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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-(N-methylcarbamoyl)phenyl 2-methylphenyl sulfide 343869-24-9 C15H15NOS
2-(N-methylcarbamoyl)phenyl 2-methylphenyl sulfide
—— 1,4-Benzothiazepin-5(4H)-on 115483-67-5 C9H7NOS
1,4-Benzothiazepin-5(4H)-on
—— 1H,4H-benzo<2,1-b:3,4-b'>bisthiete 220398-63-0 C8H6S2
1H,4H-benzo<2,1-b:3,4-b'>bisthiete
—— 2-(N-methylcarbamoyl)phenyl 2-(methoxycarbonyl)phenyl sulfide 130138-88-4 C16H16N2O2S
2-(N-methylcarbamoyl)phenyl 2-(methoxycarbonyl)phenyl sulfide
—— 2-(N-methylcarbamoyl)phenyl 4-methylphenyl sulfide 343869-27-2 C15H15NOS
2-(N-methylcarbamoyl)phenyl 4-methylphenyl sulfide
—— 2-(N-methylcarbamoyl)phenyl 4-nitrophenyl sulfide 343869-29-4 C14H12N2O3S
2-(N-methylcarbamoyl)phenyl 4-nitrophenyl sulfide
—— methyl 6-(2-(3-((E)-2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)benzamido)hexanoate 1012060-44-4 C28H28N4O3S
methyl 6-(2-(3-((E)-2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)benzamido)hexanoate
—— dimethyl 3-oxobenzo[b]thiophene-2,2(3H)-dicarboxylate 329908-01-2 C12H10O5S
dimethyl 3-oxobenzo[b]thiophene-2,2(3H)-dicarboxylate
—— 1-pyrrolidinosulfonylethylsulfonyl isocyanate 139779-20-7 C7H12N2O5S2
1-pyrrolidinosulfonylethylsulfonyl isocyanate
—— Ditert-butyl-[[ditert-butylphosphanylimino(dimethyl)-lambda6-sulfanylidene]amino]phosphane 66435-90-3 C18H42N2P2S
Ditert-butyl-[[ditert-butylphosphanylimino(dimethyl)-lambda6-sulfanylidene]amino]phosphane
—— <<(Dimethyloxo-λ<sup>6</sup>-sulfanyliden)amino>methylen>malononitril 60804-03-7 C6H7N3OS
<<(Dimethyloxo-λ<sup>6</sup>-sulfanyliden)amino>methylen>malononitril
—— S,S-Dimethyl-N-ethyl-sulfoximid 35362-77-7 C4H11NOS
S,S-Dimethyl-N-ethyl-sulfoximid
—— bis-(2,2,2-trifluoro-ethyl) sulfone 53105-47-8 C4H4F6O2S
bis-(2,2,2-trifluoro-ethyl) sulfone
—— 5-benzylthio-2-n-propylamino-1,3,4-thiadiazole 125908-47-6 C12H15N3S2
5-benzylthio-2-n-propylamino-1,3,4-thiadiazole
—— 3-Dimethylamino-thiet-1,1-dioxid 1599-35-5 C5H9NO2S
3-Dimethylamino-thiet-1,1-dioxid
—— 3-[2-((S)-1-Dimethylamino-ethyl)-phenylsulfanyl]-1,1,1-trifluoro-propan-2-one 192209-46-4 C13H16F3NOS
3-[2-((S)-1-Dimethylamino-ethyl)-phenylsulfanyl]-1,1,1-trifluoro-propan-2-one
—— 2,4,6-tris-methylsulfanyl-toluene 201742-27-0 C10H14S3
2,4,6-tris-methylsulfanyl-toluene
—— (1S,2S)-1-ethoxy-2-[[(1S,2S)-2-ethoxycyclohexyl]disulfanyl]cyclohexane 130258-37-6 C16H30O2S2
(1S,2S)-1-ethoxy-2-[[(1S,2S)-2-ethoxycyclohexyl]disulfanyl]cyclohexane
—— bis-dichloromethyl disulfide 97925-52-5 C2H2Cl4S2
bis-dichloromethyl disulfide
—— (Ethylsulfanyl-bis-methanesulfonyl-methylsulfanyl)-ethane 441799-71-9 C7H16O4S4
(Ethylsulfanyl-bis-methanesulfonyl-methylsulfanyl)-ethane
—— 2-(ethylsulfonyl)-2-(methylsulfonyl)propane 141198-62-1 C6H14O4S2
2-(ethylsulfonyl)-2-(methylsulfonyl)propane
—— Dimethyl-[(S)-1-(2-methylsulfanyl-phenyl)-ethyl]-amine 172842-04-5 C11H17NS
Dimethyl-[(S)-1-(2-methylsulfanyl-phenyl)-ethyl]-amine
—— 3-[2-((S)-1-Dimethylamino-ethyl)-phenylsulfanyl]-1,1,1-trifluoro-propan-2-ol 192209-47-5 C13H18F3NOS
3-[2-((S)-1-Dimethylamino-ethyl)-phenylsulfanyl]-1,1,1-trifluoro-propan-2-ol
—— 1-(4-Bromophenyl)sulfanyl-3-prop-2-enoxypropan-2-ol 1188556-84-4 C12H15BrO2S
1-(4-Bromophenyl)sulfanyl-3-prop-2-enoxypropan-2-ol
—— 3-[(allyloxy)methyl]-2,3-dihydrobenzo[e]1,4-oxathiepin-5-one 821768-59-6 C13H14O3S
