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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
—— Bis-<bicyclo<2.2.1>hepten-(2)-yl-(5)>-sulfin 1140-72-3 C14H18OS
Bis-<bicyclo<2.2.1>hepten-(2)-yl-(5)>-sulfin
—— 4,5-dihydro-1,3-thiazino<2,3-b><1,3,4>thiadiazolium bromide 105785-11-3 Br*C6H9N2S3
4,5-dihydro-1,3-thiazino<2,3-b><1,3,4>thiadiazolium bromide
—— Tetrakis-(p-methoxyphenylthio)-phthalic acid N-methylimide 84863-01-4 C37H31NO6S4
Tetrakis-(p-methoxyphenylthio)-phthalic acid N-methylimide
—— 2-benzylthio-N-3-(3-propyn-1-yl)pyrimidin-4-one 144445-71-6 C14H12N2OS
2-benzylthio-N-3-(3-propyn-1-yl)pyrimidin-4-one
—— 2-bromo-3,4-(ethylenedithio)thiophene-5-carbaldehyde 1196833-23-4 C7H5BrOS3
2-bromo-3,4-(ethylenedithio)thiophene-5-carbaldehyde
—— trans-1-Aethoxy-3-aethylmercapto-propen-(1) 19248-90-9 C7H14OS
trans-1-Aethoxy-3-aethylmercapto-propen-(1)
—— β-isopropoxyethyl vinyl sulfoxide 80857-63-2 C7H14O2S
β-isopropoxyethyl vinyl sulfoxide
—— 2,6-bis-ethylsulfanyl-3,5-diphenyl-thiopyran-4-one 36774-82-0 C21H20OS3
2,6-bis-ethylsulfanyl-3,5-diphenyl-thiopyran-4-one
—— (1S,3S)-4,4-ethylenedioxy-3-phenylthiocyclohexanol 331268-78-1 C14H18O3S
(1S,3S)-4,4-ethylenedioxy-3-phenylthiocyclohexanol
—— N,N'-Pentamethylenebis(dithiocarbamic acid) lead(II) salt 81195-36-0 C7H12N2PbS4
N,N'-Pentamethylenebis(dithiocarbamic acid) lead(II) salt
—— 1-iodo-2-thiocyanato-octane 86332-92-5 C9H16INS
1-iodo-2-thiocyanato-octane
—— Essigsaeuremethoxy(dithioameisensaeure)anhydrid 79598-16-6 C4H6O2S2
Essigsaeuremethoxy(dithioameisensaeure)anhydrid
—— (4-Methoxycarbonylmethylsulfanyl-phenylsulfanyl)-acetic acid methyl ester 24589-09-1 C12H14O4S2
(4-Methoxycarbonylmethylsulfanyl-phenylsulfanyl)-acetic acid methyl ester
—— iso-Butylthiol-d(1) 20668-55-7 C4H10S
iso-Butylthiol-d(1)
—— 2,3,5,6-tetrakis(2-(pyrazin-2-yl)ethylthio)cyclohexa-2,5-diene-1,4-dione 1578270-41-3 C30H28N8O2S4
2,3,5,6-tetrakis(2-(pyrazin-2-yl)ethylthio)cyclohexa-2,5-diene-1,4-dione
—— 1-(3-Phenylsulfanyl-propyl)-cyclopentanol 195154-30-4 C14H20OS
1-(3-Phenylsulfanyl-propyl)-cyclopentanol
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-(3-chloropropoxy)-7-methoxyquinazolin-4-ylthio)phenyl)urea 1188907-55-2 C26H28ClN5O4S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-(3-chloropropoxy)-7-methoxyquinazolin-4-ylthio)phenyl)urea
