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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
—— (2S,3S)-3-(tert-butoxycarbonylamino)-5-methyl-1-phenylthio-2-hexanol 799559-94-7 C18H29NO3S
(2S,3S)-3-(tert-butoxycarbonylamino)-5-methyl-1-phenylthio-2-hexanol
—— 2-Amino-4-hydroxy-5-(4-chlor-phenylmercapto)-pyrimidin 90799-83-0 C10H8ClN3OS
2-Amino-4-hydroxy-5-(4-chlor-phenylmercapto)-pyrimidin
—— (2S,3S)-3-(tert-butoxycarbonylamino)-5-methyl-1-methylsulfonyl-2-hexanol 799560-36-4 C13H27NO5S
(2S,3S)-3-(tert-butoxycarbonylamino)-5-methyl-1-methylsulfonyl-2-hexanol
—— 1H-Pyrido(3,2-b)pyrimido(4,5-e)(1,4)thiazin-4(10H)-one, 2-amino-8-methyl- 63931-12-4 C10H9N5OS
1H-Pyrido(3,2-b)pyrimido(4,5-e)(1,4)thiazin-4(10H)-one, 2-amino-8-methyl-
—— 1-tert-butyl-4-methylsulfonylcyclohexane 4943-24-2 C11H22O2S
1-tert-butyl-4-methylsulfonylcyclohexane
—— 4-bromo-2-(3-fluoro-phenylsulfanyl)-1-methoxybenzene 905815-86-3 C13H10BrFOS
4-bromo-2-(3-fluoro-phenylsulfanyl)-1-methoxybenzene
—— <i>S</i>-ethyl-<i>N</i>,<i>N</i>-dimethyl-isothiourea 90298-19-4 C5H12N2S
<i>S</i>-ethyl-<i>N</i>,<i>N</i>-dimethyl-isothiourea
—— 4-(3-bromo-2,2-difluoropropyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one 774603-40-6 C8H5BrF8O2S
4-(3-bromo-2,2-difluoropropyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one
—— 4-(3-diazo-2-oxopropyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one 603960-94-7 C8H4F6N2O3S
4-(3-diazo-2-oxopropyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one
—— 1-(butane-1-sulfonyl)-propan-2-one 91589-37-6 C7H14O3S
1-(butane-1-sulfonyl)-propan-2-one
—— 3,4,5,6-tetrachloro-2-trifluoromethylthiopyridine 765915-28-4 C6Cl4F3NS
3,4,5,6-tetrachloro-2-trifluoromethylthiopyridine
—— N-(2-chloroethyl)-N-ethyl-2-(2-methylphenyl)sulfanylethanamine;hydron;chloride —— C13H21Cl2NS
N-(2-chloroethyl)-N-ethyl-2-(2-methylphenyl)sulfanylethanamine;hydron;chloride
—— 2-Ethylthiomethyl-1,3-dithiacycloheptan 80158-23-2 C8H16S3
2-Ethylthiomethyl-1,3-dithiacycloheptan
—— (4-amino-5-methyl-pyrimidin-2-ylmercapto)-acetic acid 83991-19-9 C7H9N3O2S
(4-amino-5-methyl-pyrimidin-2-ylmercapto)-acetic acid
—— 2,6-dimethyl-octane-3-thiol 91180-22-2 C10H22S
2,6-dimethyl-octane-3-thiol
—— (5-chloro-2-thienylthio)-acetonitrile 60493-06-3 C6H4ClNS2
(5-chloro-2-thienylthio)-acetonitrile
—— S-4-O-(ethylxanthic)pentanenitrile 796073-62-6 C8H13NOS2
S-4-O-(ethylxanthic)pentanenitrile
—— (3-Phenylsulfanylphenyl)methyl methanesulfonate 898535-17-6 C14H14O3S2
(3-Phenylsulfanylphenyl)methyl methanesulfonate
—— R-4-(O-ethylxanthic)pentanenitrile 796073-65-9 C8H13NOS2
R-4-(O-ethylxanthic)pentanenitrile
—— 1-(4-bromo-2,2-dimethylbutyl)-2-phenylthio-1H-indole 202346-04-1 C20H22BrNS
1-(4-bromo-2,2-dimethylbutyl)-2-phenylthio-1H-indole
—— 1-(4-aminophenyl)-7-phenylthioheptane 257289-15-9 C19H25NS
1-(4-aminophenyl)-7-phenylthioheptane
—— [Difluoro-(2-methylsulfanyl-3,6-dihydro-2H-thiopyran-2-yl)-methyl]-phosphonic acid diethyl ester 437713-32-1 C11H19F2O3PS2
[Difluoro-(2-methylsulfanyl-3,6-dihydro-2H-thiopyran-2-yl)-methyl]-phosphonic acid diethyl ester
—— 4-(2,5-dimethyl-2H-pyrazol-3-ylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde 1001129-05-0 C11H13N5OS
4-(2,5-dimethyl-2H-pyrazol-3-ylamino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde
—— 5-(5-chloro-thiophen-2-ylsulfanylmethyl)-1<i>H</i>-tetrazole 60493-05-2 C6H5ClN4S2
5-(5-chloro-thiophen-2-ylsulfanylmethyl)-1<i>H</i>-tetrazole
—— Imidazole, 1-methyl-2-(prop-2-ynyl)thio-, hydrobromide 66156-62-5 C7H9BrN2S
