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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-Propyl-4-[(1,3,4-thiadiazol-2-ylthio)methyl]-1,2,3-thiadiazol-5-amine 1250389-80-0 C8H11N5S3
N-Propyl-4-[(1,3,4-thiadiazol-2-ylthio)methyl]-1,2,3-thiadiazol-5-amine
—— N1-(1-Methylethyl)-1-[4-(methylthio)phenyl]-1,2-ethanediamine 1247556-05-3 C12H20N2S
N1-(1-Methylethyl)-1-[4-(methylthio)phenyl]-1,2-ethanediamine
—— 2-[[(6-Amino-3-pyridinyl)methyl]thio]phenol 1249564-27-9 C12H12N2OS
2-[[(6-Amino-3-pyridinyl)methyl]thio]phenol
—— 4-(2-Pyridinylthio)pentanoic acid 1247746-12-8 C10H13NO2S
4-(2-Pyridinylthio)pentanoic acid
—— 4-(2-Thiazolylthio)pentanoic acid 1247885-10-4 C8H11NO2S2
4-(2-Thiazolylthio)pentanoic acid
—— [(3R,4R)-3,4-dihydroxy-5-(4-methylphenyl)sulfanyloxolan-3-yl]methyl 2-chloroacetate 1334533-15-1 C14H17ClO5S
[(3R,4R)-3,4-dihydroxy-5-(4-methylphenyl)sulfanyloxolan-3-yl]methyl 2-chloroacetate
—— p-tolyl 3-C-chloroacetoxymethyl-2,3-O-(S)-benzylidene-1-thio-α-D-erythrofuranoside 1334533-16-2 C21H21ClO5S
p-tolyl 3-C-chloroacetoxymethyl-2,3-O-(S)-benzylidene-1-thio-α-D-erythrofuranoside
—— diethyl (1S,2S,3S,4S,5S)-3-methyl-2-(4-methylphenyl)sulfanyl-5-nitrocyclohexane-1,4-dicarboxylate 1334997-75-9 C20H27NO6S
diethyl (1S,2S,3S,4S,5S)-3-methyl-2-(4-methylphenyl)sulfanyl-5-nitrocyclohexane-1,4-dicarboxylate
—— diethyl (1S,2S,3S,4S,5S)-2-(4-methylphenyl)sulfanyl-5-nitro-3-octylcyclohexane-1,4-dicarboxylate 1334997-77-1 C27H41NO6S
diethyl (1S,2S,3S,4S,5S)-2-(4-methylphenyl)sulfanyl-5-nitro-3-octylcyclohexane-1,4-dicarboxylate
—— 4-[(4-Methoxypyrimidin-2-yl)amino]-2-(m-tolylsulfanyl)benzonitrile 1333950-24-5 C19H16N4OS
4-[(4-Methoxypyrimidin-2-yl)amino]-2-(m-tolylsulfanyl)benzonitrile
—— 2-(3-Chlorophenyl)sulfanyl-4-[(4-methoxypyrimidin-2-yl)amino]benzonitrile 1333950-23-4 C18H13ClN4OS
2-(3-Chlorophenyl)sulfanyl-4-[(4-methoxypyrimidin-2-yl)amino]benzonitrile
—— N-[4-chloro-3-(3-chlorophenyl)sulfanyl-phenyl]-4-methoxy-pyrimidin-2-amine 1333950-21-2 C17H13Cl2N3OS
N-[4-chloro-3-(3-chlorophenyl)sulfanyl-phenyl]-4-methoxy-pyrimidin-2-amine
—— 4-[(4-Cyclopropylpyrimidin-2-yl)amino]-2-phenylsulfanyl-benzonitrile 1333950-25-6 C20H16N4S
4-[(4-Cyclopropylpyrimidin-2-yl)amino]-2-phenylsulfanyl-benzonitrile
—— (1R,3R,5R,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one 1289117-11-8 C19H28O3SSi
(1R,3R,5R,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one
—— 6,6,6-Trifluorohexylmercaptan 914642-05-0 C6H11F3S
6,6,6-Trifluorohexylmercaptan
