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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
—— 6-oxospiro<cyclohexane-1,2'-1',3'-oxathiolan> 33266-05-6 C8H12O2S
6-oxospiro<cyclohexane-1,2'-1',3'-oxathiolan>
—— 1,1,1-trifluoro-propane-2-thione 677-39-4 C3H3F3S
1,1,1-trifluoro-propane-2-thione
—— Benzene, [(3-iodobutyl)thio]- 190672-04-9 C10H13IS
Benzene, [(3-iodobutyl)thio]-
—— 1,1-dioxo-1λ<sup>6</sup>-[1,4]thiazepan-5-one 16906-20-0 C5H9NO3S
1,1-dioxo-1λ<sup>6</sup>-[1,4]thiazepan-5-one
—— 2-(4-bromo-phenyl)-5-methylsulfanyl-[1,3,4]oxadiazole 330675-16-6 C9H7BrN2OS
2-(4-bromo-phenyl)-5-methylsulfanyl-[1,3,4]oxadiazole
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 1528792-82-6 C26H28BrF2N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— 1-(Dodecylsulfanyl)propan-1-OL 64391-49-7 C15H32OS
1-(Dodecylsulfanyl)propan-1-OL
—— bis(4-phenylthiophenyl)disulfide 93972-94-2 C24H18S4
bis(4-phenylthiophenyl)disulfide
—— 1,5-dithia-spiro[5.5]undecan-7-one 51310-03-3 C9H14OS2
1,5-dithia-spiro[5.5]undecan-7-one
—— 1,4,7,10-tetrathia-dispiro[4.0.4.4]tetradecane 158-97-4 C10H16S4
1,4,7,10-tetrathia-dispiro[4.0.4.4]tetradecane
—— 2-Methyl-1-phenylsulfanyl-cyclohexanecarbonitrile 115993-72-1 C14H17NS
2-Methyl-1-phenylsulfanyl-cyclohexanecarbonitrile
—— 5-(t-butyldiphenylsilyloxy)-2,2-di(phenylthio)pentan-4-olide 147347-97-5 C33H34O3S2Si
5-(t-butyldiphenylsilyloxy)-2,2-di(phenylthio)pentan-4-olide
—— 4-ethyl-5-methyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one 343965-19-5 C13H16O2S
4-ethyl-5-methyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— methyl 2,3-dimethyl-2-phenylthiobut-3-enoate 86895-77-4 C13H16O2S
methyl 2,3-dimethyl-2-phenylthiobut-3-enoate
—— 1,5-dibromo-2,4-bis((S)-(+)-2-methylbutylthio)benzene 849402-15-9 C16H24Br2S2
1,5-dibromo-2,4-bis((S)-(+)-2-methylbutylthio)benzene
—— 5-isopropyl-1-hydroxyethoxymethyl-6-(phenylthio)-2-thiouracil 137897-88-2 C16H20N2O3S2
5-isopropyl-1-hydroxyethoxymethyl-6-(phenylthio)-2-thiouracil
—— 7-Chloro-5-[(phenylmethyl)thio]-N-[2-(thien-2-yl)ethyl]-thiazolo[4,5-d]pyrimidin-2-amine 259103-12-3 C18H15ClN4S3
7-Chloro-5-[(phenylmethyl)thio]-N-[2-(thien-2-yl)ethyl]-thiazolo[4,5-d]pyrimidin-2-amine
—— [1-(5-methylsulfanyl-pyridin-2-yl)-cyclopropyl]-carbamic acid tert-butyl ester 1159735-02-0 C14H20N2O2S
[1-(5-methylsulfanyl-pyridin-2-yl)-cyclopropyl]-carbamic acid tert-butyl ester
—— (2R)-2-[[2-Amino-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 333743-41-2 C13H16N6OS3
(2R)-2-[[2-Amino-5-[[(2-methyl-4-thiazolyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— 6-((6-(Pyridin-4-ylthio)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)-quinoline 1313725-55-1 C19H13N7S
6-((6-(Pyridin-4-ylthio)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)-quinoline
—— (5S)-1,5-dibenzyl-3-phenylsulfanylpyrrolidin-2-one 897397-14-7 C24H23NOS
(5S)-1,5-dibenzyl-3-phenylsulfanylpyrrolidin-2-one
—— 6-methyl-4-(4-phenylsulfanyl-phenyl)-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-63-3 C20H20N2O2S2
6-methyl-4-(4-phenylsulfanyl-phenyl)-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 2-<2'-(1,3-Dioxolanyl)ethyl>-2-<4"-(1,3-dioxolanyl)butyl>-1,3-dithiane 146353-20-0 C16H28O4S2
2-<2'-(1,3-Dioxolanyl)ethyl>-2-<4"-(1,3-dioxolanyl)butyl>-1,3-dithiane
—— N-((Methylcarbamoyl)oxy)thioacetimidic acid ethyl ester 19934-12-4 C6H12N2O2S
N-((Methylcarbamoyl)oxy)thioacetimidic acid ethyl ester
—— 2-Oxo-3-(methylsulfinyl)propanal-oxime 112740-56-4 C4H7NO3S
2-Oxo-3-(methylsulfinyl)propanal-oxime