Imidazole, 1-methyl-2-(prop-2-ynyl)thio-, hydrobromide
—— 2-Phenylsulfanyl-propionic acid (R)-1-formyl-butyl ester 1026584-97-3 C14H18O3S
2-Phenylsulfanyl-propionic acid (R)-1-formyl-butyl ester
—— Methyl (2R,3R,4R)-<4-methyl-5-oxo-4-(phenylthio)-2-propyltetrahydrofuran-3-yl>acetate 134829-46-2 C17H22O4S
Methyl (2R,3R,4R)-<4-methyl-5-oxo-4-(phenylthio)-2-propyltetrahydrofuran-3-yl>acetate
—— 5-Bromo-2-methylsulfanyl-1H-benzoimidazole-4,7-dione 310461-62-2 C8H5BrN2O2S
5-Bromo-2-methylsulfanyl-1H-benzoimidazole-4,7-dione
—— 4,6-Bis(2-glucosylhydrazino)-7H-pyrimido(4,5-b)(1,4)thiazine 65413-41-4 C18H29N7O10S
4,6-Bis(2-glucosylhydrazino)-7H-pyrimido(4,5-b)(1,4)thiazine
—— (S)-2-mercapto-1-hexanol 383414-72-0 C6H14OS
(S)-2-mercapto-1-hexanol
—— 5,10-dihydro-4H-thieno<3,2-b>benzo<f><1,4>thiazocin-5-one 139308-16-0 C12H9NOS2
5,10-dihydro-4H-thieno<3,2-b>benzo<f><1,4>thiazocin-5-one
—— (-)-(R)-3-methyl-thio-1-hexanol 90180-89-5 C7H16OS
(-)-(R)-3-methyl-thio-1-hexanol
—— (2S,3R)-2-<(S)-(phenylsulfanyl)methyl>-3-propyloxirane 145841-93-6 C12H16OS
(2S,3R)-2-<(S)-(phenylsulfanyl)methyl>-3-propyloxirane
—— 5,10-Dihydro-1,11-dithia-5-aza-benzo[a]cyclopenta[e]cycloocten-4-one 139308-19-3 C12H9NOS2
5,10-Dihydro-1,11-dithia-5-aza-benzo[a]cyclopenta[e]cycloocten-4-one
—— 2,2,2-trifluoro-N-[4-(phenylthio)phenyl]acetamide 904115-46-4 C14H10F3NOS
2,2,2-trifluoro-N-[4-(phenylthio)phenyl]acetamide
—— (+)-(S)-3-methylthio-1-hexanol 90180-91-9 C7H16OS
(+)-(S)-3-methylthio-1-hexanol
—— (2S,3R)-2-((S)-Methanesulfinylmethyl)-3-propyl-oxirane 145842-00-8 C7H14O2S
(2S,3R)-2-((S)-Methanesulfinylmethyl)-3-propyl-oxirane
—— (R)-2-mercapto-1-hexanol 383414-71-9 C6H14OS
(R)-2-mercapto-1-hexanol
—— Methyl (4R)-4-<2-<(phenylthio)propionyl>oxy>hept-2(E)-enoate 134829-45-1 C17H22O4S
Methyl (4R)-4-<2-<(phenylthio)propionyl>oxy>hept-2(E)-enoate
—— 5-azido-4-(phenylthio)spiro<2H-benzimidazole-2,1'-cyclohexane> 130256-97-2 C18H17N5S
5-azido-4-(phenylthio)spiro<2H-benzimidazole-2,1'-cyclohexane>
—— 4-[(imino)(methoxy)methyl]phenyl 2,6-anhydro-1,2-thio-β-D-mannopyranoside 208761-69-7 C14H17NO4S2
4-[(imino)(methoxy)methyl]phenyl 2,6-anhydro-1,2-thio-β-D-mannopyranoside
—— (2S,3R)-2-hydroxy-3-(phenylsulfanyl)heptanoic acid (tetrahydropyran-2-yloxy)amide 285572-43-2 C18H27NO4S
(2S,3R)-2-hydroxy-3-(phenylsulfanyl)heptanoic acid (tetrahydropyran-2-yloxy)amide
—— 4-(aminothiocarbonyl)phenyl 2,6-anhydro-1,2-thio-β-D-mannopyranoside 208761-70-0 C13H15NO3S3
4-(aminothiocarbonyl)phenyl 2,6-anhydro-1,2-thio-β-D-mannopyranoside
—— hydron;S-phenyl 3-(1-phenylethyl)imidazole-4-carbothioate;chloride —— C18H17ClN2OS
hydron;S-phenyl 3-(1-phenylethyl)imidazole-4-carbothioate;chloride
—— 1-(2,3-dihydro-3,3-dimethylbenzo<b>thien-5-yl)ethanol 132102-35-3 C12H16OS
1-(2,3-dihydro-3,3-dimethylbenzo<b>thien-5-yl)ethanol
—— [4-(2-Methylaminomethyl-phenylsulfanyl)-3-nitro-phenyl]-methanol 627488-48-6 C15H16N2O3S
[4-(2-Methylaminomethyl-phenylsulfanyl)-3-nitro-phenyl]-methanol
—— 2-(3,3-Dimethyl-2,3-dihydro-benzo[b]thiophen-5-yl)-but-3-en-2-ol 197379-61-6 C14H18OS
2-(3,3-Dimethyl-2,3-dihydro-benzo[b]thiophen-5-yl)-but-3-en-2-ol
—— 5-Fluoromethyl-2-(2-methylaminomethyl-phenylsulfanyl)-phenylamine 844699-84-9 C15H17FN2S
5-Fluoromethyl-2-(2-methylaminomethyl-phenylsulfanyl)-phenylamine
—— [2-(4-Fluoromethyl-2-nitro-phenylsulfanyl)-benzyl]-methyl-amine 627488-72-6 C15H15FN2O2S
[2-(4-Fluoromethyl-2-nitro-phenylsulfanyl)-benzyl]-methyl-amine
—— 5-thiocyanatohept-1-en-6-yne 220435-11-0 C8H9NS
5-thiocyanatohept-1-en-6-yne