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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
—— 3-Cyano-1,6-dimethyl-4-methylthio-2-pyridon 68464-77-7 C9H10N2OS
3-Cyano-1,6-dimethyl-4-methylthio-2-pyridon
—— 2-amino-4,7-dimethyl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one 16025-04-0 C8H10N4OS
2-amino-4,7-dimethyl-5<i>H</i>-pyrimido[4,5-<i>b</i>][1,4]thiazin-6-one
—— 162664-96-2 C15H26NOPPdS2
—— <i>N</i><sup>4</sup>-cyclopropyl-<i>N</i><sup>2</sup>,<i>N</i><sup>2</sup>-diethyl-6-methylsulfanyl-pyrimidine-2,4-diamine 62825-69-8 C12H20N4S
<i>N</i><sup>4</sup>-cyclopropyl-<i>N</i><sup>2</sup>,<i>N</i><sup>2</sup>-diethyl-6-methylsulfanyl-pyrimidine-2,4-diamine
—— (S)-N-methyl-3-(2,3-dihydro-1,4-benzoxathiin-3-ylmethyl)-3H-adenine 1620662-46-5 C15H15N5OS
(S)-N-methyl-3-(2,3-dihydro-1,4-benzoxathiin-3-ylmethyl)-3H-adenine
—— Oxo-(2-phenylsulfanyl-phenyl)-thioacetic acid S-phenyl ester 67655-16-7 C20H14O2S2
Oxo-(2-phenylsulfanyl-phenyl)-thioacetic acid S-phenyl ester
—— 6-methyl-4-methylsulfanyl-non-6-en-2-yne 56502-78-4 C11H18S
6-methyl-4-methylsulfanyl-non-6-en-2-yne
—— 3-(4-aminophenyl)sulfanyl-N,N-diethylaniline 64650-18-6 C16H20N2S
3-(4-aminophenyl)sulfanyl-N,N-diethylaniline
—— 1-[5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-yl]-3-{3-[6-methoxy-7-(2-methoxyethoxy)quinazolin-4-ylthio]phenyl}urea 1188910-35-1 C26H27F2N5O5S
1-[5-(1,3-difluoro-2-methylpropan-2-yl)isoxazol-3-yl]-3-{3-[6-methoxy-7-(2-methoxyethoxy)quinazolin-4-ylthio]phenyl}urea
—— 60279-63-2 C16H30CuN4S4
—— 1-bromo-3-(3-methyl-butylsulfanyl)-butane 59677-25-7 C9H19BrS
1-bromo-3-(3-methyl-butylsulfanyl)-butane
—— p-Aminophenyl-3-diethylaminopropylthioether 23043-09-6 C13H22N2S
p-Aminophenyl-3-diethylaminopropylthioether
—— N,N'<Bis-(α-p-Tolyl-thiobenzyl)>-harnstoff 52287-69-1 C29H28N2OS2
N,N'<Bis-(α-p-Tolyl-thiobenzyl)>-harnstoff
—— 4-Methyl-2-<3,5-dimethyl-pyrazolyl-(1)>-6-thiocyanato-pyrimidin 91347-74-9 C11H11N5S
4-Methyl-2-<3,5-dimethyl-pyrazolyl-(1)>-6-thiocyanato-pyrimidin
—— 2-((Z)-4-Methylsulfanyl-but-2-enylidene)-adamantane 61747-15-7 C15H22S
2-((Z)-4-Methylsulfanyl-but-2-enylidene)-adamantane
—— (E)-4-amino-N'-((2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide 1443242-55-4 C24H20N4OS
(E)-4-amino-N'-((2-(p-tolylthio)quinolin-3-yl)methylene)benzohydrazide
—— 2-(N,N-dimethylamino)-5-phenyl-3-(phenylthio)furan 97462-46-9 C18H17NOS