—— Phosphonothioic acid, methyl-, O-ethyl S-(2-(hexylsulfinyl)ethyl) ester 53151-72-7 C11H25O3PS2
Phosphonothioic acid, methyl-, O-ethyl S-(2-(hexylsulfinyl)ethyl) ester
—— 4-Bromobenzaldehyde (6-methyl-2-((1-methylethyl)thio)-4-pyrimidinyl)hydrazone 154496-68-1 C15H17BrN4S
4-Bromobenzaldehyde (6-methyl-2-((1-methylethyl)thio)-4-pyrimidinyl)hydrazone
—— 4-Methyl-1-[4-(methylsulfanyl)benzylidene]thiosemicarbazide 1319729-47-9 C10H13N3S2
4-Methyl-1-[4-(methylsulfanyl)benzylidene]thiosemicarbazide
—— 5-bromo-2-{4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]anilino}-4-(phenylthio)pyrimidine 358978-04-8 C21H23BrN4O2S
5-bromo-2-{4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]anilino}-4-(phenylthio)pyrimidine
—— 3-(3-Propylthio-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine 131987-14-9 C11H17N3S2
3-(3-Propylthio-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— 1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-benzylthiocarbamoylcarbothiohydrazide 153935-79-6 C12H15N7S3
1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-benzylthiocarbamoylcarbothiohydrazide
—— 6-tert-butyl-4-[(Z)-2-methylpropylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one —— C12H20N4OS
6-tert-butyl-4-[(Z)-2-methylpropylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one
—— (2E)-2-Decylidene-N'-[(1E)-decylidene]hydrazine-1-carbothiohydrazide 6623-30-9 C21H42N4S
(2E)-2-Decylidene-N'-[(1E)-decylidene]hydrazine-1-carbothiohydrazide
—— Butoxycarboxim 34681-23-7 C7H14N2O4S
Butoxycarboxim
—— Butyl N-(((methylamino)carbonyl)oxy)ethanimidothioate 17564-99-7 C8H16N2O2S
Butyl N-(((methylamino)carbonyl)oxy)ethanimidothioate
—— 1,3-bis[(E)-decylideneamino]thiourea —— C21H42N4S
1,3-bis[(E)-decylideneamino]thiourea
—— 1,3,4-Oxadiazole-2-methanamine, 5-(ethylthio)- 915922-18-8 C5H9N3OS
1,3,4-Oxadiazole-2-methanamine, 5-(ethylthio)-
—— N-(2-(Phenylthio)benzyl)morpholine maleate 127876-77-1 C21H23NO5S
N-(2-(Phenylthio)benzyl)morpholine maleate
—— 5-Heptenoic acid, 7-(2-(4-((4-chlorophenyl)thio)-3-hydroxy-1-butenyl)-3,5-dihydroxycyclopentyl)-, (1-alpha(Z),2-beta(1E,3S*),3-alpha,5-alpha)-, (+-)- 40666-30-6 C22H29ClO5S
5-Heptenoic acid, 7-(2-(4-((4-chlorophenyl)thio)-3-hydroxy-1-butenyl)-3,5-dihydroxycyclopentyl)-, (1-alpha(Z),2-beta(1E,3S*),3-alpha,5-alpha)-, (+-)-
—— 2-(Allylthio)-5-bromo-3-methylpyridine, AldrichCPR 1845696-04-9 C9H10BrNS
2-(Allylthio)-5-bromo-3-methylpyridine, AldrichCPR
—— (+/-)-Isopropyl-(1-methyl-heptyl)-sulfid 99990-54-2 C11H24S
(+/-)-Isopropyl-(1-methyl-heptyl)-sulfid
—— 2-[(5-Ethyl-6-methyl-4-pyrimidinyl)thio]acetic acid 1239755-15-7 C9H12N2O2S
2-[(5-Ethyl-6-methyl-4-pyrimidinyl)thio]acetic acid
—— 3-methyl-1-(2-methyl-1,3-dithiolan-2-yl)hexane-2,4-dione 1415754-58-3 C11H18O2S2
3-methyl-1-(2-methyl-1,3-dithiolan-2-yl)hexane-2,4-dione
—— E(R)-2-butyl propenyl disulfide 58917-80-9 C7H14S2
E(R)-2-butyl propenyl disulfide
—— Pyrrolidine, 2-[(4-fluorophenyl)thio]- 1781134-43-7 C10H12FNS
Pyrrolidine, 2-[(4-fluorophenyl)thio]-
—— 2-Methylsulfanylethyl thiocyanate 17800-97-4 C4H7NS2
2-Methylsulfanylethyl thiocyanate
—— 2-Hydroxy-4-methylsulfinylbutyramid 49540-22-9 C5H11NO3S
2-Hydroxy-4-methylsulfinylbutyramid
—— 1-Propanone, 2-mercapto-1-(tetrahydro-1,1-dioxido-1,4-thiazepin-4(5H)-yl)- 1690649-35-4 C8H15NO3S2
1-Propanone, 2-mercapto-1-(tetrahydro-1,1-dioxido-1,4-thiazepin-4(5H)-yl)-
—— 6898-84-6 C3H8NaS
—— Propanamide, 2-[(3-amino-2-pyrazinyl)thio]-N-2-propyn-1-yl- 1692640-51-9 C10H12N4OS
Propanamide, 2-[(3-amino-2-pyrazinyl)thio]-N-2-propyn-1-yl-