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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
—— O,S-dioctyl dithiocarbonate 77570-34-4 C17H34OS2
O,S-dioctyl dithiocarbonate
—— S,S-dioctyl dithiocarbonate 69422-58-8 C17H34OS2
S,S-dioctyl dithiocarbonate
—— (3RS,4RS)-3-methyl-4-phenylthio-1-oxaspiro<4,5>decan-2-one 85287-85-0 C16H20O2S
(3RS,4RS)-3-methyl-4-phenylthio-1-oxaspiro<4,5>decan-2-one
—— 1-chloro-3-((4-fluorophenyl)thio)isoquinoline 1362689-81-3 C15H9ClFNS
1-chloro-3-((4-fluorophenyl)thio)isoquinoline
—— 3-amino-2-(5-chloro-2-methylphenylthio)pyridine 166179-68-6 C12H11ClN2S
3-amino-2-(5-chloro-2-methylphenylthio)pyridine
—— 1-bromo-3-(4-fluorophenylthio)isoquinoline 1362689-54-0 C15H9BrFNS
1-bromo-3-(4-fluorophenylthio)isoquinoline
—— 5-amino-6-chloro-4-(5-chloro-2-methylphenylthio)pyrimidine 166179-78-8 C11H9Cl2N3S
5-amino-6-chloro-4-(5-chloro-2-methylphenylthio)pyrimidine
—— 5-{[2-(Diethylamino)ethyl]sulfanyl}-1,3,4-thiadiazole-2(3H)-thione 86475-44-7 C8H15N3S3
5-{[2-(Diethylamino)ethyl]sulfanyl}-1,3,4-thiadiazole-2(3H)-thione
—— 1-Chloro-3-((5-(2-ethoxy-2-oxoethyl)-4-methyl-2-thiazolyl)thio)isoquinoline 164464-07-7 C17H15ClN2O2S2
1-Chloro-3-((5-(2-ethoxy-2-oxoethyl)-4-methyl-2-thiazolyl)thio)isoquinoline
—— ethyl 4-methyl-2-phenylsulfanylthiazole-5-carboxylate 40003-15-4 C13H13NO2S2
ethyl 4-methyl-2-phenylsulfanylthiazole-5-carboxylate
—— methyl (3R)-3-phenyl-3-(2-trimethylsilylphenyl)sulfanylpropanoate 199847-19-3 C19H24O2SSi
methyl (3R)-3-phenyl-3-(2-trimethylsilylphenyl)sulfanylpropanoate
—— 3-Ethylthio-1-cyclopentene 91737-96-1 C7H12S
3-Ethylthio-1-cyclopentene
—— 1-methyl-4-nitro-2-phenylsulfanylbenzene 37984-03-5 C13H11NO2S
1-methyl-4-nitro-2-phenylsulfanylbenzene
—— Ethyl 5-methylmercaptoimidazole-4-carboxylate 78751-00-5 C7H10N2O2S
Ethyl 5-methylmercaptoimidazole-4-carboxylate
—— S-(1-Methyl-1H-tetrazol-5-yl) (1H-tetrazol-1-yl)ethanethioate 89200-62-4 C5H6N8OS
S-(1-Methyl-1H-tetrazol-5-yl) (1H-tetrazol-1-yl)ethanethioate
—— [4-(3-methylanilino)-6-[(3-methylphenyl)carbamothioylsulfanyl]-1,3,5-triazin-2-yl] N-(3-methylphenyl)carbamodithioate 1084910-32-6 C26H24N6S4
[4-(3-methylanilino)-6-[(3-methylphenyl)carbamothioylsulfanyl]-1,3,5-triazin-2-yl] N-(3-methylphenyl)carbamodithioate
—— 2-carbethoxy-2'-carboxydiphenyl sulfide 62220-52-4 C16H14O4S
2-carbethoxy-2'-carboxydiphenyl sulfide
—— 2,2'-bis[N-[(S)-1-hydroxymethyl-2-phenylethyl]carbamoyl]diphenylsulfide 1224301-64-7 C32H32N2O4S
