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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-(6-methyl-2-methylsulfanyl-pyrimidin-4-yl)-propan-2-one 1364929-05-4 C9H12N2OS
1-(6-methyl-2-methylsulfanyl-pyrimidin-4-yl)-propan-2-one
—— (Z)-(3-(methoxymethoxy)-1-(phenylthio)prop-1-en-1-yl)dimethyl(phenyl)silane 1622445-85-5 C19H24O2SSi
(Z)-(3-(methoxymethoxy)-1-(phenylthio)prop-1-en-1-yl)dimethyl(phenyl)silane
—— 1,2-hexene oxide 1147097-06-0 C16H18OS
1,2-hexene oxide
—— 1-<5'-(1'',3''-Benzodithiole-2''-ylidenylmethyl)-2'-methylthien-3'-yl>-2-<5'''-formyl-2'''-methylthien-3'''-yl>perfluorocyclopentene 154566-78-6 C24H14F6OS4
1-<5'-(1'',3''-Benzodithiole-2''-ylidenylmethyl)-2'-methylthien-3'-yl>-2-<5'''-formyl-2'''-methylthien-3'''-yl>perfluorocyclopentene
—— (2α,3β)-3-(5-benzylthio-2-furyl)-2-(prop-2-enyl)cyclopentanone 135186-49-1 C19H20O2S
(2α,3β)-3-(5-benzylthio-2-furyl)-2-(prop-2-enyl)cyclopentanone
—— 1,2-hexene oxide 1480577-36-3 C15H15ClOS
1,2-hexene oxide
—— 1,2-hexene oxide 193629-93-5 C15H16OS
1,2-hexene oxide
—— 1-phenyl-3-(phenylthio)hex-5-en-2-one 1589514-35-1 C18H18OS
1-phenyl-3-(phenylthio)hex-5-en-2-one
—— 4-(2-methyl-1,3-benzodithiol-2-yl)-2-(2-phenyl-1,3-benzodithiol-2-yl)-1H-pyrrole 147089-61-0 C25H19NS4
4-(2-methyl-1,3-benzodithiol-2-yl)-2-(2-phenyl-1,3-benzodithiol-2-yl)-1H-pyrrole
—— 3-(2-methyl-1,3-benzodithiol-2-yl)-1H-pyrrole 147089-28-9 C12H11NS2
3-(2-methyl-1,3-benzodithiol-2-yl)-1H-pyrrole
—— 5-(4-chloro-benzyl)-2-methylsulfanyl-oxazolo[5,4-d]pyrimidin-7-ol 1204762-16-2 C13H10ClN3O2S
5-(4-chloro-benzyl)-2-methylsulfanyl-oxazolo[5,4-d]pyrimidin-7-ol
—— 2-Phenyl-2-trifluormethyl-1,3-dithiolan 122491-26-3 C10H9F3S2
2-Phenyl-2-trifluormethyl-1,3-dithiolan
—— 2-trimethylsilyloxy-(4-thiomethylphenyl)acetonitrile 93554-99-5 C12H17NOSSi
2-trimethylsilyloxy-(4-thiomethylphenyl)acetonitrile
—— 4,4'-thiodipyridine-3-sulfonamide 1078160-08-3 C10H10N4O4S3
4,4'-thiodipyridine-3-sulfonamide
—— 4-[(4-methoxy-butyl)thio]-2-keto-3-methylpyridine 1248345-61-0 C11H17NO2S
4-[(4-methoxy-butyl)thio]-2-keto-3-methylpyridine
—— 4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-3-methylpyridine-1-oxide 1248345-79-0 C12H16F3NO3S
4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-3-methylpyridine-1-oxide
—— 4-propylthio-2-keto-3-methylpyridine 1248345-75-6 C9H13NOS
4-propylthio-2-keto-3-methylpyridine
—— 4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-2-keto-3-methylpyridine 1248345-80-3 C12H16F3NO3S
4-[2-(2-(2,2,2-trifluoroethoxy)-ethoxy)ethyl]thio-2-keto-3-methylpyridine
—— 4-[(8-methoxy-octyl)thio]-2-keto-3-methylpyridine 1248345-67-6 C15H25NO2S
4-[(8-methoxy-octyl)thio]-2-keto-3-methylpyridine
—— 4-methylthio-3-methylpyridine-1-oxide 1248345-71-2 C7H9NOS
4-methylthio-3-methylpyridine-1-oxide
—— 4-methylthio-2-keto-3-methylpyridine 1248345-72-3 C7H9NOS
4-methylthio-2-keto-3-methylpyridine
—— 2-(((4-Bromophenyl)thio)methyl)piperidine 83782-75-6 C12H16BrNS
2-(((4-Bromophenyl)thio)methyl)piperidine
—— 2-bromo-3-methanesulfonyl-1,4-dimethoxy-butane 59059-81-3 C7H15BrO4S
2-bromo-3-methanesulfonyl-1,4-dimethoxy-butane
—— 4,4'-Sulfanediylbis(2,5-di-tert-butylphenol) 95311-90-3 C28H42O2S
4,4'-Sulfanediylbis(2,5-di-tert-butylphenol)
—— 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