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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
—— 3,4-dihydro-2H-benzo[b][1,4]thiazocin-5(6H)-one 16175-48-7 C10H11NOS
3,4-dihydro-2H-benzo[b][1,4]thiazocin-5(6H)-one
—— 1-(3-carboxyprop-1-yl)-2-(4-fluorobenzyl)-thio-5-(2-methoxypyrimid-5-ylmethyl)-pyrimidin-4-one 304902-83-8 C21H21FN4O4S
1-(3-carboxyprop-1-yl)-2-(4-fluorobenzyl)-thio-5-(2-methoxypyrimid-5-ylmethyl)-pyrimidin-4-one
—— 1-α-Hydroxyaethyl-1-phenylthiocyclohexan 62291-78-5 C14H20OS
1-α-Hydroxyaethyl-1-phenylthiocyclohexan
—— (E)-1-ethoxy-4-phenylthio-1-butene 124224-90-4 C12H16OS
(E)-1-ethoxy-4-phenylthio-1-butene
—— 4-Aza-phenothiazin-10-carbonsaeure-2-piperidino-aethylester 99004-30-5 C19H21N3O2S
4-Aza-phenothiazin-10-carbonsaeure-2-piperidino-aethylester
—— N-methoxy-N-methyl-2-phenylsulfanylhept-6-enamide 1235329-29-9 C15H21NO2S
N-methoxy-N-methyl-2-phenylsulfanylhept-6-enamide
—— 6-thiophenyl-2-fluoro-purine 385434-58-2 C11H7FN4S
6-thiophenyl-2-fluoro-purine
—— 4,4'-ethanediyldimercapto-di-phenol 14490-33-6 C14H14O2S2
4,4'-ethanediyldimercapto-di-phenol
—— 5-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydrothiophen-2-yl)pentanal 205110-27-6 C15H18O3S2
5-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydrothiophen-2-yl)pentanal
—— 1,1-bis(mercaptomethyl)cyclobutane 110206-37-6 C6H12S2
1,1-bis(mercaptomethyl)cyclobutane
—— 5-(1,1-dioxo-4-phenylsulfanyl-2,5-dihydrothiophen-2-yl)pentan-1-ol 205110-24-3 C15H20O3S2
5-(1,1-dioxo-4-phenylsulfanyl-2,5-dihydrothiophen-2-yl)pentan-1-ol
—— tert-butyl (7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>nonane-7-thiocarboxylate 124443-57-8 C20H38O2S3Si
tert-butyl (7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>nonane-7-thiocarboxylate
—— trans-1-methyl-2-(phenylthio)cyclopentane 110434-51-0 C12H16S
trans-1-methyl-2-(phenylthio)cyclopentane
—— 4-nitrophenyl 2-methyl-4-methoxyphenyl sulfide 122443-56-5 C14H13NO3S
4-nitrophenyl 2-methyl-4-methoxyphenyl sulfide
—— 2-(Ethylthio)-4-(tridecafluorohexyl)pyrimidine 127598-45-2 C12H7F13N2S
2-(Ethylthio)-4-(tridecafluorohexyl)pyrimidine
—— 2-(4-Pentenyl)-4-(phenylthio)-3-sulfolene 124243-68-1 C15H18O2S2
2-(4-Pentenyl)-4-(phenylthio)-3-sulfolene
—— 1,3-bis(methylthio)-4-methyl-6,7,8,9-tetrahydro-5H-cyclohepta<c>pyridine 128736-33-4 C13H19NS2
1,3-bis(methylthio)-4-methyl-6,7,8,9-tetrahydro-5H-cyclohepta<c>pyridine
—— 4,5-dithiomethyl-1,2-dithiole-3-thione 72713-45-2 C5H6S5
4,5-dithiomethyl-1,2-dithiole-3-thione
—— Hydrazinecarbothioyl cyanide 80229-03-4 C2H3N3S
Hydrazinecarbothioyl cyanide
—— ethyl 2-phenylthio-2-hexenoate 91077-20-2 C14H18O2S
ethyl 2-phenylthio-2-hexenoate
—— 5-methylthio-1-methyl-1,2,3-triazole-4-carbothiamide 129257-17-6 C5H8N4S2
5-methylthio-1-methyl-1,2,3-triazole-4-carbothiamide
—— 2-amino-3-methanesulfonyl-2-methyl-propionitrile 1613238-69-9 C5H10N2O2S
2-amino-3-methanesulfonyl-2-methyl-propionitrile
—— N-butyl-2-<1-(2-pyridylthio)-1-methylethyl>pyrrolidine 115961-66-5 C16H26N2S
N-butyl-2-<1-(2-pyridylthio)-1-methylethyl>pyrrolidine
—— 4-(2-{6-amino-8-[(6-chloro-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 1156467-41-2 C20H21ClN6O3S
4-(2-{6-amino-8-[(6-chloro-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— 4-(2-{6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3H-purin-3-yl}ethyl)piperidine-1-carbaldehyde 958022-72-5 C20H21BrN6O3S
4-(2-{6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3H-purin-3-yl}ethyl)piperidine-1-carbaldehyde
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(cyclopropylcarbonyl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958020-96-7 C23H25BrN6O3S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(cyclopropylcarbonyl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— 2-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-2-oxoethanol 1156466-06-6 C22H25BrN6O4S
2-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-2-oxoethanol
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958022-38-3 C21H22BrF3N6O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(2,2,2-trifluoroethyl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— tert-butyl (7R,8R,9S)-8-hydroxymethyl-9-methyl-1,4-dithiaspiro<4.4>nonane-7-thiocarboxylate 124443-56-7 C14H24O2S3
