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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
—— phenyl thiophene-2-carbimidothioate hydrobromide 659743-43-8 BrH*C11H9NS2
phenyl thiophene-2-carbimidothioate hydrobromide
—— 9(R)-6,6-ethylenedithio-9-methyl-9-nonanolide 138332-44-2 C12H20O2S2
9(R)-6,6-ethylenedithio-9-methyl-9-nonanolide
—— 1-Acetoxy-1-(triphenylsilyloxy)-2-phenylthioethane 123541-68-4 C28H26O3SSi
1-Acetoxy-1-(triphenylsilyloxy)-2-phenylthioethane
—— 2-Phenylsulfanyl-1-tri(propan-2-yl)silylethanol 162247-37-2 C17H30OSSi
2-Phenylsulfanyl-1-tri(propan-2-yl)silylethanol
—— E-1-(tri-n-butylstannyl)-1-(phenylthio)-2-phenylethene 198219-71-5 C26H38SSn
E-1-(tri-n-butylstannyl)-1-(phenylthio)-2-phenylethene
—— (5S,2'R)-3-[2'-(t-butyldimethylsilanyloxy)-hex-6-enyl]-5-methyl-3-phenylsulfanyldihydrofuran-2-one 909270-36-6 C23H36O3SSi
(5S,2'R)-3-[2'-(t-butyldimethylsilanyloxy)-hex-6-enyl]-5-methyl-3-phenylsulfanyldihydrofuran-2-one
—— N-(2-Phenylmercapto-1,1-dimethyl-ethyl)-benzamid 1155-29-9 C17H19NOS
N-(2-Phenylmercapto-1,1-dimethyl-ethyl)-benzamid
—— tert-butyl 2-[4-(methylsulfanyl)benzyl]acrylate 942298-95-5 C15H20O2S
tert-butyl 2-[4-(methylsulfanyl)benzyl]acrylate
—— 2-tributylstannyl-1,3-benzodithiole 155127-03-0 C19H32S2Sn
2-tributylstannyl-1,3-benzodithiole
—— 2-(methoxycarbonylamino) 6-(p-hydroxyphenylthio) imidazo [1,2-a] pyridine 76911-42-7 C15H13N3O3S
2-(methoxycarbonylamino) 6-(p-hydroxyphenylthio) imidazo [1,2-a] pyridine
—— 2-[(4-trifluoromethyl-2-nitrophenyl)thio]aniline 322-71-4 C13H9F3N2O2S
2-[(4-trifluoromethyl-2-nitrophenyl)thio]aniline
—— 2,2-dimethyl-5-(4-(methylthio)benzyl)-1,3-dioxane-4,6-dione 154317-91-6 C14H16O4S
2,2-dimethyl-5-(4-(methylthio)benzyl)-1,3-dioxane-4,6-dione
—— 1-Dimethylaminomethyl-4-hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid butyl ester 808120-25-4 C23H26N2O3S
1-Dimethylaminomethyl-4-hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid butyl ester
—— 4-[4-(4-bromo-2,6-dimethylphenylsulfanyl)pyrimidin-2-ylamino]benzonitrile 374067-83-1 C19H15BrN4S
4-[4-(4-bromo-2,6-dimethylphenylsulfanyl)pyrimidin-2-ylamino]benzonitrile
—— 3-(2-trifluoromethylphenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide 1299398-83-6 C27H25F3NS*I
3-(2-trifluoromethylphenylsulfanyl)-1-(5-phenylpentyl)quinolin-1-ium iodide
—— (2S)-2-[(2S)-2-(methoxymethoxy)-4-phenylsulfanylbutyl]oxirane 197520-82-4 C14H20O3S
(2S)-2-[(2S)-2-(methoxymethoxy)-4-phenylsulfanylbutyl]oxirane