2-(N,N-dimethylamino)-5-phenyl-3-(phenylthio)furan
—— 4,4-Dimethyl-1-(1-phenylsulfanyl-cyclopropyl)-cyclohex-2-enol 63365-83-3 C17H22OS
4,4-Dimethyl-1-(1-phenylsulfanyl-cyclopropyl)-cyclohex-2-enol
—— trans-1-hydroxy-2-phenylthiocyclopent-3-ene 77520-17-3 C11H12OS
trans-1-hydroxy-2-phenylthiocyclopent-3-ene
—— 1.2-Bis-<ethylthio>-buta-1.3-dien 14272-35-6 C8H14S2
1.2-Bis-<ethylthio>-buta-1.3-dien
—— 3-[(1,6-Dihydro-4-methyl-6-oxo-2-pyrimidinyl)thio]-2-(ethylamino)propanenitrile 1247888-38-5 C10H14N4OS
3-[(1,6-Dihydro-4-methyl-6-oxo-2-pyrimidinyl)thio]-2-(ethylamino)propanenitrile
—— 4-Amino-3,5-dichlor-2-fluor-6-phenylthio-pyridin 35622-99-2 C11H7Cl2FN2S
4-Amino-3,5-dichlor-2-fluor-6-phenylthio-pyridin
—— 1,1,2,2-Tetrafluor-1-methylmercapto-aethan 425-90-1 C3H4F4S
1,1,2,2-Tetrafluor-1-methylmercapto-aethan
—— 127936-48-5 C13H19O2PS
—— 3-Aethyl-6<2>pyridyl-<1,2,4>triazolo<3,4-b><1,3,4>thiadiazin 24848-30-4 C11H11N5S
3-Aethyl-6<2>pyridyl-<1,2,4>triazolo<3,4-b><1,3,4>thiadiazin
—— [3-(5<i>H</i>,7<i>H</i>-dibenzo[<i>b</i>,<i>g</i>][1,5]thiazocin-6-yl)-propyl]-diethyl-amine 62330-74-9 C21H28N2S
[3-(5<i>H</i>,7<i>H</i>-dibenzo[<i>b</i>,<i>g</i>][1,5]thiazocin-6-yl)-propyl]-diethyl-amine
—— 1-(1,4-Dithia-spiro[4.4]non-6-en-7-yl)-3-furan-3-yl-propan-1-one 123196-67-8 C14H16O2S2
1-(1,4-Dithia-spiro[4.4]non-6-en-7-yl)-3-furan-3-yl-propan-1-one
—— 5,11-Dichloro-5-phenyl-5,11-dihydro-10-thia-dibenzo[a,d]cycloheptene 68276-20-0 C20H14Cl2S
5,11-Dichloro-5-phenyl-5,11-dihydro-10-thia-dibenzo[a,d]cycloheptene
—— 1-benzylsulfanyl-3-bromo-2-chloro-5-fluoro-benzene 1184297-72-0 C13H9BrClFS
1-benzylsulfanyl-3-bromo-2-chloro-5-fluoro-benzene
—— (2R,5R,1'R,2''S)-3''-(2-{5-[1'-(tert-butyldimethylsilanyloxy)prop-2'-ynyl]tetrahydrofuran-2-ylmethyl}-[1,3]dithian-2-yl)-2''-methylpropan-1''-ol 790662-69-0 C22H40O3S2Si
(2R,5R,1'R,2''S)-3''-(2-{5-[1'-(tert-butyldimethylsilanyloxy)prop-2'-ynyl]tetrahydrofuran-2-ylmethyl}-[1,3]dithian-2-yl)-2''-methylpropan-1''-ol
—— 2-(1-Hydroxy-cyclohexyl)-2-phenylsulfanyl-hexanenitrile 80485-22-9 C18H25NOS
2-(1-Hydroxy-cyclohexyl)-2-phenylsulfanyl-hexanenitrile
—— [4-(4-chloro-phenyl)-thiazol-2-ylsulfanyl]-acetic acid trifluoroacetate 1036227-68-5 C2HF3O2*C11H8ClNO2S2
[4-(4-chloro-phenyl)-thiazol-2-ylsulfanyl]-acetic acid trifluoroacetate
—— 2-Methylthio-5-chlorbenzyl-N,N-dimethylthiocarbamat 37022-84-7 C11H14ClNS3
2-Methylthio-5-chlorbenzyl-N,N-dimethylthiocarbamat
