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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-amino-5-[(2'-diethyl-amino)ethylthio]-1,3,4-thiadiazole 66366-30-1 C8H16N4S2
2-amino-5-[(2'-diethyl-amino)ethylthio]-1,3,4-thiadiazole
—— (1R)-1-[2-(p-tolylsulfanyl)phenyl]-propan-1,3-diol 835626-77-2 C16H18O2S
(1R)-1-[2-(p-tolylsulfanyl)phenyl]-propan-1,3-diol
—— 2,2-Dimethyl-4-(phenylsulfanylmethyl)-1,3-dioxane 521274-20-4 C13H18O2S
2,2-Dimethyl-4-(phenylsulfanylmethyl)-1,3-dioxane
—— 3-methyl-2-(p-tolylthio)pyridine 1279130-01-6 C13H13NS
3-methyl-2-(p-tolylthio)pyridine
—— Carbamic acid, [5-(methylthio)-1H-1,2,4-triazol-3-yl]-, methyl ester 79741-86-9 C5H8N4O2S
Carbamic acid, [5-(methylthio)-1H-1,2,4-triazol-3-yl]-, methyl ester
—— 2-[(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)sulfinyl]ethanol 917966-98-4 C10H9F13O2S
2-[(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)sulfinyl]ethanol
—— 5-(4-fluorophenyl)-3-(methylthio)-1,2,4-triazine 71347-48-3 C10H8FN3S
5-(4-fluorophenyl)-3-(methylthio)-1,2,4-triazine
—— (5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid ethyl ester 33621-21-5 C10H10N2O4S
(5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid ethyl ester
—— (5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid hydrazide 33621-23-7 C8H8N4O3S
(5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid hydrazide
—— 2-(2-phenylsulfanylethyl)-2-prop-2-ynylmalonic acid dimethyl ester 745071-81-2 C16H18O4S
2-(2-phenylsulfanylethyl)-2-prop-2-ynylmalonic acid dimethyl ester
—— (l)-4,4'-bis(4-nitrophenylsulfanyl)diphenylsulfide 54952-18-0 C24H16N2O4S3
(l)-4,4'-bis(4-nitrophenylsulfanyl)diphenylsulfide
—— 2-methyl-2-(4-methylphenylsulfanyl)-propionaldehyde 110452-12-5 C11H14OS
2-methyl-2-(4-methylphenylsulfanyl)-propionaldehyde
—— 3-hydroxy-4-methyl-4-(4'-methylphenyl)sulfanyl-pentanamide 910865-17-7 C13H19NO2S
3-hydroxy-4-methyl-4-(4'-methylphenyl)sulfanyl-pentanamide
—— 4-methyl cyclohex-3-en-2-one spiro-1,2'-(1',3'-dithiane) 127501-86-4 C10H14OS2
4-methyl cyclohex-3-en-2-one spiro-1,2'-(1',3'-dithiane)
—— isopropyl 10-hydroxy-11-phenylthioundecanoate 197149-65-8 C20H32O3S
isopropyl 10-hydroxy-11-phenylthioundecanoate
—— ethyl 2-(5-bromo-2-(2-methoxy-2-oxoethyl)phenyl)-2-(phenylthio)acetate 1011458-54-0 C19H19BrO4S
ethyl 2-(5-bromo-2-(2-methoxy-2-oxoethyl)phenyl)-2-(phenylthio)acetate
—— 3-methylthio-5-(pyridin-3-yl)-1,2,4-triazine 641615-64-7 C9H8N4S
3-methylthio-5-(pyridin-3-yl)-1,2,4-triazine
—— 1-(aminooxy)-2-(methylsulfonyl)ethane hydrochloride 947666-67-3 C3H9NO3S*ClH
1-(aminooxy)-2-(methylsulfonyl)ethane hydrochloride
—— 3-Methyl-5-bromo-6-(4-pyridyl)-2-methylthio-4(3 H)-pyrimidinone 208655-22-5 C11H10BrN3OS
3-Methyl-5-bromo-6-(4-pyridyl)-2-methylthio-4(3 H)-pyrimidinone
—— 2-(2-methylsulfanyl-imidazol-1-yl)-4-oxazol-5-yl-pyridine 1420998-18-0 C12H10N4OS
2-(2-methylsulfanyl-imidazol-1-yl)-4-oxazol-5-yl-pyridine
—— 2-(2,6-Dichlorophenyl)-2-{6-[(2,4-difluorophenyl)sulfanyl]-3-pyridazinyl}acetamide 209412-23-7 C18H11Cl2F2N3OS
2-(2,6-Dichlorophenyl)-2-{6-[(2,4-difluorophenyl)sulfanyl]-3-pyridazinyl}acetamide
—— 4,6-dimethyl-2-methylcarbamoylsulfanyl-pyrimidine 61887-69-2 C8H11N3OS
4,6-dimethyl-2-methylcarbamoylsulfanyl-pyrimidine
—— 4-Methyl-2-p-tolylthiopyridin 51954-55-3 C13H13NS
4-Methyl-2-p-tolylthiopyridin
—— 1-acetyl-5-furan-2-yl-3-methylsulfanyl-1<i>H</i>-[1,2,4]triazole 61323-52-2 C9H9N3O2S
1-acetyl-5-furan-2-yl-3-methylsulfanyl-1<i>H</i>-[1,2,4]triazole
—— n-hexyl 1,2-diethylcyclohexyl sulphoxide 52636-43-8 C16H32OS
n-hexyl 1,2-diethylcyclohexyl sulphoxide
—— n-hexyl 1,2-diethylcyclohexyl sulphide 52636-55-2 C16H32S
n-hexyl 1,2-diethylcyclohexyl sulphide
