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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
—— 129573-97-3 C20H18ClN5OS
—— [1-(2-Bromo-propyl)-3-phenylsulfanylmethyl-but-3-enyloxy]-tert-butyl-dimethyl-silane 133621-21-3 C20H33BrOSSi
[1-(2-Bromo-propyl)-3-phenylsulfanylmethyl-but-3-enyloxy]-tert-butyl-dimethyl-silane
—— 4-Amino-6-carboxamido-8-chlor-2-(p-toluoylthio)-pyrido<3,2-d>pyrimidin 68409-39-2 C15H12ClN5OS
4-Amino-6-carboxamido-8-chlor-2-(p-toluoylthio)-pyrido<3,2-d>pyrimidin
—— 3.3-Dimethyl-1-morpholino-1-p-tolyl-mercapto-butan-2-on 25847-56-7 C17H25NO2S
3.3-Dimethyl-1-morpholino-1-p-tolyl-mercapto-butan-2-on
—— (1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetic acid <i>N</i>'-(phenyl-thiocarbamoyl)-hydrazide 68350-40-3 C11H12N6OS2
(1<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetic acid <i>N</i>'-(phenyl-thiocarbamoyl)-hydrazide
—— N-(2-amino-6-methyl-4-pyrimidinyl)-N-[4-(4-pyridinylsulfanyl)phenyl]amine 570415-26-8 C16H15N5S
N-(2-amino-6-methyl-4-pyrimidinyl)-N-[4-(4-pyridinylsulfanyl)phenyl]amine
—— (2-Phenylsulfanyl-cyclopentyl)-acetic acid 2-thioxo-2H-pyridin-1-yl ester 125115-32-4 C18H19NO2S2
(2-Phenylsulfanyl-cyclopentyl)-acetic acid 2-thioxo-2H-pyridin-1-yl ester
—— N-(2-Chlormethyl-2-propenylsulfinyl)nonafluorbutansulfonamid 81718-52-7 C8H7ClF9NO3S2
N-(2-Chlormethyl-2-propenylsulfinyl)nonafluorbutansulfonamid
—— 1-(1-Phenylsulfanyl-cyclopropyl)-prop-2-en-1-ol 728917-60-0 C12H14OS
1-(1-Phenylsulfanyl-cyclopropyl)-prop-2-en-1-ol
—— (E)-2,4,4,5-tetramethyl-8-phenylthio-6-octen-3-one 137346-10-2 C18H26OS
(E)-2,4,4,5-tetramethyl-8-phenylthio-6-octen-3-one
—— 1-[3-(4-phenylsulfanyl-phenyl)-allyl]-1<i>H</i>-imidazole 69965-19-1 C18H16N2S
1-[3-(4-phenylsulfanyl-phenyl)-allyl]-1<i>H</i>-imidazole
—— 7,7-Dichloro-2-phenylsulfanyl-bicyclo[3.2.0]hept-3-en-6-one 79308-00-2 C13H10Cl2OS
7,7-Dichloro-2-phenylsulfanyl-bicyclo[3.2.0]hept-3-en-6-one
—— 4-[4-(2,5-difluoro-benzyloxy)-2-(pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol 944506-25-6 C26H18F2N4O2S
4-[4-(2,5-difluoro-benzyloxy)-2-(pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol
—— 2,5-bis(3,5-difluorophenylsulfanyl)benzonitrile 1118652-71-3 C19H9F4NS2
2,5-bis(3,5-difluorophenylsulfanyl)benzonitrile
—— 1027356-05-3 C24H52O2S2Si2
—— 1,4-bis-pentylsulfanyl-but-1-ene 53943-14-9 C14H28S2
1,4-bis-pentylsulfanyl-but-1-ene
—— 2-(N-Phenylamino)-6-phenylthiomethyl-5,6-dihydro-4H-1,3-thiazine 127040-82-8 C17H18N2S2
2-(N-Phenylamino)-6-phenylthiomethyl-5,6-dihydro-4H-1,3-thiazine
—— ethyl 3-(3-amino-4-cyano-5-((2,4-difluorobenzyl)thio)thiophen-2-yl)-3-oxopropanoate 1200833-76-6 C17H14F2N2O3S2
ethyl 3-(3-amino-4-cyano-5-((2,4-difluorobenzyl)thio)thiophen-2-yl)-3-oxopropanoate
—— 2-tert-butyl-6-(3-tert-butyl-5-methyl-2-oxidophenyl)sulfanyl-4-methylphenolate;propan-2-olate;titanium(4+) 183021-92-3 C56H84O8S2Ti2
2-tert-butyl-6-(3-tert-butyl-5-methyl-2-oxidophenyl)sulfanyl-4-methylphenolate;propan-2-olate;titanium(4+)
—— cobalt(3+);cyclopenta-1,3-diene;(Z)-3-methoxy-3-oxo-2-(trimethylsilylmethylsulfanyl)prop-1-ene-1-thiolate 219305-03-0 C13H19CoO2S2Si
cobalt(3+);cyclopenta-1,3-diene;(Z)-3-methoxy-3-oxo-2-(trimethylsilylmethylsulfanyl)prop-1-ene-1-thiolate
—— Phenylsulfanyl-acetic acid (4-hydroxyimino-cyclohexa-2,5-dienylidene)-hydrazide 57487-18-0 C14H13N3O2S
Phenylsulfanyl-acetic acid (4-hydroxyimino-cyclohexa-2,5-dienylidene)-hydrazide
—— <i>N</i>-(4-<i>tert</i>-butylamino-6-phenylsulfanyl-[1,3,5]triazin-2-yl)-propionamide 37623-72-6 C16H21N5OS
