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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-benzylthio-6-(2-furyl)-4-oxo-3,4-dihydropyrimidine-5-carbonitrile 137447-01-9 C16H11N3O2S
2-benzylthio-6-(2-furyl)-4-oxo-3,4-dihydropyrimidine-5-carbonitrile
—— 7-cyano-8-(2-furyl)-3-(4-tolyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-85-9 C18H14N4O2S
7-cyano-8-(2-furyl)-3-(4-tolyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 2-Amino-6-(5-brom-2-methylmercapto-pyrimidinyl-(4)-mercapto)-purin 68498-46-4 C10H8BrN7S2
2-Amino-6-(5-brom-2-methylmercapto-pyrimidinyl-(4)-mercapto)-purin
—— 7-cyano-3-ethyl-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one 1262508-81-5 C13H12N4O2S
7-cyano-3-ethyl-8-(2-furyl)-3,4-dihydro-2H-pyrimido[2,1-b]-1,3,5-thiadiazin-6-one
—— 2-(4'-Oxobutyl)-2-(5"-oxopentyl)-1,3-dithiane 146353-23-3 C13H22O2S2
2-(4'-Oxobutyl)-2-(5"-oxopentyl)-1,3-dithiane
—— 2-(3'-Oxopropyl)-2-(5"-oxopentyl)-1,3-dithiane 146353-22-2 C12H20O2S2
2-(3'-Oxopropyl)-2-(5"-oxopentyl)-1,3-dithiane
—— N-(2-azidoethyl)-2-(phenylthio)acetamide 1192358-12-5 C10H12N4OS
N-(2-azidoethyl)-2-(phenylthio)acetamide
—— 2-<3'-(1,3-Dioxolanyl)propyl>-2-<4"-(1,3-dioxolanyl)butyl>-1,3-dithiane 146353-21-1 C17H30O4S2
2-<3'-(1,3-Dioxolanyl)propyl>-2-<4"-(1,3-dioxolanyl)butyl>-1,3-dithiane
—— (5R)-1-[4-(1,3-dioxolan-2-yl)butyl]-5-{[(1-tert-butyl-1H-tetrazol-5-yl)sulfanyl]methyl}pyrrolidin-2-one 1197897-14-5 C17H29N5O3S
(5R)-1-[4-(1,3-dioxolan-2-yl)butyl]-5-{[(1-tert-butyl-1H-tetrazol-5-yl)sulfanyl]methyl}pyrrolidin-2-one
—— 3,4-Trimethylen-1,6-dioxa-6a-thia<sup>IV</sup>-2,5-diazapentalen 70820-83-6 C6H6N2O2S
3,4-Trimethylen-1,6-dioxa-6a-thia<sup>IV</sup>-2,5-diazapentalen
—— 4-Chlor-2-benzylmercapto-pyrimidin 78494-41-4 C11H9ClN2S
4-Chlor-2-benzylmercapto-pyrimidin
—— 10H-Pyrazino[2,3-b][1,4]benzothiazine-8-carboxylic acid 203659-84-1 C11H7N3O2S
10H-Pyrazino[2,3-b][1,4]benzothiazine-8-carboxylic acid
—— N-(10H-Pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-1-methylpiperidine-4-carboxamide 203657-14-1 C18H21N5OS
N-(10H-Pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-1-methylpiperidine-4-carboxamide
—— 3-(2,4-difluorophenyl)-1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazine 691864-48-9 C13H10F2N4OS
3-(2,4-difluorophenyl)-1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazine
—— 1,4-Phenylenbis(benzodithioketal) 63866-46-6 C20H14S4
1,4-Phenylenbis(benzodithioketal)
—— 6-(4-cholorobutyl)-4-(phenylthio)-1,2,5,6-tetrahydro-2-pyridinone 871950-83-3 C15H18ClNOS
6-(4-cholorobutyl)-4-(phenylthio)-1,2,5,6-tetrahydro-2-pyridinone
—— 4-(4-bromophenylsulfanyl)-3,5-dimethyl-1H-pyrazole 394237-22-0 C11H11BrN2S
4-(4-bromophenylsulfanyl)-3,5-dimethyl-1H-pyrazole
