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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-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]thio}pyrimidin-4(1H)-one 1160617-55-9 C10H14N2O3S
2-{[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]thio}pyrimidin-4(1H)-one
—— 2-<3-Chlor-pyridyl-(2)-mercapto>-acetaldehyd-diethylacetal 5897-99-4 C11H16ClNO2S
2-<3-Chlor-pyridyl-(2)-mercapto>-acetaldehyd-diethylacetal
—— benzyl(2,3,5,6-tetrafluoro-4-((perfluorophenyl)thio)phenyl)sulfane 33288-17-4 C19H7F9S2
benzyl(2,3,5,6-tetrafluoro-4-((perfluorophenyl)thio)phenyl)sulfane
—— N,N-dimethyl 2-chloropropenethioamide 101538-29-8 C5H8ClNS
N,N-dimethyl 2-chloropropenethioamide
—— 4-methoxy-2-(methylsulfanyl)-6-[(2-oxoethyl)amino]pyrimidine-5-carbonitrile 1476056-54-8 C9H10N4O2S
4-methoxy-2-(methylsulfanyl)-6-[(2-oxoethyl)amino]pyrimidine-5-carbonitrile
—— [2-(2,4-Dimethyl-10-thia-1,3,9-triaza-anthracen-9-yl)-ethyl]-diethyl-amine 6981-89-1 C18H24N4S
[2-(2,4-Dimethyl-10-thia-1,3,9-triaza-anthracen-9-yl)-ethyl]-diethyl-amine
—— [2-(2-Methylsulfanylcarbonylamino-ethylsulfanyl)-ethyl]-thiocarbamic acid S-methyl ester 92381-53-8 C8H16N2O2S3
[2-(2-Methylsulfanylcarbonylamino-ethylsulfanyl)-ethyl]-thiocarbamic acid S-methyl ester
—— (1R,3S,5R,6R)-O-1,8-dimethyl-3-ethyl-2,9-dioxabicyclo<3.3.1>non-7-en-6-yl S-methyl dithiocarbonate 109431-04-1 C13H20O3S2
(1R,3S,5R,6R)-O-1,8-dimethyl-3-ethyl-2,9-dioxabicyclo<3.3.1>non-7-en-6-yl S-methyl dithiocarbonate
—— [2-(4-Chloro-phenylsulfanyl)-2-ethyl-butyryl]-urea 21310-58-7 C13H17ClN2O2S
[2-(4-Chloro-phenylsulfanyl)-2-ethyl-butyryl]-urea
—— dimethyl 2-(2-((4-chlorophenyl)thio)-2-(5-methylfuran-2-yl)ethyl)malonate 1462945-78-3 C18H19ClO5S
dimethyl 2-(2-((4-chlorophenyl)thio)-2-(5-methylfuran-2-yl)ethyl)malonate
—— Dibutyl-dithiocarbamic acid 4,6-dimethyl-pyrimidin-2-yl ester 32595-23-6 C15H25N3S2
Dibutyl-dithiocarbamic acid 4,6-dimethyl-pyrimidin-2-yl ester
—— 5-ethyl-2-(2-[2]thienylmercapto-ethyl)-pyridine 100373-67-9 C13H15NS2
5-ethyl-2-(2-[2]thienylmercapto-ethyl)-pyridine
—— 5,8-Bis-phenylmercapto-pyrazino<2,3-d>pyridazin 13480-50-7 C18H12N4S2
5,8-Bis-phenylmercapto-pyrazino<2,3-d>pyridazin
—— 3-methyl-1-phenylthio-2-octene-4-one 110362-86-2 C15H20OS
3-methyl-1-phenylthio-2-octene-4-one
—— 2,13-diethoxy-benzo[a][1,4]benzothiazino[3,2-c]phenothiazine 56536-76-6 C26H20N2O2S2
2,13-diethoxy-benzo[a][1,4]benzothiazino[3,2-c]phenothiazine
—— 5-(Phenylsulfanyl-trimethylsilanyl-methyl)-undecan-6-one 86029-79-0 C21H36OSSi
