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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-Propyl-3-ethyl-6-ethoxy-1H-pyrimido<5.4-b><1.4>thiazin-2.4.7(3H.6H.8H)-trion 96431-43-5 C13H19N3O4S
1-Propyl-3-ethyl-6-ethoxy-1H-pyrimido<5.4-b><1.4>thiazin-2.4.7(3H.6H.8H)-trion
—— methyl (1R,2R,4R,6S)-1,6-dimethyl-5-oxobicyclo[2.2.2]octane-spiro[8,2']-1,3-dithiolane-2-carboxylate 1017577-08-0 C14H20O3S2
methyl (1R,2R,4R,6S)-1,6-dimethyl-5-oxobicyclo[2.2.2]octane-spiro[8,2']-1,3-dithiolane-2-carboxylate
—— 2-(4-chlorophenyl)-2-(phenylsulfanyl)cyclohept-4-enone 878480-54-7 C19H17ClOS
2-(4-chlorophenyl)-2-(phenylsulfanyl)cyclohept-4-enone
—— 2,7-dimethyl-2,7-di(phenylsulfenyl)octane-3,6-dione 474304-47-7 C22H26O2S2
2,7-dimethyl-2,7-di(phenylsulfenyl)octane-3,6-dione
—— (4'aα)-Tetrahydro-4'a,7',7'-trimethylspiro<1,3-dithiolane-2,2'(3'H)-naphthalen>-5'(6'H)-one 32624-49-0 C15H22OS2
(4'aα)-Tetrahydro-4'a,7',7'-trimethylspiro<1,3-dithiolane-2,2'(3'H)-naphthalen>-5'(6'H)-one
—— Z-3-chloro-2-(phenylthio)propenamide 936908-49-5 C9H8ClNOS
Z-3-chloro-2-(phenylthio)propenamide
—— 3-Amino-5,6-(1',2',4'-triazolyl-3',4')-thiadazin 74599-53-4 C4H5N5S
3-Amino-5,6-(1',2',4'-triazolyl-3',4')-thiadazin
—— (E)-3-(4-Amino-4H-[1,2,4]triazol-3-ylsulfanyl)-acrylic acid methyl ester 126335-05-5 C6H8N4O2S
(E)-3-(4-Amino-4H-[1,2,4]triazol-3-ylsulfanyl)-acrylic acid methyl ester
—— 6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]-thiadiazine 22184-41-4 C10H7BrN4S
6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]-thiadiazine
—— 2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine-4,6-diol 654073-09-3 C11H8ClFN2O2S
2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine-4,6-diol
—— 3-hydroxybutyl p-tolyl sulfide 126665-13-2 C11H16OS
3-hydroxybutyl p-tolyl sulfide
—— 1-(4-chlorophenyl)-1-(phenylsulfanyl)hex-5-en-2-one 878480-40-1 C18H17ClOS
1-(4-chlorophenyl)-1-(phenylsulfanyl)hex-5-en-2-one
—— 4-(4-chlorophenyl)-4-(phenylsulfanyl)nona-1,8-dien-5-one 878480-47-8 C21H21ClOS
4-(4-chlorophenyl)-4-(phenylsulfanyl)nona-1,8-dien-5-one
—— 6-(2-methyl-2-phenylthiopropyl)-1,4-dioxaspiro<4,4>nonane 163068-95-9 C17H24O2S
6-(2-methyl-2-phenylthiopropyl)-1,4-dioxaspiro<4,4>nonane
—— 1-<bis(phenylthio)methyl>-3-methylcyclohex-2-en-1-ol 104130-10-1 C20H22OS2
1-<bis(phenylthio)methyl>-3-methylcyclohex-2-en-1-ol
—— tert-Butyl-{(6R,7S)-6-methyl-7-[(R)-1-methyl-2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-1,4-dioxa-spiro[4.4]non-6-ylmethoxy}-diphenyl-silane 177326-19-1 C33H48O3S2Si