—— 2-phenylthio-1-phenylethylamine 140372-83-4 C14H15NS
2-phenylthio-1-phenylethylamine
—— Cyclobutyl-heptyl-sulfid 10394-45-3 C11H22S
Cyclobutyl-heptyl-sulfid
—— (E)-3-methyl-1-(methylsulfonyl)-1-butene 286376-75-8 C6H12O2S
(E)-3-methyl-1-(methylsulfonyl)-1-butene
—— n-3-thiadecanal 1174747-14-8 C9H18OS
n-3-thiadecanal
—— 4-Pyridinecarbothioamide, 2-(heptylthio)- 180791-11-1 C13H20N2S2
4-Pyridinecarbothioamide, 2-(heptylthio)-
—— (E)-5-(4-cyanobut-3-enyl)-2,3-dihydro-1,4-benzoxathiin 261633-80-1 C13H13NOS
(E)-5-(4-cyanobut-3-enyl)-2,3-dihydro-1,4-benzoxathiin
—— methylheptyl disulfide 70869-29-3 C8H18S2
methylheptyl disulfide
—— (5S)-3-[(2R)-2-[tert-butyl(dimethyl)silyl]oxyundec-10-enyl]-5-methyl-3-phenylsulfanyloxolan-2-one 862603-29-0 C28H46O3SSi
(5S)-3-[(2R)-2-[tert-butyl(dimethyl)silyl]oxyundec-10-enyl]-5-methyl-3-phenylsulfanyloxolan-2-one
—— Phenyl 1,2,2-trifluoroethyl sulfide 136370-27-9 C8H7F3S
Phenyl 1,2,2-trifluoroethyl sulfide
—— 4,6-dimethyl-2-(prop-2-en-1-ylsulfanyl)pyrimidine 55749-32-1 C9H12N2S
4,6-dimethyl-2-(prop-2-en-1-ylsulfanyl)pyrimidine
—— 5-acetyl-5,6,11,12-tetrahydro-8-bromo-2-methylthiodibenz[b,f]azocine 1446113-94-5 C18H18BrNOS
5-acetyl-5,6,11,12-tetrahydro-8-bromo-2-methylthiodibenz[b,f]azocine
—— 1-(3,5-dimethyl-1H-pyrazol-1-yl)-2-phenyl-1-(phenylthio)ethane 122606-08-0 C19H20N2S
1-(3,5-dimethyl-1H-pyrazol-1-yl)-2-phenyl-1-(phenylthio)ethane
—— 4-{[(1-methyl-1H-imidazol-5-yl)methyl]sulfanyl}aniline 497853-77-7 C11H13N3S
4-{[(1-methyl-1H-imidazol-5-yl)methyl]sulfanyl}aniline
—— 4-chloro-N-(3-methylsulfanylphenyl)pyrimidin-2-amine 945396-91-8 C11H10ClN3S
4-chloro-N-(3-methylsulfanylphenyl)pyrimidin-2-amine
—— 8-Methylthio-1-azaphenothiazin 117000-77-8 C12H10N2S2
8-Methylthio-1-azaphenothiazin
—— (3-methylsulfanyl-phenyl)-pyridin-2-yl-amine 106167-23-1 C12H12N2S
(3-methylsulfanyl-phenyl)-pyridin-2-yl-amine
—— 2-(3'-Methylthioanilinium)-5-methyl-5-nitro-1,3,2-dioxaphosphorinan 2-oxid 20926-64-1 C11H15N2O5PS
2-(3'-Methylthioanilinium)-5-methyl-5-nitro-1,3,2-dioxaphosphorinan 2-oxid
—— 1,1'-(5,5'-disulfanediylbis(2-chloro-5,1-phenylene))bis(3-methyl-3-(3-(methylthio)phenyl)guanidine) 1349064-27-2 C30H30Cl2N6S4
1,1'-(5,5'-disulfanediylbis(2-chloro-5,1-phenylene))bis(3-methyl-3-(3-(methylthio)phenyl)guanidine)
—— N-(5-benzylthio-2-chlorophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine hydrochloride 917894-08-7 C22H22ClN3S2*ClH