—— 4-(4-phenylthio)benzyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine 189018-63-1 C19H15N3OS
4-(4-phenylthio)benzyl-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine
—— N'-[2,3,4,5-tetrafluoro-6-(propylthio)phenyl]benzamidine 685872-06-4 C16H14F4N2S
N'-[2,3,4,5-tetrafluoro-6-(propylthio)phenyl]benzamidine
—— 3,4,5,6-tetrafluoro-2-(propylthio)aniline 685872-15-5 C9H9F4NS
3,4,5,6-tetrafluoro-2-(propylthio)aniline
—— (E)-4-hydroxy-3-(phenylthio)pent-3-en-2-one 28195-10-0 C11H12O2S
(E)-4-hydroxy-3-(phenylthio)pent-3-en-2-one
—— 2-methyl-6-[3-(phenylthio)prop-1-yn-1-yl]pyridine 851855-84-0 C15H13NS
2-methyl-6-[3-(phenylthio)prop-1-yn-1-yl]pyridine
—— N-(1,1-Dimethyl-3-oxobutyl)-2-oxocyclopentan-1-carbothioamid 62242-25-5 C12H19NO2S
N-(1,1-Dimethyl-3-oxobutyl)-2-oxocyclopentan-1-carbothioamid
—— tert-butyl (3-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}-1-cyclopropylpropyl)carbamate 958023-87-5 C23H27BrN6O4S
tert-butyl (3-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}-1-cyclopropylpropyl)carbamate
—— 2-(6-methyl-4-pyrimidinylthio)-cyclohexanone 89991-27-5 C11H14N2OS
2-(6-methyl-4-pyrimidinylthio)-cyclohexanone
—— 5-methyl-2-methylthio-6-(2'-pyrazinyl)-4H-1,3-thiazin-4-one 119707-33-4 C10H9N3OS2
5-methyl-2-methylthio-6-(2'-pyrazinyl)-4H-1,3-thiazin-4-one
—— (3-cyano-5-nitro-2-pyridyl) N,N-diethylcarbamodithioate 909256-21-9 C11H12N4O2S2
(3-cyano-5-nitro-2-pyridyl) N,N-diethylcarbamodithioate
—— 1,1,1-trifluoro-2-[2-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-thiazol-5-yl]-butan-2-ol 944924-38-3 C23H17F3N4OS2
1,1,1-trifluoro-2-[2-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-thiazol-5-yl]-butan-2-ol
—— (S)-(2,3-dihydroxypropyl) phenyl sulfide 97798-48-6 C9H12O2S
(S)-(2,3-dihydroxypropyl) phenyl sulfide
—— tert-butyl (3-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3H-purin-3-yl}-1-cyclopropylpropyl)carbamate 958023-88-6 C23H27BrN6O4S
tert-butyl (3-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3H-purin-3-yl}-1-cyclopropylpropyl)carbamate
—— N-{3-[6-amino-8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-purin-9-yl]-1-cyclopropyl-propyl}-acetamide 1156466-69-1 C20H21BrN6O3S
N-{3-[6-amino-8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-purin-9-yl]-1-cyclopropyl-propyl}-acetamide
—— 5-cyano-4-(N,N-dimethylaminomethyleneamino)-2-methylthiopyrimidine 103970-37-2 C9H11N5S
5-cyano-4-(N,N-dimethylaminomethyleneamino)-2-methylthiopyrimidine
—— 4-amino-2-methylthiopyrimidine-5-carboxamide oxime 82302-14-5 C6H9N5OS
4-amino-2-methylthiopyrimidine-5-carboxamide oxime
—— N-{3-[6-acetylamino-8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-purin-9-yl]-1-cyclopropyl-propyl}-acetamide 1156466-70-4 C22H23BrN6O4S
N-{3-[6-acetylamino-8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-purin-9-yl]-1-cyclopropyl-propyl}-acetamide
—— (1S,2S)-Propylenepisulfoxid 21386-27-6 C3H6OS
(1S,2S)-Propylenepisulfoxid
—— Acetic acid, 2,2'-[(1-methylethylidene)bis(sulfonyl)]bis-, dimethyl ester 61713-33-5 C9H16O8S2
Acetic acid, 2,2'-[(1-methylethylidene)bis(sulfonyl)]bis-, dimethyl ester
—— 2-<2-(phenylthio)ethyl>-1,3-dioxolane 56161-48-9 C11H14O2S
2-<2-(phenylthio)ethyl>-1,3-dioxolane
—— 4-[(4-Hydroxyphenyl)sulfanyl-phenylmethyl]sulfanylphenol 216497-94-8 C19H16O2S2
4-[(4-Hydroxyphenyl)sulfanyl-phenylmethyl]sulfanylphenol
—— N,N-diethyl-S-isopropyloxycarbonyl dithiocarbamate 38235-21-1 C9H17NO2S2
N,N-diethyl-S-isopropyloxycarbonyl dithiocarbamate
—— (E)-2-<2-(phenylthio)ethenyl>-1,3-dioxolane 105621-12-3 C11H12O2S
(E)-2-<2-(phenylthio)ethenyl>-1,3-dioxolane
—— 1,2,2,5,5-pentamethyl-4-(methylthio)-3-imidazoline 23758-02-3 C9H18N2S
1,2,2,5,5-pentamethyl-4-(methylthio)-3-imidazoline