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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-(isopropylthio)-4,4-dimethyl-1,5-hexadiene 88916-04-5 C11H20S
1-(isopropylthio)-4,4-dimethyl-1,5-hexadiene
—— (E)-isopropyl 1-propenyl sulfide 61865-99-4 C6H12S
(E)-isopropyl 1-propenyl sulfide
—— (R)-1,1-bis(methylthio)pentan-3-ol 1310736-36-7 C7H16OS2
(R)-1,1-bis(methylthio)pentan-3-ol
—— 1,3-bis(methylthio)-4-methyl-5,6,7,8-tetrahydroisoquinoline 128736-32-3 C12H17NS2
1,3-bis(methylthio)-4-methyl-5,6,7,8-tetrahydroisoquinoline
—— (R)-(-)-1-(benzenesulfanyl)-2-butanol 136656-75-2 C10H14OS
(R)-(-)-1-(benzenesulfanyl)-2-butanol
—— 4-[4-Hydroxy-5-[(2-isopropylphenyl)thio]-6-oxo-6H-pyran-2-yl]benzoic acid ethyl ester 170914-43-9 C23H22O5S
4-[4-Hydroxy-5-[(2-isopropylphenyl)thio]-6-oxo-6H-pyran-2-yl]benzoic acid ethyl ester
—— 4-[4-Hydroxy-5-(2-isopropyl-phenylsulfanyl)-6-oxo-6H-pyran-2-yl]-benzonitrile 178875-55-3 C21H17NO3S
4-[4-Hydroxy-5-(2-isopropyl-phenylsulfanyl)-6-oxo-6H-pyran-2-yl]-benzonitrile
—— 2-(3-cyano-4-isopropyl-6-oxo-1,6-dihydro-pyridin-2-ylsulfanyl)-acetamide 854928-27-1 C11H13N3O2S
2-(3-cyano-4-isopropyl-6-oxo-1,6-dihydro-pyridin-2-ylsulfanyl)-acetamide
—— 2-(2-isopropylphenyl)sulfanylthiophene 1227376-34-2 C13H14S2
2-(2-isopropylphenyl)sulfanylthiophene
—— O-(1-cyclopropylethyl)-S-methyl carbonodithioate 98962-38-0 C7H12OS2
O-(1-cyclopropylethyl)-S-methyl carbonodithioate
—— cis-3-Ethyl-2,4,5-trithia-6-octene 2-S-oxide 197566-06-6 C7H14OS3
cis-3-Ethyl-2,4,5-trithia-6-octene 2-S-oxide
—— 1-(1-methylethyl)-2-(phenylthio)benzene 87415-48-3 C15H16S
1-(1-methylethyl)-2-(phenylthio)benzene
—— 4-Chloro-3-(2-isopropylphenylthio)-9H-thioxanthen-9-one 1372152-38-9 C22H17ClOS2
4-Chloro-3-(2-isopropylphenylthio)-9H-thioxanthen-9-one
—— bis(2-isopropylphenyl)sulfide 474318-29-1 C18H22S
bis(2-isopropylphenyl)sulfide
—— 2,4,4',6-tetrachlorodiphenylsulfide 230308-89-1 C12H6Cl4S
2,4,4',6-tetrachlorodiphenylsulfide
—— (E)-4-Methylsulfanyl-hept-3-ene 86049-95-8 C8H16S
(E)-4-Methylsulfanyl-hept-3-ene
—— 2-methyl-2-(trimethylsilylethynyl)-1,3-dithiane 80593-79-9 C10H18S2Si
2-methyl-2-(trimethylsilylethynyl)-1,3-dithiane
—— 2,2-dimethyl-3-phenylthiocyclopropane-1,1-dicarboxylic acid 131822-93-0 C13H14O4S
2,2-dimethyl-3-phenylthiocyclopropane-1,1-dicarboxylic acid
—— 1-(2-furyl)-2-[2-(methylthio)pyrimidin-4-yl]ethanone 868360-43-4 C11H10N2O2S
1-(2-furyl)-2-[2-(methylthio)pyrimidin-4-yl]ethanone
—— (Z)-4-Methylsulfanyl-hept-3-ene 86049-96-9 C8H16S
(Z)-4-Methylsulfanyl-hept-3-ene
—— 2-(3-cyano-4-cyclopropyl-6-oxo-1,6-dihydro-pyridin-2-ylsulfanyl)-acetamide 854928-25-9 C11H11N3O2S
2-(3-cyano-4-cyclopropyl-6-oxo-1,6-dihydro-pyridin-2-ylsulfanyl)-acetamide
—— 4-chloro-2-methylmercapto-6-(2',4',6'-trichloroanilino)pyrimidine 261765-67-7 C11H7Cl4N3S
4-chloro-2-methylmercapto-6-(2',4',6'-trichloroanilino)pyrimidine
—— trifluoro-methanesulfonic acid 6-carbamoylmethylsulfanyl-5-cyano-4-cyclopropyl-pyridin-2-yl ester 854928-22-6 C12H10F3N3O4S2
trifluoro-methanesulfonic acid 6-carbamoylmethylsulfanyl-5-cyano-4-cyclopropyl-pyridin-2-yl ester