N-(5-benzylthio-2-chlorophenyl)-N'-(3-methylthiophenyl)-N'-methyl-guanidine hydrochloride
—— 2-benzyl-8-(4-chlorophenylthio)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one 1262118-00-2 C25H18ClN3OS
2-benzyl-8-(4-chlorophenylthio)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one
—— 2-benzyl-8-(4-chlorophenylthio)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one 1262117-95-2 C25H18ClN3O2S
2-benzyl-8-(4-chlorophenylthio)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one
—— methyl n-octanesulphonylacetate 221119-53-5 C11H22O4S
methyl n-octanesulphonylacetate
—— 3-(2-chloro-5-((2-(18)fluoroethyl)thio)phenyl)-1-methyl-1-(3-(methylthio)phenyl)guanidine 917894-12-3 C17H19ClFN3S2
3-(2-chloro-5-((2-(18)fluoroethyl)thio)phenyl)-1-methyl-1-(3-(methylthio)phenyl)guanidine
—— (Z)-2-(5-bromo-1H-indol-yl)-3-(4-(phenylthio)pyridin-3-yl)acrylonitrile 1613334-42-1 C22H14BrN3S
(Z)-2-(5-bromo-1H-indol-yl)-3-(4-(phenylthio)pyridin-3-yl)acrylonitrile
—— 3-(2-chloro-5-(2-fluoroethylthio)phenyl)-N'-methyl-N'-(3-(methylthio)phenyl)guanidine 917894-11-2 C17H19ClFN3S2
3-(2-chloro-5-(2-fluoroethylthio)phenyl)-N'-methyl-N'-(3-(methylthio)phenyl)guanidine
—— pyridine-4-carboxaldehyde (3-methylthiophenyl)imine 165806-93-9 C13H12N2S
pyridine-4-carboxaldehyde (3-methylthiophenyl)imine
—— 1-(3,5-dimethyl-1H-pyrazol-1-yl)-1-(phenylthio)ethane 122606-09-1 C13H16N2S
1-(3,5-dimethyl-1H-pyrazol-1-yl)-1-(phenylthio)ethane
—— 2-(3,5-dimethyl-1H-pyrazol-1-yl)-1-(4-methylphenyl)-2-(phenylthio)ethanol 122606-12-6 C20H22N2OS
2-(3,5-dimethyl-1H-pyrazol-1-yl)-1-(4-methylphenyl)-2-(phenylthio)ethanol
—— 1-Methylspiro(piperidine-4,6'-dibenz<b,e>-1,4-oxathiepin) 98796-28-2 C18H19NOS
1-Methylspiro(piperidine-4,6'-dibenz<b,e>-1,4-oxathiepin)
—— 2-[5-Chloro-2-(2-fluorophenyl)sulfanylphenyl]acetic acid 73129-27-8 C14H10ClFO2S
2-[5-Chloro-2-(2-fluorophenyl)sulfanylphenyl]acetic acid
—— (R)-N-[2-fluoro-4-(2-fluorophenylthio)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide 252016-86-7 C16H12F5NO2S
(R)-N-[2-fluoro-4-(2-fluorophenylthio)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide
—— 6-(3-Piperidinopropyl)-6H-dibenz<b,e>-1,4-oxathiepin 83193-49-1 C21H25NOS
6-(3-Piperidinopropyl)-6H-dibenz<b,e>-1,4-oxathiepin
—— S-Methyl-S'-(2'-bromphenyl)-3-acetamido-dithio-hydrochinon 5166-81-4 C15H14BrNOS2
S-Methyl-S'-(2'-bromphenyl)-3-acetamido-dithio-hydrochinon
—— 4,4'-Diisocyanato-diphenylsulfid 14353-02-7 C14H8N2O2S
4,4'-Diisocyanato-diphenylsulfid