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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)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate 138175-72-1 C27H38O7S2Si
(E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate
—— (2S,4R)-1-[2-[2-(4-hydroxyphenyl)ethyl]-1,3-dithian-2-yl]heptadecane-2,4-diol 1056441-46-3 C29H50O3S2
(2S,4R)-1-[2-[2-(4-hydroxyphenyl)ethyl]-1,3-dithian-2-yl]heptadecane-2,4-diol
—— 2,2,6,6-Tetramethyl-4,4-bis(propylsulfanyl)piperidin-1-ol 112830-72-5 C15H31NOS2
2,2,6,6-Tetramethyl-4,4-bis(propylsulfanyl)piperidin-1-ol
—— 4-(Methylsulfonyl)-1-butanol 26981-51-1 C5H12O3S
4-(Methylsulfonyl)-1-butanol
—— 7-methylsulfonyl-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine 1429321-55-0 C11H14N2O4S3
7-methylsulfonyl-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine
—— N-isopropyl-N'-dodecylthiourea 62552-43-6 C16H34N2S
N-isopropyl-N'-dodecylthiourea
—— 4-[4-methyl-2-(1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol 1076222-44-0 C21H16N6OS
4-[4-methyl-2-(1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol
—— 4-methanesulfinyl-butan-1-ol 60270-06-6 C5H12O2S
4-methanesulfinyl-butan-1-ol
—— N<sup>1</sup>,N<sup>1</sup>,N<sup>2</sup>-Triisopropyl-thioharnstoff 24053-64-3 C10H22N2S
N<sup>1</sup>,N<sup>1</sup>,N<sup>2</sup>-Triisopropyl-thioharnstoff
—— 1-imido-2,μ-dithio-dicarbonic acid 1-amide 2-isopropylamide 60791-37-9 C5H11N3S2
1-imido-2,μ-dithio-dicarbonic acid 1-amide 2-isopropylamide
—— 3-Isopropylamino-7-nitro-1,4,2-benzothiadiazine 1,1-dioxide 638210-30-7 C10H11N3O4S2
3-Isopropylamino-7-nitro-1,4,2-benzothiadiazine 1,1-dioxide
—— t-Butyl-glyoxylsaeure-thionisopropylamid 5970-05-8 C9H17NOS
t-Butyl-glyoxylsaeure-thionisopropylamid
—— (α-bromoisopropyl)-isothiocyanate 71055-94-2 C4H6BrNS
(α-bromoisopropyl)-isothiocyanate
—— rac-O-cyclohept-2-enyl N-isopropylmonothiocarbamate 491880-00-3 C11H19NOS
rac-O-cyclohept-2-enyl N-isopropylmonothiocarbamate
—— 1,1-dioxo-N-propan-2-yl-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine 1429321-50-5 C11H11F3N2O2S2
1,1-dioxo-N-propan-2-yl-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine
—— N-isopropyl-2-oxohexanethioamide 95112-88-2 C9H17NOS
N-isopropyl-2-oxohexanethioamide
—— (R)-S-cyclohex-2-enyl N-isopropylmonothiocarbamate 255851-58-2 C10H17NOS
(R)-S-cyclohex-2-enyl N-isopropylmonothiocarbamate
—— 4-(4-Methyl-benzylsulfanyl)-phenol 102273-81-4 C14H14OS
4-(4-Methyl-benzylsulfanyl)-phenol
—— (<i>Z</i>)-2-methylsulfanyl-hex-2-en-4-yne 60813-85-6 C7H10S
(<i>Z</i>)-2-methylsulfanyl-hex-2-en-4-yne
—— 7-oxido-1,1-dioxo-N-propan-2-ylpyrido[4,3-e][1,4,2]dithiazin-7-ium-3-imine 1429321-61-8 C9H11N3O3S2
7-oxido-1,1-dioxo-N-propan-2-ylpyrido[4,3-e][1,4,2]dithiazin-7-ium-3-imine
—— (-)-(S)-O-cyclohex-2-enyl N-isopropylmonothiocarbamate 255851-57-1 C10H17NOS
(-)-(S)-O-cyclohex-2-enyl N-isopropylmonothiocarbamate
—— 1,1-dioxo-N-propan-2-ylpyrido[4,3-e][1,4,2]dithiazin-3-imine 1429321-60-7 C9H11N3O2S2
1,1-dioxo-N-propan-2-ylpyrido[4,3-e][1,4,2]dithiazin-3-imine
—— (+/-)-isopropyl-thiocarbamic acid O-(cyclohex-2-enyl) ester 405238-15-5 C10H17NOS
(+/-)-isopropyl-thiocarbamic acid O-(cyclohex-2-enyl) ester
—— 1,1-Dioxo-3-propan-2-ylimino-1lambda6,4,2-benzodithiazine-7-carbonitrile 1429321-58-3 C11H11N3O2S2
1,1-Dioxo-3-propan-2-ylimino-1lambda6,4,2-benzodithiazine-7-carbonitrile
—— isopropyl-thiocarbamic acid S-((S)-cyclohex-2-enyl) ester 255851-54-8 C10H17NOS
