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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-chloro-4-aminophenyl phenethyl sulfide hydrochloride 80019-85-8 C14H14ClNS*ClH
2-chloro-4-aminophenyl phenethyl sulfide hydrochloride
—— 1-(2-Methyl-1,3-dithian-2-yl)butan-1-one 121829-97-8 C9H16OS2
1-(2-Methyl-1,3-dithian-2-yl)butan-1-one
—— 2-chloro-3-(2-methyl-1,3-dithian-2-yl)pyrazine 1131041-56-9 C9H11ClN2S2
2-chloro-3-(2-methyl-1,3-dithian-2-yl)pyrazine
—— 2-methyl-2-(3'-methacrylate of propyl-1')-1,3-dithiane 211873-56-2 C12H20O2S2
2-methyl-2-(3'-methacrylate of propyl-1')-1,3-dithiane
—— syn-2-methyl-2-crotyl-1,3-dithiane 1-oxide 128062-26-0 C9H14O2S2
syn-2-methyl-2-crotyl-1,3-dithiane 1-oxide
—— (+/-)-2-(S)-propanoyl-2-methyl-1,3-dithiane 1-(R)-oxide 124004-42-8 C8H14O2S2
(+/-)-2-(S)-propanoyl-2-methyl-1,3-dithiane 1-(R)-oxide
—— 1-(2-Methyl-1,3-dithian-2-yl)-1-pyridin-4-ylethanol 936231-51-5 C12H17NOS2
1-(2-Methyl-1,3-dithian-2-yl)-1-pyridin-4-ylethanol
—— (2R)-1-[2-[(2S)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-methyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]pent-4-en-2-ol 1431375-84-6 C23H44O2S4Si
(2R)-1-[2-[(2S)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-methyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]pent-4-en-2-ol
—— trimethyl-[(1S,2R)-2-[(2S)-oxiran-2-yl]-1-phenylsulfanylpropyl]silane 1217293-22-5 C14H22OSSi
trimethyl-[(1S,2R)-2-[(2S)-oxiran-2-yl]-1-phenylsulfanylpropyl]silane
—— 6,6-Dimethyl-8-phenyl-7-oxa-1,4-dithia-spiro[4.4]non-8-ene 82448-31-5 C14H16OS2
6,6-Dimethyl-8-phenyl-7-oxa-1,4-dithia-spiro[4.4]non-8-ene
—— (2S)-1-[2-[tert-butyl(dimethyl)silyl]-1,3-dithian-2-yl]-3-(2-methyl-1,3-dithian-2-yl)propan-2-ol 875208-34-7 C18H36OS4Si
(2S)-1-[2-[tert-butyl(dimethyl)silyl]-1,3-dithian-2-yl]-3-(2-methyl-1,3-dithian-2-yl)propan-2-ol
—— 2-(((4-chlorophenyl)thio)methyl)pyridine, hydrochloride 81851-02-7 C12H10ClNS*ClH
2-(((4-chlorophenyl)thio)methyl)pyridine, hydrochloride
—— trimethyl-[(1R,2R)-2-[(2S)-oxiran-2-yl]-1-phenylsulfanylpropyl]silane 1217293-21-4 C14H22OSSi
trimethyl-[(1R,2R)-2-[(2S)-oxiran-2-yl]-1-phenylsulfanylpropyl]silane
—— 1-(3-Ethylphenyl)-1-(2-methyl-1,3-dithian-2-yl)ethanol 936231-65-1 C15H22OS2
1-(3-Ethylphenyl)-1-(2-methyl-1,3-dithian-2-yl)ethanol
—— 1-(2-Methyl-1,3-dithian-2-yl)-1-pyridin-3-ylethanol 936231-50-4 C12H17NOS2