—— 3-acetamidomethyl-2,3-dihydrothieno<2.3-b>thiophene 133380-40-2 C9H11NOS2
3-acetamidomethyl-2,3-dihydrothieno<2.3-b>thiophene
—— 3-Butyl-2-phenylthio-2-penten-5-olide 89030-30-8 C15H18O2S
3-Butyl-2-phenylthio-2-penten-5-olide
—— 2-((2-Acetoxyethyl)thio)aniline 117341-22-7 C10H13NO2S
2-((2-Acetoxyethyl)thio)aniline
—— 2',4'-Dinitro-2-methyl-4-tert.-butyl-diphenylsulfid 101575-35-3 C17H18N2O4S
2',4'-Dinitro-2-methyl-4-tert.-butyl-diphenylsulfid
—— methyl α-bromo-α-[p-(p-chlorophenylthio)phenyl]acetate 69383-46-6 C15H12BrClO2S
methyl α-bromo-α-[p-(p-chlorophenylthio)phenyl]acetate
—— 2-amino-4-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 887585-15-1 C6H6N4OS
2-amino-4-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile
—— 5-cyano-6-(methylthio)pyridin-2-yl trifluoromethanesulfonate 1392150-37-6 C8H5F3N2O3S2
5-cyano-6-(methylthio)pyridin-2-yl trifluoromethanesulfonate
—— 2-(4-Bromo-phenylsulfanyl)-6-fluoro-benzonitrile 168910-42-7 C13H7BrFNS
2-(4-Bromo-phenylsulfanyl)-6-fluoro-benzonitrile
—— 2-Phenylthio-3-vinyl-2-penten-5-olide 89030-31-9 C13H12O2S
2-Phenylthio-3-vinyl-2-penten-5-olide
—— bis(chloromethyl)sulfoxide 5031-59-4 C2H4Cl2OS
bis(chloromethyl)sulfoxide
—— 2-Methylthioadamantan 30979-72-7 C11H18S
2-Methylthioadamantan
—— 1-<<2-(benzoyloxy)ethoxy>methyl>-6-(phenylthio)uracil 125057-25-2 C20H18N2O5S
1-<<2-(benzoyloxy)ethoxy>methyl>-6-(phenylthio)uracil
—— 2-amino-4-methylsulfanylindeno[1,2-d]pyrimidin-5-one 70760-90-6 C12H9N3OS
2-amino-4-methylsulfanylindeno[1,2-d]pyrimidin-5-one
—— 6-hydroxy-2-(methylthio)nicotinonitrile 1392149-82-4 C7H6N2OS
6-hydroxy-2-(methylthio)nicotinonitrile
—— (2',2'-Dimethoxyspiro[1,3-dithiane-2,10'-tricyclo[9.3.1.14,8]hexadeca-1(15),4(16),5,7,11,13-hexaene]-6'-yl)-trimethylsilane 132491-48-6 C24H32O2S2Si
(2',2'-Dimethoxyspiro[1,3-dithiane-2,10'-tricyclo[9.3.1.14,8]hexadeca-1(15),4(16),5,7,11,13-hexaene]-6'-yl)-trimethylsilane
—— 1,1,3,3-Tetramethyl-2-[(2,2,4,4-tetramethylcyclobutyl)disulfanyl]cyclobutane 80472-63-5 C16H30S2
1,1,3,3-Tetramethyl-2-[(2,2,4,4-tetramethylcyclobutyl)disulfanyl]cyclobutane
—— 2,2-dipropyl-1,3-dithiolane 6008-79-3 C9H18S2
2,2-dipropyl-1,3-dithiolane
—— 2-chloro propanethiol 814-64-2 C3H7ClS
2-chloro propanethiol
—— (2-Bromophenyl)(propyl)sulfane 1332350-80-7 C9H11BrS
(2-Bromophenyl)(propyl)sulfane
—— 1-(2-amino-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone 202467-77-4 C8H11N3OS
1-(2-amino-4-methyl-6-(methylthio)pyrimidin-5-yl)ethanone
—— 5-bromopentyl 2-pyridyl sulfide 159552-25-7 C10H14BrNS
5-bromopentyl 2-pyridyl sulfide
—— Thiokohlensaeure-O-aethylester-S-propylester 53120-91-5 C6H12O2S
Thiokohlensaeure-O-aethylester-S-propylester
—— 4-amino-2-methylthio-6-propylthiopyrimidine 1373127-37-7 C8H13N3S2
4-amino-2-methylthio-6-propylthiopyrimidine
—— Ethyl-α,α-d2-n-propylsulfid 71096-30-5 C5H12S
Ethyl-α,α-d2-n-propylsulfid
—— N,N-Dibutyl-thiocarbaminsaeure-S-propylester 55852-96-5 C12H25NOS
N,N-Dibutyl-thiocarbaminsaeure-S-propylester
—— 2-(2-Bromobenzylthio)phenol 82386-93-4 C13H11BrOS
2-(2-Bromobenzylthio)phenol
—— 1-(1-propylhydrazino)-2-propanethiol 76588-17-5 C6H16N2S
1-(1-propylhydrazino)-2-propanethiol