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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
—— allyl persulfide 193625-54-6 C3H6S2
allyl persulfide
—— 1-ethyl-3-<(phenylthio)methyl>piperidin-3-ol 155652-25-8 C14H21NOS
1-ethyl-3-<(phenylthio)methyl>piperidin-3-ol
—— 1-ethyl-3-<(phenylthio)methyl>-1,2,5,6-tetrahydropyridine 155652-26-9 C14H19NS
1-ethyl-3-<(phenylthio)methyl>-1,2,5,6-tetrahydropyridine
—— S-(2-acetamidoethyl) 3-hydroxy-4-(2-methyl-1,3-dithian-2-yl)butanethioate 459156-79-7 C13H23NO3S3
S-(2-acetamidoethyl) 3-hydroxy-4-(2-methyl-1,3-dithian-2-yl)butanethioate
—— S-(2-acetamidoethyl) (3S)-3-hydroxy-4-(2-methyl-1,3-dithian-2-yl)butanethioate 236094-49-8 C13H23NO3S3
S-(2-acetamidoethyl) (3S)-3-hydroxy-4-(2-methyl-1,3-dithian-2-yl)butanethioate
—— (+/-)-bis(2-aminobut-3-enyl) disulphide 910618-54-1 C8H16N2S2
(+/-)-bis(2-aminobut-3-enyl) disulphide
—— S-(2-acetamidoethyl) (3R)-3-hydroxy-4-(2-methyl-1,3-dithian-2-yl)butanethioate 236094-50-1 C13H23NO3S3
S-(2-acetamidoethyl) (3R)-3-hydroxy-4-(2-methyl-1,3-dithian-2-yl)butanethioate
—— 1-(2-methoxyethyl)-2-methylmercaptoimidazole 85694-90-2 C7H12N2OS
1-(2-methoxyethyl)-2-methylmercaptoimidazole
—— bis(2-methoxycyclohexyl)disulfide 111616-07-0 C14H26O2S2
bis(2-methoxycyclohexyl)disulfide
—— Benzene, 2-chloro-4-ethynyl-1-(methylthio)- 120136-30-3 C9H7ClS
Benzene, 2-chloro-4-ethynyl-1-(methylthio)-
—— 3-Isothiocyanatobuta-1,2-diene 137768-93-5 C5H5NS
3-Isothiocyanatobuta-1,2-diene
—— 4-Methyl-pentanthiol-(2) 1639-05-0 C6H14S
4-Methyl-pentanthiol-(2)
—— Bis-(4-chlor-2-nitro-phenyl)-sulfid 36441-61-9 C12H6Cl2N2O4S
Bis-(4-chlor-2-nitro-phenyl)-sulfid
—— hexahydrobenzene diisothiocyanate 71055-72-6 C8H10N2S2
hexahydrobenzene diisothiocyanate
—— β-Methylallyl-o-methyl-phenylsulfid 24309-29-3 C11H14S
β-Methylallyl-o-methyl-phenylsulfid
—— β-Methylallylthiocyanat 24309-27-1 C5H7NS
β-Methylallylthiocyanat
—— N-(2-Methyl-allyl)-N'-cyclohexyl-thioharnstoff 99991-87-4 C11H20N2S
N-(2-Methyl-allyl)-N'-cyclohexyl-thioharnstoff
—— (E)-2-methyl-3-phenylsulfanyl-N,N-di(propan-2-yl)prop-2-enamide 105970-70-5 C16H23NOS
(E)-2-methyl-3-phenylsulfanyl-N,N-di(propan-2-yl)prop-2-enamide
—— N-Methyl-2-[(phenylsulfanyl)methyl]prop-2-enamide 105970-67-0 C11H13NOS
N-Methyl-2-[(phenylsulfanyl)methyl]prop-2-enamide
—— 2,2-Diisothiocyanatopropane 71055-71-5 C5H6N2S2
2,2-Diisothiocyanatopropane
—— 2-Phenylimino-3-phenyl-4-thioxo-2H-3,4,6,7-tetrahydro-thiazolo<3.2-a>-symm.-triazin 19299-61-7 C17H14N4S2
2-Phenylimino-3-phenyl-4-thioxo-2H-3,4,6,7-tetrahydro-thiazolo<3.2-a>-symm.-triazin
—— (-)-(R)-sek.-Butyl-aethyl-sulfid 22156-93-0 C6H14S
(-)-(R)-sek.-Butyl-aethyl-sulfid
—— 1-Chlor-3-isothiocyanatobut-2-en 76855-04-4 C5H6ClNS
1-Chlor-3-isothiocyanatobut-2-en
—— 4-(4-Fluorophenyl)sulfanylbenzene-1,2-diamine 708257-46-9 C12H11FN2S
4-(4-Fluorophenyl)sulfanylbenzene-1,2-diamine
—— 5-(4-Fluorophenyl)sulfanyl-2-nitroaniline 378236-82-9 C12H9FN2O2S
5-(4-Fluorophenyl)sulfanyl-2-nitroaniline
—— (1S)-3-hydroxy-1-[3-(p-tolylsulfanyl)-2-furyl]propan-1-ol 259142-49-9 C14H16O3S
(1S)-3-hydroxy-1-[3-(p-tolylsulfanyl)-2-furyl]propan-1-ol
—— 3-nitro-4-(pyridin-2-ylthio)benzonitrile 663885-01-6 C12H7N3O2S
3-nitro-4-(pyridin-2-ylthio)benzonitrile
—— (2S,6S/6R)-6-methoxy-2-phenethyl-4-(p-tolylsulfanyl)-2H-pyran-3(6H)-one 259142-53-5 C21H22O3S
(2S,6S/6R)-6-methoxy-2-phenethyl-4-(p-tolylsulfanyl)-2H-pyran-3(6H)-one
