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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-(2-nitro-phenylsulfanyl)-1-pyridin-3-ylmethyl-1H-indol-6-ylamine 868672-72-4 C20H16N4O2S
3-(2-nitro-phenylsulfanyl)-1-pyridin-3-ylmethyl-1H-indol-6-ylamine
—— bis(2-mercapto-ethylamine)-cobalt(II) 66268-51-7 C4H12CoN2S2
bis(2-mercapto-ethylamine)-cobalt(II)
—— 2-(1-Triethylsilanyloxy-vinylsulfanyl)-pyridine 199989-15-6 C13H21NOSSi
2-(1-Triethylsilanyloxy-vinylsulfanyl)-pyridine
—— 6-phenylsulfanyl-2<i>H</i>-[1,2,4]triazine-3,5-dithione 32330-99-7 C9H7N3S3
6-phenylsulfanyl-2<i>H</i>-[1,2,4]triazine-3,5-dithione
—— 6-[2-isobutyl-3-(3-methyl-butyl)-5-nitro-3<i>H</i>-imidazol-4-ylsulfanyl]-7(9)<i>H</i>-purine 4604-86-8 C17H23N7O2S
6-[2-isobutyl-3-(3-methyl-butyl)-5-nitro-3<i>H</i>-imidazol-4-ylsulfanyl]-7(9)<i>H</i>-purine
—— 2-Amino-6-benzyl-4-methylsulfanyl-nicotinonitrile 28947-14-0 C14H13N3S
2-Amino-6-benzyl-4-methylsulfanyl-nicotinonitrile
—— [(R)-2-((1R,2S)-2-Methyl-cyclopropyl)-4,5-dihydro-thiazol-4-yl]-methanol 180866-39-1 C8H13NOS
[(R)-2-((1R,2S)-2-Methyl-cyclopropyl)-4,5-dihydro-thiazol-4-yl]-methanol
—— [(2,2'-thiobis(4,6-ditertbutylphenolate)AlCl(THF)] 1231659-35-0 C32H48AlClO3S
[(2,2'-thiobis(4,6-ditertbutylphenolate)AlCl(THF)]
—— 2-benzyl-2-(pyridin-2-ylthio)nonanedinitrile 1510799-57-1 C21H23N3S
2-benzyl-2-(pyridin-2-ylthio)nonanedinitrile
—— 7-hydroxy-2-methoxy-1,4,2-benzoxathiaphosphinin-3(2H)-one 2-oxide 1563093-01-5 C8H7O5PS
7-hydroxy-2-methoxy-1,4,2-benzoxathiaphosphinin-3(2H)-one 2-oxide
—— 2-((1H-indol-3-yl)thio)benzo[d]thiazole 27933-95-5 C15H10N2S2
2-((1H-indol-3-yl)thio)benzo[d]thiazole
—— 2-((4-amino-5-oxo-6-(2-(2-thienyl)vinyl)-4,5-dihydro-1,2,4-triazin-3-ylthio)methoxy)ethyl acetate 1313511-19-1 C14H16N4O4S2
2-((4-amino-5-oxo-6-(2-(2-thienyl)vinyl)-4,5-dihydro-1,2,4-triazin-3-ylthio)methoxy)ethyl acetate
—— 6-Ethyl-5-ethylsulfanyl-pyrimidine-2,4-diamine 74873-48-6 C8H14N4S
6-Ethyl-5-ethylsulfanyl-pyrimidine-2,4-diamine
—— 1-acetoxy-3-(5-chloro-2-methyl-6-phenylsulfanyl-benzoimidazol-1-yl)-propane 35967-35-2 C19H19ClN2O2S
1-acetoxy-3-(5-chloro-2-methyl-6-phenylsulfanyl-benzoimidazol-1-yl)-propane
—— 2-(3,4-bis-methylsulfanyl-benzyl)-3-morpholin-4-yl-acrylonitrile 71126-01-7 C16H20N2OS2
2-(3,4-bis-methylsulfanyl-benzyl)-3-morpholin-4-yl-acrylonitrile
—— (6-<i>sec</i>-butylsulfanyl-2-ethyl-5-nitro-pyrimidin-4-yl)-(1-ethyl-propyl)-amine 58289-55-7 C15H26N4O2S
