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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
—— 4,4'-dichloro-6,6'-bis-dimethylaminomethyl-2,2'-sulfanediyl-di-phenol 101784-60-5 C18H22Cl2N2O2S
4,4'-dichloro-6,6'-bis-dimethylaminomethyl-2,2'-sulfanediyl-di-phenol
—— 6-Imino-2-methylsulfanyl-1-phenylpyrimidine-5-carbonitrile 6517-32-4 C12H10N4S
6-Imino-2-methylsulfanyl-1-phenylpyrimidine-5-carbonitrile
—— 1,3-bis-N-t-butyloxy-carbonyl-2-methanesulfonyl-propane 848770-39-8 C14H28N2O6S
1,3-bis-N-t-butyloxy-carbonyl-2-methanesulfonyl-propane
—— 5-[6-[4-(Trifluoromethyl)pyrimidin-2-yl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole 1428566-20-4 C13H6F3N7S2
5-[6-[4-(Trifluoromethyl)pyrimidin-2-yl]sulfanyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]-1,3-thiazole
—— S-(5-methyl-1,3,4-thiadiazol-2-yl) (2Z)-(5-amino-1,2,4-thiadiazol-3-yl)(methoxyimino)ethanethioate 1239325-68-8 C8H8N6O2S3
S-(5-methyl-1,3,4-thiadiazol-2-yl) (2Z)-(5-amino-1,2,4-thiadiazol-3-yl)(methoxyimino)ethanethioate
—— 3-(4-chlorophenyl)sulfanyl-N-(propan-2-ylideneamino)propanamide 5727-80-0 C12H15ClN2OS
3-(4-chlorophenyl)sulfanyl-N-(propan-2-ylideneamino)propanamide
—— Methyl 4-[(4-methylphenyl)sulfanyl]-2-phenyl-5-pyrimidinyl ether 4696-05-3 C18H16N2OS
Methyl 4-[(4-methylphenyl)sulfanyl]-2-phenyl-5-pyrimidinyl ether
—— 2-benzyl-2-(1-trifluoromethyl-3-butenyl)-1,3-dithiane 1150593-31-9 C16H19F3S2
2-benzyl-2-(1-trifluoromethyl-3-butenyl)-1,3-dithiane
—— 2-[hydroxy(phenyl)methyl]-2-(1-trifluoromethyl-3-butenyl)-1,3-dithiane 1150593-32-0 C16H19F3OS2
2-[hydroxy(phenyl)methyl]-2-(1-trifluoromethyl-3-butenyl)-1,3-dithiane
—— N1-(5-{[2-nitro-4-(trifluoromethyl)phenyl]thio}-1H-1,2,4-triazol-3-yl)-2,3,3-trichloroacrylamide 4728-29-4 C12H5Cl3F3N5O3S
N1-(5-{[2-nitro-4-(trifluoromethyl)phenyl]thio}-1H-1,2,4-triazol-3-yl)-2,3,3-trichloroacrylamide
—— {[4-Benzyl-5-(furan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate 6704-98-9 C15H12N3O3S-
{[4-Benzyl-5-(furan-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate
—— 8-(4-Nitro-phenylmercapto)-chinolin 1873-66-1 C15H10N2O2S
8-(4-Nitro-phenylmercapto)-chinolin
—— 3-chloro-5-phenylsulfanyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole-4-carbaldehyde 1174231-73-2 C16H21ClN2O2SSi
3-chloro-5-phenylsulfanyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole-4-carbaldehyde
—— 3-chloro-5-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole 1174231-65-2 C15H21ClN2OSSi
3-chloro-5-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole
—— (3-chloro-5-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)(phenyl)methanol 1174231-72-1 C22H27ClN2O2SSi
(3-chloro-5-(phenylthio)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)(phenyl)methanol
—— p-bromodifluoromethylthiophenylisocyanate 83882-75-1 C8H4BrF2NOS
p-bromodifluoromethylthiophenylisocyanate
—— 2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone 5707-48-2 C18H20N4OS2
2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— 5-({[6-Methyl-2-(methylsulfanyl)pyrimidin-4-yl]sulfanyl}methyl)-4-(prop-2-en-1-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione 6128-45-6 C12H15N5S3
5-({[6-Methyl-2-(methylsulfanyl)pyrimidin-4-yl]sulfanyl}methyl)-4-(prop-2-en-1-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
—— 4-hydrazinyl-2-methylthio-6-(4-morpholino)pyrimidine 94416-05-4 C9H15N5OS
4-hydrazinyl-2-methylthio-6-(4-morpholino)pyrimidine
—— 2-[8]quinolylmercapto-aniline 108619-16-5 C15H12N2S
2-[8]quinolylmercapto-aniline
—— 8-(2-nitro-phenylsulfanyl)-quinoline 107916-45-0 C15H10N2O2S
8-(2-nitro-phenylsulfanyl)-quinoline
—— 8-(2,4-Dinitro-phenylmercapto)-chinolin 1873-67-2 C15H9N3O4S
8-(2,4-Dinitro-phenylmercapto)-chinolin
—— 4-Methyl-3-prop-2-ynylsulfanyl-4H-[1,2,4]triazole 5340-72-7 C6H7N3S
