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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
—— 2-(4'-Pentenyl)-2-<2"-(1,3-dioxolanyl)ethyl>-1,3-dithiane 113410-48-3 C14H24O2S2
2-(4'-Pentenyl)-2-<2"-(1,3-dioxolanyl)ethyl>-1,3-dithiane
—— 1-bromo-2-(butylthio)benzene 74642-19-6 C10H13BrS
1-bromo-2-(butylthio)benzene
—— 2-(4'-Pentenyl)-2-(3"-oxopropyl)-1,3-dithiane 146353-06-2 C12H20OS2
2-(4'-Pentenyl)-2-(3"-oxopropyl)-1,3-dithiane
—— Methyl[4-(2-methyl-4,4,4-trifluoro-1-butenyl)phenyl] sulfide 209518-79-6 C12H13F3S
Methyl[4-(2-methyl-4,4,4-trifluoro-1-butenyl)phenyl] sulfide
—— 3,3'-Sulfanediylbis(2,4,6-trimethylbenzene-1-thiol) 63398-38-9 C18H22S3
3,3'-Sulfanediylbis(2,4,6-trimethylbenzene-1-thiol)
—— 4-tert-Butyl-N-[4-(3-methoxy-phenylsulfanyl)-5-(4-oxo-butyl)-isoxazol-3-yl]-benzenesulfonamide 188940-39-8 C24H28N2O5S2
4-tert-Butyl-N-[4-(3-methoxy-phenylsulfanyl)-5-(4-oxo-butyl)-isoxazol-3-yl]-benzenesulfonamide
—— 4-tert-Butyl-N-[5-(3-hydroxy-propyl)-4-(3-methoxy-phenylsulfanyl)-isoxazol-3-yl]-benzenesulfonamide 188940-48-9 C23H28N2O5S2
4-tert-Butyl-N-[5-(3-hydroxy-propyl)-4-(3-methoxy-phenylsulfanyl)-isoxazol-3-yl]-benzenesulfonamide
—— 4-[3-(4-tert-Butyl-benzenesulfonylamino)-4-(3-methoxy-phenylsulfanyl)-isoxazol-5-yl]-butyric acid 302957-80-8 C24H28N2O6S2
4-[3-(4-tert-Butyl-benzenesulfonylamino)-4-(3-methoxy-phenylsulfanyl)-isoxazol-5-yl]-butyric acid
—— 2-ethoxy-1,1-bis-methanesulfonyl-ethene 51022-25-4 C6H12O5S2
2-ethoxy-1,1-bis-methanesulfonyl-ethene
—— 1-[(tert-butyldimethylsilyl)oxy]-5-(phenylthio)oct-7-en-4-one 1589514-43-1 C20H32O2SSi
1-[(tert-butyldimethylsilyl)oxy]-5-(phenylthio)oct-7-en-4-one
—— 4-[3-(4-tert-Butyl-benzenesulfonylamino)-4-(3-methoxy-phenylsulfanyl)-isoxazol-5-yl]-butyric acid methyl ester 302957-81-9 C25H30N2O6S2
4-[3-(4-tert-Butyl-benzenesulfonylamino)-4-(3-methoxy-phenylsulfanyl)-isoxazol-5-yl]-butyric acid methyl ester
—— 4-tert-Butyl-N-[5-(3-cyano-propyl)-4-(3-methoxy-phenylsulfanyl)-isoxazol-3-yl]-benzenesulfonamide 188940-50-3 C24H27N3O4S2
4-tert-Butyl-N-[5-(3-cyano-propyl)-4-(3-methoxy-phenylsulfanyl)-isoxazol-3-yl]-benzenesulfonamide
—— 3-Methyl-6-nitro-2,3-dihydro-1-benzothiophene 62077-37-6 C9H9NO2S
3-Methyl-6-nitro-2,3-dihydro-1-benzothiophene
—— 3-Methyl-2,3-dihydro-1-benzothiophen-6-amine 62077-40-1 C9H11NS
3-Methyl-2,3-dihydro-1-benzothiophen-6-amine
—— bis(2,2'-thiobis-3,4,5,6-pentafluorophenyl)germane 19739-94-7 C24F16GeS2
bis(2,2'-thiobis-3,4,5,6-pentafluorophenyl)germane
—— Bis-<3.4.5.6-tetrafluor-phenyl>-sulfid 19638-36-9 C12H2F8S