(6-<i>sec</i>-butylsulfanyl-2-ethyl-5-nitro-pyrimidin-4-yl)-(1-ethyl-propyl)-amine
—— ethyl 2-(dimethyl(oxo)-λ<sup>6</sup>-sulfanylidene)acetate 19956-89-9 C6H12O3S
ethyl 2-(dimethyl(oxo)-λ<sup>6</sup>-sulfanylidene)acetate
—— 2,3-Dihydro[1,4]oxathiino[2,3-b]pyridin-7-ylmethanol 944407-70-9 C8H9NO2S
2,3-Dihydro[1,4]oxathiino[2,3-b]pyridin-7-ylmethanol
—— <i>sec</i>-butyl-thiophosphoramidic acid <i>O</i>-ethyl ester <i>S</i>-(3-methyl-6-oxo-6<i>H</i>-pyridazin-1-ylmethyl) ester 56075-85-5 C12H22N3O3PS
<i>sec</i>-butyl-thiophosphoramidic acid <i>O</i>-ethyl ester <i>S</i>-(3-methyl-6-oxo-6<i>H</i>-pyridazin-1-ylmethyl) ester
—— (1-ethyl-propyl)-(2-isopropyl-6-isopropylsulfanyl-5-nitro-pyrimidin-4-yl)-amine 58289-49-9 C15H26N4O2S
(1-ethyl-propyl)-(2-isopropyl-6-isopropylsulfanyl-5-nitro-pyrimidin-4-yl)-amine
—— 2-allylamino-4'-methyldiphenyl sulphide 98569-87-0 C16H17NS
2-allylamino-4'-methyldiphenyl sulphide
—— Methylen-N,N'-bis-(S-ethyl-thiocarbamat) 42155-28-2 C7H14N2O2S2
Methylen-N,N'-bis-(S-ethyl-thiocarbamat)
—— (+)(S)-(1-methyl-heptyl)-thiocyanate 73522-28-8 C9H17NS
(+)(S)-(1-methyl-heptyl)-thiocyanate
—— 2,3,5-trifluoro-1-(p-tolylthio)benzene 1055876-55-5 C13H9F3S
2,3,5-trifluoro-1-(p-tolylthio)benzene
—— Pd(II) dimethyldithiophosphate 29136-48-9 C4H12O4P2PdS4
Pd(II) dimethyldithiophosphate
—— S-(Pentafluorophenyl)propanethioate 137905-75-0 C9H5F5OS
S-(Pentafluorophenyl)propanethioate
—— methyl (NE)-N-[amino-[2-(butanoylamino)-4-phenylsulfanylanilino]methylidene]carbamate 65934-76-1 C19H22N4O3S
methyl (NE)-N-[amino-[2-(butanoylamino)-4-phenylsulfanylanilino]methylidene]carbamate
—— 5-bromo-3-[(4-nitrophenyl)thio]-1H-indole 336186-60-8 C14H9BrN2O2S
5-bromo-3-[(4-nitrophenyl)thio]-1H-indole
—— 2-Chlorpropyl-dithiochlorid 89167-70-4 C3H6Cl2S2
2-Chlorpropyl-dithiochlorid
—— 1-nitro-1-(p-tolylthio)cyclohexane 1402833-09-3 C13H17NO2S
1-nitro-1-(p-tolylthio)cyclohexane
—— 3-hydroxymethyl-5-isopropylsulfanyl-3<i>H</i>-[1,3,4]thiadiazol-2-one 91775-10-9 C6H10N2O2S2
3-hydroxymethyl-5-isopropylsulfanyl-3<i>H</i>-[1,3,4]thiadiazol-2-one
—— (η(5)-C5H5)Fe(C5H4CHN(CH2)2S2(CH2)2NCHC5H4)Fe(η(5)-C5H5) 220916-76-7 C26H28Fe2N2S2
(η(5)-C5H5)Fe(C5H4CHN(CH2)2S2(CH2)2NCHC5H4)Fe(η(5)-C5H5)
—— ethyl 3-phenylthio-4-pentenyl malonate 128886-20-4 C16H20O4S
ethyl 3-phenylthio-4-pentenyl malonate
