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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 (Z)-3,5-bis(phenylsulfanyl)pent-2-enoate 1338989-74-4 C18H18O2S2
methyl (Z)-3,5-bis(phenylsulfanyl)pent-2-enoate
—— 1,1'-((2-(2-(phenylthio)phenylthio)phenyl)-methylene)bis(1H-pyrazole) 1210393-66-0 C25H20N4S2
1,1'-((2-(2-(phenylthio)phenylthio)phenyl)-methylene)bis(1H-pyrazole)
—— 1,1'-((2-(phenylthio)phenyl)methylene)bis(1H-pyrazole) 1292840-70-0 C19H16N4S
1,1'-((2-(phenylthio)phenyl)methylene)bis(1H-pyrazole)
—— 2-acetamido-1-(3-carbomethoxy-2-thioureido)-5-phenylthiobenzene 54394-10-4 C17H17N3O3S2
2-acetamido-1-(3-carbomethoxy-2-thioureido)-5-phenylthiobenzene
—— (2-methylthio-7-oxo-6,7-dihydrothiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid ethyl ester 146381-71-7 C10H11N3O3S3
(2-methylthio-7-oxo-6,7-dihydrothiazolo[4,5-d]pyrimidin-5-ylsulfanyl)acetic acid ethyl ester
—— 1,1'-(2-(phenylthio)ethane-1,1-diyl)bis(1H-pyrazole) 1292840-74-4 C14H14N4S
1,1'-(2-(phenylthio)ethane-1,1-diyl)bis(1H-pyrazole)
—— 7-chloro-1,1,3-trioxo-3,4-dihydro-2H-1,5,2-benzo[f]dithiazepin-8-carboxylic acid 348119-94-8 C9H6ClNO5S2
7-chloro-1,1,3-trioxo-3,4-dihydro-2H-1,5,2-benzo[f]dithiazepin-8-carboxylic acid
—— 6-(4-allyl-5-methylthio-1,2,4-triazol-3-yl)pyrimidine-2,4-dione 202746-10-9 C10H11N5O2S
6-(4-allyl-5-methylthio-1,2,4-triazol-3-yl)pyrimidine-2,4-dione
—— 5-methyl-4-morpholin-4-yl-5H-pyrimido[4,5-b][1,4]thiazin-6-one 54660-40-1 C11H14N4O2S
5-methyl-4-morpholin-4-yl-5H-pyrimido[4,5-b][1,4]thiazin-6-one
—— 4-morpholin-4-yl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one 54660-32-1 C10H12N4O2S
4-morpholin-4-yl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one
—— N,N-diethyl-N'-pivaloylthiourea 398995-31-8 C10H20N2OS
N,N-diethyl-N'-pivaloylthiourea
—— 4-nitrophenyl 2',4',6'-trichlorophenyl sulfide 105456-68-6 C12H6Cl3NO2S
4-nitrophenyl 2',4',6'-trichlorophenyl sulfide
—— 2-Methylthio-4-keto-3,5,6-trimethylpyrimidin 90197-26-5 C8H12N2OS
2-Methylthio-4-keto-3,5,6-trimethylpyrimidin
—— N'-hydroxy-2-{[3-(trifluoromethyl)pyridin-2-yl]thio}ethanimidamide —— C8H8F3N3OS
N'-hydroxy-2-{[3-(trifluoromethyl)pyridin-2-yl]thio}ethanimidamide
—— 5,6-dimethoxy-2-(3-phenylsulfanyl-1H-indol-2-yl)-1H-indole 156749-36-9 C24H20N2O2S
5,6-dimethoxy-2-(3-phenylsulfanyl-1H-indol-2-yl)-1H-indole
—— 5-(1-imidazolyl)imidazo<2,1-b><1,3,5>benzothiadiazepine 88251-81-4 C13H9N5S
5-(1-imidazolyl)imidazo<2,1-b><1,3,5>benzothiadiazepine
