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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
—— methyl (2RS,4SR)-4-<(5,5-dimethyl-1,3-dioxan-2-yl)methyl>-3,4-dihydro-2-<2-(phenylthio)ethoxy>-2H-pyran-5-carboxylate 117960-95-9 C22H30O6S
methyl (2RS,4SR)-4-<(5,5-dimethyl-1,3-dioxan-2-yl)methyl>-3,4-dihydro-2-<2-(phenylthio)ethoxy>-2H-pyran-5-carboxylate
—— 1,1-divinylthiomethane 4431-84-9 C5H8S2
1,1-divinylthiomethane
—— bis(2-chloroethylthio)methane 63869-13-6 C5H10Cl2S2
bis(2-chloroethylthio)methane
—— bis-(2-hydroxy-ethanesulfinyl)-methane 669721-07-7 C5H12O4S2
bis-(2-hydroxy-ethanesulfinyl)-methane
—— [(E)-[2,6-bis(methylsulfanyl)pyridin-3-yl]methylideneamino]thiourea 58819-81-1 C9H12N4S3
[(E)-[2,6-bis(methylsulfanyl)pyridin-3-yl]methylideneamino]thiourea
—— tert-butyl N-[(2R)-1-(dimethylamino)-3-methylsulfonylpropan-2-yl]carbamate 1009093-30-4 C11H24N2O4S
tert-butyl N-[(2R)-1-(dimethylamino)-3-methylsulfonylpropan-2-yl]carbamate
—— 1-(p-tolylsulfanyl)-4-methyl-3-penten-2-one 862419-75-8 C13H16OS
1-(p-tolylsulfanyl)-4-methyl-3-penten-2-one
—— 2-Acetyloxy-6-phenylmethyl-2-(phenylthio)cyclohexanone 63608-53-7 C21H22O3S
2-Acetyloxy-6-phenylmethyl-2-(phenylthio)cyclohexanone
—— 2-(3-Benzyl-5-methylsulfanyl-1,2,4-triazol-4-yl)ethanol 96134-39-3 C12H15N3OS
2-(3-Benzyl-5-methylsulfanyl-1,2,4-triazol-4-yl)ethanol
—— 2-(3-methylthio-2-furyl)imidazoline 139215-08-0 C8H10N2OS
2-(3-methylthio-2-furyl)imidazoline
—— ethyl 3-methyl-2-phenylthio-2-butenoate 80539-02-2 C13H16O2S
ethyl 3-methyl-2-phenylthio-2-butenoate
—— (4-bromo-3-fluorophenyl)(cyclobutyl)sulfane 1614246-39-7 C10H10BrFS
(4-bromo-3-fluorophenyl)(cyclobutyl)sulfane
—— 1,2-bis[(1-methyl-1H-imidazole-2-yl)thio]ethane 142921-65-1 C10H14N4S2
1,2-bis[(1-methyl-1H-imidazole-2-yl)thio]ethane
—— (4-chloro-phenylsulfanyl)-(3-methyl-4-oxo-2-thioxo-thiazolidin-5-yl)-acetic acid methyl ester 54255-38-8 C13H12ClNO3S3
(4-chloro-phenylsulfanyl)-(3-methyl-4-oxo-2-thioxo-thiazolidin-5-yl)-acetic acid methyl ester
—— (2R)-1-N,1-N-dimethyl-3-methylsulfonylpropane-1,2-diamine 1009093-31-5 C6H16N2O2S
(2R)-1-N,1-N-dimethyl-3-methylsulfonylpropane-1,2-diamine
—— 5-<2-Amino-5-nitrophenyl)thiol>-2-diethylaminoethyl-4-chlor-(2H)-pyridazinon 65225-72-1 C16H20ClN5O3S
5-<2-Amino-5-nitrophenyl)thiol>-2-diethylaminoethyl-4-chlor-(2H)-pyridazinon
—— Ethanimidothioic acid, N-(((butylamino)carbonyl)oxy)-, methyl ester 62490-39-5 C8H16N2O2S
Ethanimidothioic acid, N-(((butylamino)carbonyl)oxy)-, methyl ester