—— 3-[(5-Methyl-1,3,4-oxadiazol-2-yl)thio]-2-(propylamino)propanenitrile 1247243-32-8 C9H14N4OS
3-[(5-Methyl-1,3,4-oxadiazol-2-yl)thio]-2-(propylamino)propanenitrile
—— 2-chloro-4-(trifluoromethylthio)-aniline 99479-67-1 C7H5ClF3NS
2-chloro-4-(trifluoromethylthio)-aniline
—— 2-Hexanone, 6-[(4-methyl-2-pyrimidinyl)thio]- 1250920-31-0 C11H16N2OS
2-Hexanone, 6-[(4-methyl-2-pyrimidinyl)thio]-
—— 4-[(5-Methyl-1,3,4-oxadiazol-2-yl)thio]butanoic acid 98321-77-8 C7H10N2O3S
4-[(5-Methyl-1,3,4-oxadiazol-2-yl)thio]butanoic acid
—— (<sup>124</sup>I)-PUH71 1352930-11-0 C18H21IN6O2S
(<sup>124</sup>I)-PUH71
—— 2-(2-(trifluoromethyl)phenylthio)phenol 1254831-60-1 C13H9F3OS
2-(2-(trifluoromethyl)phenylthio)phenol
—— 3-phenyl-6,7-dihydro-thiazolo[3,2-<i>a</i>][1,3,5]triazine-2,4-dione 30006-89-4 C11H9N3O2S
3-phenyl-6,7-dihydro-thiazolo[3,2-<i>a</i>][1,3,5]triazine-2,4-dione
—— 1-Cyclopropyl-5-(3-pyrrolidinylthio)-1H-tetrazole 1248106-67-3 C8H13N5S
1-Cyclopropyl-5-(3-pyrrolidinylthio)-1H-tetrazole
—— N-(2-Hydroxypropyl)-N-methyl-2-(4-pyridinylthio)acetamide 1247227-08-2 C11H16N2O2S
N-(2-Hydroxypropyl)-N-methyl-2-(4-pyridinylthio)acetamide
—— 5-Bromo-4-methoxy-6,6-dimethyl-6,7-dihydro-5H,10H-9-thia-1,3,10-triaza-anthracen-8-one 109880-29-7 C13H14BrN3O2S
5-Bromo-4-methoxy-6,6-dimethyl-6,7-dihydro-5H,10H-9-thia-1,3,10-triaza-anthracen-8-one
—— Pyrimidine, 2-chloro-4-(1,3,4-thiadiazol-2-ylthio)- 1250316-57-4 C6H3ClN4S2
Pyrimidine, 2-chloro-4-(1,3,4-thiadiazol-2-ylthio)-
—— 4-Fluoro-2-[(2-methylpropyl)thio]benzenamine 1249593-40-5 C10H14FNS
4-Fluoro-2-[(2-methylpropyl)thio]benzenamine
—— 4-(Ethoxymethylthio)phenylboronic acid 2096331-89-2 C9H13BO3S
4-(Ethoxymethylthio)phenylboronic acid
—— N-[(7S,8aS)-2-methyloctahydropyrrolo[1,2-a]pyrazin-7-yl]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]propanamide 1331944-77-4 C14H23N5OS2
N-[(7S,8aS)-2-methyloctahydropyrrolo[1,2-a]pyrazin-7-yl]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]propanamide
—— 2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]thio}acetohydrazide 1306738-34-0 C14H18N6OS
2-{[4-allyl-5-(anilinomethyl)-4H-1,2,4-triazol-3-yl]thio}acetohydrazide
—— 2-[(5-{1-[(4-Bromophenyl)amino]ethyl}-4-methyl-4H-1,2,4-triazol-3-yl)thio]acetohydrazide 1306738-58-8 C13H17BrN6OS
2-[(5-{1-[(4-Bromophenyl)amino]ethyl}-4-methyl-4H-1,2,4-triazol-3-yl)thio]acetohydrazide
—— 5-Bromo-2-[(1,3-dimethyl-1H-pyrazol-5-yl)thio]-3-pyridinamine 1249028-11-2 C10H11BrN4S
5-Bromo-2-[(1,3-dimethyl-1H-pyrazol-5-yl)thio]-3-pyridinamine