—— (6S)-2-hydroxy-4-(4-methylphenyl)sulfanyl-6-(2-phenylethyl)-2H-pyran-5-one 259142-52-4 C20H20O3S
(6S)-2-hydroxy-4-(4-methylphenyl)sulfanyl-6-(2-phenylethyl)-2H-pyran-5-one
—— 4-((2-amino-5-methoxyphenyl)thio)-3-nitrobenzonitrile 1393520-07-4 C14H11N3O3S
4-((2-amino-5-methoxyphenyl)thio)-3-nitrobenzonitrile
—— 4-(3,5-dichlorophenylthio)-3-nitrobenzonitrile 1253499-70-5 C13H6Cl2N2O2S
4-(3,5-dichlorophenylthio)-3-nitrobenzonitrile
—— tert-butyl 3-amino-4-(phenylthio)benzylcarbamate 943616-87-3 C18H22N2O2S
tert-butyl 3-amino-4-(phenylthio)benzylcarbamate
—— N-(2-((4-cyano-2-nitrophenyl)thio)-4-methoxyphenyl)acetamide 1393520-09-6 C16H13N3O4S
N-(2-((4-cyano-2-nitrophenyl)thio)-4-methoxyphenyl)acetamide
—— 4-(2,5-dimethylphenylthio)-3-nitrobenzonitrile 1252681-55-2 C15H12N2O2S
4-(2,5-dimethylphenylthio)-3-nitrobenzonitrile
—— (Z)-but-2-enedioic acid;4-phenylsulfanylbutylhydrazine —— C14H20N2O4S
(Z)-but-2-enedioic acid;4-phenylsulfanylbutylhydrazine
—— ALLYLAMINE, N,N-DIMETHYL-3-(p-TOLYLTHIO)- 63905-41-9 C12H17NS
ALLYLAMINE, N,N-DIMETHYL-3-(p-TOLYLTHIO)-
—— rac-O-ethyl S-[(1R*,3aR*,4R*,7aR*)-octahydro-7a-methyl-7-oxo-1-vinyl-1H-inden-4-yl]carbonodithioate —— C15H22O2S2
rac-O-ethyl S-[(1R*,3aR*,4R*,7aR*)-octahydro-7a-methyl-7-oxo-1-vinyl-1H-inden-4-yl]carbonodithioate
—— ((1-Phenylthiomethyl)ethyl)hydrazine maleate 69782-00-9 C13H18N2O4S
((1-Phenylthiomethyl)ethyl)hydrazine maleate
—— (1'S,2'R,5'R)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol 155237-40-4 C19H23NO2S3
(1'S,2'R,5'R)-2'-[(N-methyl-S-phenylsulfonimidoyl)methyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.2.2]nona-3,6-diene]-2'-ol
—— methyl 2-(4-chloro-2-methyl-6-methylthio-pyrimidin-5-yl)-acetate 182158-51-6 C9H11ClN2O2S
methyl 2-(4-chloro-2-methyl-6-methylthio-pyrimidin-5-yl)-acetate
—— 2-Benzylamino-5-methylmercapto-<1,3,4>thiadiazol 14731-46-5 C10H11N3S2
2-Benzylamino-5-methylmercapto-<1,3,4>thiadiazol
—— benzyl-(5-benzylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine 14731-51-2 C16H15N3S2
benzyl-(5-benzylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine
—— 2-[(4-benzyl-5-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetic acid 603070-41-3 C12H13N3O2S
2-[(4-benzyl-5-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetic acid
—— (1-Methoxy-3,3-dimethylbutan-2-yl)sulfanylbenzene 54441-96-2 C13H20OS
(1-Methoxy-3,3-dimethylbutan-2-yl)sulfanylbenzene
—— 6,6-Dimethyl-5-(2-methyl-1-propenyliden)-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on 86309-48-0 C23H22OS2
6,6-Dimethyl-5-(2-methyl-1-propenyliden)-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on
—— benzyl-(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine 73311-12-3 C11H13N3S2
benzyl-(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine
—— 5,5-Dimethyl-6-(2-methyl-1-propenyliden)-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on 100094-79-9 C23H22OS2
5,5-Dimethyl-6-(2-methyl-1-propenyliden)-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-3-on
—— 6,6-Dimethyl-5-(2-methyl-1-propenyliden)-3-oxo-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-7-oxid 100094-97-1 C23H22O2S2
6,6-Dimethyl-5-(2-methyl-1-propenyliden)-3-oxo-1,4-diphenyl-2,7-dithiabicyclo<2.2.1>heptan-7-oxid
—— AOC 68536-05-0 C20H46N4S2
AOC
—— Methyl-isopropenyl-sulfon 69773-82-6 C4H8O2S
Methyl-isopropenyl-sulfon