3-[(allyloxy)methyl]-2,3-dihydrobenzo[e]1,4-oxathiepin-5-one
—— (4-Methylsulfanyl-phenyl)-thiazol-2-yl-methanol 346629-64-9 C11H11NOS2
(4-Methylsulfanyl-phenyl)-thiazol-2-yl-methanol
—— (R)-tert-butyl 3-benzyl-4-(2-(2-cyanophenylthio)benzoyl)piperazine-1-carboxylate 1144508-61-1 C30H31N3O3S
(R)-tert-butyl 3-benzyl-4-(2-(2-cyanophenylthio)benzoyl)piperazine-1-carboxylate
—— ethyl (6-hydroxy-2,3-dihydro-1-benzothiophen-3-yl)acetate 1022979-94-7 C12H14O3S
ethyl (6-hydroxy-2,3-dihydro-1-benzothiophen-3-yl)acetate
—— 1-methyl-3-methylthio-5-phenyl-1,2,4-triazin-1-ium iodide 35102-16-0 C11H12N3S*I
1-methyl-3-methylthio-5-phenyl-1,2,4-triazin-1-ium iodide
—— S-ethyl diisobutylthiocarbamate S,S-dioxide 51892-57-0 C11H23NO3S
S-ethyl diisobutylthiocarbamate S,S-dioxide
—— <i>S</i>-heptyl-isothiourea; <i>S</i>-heptyl-isothiuronium-bromide 4270-02-4 BrH*C8H18N2S
<i>S</i>-heptyl-isothiourea; <i>S</i>-heptyl-isothiuronium-bromide
—— 1-(4-(5-chloro-2-(phenylthio)phenyl)but-3-ynyl)-4-methylpiperazine 1100794-09-9 C21H23ClN2S
1-(4-(5-chloro-2-(phenylthio)phenyl)but-3-ynyl)-4-methylpiperazine
—— S-((2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl) 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanethioate 1333236-73-9 C16H11F13O2S3
S-((2,3-dihydrothieno[3,4-b][1,4]oxathiin-3-yl)-methyl) 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanethioate
—— <3>Thienylmercapto-essigsaeure-methylester 1723-32-6 C7H8O2S2
<3>Thienylmercapto-essigsaeure-methylester
—— 2-(thiophen-3-ylsulfanyl)phenylamine 23699-18-5 C10H9NS2
2-(thiophen-3-ylsulfanyl)phenylamine
—— 3-(butylsulfanyl)thiophene 3988-72-5 C8H12S2
3-(butylsulfanyl)thiophene
—— allyl 4,4-difluoro-2-methyl-4-phenylsulfanylbutanoate 776313-44-1 C14H16F2O2S
allyl 4,4-difluoro-2-methyl-4-phenylsulfanylbutanoate
—— 4-Isopropylidene-2,2,5,5-tetramethyl-[1,3]oxathiolane 94398-59-1 C10H18OS
4-Isopropylidene-2,2,5,5-tetramethyl-[1,3]oxathiolane
—— 3-(2-chlorophenyl)-2-benzylthio-4(3H)-pyrimidinone 89069-57-8 C17H13ClN2OS
3-(2-chlorophenyl)-2-benzylthio-4(3H)-pyrimidinone
—— 5-phenylthio-2-furylmethylenepropanedinitrile 56656-64-5 C14H8N2OS
5-phenylthio-2-furylmethylenepropanedinitrile
—— 2-{[5-(phenylsulfanyl)furan-2-yl]methyl}propanedinitrile 1432613-99-4 C14H10N2OS
2-{[5-(phenylsulfanyl)furan-2-yl]methyl}propanedinitrile
—— 6-but-3-en-1-yl-7-methyl-1,4-dithiaspiro[4.5]dec-6-ene 1292848-64-6 C13H20S2
6-but-3-en-1-yl-7-methyl-1,4-dithiaspiro[4.5]dec-6-ene
—— 2-methylthioethoxyamine 101512-32-7 C3H9NOS
2-methylthioethoxyamine
—— O-(2-methylsulfinyl)ethylhydroxylamine 504436-71-9 C3H9NO2S
O-(2-methylsulfinyl)ethylhydroxylamine
—— 5H-2,4-Dithia-1,3,8-triaza-cyclopenta[a]naphthalene 179334-00-0 C8H5N3S2
5H-2,4-Dithia-1,3,8-triaza-cyclopenta[a]naphthalene
—— 4-Methyl-3-(4-methylsulfanyl-[1,2,5]thiadiazol-3-yl)-pyridine 201533-58-6 C9H9N3S2
4-Methyl-3-(4-methylsulfanyl-[1,2,5]thiadiazol-3-yl)-pyridine
—— 2-methylthio-3-(2-ethylphenyl)-4(3H)-pyrimidinone 89069-36-3 C13H14N2OS
2-methylthio-3-(2-ethylphenyl)-4(3H)-pyrimidinone
—— 6H-Spiro[bicyclo[3.3.1]nonane-2,2'-[1,3]dithiolan]-6-one 27581-54-0 C11H16OS2
6H-Spiro[bicyclo[3.3.1]nonane-2,2'-[1,3]dithiolan]-6-one
—— 5-cyano-2-(nitromethylthio)thiophene 126715-75-1 C6H4N2O2S2
5-cyano-2-(nitromethylthio)thiophene
—— Benzene, ((2-(ethenylseleno)ethyl)thio)- 90053-42-2 C10H14SSe
Benzene, ((2-(ethenylseleno)ethyl)thio)-