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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
—— 5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluorododecane-1-thiol 36879-93-3 C12H9F17S
5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluorododecane-1-thiol
—— 2-(phenylthio)-1-(trimethylsilyl)butan-3-one 61829-54-7 C13H20OSSi
2-(phenylthio)-1-(trimethylsilyl)butan-3-one
—— 6-Methyl-2-(3-oxobenzo[b]thien-2(3H)-ylidene)benzo[b]thiophene-3(2H)-one 53633-35-5 C17H10O2S2
6-Methyl-2-(3-oxobenzo[b]thien-2(3H)-ylidene)benzo[b]thiophene-3(2H)-one
—— (1E,3Z)-4-phenylthio-1-trimethylsilyl-1,3-butadiene 120764-58-1 C13H18SSi
(1E,3Z)-4-phenylthio-1-trimethylsilyl-1,3-butadiene
—— 4,7-Dimethyl-2-(3-oxobenzo[b]thien-2(3H)-ylidene)benzo[b]thiophene-3(2H)-one 68516-80-3 C18H12O2S2
4,7-Dimethyl-2-(3-oxobenzo[b]thien-2(3H)-ylidene)benzo[b]thiophene-3(2H)-one
—— (1E,3E)-4-phenylthio-1-trimethylsilyl-1,3-butadiene 120764-59-2 C13H18SSi
(1E,3E)-4-phenylthio-1-trimethylsilyl-1,3-butadiene
—— 4-(4-Chloroanilino)-2-methylsulfanylpyrimidine-5-carbaldehyde 1082600-08-5 C12H10ClN3OS
4-(4-Chloroanilino)-2-methylsulfanylpyrimidine-5-carbaldehyde
—— 3-(4-bromophenylthio)butanoic acid 226259-83-2 C10H11BrO2S
3-(4-bromophenylthio)butanoic acid
—— 3-bromo-4-(methylsulfanyl)pyridine 82257-12-3 C6H6BrNS
3-bromo-4-(methylsulfanyl)pyridine
—— 2-Ethenyl-5-phenylsulfanylpentanoic acid 884598-69-0 C13H16O2S
2-Ethenyl-5-phenylsulfanylpentanoic acid
—— (3R)-3-(2-chlorothiazol-5-yl)-2,3,7,8-tetrahydro-8-methyl-7-oxo-6-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-4-io-5-olate 2413390-32-4 C16H12ClN3O2S2
(3R)-3-(2-chlorothiazol-5-yl)-2,3,7,8-tetrahydro-8-methyl-7-oxo-6-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-4-io-5-olate
—— 6-Ethyl-4-isobutylimino-5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-thiopyrano<2,3-b>pyridin-5,7-diol 82843-15-0 C16H24N2O2S
6-Ethyl-4-isobutylimino-5-hydroxy-2,2-dimethyl-3,4-dihydro-2H-thiopyrano<2,3-b>pyridin-5,7-diol
—— 6-Ethyl-5,7-dihydroxy-2,2-dimethyl-2H-thiopyrano<2,3-b>pyridin-4(3H)-on 88518-16-5 C12H15NO3S
6-Ethyl-5,7-dihydroxy-2,2-dimethyl-2H-thiopyrano<2,3-b>pyridin-4(3H)-on
—— 6-ethyl-2-ethylsulfanyl-[1,3,4]thiadiazolo[3,2-<i>a</i>]pyrimidine-5,7-dione 69395-58-0 C9H11N3O2S2
6-ethyl-2-ethylsulfanyl-[1,3,4]thiadiazolo[3,2-<i>a</i>]pyrimidine-5,7-dione
—— glyoxalbis(2-mercaptoanil) 19668-99-6 C16H16N2S2
glyoxalbis(2-mercaptoanil)
—— (2S,5S)-2-(tert-butyl)-5-ethyl-5-methyl-4-[4-(methylthio) phenyl]-1,3-dioxolan-4-ol 224304-40-9 C17H26O3S
(2S,5S)-2-(tert-butyl)-5-ethyl-5-methyl-4-[4-(methylthio) phenyl]-1,3-dioxolan-4-ol
—— 4-(4-(methylthio)phenyl)but-3-yn-2-ol 387866-26-4 C11H12OS
4-(4-(methylthio)phenyl)but-3-yn-2-ol
—— (1R,2R)-N,N'-bis(2-(isopropylthio)benzylidene)-1,2-cyclohexanediamine 1383610-96-5 C26H34N2S2
(1R,2R)-N,N'-bis(2-(isopropylthio)benzylidene)-1,2-cyclohexanediamine
—— (1R,2R)-N,N'-bis(2-(cyclohexylthio)benzylidene)-1,2-cyclohexanediamine 1383611-02-6 C32H42N2S2
(1R,2R)-N,N'-bis(2-(cyclohexylthio)benzylidene)-1,2-cyclohexanediamine
—— (1R,2R)-N,N'-bis(2-(tert-butylthio)benzylidene)-1,2-cyclohexanediamine 1383611-07-1 C28H38N2S2
(1R,2R)-N,N'-bis(2-(tert-butylthio)benzylidene)-1,2-cyclohexanediamine
—— Adamantane-1-carbothioic acid hydrazide 109684-20-0 C11H18N2S
Adamantane-1-carbothioic acid hydrazide
—— (2,2-Bis-phenylsulfanyl-vinyl)-methyl-amine 1026582-21-7 C15H15NS2
(2,2-Bis-phenylsulfanyl-vinyl)-methyl-amine
—— 1,4,7-trithiacyclononane 1-oxide 188631-39-2 C6H12OS3
1,4,7-trithiacyclononane 1-oxide
—— N-(o-bromobenzyl)-N-[2,2-bis(phenylthio)ethenyl]propanamide 332143-50-7 C24H22BrNOS2