—— 2-ethylsulfanyl-6-phenyl-4H-thiopyran-4-one 500169-87-9 C13H12OS2
2-ethylsulfanyl-6-phenyl-4H-thiopyran-4-one
—— 5-Methyl-4-[(4-methylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one 146795-14-4 C18H16N2OS
5-Methyl-4-[(4-methylsulfanylphenyl)methylidene]-2-phenylpyrazol-3-one
—— 5-methyl-2-[4,5-bis(pentylthio)-1,3-dithiole-2-yliden]-(1,3)-dithiolo[4,5-c]pyrrole 860306-27-0 C19H27NS6
5-methyl-2-[4,5-bis(pentylthio)-1,3-dithiole-2-yliden]-(1,3)-dithiolo[4,5-c]pyrrole
—— (S)-2-amino-4-[2-chloro-4-(2-hydroxy-5-methylphenylthio)phenyl]-2-methylbutylphosphoric acid monoester 1260512-05-7 C18H23ClNO5PS
(S)-2-amino-4-[2-chloro-4-(2-hydroxy-5-methylphenylthio)phenyl]-2-methylbutylphosphoric acid monoester
—— (R)-N-[1-(hydroxymethyl)-2-methylpropyl]cyclohexanethiocarboxamide 420133-83-1 C12H23NOS
(R)-N-[1-(hydroxymethyl)-2-methylpropyl]cyclohexanethiocarboxamide
—— (R)-2-cyclohexyl-4-isopropyl-2-thiazoline 420134-20-9 C12H21NS
(R)-2-cyclohexyl-4-isopropyl-2-thiazoline
—— (S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-methylphenylthio)phenyl]-2-methylbutan-1-ol 1260511-77-0 C25H34ClNO5S
(S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-methylphenylthio)phenyl]-2-methylbutan-1-ol
—— (S)-4-methoxy-4-(phenylthio)-2-butanone 1207593-83-6 C11H14O2S
(S)-4-methoxy-4-(phenylthio)-2-butanone
—— (S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-methylphenylthio)phenyl]-1-dimethoxyphosphoryloxy-2-methylbutane 1260511-92-9 C27H39ClNO8PS
(S)-2-t-butoxycarbonylamino-4-[2-chloro-4-(2-methoxymethoxy-5-methylphenylthio)phenyl]-1-dimethoxyphosphoryloxy-2-methylbutane
—— 3-benzylthio-4-phenylfurazan 1198084-52-4 C15H12N2OS
3-benzylthio-4-phenylfurazan
—— 2-[1-(2-Phenyl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol 1015689-73-2 C21H24OS2
2-[1-(2-Phenyl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol
—— 3,5,7,10,10-pentamethyl-2,4,6,8-tetrathia-adamantane-1-thiol 17443-98-0 C11H18S5
3,5,7,10,10-pentamethyl-2,4,6,8-tetrathia-adamantane-1-thiol
—— [3-fluoro-2-(1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazin-3-yl)-phenyl]-dimethyl-amine 691864-51-4 C15H16FN5OS
[3-fluoro-2-(1-methyl-7-methylsulfanyl-1H-pyrimido[4,5-e][1,3,4]oxadiazin-3-yl)-phenyl]-dimethyl-amine
—— ethyl (1S,2S,4aR,6S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-8-(dimethylenedithio)-2,6-dimethylnaphthalene-1-carboxylate 175358-23-3 C17H26O2S2
ethyl (1S,2S,4aR,6S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-8-(dimethylenedithio)-2,6-dimethylnaphthalene-1-carboxylate
—— ethyl (1S,2S,4aR,6S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-2-methyl-6-<<<(methylthio)thiocarbonyl>oxy>methyl>-8-oxonaphthalene-1-carboxylate 175358-21-1 C17H24O4S2
