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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-amino-3-ethoxycarbonylsulfanyl-6-methyl-4<i>H</i>-[1,2,4]triazin-5-one 24272-69-3 C7H10N4O3S
4-amino-3-ethoxycarbonylsulfanyl-6-methyl-4<i>H</i>-[1,2,4]triazin-5-one
—— 7-methyl-2,4-dioxo-1,2,3,4,5,8-hexahydro-pyrido[2,3-<i>d</i>]pyrimidine-6-carbonitrile 38346-01-9 C9H8N4O2
7-methyl-2,4-dioxo-1,2,3,4,5,8-hexahydro-pyrido[2,3-<i>d</i>]pyrimidine-6-carbonitrile
—— cis-1-Ethylsulfonyl-2-ethylthioethen 30647-70-2 C6H12O2S2
cis-1-Ethylsulfonyl-2-ethylthioethen
—— Dimethylester der 2,6-Bis-aethylendithiobicyclo<3.3.1>-nonan-3,7-dicarbonsaeure 26280-71-7 C17H24O4S4
Dimethylester der 2,6-Bis-aethylendithiobicyclo<3.3.1>-nonan-3,7-dicarbonsaeure
—— 11-Oxa-8,14-dithia-tricyclo[13.4.0.0<sup>2,7</sup>]nonadeca-1(15),2(7),3,5,16,18-hexaene 34226-74-9 C16H16OS2
11-Oxa-8,14-dithia-tricyclo[13.4.0.0<sup>2,7</sup>]nonadeca-1(15),2(7),3,5,16,18-hexaene
—— 1-Methylene-4-methylsulfanylmethylene-cyclohexane 36784-77-7 C9H14S
1-Methylene-4-methylsulfanylmethylene-cyclohexane
—— 3,5-Bis-[1-(4-methylsulfanyl-phenyl)-meth-(Z)-ylidene]-tetrahydro-thiopyran-4-one 83319-94-2 C21H20OS3
3,5-Bis-[1-(4-methylsulfanyl-phenyl)-meth-(Z)-ylidene]-tetrahydro-thiopyran-4-one
—— 3-[(4-chlorophenyl)thio]-5-iodo-1H-indazole 854018-70-5 C13H8ClIN2S
3-[(4-chlorophenyl)thio]-5-iodo-1H-indazole
—— O-ethyl S-(2,3,5,6-tetrafluorophenyl) carbonothioate 1567383-00-9 C9H6F4O2S
O-ethyl S-(2,3,5,6-tetrafluorophenyl) carbonothioate
—— <1-(phenylthio)ethylidene>-1-(trimethylsilyl)methylamine 103852-58-0 C12H19NSSi
<1-(phenylthio)ethylidene>-1-(trimethylsilyl)methylamine
—— 2-Chlor-aethyl-trithiochlorid 91571-74-3 C2H4Cl2S3
2-Chlor-aethyl-trithiochlorid
—— diethyl (p-chlorophenylthio)malonate 39133-62-5 C13H15ClO4S
diethyl (p-chlorophenylthio)malonate
—— (2-Nitro-5-(phenylthio)phenyl)bis(phenylthio)methane 93304-91-7 C25H19NO2S3
(2-Nitro-5-(phenylthio)phenyl)bis(phenylthio)methane
—— N-cyclohexylsulfinylamineglyoxaldicyclohexyliminenickel(0) 156882-15-4 C20H35N3NiOS
N-cyclohexylsulfinylamineglyoxaldicyclohexyliminenickel(0)
—— (E)-1-methyl-2-(2-(p-tolylthio)ethylidene)hydrazine-1-carboximidamide sulfate 105202-66-2 2C11H16N4S*H2O4S
(E)-1-methyl-2-(2-(p-tolylthio)ethylidene)hydrazine-1-carboximidamide sulfate
—— 3-dimethylcarbamoyloxy-1-methyl-5-propylsulfanyl-1<i>H</i>-[1,2,4]triazole 55150-85-1 C9H16N4O2S
3-dimethylcarbamoyloxy-1-methyl-5-propylsulfanyl-1<i>H</i>-[1,2,4]triazole
