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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
—— α-Methylthio-(5-methylthio-2-thienyl)-essigsaeuremethylester 62689-74-1 C9H12O2S3
α-Methylthio-(5-methylthio-2-thienyl)-essigsaeuremethylester
—— 3,3-Dimethyl-2,4,5,6,7,8-hexahydrothiochromene 1092960-79-6 C11H18S
3,3-Dimethyl-2,4,5,6,7,8-hexahydrothiochromene
—— (2S)-2-[[7-[(2-Hydroxy-1,1-dimethylethyl)amino]-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2-yl]amino]-1-butanol 259102-44-8 C20H27N5O2S2
(2S)-2-[[7-[(2-Hydroxy-1,1-dimethylethyl)amino]-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-2-yl]amino]-1-butanol
—— 1,6-Dihydro-2-[[2-(methylamino)-2-oxoethyl]thio]-6-oxo-N-(2-phenylethyl)-4-pyrimidineacetamide 1170856-99-1 C17H20N4O3S
1,6-Dihydro-2-[[2-(methylamino)-2-oxoethyl]thio]-6-oxo-N-(2-phenylethyl)-4-pyrimidineacetamide
—— (4-dimethylamino-benzylidene)-(2-heptylmercapto-thiazol-5-yl)-amine 102165-31-1 C19H27N3S2
(4-dimethylamino-benzylidene)-(2-heptylmercapto-thiazol-5-yl)-amine
—— 5-amino-4-chloro-6-methylthiopyrimidine 37489-39-7 C5H6ClN3S
5-amino-4-chloro-6-methylthiopyrimidine
—— 3,6,10,13-Tetrasulfo<6.6.1>propellan 100185-33-9 C11H18O8S4
3,6,10,13-Tetrasulfo<6.6.1>propellan
—— 1-isopropylsulfanyl-2-methyl-1-methylsulfanyl-propene 54529-60-1 C8H16S2
1-isopropylsulfanyl-2-methyl-1-methylsulfanyl-propene
—— 2,6-Dimethyl-5-(pyridin-2-ylsulfanyl)-hept-5-en-3-one 109244-90-8 C14H19NOS
2,6-Dimethyl-5-(pyridin-2-ylsulfanyl)-hept-5-en-3-one
—— {[(4Z)-7-phenylhept-4-ene-2,6-diyne-1-yl]thio}benzene 702706-47-6 C19H14S
{[(4Z)-7-phenylhept-4-ene-2,6-diyne-1-yl]thio}benzene
—— N,N',N'-Trimethyl-hydrazinecarbothioic acid O-methyl ester 25565-33-7 C5H12N2OS
N,N',N'-Trimethyl-hydrazinecarbothioic acid O-methyl ester
—— 11.14.17.20-Tetraoxo-triacontan-dicarbonsaeure-(1.30)-dimethylester-tetrakis-ethylendithio-ketal 14957-92-7 C42H74O4S8
11.14.17.20-Tetraoxo-triacontan-dicarbonsaeure-(1.30)-dimethylester-tetrakis-ethylendithio-ketal
—— 2-(3-Methoxy-phenylsulfanyl)-thiophene-3-carboxylic acid dimethylamide 134478-98-1 C14H15NO2S2
2-(3-Methoxy-phenylsulfanyl)-thiophene-3-carboxylic acid dimethylamide
—— 1-methylthio-1-(2-methyl-2-propen-1-yl)-thio-1,3-butadiene 107094-59-7 C9H14S2
1-methylthio-1-(2-methyl-2-propen-1-yl)-thio-1,3-butadiene
—— (1-{[2-amino-5-(benzylthio)[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}cyclopentyl)methanol 463954-27-0 C18H21N5OS2
(1-{[2-amino-5-(benzylthio)[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}cyclopentyl)methanol