2,2'-bis[N-[(S)-1-hydroxymethyl-2-phenylethyl]carbamoyl]diphenylsulfide
—— 2,2'-bis[(S)-1-(4-methylbenzenesulfonyl)-4-tert-butylimidazolin-2-yl]diphenyl sulfide 1265177-64-7 C40H46N4O4S3
2,2'-bis[(S)-1-(4-methylbenzenesulfonyl)-4-tert-butylimidazolin-2-yl]diphenyl sulfide
—— 2,2'-bis[(4S,5S)-4,5-butylidenyl-1-(4-methylbenzenesulfonyl)imidazolin-2-yl]diphenyl sulfide 1265177-65-8 C40H42N4O4S3
2,2'-bis[(4S,5S)-4,5-butylidenyl-1-(4-methylbenzenesulfonyl)imidazolin-2-yl]diphenyl sulfide
—— 6,6-Dipropyl-5H-dibenzo<b,g>thiocin-5,7(6H)-dion 108060-23-7 C21H22O2S
6,6-Dipropyl-5H-dibenzo<b,g>thiocin-5,7(6H)-dion
—— 2-carbethoxy-2'-<(dimethylamino)carbonyl>diphenyl sulfide 62220-54-6 C18H19NO3S
2-carbethoxy-2'-<(dimethylamino)carbonyl>diphenyl sulfide
—— 2-<(dimethylamino)methyl>-2'-(hydroxymethyl)diphenyl sulfide 62220-57-9 C16H19NOS
2-<(dimethylamino)methyl>-2'-(hydroxymethyl)diphenyl sulfide
—— 7,8,10,11,13,14,16,17,19,20-decahydro-5H,22H-dibenzo<r,u><1,4,7,10,13,16,20>hexaoxathiacyclotricosin 122476-14-6 C24H32O6S
7,8,10,11,13,14,16,17,19,20-decahydro-5H,22H-dibenzo<r,u><1,4,7,10,13,16,20>hexaoxathiacyclotricosin
—— 2,2'-bis[(S)-1-(4-methylbenzenesulfonyl)-4-phenylimidazolin-2-yl]diphenyl sulfide 1265177-61-4 C44H38N4O4S3
2,2'-bis[(S)-1-(4-methylbenzenesulfonyl)-4-phenylimidazolin-2-yl]diphenyl sulfide
—— 2-(hydroxymethyl)-2'-<(methylamino)methyl>diphenyl sulfide 100695-83-8 C15H17NOS
2-(hydroxymethyl)-2'-<(methylamino)methyl>diphenyl sulfide
—— 2,2'-bis[(S)-1-(4-methylbenzenesulfonyl)-4-isopropylimidazolin-2-yl]diphenyl sulfide 1265177-63-6 C38H42N4O4S3
2,2'-bis[(S)-1-(4-methylbenzenesulfonyl)-4-isopropylimidazolin-2-yl]diphenyl sulfide
—— 2,2'-bis[N-[(S)-1-hydroxymethyl-2-methylpropyl]carbamoyl]diphenylsulfide 1224301-65-8 C24H32N2O4S
2,2'-bis[N-[(S)-1-hydroxymethyl-2-methylpropyl]carbamoyl]diphenylsulfide
—— 7,8,10,11,13,14,16,17-octahydro-5H,9H-dibenzo<o,r><1,4,7,10,13,17>pentaoxathiacycloeicosin 122476-13-5 C22H28O5S
7,8,10,11,13,14,16,17-octahydro-5H,9H-dibenzo<o,r><1,4,7,10,13,17>pentaoxathiacycloeicosin
—— 2-carbethoxy-2'-chlorocarbonyldiphenyl sulfide 62220-53-5 C16H13ClO3S
2-carbethoxy-2'-chlorocarbonyldiphenyl sulfide
—— 2-(hydroxymethyl)-2'-(pyrrolidinomethyl)diphenyl sulfide 64465-85-6 C18H21NOS
2-(hydroxymethyl)-2'-(pyrrolidinomethyl)diphenyl sulfide
—— 2,2'-bis[(S)-1-(4-methylbenzenesulfonyl)-4-benzylimidazolin-2-yl]diphenyl sulfide 1265177-62-5 C46H42N4O4S3
2,2'-bis[(S)-1-(4-methylbenzenesulfonyl)-4-benzylimidazolin-2-yl]diphenyl sulfide
