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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
—— (Butane-2-sulfonyl)-acetonitrile 1153970-76-3 C6H11NO2S
(Butane-2-sulfonyl)-acetonitrile
—— 4-chloro-6-isopropyl-2-(4-methylsulfanylphenyl)pyrimidine 1018481-24-7 C14H15ClN2S
4-chloro-6-isopropyl-2-(4-methylsulfanylphenyl)pyrimidine
—— 2-(Butylthio)-N-ethyl-I+/--methylbenzenemethanamine 1156407-09-8 C14H23NS
2-(Butylthio)-N-ethyl-I+/--methylbenzenemethanamine
—— 2-[[5-Amino-6-(cyclopropylmethoxy)-2-pyridinyl]thio]ethanol 1156374-65-0 C11H16N2O2S
2-[[5-Amino-6-(cyclopropylmethoxy)-2-pyridinyl]thio]ethanol
—— Ethyl [(cyanomethyl)sulfonyl]acetate 1156876-76-4 C6H9NO4S
Ethyl [(cyanomethyl)sulfonyl]acetate
—— N-[2-(Cyclopentylthio)phenyl]-I+/--methyl-3-pyridinemethanamine 1157310-38-7 C18H22N2S
N-[2-(Cyclopentylthio)phenyl]-I+/--methyl-3-pyridinemethanamine
—— Acetic acid, 2-[[4-ethyl-5-(4-methoxy-1-piperidinyl)-4H-1,2,4-triazol-3-yl]thio]- 1154329-63-1 C12H20N4O3S
Acetic acid, 2-[[4-ethyl-5-(4-methoxy-1-piperidinyl)-4H-1,2,4-triazol-3-yl]thio]-
—— 5H-[1,2,4]Triazolo[5,1-b][1,3]thiazine-6-acetic acid, 6,7-dihydro-7-oxo-, methyl ester 1120258-96-9 C8H9N3O3S
5H-[1,2,4]Triazolo[5,1-b][1,3]thiazine-6-acetic acid, 6,7-dihydro-7-oxo-, methyl ester
—— Spiro[pyrrolidine-3,6'(5'H)-[2H]thiopyrano[2,3-d]thiazole]-2,2',5-trione, 7'-(3,5-dibromo-2-hydroxyphenyl)-3',7'-dihydro-1-(phenylmethyl)- 1018166-14-7 C22H16Br2N2O4S2
Spiro[pyrrolidine-3,6'(5'H)-[2H]thiopyrano[2,3-d]thiazole]-2,2',5-trione, 7'-(3,5-dibromo-2-hydroxyphenyl)-3',7'-dihydro-1-(phenylmethyl)-
—— 2-amino-4,6-(2S,2'S)-bis{[2-(phosphonomethoxy)propyl]sulfanyl}pyrimidine 1160513-45-0 C12H23N3O8P2S2
2-amino-4,6-(2S,2'S)-bis{[2-(phosphonomethoxy)propyl]sulfanyl}pyrimidine
—— 3-({4-[2-(dimethylamino)ethoxy]phenyl}thio)-N-(1-methyl-1H-pyrazol-3-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]pyridine-2-carboxamide 1164103-25-6 C23H26N8O2S2
3-({4-[2-(dimethylamino)ethoxy]phenyl}thio)-N-(1-methyl-1H-pyrazol-3-yl)-6-[(4-methyl-4H-1,2,4-triazol-3-yl)thio]pyridine-2-carboxamide
—— 11-isopropylpyrido[3,2-b][1,4]benzothiazepin-10(11H)-one 1170158-40-3 C15H14N2OS
11-isopropylpyrido[3,2-b][1,4]benzothiazepin-10(11H)-one
—— (E)-1,1,1-trifluoro-4-phenylsulfanyldec-3-en-2-one 1173164-00-5 C16H19F3OS
(E)-1,1,1-trifluoro-4-phenylsulfanyldec-3-en-2-one
—— 2-amino-4-{[2-(phosphonomethoxy)ethyl]sulfanyl}-6-(2R)-{[2-(phosphonomethoxy)propyl]sulfanyl}-pyrimidine 1160513-53-0 C11H21N3O8P2S2
