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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-(1-hydroxy-3-methylbutyl)-2-ethyl-1,3-dithiane 332048-49-4 C11H22OS2
2-(1-hydroxy-3-methylbutyl)-2-ethyl-1,3-dithiane
—— (Z)-3-(2-Amino-phenylsulfanyl)-acrylic acid ethyl ester 74675-57-3 C11H13NO2S
(Z)-3-(2-Amino-phenylsulfanyl)-acrylic acid ethyl ester
—— (2R)-2-[[2-Bromo-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-42-3 C13H14BrN5OS3
(2R)-2-[[2-Bromo-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (2R)-2-[[2-amino-5-[(3-chloro-2-fluorophenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]propan-1-ol 942408-19-7 C15H15ClFN5OS2
(2R)-2-[[2-amino-5-[(3-chloro-2-fluorophenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]propan-1-ol
—— 7-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-2(3H)-one 333742-66-8 C13H15N5O2S3
7-[[(1R)-2-hydroxy-1-methylethyl]amino]-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 4,5-dibromo-2-[3-(2-phenylthio-3H-imidazol-4-yl)propyl]-1H-pyrrole-2-carboxamide 848899-39-8 C17H16Br2N4OS
4,5-dibromo-2-[3-(2-phenylthio-3H-imidazol-4-yl)propyl]-1H-pyrrole-2-carboxamide
—— AZD-8309 333742-48-6 C15H14F2N4O2S2
AZD-8309
—— (R)-2-[[2-Bromo-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-00-3 C15H15BrN4OS2
(R)-2-[[2-Bromo-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (2R)-2-[[5-[[(2,3-difluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-05-8 C16H16F2N4O2S2
(2R)-2-[[5-[[(2,3-difluorophenyl)methyl]thio]-2-methoxythiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (7E,11S,20E,24S)-11,24-bis(trifluoromethyl)-10,23-dioxa-1,5,15,19-tetrathiadispiro[5.7.5.7]hexacosa-7,20-diene-9,22-dione 251558-27-7 C22H26F6O4S4
(7E,11S,20E,24S)-11,24-bis(trifluoromethyl)-10,23-dioxa-1,5,15,19-tetrathiadispiro[5.7.5.7]hexacosa-7,20-diene-9,22-dione
—— (2R)-2-[[2-methoxy-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-43-4 C14H17N5O2S3
(2R)-2-[[2-methoxy-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (2R)-2-[[2-Amino-5-[(2-furanylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 354565-88-1 C13H15N5O2S2
(2R)-2-[[2-Amino-5-[(2-furanylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— (R)-2-[[2-Methoxy-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-01-4 C16H18N4O2S2
(R)-2-[[2-Methoxy-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— Diethyl-(3-triethylsilanyl-propylsulfanylmethyl)-amine 50965-43-0 C14H33NSSi
Diethyl-(3-triethylsilanyl-propylsulfanylmethyl)-amine
—— 2-phenylthio-5-(3-chloropropyl)-1-(N,N-dimethylsulfamoyl)imidazole 848899-36-5 C12H15N3S
2-phenylthio-5-(3-chloropropyl)-1-(N,N-dimethylsulfamoyl)imidazole
—— dimethyl-2-(phenylthio)maleate 90305-01-4 C12H12O4S
dimethyl-2-(phenylthio)maleate
—— (S)-2-[3-(tert-butyldimethylsiloxy)-4,4,4-trifluorobutyl][1,3]dithiane-2-carbaldehyde 251558-22-2 C15H27F3O2S2Si
(S)-2-[3-(tert-butyldimethylsiloxy)-4,4,4-trifluorobutyl][1,3]dithiane-2-carbaldehyde
—— (3,3-Dimethyl-2-phenylsulfanyl-butyl)-diethyl-amine 54441-99-5 C16H27NS
(3,3-Dimethyl-2-phenylsulfanyl-butyl)-diethyl-amine
—— 3-Phenylthio-1-piperidino-4,5-pyrazoldicarbonsaeure-dimethylester 78365-69-2 C18H21N3O4S
3-Phenylthio-1-piperidino-4,5-pyrazoldicarbonsaeure-dimethylester
—— 5-(Phenylthio)-1-piperidino-3,4-pyrazoldicarbonsaeure-dimethylester 79489-86-4 C18H21N3O4S
5-(Phenylthio)-1-piperidino-3,4-pyrazoldicarbonsaeure-dimethylester
—— 1-Dimethylamino-3-phenylthio-4,5-pyrazoldicarbonsaeure-dimethylester 78365-68-1 C15H17N3O4S
1-Dimethylamino-3-phenylthio-4,5-pyrazoldicarbonsaeure-dimethylester
—— methyl (E)-2-(phenylthio)crotonate 85020-98-0 C11H12O2S
methyl (E)-2-(phenylthio)crotonate
—— 1-Morpholino-5-(phenylthio)-3,4-pyrazoldicarbonsaeure-dimethylester 79489-84-2 C17H19N3O5S
1-Morpholino-5-(phenylthio)-3,4-pyrazoldicarbonsaeure-dimethylester
