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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
—— 2,2,4,4-Tetrabrom-1,3-dithietan-1,1-dioxid 73090-25-2 C2Br4O2S2
2,2,4,4-Tetrabrom-1,3-dithietan-1,1-dioxid
—— N,N'-Dimethylmalonsaeuredithioamid 10394-26-0 C5H10N2S2
N,N'-Dimethylmalonsaeuredithioamid
—— 8-ethoxycarbonyl-tris(2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol 910912-06-0 C40H44O3S12
8-ethoxycarbonyl-tris(2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol
—— ethyl 2-(o-tolylthio)acetate 14738-25-1 C11H14O2S
ethyl 2-(o-tolylthio)acetate
—— 2-(o-tolylthio)acetohydrazide 14738-28-4 C9H12N2OS
2-(o-tolylthio)acetohydrazide
—— 6-ethyl-7-methanesulfonyloxy-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyrimidin-5-one 72211-63-3 C9H12N2O4S2
6-ethyl-7-methanesulfonyloxy-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyrimidin-5-one
—— trans-1-(phenylthio)-2-moroholinoethylene 179670-28-1 C12H15NOS
trans-1-(phenylthio)-2-moroholinoethylene
—— 1,2,4-Triazin-5(4H)-one, 4-amino-3-(methylthio)- 62036-62-8 C4H6N4OS
1,2,4-Triazin-5(4H)-one, 4-amino-3-(methylthio)-
—— dioxolanne de l'α-phenylthioacetaldehyde 179669-44-4 C10H12O2S
dioxolanne de l'α-phenylthioacetaldehyde
—— 6-Ethyl-7-Ethoxy-2,3,4,5-Tetrahydrothiazolo<3,2-a>Pyrimidin-5-on 72211-59-7 C10H14N2O2S
6-Ethyl-7-Ethoxy-2,3,4,5-Tetrahydrothiazolo<3,2-a>Pyrimidin-5-on
—— [(3-methylsulfanyl-phenyl)ethyl]carbamic acid tert-butyl ester 372938-32-4 C14H21NO2S
[(3-methylsulfanyl-phenyl)ethyl]carbamic acid tert-butyl ester
—— 4-Fluoro-4'-(trifluoromethyl)diphenyl Sulfide 42917-48-6 C13H8F4S
4-Fluoro-4'-(trifluoromethyl)diphenyl Sulfide
—— 1-(4-chlorophenylmercapto)-2,2-dimethyl-butan-3-one 80783-23-9 C12H15ClOS
1-(4-chlorophenylmercapto)-2,2-dimethyl-butan-3-one
—— 4-(4-chlorophenylsulphenyl)-3,3-dimethyl-1-(imidazol-1-yl)-butan-2-one 84105-47-5 C15H17ClN2OS
4-(4-chlorophenylsulphenyl)-3,3-dimethyl-1-(imidazol-1-yl)-butan-2-one
—— C-methylsulfanyl-methanediamine hydroiodide 464213-18-1 C2H8N2S*HI
C-methylsulfanyl-methanediamine hydroiodide
—— 1-bromo-4-(4-chlorophenylmercapto)-3,3-dimethyl-butan-2-one 81058-89-1 C12H14BrClOS
1-bromo-4-(4-chlorophenylmercapto)-3,3-dimethyl-butan-2-one
—— 7-Chlor-6-Ethyl-2,3,4,5-Tetrahydrothiazolo<3,2-a>Pyrimidin-5-on 72211-61-1 C8H9ClN2OS
7-Chlor-6-Ethyl-2,3,4,5-Tetrahydrothiazolo<3,2-a>Pyrimidin-5-on
—— 2-amino-6-(phenylthio)pyridine 5620-25-7 C11H10N2S
2-amino-6-(phenylthio)pyridine
—— (E)-ethyl 6-oxo-6-(2-(3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)phenylamino)hexanoate 1133966-19-4 C28H28N4O3S
(E)-ethyl 6-oxo-6-(2-(3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)phenylamino)hexanoate
—— (2-chloro-phenyl)-(2,4,5-trichloro-phenyl)-sulfide 105908-69-8 C12H6Cl4S
(2-chloro-phenyl)-(2,4,5-trichloro-phenyl)-sulfide
—— 6-<(2,4,5-trichlorophenyl)thio>-2,4-pteridinediamine 77900-94-8 C12H7Cl3N6S
6-<(2,4,5-trichlorophenyl)thio>-2,4-pteridinediamine
—— 6-(2,4,5-Trichlorophenyl)sulfanylpyrido[3,2-d]pyrimidine-2,4-diamine 95095-93-5 C13H8Cl3N5S
6-(2,4,5-Trichlorophenyl)sulfanylpyrido[3,2-d]pyrimidine-2,4-diamine
—— 4-(2,4,5-trichloro-phenylsulfanyl)-aniline 90309-24-3 C12H8Cl3NS
4-(2,4,5-trichloro-phenylsulfanyl)-aniline
—— 2,4-diamino-5-methyl-6-(2',4',5'-trichlorophenylthio)pyrrolo[2,3-d]pyrimidine 1221521-89-6 C13H10Cl3N5S
2,4-diamino-5-methyl-6-(2',4',5'-trichlorophenylthio)pyrrolo[2,3-d]pyrimidine
—— (4-nitro-phenyl)-(2,4,5-trichloro-phenyl)-sulfide 90309-42-5 C12H6Cl3NO2S