—— 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-((trifluoromethyl)thio)phenol 2096340-17-7 C13H16BF3O3S
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-((trifluoromethyl)thio)phenol
—— 2-Chlor-3-<(2-amino-phenyl)-thiomethyl>-pyridin 92696-10-1 C12H11ClN2S
2-Chlor-3-<(2-amino-phenyl)-thiomethyl>-pyridin
—— 5-Methyl-6-(2-pyrimidinylthio)-3-pyridinamine 1249465-17-5 C10H10N4S
5-Methyl-6-(2-pyrimidinylthio)-3-pyridinamine
—— 2-[3-[(2-Methylphenyl)thio]propyl]pyrrolidine 1250115-40-2 C14H21NS
2-[3-[(2-Methylphenyl)thio]propyl]pyrrolidine
—— 5-methyl-6-(methylthio)pyridin-3-amine 935252-77-0 C7H10N2S
5-methyl-6-(methylthio)pyridin-3-amine
—— 2-[(E)-7-[2-[(2S)-butan-2-yl]-1,3-dithian-2-yl]hept-2-enoxy]oxane 1354575-64-6 C20H36O2S2
2-[(E)-7-[2-[(2S)-butan-2-yl]-1,3-dithian-2-yl]hept-2-enoxy]oxane
—— 3-(cyclopentylthio)-6-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine 1300041-13-7 C13H16N8S
3-(cyclopentylthio)-6-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine
—— 3-(6-chloro-1-isothiazol-4-yl-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid 1359980-62-3 C19H13ClN2O2S2
3-(6-chloro-1-isothiazol-4-yl-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid
—— Methanesulfenyl chloride, dichloro 42172-24-7 C2H3Cl3S
Methanesulfenyl chloride, dichloro
—— Einecs 252-850-9 36058-55-6 C14H12Cl5N3SZn
Einecs 252-850-9
—— Thioimidodicarbonic diamide (((H2N)C(S))2NH), mixt. with sodium hydroxide (Na(OH)) 87558-76-7 C2H6N3NaOS2
Thioimidodicarbonic diamide (((H2N)C(S))2NH), mixt. with sodium hydroxide (Na(OH))
—— Thioimidodicarbonic acid ((HO)C(O)NHC(S)(OH)), O1,O3-dipropyl ester 39142-31-9 C8H15NO2S2
Thioimidodicarbonic acid ((HO)C(O)NHC(S)(OH)), O1,O3-dipropyl ester
—— 4-methylcarbamoyloxy-2,3-dihydro-benzo[<i>b</i>]thiophene 22069-03-0 C10H11NO2S
4-methylcarbamoyloxy-2,3-dihydro-benzo[<i>b</i>]thiophene
—— 4-(3-(4-Imidazolyl)thioacryloyl)morpholine 88167-13-9 C10H13N3O2S
4-(3-(4-Imidazolyl)thioacryloyl)morpholine
—— N,N'-Thioperoxydicarbamic acid 93892-75-2 C26H52N2S4
N,N'-Thioperoxydicarbamic acid
—— Pseudourea, 2,2'-(iminodiethylene)bis(2-thio-, dihydrobromide 90000-16-1 C6H17Br2N5S2
Pseudourea, 2,2'-(iminodiethylene)bis(2-thio-, dihydrobromide
—— N-[2-(2-Thienylthio)ethyl]-2-heptanamine 1247783-33-0 C13H23NS2
N-[2-(2-Thienylthio)ethyl]-2-heptanamine
—— 2-[(Difluoromethyl)thio]-N-(2-methoxy-1-methylethyl)benzenamine 1247342-24-0 C11H15F2NOS
2-[(Difluoromethyl)thio]-N-(2-methoxy-1-methylethyl)benzenamine