—— 4-(3-phenylsulfanyl-1H-indol-7-yl)-piperidine-1-carboxylic acid tert-butyl ester 478083-19-1 C24H28N2O2S
4-(3-phenylsulfanyl-1H-indol-7-yl)-piperidine-1-carboxylic acid tert-butyl ester
—— cyclohexyl-N-[(2S)-1-(5-carboxymethylthio-1,3,4-oxadiazol-2-yl)-4-methyl-1-oxo-2-pentyl]carboxamide 477346-64-8 C17H25N3O5S
cyclohexyl-N-[(2S)-1-(5-carboxymethylthio-1,3,4-oxadiazol-2-yl)-4-methyl-1-oxo-2-pentyl]carboxamide
—— 3-Amino-1,5-dimercapto-pentan 21925-99-5 C5H13NS2
3-Amino-1,5-dimercapto-pentan
—— (2.4.6-Trimethylphenyl)-thiolchlorformiat 39248-87-8 C10H11ClOS
(2.4.6-Trimethylphenyl)-thiolchlorformiat
—— 2-Amino-5-[[(2-bromophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7(4H)-one 259101-01-4 C12H9BrN4OS2
2-Amino-5-[[(2-bromophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7(4H)-one
—— (4-chloro-phenyl)-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine 14745-20-1 C9H8ClN3S2
(4-chloro-phenyl)-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine
—— Heptanoic acid, 2-methyl-5-oxo-3-(phenylthio)-, methyl ester, (R*,R*)- 139193-38-7 C15H20O3S
Heptanoic acid, 2-methyl-5-oxo-3-(phenylthio)-, methyl ester, (R*,R*)-
—— 4,6-dichloro-5-methylsulfanyl-2-piperidin-1-yl-pyrimidine 40765-83-1 C10H13Cl2N3S
4,6-dichloro-5-methylsulfanyl-2-piperidin-1-yl-pyrimidine
—— 1-[5-(2,4-dichlorophenyl)sulfanyl-4-iodo-2-thienyl]ethanone 1247819-85-7 C12H7Cl2IOS2
1-[5-(2,4-dichlorophenyl)sulfanyl-4-iodo-2-thienyl]ethanone
—— [2-(4-Fluoro-phenylsulfanyl)-4-methoxy-phenyl]-methanol 54435-26-6 C14H13FO2S
[2-(4-Fluoro-phenylsulfanyl)-4-methoxy-phenyl]-methanol
—— 10-methoxy-3-(6-methylpyridin-3-yl)-[1,2,4]triazolo[3',4':2,3][1,3,4]thiadiazepino[7,6-b]quinoline 1352924-81-2 C19H14N6OS
10-methoxy-3-(6-methylpyridin-3-yl)-[1,2,4]triazolo[3',4':2,3][1,3,4]thiadiazepino[7,6-b]quinoline
—— N,N-Diethyl-β,β-bis-(ethylthio)-vinylamin 35082-22-5 C10H21NS2
N,N-Diethyl-β,β-bis-(ethylthio)-vinylamin
—— <2,5-Dimethyl-thienyl-(3)>-(2,4-dinitro-phenyl)-sulfid 93404-62-7 C12H10N2O4S2
<2,5-Dimethyl-thienyl-(3)>-(2,4-dinitro-phenyl)-sulfid
—— 4-(1-phenylethyl)-2-phenyl-5-(phenylsulfanyl)-1,3-thiazole 1253754-83-4 C23H19NS2
4-(1-phenylethyl)-2-phenyl-5-(phenylsulfanyl)-1,3-thiazole
—— 3,5-bis(benzylthio)-4-methyl-1,2,4-triazole 125908-45-4 C17H17N3S2
3,5-bis(benzylthio)-4-methyl-1,2,4-triazole
—— 2-(3'-methylisoxazo-4'-ylthio)-4-(2"-thienyl)pyrimidine 1055315-14-4 C12H9N3OS2
2-(3'-methylisoxazo-4'-ylthio)-4-(2"-thienyl)pyrimidine
