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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
—— N-Dimethylaminomethyl-n-butylsulfid 62142-30-7 C7H17NS
N-Dimethylaminomethyl-n-butylsulfid
—— 2-(2-methyl-1,3-dithiolan-2-yl)acetaldehyde 65726-46-7 C6H10OS2
2-(2-methyl-1,3-dithiolan-2-yl)acetaldehyde
—— N<sup>1</sup>,N<sup>1</sup>,N<sup>8</sup>,N<sup>8</sup>-tetramethyl-2,7-dithiaoctane-1,8-diamine 1369273-08-4 C10H24N2S2
N<sup>1</sup>,N<sup>1</sup>,N<sup>8</sup>,N<sup>8</sup>-tetramethyl-2,7-dithiaoctane-1,8-diamine
—— [2-(4-chloro-benzyl)-4-fluoro-benzyl]dimethylamine 1044573-09-2 C15H15ClFNS
[2-(4-chloro-benzyl)-4-fluoro-benzyl]dimethylamine
—— {4-[4-chloro-2-(4-chlorophenylsulfanyl)benzenesulfinyl]phenyl} dimethylamine 1044573-06-9 C20H17ClFNOS2
{4-[4-chloro-2-(4-chlorophenylsulfanyl)benzenesulfinyl]phenyl} dimethylamine
—— 3,4-dihydro-2-ethoxy-6-methyl-5-(phenylthio)-2H-pyran 83666-42-6 C14H18O2S
3,4-dihydro-2-ethoxy-6-methyl-5-(phenylthio)-2H-pyran
—— 2,2,4-tribromo-4-chloro-1,3-dithietane 1,1,3,3-tetraoxide 86022-14-2 C2Br3ClO4S2
2,2,4-tribromo-4-chloro-1,3-dithietane 1,1,3,3-tetraoxide
—— 5-(difluoromethoxy)-2-(phenylsulfanyl)-1H-benzimidazole 1312711-61-7 C14H10F2N2OS
5-(difluoromethoxy)-2-(phenylsulfanyl)-1H-benzimidazole
—— 2-<3-oxo-2-(phenylthio)butyl>pyrrole 83666-51-7 C14H15NOS
2-<3-oxo-2-(phenylthio)butyl>pyrrole
—— 5-(difluoromethoxy)-2-(thiophen-2-ylsulfanyl)-1H-benzimidazole 1312711-70-8 C12H8F2N2OS2
5-(difluoromethoxy)-2-(thiophen-2-ylsulfanyl)-1H-benzimidazole
—— 2-[(4-tert-butylphenyl)sulfanyl]-5-(difluoromethoxy)-1H-benzimidazole 1312711-64-0 C18H18F2N2OS
2-[(4-tert-butylphenyl)sulfanyl]-5-(difluoromethoxy)-1H-benzimidazole
—— S-Methyl-xanthogensaeure-<cis-2-methyl-cyclohexylester> 15288-12-7 C9H16OS2
S-Methyl-xanthogensaeure-<cis-2-methyl-cyclohexylester>
—— (+)-<cis-2-Methyl-cyclohexyl>-S-methylxanthogenat 15288-12-7 C9H16OS2
(+)-<cis-2-Methyl-cyclohexyl>-S-methylxanthogenat
—— S-Methyl-xanthogensaeure-<trans-2-methyl-cyclohexylester> 15288-12-7 C9H16OS2
S-Methyl-xanthogensaeure-<trans-2-methyl-cyclohexylester>
—— trans-2-Methyl-cyclohexyl-S-methyl-xanthogenat 15288-12-7 C9H16OS2
trans-2-Methyl-cyclohexyl-S-methyl-xanthogenat
—— bis(1-methyl-1H-indol-3-yl)sulfide 1449520-48-2 C18H16N2S
