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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
—— N-((6-methylpyridin-2-yl)methylene)-2-(methylthio)aniline 25729-81-1 C14H14N2S
N-((6-methylpyridin-2-yl)methylene)-2-(methylthio)aniline
—— sulfonyldiacetaldehyde bis(dimethyl acetal) 84373-91-1 C8H18O6S
sulfonyldiacetaldehyde bis(dimethyl acetal)
—— 1-(4-bromo-phenylsulfanyl)-2,4-dichloro-benzene 1451093-01-8 C12H7BrCl2S
1-(4-bromo-phenylsulfanyl)-2,4-dichloro-benzene
—— sulfanediyl-bis-acetaldehyde 3148-01-4 C4H6O2S
sulfanediyl-bis-acetaldehyde
—— Ethyl 4-methyl-2-oxo-6-phenylsulfanylcyclohexane-1-carboxylate 202720-93-2 C16H20O3S
Ethyl 4-methyl-2-oxo-6-phenylsulfanylcyclohexane-1-carboxylate
—— 3-(methylthio)-5-oxo-7-amino-5,6-dihydropyrimido<5,4-e>-1,2,4-triazine 96259-31-3 C6H6N6OS
3-(methylthio)-5-oxo-7-amino-5,6-dihydropyrimido<5,4-e>-1,2,4-triazine
—— 2-methylthio-4-fluoro-5-(F-methyl)-6-methoxypyrimidine 95114-99-1 C7H6F4N2OS
2-methylthio-4-fluoro-5-(F-methyl)-6-methoxypyrimidine
—— 4-cycloheptyl-6-(3-hydroxy-propyl)-2-methylsulfanyl-pyrimidine 883234-89-7 C15H24N2OS
4-cycloheptyl-6-(3-hydroxy-propyl)-2-methylsulfanyl-pyrimidine
—— 3,5,3',5'-tetramethyl-4,4'-sulfanediyl-di-phenol 17074-51-0 C16H18O2S
3,5,3',5'-tetramethyl-4,4'-sulfanediyl-di-phenol
—— 1-(2-Bromo-5-fluorophenyl)sulfanyl-6-chlorohexan-2-one 1026698-15-6 C12H13BrClFOS
1-(2-Bromo-5-fluorophenyl)sulfanyl-6-chlorohexan-2-one
—— 2,2-dichlorocyclopropylmethyl methyl sulfide 873804-83-2 C5H8Cl2S
2,2-dichlorocyclopropylmethyl methyl sulfide
—— N-(2-(F-methyl)-2-hydryl-F-propanoyl)-S-methylisothiourea 100499-05-6 C6H6F6N2OS
N-(2-(F-methyl)-2-hydryl-F-propanoyl)-S-methylisothiourea
—— 2-methylthio-5-(F-methyl)-6-fluoro-3,4-dihydro-4(3H)-pyrimidinone 100499-06-7 C6H4F4N2OS
2-methylthio-5-(F-methyl)-6-fluoro-3,4-dihydro-4(3H)-pyrimidinone
—— Octakis[(3,5-dimethylphenyl)sulfanyl]naphthalene 181043-32-3 C74H72S8
Octakis[(3,5-dimethylphenyl)sulfanyl]naphthalene
—— 5-(adamant-1-yl)pentanethioamide 1305348-55-3 C15H25NS
5-(adamant-1-yl)pentanethioamide
—— 10-(methylthio)decan-1-ol 855753-25-2 C11H24OS
10-(methylthio)decan-1-ol
—— 10'-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-1-<(RS)-2"-tetrahydropyranyloxy>decan 113000-33-2 C29H42O4S
10'-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-1-<(RS)-2"-tetrahydropyranyloxy>decan
—— 5-(phenylsulfenyl)pyrrole-2-carboxaldehyde 117970-38-4 C11H9NOS
5-(phenylsulfenyl)pyrrole-2-carboxaldehyde
—— 5-hydroxy-2-((2-fluorophenylthio)methyl)-4H-pyran-4-one 1333111-08-2 C12H9FO3S
5-hydroxy-2-((2-fluorophenylthio)methyl)-4H-pyran-4-one
—— 10-mercaptodecan-1-ol 115646-13-4 C10H22OS
10-mercaptodecan-1-ol
—— 3-propyl-6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 54025-99-9 C13H13BrN4S
3-propyl-6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-propyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 54025-95-5 C14H16N4S
3-propyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-propyl-6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 54026-00-5 C13H13ClN4S
3-propyl-6-(4-chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 3-propyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 54025-83-1 C13H14N4S
3-propyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 5-hydroxy-2-((4-methylphenylthio)methyl)-4H-pyran-4-one 204503-12-8 C13H12O3S
5-hydroxy-2-((4-methylphenylthio)methyl)-4H-pyran-4-one
