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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
—— (E)-2-methyl-1-methylthio-1-sulfinylpropane 118087-12-0 C5H10OS2
(E)-2-methyl-1-methylthio-1-sulfinylpropane
—— 3-Butyl-4-methyl-2-methylthiothiophene 125150-86-9 C10H16S2
3-Butyl-4-methyl-2-methylthiothiophene
—— 2,6-bis(methylthio)-3-(n-butyl)-4-methylpyridine 128736-19-6 C12H19NS2
2,6-bis(methylthio)-3-(n-butyl)-4-methylpyridine
—— 3-propyl-2,4-dithiahexane 55131-00-5 C7H16S2
3-propyl-2,4-dithiahexane
—— 6-Benzyl-2-(2,2-dimethoxy-ethylsulfanyl)-5-ethyl-3H-pyrimidin-4-one 199851-92-8 C17H22N2O3S
6-Benzyl-2-(2,2-dimethoxy-ethylsulfanyl)-5-ethyl-3H-pyrimidin-4-one
—— 3-(methylthio)hexane 57093-85-3 C7H16S
3-(methylthio)hexane
—— 6-Benzyl-2-(2,2-dimethoxy-ethylsulfanyl)-5-isopropyl-3H-pyrimidin-4-one 199852-00-1 C18H24N2O3S
6-Benzyl-2-(2,2-dimethoxy-ethylsulfanyl)-5-isopropyl-3H-pyrimidin-4-one
—— 2-ethylsulfanyl-hexane 57093-90-0 C8H18S
2-ethylsulfanyl-hexane
—— 3-ethylsulfanyl-2-methyl-pentane 57093-92-2 C8H18S
3-ethylsulfanyl-2-methyl-pentane
—— 1-ethylsulfanyl-2-methyl-1-methylsulfanyl-propane 55131-29-8 C7H16S2
1-ethylsulfanyl-2-methyl-1-methylsulfanyl-propane
—— (4'aR)-4'a,5,5-trimethyl-1'-(phenylsulfanylmethyl)spiro[1,3-dioxane-2,5'-4,6,7,8-tetrahydro-3H-naphthalene]-2'-one 327968-88-7 C23H30O3S
(4'aR)-4'a,5,5-trimethyl-1'-(phenylsulfanylmethyl)spiro[1,3-dioxane-2,5'-4,6,7,8-tetrahydro-3H-naphthalene]-2'-one
—— ethyl thiomethyldiethylamine 3492-79-3 C7H17NS
ethyl thiomethyldiethylamine
—— 3,5-dimethyl-4,4-bis-methylsulfanyl-hex-1-ene 62418-90-0 C10H20S2
3,5-dimethyl-4,4-bis-methylsulfanyl-hex-1-ene
—— methyl 1-cyano-1-(5-cyano-2-methyl-4-methylthiopyrimidin-6-yl)acetate 118996-70-6 C11H10N4O2S
methyl 1-cyano-1-(5-cyano-2-methyl-4-methylthiopyrimidin-6-yl)acetate
—— cyclopropanecarbodithioic acid 35329-06-7 C4H6S2
cyclopropanecarbodithioic acid
—— 1-[1-(3-methylsulfanylphenyl)cyclohexyl]-3,6-dihydro-2H-pyridine 127973-03-9 C18H25NS
1-[1-(3-methylsulfanylphenyl)cyclohexyl]-3,6-dihydro-2H-pyridine
—— rac-(1-Amino-2-mercapto-2-methylpropyl)(methyl)phosphinic acid 80518-02-1 C5H14NO2PS
rac-(1-Amino-2-mercapto-2-methylpropyl)(methyl)phosphinic acid
—— 9-methyl-1-azaphenothiazine 93616-77-4 C12H10N2S
9-methyl-1-azaphenothiazine
—— (5S,6S)-5,6-dihydro-5,6-dimethyl-1,3-dithiolo<4,5-b><1,4>dithiin-2-one 148348-06-5 C7H8OS4
(5S,6S)-5,6-dihydro-5,6-dimethyl-1,3-dithiolo<4,5-b><1,4>dithiin-2-one
—— 2,6,8,10-tetrathiobicyclo[5,3,0]dec-1(7)en-9-one 74962-30-4 C6H6OS4
2,6,8,10-tetrathiobicyclo[5,3,0]dec-1(7)en-9-one
—— 2-(4-chlorobenzylthio)-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-14-7 C13H10ClN3OS2
2-(4-chlorobenzylthio)-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— 1-bromo-2-((2,2-dimethoxyethyl)sulfanyl)benzene 799766-06-6 C10H13BrO2S
1-bromo-2-((2,2-dimethoxyethyl)sulfanyl)benzene
—— (o-Tolylthio)-acetaldehyd-dimethylacetal 51830-52-5 C11H16O2S
(o-Tolylthio)-acetaldehyd-dimethylacetal
—— N,N’-bis(5-((4-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine 53151-30-7 C19H16Cl2N6S4
N,N’-bis(5-((4-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine
—— 10H-9-Chloro-1-azaphenothiazine 93616-76-3 C11H7ClN2S
10H-9-Chloro-1-azaphenothiazine
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(2-chloro-6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea 1188907-91-6 C24H24ClN5O4S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(2-chloro-6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea
—— 2-(4-chlorobenzylthio)-5-(pyridin-4-yl)-1,3,4-oxadiazole 675827-49-3 C14H10ClN3OS
