10OS
2-furyl 2-naphthyl sulphide
—— O-(3-Methylbut-3-en-1-yl) S-methyl dithiocarbonate 144302-91-0 C7H12OS2
O-(3-Methylbut-3-en-1-yl) S-methyl dithiocarbonate
—— (S)-cyclohexyl isopropyl sulfoxide 363136-64-5 C9H18OS
(S)-cyclohexyl isopropyl sulfoxide
—— 2-(4-oxocyclohexyl)-2-(3,3,4,4,4-pentafluorobutylsulfonyl)acetonitrile 1097630-50-6 C12H14F5NO3S
2-(4-oxocyclohexyl)-2-(3,3,4,4,4-pentafluorobutylsulfonyl)acetonitrile
—— [(Z)-4-methoxybut-3-en-2-yl]sulfanylbenzene 53963-23-8 C11H14OS
[(Z)-4-methoxybut-3-en-2-yl]sulfanylbenzene
—— 4-t-butyl-4-methyl-1-(phenylthio)cyclobutene 51532-34-4 C15H20S
4-t-butyl-4-methyl-1-(phenylthio)cyclobutene
—— 1-(phenylthio)cyclobutene 63048-75-9 C10H10S
1-(phenylthio)cyclobutene
—— 3-methylsulfanyl-pyridine N-oxide 85060-32-8 C6H7NOS
3-methylsulfanyl-pyridine N-oxide
—— 3-chloro-5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-44-8 C8H4ClN5S
3-chloro-5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— 1-methyl-5-phenylthio-1H-1,2,4-triazole 153334-42-0 C9H9N3S
1-methyl-5-phenylthio-1H-1,2,4-triazole
—— 3-Cyclopentyl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine 1428565-94-9 C17H15F3N4S
3-Cyclopentyl-6-[3-(trifluoromethyl)phenyl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazine
—— (Z)-1-(phenylthio)-2-(phenylseleno)ethylene 7392-12-3 C14H12SSe
(Z)-1-(phenylthio)-2-(phenylseleno)ethylene
—— (1-(2,6-dimethylphenyl)but-3-enyl)(phenyl)sulfane 1382802-17-6 C18H20S
(1-(2,6-dimethylphenyl)but-3-enyl)(phenyl)sulfane
—— 10<i>H</i>-dipyridazino[4,5-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-61-9 C8H5N5S
10<i>H</i>-dipyridazino[4,5-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— 5-chloro-2-propadienylthiopyrimidine 79686-22-9 C7H5ClN2S
5-chloro-2-propadienylthiopyrimidine
—— (2R,3S)-2-<(S)-(methylsulfinyl)methyl>-3-propyloxirane 145841-99-2 C7H14O2S
(2R,3S)-2-<(S)-(methylsulfinyl)methyl>-3-propyloxirane
—— 4-dimethylamino-6-methylpyrimidine 23448-83-1 C8H13N3S
4-dimethylamino-6-methylpyrimidine
—— 4-(4-chlorophenylsulfanyl)-1,1,2,4-tetrachloro-3-nitro-1,3-butadiene 1254514-43-6 C10H4Cl5NO2S
4-(4-chlorophenylsulfanyl)-1,1,2,4-tetrachloro-3-nitro-1,3-butadiene
—— N-[4-Cyano-2-(2,4-difluoro-phenylsulfanyl)-phenyl]-methanesulfonamide 119983-42-5 C14H10F2N2O2S2
N-[4-Cyano-2-(2,4-difluoro-phenylsulfanyl)-phenyl]-methanesulfonamide
—— Per(ethylthio)dibenzo-1,3-tetrathiafulvalen 133148-83-1 C30H40S12
Per(ethylthio)dibenzo-1,3-tetrathiafulvalen
—— 2-methylthio-5-[(4R)-2,2,4-trimethyl-1,3-dioxolan-4-yl]thiazole 159615-86-8 C10H15NO2S2
2-methylthio-5-[(4R)-2,2,4-trimethyl-1,3-dioxolan-4-yl]thiazole
—— 3-nitro-4-phenylsulfanyl-aniline 33358-38-2 C12H10N2O2S
3-nitro-4-phenylsulfanyl-aniline
—— 4-chloro-6-ethoxy-2-methylsulfanyl-5-nitro-pyrimidine 56032-34-9 C7H8ClN3O3S
4-chloro-6-ethoxy-2-methylsulfanyl-5-nitro-pyrimidine
—— (-)-2-Phenylsulfanyl-(1R)-(2-pyridynyl)ethyl (1'S,4'R)-camphanoate 375367-65-0 C23H25NO4S
(-)-2-Phenylsulfanyl-(1R)-(2-pyridynyl)ethyl (1'S,4'R)-camphanoate