(4-nitro-phenyl)-(2,4,5-trichloro-phenyl)-sulfide
—— Tert-butyl 2-(2,4,5-trichlorophenyl)sulfanylacetate 208512-60-1 C12H13Cl3O2S
Tert-butyl 2-(2,4,5-trichlorophenyl)sulfanylacetate
—— p-chlorophenyl 2,4,5-trichlorophenyl trithiocarbonate 1523313-33-8 C13H6Cl4S3
p-chlorophenyl 2,4,5-trichlorophenyl trithiocarbonate
—— 2-Benzylthio-4-phenyl-thiazol-3-oxid 76098-75-4 C16H13NOS2
2-Benzylthio-4-phenyl-thiazol-3-oxid
—— 1,3-bis-ethylsulfanyl-benzene 861601-60-7 C10H14S2
1,3-bis-ethylsulfanyl-benzene
—— 12,21,37,40-Tetramethyl-2,5,8,25,28,31-hexaoxa-15,18,38,39-tetrathia-11,22-diazahexacyclo[30.2.2.111,14.113,16.117,20.119,22]tetraconta-1(35),12,14(40),16,19(37),20,32(36),33-octaene 257884-56-3 C32H40N2O6S4
12,21,37,40-Tetramethyl-2,5,8,25,28,31-hexaoxa-15,18,38,39-tetrathia-11,22-diazahexacyclo[30.2.2.111,14.113,16.117,20.119,22]tetraconta-1(35),12,14(40),16,19(37),20,32(36),33-octaene
—— N-methylacetothioacetamide 74697-92-0 C5H9NOS
N-methylacetothioacetamide
—— dipropyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate] 82986-14-9 C14H20F6N4O4S3
dipropyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate]
—— thiodicarb 59669-26-0 C10H18N4O4S3
thiodicarb
—— Diphenyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate] 82986-16-1 C20H16F6N4O4S3
Diphenyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate]
—— bis(1,1-dimethylethyl) N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate] 82986-15-0 C16H24F6N4O4S3
bis(1,1-dimethylethyl) N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate]
—— 2-Dimethylamino-4-oxo-4,5,6,7-tetrahydrothiazino<3,2-a>-sym-triazine 74468-23-8 C8H12N4OS
2-Dimethylamino-4-oxo-4,5,6,7-tetrahydrothiazino<3,2-a>-sym-triazine
—— 1-chloro-2-(4-fluorophenylsulfanyl)-3,5-dimethoxybenzene 1369529-28-1 C14H12ClFO2S
1-chloro-2-(4-fluorophenylsulfanyl)-3,5-dimethoxybenzene
—— (3,4,5-trifluorophenyl)-4-fluorophenylsulfide 1229514-23-1 C12H6F4S
(3,4,5-trifluorophenyl)-4-fluorophenylsulfide
—— 3-{(4-fluorophenyl)thio}pentane-2,4-dione 561036-91-7 C11H11FO2S
3-{(4-fluorophenyl)thio}pentane-2,4-dione
—— 4-(p-fluorophenylthio)octan-2-one 1224975-71-6 C14H19FOS
4-(p-fluorophenylthio)octan-2-one
—— Methyl 3-(4-fluorophenyl)sulfanyl-2-methylpropanoate 1154732-63-4 C11H13FO2S
Methyl 3-(4-fluorophenyl)sulfanyl-2-methylpropanoate
—— (4-fluorophenyl)(1-phenyl-3-(trifluoromethyl)naphthalen-2-yl)sulfane 1629186-30-6 C23H14F4S
(4-fluorophenyl)(1-phenyl-3-(trifluoromethyl)naphthalen-2-yl)sulfane
—— bis((3-bromophenyl)thio)methane 1427730-39-9 C13H10Br2S2
bis((3-bromophenyl)thio)methane
—— 4-[S-(3-bromophenyl)-sulfoximino]-5-methylsulfanyl-thiophene-2-carboximidic acid methyl ester 911030-36-9 C13H13BrN2O2S3
4-[S-(3-bromophenyl)-sulfoximino]-5-methylsulfanyl-thiophene-2-carboximidic acid methyl ester
—— 2-(4-fluorophenylthio)cyclohexan-1-one 1044049-41-3 C12H13FOS
2-(4-fluorophenylthio)cyclohexan-1-one
—— 1-(4-fluorophenylthio)octan-2-ol 1174708-92-9 C14H21FOS
1-(4-fluorophenylthio)octan-2-ol
—— 4-((4-fluorophenyl)thio)-4-phenylbutan-2-one 1224975-55-6 C16H15FOS
4-((4-fluorophenyl)thio)-4-phenylbutan-2-one
—— 1,1,5,5-Tetraaethyldithiobiuret 54572-22-4 C10H21N3S2
1,1,5,5-Tetraaethyldithiobiuret
—— 3-methoxy-5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-52-8 C9H7N5OS
3-methoxy-5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— 4-((4-fluorophenyl)thio)butanenitrile 18850-57-2 C10H10FNS
4-((4-fluorophenyl)thio)butanenitrile