—— 2-carbethoxy-2'-(pyrrolidinocarbonyl)diphenyl sulfide 62220-62-6 C20H21NO3S
2-carbethoxy-2'-(pyrrolidinocarbonyl)diphenyl sulfide
—— 2-carbethoxy-2'-<(methylamino)carbonyl>diphenyl sulfide 62220-56-8 C17H17NO3S
2-carbethoxy-2'-<(methylamino)carbonyl>diphenyl sulfide
—— 2-[4-(methylmercapto)phenyl]-1-ethanol 81227-89-6 C9H12OS
2-[4-(methylmercapto)phenyl]-1-ethanol
—— (E)-1-(Phenylthio)hex-1-en-3-one 100121-52-6 C12H14OS
(E)-1-(Phenylthio)hex-1-en-3-one
—— 2-(4,5-Bis[2-{2-(2-methoxyethoxy)ethoxy}ethylthio]-1,3-dithiole-2-ylidene)-1,3-dithiolo[4,5-c]pyrrole 958249-73-5 C22H33NO6S6
2-(4,5-Bis[2-{2-(2-methoxyethoxy)ethoxy}ethylthio]-1,3-dithiole-2-ylidene)-1,3-dithiolo[4,5-c]pyrrole
—— 6-(3,4-Dihydro-2H-pyran-6-yl)-2,2-dimethyl-1lambda~4~,3-dithian-1-one 88987-41-1 C11H18O2S2
6-(3,4-Dihydro-2H-pyran-6-yl)-2,2-dimethyl-1lambda~4~,3-dithian-1-one
—— N-benzyl-2-bromo-2-methyl-N-(2-phenylthiocyclohex-1-enyl)propanamide 380915-87-7 C23H26BrNOS
N-benzyl-2-bromo-2-methyl-N-(2-phenylthiocyclohex-1-enyl)propanamide
—— 2-(2-benzyloxyethyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1-m-nitrobenzyl-1H-imidazole 178982-40-6 C28H27Cl2N3O3S
2-(2-benzyloxyethyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1-m-nitrobenzyl-1H-imidazole
—— 2-(2,2,2-trifluoroethylsulfanyl)pyrimidin-4-ylamine 1242553-78-1 C6H6F3N3S
2-(2,2,2-trifluoroethylsulfanyl)pyrimidin-4-ylamine
—— 5-chloro-2-(phenylsulfanyl)benzaldehyde 262290-71-1 C13H9ClOS
5-chloro-2-(phenylsulfanyl)benzaldehyde
—— α-chloropropargyl phenyl sulfide 13865-10-6 C9H7ClS
α-chloropropargyl phenyl sulfide
—— 2-Cyclopropylidenemethyl-2-propyl-1,3-dithiane 115073-12-6 C11H18S2
2-Cyclopropylidenemethyl-2-propyl-1,3-dithiane
—— Methyl-<3,4,5-trimethyl-phenyl>-sulfid 16463-16-4 C10H14S
Methyl-<3,4,5-trimethyl-phenyl>-sulfid
—— 4,4'-bis(methylthio)-2,2'-bi-1H-imidazole 101226-51-1 C8H10N4S2
4,4'-bis(methylthio)-2,2'-bi-1H-imidazole
—— 1,3-dimethyl-4-formyl-5-(S-t-butyl)pyrazole 87867-66-1 C10H16N2OS
1,3-dimethyl-4-formyl-5-(S-t-butyl)pyrazole
—— N-methyl-3-[1-[3-(methylamino)-3-oxopropyl]sulfanylethylsulfanyl]propanamide 60259-92-9 C10H20N2O2S2
N-methyl-3-[1-[3-(methylamino)-3-oxopropyl]sulfanylethylsulfanyl]propanamide
—— 2-(4-(2-amino-4-chloro-6-methylpyrimidin-5-ylthio)phenyl)acetonitrile 1158805-20-9 C13H11ClN4S
2-(4-(2-amino-4-chloro-6-methylpyrimidin-5-ylthio)phenyl)acetonitrile
—— bis-(2-ethanesulfonyl-ethyl)-disulfide 59700-67-3 C8H18O4S4
bis-(2-ethanesulfonyl-ethyl)-disulfide