1-(2-Methyl-1,3-dithian-2-yl)-1-pyridin-3-ylethanol
—— trimethyl-[(1S)-2-[(2S)-oxiran-2-yl]-1-phenylsulfanylethyl]silane 1217293-20-3 C13H20OSSi
trimethyl-[(1S)-2-[(2S)-oxiran-2-yl]-1-phenylsulfanylethyl]silane
—— 2-(2-Methyl-1,3-dithian-2-yl)butan-2-ol 936231-46-8 C9H18OS2
2-(2-Methyl-1,3-dithian-2-yl)butan-2-ol
—— trimethyl-[(1R)-2-[(2S)-oxiran-2-yl]-1-phenylsulfanylethyl]silane 1217293-19-0 C13H20OSSi
trimethyl-[(1R)-2-[(2S)-oxiran-2-yl]-1-phenylsulfanylethyl]silane
—— (Z)-methyl 2-phenylthiohex-2-enoate 86895-74-1 C13H16O2S
(Z)-methyl 2-phenylthiohex-2-enoate
—— 2-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]cyclohexan-1-one 81556-01-6 C14H14N2O2S
2-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]cyclohexan-1-one
—— 1-(Cyclopenten-1-yl)-1-(2-methyl-1,3-dithian-2-yl)ethanol 936231-49-1 C12H20OS2
1-(Cyclopenten-1-yl)-1-(2-methyl-1,3-dithian-2-yl)ethanol
—— tert-butyl-dimethyl-[(2R)-1-(2-methyl-1,3-dithian-2-yl)-3-[2-[(R)-(2-prop-2-enylphenyl)-trimethylsilyloxymethyl]-1,3-dithian-2-yl]propan-2-yl]oxysilane 1073174-90-9 C31H54O2S4Si2
tert-butyl-dimethyl-[(2R)-1-(2-methyl-1,3-dithian-2-yl)-3-[2-[(R)-(2-prop-2-enylphenyl)-trimethylsilyloxymethyl]-1,3-dithian-2-yl]propan-2-yl]oxysilane
—— 2-(1-hydroxybutyl)-2-methyl-1,3-dithiane 74637-04-0 C9H18OS2
2-(1-hydroxybutyl)-2-methyl-1,3-dithiane
—— (3aR,7aR)-N-[(R)-(2-methyl-1,3-dithian-2-yl)-phenylmethyl]-2-oxo-1,3-di(propan-2-yl)-3a,4,5,6,7,7a-hexahydrobenzo[d][1,3,2]diazaphosphol-2-amine 1281867-98-8 C24H40N3OPS2
(3aR,7aR)-N-[(R)-(2-methyl-1,3-dithian-2-yl)-phenylmethyl]-2-oxo-1,3-di(propan-2-yl)-3a,4,5,6,7,7a-hexahydrobenzo[d][1,3,2]diazaphosphol-2-amine
—— 1-hexanedithioic acid 39157-91-0 C6H12S2
1-hexanedithioic acid
—— 2-[2-(1-adamantyl)ethyl]-2-methyl-1,3-dithiane 827584-95-2 C17H28S2
2-[2-(1-adamantyl)ethyl]-2-methyl-1,3-dithiane
—— 5-Methyl-benzo[1,4,2]dithiazine 82946-23-4 C8H7NS2
5-Methyl-benzo[1,4,2]dithiazine
—— 1,1-bis-ethylsulfanyl-3,3-dimethyl-butan-2-one 51718-48-0 C10H20OS2
1,1-bis-ethylsulfanyl-3,3-dimethyl-butan-2-one
—— 3-Amino-5-<(carbamoyl)methylthio>-4-(phenylthio)-2-thiophencarbonsaeureamid 139427-39-7 C13H13N3O2S3
3-Amino-5-<(carbamoyl)methylthio>-4-(phenylthio)-2-thiophencarbonsaeureamid
—— 8-Methyl-benzo[1,4,2]dithiazine 82946-22-3 C8H7NS2
8-Methyl-benzo[1,4,2]dithiazine
—— 7-Methyl-benzo[1,4,2]dithiazine 82946-24-5 C8H7NS2
7-Methyl-benzo[1,4,2]dithiazine
