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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-[3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,5,6-triamine 1234572-52-1 C16H14N8S
2-[3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,5,6-triamine
—— methyl {4,6-diamino-2-{3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl}pyrimidin-5-yl}carbamate 1234572-64-5 C18H16N8O2S
methyl {4,6-diamino-2-{3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl}pyrimidin-5-yl}carbamate
—— 3-(Butylsulfanyl)-2,2,4,4-tetramethylpentane 111113-24-7 C13H28S
3-(Butylsulfanyl)-2,2,4,4-tetramethylpentane
—— 5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid (4-chloro-phenyl)-amide 116986-46-0 C10H10ClN5S2
5-Amino-3-methylsulfanyl-[1,2,4]triazole-1-carbothioic acid (4-chloro-phenyl)-amide
—— 2-methyl-propanethial 68860-48-0 C4H8S
2-methyl-propanethial
—— 3,4-Bis-(benzylthio)-cyclobuten-dion 52427-63-1 C18H14O2S2
3,4-Bis-(benzylthio)-cyclobuten-dion
—— trans-2-(Dimethylamino)-vinyl triflone 61795-16-2 C5H8F3NO2S
trans-2-(Dimethylamino)-vinyl triflone
—— 3-chloro-4-ethylthiocyclobutenedione 138214-97-8 C6H5ClO2S
3-chloro-4-ethylthiocyclobutenedione
—— isopentylxanthate monoanion 44844-43-1 C6H11OS2
isopentylxanthate monoanion
—— 2,6-dichloro-5-bromo-3-S-acetyl-3-thiopyridine 116588-86-4 C7H4BrCl2NOS
2,6-dichloro-5-bromo-3-S-acetyl-3-thiopyridine
—— Tetrakis[5-(methylthio)thien-2-yl]ethene 139376-08-2 C22H20S8
Tetrakis[5-(methylthio)thien-2-yl]ethene
—— 1,1,4,4-tetrakis(5-methylthio-2-thienyl)butatriene 142532-14-7 C24H20S8
1,1,4,4-tetrakis(5-methylthio-2-thienyl)butatriene
—— methyl-n-pentadecyl sulphone 117400-01-8 C16H34O2S
methyl-n-pentadecyl sulphone
—— 5-chlorothiophene-2-sulfonyl azide 83222-18-8 C4H2ClN3O2S2
5-chlorothiophene-2-sulfonyl azide
—— (6-Hydroxymethyl-5-methyl-2,3-dihydro-pyrrolo[2,1-b]thiazol-7-yl)-methanol 114199-31-4 C9H13NO2S
(6-Hydroxymethyl-5-methyl-2,3-dihydro-pyrrolo[2,1-b]thiazol-7-yl)-methanol
—— 5-(Diisopropylamino)-3-phenyl-4-(phenylthio)isoxazol 125379-81-9 C21H24N2OS
5-(Diisopropylamino)-3-phenyl-4-(phenylthio)isoxazol
—— 3-(2,4-Dinitrophenyl)sulfanyl-5-[2-[5-(2,4-dinitrophenyl)sulfanyl-4-(4-methylphenyl)-1,2,4-triazol-3-yl]ethyl]-4-(4-methylphenyl)-1,2,4-triazole 116986-99-3 C32H24N10O8S2
3-(2,4-Dinitrophenyl)sulfanyl-5-[2-[5-(2,4-dinitrophenyl)sulfanyl-4-(4-methylphenyl)-1,2,4-triazol-3-yl]ethyl]-4-(4-methylphenyl)-1,2,4-triazole
—— 5-Trifluoromethylmercapto-2,4,6-tris(ethylphosphonato)-pyrimidin 108222-94-2 C17H30F3N2O9P3S
5-Trifluoromethylmercapto-2,4,6-tris(ethylphosphonato)-pyrimidin
—— 3-(2,4-Dinitrophenyl)sulfanyl-5-[8-[5-(2,4-dinitrophenyl)sulfanyl-4-(4-methylphenyl)-1,2,4-triazol-3-yl]octyl]-4-(4-methylphenyl)-1,2,4-triazole 116987-15-6 C38H36N10O8S2
3-(2,4-Dinitrophenyl)sulfanyl-5-[8-[5-(2,4-dinitrophenyl)sulfanyl-4-(4-methylphenyl)-1,2,4-triazol-3-yl]octyl]-4-(4-methylphenyl)-1,2,4-triazole
—— 2-cyclopropyl-1-(phenylthio)propane 91556-20-6 C12H16S
2-cyclopropyl-1-(phenylthio)propane
—— N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)but-3-enamide 1299484-51-7 C20H17F2NOS2
N-(2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethyl)but-3-enamide
—— 5-Trifluoromethylmercapto-2,6-dichloro-4-ethylphosphonato-pyrimidin 108222-93-1 C9H10Cl2F3N2O3PS
5-Trifluoromethylmercapto-2,6-dichloro-4-ethylphosphonato-pyrimidin
—— 1-Chloro-4-(2-chloro-1-cyclopropyl-1-methyl-ethylsulfanyl)-benzene 66949-06-2 C12H14Cl2S