—— 4-Amino-5-(2-bromo-phenylsulfanyl)-2-(2-bromo-phenylsulfanylmethoxy)-phenol 1026084-20-7 C19H15Br2NO2S2
4-Amino-5-(2-bromo-phenylsulfanyl)-2-(2-bromo-phenylsulfanylmethoxy)-phenol
—— 4-Methoxy-2-phenylsulfanyl-5-phenylsulfanylmethoxy-phenylamine 1027427-05-9 C20H19NO2S2
4-Methoxy-2-phenylsulfanyl-5-phenylsulfanylmethoxy-phenylamine
—— 1-<2-(2-imidazolyl)thiophenyliminothiocarbonyl>-4-methylpiperazine 81382-54-9 C15H19N5S2
1-<2-(2-imidazolyl)thiophenyliminothiocarbonyl>-4-methylpiperazine
—— 2-Chloro-N-(4-methoxy-2-phenylsulfanyl-5-phenylsulfanylmethoxy-phenyl)-acetamide 1026522-30-4 C22H20ClNO3S2
2-Chloro-N-(4-methoxy-2-phenylsulfanyl-5-phenylsulfanylmethoxy-phenyl)-acetamide
—— N-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-hydroxy-phenyl]-acetamide 158719-88-1 C21H17Br2NO3S2
N-[2-(2-Bromo-phenylsulfanyl)-5-(2-bromo-phenylsulfanylmethoxy)-4-hydroxy-phenyl]-acetamide
—— Propan-2-yl 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate 313958-78-0 C13H14N2O3S
Propan-2-yl 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate
—— 2-Chloro-N-[2-(6-nitro-benzo[1,3]dioxol-5-ylsulfanyl)-phenyl]-acetamide 1027182-42-8 C15H11ClN2O5S
2-Chloro-N-[2-(6-nitro-benzo[1,3]dioxol-5-ylsulfanyl)-phenyl]-acetamide
—— 2-(6-Nitro-benzo[1,3]dioxol-5-ylsulfanyl)-phenylamine 67851-24-5 C13H10N2O4S
2-(6-Nitro-benzo[1,3]dioxol-5-ylsulfanyl)-phenylamine
—— O-tert-butyl thiocarbamate 10381-25-6 C5H11NOS
O-tert-butyl thiocarbamate
—— O-Propyl-N-acetylthionocarbamat 19959-54-7 C6H11NO2S
O-Propyl-N-acetylthionocarbamat
—— 4,6-dichloro-2-(methylthio)-5-pyrimidinecarbaldehyde oxime —— C6H5Cl2N3OS
4,6-dichloro-2-(methylthio)-5-pyrimidinecarbaldehyde oxime
—— 4,6-Dichloro-2-methylthio-5-pyrimidincarboxaldehydoxim 33097-12-0 C6H5Cl2N3OS
4,6-Dichloro-2-methylthio-5-pyrimidincarboxaldehydoxim
—— 3,3-dimethyl-1,5-pentanedithiol 80980-56-9 C7H16S2
3,3-dimethyl-1,5-pentanedithiol
—— NSC89349 956-34-3 C13H11Cl2NS
NSC89349
—— <N-Methyl-N-(4-chlor-phenylthiomethyl)-4-amino-benzyl>-(4-chlor-phenyl)-sulfid 95801-88-0 C21H19Cl2NS2
<N-Methyl-N-(4-chlor-phenylthiomethyl)-4-amino-benzyl>-(4-chlor-phenyl)-sulfid
—— 1-(fluoro-2-phenylsulfanyl-methyl)-2-methyl-propylamine 501121-64-8 C11H16FNS
1-(fluoro-2-phenylsulfanyl-methyl)-2-methyl-propylamine
—— 2-fluoro-2-(phenylsulfanyl)ethylamine 501121-55-7 C8H10FNS
2-fluoro-2-(phenylsulfanyl)ethylamine
—— N-{[(4-Chlorophenyl)sulfanyl]methyl}-N,4-dimethylaniline 959-25-1 C15H16ClNS
N-{[(4-Chlorophenyl)sulfanyl]methyl}-N,4-dimethylaniline