<i>N</i>-(4-<i>tert</i>-butylamino-6-phenylsulfanyl-[1,3,5]triazin-2-yl)-propionamide
—— Lithium; dithiobutyrate 74670-33-0 C4H7S2*Li
Lithium; dithiobutyrate
—— Ethyl-phosphonothioic acid O-ethyl ester O-(6-methylsulfanyl-pyridazin-3-yl) ester 66089-55-2 C9H15N2O2PS2
Ethyl-phosphonothioic acid O-ethyl ester O-(6-methylsulfanyl-pyridazin-3-yl) ester
—— cyclohexyl-(cyclohexylsulfanylmethyl)-phenylimino-λ4-sulfane 102334-15-6 C19H29NS2
cyclohexyl-(cyclohexylsulfanylmethyl)-phenylimino-λ4-sulfane
—— syn-2-Methyl-2-phenylthiocyclooctanol 104281-60-9 C15H22OS
syn-2-Methyl-2-phenylthiocyclooctanol
—— 4-Hydroxybutyldecylsulfid 68749-09-7 C14H30OS
4-Hydroxybutyldecylsulfid
—— 3-(allyloxy)-1-isopropyl-2-(methylsulfanyl)pyrrole 1337541-58-8 C11H17NOS
3-(allyloxy)-1-isopropyl-2-(methylsulfanyl)pyrrole
—— sodium (5R)-2-<1-(2-hydroxyethyl)-1H-tetrazol-5-yl>thiomethyl-6-<(E)-1-(hydroxymethyl)ethylidene>penem-3-carboxylate 97129-28-7 C13H14N5O5S2*Na
sodium (5R)-2-<1-(2-hydroxyethyl)-1H-tetrazol-5-yl>thiomethyl-6-<(E)-1-(hydroxymethyl)ethylidene>penem-3-carboxylate
—— Dithiophosphoric acid O-ethyl ester S-(2-methylsulfanyl-butyl) ester S'-propyl ester 32065-09-1 C10H23O2PS3
Dithiophosphoric acid O-ethyl ester S-(2-methylsulfanyl-butyl) ester S'-propyl ester
—— 1092529-56-0 C24H27FO3S
—— cyclopenta-1,3-diene;iodocobalt(2+);(Z)-3-methoxy-2-methylsulfanyl-3-oxoprop-1-ene-1-thiolate 219137-34-5 C10H12CoIO2S2
cyclopenta-1,3-diene;iodocobalt(2+);(Z)-3-methoxy-2-methylsulfanyl-3-oxoprop-1-ene-1-thiolate
—— 2-adamantyl allyl sulfide 65566-48-5 C13H20S
2-adamantyl allyl sulfide
—— 2-[o-(thioethyl)phenylazo]imidazole 887114-96-7 C11H12N4S
2-[o-(thioethyl)phenylazo]imidazole
—— ethyl 2-phenylsulfanylheptadec-4-enoate 101125-43-3 C25H40O2S
ethyl 2-phenylsulfanylheptadec-4-enoate
—— 35206-98-5 C3H6Cl3N3O
—— Tetraethylthioformalazin 34817-52-2 C10H20N2S4
Tetraethylthioformalazin
—— cyclopentyl(4-(methylamino)-2-(methylthio)pyrimidin-5-yl)methanone 1584151-25-6 C12H17N3OS
cyclopentyl(4-(methylamino)-2-(methylthio)pyrimidin-5-yl)methanone
—— tris(dodecylthiomethyl)(bromomethyl)methane 105198-28-5 C41H83BrS3
tris(dodecylthiomethyl)(bromomethyl)methane
—— n-butyltin(IV)tris(N,N-diethylmonothiocarbamate) 86292-33-3 C19H39N3O3S3Sn
n-butyltin(IV)tris(N,N-diethylmonothiocarbamate)
—— 1-(3-(allylsulfonyl)prop-1-en-1-yl)-2-phenyldisulfane 1380688-19-6 C12H14O2S3
1-(3-(allylsulfonyl)prop-1-en-1-yl)-2-phenyldisulfane
—— 2-(Methylsulfonylmethyl)-acrylnitril 89323-92-2 C5H7NO2S
2-(Methylsulfonylmethyl)-acrylnitril
—— 7-Chloro-1-methoxy-7-phenylsulfanyl-bicyclo[4.1.0]heptane 68002-07-3 C14H17ClOS
7-Chloro-1-methoxy-7-phenylsulfanyl-bicyclo[4.1.0]heptane
—— Thiocyanatomethyl-aethylsulfid 13880-77-8 C4H7NS2
Thiocyanatomethyl-aethylsulfid
—— <i>trans</i>-1,2-bis-<i>tert</i>-butylsulfanyl-ethene 83173-54-0 C10H20S2
<i>trans</i>-1,2-bis-<i>tert</i>-butylsulfanyl-ethene
—— (isothiocyanatomethyl)cyclobutane 1095592-84-9 C6H9NS
(isothiocyanatomethyl)cyclobutane
—— 3-(2-methanesulfinyl-1-methyl-2-methylsulfanyl-ethyl)-octan-2-one 67148-26-9 C13H26O2S2
3-(2-methanesulfinyl-1-methyl-2-methylsulfanyl-ethyl)-octan-2-one
—— 1-(phenylthio)hept-2-yn-4-ol 122663-89-2 C13H16OS
1-(phenylthio)hept-2-yn-4-ol
—— cis-1-Brom-2-isopropylthioethen 53715-33-6 C5H9BrS
cis-1-Brom-2-isopropylthioethen
—— <i>tert</i>-butoxy-<i>tert</i>-butylsulfanyl-methyl 62285-19-2 C9H19OS
<i>tert</i>-butoxy-<i>tert</i>-butylsulfanyl-methyl