—— Thianaphthenchinon-3-oxim 29775-78-8 C8H5NO2S
Thianaphthenchinon-3-oxim
—— (Z)-2-(4-fluorobenzylidene)benzo[b]thiophen-3(2H)-one 242489-46-9 C15H9FOS
(Z)-2-(4-fluorobenzylidene)benzo[b]thiophen-3(2H)-one
—— 2-Chlor-3-p-methylthiophenylpropionitril 24654-50-0 C10H10ClNS
2-Chlor-3-p-methylthiophenylpropionitril
—— Ethyl 2-[6-(4-bromoanilino)-5-cyano-2-methylsulfanylpyrimidin-4-yl]sulfanylacetate 368889-83-2 C16H15BrN4O2S2
Ethyl 2-[6-(4-bromoanilino)-5-cyano-2-methylsulfanylpyrimidin-4-yl]sulfanylacetate
—— Methyl N-((propylcarbamoyl)oxy)thioacetimidate 25643-45-2 C7H14N2O2S
Methyl N-((propylcarbamoyl)oxy)thioacetimidate
—— Ethanimidothioic acid, N-((((1-methylethyl)amino)carbonyl)oxy)-, methyl ester 60051-41-4 C7H14N2O2S
Ethanimidothioic acid, N-((((1-methylethyl)amino)carbonyl)oxy)-, methyl ester
—— [(E)-1-phenylsulfanylpropan-2-ylideneamino]urea —— C10H13N3OS
[(E)-1-phenylsulfanylpropan-2-ylideneamino]urea
—— 2-chloro-4-(3-methoxyphenylsulphanyl)pyrimidine 213747-63-8 C11H9ClN2OS
2-chloro-4-(3-methoxyphenylsulphanyl)pyrimidine
—— (1-cyclopropylvinylsulfanyl)-benzene 1187885-13-7 C11H12S
(1-cyclopropylvinylsulfanyl)-benzene
—— 2,2-Bis(methylsulfanyl)ethan-1-amine 57270-51-6 C4H11NS2
2,2-Bis(methylsulfanyl)ethan-1-amine
—— (4-methylphenyl) (1E)-N-hydroxy-2-methylpropanimidothioate —— C11H15NOS
(4-methylphenyl) (1E)-N-hydroxy-2-methylpropanimidothioate
—— 2,2,2-Trichloro-1-(6,11-dihydropyrrolo[2,1-c][1,4]benzothiazepin-9-yl)ethanone 221318-31-6 C14H10Cl3NOS
2,2,2-Trichloro-1-(6,11-dihydropyrrolo[2,1-c][1,4]benzothiazepin-9-yl)ethanone
—— 11-ethoxycarbonyl-5H,11H-pyrrolo<2,1-c><1,4>benzothiazepine 130534-49-5 C15H15NO2S
11-ethoxycarbonyl-5H,11H-pyrrolo<2,1-c><1,4>benzothiazepine
—— 5H,11H-pyrrolo<2,1-c><1,4>benzothiazepine-3-carboxylic acid 221318-34-9 C13H11NO2S
5H,11H-pyrrolo<2,1-c><1,4>benzothiazepine-3-carboxylic acid
—— 5H,11H-pyrrolo<2,1-c><1,4>benzothiazepine 130534-51-9 C12H11NS
5H,11H-pyrrolo<2,1-c><1,4>benzothiazepine
—— (3S,4'S)-2-benzyl-3-(2-phenylthio-[1,3]dioxolan-4-yl)-4-(2-trimethylsilylethoxy)-3,6-dihydro-2H-[1,2]oxazine 1163143-58-5 C25H33NO4SSi
(3S,4'S)-2-benzyl-3-(2-phenylthio-[1,3]dioxolan-4-yl)-4-(2-trimethylsilylethoxy)-3,6-dihydro-2H-[1,2]oxazine
—— (1S,5S,6S,8S)-2-benzyl-8-hydroxymethyl-6-phenylthio-3,7-dioxa-2-azabicyclo[3.3.1]-nonan-9-one 1163143-60-9 C20H21NO4S
(1S,5S,6S,8S)-2-benzyl-8-hydroxymethyl-6-phenylthio-3,7-dioxa-2-azabicyclo[3.3.1]-nonan-9-one
