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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
—— 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
—— 3,5-dinitropyridyl-2-t-butyl trithiocarbonate 81587-54-4 C10H11N3O4S3
3,5-dinitropyridyl-2-t-butyl trithiocarbonate
—— 4-Chloro-3-(2,6-dimethylphenylthio)-9H-thioxanthen-9-one 1372152-29-8 C21H15ClOS2
4-Chloro-3-(2,6-dimethylphenylthio)-9H-thioxanthen-9-one
—— Bis-<2,6-dimethyl-phenyl>-dithiolcarbonat 109404-65-1 C17H18OS2
Bis-<2,6-dimethyl-phenyl>-dithiolcarbonat
—— (2,6-dimethylphenyl)(3,5-dimethylphenyl)sulfide 148278-63-1 C16H18S
(2,6-dimethylphenyl)(3,5-dimethylphenyl)sulfide
—— 2,4-diamino-5-propyl-6-(2',6'-dimethylphenylsulfanyl)-7H-pyrrolo[2,3-d] pyrimidine 1043925-07-0 C17H21N5S
2,4-diamino-5-propyl-6-(2',6'-dimethylphenylsulfanyl)-7H-pyrrolo[2,3-d] pyrimidine
—— 4-Pyrimidin-2-ylsulfanylbutan-2-one 710277-59-1 C8H10N2OS
4-Pyrimidin-2-ylsulfanylbutan-2-one
—— 6-(2-aminophenyl)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one 483317-04-0 C13H11NOS2
6-(2-aminophenyl)-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-one
—— (4R)-1-[2-(2,2'-diethyl-[1,3]dioxolan-4'-yl-methyl)-[1,3]dithian-2-yl]-3-[1,3]dithian-2-yl-propan-2-one 521078-66-0 C19H32O3S4
(4R)-1-[2-(2,2'-diethyl-[1,3]dioxolan-4'-yl-methyl)-[1,3]dithian-2-yl]-3-[1,3]dithian-2-yl-propan-2-one
—— 4-Thiahepta-1,2,5,6-tetraene 61838-64-0 C6H6S
4-Thiahepta-1,2,5,6-tetraene
—— 5-Thia-2,7-nonadiin-1,9-diol 120319-31-5 C8H10O2S
5-Thia-2,7-nonadiin-1,9-diol
—— 4-Hydrazinyl-2,6-bis(methylsulfanyl)-5-nitropyrimidine 7471-54-7 C6H9N5O2S2
4-Hydrazinyl-2,6-bis(methylsulfanyl)-5-nitropyrimidine
—— 2-but-2-ynylsulfanyl-1,4-dimethylbenzene 353493-96-6 C11H12S
2-but-2-ynylsulfanyl-1,4-dimethylbenzene
—— 4-(2,5-dimethylphenylsulfanyl)-1-phenyl-but-2-yn-1-ol 353494-14-1 C18H18OS
4-(2,5-dimethylphenylsulfanyl)-1-phenyl-but-2-yn-1-ol
—— 4-(5-(benzylthio)-1,3,4-oxadiazol-2-yl)-N,N-dimethylaniline 431076-00-5 C17H17N3OS
4-(5-(benzylthio)-1,3,4-oxadiazol-2-yl)-N,N-dimethylaniline
—— Trimethyl-(2-methylidene-6-phenylsulfanyl-4-trimethylsilyloxyhexyl)silane 163041-57-4 C19H34OSSi2
Trimethyl-(2-methylidene-6-phenylsulfanyl-4-trimethylsilyloxyhexyl)silane
—— (2S)-1-[(2S)-2-amino-4-methylpentyl]sulfanyl-4-methylpentan-2-amine 193475-88-6 C12H28N2S
(2S)-1-[(2S)-2-amino-4-methylpentyl]sulfanyl-4-methylpentan-2-amine
—— 2-amino-5<(naphth-2-yl)thio>thiophen-3-carbonitril 130750-47-9 C15H10N2S2
2-amino-5<(naphth-2-yl)thio>thiophen-3-carbonitril
—— 1-methyl-2-cyano-3-ethyl-4-thiophenyl-2-piperideine 73658-09-0 C15H18N2S
1-methyl-2-cyano-3-ethyl-4-thiophenyl-2-piperideine
—— 1-Methyl-7-methylsulfonyltricyclo[4.1.0.0<sup>2,7</sup>]heptane 270587-77-4 C9H14O2S
1-Methyl-7-methylsulfonyltricyclo[4.1.0.0<sup>2,7</sup>]heptane
—— p-chlorophenyl perfluorobutyl sulfide 76665-93-5 C10H4ClF9S
p-chlorophenyl perfluorobutyl sulfide
—— cis/trans-4-(methylthiocarbonothioyloxy)cyclohexanecarboxylic acid ethyl ester 1227188-04-6 C11H18O3S2
cis/trans-4-(methylthiocarbonothioyloxy)cyclohexanecarboxylic acid ethyl ester
—— Propane, 1,3-bis(ethenylsulfonyl)- 41187-15-9 C7H12O4S2
Propane, 1,3-bis(ethenylsulfonyl)-
—— (2R,6S,7R,9R,15S)-15-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one 244155-72-4 C39H50O6S2Si
(2R,6S,7R,9R,15S)-15-<(S)-(tert-Butyldimethylsilyloxy)phenylmethyl>-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one
—— Thiourea, N,N'-dibutyl-, S,S-dioxide 88644-63-7 C9H20N2O2S
Thiourea, N,N'-dibutyl-, S,S-dioxide
—— 4-Phenylsulfanyl-2-butanamine 91908-82-6 C10H15NS
4-Phenylsulfanyl-2-butanamine
—— 4-hydroxy-3-mesityl-6-(2-(phenylthio)ethyl)-2H-pyran-2-one 1598407-29-4 C22H22O3S
4-hydroxy-3-mesityl-6-(2-(phenylthio)ethyl)-2H-pyran-2-one