—— (8S,11R)-8-(isopropoxycarbonylmethyl)-11-methyl-7-oxa-1,5-dithiaspiro<5.5>undecane 176037-05-1 C14H24O3S2
(8S,11R)-8-(isopropoxycarbonylmethyl)-11-methyl-7-oxa-1,5-dithiaspiro<5.5>undecane
—— 60178-00-9 C15H24NO3PS3
—— 2,5-difluoro-6-(p-tolylthio)nicotinoyl chloride 108108-39-0 C13H8ClF2NOS
2,5-difluoro-6-(p-tolylthio)nicotinoyl chloride
—— (5-Hydroxy-7-methyl-3-methylenoctyl)phenylsulfid 72445-07-9 C16H24OS
(5-Hydroxy-7-methyl-3-methylenoctyl)phenylsulfid
—— (4aR,6S,7S,8R,8aR)-6-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethyl-4a-phenylthiohexahydro-4H-1,3-benzodioxine-7,8-diol 1376605-69-4 C22H36O5SSi
(4aR,6S,7S,8R,8aR)-6-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethyl-4a-phenylthiohexahydro-4H-1,3-benzodioxine-7,8-diol
—— 3-(3-buten-1-ylsulfanyl)-6-phenylthieno[2,3-e][1,2,4]triazine 635704-41-5 C15H13N3S2
3-(3-buten-1-ylsulfanyl)-6-phenylthieno[2,3-e][1,2,4]triazine
—— N-[5-(7-chloroquinolin-4-yl)sulfanyl-1,3,4-thiadiazol-2-yl]-1,3-benzodioxole-5-carboxamide 664325-41-1 C19H11ClN4O3S2
N-[5-(7-chloroquinolin-4-yl)sulfanyl-1,3,4-thiadiazol-2-yl]-1,3-benzodioxole-5-carboxamide
—— 5-Phenethyl-6-phenylsulfanyl-tetradecan-2-one 103409-59-2 C28H40OS
5-Phenethyl-6-phenylsulfanyl-tetradecan-2-one
—— triphenyltin 5-amino-1,3,4-thiadiazolyl-2-thiolate 152919-14-7 C20H17N3S2Sn
triphenyltin 5-amino-1,3,4-thiadiazolyl-2-thiolate
—— 1-(5-butylsulfanyl-[1,3,4]thiadiazol-2-yl)-1-ethyl-3-methyl-urea 30039-91-9 C10H18N4OS2
1-(5-butylsulfanyl-[1,3,4]thiadiazol-2-yl)-1-ethyl-3-methyl-urea
—— 4-cyclopentyl-3-(phenylthio)butan-2-one 1383467-80-8 C15H20OS
4-cyclopentyl-3-(phenylthio)butan-2-one
—— 3-ethoxy-6-phenylsulfanyl-pyridazine 64478-20-2 C12H12N2OS
3-ethoxy-6-phenylsulfanyl-pyridazine
—— cis-1-Ethoxy-2-tert-butylthioethen 53715-41-6 C8H16OS
cis-1-Ethoxy-2-tert-butylthioethen
—— 2-{4-methyl-5-[(3-methylbenzyl)sulfanyl]-4H-1,2,4-triazol-3-yl}pyrazine 578723-41-8 C15H15N5S
2-{4-methyl-5-[(3-methylbenzyl)sulfanyl]-4H-1,2,4-triazol-3-yl}pyrazine
—— 2-Phenylsulfanyl-1-trimethylsilanyl-undec-10-en-1-one 66132-88-5 C20H32OSSi
2-Phenylsulfanyl-1-trimethylsilanyl-undec-10-en-1-one
—— hexyl 2,2-dichlorovinyl sulfide 77922-49-7 C8H14Cl2S
hexyl 2,2-dichlorovinyl sulfide
—— 1-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)-3-(3-(trifluoromethyl)phenyl)urea 1188909-88-7 C24H19F3N4O3S
1-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)-3-(3-(trifluoromethyl)phenyl)urea