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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
—— 9-<1-(methylthio)ethylidene>bicyclo<4.2.1>nona-2,4-diene 83463-38-1 C12H16S
9-<1-(methylthio)ethylidene>bicyclo<4.2.1>nona-2,4-diene
—— 3-[(3-Nitro-4-pyridinyl)thio]propanoic acid 136742-84-2 C8H8N2O4S
3-[(3-Nitro-4-pyridinyl)thio]propanoic acid
—— 2-Ethoxyethylmethylsulfoxid 28525-29-3 C5H12O2S
2-Ethoxyethylmethylsulfoxid
—— 4-[(6-Methoxy-1H-benzimidazol-2-yl)thio]-3-pyridinamine 1039833-29-8 C13H12N4OS
4-[(6-Methoxy-1H-benzimidazol-2-yl)thio]-3-pyridinamine
—— cis-2,6-dipropylsulfonyl-1,4-dithiafulvene 74057-75-3 C10H16O4S4
cis-2,6-dipropylsulfonyl-1,4-dithiafulvene
—— methyl 2-(4-tetrahydropyran-4-ylsulfanylphenyl)acetate 1328997-80-3 C14H18O3S
methyl 2-(4-tetrahydropyran-4-ylsulfanylphenyl)acetate
—— 4-[(4-bromophenyl)sulfanyl]tetrahydro-2H-pyran 165119-50-6 C11H13BrOS
4-[(4-bromophenyl)sulfanyl]tetrahydro-2H-pyran
—— 7-hydroxy-2,3-dihydro-2,2-dimethylbenzo[b]thiophene 59705-21-4 C10H12OS
7-hydroxy-2,3-dihydro-2,2-dimethylbenzo[b]thiophene
—— 2,3-dihydro-2,2-dimethyl-7-benzo[b]thienyl N-methylcarbamate 59705-22-5 C12H15NO2S
2,3-dihydro-2,2-dimethyl-7-benzo[b]thienyl N-methylcarbamate
—— 5-(methylthio)-3,6-dihydro-2H-1,4-thiazine 343268-17-7 C5H9NS2
5-(methylthio)-3,6-dihydro-2H-1,4-thiazine
—— (1'S,2'R,5'S,6'R)-spiro[1,3-dithiane-2,4'-tricyclo[4.2.1.02,5]non-7-ene]-3'-one 193467-05-9 C12H14OS2
(1'S,2'R,5'S,6'R)-spiro[1,3-dithiane-2,4'-tricyclo[4.2.1.02,5]non-7-ene]-3'-one
—— 4,6-dichloro-5-(2-methoxyphenyl)thiopyrimidine 374600-17-6 C11H8Cl2N2OS
4,6-dichloro-5-(2-methoxyphenyl)thiopyrimidine
—— 5-(2-methoxyphenyl)thiopyrimidine-4,6-diol 167403-89-6 C11H10N2O3S
5-(2-methoxyphenyl)thiopyrimidine-4,6-diol
—— 2-(methylthio)-4-((pyridin-3-ylmethyl)amino) pyrimidine-5-carbaldehyde 1082600-06-3 C12H12N4OS
2-(methylthio)-4-((pyridin-3-ylmethyl)amino) pyrimidine-5-carbaldehyde
—— (1'R,2'S,5'R,6'S)-spiro[1,3-dithiane-2,4'-tricyclo[4.2.1.02,5]non-7-ene]-3'-one 193467-04-8 C12H14OS2
(1'R,2'S,5'R,6'S)-spiro[1,3-dithiane-2,4'-tricyclo[4.2.1.02,5]non-7-ene]-3'-one
—— 1,5,9,13-Tetrathiadispiro[5.1.58.16]tetradecan-14-one 1018781-77-5 C10H14OS4
1,5,9,13-Tetrathiadispiro[5.1.58.16]tetradecan-14-one
—— Bicyclo<5.1.1>nonane-3,4,5-trione 4-(propylene dithioketal) 166803-19-6 C12H16O2S2
Bicyclo<5.1.1>nonane-3,4,5-trione 4-(propylene dithioketal)
—— (E)-3,3-Dimethyl-1-(methylsulfonyl)-1-(methylthio)-2-butanone O-<(methylamino)carbonyl>oxime 73926-62-2 C10H20N2O4S2
(E)-3,3-Dimethyl-1-(methylsulfonyl)-1-(methylthio)-2-butanone O-<(methylamino)carbonyl>oxime
—— Pentalene, 3,6-bis(phenylthio)-3a,6a-dimethyl-1,3a,4,6a-tetrahydro- 84451-80-9 C22H22S2
Pentalene, 3,6-bis(phenylthio)-3a,6a-dimethyl-1,3a,4,6a-tetrahydro-
—— 1-phenylsulfonyl-3-phenylthio-2-chloromethylindole 868081-88-3 C21H16ClNO2S2
1-phenylsulfonyl-3-phenylthio-2-chloromethylindole
—— 5-methyl-4-methylsulfanyl-5<i>H</i>-imidazo[4,5-<i>d</i>][1,2,3]triazine 69093-64-7 C6H7N5S
5-methyl-4-methylsulfanyl-5<i>H</i>-imidazo[4,5-<i>d</i>][1,2,3]triazine
—— 3-(2-Phenylsulfanyl-phenyl)-propionic acid 73149-87-8 C15H14O2S
3-(2-Phenylsulfanyl-phenyl)-propionic acid
—— 5',5'-Dimethyl-2'-phenylspiro[1,3-benzodithiole-2,4'-oxolane]-2'-ol 74255-37-1 C18H18O2S2
5',5'-Dimethyl-2'-phenylspiro[1,3-benzodithiole-2,4'-oxolane]-2'-ol
—— 4,4'-Sulfanediyldi(benzene-1-diazonium) dichloride 13954-65-9 C12H8Cl2N4S
4,4'-Sulfanediyldi(benzene-1-diazonium) dichloride
—— 1<i>t</i>-ethylsulfanyl-3-methyl-buta-1,3-diene 16627-77-3 C7H12S
1<i>t</i>-ethylsulfanyl-3-methyl-buta-1,3-diene
—— (1E)-1-butylsulfanyl-3-methylbuta-1,3-diene 87745-45-7 C9H16S
(1E)-1-butylsulfanyl-3-methylbuta-1,3-diene
—— 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