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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
—— 6-chloro-3-({6-[2-(dimethylamino)ethoxy]pyridin-3-yl}thio)-N-(1-methyl-1H-pyrazol-3-yl)pyridine-2-carboxamide 1164103-46-1 C19H21ClN6O2S
6-chloro-3-({6-[2-(dimethylamino)ethoxy]pyridin-3-yl}thio)-N-(1-methyl-1H-pyrazol-3-yl)pyridine-2-carboxamide
—— 3-[[5-(2-Thienyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester 114393-37-2 C11H12N2O2S3
3-[[5-(2-Thienyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester
—— 3-[5-(Tetrahydro-pyran-2-yl)-[1,2,3]thiadiazol-4-ylsulfanyl]-propionic acid methyl ester 114414-87-8 C11H16N2O3S2
3-[5-(Tetrahydro-pyran-2-yl)-[1,2,3]thiadiazol-4-ylsulfanyl]-propionic acid methyl ester
—— 3-[[5-(4-Fluorophenyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester 114393-42-9 C13H13FN2O2S2
3-[[5-(4-Fluorophenyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester
—— 3-[[5-(4-Chlorophenyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester 114393-40-7 C13H13ClN2O2S2
3-[[5-(4-Chlorophenyl)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester
—— N,N-dimethyl-2-(4-methyl-6-thiophen-2-ylpyrimidin-2-yl)sulfanylethanamine;hydron;bromide —— C13H18BrN3S2
N,N-dimethyl-2-(4-methyl-6-thiophen-2-ylpyrimidin-2-yl)sulfanylethanamine;hydron;bromide
—— (4-(1-bromoethyl)phenyl)(trifluoromethyl)-sulfane 1353991-72-6 C9H8BrF3S
(4-(1-bromoethyl)phenyl)(trifluoromethyl)-sulfane
—— 9-(cyclobutylmethyl)-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine 1384277-49-9 C12H14N8S
9-(cyclobutylmethyl)-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine
—— (6-methyl-pyridin-2-ylsulfanyl)-phenyl-acetic acid 72007-07-9 C14H13NO2S
(6-methyl-pyridin-2-ylsulfanyl)-phenyl-acetic acid
—— 4-methyl-2-methylsulfanyl-6-trichloromethylpyrimidine 168476-20-8 C7H7Cl3N2S
4-methyl-2-methylsulfanyl-6-trichloromethylpyrimidine
—— 5-[(4-methylphenyl)thio]-4-phenyl-1,2,3-thiadiazole 338398-44-0 C15H12N2S2
5-[(4-methylphenyl)thio]-4-phenyl-1,2,3-thiadiazole
—— 4-methyl-4-phenyl-5-(p-tolylsulfanyl)dihydrofuran-2-one 823213-94-1 C18H18O2S
4-methyl-4-phenyl-5-(p-tolylsulfanyl)dihydrofuran-2-one
—— 5-[(4-chlorophenyl)thio]-4-phenyl-1,2,3-thiadiazole 338398-29-1 C14H9ClN2S2
5-[(4-chlorophenyl)thio]-4-phenyl-1,2,3-thiadiazole
—— N',N'-dimethyl-N-(4-methylsulfanyl-6-thiophen-2-ylpyrimidin-2-yl)ethane-1,2-diamine;hydron;bromide —— C13H19BrN4S2
N',N'-dimethyl-N-(4-methylsulfanyl-6-thiophen-2-ylpyrimidin-2-yl)ethane-1,2-diamine;hydron;bromide