ethyl (1S,2S,4aR,6S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-2-methyl-6-<<<(methylthio)thiocarbonyl>oxy>methyl>-8-oxonaphthalene-1-carboxylate
—— 2-[1-(2-Propan-2-yl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol 1015689-74-3 C18H26OS2
2-[1-(2-Propan-2-yl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol
—— 7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-methylthioimidazo<4,5-d>pyridazine 85732-82-7 C11H11ClN6S
7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-methylthioimidazo<4,5-d>pyridazine
—— 2H-Pyran, 2-(ethenylthio)-3,4-dihydro- 61645-66-7 C7H10OS
2H-Pyran, 2-(ethenylthio)-3,4-dihydro-
—— 2-[1-(2-Ethyl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol 1015689-72-1 C17H24OS2
2-[1-(2-Ethyl-1,3-dithian-2-yl)pent-4-en-2-yl]phenol
—— 7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(3-chlorobenzylthio)imidazo<4,5-d>pyridazine 85732-83-8 C17H14Cl2N6S
7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(3-chlorobenzylthio)imidazo<4,5-d>pyridazine
—— 1-(2-hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanol 863673-01-2 C13H22N2OS
1-(2-hexylsulfanyl-6-methyl-pyrimidin-4-yl)-ethanol
—— lead(II) n-butylxanthate 21256-01-9 C10H18O2PbS4
lead(II) n-butylxanthate
—— 2-cyano-3-(diethoxyphosphoryloxy)-5-ethylthio-thiophene 61124-88-7 C11H16NO4PS2
2-cyano-3-(diethoxyphosphoryloxy)-5-ethylthio-thiophene
—— 6,6-dimethyl-6,7-dihydro-5<i>H</i>-2,3-dioxa-2aλ<sup>4</sup>-thia-1,4-diaza-cyclopenta[<i>cd</i>]indene 37895-65-1 C8H10N2O2S
6,6-dimethyl-6,7-dihydro-5<i>H</i>-2,3-dioxa-2aλ<sup>4</sup>-thia-1,4-diaza-cyclopenta[<i>cd</i>]indene
—— Ethyl Bromofluoro(phenylthio)acetate 106636-69-5 C10H10BrFO2S
Ethyl Bromofluoro(phenylthio)acetate
—— ethyl 4-(hydroxymethyl)-2-(phenylsulfanyl)pent-4-enoate 927432-68-6 C14H18O3S
ethyl 4-(hydroxymethyl)-2-(phenylsulfanyl)pent-4-enoate
—— 1,2-Bis<(o-hydroxyphenyl)thio>ethylen 64620-82-2 C14H12O2S2
1,2-Bis<(o-hydroxyphenyl)thio>ethylen
—— 2-(allylthio)-5-(4-chlorophenyl)-1,3,4-oxadiazole 886509-13-3 C11H9ClN2OS
2-(allylthio)-5-(4-chlorophenyl)-1,3,4-oxadiazole
—— N-phenyl-4-((trifluoromethyl)thio)aniline 1333415-78-3 C13H10F3NS
N-phenyl-4-((trifluoromethyl)thio)aniline
—— 5-phenylthiofuran-2-sulfonyl chloride 166964-27-8 C10H7ClO3S2
5-phenylthiofuran-2-sulfonyl chloride
—— 2-(butylthio)-5-(4-pyridyl)-1,3,4-oxadiazole 892427-98-4 C11H13N3OS
2-(butylthio)-5-(4-pyridyl)-1,3,4-oxadiazole
—— (4S,6S)-4-phenyl-6-(phenylthio)tetrahydro-2H-pyran-2-one 1610597-30-2 C17H16O2S
(4S,6S)-4-phenyl-6-(phenylthio)tetrahydro-2H-pyran-2-one
—— (4S,6S)-4-(furan-2-yl)-6-(phenylthio)tetrahydro-2H-pyran-2-one 1610597-38-0 C15H14O3S
(4S,6S)-4-(furan-2-yl)-6-(phenylthio)tetrahydro-2H-pyran-2-one