isopropyl-thiocarbamic acid S-((S)-cyclohex-2-enyl) ester
—— 3-isopropyl-1,1-dimethylthiourea 36600-03-0 C6H14N2S
3-isopropyl-1,1-dimethylthiourea
—— methyl N-isopropyl-2-methoxy-2,3-butadienimidothioate 918135-78-1 C9H15NOS
methyl N-isopropyl-2-methoxy-2,3-butadienimidothioate
—— iso-C3H7NHC(S)SSC(S)NHC3H7 2438-92-8 C8H16N2S4
iso-C3H7NHC(S)SSC(S)NHC3H7
—— rac-S-cyclohept-2-enyl N-isopropylmonothiocarbamate 491880-05-8 C11H19NOS
rac-S-cyclohept-2-enyl N-isopropylmonothiocarbamate
—— (+/-)-isopropyl-thiocarbamic acid O-((E)-1-ethyl-pent-2-enyl) ester 405238-11-1 C11H21NOS
(+/-)-isopropyl-thiocarbamic acid O-((E)-1-ethyl-pent-2-enyl) ester
—— Acetamide, 2-((4-cyano-5-(methylthio)-3-isothiazolyl)thio)- 24134-92-7 C7H7N3OS3
Acetamide, 2-((4-cyano-5-(methylthio)-3-isothiazolyl)thio)-
—— (4,4-dimethylcyclohex-1-enyl)phenylsulphide 99045-89-3 C14H18S
(4,4-dimethylcyclohex-1-enyl)phenylsulphide
—— 4,4-dimethyl-2-phenylsulfanylcyclohexanone 124992-53-6 C14H18OS
4,4-dimethyl-2-phenylsulfanylcyclohexanone
—— 1,4-Pentandithiol 54812-88-3 C5H12S2
1,4-Pentandithiol
—— ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)acetate 1231733-88-2 C24H26N2O4S
ethyl 2-(4,6-diphenethoxypyrimidin-2-ylthio)acetate
—— 2-<3-hydroxy-3-(p-methylthiophenyl)propyl>-1,3-dioxane 138793-02-9 C14H20O3S
2-<3-hydroxy-3-(p-methylthiophenyl)propyl>-1,3-dioxane
—— 5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pentan-3-one 108643-96-5 C15H20O3S
5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pentan-3-one
—— (E)-5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pent-1-en-3-one 108643-97-6 C15H18O3S
(E)-5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pent-1-en-3-one
—— 5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-(pyridin-2-ylthio)aniline 1100794-91-9 C19H25ClN4S
5-chloro-N-[3-(4-methylpiperazin-1-yl)propyl]-2-(pyridin-2-ylthio)aniline
—— (Z)-5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pent-1-en-3-one 108662-08-4 C15H18O3S
(Z)-5-(1',3'-dioxan-2'-yl)-1-(phenylthio)pent-1-en-3-one
—— 4-((5E,7Z)-undeca-5,7-dienylthio)butan-1-ol 1116649-43-4 C15H28OS
4-((5E,7Z)-undeca-5,7-dienylthio)butan-1-ol
—— 2-(R,S)-methyl-3-methylsulfonyl propionic acid 143224-95-7 C5H10O4S
2-(R,S)-methyl-3-methylsulfonyl propionic acid
—— tris(8-carboxy-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol 910912-09-3 C40H40O7S12
tris(8-carboxy-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol
—— 5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2,6(7H)-dione 129993-54-0 C6H4O2S4
5H-[1,3]dithiolo[4,5-b][1,4]dithiepine-2,6(7H)-dione
—— 2-((4-methylphenyl)thio)benzene-1,4-diol 18231-97-5 C13H12O2S
2-((4-methylphenyl)thio)benzene-1,4-diol
—— tetramethylene-1,4-bis-(2-mercaptoethylphosphine) 84274-61-3 C8H20P2S2
tetramethylene-1,4-bis-(2-mercaptoethylphosphine)
—— 2-decylsulfanyl-5-[(5-decylsulfanyl-1H-pyrrol-2-yl)-(2,3,4,5,6-pentafluorophenyl)methyl]-1H-pyrrole 943225-77-2 C35H49F5N2S2
2-decylsulfanyl-5-[(5-decylsulfanyl-1H-pyrrol-2-yl)-(2,3,4,5,6-pentafluorophenyl)methyl]-1H-pyrrole
—— (2E)-3-(3-Amino-4-cyan-5-methylthio-2-thienyl)acrylsaeure-methylester 123624-79-3 C10H10N2O2S2
(2E)-3-(3-Amino-4-cyan-5-methylthio-2-thienyl)acrylsaeure-methylester
—— 1,3-Dibromo-2-(methylthio)propane 86823-46-3 C4H8Br2S
1,3-Dibromo-2-(methylthio)propane
—— 2-deoxy-3,4;5,6-di-O-isopropylidene-2-C-nitromethyl-1-S-phenyl-1-thio-D-glucitol 116386-28-8 C19H27NO6S
2-deoxy-3,4;5,6-di-O-isopropylidene-2-C-nitromethyl-1-S-phenyl-1-thio-D-glucitol