tert-butyl (7R,8R,9S)-8-hydroxymethyl-9-methyl-1,4-dithiaspiro<4.4>nonane-7-thiocarboxylate
—— 2,4-bis(methylthio)-indane-5H-<2,1-c>pyridine 128736-26-5 C14H13NS2
2,4-bis(methylthio)-indane-5H-<2,1-c>pyridine
—— 2,6-bis(methylthio)-4-ethylpyridine 128736-17-4 C9H13NS2
2,6-bis(methylthio)-4-ethylpyridine
—— 2-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-yl]-2-oxoethanol 958025-74-6 C21H23BrN6O4S
2-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-yl]-2-oxoethanol
—— tert-butyl 4-[2-[6-amino-8-[(5-bromo-2,3-dihydrobenzofuran-6-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate 1156467-20-7 C25H31BrN6O3S
tert-butyl 4-[2-[6-amino-8-[(5-bromo-2,3-dihydrobenzofuran-6-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate
—— (2R)-1-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-ol 1156466-32-8 C23H27BrN6O4S
(2R)-1-[4-(2-{6-amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidin-1-yl]-1-oxopropan-2-ol
—— 4-(2-{6-Amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 958021-58-4 C21H23BrN6O3S
4-(2-{6-Amino-8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(1-methyl-1H-tetrazol-5-yl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958022-86-1 C21H23BrN10O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(1-methyl-1H-tetrazol-5-yl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— 4-(2-{6-amino-8-[(7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 1156467-36-5 C22H26BrN7O2S
4-(2-{6-amino-8-[(7-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— 4-(2-{6-amino-8-[(6-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 1156467-38-7 C22H26BrN7O2S
4-(2-{6-amino-8-[(6-bromo-4-methyl-3,4-dihydro-2H-1,4-benzoxazin-7-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— tert-butyl 4-[2-[6-amino-8-[(6-bromo-2,3-dihydro-1,4-benzodioxin-7-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate 1156468-51-7 C25H31BrN6O4S
tert-butyl 4-[2-[6-amino-8-[(6-bromo-2,3-dihydro-1,4-benzodioxin-7-yl)sulfanyl]purin-9-yl]ethyl]piperidine-1-carboxylate
—— 4-(2-{6-amino-8-[(5-bromo-2,3-dihydro-1-benzofuran-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 1156467-11-6 C21H23BrN6O2S
4-(2-{6-amino-8-[(5-bromo-2,3-dihydro-1-benzofuran-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— 4-(2-{6-amino-8-[(5-bromo-1-benzofuran-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde 1156467-12-7 C21H21BrN6O2S
4-(2-{6-amino-8-[(5-bromo-1-benzofuran-6-yl)thio]-9H-purin-9-yl}ethyl)piperidine-1-carbaldehyde
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-isopropylpiperidin-4-yl)ethyl]-9H-purin-6-amine 958022-32-7 C22H27BrN6O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-isopropylpiperidin-4-yl)ethyl]-9H-purin-6-amine
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(cyclohexylmethyl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958022-30-5 C26H33BrN6O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(cyclohexylmethyl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-prop-2-yn-1-ylpiperidin-4-yl)ethyl]-9H-purin-6-amine 958023-18-2 C22H23BrN6O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-prop-2-yn-1-ylpiperidin-4-yl)ethyl]-9H-purin-6-amine
—— (2R)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-2-hydroxypropan-1-one 958025-86-0 C22H25BrN6O4S
(2R)-1-[4-(2-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-2-hydroxypropan-1-one
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-butyrylpiperidin-4-yl)ethyl]-9H-purin-6-amine 1156465-97-2 C23H27BrN6O3S
8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9-[2-(1-butyrylpiperidin-4-yl)ethyl]-9H-purin-6-amine
—— 2-(3-methylbenzyl)-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile 860815-01-6 C14H13N3OS
2-(3-methylbenzyl)-4-(methylsulfanyl)-6-oxo-1,6-dihydro-5-pyrimidinecarbonitrile
—— 1-<(7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>non-7yl>ethanone 124443-59-0 C17H32O2S2Si
1-<(7R,8R,9S)-8-(tert-butyldimethylsilyloxymethyl)-9-methyl-1,4-dithiaspiro<4.4>non-7yl>ethanone
—— 1,3-bis(methylthio)-6,7,8,9-tetrahydro-5H-cyclohepta<c>pyridine 128736-25-4 C12H17NS2
1,3-bis(methylthio)-6,7,8,9-tetrahydro-5H-cyclohepta<c>pyridine
—— 6-Amino-1,4-dimethyl-7-phenylsulfanyl-1,4-dihydro-quinoxaline-2,3-dione 126473-90-3 C16H15N3O2S
6-Amino-1,4-dimethyl-7-phenylsulfanyl-1,4-dihydro-quinoxaline-2,3-dione