—— (N,N-Dimethyl-4-amino-benzyl)-(4-chlor-phenyl)-sulfid 959-82-0 C15H16ClNS
(N,N-Dimethyl-4-amino-benzyl)-(4-chlor-phenyl)-sulfid
—— N-benzyl-5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxamide 1247820-29-6 C17H11Cl2N3O3S2
N-benzyl-5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxamide
—— 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N-(1-methylpiperidin-4-yl)-4-nitrothiophene-2-carboxamide 1247823-70-6 C16H16Cl2N4O3S2
5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N-(1-methylpiperidin-4-yl)-4-nitrothiophene-2-carboxamide
—— 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N,N-dimethyl-4-nitro-thiophene-2-carboxamide 1247820-34-3 C12H9Cl2N3O3S2
5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N,N-dimethyl-4-nitro-thiophene-2-carboxamide
—— 3-(t-butyl)-5-(prop-2-ynylthio)1H-1,2,4-triazole 58876-15-6 C9H13N3S
3-(t-butyl)-5-(prop-2-ynylthio)1H-1,2,4-triazole
—— 6-(phenylthio)benzo[1,3]dioxole-5-carbaldehyde 158719-70-1 C14H10O3S
6-(phenylthio)benzo[1,3]dioxole-5-carbaldehyde
—— 1,2-dithiocyano-3,3-difluorocyclopropene 88790-17-4 C5F2N2S2
1,2-dithiocyano-3,3-difluorocyclopropene
—— 2-Methylsulfanyl-thiophene-3-carbaldehyde oxime 76834-99-6 C6H7NOS2
2-Methylsulfanyl-thiophene-3-carbaldehyde oxime
—— N'-hydroxy-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylethanimidamide —— C8H8F3N3OS
N'-hydroxy-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylethanimidamide
—— 1-(11-(1H-tetrazol-5-ylthio)undec-5(Z)-enyl)-3-pentylurea 1402547-55-0 C18H34N6OS
1-(11-(1H-tetrazol-5-ylthio)undec-5(Z)-enyl)-3-pentylurea
—— 2-(4-Chloro-phenylsulfanyl)-acetamidine; hydrochloride 50837-20-2 C8H9ClN2S*ClH
2-(4-Chloro-phenylsulfanyl)-acetamidine; hydrochloride
—— 6-(Dimethoxymethyl)-2-prop-2-ynylsulfanylpyridine-3-carbonitrile 263755-76-6 C12H12N2O2S
6-(Dimethoxymethyl)-2-prop-2-ynylsulfanylpyridine-3-carbonitrile
—— 4-Methyl-5-(phenylthio)pyrimidin-2-amine 263897-63-8 C11H11N3S
4-Methyl-5-(phenylthio)pyrimidin-2-amine
—— dimethyl(2-methylprop-2-enyl)[1-phenethyl-3,3-bis(phenylthio)propoxy]silane 332188-31-5 C29H36OS2Si
dimethyl(2-methylprop-2-enyl)[1-phenethyl-3,3-bis(phenylthio)propoxy]silane
—— 2-Cyclopropylmethylmercapto-5-[(5-nitrothiazol-2-yl)mercapto]-1,3,4-thiadiazole 209670-40-6 C9H8N4O2S4
2-Cyclopropylmethylmercapto-5-[(5-nitrothiazol-2-yl)mercapto]-1,3,4-thiadiazole
—— 1,4-bis(2-(methylthio)phenyl)buta-1,3-diyne 1208500-39-3 C18H14S2
1,4-bis(2-(methylthio)phenyl)buta-1,3-diyne