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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
—— 2-amino-5(6)-(4-aminophenylthio)benzimidazole 97849-26-8 C13H12N4S
2-amino-5(6)-(4-aminophenylthio)benzimidazole
—— 4-acetylamino-3,4'-dinitrodiphenyl sulfide 256921-79-6 C14H11N3O5S
4-acetylamino-3,4'-dinitrodiphenyl sulfide
—— 1-Chloro-2-fluoro-3-[(3-fluorophenyl)sulfanylmethyl]benzene 1443312-65-9 C13H9ClF2S
1-Chloro-2-fluoro-3-[(3-fluorophenyl)sulfanylmethyl]benzene
—— (R,S)-1,2,2,2-tetrafluoro-1-(phenylthio)ethane 130612-76-9 C8H6F4S
(R,S)-1,2,2,2-tetrafluoro-1-(phenylthio)ethane
—— 1-Butylsulfanyl-3-methylpent-4-ene-1-selone 173281-74-8 C10H18SSe
1-Butylsulfanyl-3-methylpent-4-ene-1-selone
—— (4-Chloro-3-fluorobenzyl)(3,4-difluorophenyl)sulfane 1443314-05-3 C13H8ClF3S
(4-Chloro-3-fluorobenzyl)(3,4-difluorophenyl)sulfane
—— 1-ethenyl-1-methylthiocyclopropane 378786-87-9 C6H10S
1-ethenyl-1-methylthiocyclopropane
—— 1-bromo-2-chloro-4-(methylsulfanyl)benzene 101083-98-1 C7H6BrClS
1-bromo-2-chloro-4-(methylsulfanyl)benzene
—— 2-(6-(6-amino-9-(3-(isopropylamino)propyl)-9H-purin-8-ylthio)benzo[d][1,3]dioxol-5-yl)acetonitrile 1289543-88-9 C20H23N7O2S
2-(6-(6-amino-9-(3-(isopropylamino)propyl)-9H-purin-8-ylthio)benzo[d][1,3]dioxol-5-yl)acetonitrile
—— 9-(3-(isopropylamino)propyl)-8-(6-(isoxazol-4-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine 1289543-92-5 C21H23N7O3S
9-(3-(isopropylamino)propyl)-8-(6-(isoxazol-4-yl)benzo[d][1,3]dioxol-5-ylthio)-9H-purin-6-amine
—— (+)-(R)-1-Ethyl-2-oxo-4-(phenylthio)-3-cyclohexene-1-propanoic acid methyl ester 156326-76-0 C18H22O3S
(+)-(R)-1-Ethyl-2-oxo-4-(phenylthio)-3-cyclohexene-1-propanoic acid methyl ester
—— (1-Benzyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-ylsulfanyl)-acetic acid methyl ester 449798-73-6 C14H14N2O4S
(1-Benzyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-ylsulfanyl)-acetic acid methyl ester
—— 2-methyl-6-oxo-7-(phenylthio)heptan-3-ol 173310-51-5 C14H20O2S
2-methyl-6-oxo-7-(phenylthio)heptan-3-ol
—— 2,6-dichloro-4-[(phenylthio)methyl]nicotinonitrile 441052-90-0 C13H8Cl2N2S
2,6-dichloro-4-[(phenylthio)methyl]nicotinonitrile
—— 1,4-diazaphenothiazine 37693-82-6 C10H7N3S
1,4-diazaphenothiazine
—— methyl N-[methylsulfanyl-(propanoylamino)methylidene]carbamate 41798-39-4 C7H12N2O3S
methyl N-[methylsulfanyl-(propanoylamino)methylidene]carbamate
—— methyl N-[N-[2-acetamido-4-(4-chlorophenyl)sulfanylphenyl]-C-methylsulfanylcarbonimidoyl]carbamate 59011-12-0 C18H18ClN3O3S2
methyl N-[N-[2-acetamido-4-(4-chlorophenyl)sulfanylphenyl]-C-methylsulfanylcarbonimidoyl]carbamate
—— 2-(dimethylcarbamoylimino)-5-methylthio-1,3,4-thiadiazolin-3-carboxylic acid methyl ester 65640-22-4 C8H12N4O3S2
2-(dimethylcarbamoylimino)-5-methylthio-1,3,4-thiadiazolin-3-carboxylic acid methyl ester
—— 4-(N,N-Benzylmethylamino)-6-(N-isopropylamino)-2-methylthio-5-nitropyrimidine 618863-11-9 C16H21N5O2S
4-(N,N-Benzylmethylamino)-6-(N-isopropylamino)-2-methylthio-5-nitropyrimidine
—— 2,4-dinitro-6-(phenylsulfanyl)benzamide 292163-54-3 C13H9N3O5S
2,4-dinitro-6-(phenylsulfanyl)benzamide
—— 2-(1H-indol-3-ylsulfanyl)-N-methyl benzamide 857499-90-2 C16H14N2OS
2-(1H-indol-3-ylsulfanyl)-N-methyl benzamide
—— 1-(phenylthio)-1-<(trimethylsilyl)ethynyl>cyclopropane 104463-23-2 C14H18SSi
1-(phenylthio)-1-<(trimethylsilyl)ethynyl>cyclopropane
