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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
—— Sulfonium, diphenyl(4-((4-(phenylthio)phenyl)thio)phenyl)-, hexafluorophosphate(1-) 101200-55-9 C30H23F6PS3
Sulfonium, diphenyl(4-((4-(phenylthio)phenyl)thio)phenyl)-, hexafluorophosphate(1-)
—— 2,2'-Thiobis(4-tert-butyl-3,6-xylenol) 84604-87-5 C24H34O2S
2,2'-Thiobis(4-tert-butyl-3,6-xylenol)
—— 4,4'-Thiobis(6-tert-butyl-2,3-xylenol) 94021-13-3 C24H34O2S
4,4'-Thiobis(6-tert-butyl-2,3-xylenol)
—— Mustard-Lewisite 378791-32-3 C7H12AsCl5S
Mustard-Lewisite
—— 1,2-Benzenediol, thiobis(4-(1,1-dimethylethyl)- 72361-37-6 C20H26O4S
1,2-Benzenediol, thiobis(4-(1,1-dimethylethyl)-
—— Benzenamine, 4-(methylthio)-N-(5-((4-(methylthio)phenyl)amino)-2,4-pentadienylidene)-, monohydrochloride 93836-79-4 C19H21ClN2S2
Benzenamine, 4-(methylthio)-N-(5-((4-(methylthio)phenyl)amino)-2,4-pentadienylidene)-, monohydrochloride
—— DASB hydrochloride 371971-10-7 C16H18ClN3S
DASB hydrochloride
—— Butane-1,4-diol;2-(2-hydroxyethylsulfanyl)ethanol 70815-28-0 C8H20O4S
Butane-1,4-diol;2-(2-hydroxyethylsulfanyl)ethanol
—— 4-[2-(2-methyl-5-nitro-phenylsulfanyl)pyrimidin-4-yl]-quinoline 1174414-86-8 C20H14N4O2S
4-[2-(2-methyl-5-nitro-phenylsulfanyl)pyrimidin-4-yl]-quinoline
—— N-acetyl-S-methyl-S-(perfluorooctyl)sulfilimine 1178899-28-9 C11H6F17NOS
N-acetyl-S-methyl-S-(perfluorooctyl)sulfilimine
—— 3,4-dihydro-N-[(2S)-3-[(2-amino-3-fluorophenyl)thio]-2-methylpropyl]-2H-(3R)-1,5-benzoxathiepin-3-amine 1169759-86-7 C19H23FN2OS2
3,4-dihydro-N-[(2S)-3-[(2-amino-3-fluorophenyl)thio]-2-methylpropyl]-2H-(3R)-1,5-benzoxathiepin-3-amine
—— N-[3,4-dihydro-1,5-benzoxathiepin-3-yl]-3-(R)-[(2-hydroxy-3-aminophenyl)thio]-2-(S)-methyl-propionamide 1169760-45-5 C19H22N2O3S2
N-[3,4-dihydro-1,5-benzoxathiepin-3-yl]-3-(R)-[(2-hydroxy-3-aminophenyl)thio]-2-(S)-methyl-propionamide
—— 3-chloro-4-chloromethyl-5-(thiazol-2-ylsulfanyl)-pyridine 1064678-65-4 C9H6Cl2N2S2
3-chloro-4-chloromethyl-5-(thiazol-2-ylsulfanyl)-pyridine
—— 3,4-dihydro-N-[(2S)-3-[(2-hydroxy-3-aminophenyl)thio]-2-methylpropyl]-2H-(3R)-1,5-benzoxathiepin-3-amine 1169759-81-2 C19H24N2O2S2
3,4-dihydro-N-[(2S)-3-[(2-hydroxy-3-aminophenyl)thio]-2-methylpropyl]-2H-(3R)-1,5-benzoxathiepin-3-amine
—— 2-(5-chloro-4-chloromethyl-pyridin-3-ylsulfanyl)-N,N-dimethyl-acetamide 1064677-49-1 C10H12Cl2N2OS
2-(5-chloro-4-chloromethyl-pyridin-3-ylsulfanyl)-N,N-dimethyl-acetamide
—— 3-Chloro-4-(chloromethyl)-5-(1-methylimidazol-2-yl)sulfanylpyridine 1174132-40-1 C10H9Cl2N3S
3-Chloro-4-(chloromethyl)-5-(1-methylimidazol-2-yl)sulfanylpyridine
—— (Z,2S)-1-(4-methylphenyl)sulfanyldec-3-en-2-ol 1160482-51-8 C17H26OS
(Z,2S)-1-(4-methylphenyl)sulfanyldec-3-en-2-ol
—— [phenyl-[(2R)-3-phenylsulfanylbut-3-en-2-yl]phosphoryl]benzene 1176335-39-9 C22H21OPS
