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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
—— sorbyl methyl sulfide —— C7H12S
sorbyl methyl sulfide
—— (5R,6R)-6-(3-(3,3,3-trifluoropropylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C12H16F3N3S2
(5R,6R)-6-(3-(3,3,3-trifluoropropylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 2-(6-(2-thioanisyl)-3(Z)-hexene-1,5-diynyl)aniline —— C19H15NS
2-(6-(2-thioanisyl)-3(Z)-hexene-1,5-diynyl)aniline
—— ethyl 4-[(5-mercapto-1,3,4-thiadiazol-2-yl]thio]butyrate —— C8H12N2O2S3
ethyl 4-[(5-mercapto-1,3,4-thiadiazol-2-yl]thio]butyrate
—— 3,7-dimethyl-1,5-bis(phenylthio)-3,7-diazabicyclo<3.3.1>nonan-9-one —— C21H24N2OS2
3,7-dimethyl-1,5-bis(phenylthio)-3,7-diazabicyclo<3.3.1>nonan-9-one
—— 1-Cyclohexenyl-3-(phenylsulfanyl)propanol —— C15H20OS
1-Cyclohexenyl-3-(phenylsulfanyl)propanol
—— 1-Isopropoxymethyl-9-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine —— C21H27N3OS
1-Isopropoxymethyl-9-(4-methylpiperazin-1-yl)pyrrolo[2,1-b][1,3]benzothiazepine
—— 5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(2-chlorobenzyl)thio-1,2,4-thiadiazole —— C15H17ClN2O3S2
5-(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy-3-(2-chlorobenzyl)thio-1,2,4-thiadiazole
—— 4-fluoro-[bis-(methylthio)methylbenzene] —— C9H11FS2
4-fluoro-[bis-(methylthio)methylbenzene]
—— 2-Phenylsulfanyl-1-(1-phenylsulfanyl-cyclopropyl)-ethanol —— C17H18OS2
2-Phenylsulfanyl-1-(1-phenylsulfanyl-cyclopropyl)-ethanol
—— ( + )-2,2'-(Bicyclo<4.4.1>undeca-1'',3'',7'',9''-pentaen-2'',7''-diyl)bis(2H-1,3-benzodithiol) —— C25H18S4
( + )-2,2'-(Bicyclo<4.4.1>undeca-1'',3'',7'',9''-pentaen-2'',7''-diyl)bis(2H-1,3-benzodithiol)
—— 4-methyl-3-{[4-(trifluoromethyl)phenyl]thio}benzoic acid —— C15H11F3O2S
4-methyl-3-{[4-(trifluoromethyl)phenyl]thio}benzoic acid
—— (4S)-4-tert-butyl-3-(2-(2-(phenylthio)phenyl)dodecanoyl)oxazolidin-2-one —— C31H43NO3S
(4S)-4-tert-butyl-3-(2-(2-(phenylthio)phenyl)dodecanoyl)oxazolidin-2-one
—— (1S,3R)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-1-phenyl-5-azaspiro[2.4]heptane —— C22H27N5OS
(1S,3R)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-1-phenyl-5-azaspiro[2.4]heptane
—— (1S,3S)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-1-phenyl-5-azaspiro[2.4]heptane —— C22H27N5OS
(1S,3S)-5-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}propyl)-1-phenyl-5-azaspiro[2.4]heptane
—— 3-cyclopentyl-2-(3-trifluoromethylsulfanyl-phenyl)propionic acid methyl ester —— C16H19F3O2S
3-cyclopentyl-2-(3-trifluoromethylsulfanyl-phenyl)propionic acid methyl ester
—— 2-tert-butyl-4,6-dimethoxy-5-phenylthiopyrido[3,4-d]pyrimidine —— C19H21N3O2S
2-tert-butyl-4,6-dimethoxy-5-phenylthiopyrido[3,4-d]pyrimidine
—— 1-chloromethyl-4,5-di(pyrimidin-2-ylsulfanyl)pyridazin-6-one —— C13H9ClN6OS2