5-(Phenylsulfanyl-trimethylsilanyl-methyl)-undecan-6-one
—— 6-methoxy-2-phenyl-4<i>H</i>,7<i>H</i>-[1,3]dithiino[5,4-<i>d</i>]pyrimidin-8-one 15497-19-5 C13H12N2O2S2
6-methoxy-2-phenyl-4<i>H</i>,7<i>H</i>-[1,3]dithiino[5,4-<i>d</i>]pyrimidin-8-one
—— 5-(3-chlorophenylthio)-2(1H)-pyrimidinone 121487-03-4 C10H7ClN2OS
5-(3-chlorophenylthio)-2(1H)-pyrimidinone
—— 7-acetoxy-6-(4'-methoxyphenylthio)-Δ6-1-octalone 65173-98-0 C19H22O4S
7-acetoxy-6-(4'-methoxyphenylthio)-Δ6-1-octalone
—— 1-[2-({3-[2-(benzyloxy)-3-chlorophenyl][1,2,4]triazolo[4,3-a]pyridin-6-yl}thio)phenyl]methanamine 1344738-19-7 C26H21ClN4OS
1-[2-({3-[2-(benzyloxy)-3-chlorophenyl][1,2,4]triazolo[4,3-a]pyridin-6-yl}thio)phenyl]methanamine
—— methyl 2-((1S,2S,3S,4R)-4-(6-chloro-5-nitro-2-(propylthio)-pyrimidin-4-ylamino)-2,3-dihydroxycyclopentyloxy)acetate 1402150-06-4 C15H21ClN4O7S
methyl 2-((1S,2S,3S,4R)-4-(6-chloro-5-nitro-2-(propylthio)-pyrimidin-4-ylamino)-2,3-dihydroxycyclopentyloxy)acetate
—— 2,4-bis(i-propylthio)toluene 87544-09-0 C13H20S2
2,4-bis(i-propylthio)toluene
—— 4,6-Di(2-aminophenylthio)-5-nitro-2-phenyl-pyrimidin 37412-36-5 C22H17N5O2S2
4,6-Di(2-aminophenylthio)-5-nitro-2-phenyl-pyrimidin
—— (S)-4,4,4-trifluoro-1-(4-iodo-3,5-dimethyl-1H-pyrazol-1-yl)-3-(phenylthio)butan-1-one 1374034-28-2 C15H14F3IN2OS
(S)-4,4,4-trifluoro-1-(4-iodo-3,5-dimethyl-1H-pyrazol-1-yl)-3-(phenylthio)butan-1-one
—— 5-Chloro-2-(5-nitro-furan-2-ylsulfanyl)-1H-benzoimidazole 32570-71-1 C11H6ClN3O3S
5-Chloro-2-(5-nitro-furan-2-ylsulfanyl)-1H-benzoimidazole
—— 2-(3-pyridinyl)-5-(4-methylphenylthio)-1,3,4-oxadiazole 1414598-65-4 C14H11N3OS
2-(3-pyridinyl)-5-(4-methylphenylthio)-1,3,4-oxadiazole
—— 2-Chlor-1-isothiocyanato-propan 13163-26-3 C4H6ClNS
2-Chlor-1-isothiocyanato-propan
—— 1-butylsulfonyl-1-bromoethene 80623-48-9 C6H11BrO2S
1-butylsulfonyl-1-bromoethene
—— <i>N</i>-allyl-2-(4,5,6,7-tetrahydro-benzothiazol-2-ylsulfanyl)-acetamide 23888-40-6 C12H16N2OS2
<i>N</i>-allyl-2-(4,5,6,7-tetrahydro-benzothiazol-2-ylsulfanyl)-acetamide
—— Cyclohexylmethylxanthogenat 74169-12-3 C8H14OS2
Cyclohexylmethylxanthogenat
—— dimethyl 2,2'-((2-thioxo-1,3-dithiole-4,5-diyl)bis(sulfanediyl))dibenzoate 1449507-05-4 C19H14O4S5
dimethyl 2,2'-((2-thioxo-1,3-dithiole-4,5-diyl)bis(sulfanediyl))dibenzoate
—— 1-Benzyl-4-methylthio-triazol-(1,2,3) 36811-25-3 C10H11N3S
1-Benzyl-4-methylthio-triazol-(1,2,3)
—— (3R,4S)-4-Methyl-4-phenylsulfanyl-heptane-1,3,7-triol 131074-40-3 C14H22O3S
(3R,4S)-4-Methyl-4-phenylsulfanyl-heptane-1,3,7-triol