2-amino-4-{[2-(phosphonomethoxy)ethyl]sulfanyl}-6-(2R)-{[2-(phosphonomethoxy)propyl]sulfanyl}-pyrimidine
—— 2-amino-4,6-(2R,2'R)-bis{[2-(phosphonomethoxy)propyl]sulfanyl}pyrimidine 1160513-47-2 C12H23N3O8P2S2
2-amino-4,6-(2R,2'R)-bis{[2-(phosphonomethoxy)propyl]sulfanyl}pyrimidine
—— 2-amino-4-{[2-(phosphonomethoxy)ethyl]sulfanyl}-6-(2S)-{[2-(phosphonomethoxy)propyl]-sulfanyl}pyrimidine 1160513-51-8 C11H21N3O8P2S2
2-amino-4-{[2-(phosphonomethoxy)ethyl]sulfanyl}-6-(2S)-{[2-(phosphonomethoxy)propyl]-sulfanyl}pyrimidine
—— 4-[2-(diisopropoxyphosphorylmethoxy)ethoxy]-1-[2-(diisopropoxyphosphorylmethoxy)ethyl]-2-(methylsulfanyl)pyrimidine-6(1H)-one 1160513-02-9 C23H44N2O10P2S
4-[2-(diisopropoxyphosphorylmethoxy)ethoxy]-1-[2-(diisopropoxyphosphorylmethoxy)ethyl]-2-(methylsulfanyl)pyrimidine-6(1H)-one
—— 2-amino-4-(2R,2'S)-bis{[2-(phosphonomethoxy)propyl]sulfanyl}pyrimidine 1160590-49-7 C12H23N3O8P2S2
2-amino-4-(2R,2'S)-bis{[2-(phosphonomethoxy)propyl]sulfanyl}pyrimidine
—— 2-amino-4,6-bis{[2-(phosphonomethoxy)ethyl]sulfanyl}pyrimidine 1160513-43-8 C10H19N3O8P2S2
2-amino-4,6-bis{[2-(phosphonomethoxy)ethyl]sulfanyl}pyrimidine
—— 2-amino-6-{[2-(diisopropoxyphosphorylmethoxy)ethyl]-sulfanyl}-4-sulfanylpyrimidine 1160513-48-3 C13H24N3O4PS2
2-amino-6-{[2-(diisopropoxyphosphorylmethoxy)ethyl]-sulfanyl}-4-sulfanylpyrimidine
—— 4-[3-[2-[Tert-butyl(dimethyl)silyl]oxyethylamino]propyl]-4-ethyl-2-phenylsulfanyl-6-trimethylsilylcyclohexa-2,5-dien-1-one 1169834-48-3 C28H47NO2SSi2
4-[3-[2-[Tert-butyl(dimethyl)silyl]oxyethylamino]propyl]-4-ethyl-2-phenylsulfanyl-6-trimethylsilylcyclohexa-2,5-dien-1-one
—— (3'aR,5'R,7'aR)-2',2'-dimethylspiro[1,3-dithiane-2,7'-4,5,6,7a-tetrahydro-3aH-1,3-benzodioxole]-5'-carbaldehyde 1166841-80-0 C13H20O3S2
(3'aR,5'R,7'aR)-2',2'-dimethylspiro[1,3-dithiane-2,7'-4,5,6,7a-tetrahydro-3aH-1,3-benzodioxole]-5'-carbaldehyde
—— Bis(2-(dimethylamino)ethyl) thioperoxydicarbonate 93940-06-8 C10H20N2O4S2
Bis(2-(dimethylamino)ethyl) thioperoxydicarbonate
—— Bis(butylthio)mercury 23601-34-5 C8H20HgS2
Bis(butylthio)mercury
—— 2,2'-Thiobis(6-tert-butyl-3,4-xylenol) 84824-95-3 C24H34O2S
2,2'-Thiobis(6-tert-butyl-3,4-xylenol)
—— Benzenamine, 2-((4-aminophenyl)thio)-, dihydrochloride 72319-20-1 C12H14Cl2N2S
Benzenamine, 2-((4-aminophenyl)thio)-, dihydrochloride
—— 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