N-(o-bromobenzyl)-N-[2,2-bis(phenylthio)ethenyl]propanamide
—— ethyl N-(o-bromobenzyl)-N-[2,2-bis(phenylthio)ethenyl]carbamate 332143-57-4 C24H22BrNO2S2
ethyl N-(o-bromobenzyl)-N-[2,2-bis(phenylthio)ethenyl]carbamate
—— 4-hydroxy-thiobutyramide 936850-78-1 C4H9NOS
4-hydroxy-thiobutyramide
—— 2-(2,4-dimethylphenylthio)cyclohexanone 89816-86-4 C14H18OS
2-(2,4-dimethylphenylthio)cyclohexanone
—— 2-Benzo[1,3]dithiol-2-ylidene-cyclohexanone 83785-23-3 C13H12OS2
2-Benzo[1,3]dithiol-2-ylidene-cyclohexanone
—— 2-(3,5-dimethylphenylthio)cyclohexanone 89816-87-5 C14H18OS
2-(3,5-dimethylphenylthio)cyclohexanone
—— 2-(diphenylphosphino)-N-(2-(methylthio)benzylidene)ethanamine 848491-61-2 C22H22NPS
2-(diphenylphosphino)-N-(2-(methylthio)benzylidene)ethanamine
—— (+)-3-(4-morpholinylmethyl)-5-methyl-6-phenylthio-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine 131513-55-8 C22H24N2O2S
(+)-3-(4-morpholinylmethyl)-5-methyl-6-phenylthio-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine
—— ethyl {4-[3-(3-phenylpropylamino)phenylsulphanyl]phenyl}acetate 735312-20-6 C25H27NO2S
ethyl {4-[3-(3-phenylpropylamino)phenylsulphanyl]phenyl}acetate
—— 1,2-Bis-<thienyl-(2)-mercapto>-aethan 6911-54-2 C10H10S4
1,2-Bis-<thienyl-(2)-mercapto>-aethan
—— 2-Dimethoxymethyl-5-(thiophen-2-ylsulfanyl)-thiophene 192990-66-2 C11H12O2S3
2-Dimethoxymethyl-5-(thiophen-2-ylsulfanyl)-thiophene
—— S-thiophen-2-yl ethanethioate 87947-35-1 C6H6OS2
S-thiophen-2-yl ethanethioate
—— 3-(thiophen-2-ylthio)-1H-pyrrolo[2,3-b]pyridine 918514-25-7 C11H8N2S2
3-(thiophen-2-ylthio)-1H-pyrrolo[2,3-b]pyridine
—— 3-(Bromomethyl)-5,7-dimethyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridin-4-ium-8-carbonitrile;bromide 112629-80-8 Br*C11H12BrN2S
3-(Bromomethyl)-5,7-dimethyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridin-4-ium-8-carbonitrile;bromide
—— 3-thio-n-butyl-5,6-diphenyl-1,2,4-triazine 108957-67-1 C19H19N3S
3-thio-n-butyl-5,6-diphenyl-1,2,4-triazine
—— 1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-2-methyl-propan-1-one 110984-23-1 C7H12N4OS
1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-2-methyl-propan-1-one
—— 1-(5-bromo-2-(phenylthio)phenyl)ethanol 112446-25-0 C14H13BrOS
1-(5-bromo-2-(phenylthio)phenyl)ethanol
—— N-benzyl-N'-[4-[5-[(4-chlorobenzyl)thio]-1,3,4-oxadiazol-2-yl]-2-pyridyl]urea 1005202-15-2 C22H18ClN5O2S
N-benzyl-N'-[4-[5-[(4-chlorobenzyl)thio]-1,3,4-oxadiazol-2-yl]-2-pyridyl]urea
—— 2-Benzo[1,3]dithiol-2-yl-cycloheptanone 112146-02-8 C14H16OS2
2-Benzo[1,3]dithiol-2-yl-cycloheptanone
—— 1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-propan-1-one 110984-22-0 C6H10N4OS
1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-propan-1-one
—— (E)-5-phenylsulfanylpent-3-en-2-one 1442469-88-6 C11H12OS
(E)-5-phenylsulfanylpent-3-en-2-one
—— 3-Benzyl-5-phenyl-5-phenylsulfanyl-1,3-oxazolidine-2,4-dione 86530-96-3 C22H17NO3S
3-Benzyl-5-phenyl-5-phenylsulfanyl-1,3-oxazolidine-2,4-dione
—— 1-(4-aminophenyl)-9-phenylthiononane 257289-19-3 C21H29NS
1-(4-aminophenyl)-9-phenylthiononane
—— 3-Methoxy-5H-dibenzo<b,g>thiocin-5,7(6H)-dion 108059-98-9 C16H12O3S
3-Methoxy-5H-dibenzo<b,g>thiocin-5,7(6H)-dion
—— 1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-ethanone 110984-21-9 C5H8N4OS
1-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-ethanone
—— 1,8-Bis-ethylsulfanyl-octane 115412-49-2 C12H26S2
1,8-Bis-ethylsulfanyl-octane
—— (3-Ethylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl)-acetic acid 112081-01-3 C7H9N3O3S
(3-Ethylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl)-acetic acid