Bis-<3.4.5.6-tetrafluor-phenyl>-sulfid
—— bis(2-jodotetrafluorophenyl)sulfane 19638-37-0 C12F8I2S
bis(2-jodotetrafluorophenyl)sulfane
—— 4-[(6,7-dimethoxy-4-quinolyl)sulfanyl]aniline 849937-71-9 C17H16N2O2S
4-[(6,7-dimethoxy-4-quinolyl)sulfanyl]aniline
—— 5-<(5-Nitro-2-aminophenyl)-thio>-4-chlor-3(2H)-pyridazinon 62688-67-9 C10H7ClN4O3S
5-<(5-Nitro-2-aminophenyl)-thio>-4-chlor-3(2H)-pyridazinon
—— 5-(2-hydroxyethyl)-6-methyl-2-methylthiopyrimidin-4(3H)-one 98489-83-9 C8H12N2O2S
5-(2-hydroxyethyl)-6-methyl-2-methylthiopyrimidin-4(3H)-one
—— 2-methylsulfanyl-thiazole-4-carbaldehyde 41029-86-1 C5H5NOS2
2-methylsulfanyl-thiazole-4-carbaldehyde
—— 4-ethyl-6-methyl-2-methylsulfanyl-pyrimidine 61640-53-7 C8H12N2S
4-ethyl-6-methyl-2-methylsulfanyl-pyrimidine
—— 1,5-dimethyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carboxylic acid 60804-07-1 C7H9NO3S
1,5-dimethyl-1-oxo-1λ<sup>6</sup>-[1,2]thiazine-4-carboxylic acid
—— [4,6-dichloro-2-(methylthio)pyrimidin-5-yl]methyl pivalate 1137576-51-2 C11H14Cl2N2O2S
[4,6-dichloro-2-(methylthio)pyrimidin-5-yl]methyl pivalate
—— α-(phenylthio)maleic anhydride 84649-32-1 C10H6O3S
α-(phenylthio)maleic anhydride
—— <i>N</i>-(5-methylsulfanyl-[1,2,4]dithiazol-3-ylidene)-acetamide 40229-43-4 C5H6N2OS3
<i>N</i>-(5-methylsulfanyl-[1,2,4]dithiazol-3-ylidene)-acetamide
—— anti-S-Ethyl-O-<N-methylcarbamoyl>-thiopropion-hydroximat 19145-21-2 C7H14N2O2S
anti-S-Ethyl-O-<N-methylcarbamoyl>-thiopropion-hydroximat
—— (E)-2-[(amino)-phenylmethylene]-benzo[b]thiophen-3(2H)-one 77946-49-7 C15H11NOS
(E)-2-[(amino)-phenylmethylene]-benzo[b]thiophen-3(2H)-one
—— anti(alkylthio)-S-Methyl-thiopropion-hydroximat 19145-18-7 C4H9NOS
anti(alkylthio)-S-Methyl-thiopropion-hydroximat
—— anti-S-Methyl-O-<N-methyl-carbamoyl>-thiopropion-hydroximat 19145-19-8 C6H12N2O2S
anti-S-Methyl-O-<N-methyl-carbamoyl>-thiopropion-hydroximat
—— 5-<p-(phenylthio)phenyl>-1-ethyl-5-methyldihydro-<1H,7H>-5H-pyrano<3,2-d>oxazole-2,6-dione 145371-52-4 C21H21NO4S
5-<p-(phenylthio)phenyl>-1-ethyl-5-methyldihydro-<1H,7H>-5H-pyrano<3,2-d>oxazole-2,6-dione
—— isooctylmercaptan 110502-71-1 C8H18S
isooctylmercaptan
—— 2-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiazol-5-ylamine 417722-27-1 C14H13N3O2S2
2-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiazol-5-ylamine
—— 2-<p-(phenylthio)phenyl>-2-methyl-6-<<(ethylamino)carbonyl>oxy>-3-oxo-3,6-dihydro-2H-pyran 145371-48-8 C21H21NO4S
2-<p-(phenylthio)phenyl>-2-methyl-6-<<(ethylamino)carbonyl>oxy>-3-oxo-3,6-dihydro-2H-pyran