tert-Butyl-{(6R,7S)-6-methyl-7-[(R)-1-methyl-2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-1,4-dioxa-spiro[4.4]non-6-ylmethoxy}-diphenyl-silane
—— Acetic acid (S)-2,2-dimethyl-6,10-dithia-spiro[4.5]dec-1-yl ester 152455-21-5 C12H20O2S2
Acetic acid (S)-2,2-dimethyl-6,10-dithia-spiro[4.5]dec-1-yl ester
—— 6-benzyl-2-methyl-8,8-bis(phenylsulfanyl)oct-1-ene 222547-37-7 C28H32S2
6-benzyl-2-methyl-8,8-bis(phenylsulfanyl)oct-1-ene
—— 2-chloro-4-((4-methoxyphenyl)thio)pyrimidine 213747-64-9 C11H9ClN2OS
2-chloro-4-((4-methoxyphenyl)thio)pyrimidine
—— 1-[(2-hydroxy-3,3-dimethyl-1-phenylsulfanyl)butyl]cyclohexanol 253797-50-1 C18H28O2S
1-[(2-hydroxy-3,3-dimethyl-1-phenylsulfanyl)butyl]cyclohexanol
—— Acetic acid 2,2-dimethyl-6,10-dithia-spiro[4.5]dec-1-yl ester 177099-46-6 C12H20O2S2
Acetic acid 2,2-dimethyl-6,10-dithia-spiro[4.5]dec-1-yl ester
—— 1,1-Bis-(phenylthio)-octan-2-ol 69036-36-8 C20H26OS2
1,1-Bis-(phenylthio)-octan-2-ol
—— 1-[(2-hydroxy-3-methyl-1-phenylsulfanyl)butyl]cyclohexanol 253797-49-8 C17H26O2S
1-[(2-hydroxy-3-methyl-1-phenylsulfanyl)butyl]cyclohexanol
—— 4,5-bisphenylthiohepta-1,3-diene 98793-34-1 C19H20S2
4,5-bisphenylthiohepta-1,3-diene
—— 1,1-Bis-(phenylthio)-butan-2-ol 71221-30-2 C16H18OS2
1,1-Bis-(phenylthio)-butan-2-ol
—— ((R)-2-Methyl-pent-3-ynylsulfanyl)-benzene 143619-07-2 C12H14S
((R)-2-Methyl-pent-3-ynylsulfanyl)-benzene
—— 1-<Bis-(phenylthio)-methyl>-cyclopentanol 57768-29-3 C18H20OS2
1-<Bis-(phenylthio)-methyl>-cyclopentanol
—— ((E)-(R)-4-Bromo-2-methyl-pent-3-enylsulfanyl)-benzene 143619-02-7 C12H15BrS
((E)-(R)-4-Bromo-2-methyl-pent-3-enylsulfanyl)-benzene
—— (3S,4S)-3-(Bis-phenylsulfanyl-methyl)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-cyclopentanone 167260-19-7 C26H36O2S2Si
(3S,4S)-3-(Bis-phenylsulfanyl-methyl)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-cyclopentanone
—— 1-[(2-ethyl-2-hydroxy-1-phenylsulfanyl)butyl]cyclohexanol 253797-53-4 C18H28O2S
1-[(2-ethyl-2-hydroxy-1-phenylsulfanyl)butyl]cyclohexanol
—— Dichloro-acetic acid phenylsulfanylmethyl ester 59231-04-8 C9H8Cl2O2S
Dichloro-acetic acid phenylsulfanylmethyl ester
—— (+)-(R)-2-(bis(phenylthio)methyl)butane-1,4-diol 1353547-44-0 C17H20O2S2
(+)-(R)-2-(bis(phenylthio)methyl)butane-1,4-diol
—— 4-benzyl-6,6-bis(phenylsulfanyl)hex-1-ene 222547-33-3 C25H26S2
4-benzyl-6,6-bis(phenylsulfanyl)hex-1-ene
—— ((E)-(S)-3-Bromo-2-methyl-pent-3-enylsulfanyl)-benzene 143619-21-0 C12H15BrS