1-chloromethyl-4,5-di(pyrimidin-2-ylsulfanyl)pyridazin-6-one
—— 2-(3-chloro-phenylsulfanyl)-5-nitro-pyridine —— C11H7ClN2O2S
2-(3-chloro-phenylsulfanyl)-5-nitro-pyridine
—— 2,5-di(methylthio)thiazole —— C5H7NS3
2,5-di(methylthio)thiazole
—— (R)-2-hydroxy-3-(4-methyl-4H-1,2,4-triazol-3-ylthio)-3,4-dihydro-2H-benzo[e][1,2]oxaborinine-8-carboxylic acid —— C12H12BN3O4S
(R)-2-hydroxy-3-(4-methyl-4H-1,2,4-triazol-3-ylthio)-3,4-dihydro-2H-benzo[e][1,2]oxaborinine-8-carboxylic acid
—— 1-chloro-2-methylmercapto-ethane —— C3H7ClS
1-chloro-2-methylmercapto-ethane
—— p-tolyl 2,3-anhydro-6-deoxy-1-thio-β-L-gulopyranoside 1133159-63-3 C13H16O3S
p-tolyl 2,3-anhydro-6-deoxy-1-thio-β-L-gulopyranoside
—— p-tolyl 3,4-anhydro-1-thio-β-L-fucopyranoside 1133159-69-9 C13H16O3S
p-tolyl 3,4-anhydro-1-thio-β-L-fucopyranoside
—— 5-(4-chlorophenyl)-3-[4-(methylthio)phenyl]isoxazole 1190214-78-8 C16H12ClNOS
5-(4-chlorophenyl)-3-[4-(methylthio)phenyl]isoxazole
—— 6-[5-(4-Bromophenyl)furan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 1144110-88-2 C21H15BrN4OS2
6-[5-(4-Bromophenyl)furan-2-yl]-3-[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 5-(4-methylphenyl)-3-[4-(methylthio)phenyl]isoxazole 1190214-75-5 C17H15NOS
5-(4-methylphenyl)-3-[4-(methylthio)phenyl]isoxazole
—— 5-(4-methylphenyl)-3-[4-(methylthio)phenyl]-4,5-dihydro-1H-pyrazole 1190214-64-2 C17H18N2S
5-(4-methylphenyl)-3-[4-(methylthio)phenyl]-4,5-dihydro-1H-pyrazole
—— 3,6-Bis[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 1144110-74-6 C19H18N4S3
3,6-Bis[(4-methylsulfanylphenyl)methyl]-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— 2-(phenylselanyl)-3-(phenylthio)benzofuran 1128143-80-5 C20H14OSSe
2-(phenylselanyl)-3-(phenylthio)benzofuran
—— 2-{[4-(Furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl}propanoic acid 514180-25-7 C12H9F3N2O3S
2-{[4-(Furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl}propanoic acid
—— 4-(2-methylbutylsulfanyl)phenol 119809-59-5 C11H16OS
4-(2-methylbutylsulfanyl)phenol
—— [(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-1-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-[(4R,6R)-2,2-dimethyl-6-tridecyl-1,3-dioxan-4-yl]propyl]-1,3-dithian-2-yl]pent-4-en-2-yl] prop-2-enoate 1085711-10-9 C46H88O6S2Si2
[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxy-1-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-[(4R,6R)-2,2-dimethyl-6-tridecyl-1,3-dioxan-4-yl]propyl]-1,3-dithian-2-yl]pent-4-en-2-yl] prop-2-enoate
—— 1-(trifluoromethanesulfonyl)-1-cyclopentene 235746-94-8 C6H7F3O2S
1-(trifluoromethanesulfonyl)-1-cyclopentene
—— 3-(Butylthio)butan-1-amine 1119452-40-2 C8H19NS
3-(Butylthio)butan-1-amine
—— 3-{[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl}-1,2,4-oxadiazole-5-carboxylic acid 1119450-92-8 C7H6N4O3S2
