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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-{2-[(4-chlorophenyl)thio]phenyl}-N-methyl-N-(1-methyl-4-piperidinyl)butanamide 710960-23-9 C23H29ClN2OS
3-{2-[(4-chlorophenyl)thio]phenyl}-N-methyl-N-(1-methyl-4-piperidinyl)butanamide
—— 2-[(2R,4R,6S)-2-[(2R,3E,5E)-6-methyl-7-oxohepta-3,5-dien-2-yl]-6-phenylsulfanyloxan-4-yl]acetonitrile 197771-14-5 C21H25NO2S
2-[(2R,4R,6S)-2-[(2R,3E,5E)-6-methyl-7-oxohepta-3,5-dien-2-yl]-6-phenylsulfanyloxan-4-yl]acetonitrile
—— methyl (2E,4E,6R)-6-[(2R,4R,6S)-4-(cyanomethyl)-6-phenylsulfanyloxan-2-yl]-2-methylhepta-2,4-dienoate 197771-13-4 C22H27NO3S
methyl (2E,4E,6R)-6-[(2R,4R,6S)-4-(cyanomethyl)-6-phenylsulfanyloxan-2-yl]-2-methylhepta-2,4-dienoate
—— 3-methyl-4-(phenylthio)butan-1-ol 88408-80-4 C11H16OS
3-methyl-4-(phenylthio)butan-1-ol
—— bis-methanesulfonyl-nitro-methane 502145-17-7 C3H7NO6S2
bis-methanesulfonyl-nitro-methane
—— 3-(1-naphthyl)-5-(phenylthio)-1H-pyrazole 1439382-95-2 C19H14N2S
3-(1-naphthyl)-5-(phenylthio)-1H-pyrazole
—— bis<2-(1-hydroxy-1-methylethyl)-4-(1,1-dimethylethyl)-6-carboxyphenyl> sulphide 62558-13-8 C28H38O6S
bis<2-(1-hydroxy-1-methylethyl)-4-(1,1-dimethylethyl)-6-carboxyphenyl> sulphide
—— bis<2-(1-hydroxy-1-methylethyl)-4-(1,1-dimethylethyl)-6-(hydroxymethyl)phenyl> sulfide 75893-97-9 C28H42O4S
bis<2-(1-hydroxy-1-methylethyl)-4-(1,1-dimethylethyl)-6-(hydroxymethyl)phenyl> sulfide
—— 5,6-Dihydro-1,2-thiazolo<4,5-b><1,4>dithiin 144681-20-9 C5H5NS3
5,6-Dihydro-1,2-thiazolo<4,5-b><1,4>dithiin
—— (R)-2-p-tolylsulfanylpent-3-en-2-ol 235100-19-3 C12H16OS
(R)-2-p-tolylsulfanylpent-3-en-2-ol
—— 6-[(E)-prop-1-enyl]-1,4-dithiaspiro[4.5]decane 142981-35-9 C11H18S2
6-[(E)-prop-1-enyl]-1,4-dithiaspiro[4.5]decane
—— ethyl 3-benzyl-3-(phenylthiomethyl) carbazate 130706-68-2 C17H20N2O2S
ethyl 3-benzyl-3-(phenylthiomethyl) carbazate
—— 6,7-dihydrothiazolo<3,2-a>-1,3,5-triazine-4-phenyl-2-thione 135009-60-8 C11H9N3S2
6,7-dihydrothiazolo<3,2-a>-1,3,5-triazine-4-phenyl-2-thione
—— 2-[1-butoxy-3-(phenylthio)-2-propyn-1-yl]thiophene 1356910-89-8 C17H18OS2
2-[1-butoxy-3-(phenylthio)-2-propyn-1-yl]thiophene
—— 7-(2'-Deoxy-β-D-erythro-pentofuranosyl)-4-(methylthio)-7H-imidazo<4,5-d>-1,2,3-triazine 126754-85-6 C10H13N5O3S
7-(2'-Deoxy-β-D-erythro-pentofuranosyl)-4-(methylthio)-7H-imidazo<4,5-d>-1,2,3-triazine
—— 2-(2'-Deoxy-β-D-erythro-pentofuranosyl)-4-(methylthio)-2H-imidazo<4,5-d>-1,2,3-triazine 126754-87-8 C10H13N5O3S
2-(2'-Deoxy-β-D-erythro-pentofuranosyl)-4-(methylthio)-2H-imidazo<4,5-d>-1,2,3-triazine