bis(1-methyl-1H-indol-3-yl)sulfide
—— (2S,3R)-1-[(2S,6R)-6-allyl-3,6-dihydro-2H-pyran-2-yl]-4-phenylthio-3-methyl-2-butanol 618095-75-3 C19H26O2S
(2S,3R)-1-[(2S,6R)-6-allyl-3,6-dihydro-2H-pyran-2-yl]-4-phenylthio-3-methyl-2-butanol
—— phenyl (E)-propenyl sulphide 16336-50-8 C9H10S
phenyl (E)-propenyl sulphide
—— S-allyl dithiocarbazate 6427-33-4 C4H8N2S2
S-allyl dithiocarbazate
—— (2S,6R)-6-allyl-2-[(2S,3S)-2,3-epoxy-4-phenylthiobut-1-yl]-3,6-dihydro-2H-pyran 618095-74-2 C18H22O2S
(2S,6R)-6-allyl-2-[(2S,3S)-2,3-epoxy-4-phenylthiobut-1-yl]-3,6-dihydro-2H-pyran
—— 2,5-di(benzylthio)-1,3,4-thiadiazole 10106-21-5 C16H14N2S3
2,5-di(benzylthio)-1,3,4-thiadiazole
—— 3,5-bis-allylsulfanyl-isothiazole-4-carbonitrile 4886-08-2 C10H10N2S3
3,5-bis-allylsulfanyl-isothiazole-4-carbonitrile
—— 6-chloro-3-methylthio-1,4,2-benzodithiazine 1,1-dioxide 113922-99-9 C8H6ClNO2S3
6-chloro-3-methylthio-1,4,2-benzodithiazine 1,1-dioxide
—— 5-methylsulfanyl-thiazole 40982-34-1 C4H5NS2
5-methylsulfanyl-thiazole
—— 4-(aminomethyl)-1-(4-methylthio)benzyl-2-oxopyrrolidine 156640-19-6 C13H18N2OS
4-(aminomethyl)-1-(4-methylthio)benzyl-2-oxopyrrolidine
—— 1,5-dithiaspiro[5,5]undecane-1-oxide 126004-37-3 C9H16OS2
1,5-dithiaspiro[5,5]undecane-1-oxide
—— (3-azidoprop-1-ynylsulfanyl)benzene 868519-89-5 C9H7N3S
(3-azidoprop-1-ynylsulfanyl)benzene
—— 3-Cyclohexylthio-propanthiol 26718-11-6 C9H18S2
3-Cyclohexylthio-propanthiol
—— O-Allyl xanthate 3817-78-5 C5H8OS2
O-Allyl xanthate
—— N-[4-(methylthio)benzyl]benzo[c][1,2,5]selenadiazole-5-carboxamide 1263385-77-8 C15H13N3OSSe
N-[4-(methylthio)benzyl]benzo[c][1,2,5]selenadiazole-5-carboxamide
—— 4-Amino-5-cyano-6-ethoxy-pyridine-2-carboxylic acid 4-phenylsulfanyl-benzylamide 904311-09-7 C22H20N4O2S
4-Amino-5-cyano-6-ethoxy-pyridine-2-carboxylic acid 4-phenylsulfanyl-benzylamide
—— N-(4-phenylthiobenzyl)-4-chloro-3-ethyl-1-methyl-5-pyrazole carboxamide 129559-33-7 C20H20ClN3OS
N-(4-phenylthiobenzyl)-4-chloro-3-ethyl-1-methyl-5-pyrazole carboxamide
—— (R)-(+)-2,4-dihydroxy-3,3-dimethyl-N-(4-methyl-sulfanyl-benzyl)butyramide 1227380-62-2 C14H21NO3S
(R)-(+)-2,4-dihydroxy-3,3-dimethyl-N-(4-methyl-sulfanyl-benzyl)butyramide
—— 2,5(4)-bis(phenylthio)imidazole 86051-89-0 C15H12N2S2
2,5(4)-bis(phenylthio)imidazole