—— (S)-1-[2-((R)-cyclohexyl-hydroxy-phenyl-methyl)-oxazol-5-ylmethyl]-3-(4-fluoro-phenylsulfanylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide 1049635-85-9 Br*C31H38FN2O2S
(S)-1-[2-((R)-cyclohexyl-hydroxy-phenyl-methyl)-oxazol-5-ylmethyl]-3-(4-fluoro-phenylsulfanylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide
—— (R)-1-[2-((R)-cyclohexyl-hydroxy-phenyl-methyl)-oxazol-5-ylmethyl]-3-(3-fluoro-phenylsulfanylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide 1049635-84-8 Br*C31H38FN2O2S
(R)-1-[2-((R)-cyclohexyl-hydroxy-phenyl-methyl)-oxazol-5-ylmethyl]-3-(3-fluoro-phenylsulfanylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide
—— 2-(5-Phenylsulfanyl-furan-3-ylmethyl)-3-vinyl-cyclopent-2-enone 157559-27-8 C18H16O2S
2-(5-Phenylsulfanyl-furan-3-ylmethyl)-3-vinyl-cyclopent-2-enone
—— allyl isothiocyanate 1058737-73-7 C4H5NS
allyl isothiocyanate
—— 2-ethyl-3-(phenylthio)acrylic acid 1107010-59-2 C11H12O2S
2-ethyl-3-(phenylthio)acrylic acid
—— diethyl 2-(1-phenylsulfanylpropan-2-yl)propanedioate 78428-84-9 C16H22O4S
diethyl 2-(1-phenylsulfanylpropan-2-yl)propanedioate
—— 2-nitro-5-<i>p</i>-tolylsulfanyl-thiophene 19991-81-2 C11H9NO2S2
2-nitro-5-<i>p</i>-tolylsulfanyl-thiophene
—— Arsenigsaeure-tris-<N.N.N'-trimethyl-thioureid> 95875-51-7 C12H27AsN6S3
Arsenigsaeure-tris-<N.N.N'-trimethyl-thioureid>
—— 1101139-83-6 C18H19F3N4OS
—— Trimethyl-(2-phenylsulfanyl-cyclohex-2-enyloxy)-silane 115579-93-6 C15H22OSSi
Trimethyl-(2-phenylsulfanyl-cyclohex-2-enyloxy)-silane
—— 1626400-31-4 C11H18N4OS
—— (E)-3-methyl-1-butene-1-thiol 1229617-33-7 C5H10S
(E)-3-methyl-1-butene-1-thiol
—— 8-(N-Methylaminomethyl)10H-pyrazino[2,3-b][1,4]benzothiazine hydrochloride 203656-70-6 C12H12N4S*ClH
8-(N-Methylaminomethyl)10H-pyrazino[2,3-b][1,4]benzothiazine hydrochloride
—— 2-[2-(3-iodo-benzylsulfanyl)-phenyl]-1,4,5,6-tetrahydro-pyrimidine; hydrobromide 326480-60-8 BrH*C17H17IN2S
2-[2-(3-iodo-benzylsulfanyl)-phenyl]-1,4,5,6-tetrahydro-pyrimidine; hydrobromide
—— (2R,3S,4S,6S)-2-methyl-6-(phenylthio)tetrahydro-2H-pyran-3,4-diol 939050-83-6 C12H16O3S
(2R,3S,4S,6S)-2-methyl-6-(phenylthio)tetrahydro-2H-pyran-3,4-diol
—— (4R,9aR)-6-Isopropylsulfanyl-4-methyl-1,2,3,4,9,9a-hexahydro-2-4a,5-triaza-fluorene 577711-32-1 C14H21N3S
(4R,9aR)-6-Isopropylsulfanyl-4-methyl-1,2,3,4,9,9a-hexahydro-2-4a,5-triaza-fluorene
—— <4-Butylmercapto-3-methyl-benzyl>-propyl-sulfid 97492-19-8 C15H24S2
<4-Butylmercapto-3-methyl-benzyl>-propyl-sulfid
—— 3-(4-Amino-phenylsulfanyl)-propionitrile 27955-24-4 C9H10N2S
3-(4-Amino-phenylsulfanyl)-propionitrile
—— 869064-15-3 C40H48CuN2O2S2