1-Chloro-4-(2-chloro-1-cyclopropyl-1-methyl-ethylsulfanyl)-benzene
—— 2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethanamine 822520-07-0 C16H13F2NS2
2-(5-fluoro-2-(4-fluorophenylthio)benzo[b]thiophen-3-yl)ethanamine
—— (2-nitro-1-phenylethyl)(phenyl)sulfane 4231-84-9 C14H13NO2S
(2-nitro-1-phenylethyl)(phenyl)sulfane
—— (2-chloro-2-cyclopropyl)propyl 4-chlorophenyl sulfide 66949-05-1 C12H14Cl2S
(2-chloro-2-cyclopropyl)propyl 4-chlorophenyl sulfide
—— 1-(heptane-1-sulfonyl)-propan-2-one 94045-48-4 C10H20O3S
1-(heptane-1-sulfonyl)-propan-2-one
—— 5-Trifluormethylmercapto-2,4,6-triamino-pyrimidin 108222-81-7 C5H6F3N5S
5-Trifluormethylmercapto-2,4,6-triamino-pyrimidin
—— 1-((R)-Ethanesulfinyl)-heptane 252228-67-4 C9H20OS
1-((R)-Ethanesulfinyl)-heptane
—— 5-Trifluormethylmercapto-2,4,6-trifluor-pyrimidin 108222-73-7 C5F6N2S
5-Trifluormethylmercapto-2,4,6-trifluor-pyrimidin
—— 5-Trifluormethylmercapto-2,4-dichloro-6-isocyanato-pyrimidin 108222-84-0 C6Cl2F3N3OS
5-Trifluormethylmercapto-2,4-dichloro-6-isocyanato-pyrimidin
—— 5-(2-(6-bromopyridin-2-ylamino)thiazol-5-ylthio)-N,2-dimethyl-N-(2-(methylamino)ethyl)benzamide 1012060-86-4 C20H22BrN5OS2
5-(2-(6-bromopyridin-2-ylamino)thiazol-5-ylthio)-N,2-dimethyl-N-(2-(methylamino)ethyl)benzamide
—— 5-Trifluormethylmercapto-2,4-dimethoxy-6-chloro-pyrimidin 108222-92-0 C7H6ClF3N2O2S
5-Trifluormethylmercapto-2,4-dimethoxy-6-chloro-pyrimidin
—— 5-Trifluormethylmercapto-2,4-dichloro-6-hydroxy-pyrimidin 108255-36-3 C5H2ClF3N2O2S
5-Trifluormethylmercapto-2,4-dichloro-6-hydroxy-pyrimidin
—— 5-Trifluormethylmercapto-4-amino-2,6-dichloro-pyrimidin 108222-79-3 C5H2Cl2F3N3S
5-Trifluormethylmercapto-4-amino-2,6-dichloro-pyrimidin
—— 2-benzylthio-6-cyano-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112807-05-3 C13H8N4OS2
2-benzylthio-6-cyano-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-benzylsulfanyl-[1,3,4]thiadiazolo[3,2-<i>a</i>]pyrimidine-5,7-dione 69395-68-2 C12H9N3O2S2
2-benzylsulfanyl-[1,3,4]thiadiazolo[3,2-<i>a</i>]pyrimidine-5,7-dione
—— nonanethioamide 51793-61-4 C9H19NS
nonanethioamide
—— 6-benzyl-2-benzylsulfanyl-[1,3,4]thiadiazolo[3,2-<i>a</i>]pyrimidine-5,7-dione 69395-70-6 C19H15N3O2S2
6-benzyl-2-benzylsulfanyl-[1,3,4]thiadiazolo[3,2-<i>a</i>]pyrimidine-5,7-dione
—— (S)-5-hydroxymethyl-2-thiomethyl-1-pyrroline 109021-46-7 C6H11NOS
(S)-5-hydroxymethyl-2-thiomethyl-1-pyrroline
—— 2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112807-06-4 C12H9N3OS2
2-benzylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— ethyl-(benzylmercapto-[1,3,4]thiadiazol-2-yl)-amine 79010-45-0 C11H13N3S2
ethyl-(benzylmercapto-[1,3,4]thiadiazol-2-yl)-amine
—— 2-(benzylthio)imidazo[2,1-b][1,3,4]thiadiazole 856346-08-2 C11H9N3S2
2-(benzylthio)imidazo[2,1-b][1,3,4]thiadiazole
—— 3,3',4,4'-tetrachlorodiphenyl sulfide 76745-12-5 C12H6Cl4S
3,3',4,4'-tetrachlorodiphenyl sulfide
—— (R)-(1-methyl-2,2,2-trifluoroethyl)-thiourea 928649-86-9 C4H7F3N2S
(R)-(1-methyl-2,2,2-trifluoroethyl)-thiourea
—— 2,4-Bis-methylsulfanyl-pentane 118156-22-2 C7H16S2
2,4-Bis-methylsulfanyl-pentane
—— 1-Octadecanethiol 83698-90-2 C18H38S2
1-Octadecanethiol
—— 1-methanesulfinyl-tridecane 5931-51-1 C14H30OS
1-methanesulfinyl-tridecane
—— (2,2,2-trifluoroethyl)-thiourea 84545-31-3 C3H5F3N2S
(2,2,2-trifluoroethyl)-thiourea
—— 2,6-bis(methylthio)-4-(2-thienyl)pyridine 122913-47-7 C11H11NS3
2,6-bis(methylthio)-4-(2-thienyl)pyridine