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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
—— Acetaldehyd-diisopropylmercaptal 6496-97-5 C8H18S2
Acetaldehyd-diisopropylmercaptal
—— (1-(mercaptomethyl)cyclopropyl)methanol 26325-41-7 C5H10OS
(1-(mercaptomethyl)cyclopropyl)methanol
—— 1-bromo-4-(4-(trifluoromethoxy)phenylsulfanyl)-benzene 1451093-00-7 C13H8BrF3OS
1-bromo-4-(4-(trifluoromethoxy)phenylsulfanyl)-benzene
—— sym-Diselenadithiafulvalene 56742-37-1 C6H4S2Se2
sym-Diselenadithiafulvalene
—— 2-(3-Chloropropylsulfanyl)thiophene 81577-85-7 C7H9ClS2
2-(3-Chloropropylsulfanyl)thiophene
—— <4-(4-Chlorphenylthio)-phenyl>-essigsaeure 63349-43-9 C14H11ClO2S
<4-(4-Chlorphenylthio)-phenyl>-essigsaeure
—— 4-(2-Butylsulfanylethylsulfanyl)-1-(2-propan-2-yl-1,3-dithiolan-2-yl)-4-(2-trimethylsilylethynyl)oct-1-yn-3-ol 1072800-72-6 C25H44OS4Si
4-(2-Butylsulfanylethylsulfanyl)-1-(2-propan-2-yl-1,3-dithiolan-2-yl)-4-(2-trimethylsilylethynyl)oct-1-yn-3-ol
—— 2,3-Dihydro-6-phenyl-p-dithiino-<2,3-d>-pyridazin-5(6H)-on 3137-32-4 C12H10N2OS2
2,3-Dihydro-6-phenyl-p-dithiino-<2,3-d>-pyridazin-5(6H)-on
—— 2,2,4-trimethyl-1,3-dithia-5,6-benzocycloheptene 147678-00-0 C12H16S2
2,2,4-trimethyl-1,3-dithia-5,6-benzocycloheptene
—— 2,5-diphenyl-5<i>H</i>-[1,3]dithiolo[4,5-<i>d</i>]pyridazin-4-one 3042-88-4 C17H12N2OS2
2,5-diphenyl-5<i>H</i>-[1,3]dithiolo[4,5-<i>d</i>]pyridazin-4-one
—— Dithiocarbonic acid O-ethyl ester S-isobutyl ester 125076-77-9 C7H14OS2
Dithiocarbonic acid O-ethyl ester S-isobutyl ester
—— 4-(4-chlorophenyl)-2-(methylthio)thiazole 2103-97-1 C10H8ClNS2
4-(4-chlorophenyl)-2-(methylthio)thiazole
—— N-[2-[(2,3-difluorobenzyl)thio]-6-({(1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide 1204707-89-0 C21H27F2N5O4S2
N-[2-[(2,3-difluorobenzyl)thio]-6-({(1S)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide
—— N-[2-[(2,3-difluorobenzyl)thio]-6-({(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide 1204707-83-4 C21H27F2N5O4S2
N-[2-[(2,3-difluorobenzyl)thio]-6-({(1R)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide
—— (N-[2-[(2,3-difluorobenzyl)thio]-6-({(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide) 1204707-87-8 C21H27F2N5O4S2
(N-[2-[(2,3-difluorobenzyl)thio]-6-({(1S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl}amino)pyrimidin-4-yl]azetidine-1-sulfonamide)
—— N-(2-(2,3-difluorobenzylthio)-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)pyrimidin-4-yl)azetidine-1-sulfonamide 878385-85-4 C21H26F2N4O5S2
N-(2-(2,3-difluorobenzylthio)-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)pyrimidin-4-yl)azetidine-1-sulfonamide
—— di-(5-hexenyl)-sulfide 108479-96-5 C12H22S
di-(5-hexenyl)-sulfide
—— 6-(4-nitro-phenylsulfanyl)-quinoline 107918-39-8 C15H10N2O2S
6-(4-nitro-phenylsulfanyl)-quinoline
—— 2-(2,4-Diaminophenyl)sulfanylethanol 96727-40-1 C8H12N2OS
2-(2,4-Diaminophenyl)sulfanylethanol
—— cyclohexyl(imino)(methyl)-λ<sup>6</sup>-sulfanone 1085526-16-4 C7H15NOS
cyclohexyl(imino)(methyl)-λ<sup>6</sup>-sulfanone
—— N-(5-(hydroxycarbamoyl)pentyl)-2-(3-((E)-2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)benzamide 1012056-56-2 C27H27N5O3S
N-(5-(hydroxycarbamoyl)pentyl)-2-(3-((E)-2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)benzamide
—— methyl 2-(3-indolylthio)benzoate 116757-21-2 C16H13NO2S
methyl 2-(3-indolylthio)benzoate
—— methyl 2-(2,4,6-trimethoxyphenylthio)benzoate 1242674-03-8 C17H18O5S
methyl 2-(2,4,6-trimethoxyphenylthio)benzoate
—— 2-(N-methylcarbamoyl)phenyl 4-chlorophenyl sulfide 343869-28-3 C14H12ClNOS