—— 2-Chlor-1.3-bis-ethylmercapto-butan 90224-53-6 C8H17ClS2
2-Chlor-1.3-bis-ethylmercapto-butan
—— Dimethyl-thiocarbamic acid S-[4-(1-propyl-nonyl)-phenyl] ester 29688-09-3 C21H35NOS
Dimethyl-thiocarbamic acid S-[4-(1-propyl-nonyl)-phenyl] ester
—— Dithiophosphoric acid S-[2,2-bis-(4-chloro-phenylsulfanyl)-ethyl] ester O,O'-diethyl ester 88784-26-3 C18H21Cl2O2PS4
Dithiophosphoric acid S-[2,2-bis-(4-chloro-phenylsulfanyl)-ethyl] ester O,O'-diethyl ester
—— 6-(4-Chlorphenylthio)-5-chlor-1,2,3-benzothiadiazol 23620-82-8 C12H6Cl2N2S2
6-(4-Chlorphenylthio)-5-chlor-1,2,3-benzothiadiazol
—— 2-amino-5-(2,4,5-trichloro-phenylsulfanyl)-3<i>H</i>-pyrimidin-4-one 90877-07-9 C10H6Cl3N3OS
2-amino-5-(2,4,5-trichloro-phenylsulfanyl)-3<i>H</i>-pyrimidin-4-one
—— 20429-51-0 C21H18N2S3Sn
—— 2,3-bis(phenylthio)aniline 131195-88-5 C18H15NS2
2,3-bis(phenylthio)aniline
—— 6-[2-(4-Amino-phenyl)-ethyl]-3-(2-tert-butyl-5-methyl-thiophen-3-ylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one 261707-39-5 C25H33NO3S2
6-[2-(4-Amino-phenyl)-ethyl]-3-(2-tert-butyl-5-methyl-thiophen-3-ylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one
—— 1-Methylthio-4-phenylbuta-1,2-dien 31487-27-1 C11H12S
1-Methylthio-4-phenylbuta-1,2-dien
—— (Z)-N-(2-Ethoxycarbonylvinyl)dimethylsulfoximin 72760-44-2 C7H13NO3S
(Z)-N-(2-Ethoxycarbonylvinyl)dimethylsulfoximin
—— 6-(D-Gluco-1,2,3,4,5-pentahydroxy-pentyl)-2-methyl-3-methylmercapto-2,5-dihydro-1,2,4-triazinon-(5) 1195558-83-8 C10H17N3O6S
6-(D-Gluco-1,2,3,4,5-pentahydroxy-pentyl)-2-methyl-3-methylmercapto-2,5-dihydro-1,2,4-triazinon-(5)
—— Thio-tetradecansaeure-ethylthioester 27249-84-9 C16H32S2
Thio-tetradecansaeure-ethylthioester
—— 5-benzylsulfanyl-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester 32884-64-3 C16H19NO2S
5-benzylsulfanyl-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester
—— 2-Methylmercapto-5-(2,5-dichlor-phenylmercapto)-pyrimidin-4-carbonsaeure 25818-47-7 C12H8Cl2N2O2S2
2-Methylmercapto-5-(2,5-dichlor-phenylmercapto)-pyrimidin-4-carbonsaeure
—— 2-(4-chloro-phenylsulfanyl)-4-methyl-5-thiocyanato-thiazole 35534-83-9 C11H7ClN2S3
2-(4-chloro-phenylsulfanyl)-4-methyl-5-thiocyanato-thiazole
—— 4,4-Dimethyl-2-thioacetyl-pentanal 99679-66-0 C9H16OS
4,4-Dimethyl-2-thioacetyl-pentanal
—— 2-((4-chlorophenyl)thio)benzo[d]oxazole 122899-26-7 C13H8ClNOS
2-((4-chlorophenyl)thio)benzo[d]oxazole
—— (S)-1-(2-(methoxymethyl)pyrrolidin-1-yl)-3-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)thio)phenyl)urea 1315588-42-1 C23H27N9O2S