—— Propanethiosulfonic acid S-(1-chloro-propyl) ester 85532-05-4 C6H13ClO2S2
Propanethiosulfonic acid S-(1-chloro-propyl) ester
—— [PtCl<sub>3</sub>(κS-DMSO)]<sup>-</sup> 33568-73-9 C2H6Cl3OPtS
[PtCl<sub>3</sub>(κS-DMSO)]<sup>-</sup>
—— 3-methylsulfanyl-5-(4-methyl-[1,2,3]thiadiazol-5-yl)-[1,2,4]triazol-4-ylamine 64369-20-6 C6H8N6S2
3-methylsulfanyl-5-(4-methyl-[1,2,3]thiadiazol-5-yl)-[1,2,4]triazol-4-ylamine
—— phenyl 2,3;5,6-di-O-isopropylidene-1-thio-α-D-mannofuranoside 91510-85-9 C18H24O5S
phenyl 2,3;5,6-di-O-isopropylidene-1-thio-α-D-mannofuranoside
—— 4-(4-methylthiophenyl)-1,5,5-trimethyl-3-imidazoline 84212-23-7 C13H18N2S
4-(4-methylthiophenyl)-1,5,5-trimethyl-3-imidazoline
—— 4-(4-methylthiophenyl)-3-imidazoline-5-spirocyclohexane 84212-20-4 C15H20N2S
4-(4-methylthiophenyl)-3-imidazoline-5-spirocyclohexane
—— 4,4'-dinitro-2,2'-bis(trifluoromethyl)diphenyl sulphide 364-06-7 C14H6F6N2O4S
4,4'-dinitro-2,2'-bis(trifluoromethyl)diphenyl sulphide
—— 3-(4-bromophenyl)-5,6-dihydrothiazolo<2,3-b>thiazolium bromide 85656-35-5 Br*C11H9BrNS2
3-(4-bromophenyl)-5,6-dihydrothiazolo<2,3-b>thiazolium bromide
—— 1-(2,2-diethylbutanoyl)-3-methyl-7-(phenylthio)indole 242805-96-5 C23H27NOS
1-(2,2-diethylbutanoyl)-3-methyl-7-(phenylthio)indole
—— 2,4-dichloro-1,3-dithietane 1,1,3,3-tetraoxide 86022-12-0 C2H2Cl2O4S2
2,4-dichloro-1,3-dithietane 1,1,3,3-tetraoxide
—— 3-(3-methyl-isoxazol-5-yl)-5-methylsulfanyl-[1,2,4]triazol-4-ylamine 39573-65-4 C7H9N5OS
3-(3-methyl-isoxazol-5-yl)-5-methylsulfanyl-[1,2,4]triazol-4-ylamine
—— (1R,2R)-2-[(Phenylsulfanyl)methyl]cyclohexan-1-ol 63823-55-2 C13H18OS
(1R,2R)-2-[(Phenylsulfanyl)methyl]cyclohexan-1-ol
—— 3-(5-methyl-isoxazol-3-yl)-5-methylsulfanyl-[1,2,4]triazol-4-ylamine 39573-61-0 C7H9N5OS
3-(5-methyl-isoxazol-3-yl)-5-methylsulfanyl-[1,2,4]triazol-4-ylamine
—— 5-(4-Fluorophenyl)-6-methyl-4-methylsulfanyl-2-oxopyran-3-carbonitrile 864370-25-2 C14H10FNO2S
5-(4-Fluorophenyl)-6-methyl-4-methylsulfanyl-2-oxopyran-3-carbonitrile
—— 5-((5-tert-butyloxazol-2-yl)methylthio)-1,3,4-thiadiazol-2-amine 1094498-97-1 C10H14N4OS2
5-((5-tert-butyloxazol-2-yl)methylthio)-1,3,4-thiadiazol-2-amine
—— 2,2,4,4-Tetrachlor-1,3-dithietan-1,1,3-trioxid 85963-73-1 C2Cl4O3S2
2,2,4,4-Tetrachlor-1,3-dithietan-1,1,3-trioxid