—— 16,19,22,25-Tetraoxa-2,6,10-trithia-30,31-diaza-tricyclo[24.3.1.1<sup>11,15</sup>]hentriaconta-1(30),11(31),12,14,26,28-hexaene 87512-27-4 C22H30N2O4S3
16,19,22,25-Tetraoxa-2,6,10-trithia-30,31-diaza-tricyclo[24.3.1.1<sup>11,15</sup>]hentriaconta-1(30),11(31),12,14,26,28-hexaene
—— erythro-3-iodo-4-isothiocyanatohexane 77469-09-1 C7H12INS
erythro-3-iodo-4-isothiocyanatohexane
—— 2-(2-methylsulfanylphenyl)sulfanylbenzenethiolate;nickel(2+) 249885-78-7 C26H22NiS6
2-(2-methylsulfanylphenyl)sulfanylbenzenethiolate;nickel(2+)
—— N-{4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]phenyl}-N-methylethanesulphonamide 143937-34-2 C21H27NO4S2
N-{4-[3-(4-methoxytetrahydropyran-4-yl)phenylthio]phenyl}-N-methylethanesulphonamide
—— ((3-fluorophenyl)thio)acetone 2968-11-8 C9H9FOS
((3-fluorophenyl)thio)acetone
—— 3,3'-Bis-trifluormethyl-4,4'-dinitro-diphenylsulfid 6064-16-0 C14H6F6N2O4S
3,3'-Bis-trifluormethyl-4,4'-dinitro-diphenylsulfid
—— 8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-3-{2-[1-(methylsulfonyl)piperidin-3-yl]ethyl}-3H-purin-6-amine 1156465-16-5 C21H25BrN6O4S2
8-[(7-bromo-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-3-{2-[1-(methylsulfonyl)piperidin-3-yl]ethyl}-3H-purin-6-amine
—— 3-[2-(1-acetylpiperidin-4-yl)ethyl]-8-[(7-nitro-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-3H-purin-6-amine 1156465-82-5 C22H25N7O5S
3-[2-(1-acetylpiperidin-4-yl)ethyl]-8-[(7-nitro-2,3-dihydro-1,4-benzodioxin-6-yl)thio]-3H-purin-6-amine
—— Et4N[Au(methylthiosulfonato)2] 1305338-19-5 C2H6AuO4S4*C8H20N
Et4N[Au(methylthiosulfonato)2]
—— (4-amino-2-methylsulfanyl-pyrimidin-5-yl)-methanethiol 770-32-1 C6H9N3S2
(4-amino-2-methylsulfanyl-pyrimidin-5-yl)-methanethiol
—— [2,5-Dichloro-4-(2,6-diethyl-phenylsulfanylthiocarbonylamino)-phenyl]-dithiocarbamic acid 2,6-diethyl-phenyl ester 21668-41-7 C28H30Cl2N2S4
[2,5-Dichloro-4-(2,6-diethyl-phenylsulfanylthiocarbonylamino)-phenyl]-dithiocarbamic acid 2,6-diethyl-phenyl ester
—— 1-bromo-3-methylsulfinylpropane 128147-31-9 C4H9BrOS
1-bromo-3-methylsulfinylpropane
—— 1421359-92-3 C26H37NO9S
—— 1-amino-3-chloro-5-hydroxy-4-[(4-methylphenyl)sulfanyl]-1,5-dihydro-2H-pyrrol-2-one 1518996-82-1 C11H11ClN2O2S
1-amino-3-chloro-5-hydroxy-4-[(4-methylphenyl)sulfanyl]-1,5-dihydro-2H-pyrrol-2-one
—— 5-methyl-3-oxiranylmethyl-3-phenylsulfanyl-dihydro-furan-2-one 912295-37-5 C14H16O3S
5-methyl-3-oxiranylmethyl-3-phenylsulfanyl-dihydro-furan-2-one
—— tris(NN-di-i-butyldithiocarbamato)vanadium(III) 88006-36-4 C27H54N3S6V