3-{[(5-Methyl-1,3,4-thiadiazol-2-yl)thio]methyl}-1,2,4-oxadiazole-5-carboxylic acid
—— (5-[(4-methylphenyl)thio]-9H-pyrimido[4,5-b]indole-2,4-diamine) 1126602-42-3 C17H15N5S
(5-[(4-methylphenyl)thio]-9H-pyrimido[4,5-b]indole-2,4-diamine)
—— 7-chloro-3,4-dihydro-2-(5,5-dimethyl-1,4,5,6-tetrahydropyrimidin-2-yl)-4,8-dimethyl-2H-1,5,2-benzodithiazepin-3-one 1,1-dioxide 1180533-07-6 C16H20ClN3O3S2
7-chloro-3,4-dihydro-2-(5,5-dimethyl-1,4,5,6-tetrahydropyrimidin-2-yl)-4,8-dimethyl-2H-1,5,2-benzodithiazepin-3-one 1,1-dioxide
—— 7-chloro-3,4-dihydro-2-(5,5-dimethyl-1,4,5,6-tetrahydropyrimidin-2-yl)-4-ethyl-8-methyl-2H-1,5,2-benzodithiazepin-3-one 1,1-dioxide 1180533-08-7 C17H22ClN3O3S2
7-chloro-3,4-dihydro-2-(5,5-dimethyl-1,4,5,6-tetrahydropyrimidin-2-yl)-4-ethyl-8-methyl-2H-1,5,2-benzodithiazepin-3-one 1,1-dioxide
—— methyl 6-methyl-2-phenylsulfanylbenzoate 1140530-59-1 C15H14O2S
methyl 6-methyl-2-phenylsulfanylbenzoate
—— 5,16,22,33,39,50,56,67,73,83-Decatert-butyl-9,12,26,29,43,46,60,63,76,79-decaoxa-2,36,70,88,90-pentathiahexadecacyclo[56.16.12.17,31.114,81.124,48.141,65.03,8.013,18.020,25.030,35.037,42.047,52.054,59.064,69.071,75.080,85]nonaconta-1(74),3,5,7,13(18),14,16,20,22,24,30(35),31,33,37,39,41,47(52),48,50,54(59),55,57,64,66,68,71(75),72,80(85),81,83-triacontaene 1130162-27-4 C115H140O10S5
5,16,22,33,39,50,56,67,73,83-Decatert-butyl-9,12,26,29,43,46,60,63,76,79-decaoxa-2,36,70,88,90-pentathiahexadecacyclo[56.16.12.17,31.114,81.124,48.141,65.03,8.013,18.020,25.030,35.037,42.047,52.054,59.064,69.071,75.080,85]nonaconta-1(74),3,5,7,13(18),14,16,20,22,24,30(35),31,33,37,39,41,47(52),48,50,54(59),55,57,64,66,68,71(75),72,80(85),81,83-triacontaene
—— 1-(2,4-dimethyl-5-phenylsulfanyl-1H-pyrrol-3-yl)heptane-1,6-dione 1128077-20-2 C19H23NO2S
1-(2,4-dimethyl-5-phenylsulfanyl-1H-pyrrol-3-yl)heptane-1,6-dione
—— (4-chlorophenyl)(3-methyl-1-nitrobutan-2-yl)sulfide 1131454-39-1 C11H14ClNO2S
(4-chlorophenyl)(3-methyl-1-nitrobutan-2-yl)sulfide
—— (3-methyl-1-nitrobutan-2-yl)(phenyl)sulfide 1131454-37-9 C11H15NO2S
(3-methyl-1-nitrobutan-2-yl)(phenyl)sulfide
—— 1-Propenyl sulfenic acid 3736-99-0 C3H6OS
1-Propenyl sulfenic acid
—— 4-(1-bromoethyl)-5-fluoro-6-(methylthio)pyrimidine 1119241-50-7 C7H8BrFN2S
4-(1-bromoethyl)-5-fluoro-6-(methylthio)pyrimidine
—— 4-ethyl-5-fluoro-6-(methylthio)pyrimidine 1119241-49-4 C7H9FN2S
4-ethyl-5-fluoro-6-(methylthio)pyrimidine
—— (6R)-6-(hydroxymethyl)-2,6-dimethyl-3-phenylsulfanylcyclohex-2-en-1-one 1101871-08-2 C15H18O2S
(6R)-6-(hydroxymethyl)-2,6-dimethyl-3-phenylsulfanylcyclohex-2-en-1-one
—— 5-(phenylthio)-9H-pyrimido[4,5-b]indole-2,4-diamine 1126602-41-2 C16H13N5S
5-(phenylthio)-9H-pyrimido[4,5-b]indole-2,4-diamine
—— N-Boc-N-methyl-N-(2-(2-(phenylthio)phenyl)ethyl)amine 1093176-76-1 C20H25NO2S
N-Boc-N-methyl-N-(2-(2-(phenylthio)phenyl)ethyl)amine