—— 4-(6-chloro-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine 1-oxide 56032-66-7 C9H11ClN4O3S2
4-(6-chloro-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-thiomorpholine 1-oxide
—— (+)-2-Phenylsulfanyl-(1S)-(2-pyridynyl)ethyl (1'S,4'R)-camphanoate 375367-66-1 C23H25NO4S
(+)-2-Phenylsulfanyl-(1S)-(2-pyridynyl)ethyl (1'S,4'R)-camphanoate
—— 8-methyl-3,4-dihydro-2H,6H-pyrimido<2,1-b><1.3>thiazin-6-one 22874-49-3 C8H10N2OS
8-methyl-3,4-dihydro-2H,6H-pyrimido<2,1-b><1.3>thiazin-6-one
—— 2-[[4-[(4-Aminophenyl)methyl]-5-butyl-1,2,4-triazol-3-yl]sulfanyl]ethanol 134402-60-1 C15H22N4OS
2-[[4-[(4-Aminophenyl)methyl]-5-butyl-1,2,4-triazol-3-yl]sulfanyl]ethanol
—— 4-(1''-Ethoxyethoxy)-1-[1'-(phenylsulfanyl)cyclohexyl]butanol 135967-29-2 C20H32O3S
4-(1''-Ethoxyethoxy)-1-[1'-(phenylsulfanyl)cyclohexyl]butanol
—— (1RS,2SR,5SR,8RS)-8-methoxy-6,6-dimethyl-2-phenylthio-1-(2-propenyl)bicyclo<3.2.1>octan-3-one 128004-79-5 C20H26O2S
(1RS,2SR,5SR,8RS)-8-methoxy-6,6-dimethyl-2-phenylthio-1-(2-propenyl)bicyclo<3.2.1>octan-3-one
—— <i>S</i>-undecyl-isothiourea 75275-48-8 C12H26N2S
<i>S</i>-undecyl-isothiourea
—— 3-Isopropyl-2-nitro-2-p-tolylsulfanyl-oxirane 168135-88-4 C12H15NO3S
3-Isopropyl-2-nitro-2-p-tolylsulfanyl-oxirane
—— 3-(2-aminoethylthio)-4-methylhex-3-enenitrile 116547-81-0 C9H16N2S
3-(2-aminoethylthio)-4-methylhex-3-enenitrile
—— 3-(2-Pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole 147089-30-3 C16H19NS2
3-(2-Pentyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole
—— Methyl 2-(4-methoxy-3,3-dimethyl-1-cyclohexenyl)dithioacetate 111916-86-0 C12H20OS2
Methyl 2-(4-methoxy-3,3-dimethyl-1-cyclohexenyl)dithioacetate
—— 2,2,5,5-tetramethyl-3-cyclopentenethione 81396-39-6 C9H14S
2,2,5,5-tetramethyl-3-cyclopentenethione
—— (E)-1-phenylsulfanyl-1-tributylstannyl-1-hexene 137782-88-8 C24H42SSn
(E)-1-phenylsulfanyl-1-tributylstannyl-1-hexene
—— (Z,Z)-6-Ethyl-4,5,7-trithiadeca-2,8-diene 144304-14-3 C9H16S3
(Z,Z)-6-Ethyl-4,5,7-trithiadeca-2,8-diene
—— undecylsulfanyl cyanate 32446-42-7 C12H23NS
undecylsulfanyl cyanate
—— 2-Hydroxy-5-methylsulfanyl-dithiobenzoic acid methyl ester 116138-52-4 C9H10OS3
2-Hydroxy-5-methylsulfanyl-dithiobenzoic acid methyl ester
—— 1-((S)-2,3-Diazido-propyl)-5-methyl-2-methylsulfanyl-1H-pyrimidin-4-one 208513-41-1 C9H12N8OS
1-((S)-2,3-Diazido-propyl)-5-methyl-2-methylsulfanyl-1H-pyrimidin-4-one
—— Methyl 2,2-dimethyl-3-butynedithioate 79566-76-0 C7H10S2
Methyl 2,2-dimethyl-3-butynedithioate
—— 4-(1H-benzimidazol-2-ylsulfanyl)-5-tert-butylbenzene-1,2-diol 1436419-98-5 C17H18N2O2S
4-(1H-benzimidazol-2-ylsulfanyl)-5-tert-butylbenzene-1,2-diol
—— 2-furyl-2-n-undecyl-1,3-dithiane 885480-75-1 C19H32OS2
2-furyl-2-n-undecyl-1,3-dithiane
—— 4,4'-bis-(Tricyclohexylstannoxy)-diphenylsulfide 68974-04-9 C48H74O2SSn2
4,4'-bis-(Tricyclohexylstannoxy)-diphenylsulfide
—— 1-Chloro-4-(1-chloro-1-methyl-ethylsulfanyl)-benzene 144265-58-7 C9H10Cl2S
1-Chloro-4-(1-chloro-1-methyl-ethylsulfanyl)-benzene
—— 6-Phenylsulfanyl-hexan-2-one 172419-22-6 C12H16OS
6-Phenylsulfanyl-hexan-2-one