tris(NN-di-i-butyldithiocarbamato)vanadium(III)
—— 1(2)-N,N-Dimethylcarbamoyl-3-t-butyl-5-but-2-enylthio-1,2,4-triazol 58876-38-3 C13H22N4OS
1(2)-N,N-Dimethylcarbamoyl-3-t-butyl-5-but-2-enylthio-1,2,4-triazol
—— Lithium; 2-phenylsulfanyl-benzenesulfonate 74419-90-2 C12H9O3S2*Li
Lithium; 2-phenylsulfanyl-benzenesulfonate
—— [3-(3-chloro-4-methanesulfonylphenylsulfanyl)-6-fluoro-2-methylindolizin-1-yl]acetic acid ethyl ester 917761-35-4 C20H19ClFNO4S2
[3-(3-chloro-4-methanesulfonylphenylsulfanyl)-6-fluoro-2-methylindolizin-1-yl]acetic acid ethyl ester
—— N-ethylsulfanyl-N-(trifluoromethyl)carbamoyl fluoride 72316-43-9 C4H5F4NOS
N-ethylsulfanyl-N-(trifluoromethyl)carbamoyl fluoride
—— 1'-methoxy-1',2'-cyclopentylenedithio-1,3-dithiole-2-thione 119406-78-9 C9H10OS5
1'-methoxy-1',2'-cyclopentylenedithio-1,3-dithiole-2-thione
—— 2-(3-oxopentan-2-yltetrasulfanyl)pentan-3-one 72771-09-6 C10H18O2S4
2-(3-oxopentan-2-yltetrasulfanyl)pentan-3-one
—— 2,3-Dipropylmercapto-propylamin 90795-48-5 C9H21NS2
2,3-Dipropylmercapto-propylamin
—— 4-(piperidin-1-ylsulfonyl)-7-(pyridin-2-ylthio)benzo[c][1,2,5]oxadiazole 1062658-53-0 C16H16N4O3S2
4-(piperidin-1-ylsulfonyl)-7-(pyridin-2-ylthio)benzo[c][1,2,5]oxadiazole
—— 4-[5-fluoro-2-(4-methoxy-phenylsulfanyl)-phenyl]piperidin-4-ol 769947-09-3 C18H20FNO2S
4-[5-fluoro-2-(4-methoxy-phenylsulfanyl)-phenyl]piperidin-4-ol
—— (E)-3-Ethylthio-2-buten-1-ol 67935-25-5 C6H12OS
(E)-3-Ethylthio-2-buten-1-ol
—— Dithieno<2,3-b;2',3'-h>-1,4,5,8-tetrathiafulvalen 67188-97-0 C10H4S6
Dithieno<2,3-b;2',3'-h>-1,4,5,8-tetrathiafulvalen
—— 1-(o-N-phenylaminophenylthio)-2,4,6-trinitrobenzene 71038-58-9 C18H12N4O6S
1-(o-N-phenylaminophenylthio)-2,4,6-trinitrobenzene
—— N-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)thio)phenyl)cyclobutanecarboxamide 1315587-76-8 C21H21N7OS
N-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)thio)phenyl)cyclobutanecarboxamide
—— 2-Aethylmercapto-4-methoxy-6-amino-pyrimidin 3289-54-1 C7H11N3OS
2-Aethylmercapto-4-methoxy-6-amino-pyrimidin
—— 4-Amino-3-methyl-imidazol-5-thiocarbonsaeure-S-methylester 23085-15-6 C6H9N3OS
4-Amino-3-methyl-imidazol-5-thiocarbonsaeure-S-methylester
—— 2-[2,3-bis(phenylsulfanyl)prop-2-enoxymethyl]oxolane 138166-53-7 C20H22O2S2
2-[2,3-bis(phenylsulfanyl)prop-2-enoxymethyl]oxolane
—— (R)-2-phenylthio-1,4-butanediol 97719-36-3 C10H14O2S
(R)-2-phenylthio-1,4-butanediol