—— 3-amino-1-<2-deoxy-β-D-erythro-pentofuranosyl>-5-(methylthio)-1H-pyrazole-4-carbonitrile 142981-82-6 C10H14N4O3S
3-amino-1-<2-deoxy-β-D-erythro-pentofuranosyl>-5-(methylthio)-1H-pyrazole-4-carbonitrile
—— 5-amino-1-<2-deoxy-β-D-erythro-pentofuranosyl>-3-methylthio-1H-pyrazole-4-carbonitrile 142981-81-5 C10H14N4O3S
5-amino-1-<2-deoxy-β-D-erythro-pentofuranosyl>-3-methylthio-1H-pyrazole-4-carbonitrile
—— 1-(5-formyl-2-methyl-3-thienyl)-2-(2-methyl-5-[4-(methylsulfanyl)phenyl]-3-thienyl)perfluorocyclopentene 1263306-04-2 C23H16F6OS3
1-(5-formyl-2-methyl-3-thienyl)-2-(2-methyl-5-[4-(methylsulfanyl)phenyl]-3-thienyl)perfluorocyclopentene
—— (2S,3R,4R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-(2-ethyl-[1,3]dithiolan-2-yl)-2,4-dimethyl-heptane-3,4-diol 608143-13-1 C20H42O3S2Si
(2S,3R,4R,6R)-1-(tert-Butyl-dimethyl-silanyloxy)-6-(2-ethyl-[1,3]dithiolan-2-yl)-2,4-dimethyl-heptane-3,4-diol
—— (2-(cyclohexylthio)-6-(trifluoromethyl)pyridin-3-yl)methanamine 1071287-34-7 C13H17F3N2S
(2-(cyclohexylthio)-6-(trifluoromethyl)pyridin-3-yl)methanamine
—— 4,8-dimethyl-1,1,1-tris(methylthio)nonane 480425-01-2 C14H30S3
4,8-dimethyl-1,1,1-tris(methylthio)nonane
—— 1-n-butylthio-1-methyl-2-propene 689-90-7 C8H16S
1-n-butylthio-1-methyl-2-propene
—— (1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol 864941-72-0 C19H20FN3O3S2
(1'R,2R,3R,4S,5S)-4-azido-5-fluoro-2-(1'-hydroxy-2',2'-bis-phenylsulfanyl-ethyl)-tetrahydro-pyran-3-ol
—— 5-chloro-4-(methoxymethyl)-6-methyl-2-(methylsulfanyl)pyrimidine 1374134-62-9 C8H11ClN2OS
5-chloro-4-(methoxymethyl)-6-methyl-2-(methylsulfanyl)pyrimidine
—— (E)-4-Amino-3-(but-2-enylthio)-5-methyl-4H-1,2,4-triazole 341520-12-5 C7H12N4S
(E)-4-Amino-3-(but-2-enylthio)-5-methyl-4H-1,2,4-triazole
—— 5-chloro-6-(methoxymethyl)-2-(methylsulfanyl)pyrimidin-4-yl trifluoromethanesulfonate 1374134-61-8 C8H8ClF3N2O4S2
5-chloro-6-(methoxymethyl)-2-(methylsulfanyl)pyrimidin-4-yl trifluoromethanesulfonate
—— 3-methyl-4,4-bis(phenylthio)-1-butene 133817-99-9 C17H18S2
3-methyl-4,4-bis(phenylthio)-1-butene
—— 3-(2-furyl)-4,5-dihydrothiazolo<2,3-c>triazole 72647-25-7 C8H7N3OS
3-(2-furyl)-4,5-dihydrothiazolo<2,3-c>triazole
—— 2-phenyl-1,3-benzodithian-4-thione 77586-88-0 C14H10S3
2-phenyl-1,3-benzodithian-4-thione
—— 2-(2,6-dimethyl-phenylsulfanyl)-4,5-dihydro-thiazole 55545-16-9 C11H13NS2
2-(2,6-dimethyl-phenylsulfanyl)-4,5-dihydro-thiazole
—— N-(dicyclopropylmethyl)N'-(β-chloroethyl) thiourea 54187-05-2 C10H17ClN2S
N-(dicyclopropylmethyl)N'-(β-chloroethyl) thiourea
