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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
—— 2,2-dichloro-1-fluoro-1-(phenyl thio) ethylene 56354-46-2 C8H5Cl2FS
2,2-dichloro-1-fluoro-1-(phenyl thio) ethylene
—— (Z)-1-diphenylphosphino-3,3-dimethyl-2-phenylthiobut-1-ene 1204307-03-8 C24H25PS
(Z)-1-diphenylphosphino-3,3-dimethyl-2-phenylthiobut-1-ene
—— 4-chloro-7-(phenylsulfanyl)-5H-pyrrolo[3,2-d]pyrimidine 1448695-69-9 C12H8ClN3S
4-chloro-7-(phenylsulfanyl)-5H-pyrrolo[3,2-d]pyrimidine
—— (2R,3R)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran 936016-72-7 C17H22O3S
(2R,3R)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran
—— {[(benzylsulfanyl)methyl]sulfanyl}benzene 67399-11-5 C14H14S2
{[(benzylsulfanyl)methyl]sulfanyl}benzene
—— (Z)-4,5-bis(phenylthio)-4-octene 137540-53-5 C20H24S2
(Z)-4,5-bis(phenylthio)-4-octene
—— EtCSPh(CO2Et)SO2Me 1214320-01-0 C13H18O4S2
EtCSPh(CO2Et)SO2Me
—— 2-(3-cyano-4-methylsulfanyl-6-oxo-1,6-dihydro-pyridin-2-ylsulfanyl)-acetamide 854928-34-0 C9H9N3O2S2
2-(3-cyano-4-methylsulfanyl-6-oxo-1,6-dihydro-pyridin-2-ylsulfanyl)-acetamide
—— 3-methyl-1,1-bis(phenylthio)pentane 105858-76-2 C18H22S2
3-methyl-1,1-bis(phenylthio)pentane
—— 2-Phenylsulfanyl-1-vinyl-cyclobutanol 80404-76-8 C12H14OS
2-Phenylsulfanyl-1-vinyl-cyclobutanol
—— 3-(3-methylbenzylthio)-5-methyl[1,2,4]triazine 1313039-67-6 C12H13N3S
3-(3-methylbenzylthio)-5-methyl[1,2,4]triazine
—— 4-(phenylthio)-5-t-butyl-4,5-dihydrofuran-2(3H)-one 79749-89-6 C14H18O2S
4-(phenylthio)-5-t-butyl-4,5-dihydrofuran-2(3H)-one
—— 2-[6-amino-3,5-dicyano-4-(2-methylsulfanyl-ethyl)-pyridin-2-ylsulfanyl]-acetamide 856175-29-6 C12H13N5OS2
2-[6-amino-3,5-dicyano-4-(2-methylsulfanyl-ethyl)-pyridin-2-ylsulfanyl]-acetamide
—— 3-ethoxymethyl-7,8,9,10,11,11a-hexahydro-6<i>H</i>-cycloocta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine 60060-40-4 C13H20N4OS
3-ethoxymethyl-7,8,9,10,11,11a-hexahydro-6<i>H</i>-cycloocta[<i>e</i>][1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine
—— 5-Bromo-2-phenylsulfanylbenzenecarboximidamide 1271825-14-9 C13H11BrN2S
5-Bromo-2-phenylsulfanylbenzenecarboximidamide
—— bis-(4,5-difluoro-2-nitro-phenyl)-sulfide 322-67-8 C12H4F4N2O4S
bis-(4,5-difluoro-2-nitro-phenyl)-sulfide
—— (5S,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-3,3-bis-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one 341032-17-5 C26H34O3S2Si
(5S,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-3,3-bis-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one
—— bis-(2-amino-4,5-difluoro-phenyl)-sulfide 401-13-8 C12H8F4N2S
bis-(2-amino-4,5-difluoro-phenyl)-sulfide
—— 6,6-Bis(methoxyethoxymethoxymethyl)-6,7-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepin-2-one 337965-54-5 C16H26O7S4
6,6-Bis(methoxyethoxymethoxymethyl)-6,7-dihydro-5H-[1,3]dithiolo[4,5-b][1,4]dithiepin-2-one
—— 3-fluoro-2,2-dimethyl-thiopropionamide 1260504-63-9 C5H10FNS
3-fluoro-2,2-dimethyl-thiopropionamide
—— 3,3,3-trifluoro-2,2-dimethyl-thiopropionamide 1260504-85-5 C5H8F3NS
3,3,3-trifluoro-2,2-dimethyl-thiopropionamide
—— (5S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3,3-bis-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one 629665-86-7 C26H34O3S2Si
(5S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3,3-bis-phenylsulfanyl-1-oxa-spiro[4.4]nonan-2-one
—— 1-methyl-5-(phenylsulfanyl)-1H-pyrazole 1174231-61-8 C10H10N2S
1-methyl-5-(phenylsulfanyl)-1H-pyrazole
—— 5-Bromo-2-phenylsulfanylbenzonitrile 1271825-08-1 C13H8BrNS
5-Bromo-2-phenylsulfanylbenzonitrile
—— 2-Amino-6-methylamino-4-aethylmercapto-pyrimidin 6940-38-1 C7H12N4S
