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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
—— 4,4'-dimethoxy-3,3'-diquinolinyl sulfide 156635-82-4 C20H16N2O2S
4,4'-dimethoxy-3,3'-diquinolinyl sulfide
—— 6-anilino-2-methylthio-4-oxo-3,4-dihydropyrimidine 1015763-70-8 C11H11N3OS
6-anilino-2-methylthio-4-oxo-3,4-dihydropyrimidine
—— N-Cyclohexyl-N'-(2-dimethylamino-ethyl)-thioharnstoff 15580-30-0 C11H23N3S
N-Cyclohexyl-N'-(2-dimethylamino-ethyl)-thioharnstoff
—— 1-Propylsulfonyl-3,3-dimethyl-butan 91391-45-6 C9H20O2S
1-Propylsulfonyl-3,3-dimethyl-butan
—— (3-Chloro-2,2,4,4-tetramethylpentan-3-yl)sulfanyl thiohypochlorite 79991-64-3 C9H18Cl2S2
(3-Chloro-2,2,4,4-tetramethylpentan-3-yl)sulfanyl thiohypochlorite
—— 3-chloromethylsulfanyl-2,2,4,4-tetramethyl-pentane 61258-98-8 C10H21ClS
3-chloromethylsulfanyl-2,2,4,4-tetramethyl-pentane
—— methyl 2,2,2-trifluoroethyl sulfide 5187-55-3 C3H5F3S
methyl 2,2,2-trifluoroethyl sulfide
—— 2,2,3,4,4-pentamethyl-pentane-3-thiol 65566-32-7 C10H22S
2,2,3,4,4-pentamethyl-pentane-3-thiol
—— Bis(1-t-butyl-2,2-dimethylpropyl)disulfid 58712-15-5 C18H38S2
Bis(1-t-butyl-2,2-dimethylpropyl)disulfid
—— (E)-N-methylhex-4-enethioamide 110409-63-7 C7H13NS
(E)-N-methylhex-4-enethioamide
—— 4-Chloro-6-(cyclopropylamino)-2-methylsulfanylpyrimidine-5-carbonitrile 171511-21-0 C9H9ClN4S
4-Chloro-6-(cyclopropylamino)-2-methylsulfanylpyrimidine-5-carbonitrile
—— 4-amino-6-chloro-2-(methylthio)pyrimidine-5-carbonitrile 33097-14-2 C6H5ClN4S
4-amino-6-chloro-2-(methylthio)pyrimidine-5-carbonitrile
—— 4-chloro-2-(methylthio)-6-(3-(pyrimidin-2-yl)phenylamino)pyrimidine-5-carbonitrile 1374157-66-0 C16H11ClN6S
4-chloro-2-(methylthio)-6-(3-(pyrimidin-2-yl)phenylamino)pyrimidine-5-carbonitrile
—— 2-methylthio-4-(p-chlorophenylamino)-6-chloropyrimidine-5-carbonitrile 192519-72-5 C12H8Cl2N4S
2-methylthio-4-(p-chlorophenylamino)-6-chloropyrimidine-5-carbonitrile
—— 1-(1-Adamantyl)-3-(2,2-diethoxyethyl)thiourea 51334-09-9 C17H30N2O2S
1-(1-Adamantyl)-3-(2,2-diethoxyethyl)thiourea
—— bishydroxyethylthioether 112391-15-8 C4H10O4S
bishydroxyethylthioether
—— 5-chloro-1-methyl-3-(phenylthiomethyl)-1H-pyrazole-4-carbaldehyde 318234-26-3 C12H11ClN2OS
5-chloro-1-methyl-3-(phenylthiomethyl)-1H-pyrazole-4-carbaldehyde
—— 1,3-dimethyl-2,6-dibromo-5-phenylthio-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene 1364719-78-7 C17H13BBr2F2N2S
1,3-dimethyl-2,6-dibromo-5-phenylthio-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
—— 2-ethylsulfanyl-3<i>H</i>-pyrimidine-4-thione 99418-06-1 C6H8N2S2
2-ethylsulfanyl-3<i>H</i>-pyrimidine-4-thione
—— N'-hydroxy-2-pyridin-2-ylsulfanylethanimidamide 479080-09-6 C7H9N3OS
N'-hydroxy-2-pyridin-2-ylsulfanylethanimidamide
—— 3-Cyanomethylsulfanyl-5-propylsulfanyl-isothiazole-4-carbonitrile 135489-11-1 C9H9N3S3
3-Cyanomethylsulfanyl-5-propylsulfanyl-isothiazole-4-carbonitrile
—— 3-bromo-5-[(pyridin-2-ylthio)methyl]isoxazole-4-carboxylic acid 1027781-82-3 C10H7BrN2O3S
3-bromo-5-[(pyridin-2-ylthio)methyl]isoxazole-4-carboxylic acid
—— N-tert.-Butyl-thioformamid-S-oxid ; Tert.-butyl-thioformamino-S-oxid 19841-22-6 C5H11NOS
N-tert.-Butyl-thioformamid-S-oxid ; Tert.-butyl-thioformamino-S-oxid
—— 4-(2,6-dimethylphenylthio)butanoic acid 72462-90-9 C12H16O2S
4-(2,6-dimethylphenylthio)butanoic acid
—— (Z)-3-(dimethyl(phenyl)silyl)-1-phenyl-3-(phenylthio)prop-2-en-1-ol 1622445-99-1 C23H24OSSi
(Z)-3-(dimethyl(phenyl)silyl)-1-phenyl-3-(phenylthio)prop-2-en-1-ol
—— (S)-2-(4-Chloro-phenylsulfanyl)-propionic acid ethyl ester 199679-87-3 C11H13ClO2S
(S)-2-(4-Chloro-phenylsulfanyl)-propionic acid ethyl ester
—— 5-methylsulfanyl-[1,3,4]oxadiazole-2-carboxylic acid ethyl ester 62373-31-3 C6H8N2O3S
