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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
—— (1,3-dithian-2-yl)(2-methyl-1,3-dithian-2-yl)methanone 1155851-71-0 C10H16OS4
(1,3-dithian-2-yl)(2-methyl-1,3-dithian-2-yl)methanone
—— 2-phenyl-2-(phenylethynyl)-1,3-dithiane 1155423-94-1 C18H16S2
2-phenyl-2-(phenylethynyl)-1,3-dithiane
—— 3,3-Dibromothietane 1,1-dioxide 59463-73-9 C3H4Br2O2S
3,3-Dibromothietane 1,1-dioxide
—— N-(3-{[2-(4-amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-6-yl]thio}phenyl)acetamide 850663-90-0 C18H17N7O2S
N-(3-{[2-(4-amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-6-yl]thio}phenyl)acetamide
—— N-(3-{[2-(4-amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-6-yl]thio}phenyl)ethanethioamide 850663-89-7 C18H17N7OS2
N-(3-{[2-(4-amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-6-yl]thio}phenyl)ethanethioamide
—— 3,3,3-Trifluoro-1-trifluoromethanesulfonyl-2-trifluoromethyl-propene 55866-00-7 C5HF9O2S
3,3,3-Trifluoro-1-trifluoromethanesulfonyl-2-trifluoromethyl-propene
—— 6-(2-Methyl-3-phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.4]nonane 200860-42-0 C17H24O2S
6-(2-Methyl-3-phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.4]nonane
—— 1,5,6,10-tetrathiadecane 88300-05-4 C6H14S4
1,5,6,10-tetrathiadecane
—— 4-(benzylsulfanyl)-2-methylpyridine 147149-91-5 C13H13NS
4-(benzylsulfanyl)-2-methylpyridine
—— 1-(4-aminophenylthio)-3-chloropropan-2-ol 16781-11-6 C9H12ClNOS
1-(4-aminophenylthio)-3-chloropropan-2-ol
—— 1-phenylsulfonyl-2-(4-methoxybenzyl)-3-(phenylthio)-1H-indole 144465-22-5 C28H23NO3S2
1-phenylsulfonyl-2-(4-methoxybenzyl)-3-(phenylthio)-1H-indole
—— 4-(benzylsulfanyl)-2-methoxypyridine 147149-93-7 C13H13NOS
4-(benzylsulfanyl)-2-methoxypyridine
—— 4-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-4-oxo-butyric acid methyl ester 110984-30-0 C8H12N4O3S
4-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-4-oxo-butyric acid methyl ester
—— 4-[5-Amino-3-(4-chloro-benzylsulfanyl)-[1,2,4]triazol-1-yl]-4-oxo-butyric acid methyl ester 111020-83-8 C14H15ClN4O3S
4-[5-Amino-3-(4-chloro-benzylsulfanyl)-[1,2,4]triazol-1-yl]-4-oxo-butyric acid methyl ester
—— 3-(4-fluorophenyl)-6-(methylthio)-1,2,4,5-tetrazine 72116-57-5 C9H7FN4S
3-(4-fluorophenyl)-6-(methylthio)-1,2,4,5-tetrazine
—— ethyl 2-(4-chloro-2-(2-methoxy-2-oxoethyl)phenyl)-2-(phenylthio)acetate 1011458-44-8 C19H19ClO4S
ethyl 2-(4-chloro-2-(2-methoxy-2-oxoethyl)phenyl)-2-(phenylthio)acetate
—— 4-phenyl-2,2,6,6-tetrakis-trifluoromethyl-6<i>H</i>-[1,3,5]oxathiazine 57014-91-2 C13H5F12NOS
4-phenyl-2,2,6,6-tetrakis-trifluoromethyl-6<i>H</i>-[1,3,5]oxathiazine
—— 4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane 170016-26-9 C10H22S7
4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane
—— 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane 170016-27-0 C10H22S7
5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane
—— 3-phenylsulfanyl-2,3-dihydro-benzo[<i>b</i>]thiophene-1,1-dioxide 246168-99-0 C14H12O2S2
3-phenylsulfanyl-2,3-dihydro-benzo[<i>b</i>]thiophene-1,1-dioxide
—— 4-(2-Cyan-ethylmercapto)-pyridin 89977-36-6 C8H8N2S
4-(2-Cyan-ethylmercapto)-pyridin
—— 4-amino-3-(2-thien-2-oyl)vinylthio-1,2,4-triazol 138792-96-8 C9H8N4OS2
4-amino-3-(2-thien-2-oyl)vinylthio-1,2,4-triazol
—— 1,4-Dibromo-2-(3,7-dimethyl-octylsulfanyl)-benzene 908094-00-8 C16H24Br2S
1,4-Dibromo-2-(3,7-dimethyl-octylsulfanyl)-benzene
—— N-Cyclopropylthioacetamide 1182359-15-4 C5H9NS
N-Cyclopropylthioacetamide
—— 2-[3-chloro-4-(4-chloro-phenylsulfanyl)-phenyl]-2<i>H</i>-[1,2,4]triazine-3,5-dione 38560-72-4 C15H9Cl2N3O2S