2-(N-methylcarbamoyl)phenyl 4-chlorophenyl sulfide
—— 2-(N-methylcarbamoyl)phenyl 2-methylphenyl sulfide 343869-24-9 C15H15NOS
2-(N-methylcarbamoyl)phenyl 2-methylphenyl sulfide
—— 1,4-Benzothiazepin-5(4H)-on 115483-67-5 C9H7NOS
1,4-Benzothiazepin-5(4H)-on
—— 1H,4H-benzo<2,1-b:3,4-b'>bisthiete 220398-63-0 C8H6S2
1H,4H-benzo<2,1-b:3,4-b'>bisthiete
—— 2-(N-methylcarbamoyl)phenyl 2-(methoxycarbonyl)phenyl sulfide 130138-88-4 C16H16N2O2S
2-(N-methylcarbamoyl)phenyl 2-(methoxycarbonyl)phenyl sulfide
—— 2-(N-methylcarbamoyl)phenyl 4-methylphenyl sulfide 343869-27-2 C15H15NOS
2-(N-methylcarbamoyl)phenyl 4-methylphenyl sulfide
—— 2-(N-methylcarbamoyl)phenyl 4-nitrophenyl sulfide 343869-29-4 C14H12N2O3S
2-(N-methylcarbamoyl)phenyl 4-nitrophenyl sulfide
—— methyl 6-(2-(3-((E)-2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)benzamido)hexanoate 1012060-44-4 C28H28N4O3S
methyl 6-(2-(3-((E)-2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)benzamido)hexanoate
—— dimethyl 3-oxobenzo[b]thiophene-2,2(3H)-dicarboxylate 329908-01-2 C12H10O5S
dimethyl 3-oxobenzo[b]thiophene-2,2(3H)-dicarboxylate
—— 1-pyrrolidinosulfonylethylsulfonyl isocyanate 139779-20-7 C7H12N2O5S2
1-pyrrolidinosulfonylethylsulfonyl isocyanate
—— Ditert-butyl-[[ditert-butylphosphanylimino(dimethyl)-lambda6-sulfanylidene]amino]phosphane 66435-90-3 C18H42N2P2S
Ditert-butyl-[[ditert-butylphosphanylimino(dimethyl)-lambda6-sulfanylidene]amino]phosphane
—— <<(Dimethyloxo-λ<sup>6</sup>-sulfanyliden)amino>methylen>malononitril 60804-03-7 C6H7N3OS
<<(Dimethyloxo-λ<sup>6</sup>-sulfanyliden)amino>methylen>malononitril
—— S,S-Dimethyl-N-ethyl-sulfoximid 35362-77-7 C4H11NOS
S,S-Dimethyl-N-ethyl-sulfoximid
—— bis-(2,2,2-trifluoro-ethyl) sulfone 53105-47-8 C4H4F6O2S
bis-(2,2,2-trifluoro-ethyl) sulfone
—— 5-benzylthio-2-n-propylamino-1,3,4-thiadiazole 125908-47-6 C12H15N3S2
5-benzylthio-2-n-propylamino-1,3,4-thiadiazole
—— 3-Dimethylamino-thiet-1,1-dioxid 1599-35-5 C5H9NO2S
3-Dimethylamino-thiet-1,1-dioxid
—— 3-[2-((S)-1-Dimethylamino-ethyl)-phenylsulfanyl]-1,1,1-trifluoro-propan-2-one 192209-46-4 C13H16F3NOS
3-[2-((S)-1-Dimethylamino-ethyl)-phenylsulfanyl]-1,1,1-trifluoro-propan-2-one
—— 2,4,6-tris-methylsulfanyl-toluene 201742-27-0 C10H14S3
2,4,6-tris-methylsulfanyl-toluene
—— (1S,2S)-1-ethoxy-2-[[(1S,2S)-2-ethoxycyclohexyl]disulfanyl]cyclohexane 130258-37-6 C16H30O2S2
(1S,2S)-1-ethoxy-2-[[(1S,2S)-2-ethoxycyclohexyl]disulfanyl]cyclohexane
—— bis-dichloromethyl disulfide 97925-52-5 C2H2Cl4S2
bis-dichloromethyl disulfide
—— (Ethylsulfanyl-bis-methanesulfonyl-methylsulfanyl)-ethane 441799-71-9 C7H16O4S4
(Ethylsulfanyl-bis-methanesulfonyl-methylsulfanyl)-ethane
—— 2-(ethylsulfonyl)-2-(methylsulfonyl)propane 141198-62-1 C6H14O4S2
2-(ethylsulfonyl)-2-(methylsulfonyl)propane
—— Dimethyl-[(S)-1-(2-methylsulfanyl-phenyl)-ethyl]-amine 172842-04-5 C11H17NS
Dimethyl-[(S)-1-(2-methylsulfanyl-phenyl)-ethyl]-amine
—— 3-[2-((S)-1-Dimethylamino-ethyl)-phenylsulfanyl]-1,1,1-trifluoro-propan-2-ol 192209-47-5 C13H18F3NOS
3-[2-((S)-1-Dimethylamino-ethyl)-phenylsulfanyl]-1,1,1-trifluoro-propan-2-ol
—— 1-(4-Bromophenyl)sulfanyl-3-prop-2-enoxypropan-2-ol 1188556-84-4 C12H15BrO2S
1-(4-Bromophenyl)sulfanyl-3-prop-2-enoxypropan-2-ol
—— 3-[(allyloxy)methyl]-2,3-dihydrobenzo[e]1,4-oxathiepin-5-one 821768-59-6 C13H14O3S
3-[(allyloxy)methyl]-2,3-dihydrobenzo[e]1,4-oxathiepin-5-one
—— (4-Methylsulfanyl-phenyl)-thiazol-2-yl-methanol 346629-64-9 C11H11NOS2
(4-Methylsulfanyl-phenyl)-thiazol-2-yl-methanol