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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
—— 1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose 157555-88-9 C14H18O4S
1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose
—— 2-methyl-5-(1-(phenylthio)cyclopropoxy)pyridine 1198167-13-3 C15H15NOS
2-methyl-5-(1-(phenylthio)cyclopropoxy)pyridine
—— 2,5-Dimethyl-3-phenylsulfanyl-benzofuran 113502-92-4 C16H14OS
2,5-Dimethyl-3-phenylsulfanyl-benzofuran
—— tert-butyl 4-{2-[6-amino-8-(1,3-benzodioxol-5-ylthio)-9H-purin-9-yl]ethyl}piperidine-1-carboxylate 1156468-60-8 C24H30N6O4S
tert-butyl 4-{2-[6-amino-8-(1,3-benzodioxol-5-ylthio)-9H-purin-9-yl]ethyl}piperidine-1-carboxylate
—— (4-bromophenyl)(2,4,6-trimethoxyphenyl)sulfane 1242673-95-5 C15H15BrO3S
(4-bromophenyl)(2,4,6-trimethoxyphenyl)sulfane
—— 2-(Methylsulfanyl)[1,3]thiazolo[4,5-d]pyrimidine-5,7(4H,6H)-dithione 113294-79-4 C6H5N3S4
2-(Methylsulfanyl)[1,3]thiazolo[4,5-d]pyrimidine-5,7(4H,6H)-dithione
—— 5-nitro-1-propyl-6-(pyridin-4-ylsulfanyl)-1H-pyrimidin-2,4-dione 1123799-91-6 C12H12N4O4S
5-nitro-1-propyl-6-(pyridin-4-ylsulfanyl)-1H-pyrimidin-2,4-dione
—— 5-nitro-1-propyl-6-(pyridin-N-oxide-4-ylsulfanyl)-1H-pyrimidin-2,4-dione 1123799-94-9 C12H12N4O5S
5-nitro-1-propyl-6-(pyridin-N-oxide-4-ylsulfanyl)-1H-pyrimidin-2,4-dione
—— (R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[(4S)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]methanol 356074-21-0 C17H24O5S
(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[(4S)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]methanol
—— 3-((4-bromophenyl)thio)-1-methyl-1H-indole 1415328-99-2 C15H12BrNS
3-((4-bromophenyl)thio)-1-methyl-1H-indole
—— 2-((4-bromophenyl)thio)phenol 1254831-59-8 C12H9BrOS
2-((4-bromophenyl)thio)phenol
—— 2-(3-methylthio-1H-1,2,4-triazol-yl)butan-2-yl pivalate 112390-27-9 C12H21N3O2S
2-(3-methylthio-1H-1,2,4-triazol-yl)butan-2-yl pivalate
—— 5-amino-3-(methylthio)-6-phenyl-1,2,4-triazine 109307-22-4 C10H10N4S
5-amino-3-(methylthio)-6-phenyl-1,2,4-triazine
—— 2,2'-((alpha-Methylbenzylidene)dithio)bis(1-propylamine) 91486-04-3 C14H24N2S2
2,2'-((alpha-Methylbenzylidene)dithio)bis(1-propylamine)
—— 1-[(E)-3-(2-Furyl)prop-2-en-1-yl]-6-(phenylthio)thymine 157401-06-4 C18H16N2O3S
1-[(E)-3-(2-Furyl)prop-2-en-1-yl]-6-(phenylthio)thymine
—— 4-Methanesulfonyl-pentan-2-one 120695-71-8 C6H12O3S
4-Methanesulfonyl-pentan-2-one
—— 2-Isobutyl-2-methyl-[1,3]dithiane 70580-38-0 C9H18S2
2-Isobutyl-2-methyl-[1,3]dithiane
—— 4-Methyl-2-pentanon-aethylenmonothioketal 5721-87-9 C8H16OS
4-Methyl-2-pentanon-aethylenmonothioketal
—— 2-isobutyl-2-methyl-1,3-dithiolane 6008-87-3 C8H16S2
2-isobutyl-2-methyl-1,3-dithiolane
—— (Z)-2,6-Dimethyl-4-methylsulfanyl-hept-3-ene 69769-65-9 C10H20S
(Z)-2,6-Dimethyl-4-methylsulfanyl-hept-3-ene
—— 5,6-Bis-methylsulfanyl-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione 113502-34-4 C7H6S7
5,6-Bis-methylsulfanyl-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione
—— 6-(methylthio)-2,3-dihydrofuro<2,3-b>pyrimidine 109307-08-6 C7H8N2OS
6-(methylthio)-2,3-dihydrofuro<2,3-b>pyrimidine
—— 5-(tert-butyldiphenylsilyloxy)-2-methyl-2-(phenylsulfanyl)-pentanal 131074-33-4 C28H34O2SSi
5-(tert-butyldiphenylsilyloxy)-2-methyl-2-(phenylsulfanyl)-pentanal
—— 5-cyano-2-(3,5-dichlorophenylthio)benzene-1-sulfonyl chloride 1253499-76-1 C13H6Cl3NO2S2
5-cyano-2-(3,5-dichlorophenylthio)benzene-1-sulfonyl chloride
—— 4-(3,5-Dichlorophenyl)sulfanyl-3-(3-oxopiperazin-1-yl)sulfonylbenzonitrile 1253498-75-7 C17H13Cl2N3O3S2