2-[3-chloro-4-(4-chloro-phenylsulfanyl)-phenyl]-2<i>H</i>-[1,2,4]triazine-3,5-dione
—— 6-fluoro-1-benzothiophen-3(2H)-one 1098607-88-5 C8H5FOS
6-fluoro-1-benzothiophen-3(2H)-one
—— 1,3,10,12-tetrathia[3.3](2,6)pyridinophane 80693-51-2 C12H10N2S4
1,3,10,12-tetrathia[3.3](2,6)pyridinophane
—— 4-methylsulfanyl-benzamidine; hydrochloride —— C8H10N2S*ClH
4-methylsulfanyl-benzamidine; hydrochloride
—— 2,2,2-trifluoro-1-(2-p-tolylsulfanyl-thiazol-5-yl)-ethanone 915137-42-7 C12H8F3NOS2
2,2,2-trifluoro-1-(2-p-tolylsulfanyl-thiazol-5-yl)-ethanone
—— 5-Methyl-2-(1-methyl-1H-imidazol-2-ylsulfanyl)-3-nitro-pyridine 96592-36-8 C10H10N4O2S
5-Methyl-2-(1-methyl-1H-imidazol-2-ylsulfanyl)-3-nitro-pyridine
—— 2,2'-disulfanediylbis(N-methylethan-1-amine) dihydrochloride 15788-33-7 C6H16N2S2*2ClH
2,2'-disulfanediylbis(N-methylethan-1-amine) dihydrochloride
—— 4-(1-Methyl-1H-imidazol-2-ylsulfanyl)-3-nitro-pyridine 96592-25-5 C9H8N4O2S
4-(1-Methyl-1H-imidazol-2-ylsulfanyl)-3-nitro-pyridine
—— 1,2-bis-(3-phenylthiopropynyl)benzene 220316-70-1 C24H18S2
1,2-bis-(3-phenylthiopropynyl)benzene
—— methyl-1 (nitro-3 pyridyl-2)-thio-2 imidazole 96592-22-2 C9H8N4O2S
methyl-1 (nitro-3 pyridyl-2)-thio-2 imidazole
—— thiocarbamic acid <i>S</i>-heptyl ester 78961-04-3 C8H17NOS
thiocarbamic acid <i>S</i>-heptyl ester
—— (R)-2,2,2-trifluoro-N-[2-[4-[(4-hydroxyphenyl)thio]phenyl]-1-methylethyl]acetamide —— C21H22NO4Pol
(R)-2,2,2-trifluoro-N-[2-[4-[(4-hydroxyphenyl)thio]phenyl]-1-methylethyl]acetamide
—— 4-difluorochloromethylmercaptophenylisocyanate 52072-48-7 C8H4ClF2NOS
4-difluorochloromethylmercaptophenylisocyanate
—— 2-Isopropylsulfanyl-4-phenyl-thiazole 104942-39-4 C12H13NS2
2-Isopropylsulfanyl-4-phenyl-thiazole
—— 3,5-Dimethylthio-6-carbethoxy-as-triazin 31143-84-7 C8H11N3O2S2
3,5-Dimethylthio-6-carbethoxy-as-triazin
—— (4S,5S)-2-methyl-4-mesyloxymethyl-5-(4-methylsulfanylphenyl)-oxazoline 914477-57-9 C13H17NO4S2
(4S,5S)-2-methyl-4-mesyloxymethyl-5-(4-methylsulfanylphenyl)-oxazoline
—— 1,3-dimethyl-5-(1,2-propadienylthio)uracil 127802-09-9 C9H10N2O2S
1,3-dimethyl-5-(1,2-propadienylthio)uracil
—— 2-(tert-Butylthio)-N,N,3,trimethyl-4-pententhioamid 86318-80-1 C12H23NS2
2-(tert-Butylthio)-N,N,3,trimethyl-4-pententhioamid
—— 1,3-dimethyl-5-(2-propynylthio)uracil 127802-05-5 C9H10N2O2S
1,3-dimethyl-5-(2-propynylthio)uracil
—— (+/-)-N,N-dihexyl-5-hydroxy-6-{2-[2-(4-hydroxyphenyl)-ethyl]-[1,3]dithian-2-yl}-3-oxohexanamide 1051966-63-2 C30H49NO4S2
(+/-)-N,N-dihexyl-5-hydroxy-6-{2-[2-(4-hydroxyphenyl)-ethyl]-[1,3]dithian-2-yl}-3-oxohexanamide
—— 2-Phenylthio-5-chlorthiazol 33342-71-1 C9H6ClNS2
2-Phenylthio-5-chlorthiazol
—— 1,3-dimethyl-5-(1-propynylthio)uracil 127802-11-3 C9H10N2O2S
1,3-dimethyl-5-(1-propynylthio)uracil
—— ethyl 4-(5-bromo-4-(pyridin-2-ylthio)thiophen-2-yl)benzoate 1435937-37-3 C18H14BrNO2S2
ethyl 4-(5-bromo-4-(pyridin-2-ylthio)thiophen-2-yl)benzoate
—— 2,3-bis(methoxymethyl)-5,6-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone 1360762-22-6 C8H14O6S2
2,3-bis(methoxymethyl)-5,6-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone
—— 2H,3H,5H,6H,7H-1λ<sup>6</sup>,4λ<sup>6</sup>-cyclopenta[1λ<sup>6</sup>,4λ<sup>6</sup>]dithiine-1,1,4,4-tetrone 58951-30-7 C7H10O4S2
2H,3H,5H,6H,7H-1λ<sup>6</sup>,4λ<sup>6</sup>-cyclopenta[1λ<sup>6</sup>,4λ<sup>6</sup>]dithiine-1,1,4,4-tetrone
—— 3-[3-(4-vinyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester 944924-98-5 C24H36O3S
3-[3-(4-vinyl-tetrahydro-pyran-4-yl)-phenylsulfanyl]-propionic acid 2-ethyl-hexyl ester