(S)-1-(2-(methoxymethyl)pyrrolidin-1-yl)-3-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)thio)phenyl)urea
—— 4-Methyl-5-thioxo-hexan-3-one 99679-67-1 C7H12OS
4-Methyl-5-thioxo-hexan-3-one
—— (pyridin-2-ylthio)(tricyclohexyl-l5-phosphaneyl)gold 147998-59-2 C23H37AuNPS
(pyridin-2-ylthio)(tricyclohexyl-l5-phosphaneyl)gold
—— dimethyl 2-(2-((4-chlorophenyl)thio)-2-phenylethyl)malonate 1462945-64-7 C19H19ClO4S
dimethyl 2-(2-((4-chlorophenyl)thio)-2-phenylethyl)malonate
—— S-p-tolyl benzylcarbamothioate 51955-56-7 C15H15NOS
S-p-tolyl benzylcarbamothioate
—— (Z)-3-bromo-1,1,1-trifluoro-4-p-tolylsulfanyl-but-3-en-2-one 1259374-97-4 C11H8BrF3OS
(Z)-3-bromo-1,1,1-trifluoro-4-p-tolylsulfanyl-but-3-en-2-one
—— 74601-31-3 C18H17NO3S
—— 6-(2-ethyl-5-nitro-1(3)<i>H</i>-imidazol-4-ylsulfanyl)-7(9)<i>H</i>-purine 4526-63-0 C10H9N7O2S
6-(2-ethyl-5-nitro-1(3)<i>H</i>-imidazol-4-ylsulfanyl)-7(9)<i>H</i>-purine
—— 4-[(4-methyl-6-oxo-5-propyl-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetyl]-morpholine 28994-71-0 C14H21N3O3S
4-[(4-methyl-6-oxo-5-propyl-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetyl]-morpholine
—— 4-Hydroxy-2-iso-propylmercapto-6-tert-butylpyrimidin 66698-65-5 C11H18N2OS
4-Hydroxy-2-iso-propylmercapto-6-tert-butylpyrimidin
—— 12-(3-piperidin-1-yl-propyl)-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine 6791-98-6 C22H28N2S
12-(3-piperidin-1-yl-propyl)-11,12-dihydro-6<i>H</i>-dibenzo[<i>b</i>,<i>f</i>][1,4]thiazocine
—— tert-Butylsulfanyl-(ethoxy-ethyl-phosphinothioylsulfanyl)-acetic acid ethyl ester 60177-72-2 C12H25O3PS3
tert-Butylsulfanyl-(ethoxy-ethyl-phosphinothioylsulfanyl)-acetic acid ethyl ester
—— Aethyl-dithiophosphonsaeure-O-aethyl-S-<2-(4-methylmercapto-phenylmercapto)-aethyl>-ester 91953-97-8 C13H21OPS4
Aethyl-dithiophosphonsaeure-O-aethyl-S-<2-(4-methylmercapto-phenylmercapto)-aethyl>-ester
—— 1-(N-morpholino)-5-(phenylthioetheryl)-2,4-diphenylpentan-3-one 93595-17-6 C27H29NO2S
1-(N-morpholino)-5-(phenylthioetheryl)-2,4-diphenylpentan-3-one
—— [1-((Z)-2-Methoxy-1-methyl-vinyl)-nonylsulfanyl]-benzene 119046-81-0 C19H30OS
[1-((Z)-2-Methoxy-1-methyl-vinyl)-nonylsulfanyl]-benzene
—— 2-Diazo-1-[(S)-2-((Z)-3-phenylsulfanyl-propenyl)-pyrrolidin-1-yl]-ethanone 182891-46-9 C15H17N3OS
2-Diazo-1-[(S)-2-((Z)-3-phenylsulfanyl-propenyl)-pyrrolidin-1-yl]-ethanone
—— [((3,5-bis(phenylthiomethyl)phenyl)trimethylsilane(-H)-C,S,S')PdCl] 1332700-21-6 C23H25ClPdS2Si
[((3,5-bis(phenylthiomethyl)phenyl)trimethylsilane(-H)-C,S,S')PdCl]