—— N-(phenylthiomethyl)succinimide 68716-57-4 C11H11NO2S
N-(phenylthiomethyl)succinimide
—— 5-hydroxy-1-(phenylthiomethyl)pyrrolidin-2-one 863393-78-6 C11H13NO2S
5-hydroxy-1-(phenylthiomethyl)pyrrolidin-2-one
—— 6-Chloro-benzo[1,4,2]dithiazine 82946-27-8 C7H4ClNS2
6-Chloro-benzo[1,4,2]dithiazine
—— 6-Methyl-benzo[1,4,2]dithiazine 82946-25-6 C8H7NS2
6-Methyl-benzo[1,4,2]dithiazine
—— 1-[5-(4-Chloro-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-propan-2-one 81555-89-7 C11H9ClN2O2S
1-[5-(4-Chloro-phenyl)-[1,3,4]oxadiazol-2-ylsulfanyl]-propan-2-one
—— fluorotris(trifluoromethylsulfonyl)methane 565470-23-7 C4F10O6S3
fluorotris(trifluoromethylsulfonyl)methane
—— 1-(2-Phenylethyl)-3-(phenylsulfanyl)-3-(trimethylsilyl)cyclobutan-1-ol 86573-85-5 C21H28OSSi
1-(2-Phenylethyl)-3-(phenylsulfanyl)-3-(trimethylsilyl)cyclobutan-1-ol
—— amyl (3-methylthio-1,2,4-triazol-5-yl)aminodithiocarbonate 131049-44-0 C9H16N4S3
amyl (3-methylthio-1,2,4-triazol-5-yl)aminodithiocarbonate
—— tributyl[2-phenylthio-6-MeO-phenyl]tin 780820-64-6 C25H38OSSn
tributyl[2-phenylthio-6-MeO-phenyl]tin
—— 1-Ethyl-3-(phenylsulfanyl)-3-(trimethylsilyl)cyclobutan-1-ol 86573-83-3 C15H24OSSi
1-Ethyl-3-(phenylsulfanyl)-3-(trimethylsilyl)cyclobutan-1-ol
—— methyl 2,3-dimethyl-4-phenylthiobut-2-enoate 86895-87-6 C13H16O2S
methyl 2,3-dimethyl-4-phenylthiobut-2-enoate
—— Cyclohexyl methyl (R)-sulfoxide 93183-66-5 C7H14OS
Cyclohexyl methyl (R)-sulfoxide
—— (S)-4-(1-fluoro-2-phenylethyl)-1-(phenylthiometh-yl)-1H-1,2,3-triazole 1159097-38-7 C17H16FN3S
(S)-4-(1-fluoro-2-phenylethyl)-1-(phenylthiometh-yl)-1H-1,2,3-triazole
—— Lithium;3-methylbut-1-ynylsulfanylbenzene —— C11H11LiS
Lithium;3-methylbut-1-ynylsulfanylbenzene
—— 2-(2,3-difluorobenzylsulfanyl)-4-hydroxy-6-isopropyl-pyrimidine-5-carbonitrile 1029521-33-2 C15H13F2N3OS
2-(2,3-difluorobenzylsulfanyl)-4-hydroxy-6-isopropyl-pyrimidine-5-carbonitrile
—— Methyl (R,S)-2-(tert-butylsulfinyl)ethanedithioate 188847-55-4 C7H14OS3
Methyl (R,S)-2-(tert-butylsulfinyl)ethanedithioate
—— 1-Butyl-3-(phenylsulfanyl)-3-(trimethylsilyl)cyclobutan-1-ol 86573-84-4 C17H28OSSi
1-Butyl-3-(phenylsulfanyl)-3-(trimethylsilyl)cyclobutan-1-ol
—— methyl (methylsulfinyl)dithioacetate 83483-44-7 C4H8OS3
methyl (methylsulfinyl)dithioacetate
—— methyl 2-ethyl-4-phenylthiohex-2-enoate 86895-91-2 C15H20O2S
methyl 2-ethyl-4-phenylthiohex-2-enoate