—— 5-ethyl-1-methyl-5-<4-(phenylthio)phenyl>-6-hydroxyperhydropyrano<3,2-d>oxazole-2-one 145371-64-8 C21H23NO4S
5-ethyl-1-methyl-5-<4-(phenylthio)phenyl>-6-hydroxyperhydropyrano<3,2-d>oxazole-2-one
—— lead(II) thiocyanate —— C2N2PbS2
lead(II) thiocyanate
—— 1-phenyl-4-phenylthio-3-dodecene 93242-58-1 C24H32S
1-phenyl-4-phenylthio-3-dodecene
—— 1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]-thiophen-2-yl}-3-(3-cyanophenyl)-urea 417715-70-9 C25H19N5O3S2
1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]-thiophen-2-yl}-3-(3-cyanophenyl)-urea
—— N-(3-Cyanophenyl)-N'-(5-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)urea 417715-25-4 C23H18N4O3S2
N-(3-Cyanophenyl)-N'-(5-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)urea
—— 5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-ylamine 417722-24-8 C15H14N2O2S2
5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-ylamine
—— N-(3-Cyanophenyl)-N'-(2-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)urea 417715-35-6 C22H17N5O3S2
N-(3-Cyanophenyl)-N'-(2-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)urea
—— 4-(5-aminothiophen-2-ylsulfanyl)-7-(2-methoxyethoxy)-quinoline-6-carbonitrile 417722-45-3 C17H15N3O2S2
4-(5-aminothiophen-2-ylsulfanyl)-7-(2-methoxyethoxy)-quinoline-6-carbonitrile
—— 2-<p-(phenylthio)phenyl>-2-methyl-6-<<(methylamino)carbonyl>oxy>-2H-pyran-3(6H)-one —— C20H19NO4S
2-<p-(phenylthio)phenyl>-2-methyl-6-<<(methylamino)carbonyl>oxy>-2H-pyran-3(6H)-one
—— cis-6-Methoxy-2-<p-(phenylthio)phenyl>-2-methyl-2H-pyran-3(6H)-one 102285-72-3 C19H18O3S
cis-6-Methoxy-2-<p-(phenylthio)phenyl>-2-methyl-2H-pyran-3(6H)-one
—— 1,5-dimethyl-5<4-(phenylthio)phenyl>-6-hydroxyperhydropyrano<3,2-d>oxazole-2-one 133150-05-7 C20H21NO4S
1,5-dimethyl-5<4-(phenylthio)phenyl>-6-hydroxyperhydropyrano<3,2-d>oxazole-2-one
—— 1,5-dimethyl-5-<4-(phenylthio)phenyl>-dihydro<1H,7H>-5H-pyrano<3,2-d>oxazole-2,6-dione 133150-03-5 C20H19NO4S
1,5-dimethyl-5-<4-(phenylthio)phenyl>-dihydro<1H,7H>-5H-pyrano<3,2-d>oxazole-2,6-dione
—— 6-hydroxy-2-<p-(phenylthio)phenyl>-2-methyl-2H-pyran-3(6H)-one 102285-67-6 C18H16O3S
6-hydroxy-2-<p-(phenylthio)phenyl>-2-methyl-2H-pyran-3(6H)-one
—— 5-<(4-Nitro-2-aminophenyl)-thio>-4-chlor-3(2H)-pyridazinon 62688-70-4 C10H7ClN4O3S
5-<(4-Nitro-2-aminophenyl)-thio>-4-chlor-3(2H)-pyridazinon
—— 11-(ω-mercapto)-undecanylamine 155638-19-0 C11H25NS
11-(ω-mercapto)-undecanylamine
—— (S)-5-methyl-3-(phenylthio)-3-(10-undecenyl)dihydrofuran-2(3H)-one 862603-45-0 C22H32O2S
(S)-5-methyl-3-(phenylthio)-3-(10-undecenyl)dihydrofuran-2(3H)-one