—— [1,3]Dithiolo[4,5-d]-1,3-dithiolethione, (1-propylbutylidene)- 144028-61-5 C11H14S5
[1,3]Dithiolo[4,5-d]-1,3-dithiolethione, (1-propylbutylidene)-
—— (Z)-(6S,7S,8R)-7-(tert-Butyl-dimethyl-silanyloxy)-2,4,6,8-tetramethyl-9-phenylsulfanyl-non-3-en-5-one 116839-21-5 C25H42O2SSi
(Z)-(6S,7S,8R)-7-(tert-Butyl-dimethyl-silanyloxy)-2,4,6,8-tetramethyl-9-phenylsulfanyl-non-3-en-5-one
—— N-[4-(2-fluoro-4-nitrophenylthio)phenyl]acetamide 771477-10-2 C14H11FN2O3S
N-[4-(2-fluoro-4-nitrophenylthio)phenyl]acetamide
—— 1-(1,3-Dichloropropan-2-ylsulfanyl)octane 210481-65-5 C11H22Cl2S
1-(1,3-Dichloropropan-2-ylsulfanyl)octane
—— (4-Phenyl-[1,2,3]selenadiazol-5-ylsulfanyl)-acetic acid 200576-88-1 C10H8N2O2SSe
(4-Phenyl-[1,2,3]selenadiazol-5-ylsulfanyl)-acetic acid
—— (1S,2S,5R)-5-methyl-1-trifluoromethyl-2-[(4-methylphenyl)sulfenyl]-6,8-dioxabicyclo[3.2.1]octane 248957-70-2 C15H17F3O2S
(1S,2S,5R)-5-methyl-1-trifluoromethyl-2-[(4-methylphenyl)sulfenyl]-6,8-dioxabicyclo[3.2.1]octane
—— 193607-73-7 C2H2O4*C24H36N6OS
—— 2-(4-chloro-phenylsulfanyl)-N-hydroxy-N-morpholin-4-ylmethyl-acetamide 41402-65-7 C13H17ClN2O3S
2-(4-chloro-phenylsulfanyl)-N-hydroxy-N-morpholin-4-ylmethyl-acetamide
—— 2-methoxycarbonylmethyl-[1,3]oxathiolane-2-carboxylic acid methyl ester 30125-27-0 C8H12O5S
2-methoxycarbonylmethyl-[1,3]oxathiolane-2-carboxylic acid methyl ester
—— Methyl-dithiophosphonsaeure-O-Methyl-S-<2-(4-methylmercapto-phenylmercapto)-aethyl>-ester 91250-50-9 C11H17OPS4
Methyl-dithiophosphonsaeure-O-Methyl-S-<2-(4-methylmercapto-phenylmercapto)-aethyl>-ester
—— N,N-Bis-(2-hydroxyethyl)-2-<(4-hydroxy-6-methyl-2-pyrimidinyl)-thio>-acetamid 21004-26-2 C11H17N3O4S
N,N-Bis-(2-hydroxyethyl)-2-<(4-hydroxy-6-methyl-2-pyrimidinyl)-thio>-acetamid
—— 3-methyl-5-(4-methyl-5-nitro-thiazol-2-ylsulfanyl)-[1,2,4]thiadiazole 21735-02-4 C7H6N4O2S3
3-methyl-5-(4-methyl-5-nitro-thiazol-2-ylsulfanyl)-[1,2,4]thiadiazole
—— Tris-(1-chlor-ethyliden-sulfin) 46848-33-3 C6H9Cl3O6S3
Tris-(1-chlor-ethyliden-sulfin)
—— 4-Isopentyl-4-methyl-1,7,3,5-dioxadithionane 20991-35-9 C11H22O2S2
4-Isopentyl-4-methyl-1,7,3,5-dioxadithionane
—— (4-Chloro-2-methyl-phenylsulfanyl)-(dimethoxy-thiophosphorylsulfanyl)-acetic acid ethyl ester 28053-94-3 C13H18ClO4PS3
(4-Chloro-2-methyl-phenylsulfanyl)-(dimethoxy-thiophosphorylsulfanyl)-acetic acid ethyl ester
—— (3S)-3-(1,3-benzodithiol-2-yl)-4-hydroxybutanenitrile 1333204-01-5 C11H11NOS2
(3S)-3-(1,3-benzodithiol-2-yl)-4-hydroxybutanenitrile
—— 2-phenyl-3-phenylthio-1-thiochroman 130779-69-0 C21H18S2
2-phenyl-3-phenylthio-1-thiochroman