—— N,N-dimethyl-2-(5-methyl-4-thiophen-2-ylpyrimidin-2-yl)sulfanylethanamine;hydron;bromide —— C13H18BrN3S2
N,N-dimethyl-2-(5-methyl-4-thiophen-2-ylpyrimidin-2-yl)sulfanylethanamine;hydron;bromide
—— N-((3-fluorophenylthio)methyl)-N-methylacetamide 1352121-35-7 C10H12FNOS
N-((3-fluorophenylthio)methyl)-N-methylacetamide
—— 2-[4-(2,4-Dinitro-phenylsulfanyl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-ethanol 190771-72-3 C15H13N5O5S
2-[4-(2,4-Dinitro-phenylsulfanyl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-ethanol
—— N-<2''-(dimethylamino)ethyl>-4-(methylthio)-6-thien-2'-ylpyrimidin-2-amine 113669-46-8 C13H18N4S2
N-<2''-(dimethylamino)ethyl>-4-(methylthio)-6-thien-2'-ylpyrimidin-2-amine
—— N',N'-dimethyl-N-(2-methylsulfanyl-6-thiophen-2-ylpyrimidin-4-yl)ethane-1,2-diamine;hydron;bromide —— C13H19BrN4S2
N',N'-dimethyl-N-(2-methylsulfanyl-6-thiophen-2-ylpyrimidin-4-yl)ethane-1,2-diamine;hydron;bromide
—— 4,6-dimethoxy-2-methylthiopyrimidine-5-carboxaldehyde 90905-47-8 C8H10N2O3S
4,6-dimethoxy-2-methylthiopyrimidine-5-carboxaldehyde
—— 6-Amino-2-chloro-5-ethylsulfanyl-nicotinonitrile 107450-34-0 C8H8ClN3S
6-Amino-2-chloro-5-ethylsulfanyl-nicotinonitrile
—— Ethyl 2-(4,6-Dimethoxypyrimidin-2-yl)thio-3-(isopropoxy)butanoate 142412-20-2 C15H24N2O5S
Ethyl 2-(4,6-Dimethoxypyrimidin-2-yl)thio-3-(isopropoxy)butanoate
—— 7-(phenylthio)hept-6(E)-enal 107010-55-9 C13H16OS
7-(phenylthio)hept-6(E)-enal
—— 1-Phenylsulfanyl-undecan-2-one 38793-76-9 C17H26OS
1-Phenylsulfanyl-undecan-2-one
—— N-(Thiomethyl)thioglycolsaeureamid 71831-12-4 C3H7NOS2
N-(Thiomethyl)thioglycolsaeureamid
—— 2-(4-Cyclopropylphenylthio)benzoesaeure 55038-74-9 C16H14O2S
2-(4-Cyclopropylphenylthio)benzoesaeure
—— [4-methyl-2-(trifluoromethylsulfanyl)phenyl]-(m-tolyl)-S-trifluoromethylsulfonium trifluoromethanesulfonate 1256347-08-6 CF3O3S*C16H13F6S2
[4-methyl-2-(trifluoromethylsulfanyl)phenyl]-(m-tolyl)-S-trifluoromethylsulfonium trifluoromethanesulfonate
—— [2-methyl-4-(trifluoromethylsulfanyl)phenyl]-(m-tolyl)-S-trifluoromethylsulfonium trifluoromethanesulfonate 1256347-06-4 CF3O3S*C16H13F6S2
[2-methyl-4-(trifluoromethylsulfanyl)phenyl]-(m-tolyl)-S-trifluoromethylsulfonium trifluoromethanesulfonate
—— 1-(5-Pyridin-3-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-one 81555-94-4 C10H9N3O2S
1-(5-Pyridin-3-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-one
—— ethyl 2-(5-(3-chlorophenyl)-1,3,4-Oxadiazol-2-ylthio) acetate 84160-46-3 C12H11ClN2O3S
ethyl 2-(5-(3-chlorophenyl)-1,3,4-Oxadiazol-2-ylthio) acetate