[phenyl-[(2R)-3-phenylsulfanylbut-3-en-2-yl]phosphoryl]benzene
—— Adam I-123 305352-16-3 C15H17IN2S
Adam I-123
—— (E,2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-en-2-ol 1160482-56-3 C29H36O2SSi
(E,2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-en-2-ol
—— (Z,2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-en-2-ol 1160482-52-9 C29H36O2SSi
(Z,2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-en-2-ol
—— (E,2S)-1-(4-methylphenyl)sulfanyldec-3-en-2-ol 1160482-54-1 C17H26OS
(E,2S)-1-(4-methylphenyl)sulfanyldec-3-en-2-ol
—— (2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-yn-2-ol 1160482-48-3 C29H34O2SSi
(2S)-6-[tert-butyl(diphenyl)silyl]oxy-1-(4-methylphenyl)sulfanylhex-3-yn-2-ol
—— 5-(2,6-dimethylphenyl)-3-(methylsulfanyl)-1,2,4-triazine 1186331-37-2 C12H13N3S
5-(2,6-dimethylphenyl)-3-(methylsulfanyl)-1,2,4-triazine
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(7-methoxy-6-(3-(methylsulfonyl)propoxy)quinazolin-4-ylthio)phenyl)urea 1188907-32-5 C27H31N5O6S2
1-(5-tert-butylisoxazol-3-yl)-3-(3-(7-methoxy-6-(3-(methylsulfonyl)propoxy)quinazolin-4-ylthio)phenyl)urea
—— 4-(4,4-difluoro-1-piperidinyl)-6-({[1-(fluoromethyl)-5-methyl-1H-1,2,4-triazo1-3-yl]thio}methyl)-N-(2,2,2-trifluoroethyl)-2-pyridinamine 1186688-12-9 C17H20F6N6S
4-(4,4-difluoro-1-piperidinyl)-6-({[1-(fluoromethyl)-5-methyl-1H-1,2,4-triazo1-3-yl]thio}methyl)-N-(2,2,2-trifluoroethyl)-2-pyridinamine
—— 3,6-dihydro-5-methyl-4-(phenylthio)-2-p-tolyl-2H-pyran 1190297-37-0 C19H20OS
3,6-dihydro-5-methyl-4-(phenylthio)-2-p-tolyl-2H-pyran
—— (6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-ol 1034645-74-3 C8H10OS2
(6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-ol
—— (4S,5S)-4-phenethyl-5-(phenylthiomethyl)oxazolidin-2-one 1174892-69-3 C18H19NO2S
(4S,5S)-4-phenethyl-5-(phenylthiomethyl)oxazolidin-2-one
—— (2S,3S)-3-(2-phenyl-1,3-dithian-2-yl)pentane-1,2-diol 1178869-64-1 C15H22O2S2
(2S,3S)-3-(2-phenyl-1,3-dithian-2-yl)pentane-1,2-diol
—— 5-Benzyl-2-[(4-chlorophenyl)methylsulfanyl]-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one 1351525-66-0 C21H19ClN2OS
5-Benzyl-2-[(4-chlorophenyl)methylsulfanyl]-3,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
—— 5-bromo-1-methyl-3-phenylsulfenyl-2-(thiophen-3-yl)indole 1185744-07-3 C19H14BrNS2
5-bromo-1-methyl-3-phenylsulfenyl-2-(thiophen-3-yl)indole
—— (2R)-1-phenylsulfanylpentadecan-2-ol 1187560-47-9 C21H36OS
(2R)-1-phenylsulfanylpentadecan-2-ol
—— (5S,8aS)-6,6-dimethyl-5-(phenylsulfanylmethyl)-2,3,5,7,8,8a-hexahydro-1H-naphthalene 1187954-12-6 C19H26S
(5S,8aS)-6,6-dimethyl-5-(phenylsulfanylmethyl)-2,3,5,7,8,8a-hexahydro-1H-naphthalene
—— [[(S)-1,2,3,4,5,6,7,8-octahydro-2,2-dimethylnaphthalen-1-yl]methyl](phenyl)sulfane 1187954-02-4 C19H26S