((E)-(S)-3-Bromo-2-methyl-pent-3-enylsulfanyl)-benzene
—— 5-[2,2-bis(phenylsulfanyl)ethyl]-2-methyl-8-phenyloct-1-ene 222547-35-5 C29H34S2
5-[2,2-bis(phenylsulfanyl)ethyl]-2-methyl-8-phenyloct-1-ene
—— 2-methyl-6-methylthioimidazo<1,2-b>pyridazine 142074-16-6 C8H9N3S
2-methyl-6-methylthioimidazo<1,2-b>pyridazine
—— 5-hydroxy-4,4-bisphenylthiohept-1-ene 98793-19-2 C19H22OS2
5-hydroxy-4,4-bisphenylthiohept-1-ene
—— (+)-(R)-6-(bis(phenylthio)methyl)-2,2,3,3,10,10,11,11-octamethyl-4,9-dioxa-3,10-disiladodecane 1353547-45-1 C29H48O2S2Si2
(+)-(R)-6-(bis(phenylthio)methyl)-2,2,3,3,10,10,11,11-octamethyl-4,9-dioxa-3,10-disiladodecane
—— bis[bis(phenylthio)methyl]dimethylsilane 1266779-29-6 C28H28S4Si
bis[bis(phenylthio)methyl]dimethylsilane
—— 2-Naphthalen-2-yl-6-phenylsulfanyl-imidazo[1,2-b]pyridazine 180900-91-8 C22H15N3S
2-Naphthalen-2-yl-6-phenylsulfanyl-imidazo[1,2-b]pyridazine
—— 3-benzamidomethyl-2-methyl-6-phenylthioimidazo<1,2-b>pyridazine 142074-19-9 C21H18N4OS
3-benzamidomethyl-2-methyl-6-phenylthioimidazo<1,2-b>pyridazine
—— 7-(1-methyl-1-phenylthioethyl)-1,4-dioxaspiro<4,5>decane 163068-79-9 C17H24O2S
7-(1-methyl-1-phenylthioethyl)-1,4-dioxaspiro<4,5>decane
—— 3-<1-methyl-1-(phenylthio)ethyl>-1-cyclohexanone 161145-67-1 C15H20OS
3-<1-methyl-1-(phenylthio)ethyl>-1-cyclohexanone
—— 3-ethyl-7-(phenylthio)-1,5,8,8a-tetrahydro-5-indolizinone 1415683-72-5 C16H17NOS
3-ethyl-7-(phenylthio)-1,5,8,8a-tetrahydro-5-indolizinone
—— 1,6-diallyl-4-(phenylthio)-1,2,5,6-tetrahydropyridin-2-one 949103-80-4 C17H19NOS
1,6-diallyl-4-(phenylthio)-1,2,5,6-tetrahydropyridin-2-one
—— 5-(2-Oxo-ethylsulfanyl)-2-thioxo-[1,3]dithiole-4-carbaldehyde 1026723-43-2 C6H4O2S4
5-(2-Oxo-ethylsulfanyl)-2-thioxo-[1,3]dithiole-4-carbaldehyde
—— Barium reineckate 22708-05-0 C8H12BaCr2N12S8
Barium reineckate
—— (1R,2Z,6E,8E,12R)-N-(1-hydroxymethyl-12-methoxy-9-methylpentadeca-2,6,8,14-tetraenyl)-2,2-dimethylthiopropionamide 431982-08-0 C23H39NO2S
(1R,2Z,6E,8E,12R)-N-(1-hydroxymethyl-12-methoxy-9-methylpentadeca-2,6,8,14-tetraenyl)-2,2-dimethylthiopropionamide
—— 1-(2-chlorophenyl)sulfanyl-3-[2-methylpropyl(2-morpholin-4-ylethyl)amino]propan-2-ol;hydron;dichloride —— C19H33Cl3N2O2S
1-(2-chlorophenyl)sulfanyl-3-[2-methylpropyl(2-morpholin-4-ylethyl)amino]propan-2-ol;hydron;dichloride
—— 4-Methylsulfanyl-6-pyridin-2-yl-2-thiophen-2-yl-pyrimidine 87568-81-8 C14H11N3S2
4-Methylsulfanyl-6-pyridin-2-yl-2-thiophen-2-yl-pyrimidine