—— 4-[3-(2-ethylhexanoylamino)propylthio]pyridine hydrochloride 155965-65-4 C16H26N2OS*ClH
4-[3-(2-ethylhexanoylamino)propylthio]pyridine hydrochloride
—— phenyl 2,3;5,6-di-O-isopropylidene-1-thio-β-D-mannofuranoside 67222-87-1 C18H24O5S
phenyl 2,3;5,6-di-O-isopropylidene-1-thio-β-D-mannofuranoside
—— 5-(3-hydroxypropylthio)thiophene-2-sulfonamide 104437-99-2 C7H11NO3S3
5-(3-hydroxypropylthio)thiophene-2-sulfonamide
—— (Dichloro-methanesulfonyl-methanesulfonyl)-ethane 68483-80-7 C4H8Cl2O4S2
(Dichloro-methanesulfonyl-methanesulfonyl)-ethane
—— ((2-aminophenyl)thio)ethylpyridine 116659-52-0 C13H14N2S
((2-aminophenyl)thio)ethylpyridine
—— [2-(Diethyl-methyl-silanyl)-ethylsulfanylmethyl]-diethyl-amine 81633-90-1 C12H29NSSi
[2-(Diethyl-methyl-silanyl)-ethylsulfanylmethyl]-diethyl-amine
—— ((4-Methoxy-6-methyl-2-pyrimidinyl)thio)acetic acid 88768-47-2 C8H10N2O3S
((4-Methoxy-6-methyl-2-pyrimidinyl)thio)acetic acid
—— 2-methylthio-5-(2-chloroethyl)-3,6-dimethyl-3H-pyrimidin-4-one 889653-63-8 C9H13ClN2OS
2-methylthio-5-(2-chloroethyl)-3,6-dimethyl-3H-pyrimidin-4-one
—— 2,3-bis(isopropylthio)cyclopropenethione 98088-16-5 C9H14S3
2,3-bis(isopropylthio)cyclopropenethione
—— 7-methyl-2-phenyl-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one 90330-77-1 C12H10N4OS
7-methyl-2-phenyl-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one
—— 4,7-dimethyl-2-phenyl-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one 90330-81-7 C13H12N4OS
4,7-dimethyl-2-phenyl-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one
—— 2-Methyl-3-phenylsulfanyl-penta-3,4-dien-2-ol 87505-58-6 C12H14OS
2-Methyl-3-phenylsulfanyl-penta-3,4-dien-2-ol
—— α-(Phenylthio)isovaleryl chloride 127055-08-7 C11H13ClOS
α-(Phenylthio)isovaleryl chloride
—— ethylene isocyanate isothiocyanate 128556-51-4 C4H4N2OS
ethylene isocyanate isothiocyanate
—— 2-oxo-7-phenyl-3,5,6,7-tetrahydro-2<i>H</i>-thiopyrano[2,3-<i>d</i>]thiazole-6-carboxylic acid ethyl ester 51746-64-6 C15H15NO3S2
2-oxo-7-phenyl-3,5,6,7-tetrahydro-2<i>H</i>-thiopyrano[2,3-<i>d</i>]thiazole-6-carboxylic acid ethyl ester
—— N-[(3,7-dichloro-11-oxobenzo[d][1,3,6,2]benzodioxathiaphosphocin-11-yl)-phenylmethyl]aniline 1007318-22-0 C25H18Cl2NO3PS
N-[(3,7-dichloro-11-oxobenzo[d][1,3,6,2]benzodioxathiaphosphocin-11-yl)-phenylmethyl]aniline
—— 6,10-Dithia-spiro[4.5]decan-1-ol 70067-95-7 C8H14OS2
6,10-Dithia-spiro[4.5]decan-1-ol
—— 4,5-Bis(4-methoxyphenyl)-2-phenylthio-thiazol 88264-13-5 C23H19NO2S2
4,5-Bis(4-methoxyphenyl)-2-phenylthio-thiazol
—— methyl 10-(pyridine-2-ylthio)-6,7-dihydropyrido[1,2-a]indole-9-carboxylate 1610883-01-6 C19H16N2O2S
methyl 10-(pyridine-2-ylthio)-6,7-dihydropyrido[1,2-a]indole-9-carboxylate
—— 5-Methylthio-3-n-propylthio-4-cyano-isothiazol 37572-30-8 C8H10N2S3
5-Methylthio-3-n-propylthio-4-cyano-isothiazol
—— 3,5-Bis-(methylthio)-4-amino-isothiazol 37572-42-2 C5H8N2S3
3,5-Bis-(methylthio)-4-amino-isothiazol
—— 6,7-Dihydro-2-phenyl-4H-thiazolo<3,2-a>-1,3,5-triazine-4-thione 55103-08-7 C11H9N3S2
6,7-Dihydro-2-phenyl-4H-thiazolo<3,2-a>-1,3,5-triazine-4-thione
—— 2-Phenyl-6,7-dihydro-4H-thiazolo<3,2-a>-1,3,5-triazin-4-one 82256-16-4 C11H9N3OS
2-Phenyl-6,7-dihydro-4H-thiazolo<3,2-a>-1,3,5-triazin-4-one
—— 6-Chloro-2-pyrazin-2-yl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]thiazine 146198-29-0 C9H8ClN5S
6-Chloro-2-pyrazin-2-yl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]thiazine
—— 2-Phenyl-2,2'-bis-1,3-dithiolan 21504-27-8 C12H14S4
2-Phenyl-2,2'-bis-1,3-dithiolan
—— 1,6-bis-dimethylsulfonio-hexane; dibromide 28335-55-9 2Br*C10H24S2
1,6-bis-dimethylsulfonio-hexane; dibromide
—— methyl 11-(pyridin-2-ylthio)-7,8-dihydro-6H-azepino[1,2-a]-indole-10-carboxylate 1610883-02-7 C20H18N2O2S
methyl 11-(pyridin-2-ylthio)-7,8-dihydro-6H-azepino[1,2-a]-indole-10-carboxylate