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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
—— 3,22-bis(tert-butylsulfanyl)-28,29-dinitro-5,6,12,13,19,20,25,26,31,32-decadehydro-27,30-etheno-7,11:14,18-dimethenodibenzo[a,k]cyclooctacosane 914673-96-4 C48H34N2O4S2
3,22-bis(tert-butylsulfanyl)-28,29-dinitro-5,6,12,13,19,20,25,26,31,32-decadehydro-27,30-etheno-7,11:14,18-dimethenodibenzo[a,k]cyclooctacosane
—— 6-(1-ethyl-1H-pyrazol-4-yl)-3-(methylthio)-1,2,4-triazine 1380345-42-5 C9H11N5S
6-(1-ethyl-1H-pyrazol-4-yl)-3-(methylthio)-1,2,4-triazine
—— 2-methyl-2-(methylsulfonyl)propan-1-amine hydrochloride 1314129-42-4 C5H13NO2S*ClH
2-methyl-2-(methylsulfonyl)propan-1-amine hydrochloride
—— 3-methylthio-6-(4-bromophenyl)-1,2,4-triazine 1380345-64-1 C10H8BrN3S
3-methylthio-6-(4-bromophenyl)-1,2,4-triazine
—— 7-(2-Benzoxazolylthio)-2,3-dihydro-1,4-benzodioxin-6-amine 1019538-82-9 C15H12N2O3S
7-(2-Benzoxazolylthio)-2,3-dihydro-1,4-benzodioxin-6-amine
—— N'-((2-methylthio)benzylidene)benzene-1,2-diamine 1312549-04-4 C14H14N2S
N'-((2-methylthio)benzylidene)benzene-1,2-diamine
—— 4-[5-(4-fluorophenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide 1076689-60-5 C14H11FN4O2S3
4-[5-(4-fluorophenylamino)-[1,3,4]thiadiazol-2-ylsulfanyl]-benzenesulfonamide
—— 6-(Propylthio)-3-pyridinamine 52025-16-8 C8H12N2S
6-(Propylthio)-3-pyridinamine
—— 2-(4-pentenylthio)-2-methylpropanal 135937-83-6 C9H16OS
2-(4-pentenylthio)-2-methylpropanal
—— 2-butylthio-2-methylpropanal 89812-34-0 C8H16OS
2-butylthio-2-methylpropanal
—— (1S)-1-(2-phenylsulfanylphenyl)ethanamine 1227795-23-4 C14H15NS
(1S)-1-(2-phenylsulfanylphenyl)ethanamine
—— (I+/-R)-I+/--Methyl-4-(phenylthio)benzenemethanamine 1228568-46-4 C14H15NS
(I+/-R)-I+/--Methyl-4-(phenylthio)benzenemethanamine
—— 2-((2-hexyl-4-methylphenyl)sulfanyl)-1,3,5-triisopropylbenzene 648436-70-8 C28H42S
2-((2-hexyl-4-methylphenyl)sulfanyl)-1,3,5-triisopropylbenzene
—— Ethyl 3-[(3'-phenylsulfanyl)thiolanyl]propionate 294211-67-9 C15H20O3S2
Ethyl 3-[(3'-phenylsulfanyl)thiolanyl]propionate
—— methyl 4-((4-methyl-2-(trimethylsilyl)phenyl)sulfanyl)benzoate 648436-73-1 C18H22O2SSi
methyl 4-((4-methyl-2-(trimethylsilyl)phenyl)sulfanyl)benzoate
—— 3-[(3'-Phenylsulfanyl)thiolanyl]propan-1,3-diol 294211-68-0 C13H18O2S2
3-[(3'-Phenylsulfanyl)thiolanyl]propan-1,3-diol
—— 3-Hydroxy-3-[methoxy(phenylsulfanyl)methyl]thiolane 294211-66-8 C12H16O2S2
3-Hydroxy-3-[methoxy(phenylsulfanyl)methyl]thiolane
—— 3-(Phenylsulfanyl)thiolane-3-carboxaldehyde 179088-77-8 C11H12OS2
3-(Phenylsulfanyl)thiolane-3-carboxaldehyde
—— (Z)-2-(benzyloxy)-N-methyl-3-(phenylthio)acrylamide 90461-25-9 C17H17NO2S
(Z)-2-(benzyloxy)-N-methyl-3-(phenylthio)acrylamide
—— (2-Ethylsulfanyl-phenyl)-propyl-amine 827026-24-4 C11H17NS
(2-Ethylsulfanyl-phenyl)-propyl-amine
—— O-(1-ethoxy-2,2-diethylvinyl) S-methyl dithiocarbonate 123311-29-5 C10H18O2S2
O-(1-ethoxy-2,2-diethylvinyl) S-methyl dithiocarbonate
—— 3-hydroxypropylisothiocyanate 4404-46-0 C4H7NOS
3-hydroxypropylisothiocyanate
—— (4-Bromo-2-ethylsulfanyl-phenyl)-methyl-amine 827026-20-0 C9H12BrNS
(4-Bromo-2-ethylsulfanyl-phenyl)-methyl-amine
—— 4-methyl-6-ethyl-2,3-dihydrothieno[2,3-c]furan 908239-73-6 C9H12OS
4-methyl-6-ethyl-2,3-dihydrothieno[2,3-c]furan
—— 3-(Methylthio)-N-(thiophen-3-ylmethyl)aniline 1019484-55-9 C12H13NS2
3-(Methylthio)-N-(thiophen-3-ylmethyl)aniline
—— tetrahydro-2-imino-3-methanesulfonyl-3-thiophenecarboxamide 863328-79-4 C6H10N2O3S2
tetrahydro-2-imino-3-methanesulfonyl-3-thiophenecarboxamide