—— 3-(4-methylsulfanylphenyl)isoxazole-5-carboxylic acid ethyl ester 1173119-79-3 C13H13NO3S
3-(4-methylsulfanylphenyl)isoxazole-5-carboxylic acid ethyl ester
—— 1-(isothiocyanatomethyl)-4-(methylthio)benzene 19927-37-8 C9H9NS2
1-(isothiocyanatomethyl)-4-(methylthio)benzene
—— [2,2-bis(phenylthio)ethyl]dimethyl(3-methyl-1-phenylbut-3-enyloxy)silane 332188-10-0 C27H32OS2Si
[2,2-bis(phenylthio)ethyl]dimethyl(3-methyl-1-phenylbut-3-enyloxy)silane
—— andb-(2,5-Dimethyl-phenylmercapto)-buttersaeure 779-39-5 C12H16O2S
andb-(2,5-Dimethyl-phenylmercapto)-buttersaeure
—— 9-(1-tert-butylpiperidin-4-ylsulfanyl)-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulene 1401301-02-7 C25H34N6OS
9-(1-tert-butylpiperidin-4-ylsulfanyl)-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulene
—— (3Z,6Z,9Z,12Z)-pentadeca-(3,6,9,12)-tetraen-1-thiol 1204619-36-2 C15H24S
(3Z,6Z,9Z,12Z)-pentadeca-(3,6,9,12)-tetraen-1-thiol
—— [2-(ethanesulfonyl)ethyl](methyl)amine 128696-32-2 C5H13NO2S
[2-(ethanesulfonyl)ethyl](methyl)amine
—— Formamidomethyl-aethyl-sulfon 28918-59-4 C4H9NO3S
Formamidomethyl-aethyl-sulfon
—— (2-ethanesulfonyl-ethyl)-butyl-amine 128696-31-1 C8H19NO2S
(2-ethanesulfonyl-ethyl)-butyl-amine
—— (<i>Z</i>)-1-ethanesulfonyl-2-iodo-3,3-dimethyl-but-1-ene 56480-97-8 C8H15IO2S
(<i>Z</i>)-1-ethanesulfonyl-2-iodo-3,3-dimethyl-but-1-ene
—— 2-ethanesulfonyl-acrylonitrile 98142-72-4 C5H7NO2S
2-ethanesulfonyl-acrylonitrile
—— 5,5-dimethyl-3-(2-methylthiophenylamino)cyclohex-2-en-1-one 82195-00-4 C15H19NOS
5,5-dimethyl-3-(2-methylthiophenylamino)cyclohex-2-en-1-one
—— thioacetamide; hydrochloride 95665-07-9 C2H5NS*ClH
thioacetamide; hydrochloride
—— 5-<i>tert</i>-butyl-2,3-dihydro-[1,4]dithiine 59177-00-3 C8H14S2
5-<i>tert</i>-butyl-2,3-dihydro-[1,4]dithiine
—— 3,3-dimethyl-1-vinylsulfanyl-but-1-yne 68305-72-6 C8H12S
3,3-dimethyl-1-vinylsulfanyl-but-1-yne
—— Cyclobutyl-methylthioketon 38381-26-9 C6H10S
Cyclobutyl-methylthioketon
—— 2,3-dihydro-5-hydroxymethyl-7H-thiazolo<3,2-a>pyrimidin-7-one 111730-55-3 C7H8N2O2S
2,3-dihydro-5-hydroxymethyl-7H-thiazolo<3,2-a>pyrimidin-7-one
—— 2-Chlorocyclopentane-1-thione 1378824-60-2 C5H7ClS
2-Chlorocyclopentane-1-thione
—— 2-thioxo-cyclopentanecarboxylic acid 98135-86-5 C6H8O2S
2-thioxo-cyclopentanecarboxylic acid
—— Ethyl-propylsulfon 31110-65-3 C5H12O2S
Ethyl-propylsulfon
—— 3-(3-amino-4-fluorophenyl)-1-ethyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 1011463-84-5 C15H16FN5OS
3-(3-amino-4-fluorophenyl)-1-ethyl-7-(methylthio)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— N-(3,4-dimethyl-2-thietanylidene)isopropylamine 139633-25-3 C8H15NS
N-(3,4-dimethyl-2-thietanylidene)isopropylamine
—— N-isopropylthiotiglylamide 139633-14-0 C8H15NS
N-isopropylthiotiglylamide
—— 2(5-Indanylthio)benzylalcohol 56096-74-3 C16H16OS
2(5-Indanylthio)benzylalcohol
—— 1-chloro-5-[(3,3,3-trifluoropropyl)sulphonyl]pentane 1353008-93-1 C8H14ClF3O2S
1-chloro-5-[(3,3,3-trifluoropropyl)sulphonyl]pentane
—— 2-((2,2,2-trifluoroethyl)thio)ethanol 5187-61-1 C4H7F3OS
2-((2,2,2-trifluoroethyl)thio)ethanol
—— 3-chloropropyl-3,3,4,4,4-pentafluorobutylsulphoxide 1353008-84-0 C7H10ClF5OS
3-chloropropyl-3,3,4,4,4-pentafluorobutylsulphoxide
—— N-methyl-3-[(3,3,4,4,4-pentafluorobutyl)sulphinyl]propan-1-amine 1353009-05-8 C8H14F5NOS
N-methyl-3-[(3,3,4,4,4-pentafluorobutyl)sulphinyl]propan-1-amine