[[(S)-1,2,3,4,5,6,7,8-octahydro-2,2-dimethylnaphthalen-1-yl]methyl](phenyl)sulfane
—— 1-(2-Methylsulfanyl-phenyl)-cyclohexylamine 125802-11-1 C13H19NS
1-(2-Methylsulfanyl-phenyl)-cyclohexylamine
—— 2-[3-Chloro-4-(naphthalen-2-ylsulfanyl)-phenyl]-2H-[1,2,4]triazine-3,5-dione 78983-77-4 C19H12ClN3O2S
2-[3-Chloro-4-(naphthalen-2-ylsulfanyl)-phenyl]-2H-[1,2,4]triazine-3,5-dione
—— 2-(4-Chlorophenyl)sulfanyl-[1,3]thiazolo[3,2-a]pyridin-4-ium-3-olate 97522-63-9 C13H8ClNOS2
2-(4-Chlorophenyl)sulfanyl-[1,3]thiazolo[3,2-a]pyridin-4-ium-3-olate
—— (S)-2-(3-Fluoro-phenylsulfanylmethyl)-pyrrolidine 182323-96-2 C11H14FNS
(S)-2-(3-Fluoro-phenylsulfanylmethyl)-pyrrolidine
—— 2-Amino-5-(3-chloro-phenylsulfanyl)-6-methyl-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one 853308-09-5 C13H11ClN4OS
2-Amino-5-(3-chloro-phenylsulfanyl)-6-methyl-3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one
—— 1H-Pyrrolo(1,2-a)indole-1-acetic acid, 9-((4-chlorophenyl)thio)-6-fluoro-2,3-dihydro-, (1S)- 860033-06-3 C19H15ClFNO2S
1H-Pyrrolo(1,2-a)indole-1-acetic acid, 9-((4-chlorophenyl)thio)-6-fluoro-2,3-dihydro-, (1S)-
—— 2-(4-chlorophenyl)sulfanyl-N-methyl-2-(thiadiazol-4-yl)acetamide 541500-65-6 C11H10ClN3OS2
2-(4-chlorophenyl)sulfanyl-N-methyl-2-(thiadiazol-4-yl)acetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-methyl-2-(thiadiazol-4-yl)acetamide 541500-63-4 C13H15N3OS2
2-(2,5-dimethylphenyl)sulfanyl-N-methyl-2-(thiadiazol-4-yl)acetamide
—— N-isopropyl-2-methyl-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)benzamide 1012060-77-3 C19H20N4OS2
N-isopropyl-2-methyl-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)benzamide
—— 3-Benzylsulfanyl-4-(2-phenylethyl)-5-thiophen-2-yl-1,2,4-triazole 1012073-28-7 C21H19N3S2
3-Benzylsulfanyl-4-(2-phenylethyl)-5-thiophen-2-yl-1,2,4-triazole
—— (2-Methyl-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)phenyl)(piperazin-1-yl)methanone 1012060-87-5 C20H21N5OS2
(2-Methyl-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)phenyl)(piperazin-1-yl)methanone
—— 4-Benzyl-3-benzylsulfanyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole 1012073-43-6 C21H19N3S2
4-Benzyl-3-benzylsulfanyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— 4-Benzyl-3-benzylsulfanyl-5-methyl-1,2,4-triazole 1012073-37-8 C17H17N3S
4-Benzyl-3-benzylsulfanyl-5-methyl-1,2,4-triazole
—— (5-(2-(6-Bromopyridin-2-ylamino)thiazol-5-ylthio)-2-methylphenyl)(4-ethylpiperazin-1-yl)methanone 1012060-92-2 C22H24BrN5OS2
(5-(2-(6-Bromopyridin-2-ylamino)thiazol-5-ylthio)-2-methylphenyl)(4-ethylpiperazin-1-yl)methanone
—— 3-Benzylsulfanyl-4-[(4-chlorophenyl)methyl]-5-thiophen-2-yl-1,2,4-triazole 1012073-33-4 C20H16ClN3S2
3-Benzylsulfanyl-4-[(4-chlorophenyl)methyl]-5-thiophen-2-yl-1,2,4-triazole