2-(4-chlorobenzylthio)-5-(pyridin-4-yl)-1,3,4-oxadiazole
—— 2-<(3-chlorophenyl)thio>nicotinic acid 151051-00-2 C12H8ClNO2S
2-<(3-chlorophenyl)thio>nicotinic acid
—— 1-(4-chlorobenzyl)-4-((phenylthio)methyl)-1H-1,2,3-triazole 1573118-99-6 C16H14ClN3S
1-(4-chlorobenzyl)-4-((phenylthio)methyl)-1H-1,2,3-triazole
—— 4-[(2,2-Dimethoxyethyl)sulfanyl]-4-methoxybutan-2-one 89055-50-5 C9H18O4S
4-[(2,2-Dimethoxyethyl)sulfanyl]-4-methoxybutan-2-one
—— 1-Chloro-3-(heptylsulfanyl)benzene 89165-40-2 C13H19ClS
1-Chloro-3-(heptylsulfanyl)benzene
—— trans-β-Cyanvinyl-p-tolyl-thioaether 34726-88-0 C10H9NS
trans-β-Cyanvinyl-p-tolyl-thioaether
—— bis(m-chlorophenyl) sulfide 5097-96-1 C12H8Cl2S
bis(m-chlorophenyl) sulfide
—— 1,2-bis((4-bromophenyl)thio)ethane 16181-18-3 C14H12Br2S2
1,2-bis((4-bromophenyl)thio)ethane
—— 1-[1-[5-Chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-methylpiperazine 112446-33-0 C19H21Cl3N2S
1-[1-[5-Chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-methylpiperazine
—— 1-[1-[5-Chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine 112446-39-6 C21H25Cl3N2OS
1-[1-[5-Chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]-4-(2-methoxyethyl)piperazine
—— 2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one 1059126-65-6 C13H9Cl2N3OS2
2-amino-5-[(3,4-dichlorophenyl)sulfanyl]-6-methylthieno[2,3-d]pyrimidin-4(3H)-one
—— (4-((methoxymethoxy)methyl)-3-bromophenyl)(3,4-dichlorophenyl)sulfide 1222010-78-7 C15H13BrCl2O2S
(4-((methoxymethoxy)methyl)-3-bromophenyl)(3,4-dichlorophenyl)sulfide
—— 2-[4-[1-[5-Chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]piperazin-1-yl]ethanol 112446-37-4 C20H23Cl3N2OS
2-[4-[1-[5-Chloro-2-(3,4-dichlorophenyl)sulfanylphenyl]ethyl]piperazin-1-yl]ethanol
—— 6-(3',4'-dichlorophenyl)sulfanyl-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1222009-80-4 C13H9BCl2O2S
6-(3',4'-dichlorophenyl)sulfanyl-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— 4-((3,4-dichlorophenyl)thio)-2-bromobenzyl alcohol 1222010-77-6 C13H9BrCl2OS
4-((3,4-dichlorophenyl)thio)-2-bromobenzyl alcohol
—— 1-{5-[(3,4-dichlorophenyl)thio]-4-nitrothiophen-2-yl}ethanone 1247819-67-5 C12H7Cl2NO3S2
1-{5-[(3,4-dichlorophenyl)thio]-4-nitrothiophen-2-yl}ethanone
—— 6-(3,4-Dichloro-phenylsulfanyl)-pyrido[3,2-d]pyrimidine-2,4-diamine 95095-94-6 C13H9Cl2N5S
6-(3,4-Dichloro-phenylsulfanyl)-pyrido[3,2-d]pyrimidine-2,4-diamine
—— 2-(3-(3,4-dichlorophenylthio)-1H-indol-4-yloxy)-N-(4,5-dichlorothiophen-2-ylsulfonyl)acetamide 1057256-10-6 C20H12Cl4N2O4S3
2-(3-(3,4-dichlorophenylthio)-1H-indol-4-yloxy)-N-(4,5-dichlorothiophen-2-ylsulfonyl)acetamide
—— 6-<(3,4-dichlorophenyl)thio>-2,4-pteridinediamine 77900-95-9 C12H8Cl2N6S
6-<(3,4-dichlorophenyl)thio>-2,4-pteridinediamine
—— Di(2-chloro-2-phenylethyl) sulfide 29713-21-1 C16H16Cl2S
Di(2-chloro-2-phenylethyl) sulfide
—— 5,7-dinitro-3-phenyl-2-(3,4-dichlorophenylthio)quinoxaline 1148020-94-3 C20H10Cl2N4O4S
5,7-dinitro-3-phenyl-2-(3,4-dichlorophenylthio)quinoxaline
—— 2,4-diamino-5-isopropyl-6-(3',4'-dichlorophenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-22-9 C15H15Cl2N5S
2,4-diamino-5-isopropyl-6-(3',4'-dichlorophenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 6-(3-(3,4-dichlorophenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1309068-61-8 C21H14BCl2NO2S
6-(3-(3,4-dichlorophenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— 2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one 1178542-68-1 C14H11Cl2N3OS2
2-amino-5-[(3,4-dichlorophenyl)thio]-6-ethylthieno[2,3-d]pyrimidin-4(3H)-one