—— (1R,5S,6S,8S,9R)-2-benzyl-8-hydroxymethyl-6-phenylsulfanyl-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol 1163143-63-2 C20H23NO4S
(1R,5S,6S,8S,9R)-2-benzyl-8-hydroxymethyl-6-phenylsulfanyl-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol
—— 4-[5-(4-trifluoromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonylchloride 1076689-65-0 C15H9ClF3N3O2S3
4-[5-(4-trifluoromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonylchloride
—— 4-[5-(4-trifluoromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide 1076689-64-9 C15H11F3N4O2S3
4-[5-(4-trifluoromethylphenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide
—— 2-(methylsulfonyl)ethyl 2,2-difluoroacetate 1353998-75-0 C5H8F2O4S
2-(methylsulfonyl)ethyl 2,2-difluoroacetate
—— 3,3-Dimethyl-1-(methylsulfonyl)-2-butanone oxime 39196-09-3 C7H15NO3S
3,3-Dimethyl-1-(methylsulfonyl)-2-butanone oxime
—— (E)-1-allyl-2-(prop-1-en-1-yl) disulfane 122156-02-9 C6H10S2
(E)-1-allyl-2-(prop-1-en-1-yl) disulfane
—— 6-isopropylisothioquinanthrene 1021335-01-2 C21H16N2S2
6-isopropylisothioquinanthrene
—— 4-anilino-(7Z)-7-benzylidene-5-methoxy-2-methylthio-5,7-dihydrofuro[3,4-d]pyrimidine 1206804-92-3 C21H19N3O2S
4-anilino-(7Z)-7-benzylidene-5-methoxy-2-methylthio-5,7-dihydrofuro[3,4-d]pyrimidine
—— (7Z)-7-benzylidene-5-methoxy-2-methylthio-4-(pyrrolidin-1-yl)-5,7-dihydrofuro[3,4-d]pyrimidine 1067892-87-8 C19H21N3O2S
(7Z)-7-benzylidene-5-methoxy-2-methylthio-4-(pyrrolidin-1-yl)-5,7-dihydrofuro[3,4-d]pyrimidine
—— (7Z)-7-benzylidene-5-methoxy-2-methylthio-4-(morpholin-4-yl)-5,7-dihydrofuro[3,4-d]pyrimidine 1067892-94-7 C19H21N3O3S
(7Z)-7-benzylidene-5-methoxy-2-methylthio-4-(morpholin-4-yl)-5,7-dihydrofuro[3,4-d]pyrimidine
—— 2,2,5-Trimethyl-4-(O-(methylcarbamoyl)oximino)-1,3-dithiolane 93503-00-5 C8H14N2O2S2
2,2,5-Trimethyl-4-(O-(methylcarbamoyl)oximino)-1,3-dithiolane
—— 3',4-di(methylthio)-3,4'-diquinolinyl sulfide 86474-67-1 C20H16N2S3
3',4-di(methylthio)-3,4'-diquinolinyl sulfide
—— 2'-isopropyl-4-methoxy-3'-methylthio-3,4'-diquinolinyl sulfide 1021335-15-8 C23H22N2OS2
2'-isopropyl-4-methoxy-3'-methylthio-3,4'-diquinolinyl sulfide
—— 2'-isopropyl-4-methoxy-4'-methylthio-3,3'-diquinolinyl sulfide 1021335-19-2 C23H22N2OS2
2'-isopropyl-4-methoxy-4'-methylthio-3,3'-diquinolinyl sulfide
—— 4-amino-2-methylthio-6-(phenylethynyl)pyrimidine-5-carbaldehyde 867193-35-9 C14H11N3OS
4-amino-2-methylthio-6-(phenylethynyl)pyrimidine-5-carbaldehyde
—— di-(pent-1-ynyl)-sulfane 94408-98-7 C10H14S
di-(pent-1-ynyl)-sulfane