4-(3,5-Dichlorophenyl)sulfanyl-3-(3-oxopiperazin-1-yl)sulfonylbenzonitrile
—— methoxyacetyl isothiocyanate 113574-80-4 C4H5NO2S
methoxyacetyl isothiocyanate
—— 1,2,μ-trithio-dicarbonic acid bis-dibutylamide 93-73-2 C18H36N2S3
1,2,μ-trithio-dicarbonic acid bis-dibutylamide
—— 1,1-bis(phenylthio)-3-phenyl-2-propanone 111731-03-4 C21H18OS2
1,1-bis(phenylthio)-3-phenyl-2-propanone
—— 2-(2,2-Bis-phenylsulfanyl-propyl)-pent-4-enoic acid ethyl ester 113337-26-1 C22H26O2S2
2-(2,2-Bis-phenylsulfanyl-propyl)-pent-4-enoic acid ethyl ester
—— 4H-3,1-benzoxanthiin-2,2-dicarboxylic acid diethyl ester 108288-71-7 C14H16O5S
4H-3,1-benzoxanthiin-2,2-dicarboxylic acid diethyl ester
—— diethyl spiro[adamantane-2,2'-(1,3)-oxathiolane]-5',5'-dicarboxylate 97462-29-8 C18H26O5S
diethyl spiro[adamantane-2,2'-(1,3)-oxathiolane]-5',5'-dicarboxylate
—— 3-{4-[4-(2-carboxy-ethyl)-2-trifluoromethyl-phenylsulfanyl]-3-trifluoromethyl-phenyl}-propionic acid 719294-00-5 C20H16F6O4S
3-{4-[4-(2-carboxy-ethyl)-2-trifluoromethyl-phenylsulfanyl]-3-trifluoromethyl-phenyl}-propionic acid
—— 6-[(4-Chlorophenyl)methoxy]-2-propylsulfanylpyrimidin-4-amine 1013029-32-7 C14H16ClN3OS
6-[(4-Chlorophenyl)methoxy]-2-propylsulfanylpyrimidin-4-amine
—— 2-ethoxy-2,3-dihydro-[1,4]dithiine 118872-03-0 C6H10OS2
2-ethoxy-2,3-dihydro-[1,4]dithiine
—— α-cyanosulfone 1247545-85-2 C6H11NO2S
α-cyanosulfone
—— 6-Amino-3-[(4-chlorophenyl)methyl]-2-propylsulfanylpyrimidin-4-one 1013029-20-3 C14H16ClN3OS
6-Amino-3-[(4-chlorophenyl)methyl]-2-propylsulfanylpyrimidin-4-one
—— 6-Amino-2-butylsulfanyl-3-[(4-chlorophenyl)methyl]pyrimidin-4-one 1013029-26-9 C15H18ClN3OS
6-Amino-2-butylsulfanyl-3-[(4-chlorophenyl)methyl]pyrimidin-4-one
—— 2-Ethyl-3-[methoxy(phenylsulfanyl)(trimethylsilyl)methyl]cyclopentan-1-one 112699-41-9 C18H28O2SSi
2-Ethyl-3-[methoxy(phenylsulfanyl)(trimethylsilyl)methyl]cyclopentan-1-one
—— 2-Butylsulfanyl-6-[(4-chlorophenyl)methoxy]pyrimidin-4-amine 1013029-38-3 C15H18ClN3OS
2-Butylsulfanyl-6-[(4-chlorophenyl)methoxy]pyrimidin-4-amine
—— 6-[(4-Chlorophenyl)methoxy]-2-ethylsulfanylpyrimidin-4-amine 1013029-37-2 C13H14ClN3OS
6-[(4-Chlorophenyl)methoxy]-2-ethylsulfanylpyrimidin-4-amine
—— 6-Amino-3-[(4-chlorophenyl)methyl]-2-ethylsulfanylpyrimidin-4-one 1013029-25-8 C13H14ClN3OS
6-Amino-3-[(4-chlorophenyl)methyl]-2-ethylsulfanylpyrimidin-4-one
—— 1-Chloro-4-[(3,4-difluorophenyl)sulfanylmethyl]benzene 1443353-23-8 C13H9ClF2S
1-Chloro-4-[(3,4-difluorophenyl)sulfanylmethyl]benzene
—— 2-[(4-chlorobenzyl)sulfanyl]-4,6-dimethylpyridine-3-carbonitrile 312758-03-5 C15H13ClN2S
2-[(4-chlorobenzyl)sulfanyl]-4,6-dimethylpyridine-3-carbonitrile
—— Methyl 4-dimethylamino-2-oxo-3-phenylthio-3-butenoate 115412-99-2 C13H15NO3S
Methyl 4-dimethylamino-2-oxo-3-phenylthio-3-butenoate
—— 2,2'-(1,2-dibromo-ethanediylidene)bis(1,3-benzodithiole) 108591-96-4 C16H8Br2S4
2,2'-(1,2-dibromo-ethanediylidene)bis(1,3-benzodithiole)
—— 4-Methyl-cyclohexyl-methylsulfid 63231-70-9 C8H16S
4-Methyl-cyclohexyl-methylsulfid
—— 1-(2-hydroxyethyl)-3-pentadecylthiourea 1398599-73-9 C18H38N2OS
1-(2-hydroxyethyl)-3-pentadecylthiourea
—— 2-(4-chlorophenylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole 1404052-57-8 C13H9ClN4S2
2-(4-chlorophenylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole
—— 5-(4-Chloro-phenyl)-2-methylsulfanyl-pyran-4-one 117672-08-9 C12H9ClO2S
5-(4-Chloro-phenyl)-2-methylsulfanyl-pyran-4-one
—— Disulfide, cyclohexyl ethyl 23069-48-9 C8H16S2
Disulfide, cyclohexyl ethyl