—— N-(2-[(2,3-difluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)morpholine-4-sulfonamide 654074-09-6 C18H23F2N5O4S2
N-(2-[(2,3-difluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)morpholine-4-sulfonamide
—— aziridine-1-thiocarbonyl chloride 13163-21-8 C3H4ClNS
aziridine-1-thiocarbonyl chloride
—— methyl β-methyl-α-phenylthiocrotonate 66716-63-0 C12H14O2S
methyl β-methyl-α-phenylthiocrotonate
—— 1-[(4R)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone 371229-55-9 C14H19NO3S
1-[(4R)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone
—— (2RS,3RS)-methyl 3-hydroxy-2-(phenylthio)benzenepropanoate 66716-32-3 C16H16O3S
(2RS,3RS)-methyl 3-hydroxy-2-(phenylthio)benzenepropanoate
—— 1-[(4S)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone 371229-56-0 C20H33NO3SSi
1-[(4S)-4-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone
—— Methyl (2R,3R,4S)-<5-oxo-4-(phenylthio)-2-propyltetrahydrofuran-3-yl>acetate 134829-40-6 C16H20O4S
Methyl (2R,3R,4S)-<5-oxo-4-(phenylthio)-2-propyltetrahydrofuran-3-yl>acetate
—— 1-[(4S)-4-benzyl-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone 466690-05-1 C20H23NO2S
1-[(4S)-4-benzyl-2,2-dimethyl-1,3-oxazolidin-3-yl]-2-phenylsulfanylethanone
—— 2-(5-bromo-1-phenylsulfanylpentyl)-4,4-dimethyl-5H-1,3-oxazole 115492-35-8 C16H22BrNOS
2-(5-bromo-1-phenylsulfanylpentyl)-4,4-dimethyl-5H-1,3-oxazole
—— 2,4-Dichloro-6-pyridin-2-ylsulfanyl-1,3,5-triazine 160697-97-2 C8H4Cl2N4S
2,4-Dichloro-6-pyridin-2-ylsulfanyl-1,3,5-triazine
—— phenylsulfanyl-acetic acid 2-morpholin-4-yl-ethyl ester 35859-05-3 C14H19NO3S
phenylsulfanyl-acetic acid 2-morpholin-4-yl-ethyl ester
—— (1R)-1-methyl-2-oxopropyl (phenylthio)acetate 165544-64-9 C12H14O3S
(1R)-1-methyl-2-oxopropyl (phenylthio)acetate
—— 3-Hydroxy-4,4-dimethyl-2-phenylsulfanylpentanoic acid 114094-14-3 C13H18O3S
3-Hydroxy-4,4-dimethyl-2-phenylsulfanylpentanoic acid
—— 2,6-dimethyl-4-(heptafluoro-n-propylthio)aniline 847622-74-6 C11H10F7NS
2,6-dimethyl-4-(heptafluoro-n-propylthio)aniline
—— (Z)-2-(4-methylbenzylidene)benzo[b]thiophen-3(2H)-one 97871-93-7 C16H12OS
(Z)-2-(4-methylbenzylidene)benzo[b]thiophen-3(2H)-one
—— 2-[4-(dimethylamino)benzylidene]-1-benzothiophen-3(2H)-one 101000-94-6 C17H15NOS
2-[4-(dimethylamino)benzylidene]-1-benzothiophen-3(2H)-one
—— (S,E)-3-(phenylthio)-3,4,7,8,9,10-hexahydroazecin-2(1H)-one 1394135-98-8 C15H19NOS
(S,E)-3-(phenylthio)-3,4,7,8,9,10-hexahydroazecin-2(1H)-one
—— (1R)-1-<(1S)-1,2-Dihydroxy-1-methylethyl>heptyl (phenylthio)acetate 162264-79-1 C18H28O4S
(1R)-1-<(1S)-1,2-Dihydroxy-1-methylethyl>heptyl (phenylthio)acetate