—— 2-((4-fluorophenylthio)methyl)-5-hydroxy-4H-pyran-4-one 500861-19-8 C12H9FO3S
2-((4-fluorophenylthio)methyl)-5-hydroxy-4H-pyran-4-one
—— 8,11-dimethyl-5,6,7,8,9,10,16,17-octahydrodibenzo(e,m)-1,4-dithia-8,11,-diazacyclotetradecane 1006885-82-0 C20H26N2S2
8,11-dimethyl-5,6,7,8,9,10,16,17-octahydrodibenzo(e,m)-1,4-dithia-8,11,-diazacyclotetradecane
—— 6,7,13,14,15,16,17,18-Octahydrodibenzo<e,m><1,4,8,11>dithiadiazacyclotetradecine 156391-62-7 C18H22N2S2
6,7,13,14,15,16,17,18-Octahydrodibenzo<e,m><1,4,8,11>dithiadiazacyclotetradecine
—— 3-(5-chlorofur-2-yl)-5-(4,4-difluorobut-3-enylthio)isoxazole 172932-74-0 C11H8ClF2NO2S
3-(5-chlorofur-2-yl)-5-(4,4-difluorobut-3-enylthio)isoxazole
—— 2-[(4,4-difluoro-3-butenyl)-sulfanyl]-4-(2-pyridinyl)-pyrimidine 668436-05-3 C13H11F2N3S
2-[(4,4-difluoro-3-butenyl)-sulfanyl]-4-(2-pyridinyl)-pyrimidine
—— 4-(phenylthio)-3-[(phenylthio)methyl]butanal 489441-42-1 C17H18OS2
4-(phenylthio)-3-[(phenylthio)methyl]butanal
—— 2-(1-[4-fluorophenyl]ethylthio)pyridine N-oxide 60264-05-3 C13H12FNOS
2-(1-[4-fluorophenyl]ethylthio)pyridine N-oxide
—— N-methyl-3-(2-methylphenyl)sulfanyl-3-phenylpropan-1-amine 128036-36-2 C17H21NS
N-methyl-3-(2-methylphenyl)sulfanyl-3-phenylpropan-1-amine
—— 2-phenylthio-3-chloro-1,3-cyclooctadiene 143741-65-5 C14H15ClS
2-phenylthio-3-chloro-1,3-cyclooctadiene
—— 9-<2'-hydroxy-3'-(phenylthio)phenyl>-1-nonanol 112998-59-1 C21H28O2S
9-<2'-hydroxy-3'-(phenylthio)phenyl>-1-nonanol
—— 8,8-dichloro-1-phenylthio <5.1.0> bicyclooctane 143741-57-5 C14H16Cl2S
8,8-dichloro-1-phenylthio <5.1.0> bicyclooctane
—— N,N-dimethyl-N-{3-[(2-methylphenyl)sulfanyl]-3-phenylpropyl}amine 136436-88-9 C18H23NS
N,N-dimethyl-N-{3-[(2-methylphenyl)sulfanyl]-3-phenylpropyl}amine
—— cis-<2-(phenylthio)cyclohexyl>acetonitrile 99965-88-5 C14H17NS
cis-<2-(phenylthio)cyclohexyl>acetonitrile
—— 9'-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-1-<(RS)-2"-tetrahydropyranyloxy>nonan 112999-88-9 C28H40O4S
9'-<2'-(Methoxymethoxy)-3'-(phenylthio)phenyl>-1-<(RS)-2"-tetrahydropyranyloxy>nonan
—— (RS)-12-<2'-hydroxy-3'-(phenylthio)phenyl>-2-dodecanol 113083-63-9 C24H34O2S
(RS)-12-<2'-hydroxy-3'-(phenylthio)phenyl>-2-dodecanol
—— 7,7-dichloro-1-phenylthio <4.1.0> bicycloheptane 143741-56-4 C13H14Cl2S
7,7-dichloro-1-phenylthio <4.1.0> bicycloheptane
—— 2-phenylthio-3-chloro-1,3-cycloheptadiene 143741-64-4 C13H13ClS
2-phenylthio-3-chloro-1,3-cycloheptadiene
—— 7,7-dichloro-1-butylthio <4.1.0> bicycloheptane 143741-60-0 C11H18Cl2S
7,7-dichloro-1-butylthio <4.1.0> bicycloheptane
—— Dipropan-2-yl [2-chloro-1-(phenylsulfanyl)ethyl]phosphonate 88691-07-0 C14H22ClO3PS
Dipropan-2-yl [2-chloro-1-(phenylsulfanyl)ethyl]phosphonate
—— 2-phenylthio-3-chloro-1,3-cyclononadiene 143741-66-6 C15H17ClS
2-phenylthio-3-chloro-1,3-cyclononadiene
—— 9,9-dichloro-1-phenylthio <6.1.0> bicyclononane 143741-58-6 C15H18Cl2S
9,9-dichloro-1-phenylthio <6.1.0> bicyclononane
—— Dipropan-2-yl [1-chloro-2-(phenylsulfanyl)ethyl]phosphonate 88691-12-7 C14H22ClO3PS
Dipropan-2-yl [1-chloro-2-(phenylsulfanyl)ethyl]phosphonate
—— 4-{[(5-cyanopyridin-2-yl)sulfanyl]methyl}piperidinium trifluoroacetate 1428479-46-2 C2HF3O2*C12H15N3S
4-{[(5-cyanopyridin-2-yl)sulfanyl]methyl}piperidinium trifluoroacetate
—— gem.-Dichlorocyclopropyl-tert.Butyl-sulfid 61899-15-8 C7H12Cl2S
gem.-Dichlorocyclopropyl-tert.Butyl-sulfid
—— 2,3-Bis(naphthalen-2-ylsulfanyl)naphthalene 1044274-02-3 C30H20S2
2,3-Bis(naphthalen-2-ylsulfanyl)naphthalene