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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-[[(3S,4R,5R,6R)-3,4,5,6,7-pentahydroxy-1-methylsulfinyl-1-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]heptan-2-yl]amino]-3-phenylthiourea 371252-40-3 C23H29N5O6S4
1-[[(3S,4R,5R,6R)-3,4,5,6,7-pentahydroxy-1-methylsulfinyl-1-[(5-phenyl-1,3,4-thiadiazol-2-yl)sulfanyl]heptan-2-yl]amino]-3-phenylthiourea
—— 5-(4,5-Bis-ethylsulfanyl-[1,3]dithiol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-one 174498-45-4 C11H10OS8
5-(4,5-Bis-ethylsulfanyl-[1,3]dithiol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-2-one
—— S-2-amino-6-chloro-4-fluorophenyl dimethylthiocarbamate 131106-77-9 C9H10ClFN2OS
S-2-amino-6-chloro-4-fluorophenyl dimethylthiocarbamate
—— 4-Diethoxymethyl-2-hexylsulfanyl-6-trifluoromethyl-pyrimidine 863672-52-0 C16H25F3N2O2S
4-Diethoxymethyl-2-hexylsulfanyl-6-trifluoromethyl-pyrimidine
—— 2-(4-chlorophenylthio)propanamine hydrochloride 104864-10-0 C9H12ClNS*ClH
2-(4-chlorophenylthio)propanamine hydrochloride
—— 2-Butylmercapto-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin 3434-24-0 C16H18N4O2S
2-Butylmercapto-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin
—— (2S,3S)-3-Phenyl-2-phenylsulfanylmethyl-cycloheptanone 143008-49-5 C20H22OS
(2S,3S)-3-Phenyl-2-phenylsulfanylmethyl-cycloheptanone
—— (2R,3S)-3-Phenyl-2-phenylsulfanylmethyl-cyclopentanone 143008-56-4 C18H18OS
(2R,3S)-3-Phenyl-2-phenylsulfanylmethyl-cyclopentanone
—— ((2-hexyl-4,5-dimethyl-1,4-cyclohexadien-1-yl)sulfanyl)benzene 648436-18-4 C20H28S
((2-hexyl-4,5-dimethyl-1,4-cyclohexadien-1-yl)sulfanyl)benzene
—— (R)-3-<(methylthio)methoxy>butanal 116809-44-0 C6H12O2S
(R)-3-<(methylthio)methoxy>butanal
—— 4-(4-aminophenylthio)-N-methylpyridin-2-amine 1207681-66-0 C12H13N3S
4-(4-aminophenylthio)-N-methylpyridin-2-amine
—— 2-(2-selanylphenyl)sulfanylbenzenethiol 1572495-86-3 C12H10S2Se
2-(2-selanylphenyl)sulfanylbenzenethiol
—— (E)-4'-[2-(4-methoxytetrahydropyran-4-yl)thiazol-5-ylthio]acetophenone oxime 158346-59-9 C17H20N2O3S2
(E)-4'-[2-(4-methoxytetrahydropyran-4-yl)thiazol-5-ylthio]acetophenone oxime
—— 2-[1-(2-Amino-1-methyl-ethylsulfanyl)-1-butyl-pentylsulfanyl]-propylamine 91485-94-8 C15H34N2S2
2-[1-(2-Amino-1-methyl-ethylsulfanyl)-1-butyl-pentylsulfanyl]-propylamine
—— 6-Ethyl-5-hydroxy-7-methoxy-2,2-dimethyl-2H-thiopyrano<2,3-b>pyridin-4(3H)-on 88527-12-2 C13H17NO3S
6-Ethyl-5-hydroxy-7-methoxy-2,2-dimethyl-2H-thiopyrano<2,3-b>pyridin-4(3H)-on
—— 3-Methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazin-6-ol 132055-34-6 C6H9N3OS
3-Methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b][1,3]thiazin-6-ol
—— ([18F]fluoroethyl)isothiourea 185247-75-0 C3H7FN2S
([18F]fluoroethyl)isothiourea
—— 2-hexyl-4-methyl-1-(phenylsulfanyl)benzene 648436-66-2 C19H24S
2-hexyl-4-methyl-1-(phenylsulfanyl)benzene
—— 1,2-bis(tert-butylthio)benzene 25752-95-8 C14H22S2
1,2-bis(tert-butylthio)benzene
—— (Z)-1-butyltelluro-1-cyclohexenyl-2-phenylthio ethene 1251831-13-6 C18H24STe
(Z)-1-butyltelluro-1-cyclohexenyl-2-phenylthio ethene
—— tetracyanodibenzotetrathiafulvalene 891848-04-7 C18H4N4S4
tetracyanodibenzotetrathiafulvalene
—— 4,5-bis(2-acetyloxyethylthio)-1,3-dithiole-2-thione 198555-64-5 C11H14O4S5
4,5-bis(2-acetyloxyethylthio)-1,3-dithiole-2-thione
—— bis(pyrazino) tetrathiafulvalene 97942-32-0 C10H4N4S4
bis(pyrazino) tetrathiafulvalene
—— 4,5-(cis-1,2-trimethyleneethylenedithio)-1,3-dithiole-2-thione 123405-76-5 C8H8S5
4,5-(cis-1,2-trimethyleneethylenedithio)-1,3-dithiole-2-thione
—— (5-Cyano-2-hydrazinopyrimidinyl-4-thio)acetic acid ethyl ester 136271-41-5 C9H11N5O2S