2-Amino-6-methylamino-4-aethylmercapto-pyrimidin
—— 4-[2-[methyl[4-(phenylthio)pyridin-2-yl]amino]ethoxy]benzaldehyde 607723-99-9 C21H20N2O2S
4-[2-[methyl[4-(phenylthio)pyridin-2-yl]amino]ethoxy]benzaldehyde
—— 4,5-Bis-(2-chloro-ethylsulfanyl)-[1,3]dithiole-2-thione 138682-23-2 C7H8Cl2S5
4,5-Bis-(2-chloro-ethylsulfanyl)-[1,3]dithiole-2-thione
—— 2-[methyl[4-(phenylthio)pyridin-2-yl]amino]ethanol 607723-81-9 C14H16N2OS
2-[methyl[4-(phenylthio)pyridin-2-yl]amino]ethanol
—— 2-chloro-4-thiophenoxypyridine 334010-50-3 C11H8ClNS
2-chloro-4-thiophenoxypyridine
—— 4-[2-(methylthio)phenyl]-3-thiosemicarbazide 90180-64-6 C8H11N3S2
4-[2-(methylthio)phenyl]-3-thiosemicarbazide
—— 5-(N,N-dimethylamino)-2-(methylsulfanyl)-1-vinylpyrrole 1252928-35-0 C9H14N2S
5-(N,N-dimethylamino)-2-(methylsulfanyl)-1-vinylpyrrole
—— 7-chloromethyl-2-methylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidine-5-one 87572-21-2 C7H6ClN3OS2
7-chloromethyl-2-methylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidine-5-one
—— 2-(4-bromo-phenylsulfanyl)-thioacetamide 59865-84-8 C8H8BrNS2
2-(4-bromo-phenylsulfanyl)-thioacetamide
—— 4-(3-Cyano-6-ethyl-5-methyl-pyridin-2-ylsulfanyl)-3-oxo-butyric acid ethyl ester 290299-60-4 C15H18N2O3S
4-(3-Cyano-6-ethyl-5-methyl-pyridin-2-ylsulfanyl)-3-oxo-butyric acid ethyl ester
—— 2-(hexafluoroisopropylidene)-3,3-bis(trifluoromethyl)thiirane 20728-39-6 C7F12S
2-(hexafluoroisopropylidene)-3,3-bis(trifluoromethyl)thiirane
—— Ph(Sn(n-Bu)3)S(CH2)3OtBu 1190600-14-6 C25H46OSSn
Ph(Sn(n-Bu)3)S(CH2)3OtBu
—— (2-Methyl-[1,3]dithiolan-2-yl)-methanol 136062-34-5 C5H10OS2
(2-Methyl-[1,3]dithiolan-2-yl)-methanol
—— 2-Amino-6-aethylamino-4-methylmercapto-pyrimidin 6266-69-9 C7H12N4S
2-Amino-6-aethylamino-4-methylmercapto-pyrimidin
—— Ph(Sn(n-Bu)3)S(CH2)3OMe 1190600-12-4 C22H40OSSn
Ph(Sn(n-Bu)3)S(CH2)3OMe
—— 2-(pyridin-2-ylthio)ethyl 3-oxobutanoate 1256945-14-8 C11H13NO3S
2-(pyridin-2-ylthio)ethyl 3-oxobutanoate
—— s-(3-Methylphenyl) methylcarbamothioate 29416-87-3 C9H11NOS
s-(3-Methylphenyl) methylcarbamothioate
—— 1,4-dithiepane-2-yl methacrylate 1184287-59-9 C9H14O2S2
1,4-dithiepane-2-yl methacrylate
—— N,N′-(2-((2-(bis(4-methoxybenzyl)amino)-4,6-diethoxypyrimidin-5-yl)thio)pyrimidine-4,6-diyl)diacetamide 1268273-28-4 C32H37N7O6S
N,N′-(2-((2-(bis(4-methoxybenzyl)amino)-4,6-diethoxypyrimidin-5-yl)thio)pyrimidine-4,6-diyl)diacetamide
—— N-(6-amino-2-((4,6-diethoxy-2-morpholinopyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide 1268274-56-1 C19H25N7O4S
N-(6-amino-2-((4,6-diethoxy-2-morpholinopyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide
—— N-(6-amino-2-((4,6-diethoxy-2-(piperidin-1-yl)pyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide 1268274-52-7 C20H27N7O3S
N-(6-amino-2-((4,6-diethoxy-2-(piperidin-1-yl)pyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide
—— (4-chloro-2-(methylthio)pyrimidin-5-yl)(cyclopropyl)methanone 1549785-62-7 C9H9ClN2OS
(4-chloro-2-(methylthio)pyrimidin-5-yl)(cyclopropyl)methanone
—— 4-hydroxy-2-ethyl-phenylsulfanyl-acetic acid ethyl ester 729590-59-4 C12H16O3S
4-hydroxy-2-ethyl-phenylsulfanyl-acetic acid ethyl ester
—— 1-(4-chloro-2-(methylthio)pyrimidin-5-yl)-2,2,2-trifluoroethanone 1549785-57-0 C7H4ClF3N2OS
1-(4-chloro-2-(methylthio)pyrimidin-5-yl)-2,2,2-trifluoroethanone
—— 2-Amino-6-aethylamino-4-benzylmercapto-pyrimidin 6940-39-2 C13H16N4S
2-Amino-6-aethylamino-4-benzylmercapto-pyrimidin
—— 4-chloro-6-methyl-6,7-dihydro-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-ol 19084-42-5 C7H8ClN3OS
4-chloro-6-methyl-6,7-dihydro-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-ol