—— 2-Carboxymethylthio-5-m-tolyl-1,3,4-oxadiazol 71134-67-3 C11H10N2O3S
2-Carboxymethylthio-5-m-tolyl-1,3,4-oxadiazol
—— 3,9,12-Trithia-6-oxa-14-chloro-1-tetradecene 114811-42-6 C10H19ClOS3
3,9,12-Trithia-6-oxa-14-chloro-1-tetradecene
—— dichloro-difluoroaminomethanesulphenic acid fluoride 32907-17-8 CCl2F3NS
dichloro-difluoroaminomethanesulphenic acid fluoride
—— 4-methylthio-5-phenyl-1,2-dithiole-3-thione 116532-44-6 C10H8S4
4-methylthio-5-phenyl-1,2-dithiole-3-thione
—— 1-Methylsulfanyl-3-propylsulfanylpropane 117856-62-9 C7H16S2
1-Methylsulfanyl-3-propylsulfanylpropane
—— 2,6-amino-4-methylthio-5-(2-pyridinyl)pyrimidine 122851-68-7 C10H11N5S
2,6-amino-4-methylthio-5-(2-pyridinyl)pyrimidine
—— 2-[2-(4-chlorophenylsulfanyl)-3-methylbut-2-enyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide 1000809-17-5 C16H22ClO3PS
2-[2-(4-chlorophenylsulfanyl)-3-methylbut-2-enyl]-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide
—— 6-formyl-3-hydroxy-2,4-dimethyl-5-[(1E,3E,5E,7E)-nona-1,3,5,7-tetraen-1-yl]-thiopyran-1-ylium 1609638-75-6 C17H19O2S
6-formyl-3-hydroxy-2,4-dimethyl-5-[(1E,3E,5E,7E)-nona-1,3,5,7-tetraen-1-yl]-thiopyran-1-ylium
—— 2,5-Dimercapto-pentanol-(1) 99903-82-9 C5H12OS2
2,5-Dimercapto-pentanol-(1)
—— 2-(((2-Chlorophenyl)methyl)thio)-5-propyl-1,3,4-oxadiazole 28923-80-0 C12H13ClN2OS
2-(((2-Chlorophenyl)methyl)thio)-5-propyl-1,3,4-oxadiazole
—— 4-(2-Hydroxyethylthio)-3-phenylfuroxan 154018-20-9 C10H10N2O3S
4-(2-Hydroxyethylthio)-3-phenylfuroxan
—— 5-(2-chloro-5-methylpyrimidin-4-ylthio)pyrimidine-2-carbonitrile 1042129-32-7 C10H6ClN5S
5-(2-chloro-5-methylpyrimidin-4-ylthio)pyrimidine-2-carbonitrile
—— (4-methoxy-2-methylsulfanyl-pyrimidin-5-yl)-hydrazine 1441760-81-1 C6H10N4OS
(4-methoxy-2-methylsulfanyl-pyrimidin-5-yl)-hydrazine
—— Butane, 1-(methylthio)-4-(propylthio)- 118972-43-3 C8H18S2
Butane, 1-(methylthio)-4-(propylthio)-
—— (S)-2-amino-3-methylbutane-1-thiol 681850-92-0 C5H13NS
(S)-2-amino-3-methylbutane-1-thiol
—— 4-(3-hydroxypropylthio)phenylguanidine 602306-78-5 C10H15N3OS
4-(3-hydroxypropylthio)phenylguanidine
—— 2,2'-Dichlor-4,4'-dihydroxy-diphenylsulfid 80073-08-1 C12H8Cl2O2S
2,2'-Dichlor-4,4'-dihydroxy-diphenylsulfid
—— N'-(4-methylthiophenyl)guanidine 71198-45-3 C8H11N3S
N'-(4-methylthiophenyl)guanidine
—— cis-3-Methoxy-1-phenylthiopropene 52071-98-4 C10H12OS
cis-3-Methoxy-1-phenylthiopropene
—— 4-chloro-3-(3-ethoxylphenylthio)-9H-thioxanthen-9-one 1372152-36-7 C21H15ClO2S2
4-chloro-3-(3-ethoxylphenylthio)-9H-thioxanthen-9-one