(5-Cyano-2-hydrazinopyrimidinyl-4-thio)acetic acid ethyl ester
—— Diazo-(pentane-1-sulfonyl)-acetic acid ethyl ester 921755-25-1 C9H16N2O4S
Diazo-(pentane-1-sulfonyl)-acetic acid ethyl ester
—— Trimethyl-((E)-1-phenylsulfanyl-propenyloxy)-silane 101765-66-6 C12H18OSSi
Trimethyl-((E)-1-phenylsulfanyl-propenyloxy)-silane
—— 1-methyl-2-(3-chloropropylthio)imidazole 136995-80-7 C7H11ClN2S
1-methyl-2-(3-chloropropylthio)imidazole
—— 2-(isopropylthio)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 1611001-48-9 C14H22BNO2S
2-(isopropylthio)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
—— 5-(Benzylsulfanyl)-1,2-dihydropyrimido[5,4-e][1,2,4]triazine 21308-89-4 C12H11N5S
5-(Benzylsulfanyl)-1,2-dihydropyrimido[5,4-e][1,2,4]triazine
—— <5-Chlor-pyridyl-(2)-mercapto>-aceton 5898-33-9 C8H8ClNOS
<5-Chlor-pyridyl-(2)-mercapto>-aceton
—— 2-(2-Oxo-cyclohexylmercapto)-pyridin 5898-24-8 C11H13NOS
2-(2-Oxo-cyclohexylmercapto)-pyridin
—— (1,3-dimethyl-5-benzylthiopyrazol-4-yl)-N-(2-hydroxyisopropoxy)carboxylic acid amide 868681-22-5 C16H21N3O3S
(1,3-dimethyl-5-benzylthiopyrazol-4-yl)-N-(2-hydroxyisopropoxy)carboxylic acid amide
—— 3-Propan-2-yl-6-(2,4,6-trichlorophenyl)sulfanyl-[1,2,4]triazolo[4,3-a]pyridine 876461-42-6 C15H12Cl3N3S
3-Propan-2-yl-6-(2,4,6-trichlorophenyl)sulfanyl-[1,2,4]triazolo[4,3-a]pyridine
—— N-[3-(2-hydroxyethyl)phenyl]-4-(3-methoxyphenylsulphanyl)-2-pyrimidineamine 213747-36-5 C19H19N3O2S
N-[3-(2-hydroxyethyl)phenyl]-4-(3-methoxyphenylsulphanyl)-2-pyrimidineamine
—— N-[3,5-dimethoxy-4-(2-hydroxyethoxy)phenyl]-4-(3-methoxyphenylsulphanyl)-2-pyrimidineamine 213747-71-8 C21H23N3O5S
N-[3,5-dimethoxy-4-(2-hydroxyethoxy)phenyl]-4-(3-methoxyphenylsulphanyl)-2-pyrimidineamine
—— 1-(Dimethylsulfamoyl)-4-fluoro-5-(2,4,6-trichlorophenylthio)pyrazole 143535-55-1 C11H9Cl3FN3O2S2
1-(Dimethylsulfamoyl)-4-fluoro-5-(2,4,6-trichlorophenylthio)pyrazole
—— 3,4-methylenedithiopyrrole 851346-12-8 C5H5NS2
3,4-methylenedithiopyrrole
—— 2-<2.2-Diaethoxy-aethylmercapto>-pyrimidin 55862-33-4 C10H16N2O2S
2-<2.2-Diaethoxy-aethylmercapto>-pyrimidin
—— thiacyclotrideca-3,11-diyne-1,1-dioxide 514853-59-9 C12H16O2S
thiacyclotrideca-3,11-diyne-1,1-dioxide
—— thiacyclotetradeca-3,11-diyne-1,1-dioxide 514853-61-3 C13H18O2S
thiacyclotetradeca-3,11-diyne-1,1-dioxide
—— 2-cyanoethylthio-5-ethylthio-1,3-dithiole-2-thione 846571-59-3 C8H9NS5
2-cyanoethylthio-5-ethylthio-1,3-dithiole-2-thione
—— 4-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}butyl methanesulfonate 913062-84-7 C12H21N3O3S2
4-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}butyl methanesulfonate
—— Acetic acid (2R,3S)-2-acetoxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester 143087-25-6 C16H20O5S
Acetic acid (2R,3S)-2-acetoxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester
—— 2-<Pyridyl-(2)-mercapto>-cyclopentanon 46201-24-5 C10H11NOS
2-<Pyridyl-(2)-mercapto>-cyclopentanon
—— 5-Methyl-2-(naphth-2-yl-mercapto)-pyridin 92856-71-8 C16H13NS
5-Methyl-2-(naphth-2-yl-mercapto)-pyridin
—— N-Cyanomethyl-2,2,2-trifluoro-N-(2-methanesulfonyl-ethyl)-acetamide 552334-87-9 C7H9F3N2O3S
N-Cyanomethyl-2,2,2-trifluoro-N-(2-methanesulfonyl-ethyl)-acetamide
—— 2-(5-Nitro-pyridyl-(2)-mercapto)-cyclohexanon 5898-29-3 C11H12N2O3S
2-(5-Nitro-pyridyl-(2)-mercapto)-cyclohexanon
—— N-(trifluoroacetyl)-N-(methanesulphonylethyl)-aminomethylthioamide 231278-74-3 C7H11F3N2O3S2
N-(trifluoroacetyl)-N-(methanesulphonylethyl)-aminomethylthioamide
—— (E)-5,6-epoxy-2-hexen-1-yl phenyl sulfide 145939-34-0 C12H14OS
(E)-5,6-epoxy-2-hexen-1-yl phenyl sulfide