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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
—— [3-chloro-5-(thiazol-2-ylsulfanyl)-pyridin-4-yl]-methanol 1064678-63-2 C9H7ClN2OS2
[3-chloro-5-(thiazol-2-ylsulfanyl)-pyridin-4-yl]-methanol
—— (6-ethoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-ethyl-amine 58288-98-5 C9H14N4O3S
(6-ethoxy-2-methylsulfanyl-5-nitro-pyrimidin-4-yl)-ethyl-amine
—— 2-amino-5-chloro-3-cyano-6-thiocyanopyrazine 97780-03-5 C6H2ClN5S
2-amino-5-chloro-3-cyano-6-thiocyanopyrazine
—— 6-chloro-2-[(phenylmethyl)thio]-4,5-pyrimidinediamine 354582-79-9 C11H11ClN4S
6-chloro-2-[(phenylmethyl)thio]-4,5-pyrimidinediamine
—— bis-(2-amino-ethyl)-sulfoxide; dihydrobromide 105596-04-1 2BrH*C4H12N2OS
bis-(2-amino-ethyl)-sulfoxide; dihydrobromide
—— 2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-(4-pyridinylthio)-4-pyrimidinol 666752-76-7 C19H18F2N4O2S2
2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-(4-pyridinylthio)-4-pyrimidinol
—— 1-[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]-4(1H)-pyridinethione 666752-75-6 C19H18F2N4O2S2
1-[2-[[(2,3-difluorophenyl)methyl]thio]-4-hydroxy-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-pyrimidinyl]-4(1H)-pyridinethione
—— 4,6-dichloro-2-(benzylthio)-5-pyrimidinamine 1440512-67-3 C11H9Cl2N3S
4,6-dichloro-2-(benzylthio)-5-pyrimidinamine
—— 2-[(2,3-difluorobenzyl)thio]-5-fluoro-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-ol 666752-99-4 C14H14F3N3O2S
2-[(2,3-difluorobenzyl)thio]-5-fluoro-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-ol
—— 2-[(3-fluorobenzyl)thio]-5-fluoro-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-ol 666753-02-2 C14H15F2N3O2S
2-[(3-fluorobenzyl)thio]-5-fluoro-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-ol
—— [[4-amino-2,6-bis[[(2,3-difluorophenyl)methyl]thio]-5-pyrimidinyl]amino]acetonitrile 415920-31-9 C20H15F4N5S2
[[4-amino-2,6-bis[[(2,3-difluorophenyl)methyl]thio]-5-pyrimidinyl]amino]acetonitrile
—— O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]benzyl}hydroxylamine 153581-66-9 C19H22FNO3S
O-{4-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]benzyl}hydroxylamine
—— 4,6-Dihydroxy-5-nitro-2-[(phenylmethyl)thio]pyrimidine 354582-76-6 C11H9N3O4S
4,6-Dihydroxy-5-nitro-2-[(phenylmethyl)thio]pyrimidine
—— 5-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-4-pyrimidinol 666752-66-5 C14H14ClF2N3O2S
5-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-4-pyrimidinol
—— 2-[(4-fluorobenzyl)thio]-5-fluoro-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-ol 666753-04-4 C14H15F2N3O2S
2-[(4-fluorobenzyl)thio]-5-fluoro-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-ol
—— 2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-nitro-4-pyrimidinol 666752-70-1 C14H14F2N4O4S
2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-nitro-4-pyrimidinol
—— 2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-(1H-imidazol-2-ylthio)-4-pyrmidinol 666752-73-4 C17H17F2N5O2S2
2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-(1H-imidazol-2-ylthio)-4-pyrmidinol
—— 2-(benzylthio)-5-chloro-6-{[(1R)-2-hydroxy-1-methylethyl]amino}-4-pyrimidinol 666752-52-9 C14H16ClN3O2S
2-(benzylthio)-5-chloro-6-{[(1R)-2-hydroxy-1-methylethyl]amino}-4-pyrimidinol
—— 2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-4-pyrimidinol 666752-78-9 C17H18F2N6O2S2
2-[[(2,3-difluorophenyl)methyl]thio]-6-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]-4-pyrimidinol
—— pentanedithioic acid ethyl ester 13831-09-9 C7H14S2
pentanedithioic acid ethyl ester
—— 6-[2-(methylsulfinyl)ethyl]fulvene 1467737-18-3 C9H12OS
6-[2-(methylsulfinyl)ethyl]fulvene
—— 5-methyl-2-methylthiopyrimidin-4-amine 54308-64-4 C6H9N3S
5-methyl-2-methylthiopyrimidin-4-amine
—— 3-methylsulfanyl-2-methylsulfanylmethylprop-1-ene 96694-05-2 C6H12S2
3-methylsulfanyl-2-methylsulfanylmethylprop-1-ene