4-Methyl-3-prop-2-ynylsulfanyl-4H-[1,2,4]triazole
—— 2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(2-methylpropyl)acetamide 5680-07-9 C18H25FN4OS2
2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(2-methylpropyl)acetamide
—— 10-(Cyclohexyl)-10H-9-thia-10-silaanthracen 61431-09-2 C18H20SSi
10-(Cyclohexyl)-10H-9-thia-10-silaanthracen
—— (Methylthio)-thiocarboxylthiocyanat 42871-53-4 C3H3NS3
(Methylthio)-thiocarboxylthiocyanat
—— S-(1-Adamantyl)-S'-methyl-trithiocarbonat-S,S-dioxid 53271-54-8 C12H18O2S3
S-(1-Adamantyl)-S'-methyl-trithiocarbonat-S,S-dioxid
—— Methylsulfanyl-[methylsulfanyl(methylsulfonyl)methyl]sulfanylmethanethione 53271-69-5 C5H10O2S5
Methylsulfanyl-[methylsulfanyl(methylsulfonyl)methyl]sulfanylmethanethione
—— Methyl-aethyl-trithiocarbonat 35200-03-4 C4H8S3
Methyl-aethyl-trithiocarbonat
—— 10-(p-Bromphenyl)-10H-9-thia-10-silaanthracen 63107-73-3 C18H13BrSSi
10-(p-Bromphenyl)-10H-9-thia-10-silaanthracen
—— 10-(p-Anisyl)-10H-9-thia-10silaanthracen 63107-76-6 C19H16OSSi
10-(p-Anisyl)-10H-9-thia-10silaanthracen
—— 10,10-dichloro-10-(4'-methylphenyl)phenothia-10λ5-bismine 143674-45-7 C19H15BiCl2S
10,10-dichloro-10-(4'-methylphenyl)phenothia-10λ5-bismine
—— 10-Phenyl-10H-9-thia-10-silaanthracen 61451-73-8 C18H14SSi
10-Phenyl-10H-9-thia-10-silaanthracen
—— 10-(4'-methylphenyl)phenothiabismine 143674-27-5 C19H15BiS
10-(4'-methylphenyl)phenothiabismine
—— 6,6-bis(phenylthio)hexanal 1148131-36-5 C18H20OS2
6,6-bis(phenylthio)hexanal
—— 5,5-bis(phenylthio)pentanal 906520-19-2 C17H18OS2
5,5-bis(phenylthio)pentanal
—— 2-phenylthio-4-methylcyclohexanone 35985-28-5 C13H16OS
2-phenylthio-4-methylcyclohexanone
—— (2Z)-2-cyano-3-(diethylamino)but-2-enethioamide 868062-07-1 C9H15N3S
(2Z)-2-cyano-3-(diethylamino)but-2-enethioamide
—— 4-{5-[(3-chloropropyl)sulfanyl]-4-methyl-4H-1,2,4-triazol-3-yl}pyridazine 1250445-82-9 C10H12ClN5S
4-{5-[(3-chloropropyl)sulfanyl]-4-methyl-4H-1,2,4-triazol-3-yl}pyridazine
—— (R)-3-(3,3-dimethylbutan-2-ylamino)-4-(2-(methylthio)pyrimidin-4-ylamino)cyclobut-3-ene-1,2-dione 1415548-30-9 C15H20N4O2S
(R)-3-(3,3-dimethylbutan-2-ylamino)-4-(2-(methylthio)pyrimidin-4-ylamino)cyclobut-3-ene-1,2-dione
—— 4-Aza-phenothiazin-10-carbonsaeure-1-morpholino-propylamid-3 101147-00-6 C19H22N4O2S
4-Aza-phenothiazin-10-carbonsaeure-1-morpholino-propylamid-3
—— 1-tert-Butyl-3-methyl-4-[(pentafluorophenyl)sulfanyl]-1H-pyrazol-5-yl 2-fluorobenzoate 6235-62-7 C21H16F6N2O2S
1-tert-Butyl-3-methyl-4-[(pentafluorophenyl)sulfanyl]-1H-pyrazol-5-yl 2-fluorobenzoate
—— 2-amino-4-hydrazino-6-methylsulfanyl-pyrimidine-5-carbonitrile 851335-83-6 C6H8N6S
2-amino-4-hydrazino-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— phenyl 4-methoxypentyl sulfide 177416-34-1 C12H18OS
phenyl 4-methoxypentyl sulfide
—— 2-(2-phenylthioethoxy)acetamide 189012-90-6 C10H13NO2S
2-(2-phenylthioethoxy)acetamide
—— N-methyl-N-[(3-oxo-1-benzothiophen-2-ylidene)methyl]propanamide 4610-73-5 C13H13NO2S
N-methyl-N-[(3-oxo-1-benzothiophen-2-ylidene)methyl]propanamide
—— 2-chlorocyclohexanesulfonyl isocyanate 26174-96-9 C7H10ClNO3S
2-chlorocyclohexanesulfonyl isocyanate
—— 2-(2'-Methylthioanilinium)-5-methyl-5-nitro-1,3,2-dioxaphosphorinan 2-oxid 20926-63-0 C11H15N2O5PS
2-(2'-Methylthioanilinium)-5-methyl-5-nitro-1,3,2-dioxaphosphorinan 2-oxid
—— 2-Amino-6-(5-brom-2-ethylmercapto-pyrimidinyl-(4)-mercapto)-purin 91348-71-9 C11H10BrN7S2
2-Amino-6-(5-brom-2-ethylmercapto-pyrimidinyl-(4)-mercapto)-purin
—— 6-(Furan-2-yl)-2-{[2-oxo-2-(tricyclo[3.3.1.1~3,7~]decan-1-yl)ethyl]sulfanyl}-4-(trifluoromethyl)pyridine-3-carbonitrile 6927-15-7 C23H21F3N2O2S
6-(Furan-2-yl)-2-{[2-oxo-2-(tricyclo[3.3.1.1~3,7~]decan-1-yl)ethyl]sulfanyl}-4-(trifluoromethyl)pyridine-3-carbonitrile