—— 5,9-Dimethyl-1-phenylthio-spiro<3.5>non-1-en 63048-81-7 C17H22S
5,9-Dimethyl-1-phenylthio-spiro<3.5>non-1-en
—— ethyl 1-(2-p-chlorobenzylidenehydrazinyl)-4-cyano-5,6,7,8-tetrahydroisoquinoline-3-sulfanylacetate 1269792-87-1 C21H21ClN4O2S
ethyl 1-(2-p-chlorobenzylidenehydrazinyl)-4-cyano-5,6,7,8-tetrahydroisoquinoline-3-sulfanylacetate
—— ethyl 2-(1-cyclohexenyl)-2-phenylthioethyl malonate 128886-18-0 C19H24O4S
ethyl 2-(1-cyclohexenyl)-2-phenylthioethyl malonate
—— 4-(benzo[d]thiazol-2-ylthio)-5-(3-(methylsulfonyl)phenyl)thieno[2,3-d]pyrimidine 1370338-50-3 C20H13N3O2S4
4-(benzo[d]thiazol-2-ylthio)-5-(3-(methylsulfonyl)phenyl)thieno[2,3-d]pyrimidine
—— 3-(4-Chloromethyl-[1,2,3]thiadiazol-5-ylsulfanyl)-propionic acid ethyl ester 332125-87-8 C8H11ClN2O2S2
3-(4-Chloromethyl-[1,2,3]thiadiazol-5-ylsulfanyl)-propionic acid ethyl ester
—— <S-Aethyl-methylthiocarbamoyl>-diaethyl-aluminium 24004-56-6 C8H18AlNOS
<S-Aethyl-methylthiocarbamoyl>-diaethyl-aluminium
—— 5-methoxycarbonylmethylsulfanyl-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester 33027-96-2 C12H17NO4S
5-methoxycarbonylmethylsulfanyl-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester
—— 3-methoxy-2-methylsulfanyl-3,6-dihydro-2<i>H</i>-thiopyran-2-carbonitrile 35244-13-4 C8H11NOS2
3-methoxy-2-methylsulfanyl-3,6-dihydro-2<i>H</i>-thiopyran-2-carbonitrile
—— β-chloro-α-(p-chlorphenylthio)-ethylbenzene 21851-55-8 C14H12Cl2S
β-chloro-α-(p-chlorphenylthio)-ethylbenzene
—— <2-Hydroxy-aethylamino-methyl>-<4-chlor-phenyl>-sulfid 22959-37-1 C9H12ClNOS
<2-Hydroxy-aethylamino-methyl>-<4-chlor-phenyl>-sulfid
—— 2,4-Bis-propylmercapto-toluol 30393-63-6 C13H20S2
2,4-Bis-propylmercapto-toluol
—— 38859-82-4 C26H24S4Sn
—— 6-chloro-2-phenyl-4-propylsulfanyl-2<i>H</i>-pyridazin-3-one 25381-03-7 C13H13ClN2OS
6-chloro-2-phenyl-4-propylsulfanyl-2<i>H</i>-pyridazin-3-one
—— 6-<i>p</i>-tolyloxy-2-<i>p</i>-tolylsulfanyl-pyrimidine-4,5-dione 5-phenylhydrazone 36137-30-1 C24H20N4O2S
6-<i>p</i>-tolyloxy-2-<i>p</i>-tolylsulfanyl-pyrimidine-4,5-dione 5-phenylhydrazone
—— Butyl-penten-(4)-yl-sulfon 25492-89-1 C9H18O2S
Butyl-penten-(4)-yl-sulfon
—— 2,3-dihydro-3-methylene-5H-thiazolo<2,3-b>-5-pyrimidinone 90997-81-2 C7H6N2OS
2,3-dihydro-3-methylene-5H-thiazolo<2,3-b>-5-pyrimidinone
—— cobalt(II) octakis[(3,4-dimethoxyphenyl)thio]phthalocyaninate 1448848-07-4 C96H80CoN8O16S8
cobalt(II) octakis[(3,4-dimethoxyphenyl)thio]phthalocyaninate