—— (Z)-(4S)-2,2-dimethoxy-4-<2'-<4''-(methylphenyl)thio>-2'-nitroethenyl>-1,3-dioxolane 150640-12-3 C14H17NO4S
(Z)-(4S)-2,2-dimethoxy-4-<2'-<4''-(methylphenyl)thio>-2'-nitroethenyl>-1,3-dioxolane
—— Cyclohex-2-enecarbothioic acid S-pyridin-2-yl ester 159389-41-0 C12H13NOS
Cyclohex-2-enecarbothioic acid S-pyridin-2-yl ester
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[1-(3-hydroxypropyl)-1H-pyrazol-3-yl]pyridine-3,5-dicarbonitrile 1187543-17-4 C23H18ClN7OS2
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[1-(3-hydroxypropyl)-1H-pyrazol-3-yl]pyridine-3,5-dicarbonitrile
—— 3-Amino-6-(2-tert-butoxy-1-methoxyethyl)-2-cyano-7-(methylthio)thieno<2,3-b>pyrazine 117735-02-1 C15H20N4O2S2
3-Amino-6-(2-tert-butoxy-1-methoxyethyl)-2-cyano-7-(methylthio)thieno<2,3-b>pyrazine
—— pyrazinoethylenedioxotetrathiafulvalene 128346-60-1 C10H6N2O2S4
pyrazinoethylenedioxotetrathiafulvalene
—— 1,10-Di-(methylsulphinyl)-decan 28242-22-0 C12H26O2S2
1,10-Di-(methylsulphinyl)-decan
—— (Z)-3,4-Bis-phenylsulfanyl-but-3-en-1-ol 137540-64-8 C16H16OS2
(Z)-3,4-Bis-phenylsulfanyl-but-3-en-1-ol
—— 8-(3-aminonaphthalen-2-ylthio)-9H-purin-6-amine 1289544-46-2 C15H12N6S
8-(3-aminonaphthalen-2-ylthio)-9H-purin-6-amine
—— 2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(but-3-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-98-0 C17H13BrN4O2S
2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(but-3-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 1,4-Bis-(2-amino-aethyl-dithio)-butan 92443-09-9 C8H20N2S4
1,4-Bis-(2-amino-aethyl-dithio)-butan
—— N-Methyl-N-<2-(6-phenyl-1,2,4,5-tetrazin-3-yl)thioethyl>-cyanamid 137481-85-7 C12H12N6S
N-Methyl-N-<2-(6-phenyl-1,2,4,5-tetrazin-3-yl)thioethyl>-cyanamid
—— 5-<(2-hydroxyethyl)thio>-6-methyl-2-(phenylmethyl)-4(1H)-pyrimidinone 82551-98-2 C14H16N2O2S
5-<(2-hydroxyethyl)thio>-6-methyl-2-(phenylmethyl)-4(1H)-pyrimidinone
—— S-Methallyl-isothioharnstoff 44744-78-7 C5H10N2S
S-Methallyl-isothioharnstoff
—— 5-<(2-hydroxyethyl)thio>-6-methyl-2-(trichloromethyl)-4(1H)-pyrimidinone 82551-97-1 C8H9Cl3N2O2S
5-<(2-hydroxyethyl)thio>-6-methyl-2-(trichloromethyl)-4(1H)-pyrimidinone
—— S-2-((5-(Phenylthio)pentyl)amino)ethyl thiosulfate 21224-79-3 C13H21NO3S3
S-2-((5-(Phenylthio)pentyl)amino)ethyl thiosulfate
—— N-Methyl-N-<2-(6-dimethylamino-1,2,4,5-tetrazin-3-yl)thioethyl>-cyanamid 137481-83-5 C8H13N7S
N-Methyl-N-<2-(6-dimethylamino-1,2,4,5-tetrazin-3-yl)thioethyl>-cyanamid
—— N-Methyl-N-<2-(6-methylthio-1,2,4,5-tetrazin-3-yl)oxyethyl>-cyanamid 137481-77-7 C7H10N6OS
N-Methyl-N-<2-(6-methylthio-1,2,4,5-tetrazin-3-yl)oxyethyl>-cyanamid
—— 5,7-diethyl-3-phenylthio-1,6-naphthyridin-2(1H)-one 146720-50-5 C18H18N2OS
5,7-diethyl-3-phenylthio-1,6-naphthyridin-2(1H)-one
—— N-Methyl-N-<2-(6-methylthio-1,2,4,5-tetrazin-3-yl)methylaminoethyl>-cyanamid 137481-87-9 C8H13N7S
N-Methyl-N-<2-(6-methylthio-1,2,4,5-tetrazin-3-yl)methylaminoethyl>-cyanamid
—— 3-amino-4-(2,5-dichlorophenylthio)benzonitrile 1154901-65-1 C13H8Cl2N2S
3-amino-4-(2,5-dichlorophenylthio)benzonitrile
—— 3,4,5,6-tetrahydro-2H-benzo<b>thiocin 84346-40-7 C11H14S
3,4,5,6-tetrahydro-2H-benzo<b>thiocin
—— 2-(6-methyl-2-phenylpyrimidin-4-ylthio)acetic acid 1239849-18-3 C13H12N2O2S
2-(6-methyl-2-phenylpyrimidin-4-ylthio)acetic acid
—— 6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 439128-81-1 C11H10N4S
6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— Trifluormethylmercaptomethylmercapto-benzol 829-96-9 C8H7F3S2
Trifluormethylmercaptomethylmercapto-benzol
—— 2-(6-methyl-2-phenylpyrimidin-4-ylthio)acetohydrazide 1632027-85-0 C13H14N4OS
2-(6-methyl-2-phenylpyrimidin-4-ylthio)acetohydrazide
—— 5-ethyl-1-benzyloxymethyl-6-(3,5-dimethylphenylthio)uracil 136105-76-5 C22H24N2O3S
5-ethyl-1-benzyloxymethyl-6-(3,5-dimethylphenylthio)uracil
—— (3S,4S)-1-methanesulfinyl-3,4-dimethyl-1-methylsulfanyl-cyclopentane 921210-48-2 C9H18OS2
(3S,4S)-1-methanesulfinyl-3,4-dimethyl-1-methylsulfanyl-cyclopentane