5-methylsulfanyl-[1,3,4]oxadiazole-2-carboxylic acid ethyl ester
—— rac-4-(2,6-dimethylphenylthio)-4-phenyl-butan-2-one 1207594-02-2 C18H20OS
rac-4-(2,6-dimethylphenylthio)-4-phenyl-butan-2-one
—— 1-[5-(N-t-butoxycarbonyl-N-propylaminoethylthio)-1,3,4-oxadiazol-2-yl]-2-(tetrahydropyran-4-yl)-2-cyclohexylcarbonylaminoethanol 620615-02-3 C26H44N4O6S
1-[5-(N-t-butoxycarbonyl-N-propylaminoethylthio)-1,3,4-oxadiazol-2-yl]-2-(tetrahydropyran-4-yl)-2-cyclohexylcarbonylaminoethanol
—— 4-Nitro-2',6'-dimethyldiphenyl sulphide 171898-64-9 C14H13NO2S
4-Nitro-2',6'-dimethyldiphenyl sulphide
—— 2,4-diamino-5-methyl-6-(2',6'-dimethylphenylthio)pyrrolo[2,3-d]pyrimidine 1221521-87-4 C15H17N5S
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylthio)pyrrolo[2,3-d]pyrimidine
—— (E)-5-(chloromethylene)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one 1251531-03-9 C8H5ClOS2
(E)-5-(chloromethylene)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one
—— 5-(chloromethylene)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one 1251530-98-9 C8H5ClOS2
5-(chloromethylene)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one
—— iso-Propyl (2,6-dimethylphenyl) sulfide 74266-16-3 C11H16S
iso-Propyl (2,6-dimethylphenyl) sulfide
—— 4,5-dihydro-2-<1-<(2,6-dimethylphenyl)thio>ethyl>-1H-imidazole 124317-08-4 C13H18N2S
4,5-dihydro-2-<1-<(2,6-dimethylphenyl)thio>ethyl>-1H-imidazole
—— (R)-3-(2,6-dimethylphenylthio)-cycloheptanone 1207593-84-7 C15H20OS
(R)-3-(2,6-dimethylphenylthio)-cycloheptanone
—— 2-(3-Methyl-2-propan-2-ylsulfanylphenyl)acetic acid 74266-22-1 C12H16O2S
2-(3-Methyl-2-propan-2-ylsulfanylphenyl)acetic acid
—— (S)-4-(2,6-dimethylphenylthio)-4-phenyl-butan-2-one 1207593-87-0 C18H20OS
(S)-4-(2,6-dimethylphenylthio)-4-phenyl-butan-2-one
—— (S)-3-(2,6-dimethylphenylthio)-cyclopentanone 1207593-88-1 C13H16OS
(S)-3-(2,6-dimethylphenylthio)-cyclopentanone
—— 2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)furo[2,3-d]pyrimidine 1217309-53-9 C15H16N4OS
2,4-diamino-5-methyl-6-(2',6'-dimethylphenylsulfanyl)furo[2,3-d]pyrimidine
—— 4-(2,6-Dimethylphenylthio)-2-methoxybenzonitrile 1146401-37-7 C16H15NOS
4-(2,6-Dimethylphenylthio)-2-methoxybenzonitrile
—— (R)-3-(2,6-dimethyl-phenylthio)-cyclohexanone 177336-43-5 C14H18OS
(R)-3-(2,6-dimethyl-phenylthio)-cyclohexanone
—— (S)-3-(2,6-dimethylphenylthio)-cycloheptanone 1215843-48-3 C15H20OS
(S)-3-(2,6-dimethylphenylthio)-cycloheptanone
—— 2,4-diamino-5-isopropyl-6-(2',6'-dimethylphenylsulfanyl)-7H-pyrrolo[2,3-d] pyrimidine 1043925-15-0 C17H21N5S
2,4-diamino-5-isopropyl-6-(2',6'-dimethylphenylsulfanyl)-7H-pyrrolo[2,3-d] pyrimidine
—— (S)-3-(2,6-dimethylphenylthio)-cyclohexanone 177336-50-4 C14H18OS
(S)-3-(2,6-dimethylphenylthio)-cyclohexanone
—— N,N-diethyl-4-[[4-(4-nitrophenyl)sulfanylphenyl]iminomethyl]aniline 5485-79-0 C23H23N3O2S
N,N-diethyl-4-[[4-(4-nitrophenyl)sulfanylphenyl]iminomethyl]aniline
—— 5-(4-aminophenylthio)-4-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)thiophene-2-carboxylic acid 943780-21-0 C21H19N5O2S2
5-(4-aminophenylthio)-4-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)thiophene-2-carboxylic acid
—— p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-allopyranoside 872593-76-5 C20H20O4S
p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-allopyranoside
—— ethyl 5-(4-aminophenylthio)-4-nitrothiophene-2-carboxylate 943780-17-4 C13H12N2O4S2
ethyl 5-(4-aminophenylthio)-4-nitrothiophene-2-carboxylate
—— (S)-5-(4-aminophenylthio)-4-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)-N-(2-phenylpropyl)thiophene-2-carboxamide 943780-16-3 C30H30N6OS2
(S)-5-(4-aminophenylthio)-4-(7-isopropylpyrido[2,3-d]pyrimidin-4-ylamino)-N-(2-phenylpropyl)thiophene-2-carboxamide