—— 4-[4-(4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-51-9 C21H22N2O4S
4-[4-(4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 1-methoxy-4-[[4-(2-nitroethenyl)phenyl]thio]benzene 477256-51-2 C15H13NO3S
1-methoxy-4-[[4-(2-nitroethenyl)phenyl]thio]benzene
—— 1-{4-[4-(4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone 1173658-68-8 C20H20N2O2S2
1-{4-[4-(4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl}-ethanone
—— 5-acetyl-4-[4-(4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one 1173658-52-0 C20H20N2O3S
5-acetyl-4-[4-(4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— 4-[4-(4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 1173658-67-7 C21H22N2O3S2
4-[4-(4-methoxy-phenylsulfanyl)-phenyl]-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
—— 4-Amino-2-{[(4-methylphenyl)sulfanyl]methyl}phenol 89307-35-7 C14H15NOS
4-Amino-2-{[(4-methylphenyl)sulfanyl]methyl}phenol
—— N-Boc-O-methyl-L-serine thioamide 161561-66-6 C9H18N2O3S
N-Boc-O-methyl-L-serine thioamide
—— (E)-2-(4-(methylthio)benzylidene)hydrazinecarbothioamide 65110-21-6 C9H11N3S2
(E)-2-(4-(methylthio)benzylidene)hydrazinecarbothioamide
—— 3-Butenethioamide, N-methyl- 80598-89-6 C5H9NS
3-Butenethioamide, N-methyl-
—— 5-(3,5-dichlorophenylthio)-4-isopropyl-2-(2-hydroxyethyl)-1-methyl-1H-imidazole 178982-63-3 C15H18Cl2N2OS
5-(3,5-dichlorophenylthio)-4-isopropyl-2-(2-hydroxyethyl)-1-methyl-1H-imidazole
—— (E,R)-4-tert-butoxycarbonylamino-5-phenylsulfanylpent-2-enoic acid tert-butyl ester 406235-20-9 C20H29NO4S
(E,R)-4-tert-butoxycarbonylamino-5-phenylsulfanylpent-2-enoic acid tert-butyl ester
—— 7-Methyl-3-phenyl-6,7-dihydro-4H-[1,3]thiazolo[2,3-c][1,2,4]triazin-4-one 87450-81-5 C12H11N3OS
7-Methyl-3-phenyl-6,7-dihydro-4H-[1,3]thiazolo[2,3-c][1,2,4]triazin-4-one
—— 1-(4-isopropylamino-2-methylsulphanyl-pyrimidin-5-yl)-ethanone 1204400-55-4 C10H15N3OS
1-(4-isopropylamino-2-methylsulphanyl-pyrimidin-5-yl)-ethanone
—— Carbamothioic acid, methyl-, S-(8-mercaptooctyl) ester 652150-45-3 C10H21NOS2
Carbamothioic acid, methyl-, S-(8-mercaptooctyl) ester
—— 2,3-Dihydro-6-phenyl-5H-thiazolo<2,3-c><1,2,4>-triazin-5-on 56040-93-8 C11H9N3OS
2,3-Dihydro-6-phenyl-5H-thiazolo<2,3-c><1,2,4>-triazin-5-on
—— 2,3-Dihydro-6-phenyl-7H-thiazolo<3,2-b><1,2,4>triazin-7-on 87844-08-4 C11H9N3OS
2,3-Dihydro-6-phenyl-7H-thiazolo<3,2-b><1,2,4>triazin-7-on
—— 3-methylthio-4-nitroso-6-phenyl-1,2,4-triazine-5-one 106119-80-6 C10H8N4O2S
3-methylthio-4-nitroso-6-phenyl-1,2,4-triazine-5-one
—— 6-Phenyl-3-(2-propyn-1-ylthio)-1,2,4-triazin-5-ol 97099-89-3 C12H9N3OS
6-Phenyl-3-(2-propyn-1-ylthio)-1,2,4-triazin-5-ol
—— 3-(allythio)-6-phenyl-1,2,4-triazin-5(2H)-one 87450-65-5 C12H11N3OS
3-(allythio)-6-phenyl-1,2,4-triazin-5(2H)-one
—— 3-but-3-yn-2-ylsulfanyl-6-phenyl-2H-1,2,4-triazin-5-one 97099-91-7 C13H11N3OS
3-but-3-yn-2-ylsulfanyl-6-phenyl-2H-1,2,4-triazin-5-one
—— 6-methylidene-3-phenyl-[1,3]thiazolo[2,3-c][1,2,4]triazin-4-one 97099-94-0 C12H9N3OS
6-methylidene-3-phenyl-[1,3]thiazolo[2,3-c][1,2,4]triazin-4-one
—— 7-methyl-6-methylidene-3-phenyl-[1,3]thiazolo[2,3-c][1,2,4]triazin-4-one 97099-96-2 C13H11N3OS
7-methyl-6-methylidene-3-phenyl-[1,3]thiazolo[2,3-c][1,2,4]triazin-4-one
—— 2-methyl-3-methylidene-6-phenyl-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one 97099-99-5 C13H11N3OS
2-methyl-3-methylidene-6-phenyl-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one
—— 3-methylidene-6-phenyl-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one 97099-97-3 C12H9N3OS
3-methylidene-6-phenyl-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one