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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
—— trans-bis[3-(di-tert-butylphosphinothioyl)-1,1,1-trifluoro-2-(trifluoromethyl)-2-propanolato-κO,κS]tin(II) 908373-91-1 C24H40F12O2P2S2Sn
trans-bis[3-(di-tert-butylphosphinothioyl)-1,1,1-trifluoro-2-(trifluoromethyl)-2-propanolato-κO,κS]tin(II)
—— tert-Butyl-dimethyl-{2-[1-phenylsulfanyl-meth-(Z)-ylidene]-cyclohexyloxy}-silane 125536-59-6 C19H30OSSi
tert-Butyl-dimethyl-{2-[1-phenylsulfanyl-meth-(Z)-ylidene]-cyclohexyloxy}-silane
—— 1010704-19-4 C11H14O2S
—— methyl 4,7,7-trimethyl-8-oxo-3-phenylthiobicyclo<3.3.0>oct-3-ene-1-carboxylate 106060-08-6 C19H22O3S
methyl 4,7,7-trimethyl-8-oxo-3-phenylthiobicyclo<3.3.0>oct-3-ene-1-carboxylate
—— 2,3-dibromo-1,1,4,4-tetrakis(4-fluorophenylthio)-1,3-butadiene 1257082-01-1 C28H16Br2F4S4
2,3-dibromo-1,1,4,4-tetrakis(4-fluorophenylthio)-1,3-butadiene
—— Ethylsulfanylmethylidyneoxidanium 75599-69-8 C3H5OS
Ethylsulfanylmethylidyneoxidanium
—— Cyclopenta-2,4-dien-1-yl(dimethyl)bismuthane 56521-07-4 C7H11Bi
Cyclopenta-2,4-dien-1-yl(dimethyl)bismuthane
—— (S)-(+)-2-fluoro-2-methyl-3-phenylthiopropionic acid 110790-22-2 C10H11FO2S
(S)-(+)-2-fluoro-2-methyl-3-phenylthiopropionic acid
—— 3-(1-acetyl-4,7-difluoro-6-(phenylthio)-2,3-dihydro-1H-pyrrolo[3,2-c]pyridin-3-yl)propanenitrile 1309372-24-4 C18H15F2N3OS
3-(1-acetyl-4,7-difluoro-6-(phenylthio)-2,3-dihydro-1H-pyrrolo[3,2-c]pyridin-3-yl)propanenitrile
—— 2-Amino-4-hydroxy-5-(2-amino-phenylmercapto)-pyrimidin 1141-84-0 C10H10N4OS
2-Amino-4-hydroxy-5-(2-amino-phenylmercapto)-pyrimidin
—— 1-(3-Bromopropyl)-2-(phenylsulfanyl)-1H-indole 169890-98-6 C17H16BrNS
1-(3-Bromopropyl)-2-(phenylsulfanyl)-1H-indole
—— O-(octadecyl)-S-methyl dithiocarbonate 62008-63-3 C20H40OS2
O-(octadecyl)-S-methyl dithiocarbonate
—— 2,3-dihydro-3-hydroxy-5H-thiazolo<3,2-a>pyrimidin-5-one 73351-67-4 C6H6N2O2S
2,3-dihydro-3-hydroxy-5H-thiazolo<3,2-a>pyrimidin-5-one
—— N-[2-(3-fluorophenyl)ethyl]-2-phenylsulfanylacetamide 832713-47-0 C16H16FNOS
N-[2-(3-fluorophenyl)ethyl]-2-phenylsulfanylacetamide
—— 6,7-Dimethyl-9H-10-thia-1,3,9-triaza-anthracene-2,4-diamine 4941-04-2 C12H13N5S
6,7-Dimethyl-9H-10-thia-1,3,9-triaza-anthracene-2,4-diamine
—— ethyl 3-[1,3-dimethyl-4-(ethylsulfanyl)-6,7-dihydro-1H-indole-2,5-diyl]acrylate 1092522-18-3 C22H29NO4S
ethyl 3-[1,3-dimethyl-4-(ethylsulfanyl)-6,7-dihydro-1H-indole-2,5-diyl]acrylate
—— 12-acetyl-1-chloro-12H-quinoxalino<2,3-b><1,4>benzothiazine 110744-35-9 C16H10ClN3OS
12-acetyl-1-chloro-12H-quinoxalino<2,3-b><1,4>benzothiazine
—— 2-[3-(3-Methylsulfanyl-quinolin-4-ylsulfanyl)-quinolin-4-yl]-2-phenyl-pent-4-enenitrile 109179-08-0 C30H23N3S2
2-[3-(3-Methylsulfanyl-quinolin-4-ylsulfanyl)-quinolin-4-yl]-2-phenyl-pent-4-enenitrile
—— 2-methyl-4-propylsulfanyl-pyridine-1-oxide 100860-95-5 C9H13NOS
2-methyl-4-propylsulfanyl-pyridine-1-oxide
—— 4-Hydroxy-4-phenylthiomethyl-2,5-cyclohexadienon 71316-87-5 C13H12O2S
4-Hydroxy-4-phenylthiomethyl-2,5-cyclohexadienon
—— 3-(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-pyridine 28534-84-1 C9H9N3S2
3-(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-pyridine
—— N<sup>4</sup>,S-Diacetyl-5-methylthio-2-furaldehyd-thiosemicarbazon 24306-88-5 C11H13N3O3S2
N<sup>4</sup>,S-Diacetyl-5-methylthio-2-furaldehyd-thiosemicarbazon
—— 1,1,1-trichloro-2,3,4,4,4-pentafluorobut-2-ene 138805-27-3 C4Cl3F5
1,1,1-trichloro-2,3,4,4,4-pentafluorobut-2-ene
—— Dithiocarbonic acid O-(2,2-dipropyl-cyclohex-3-enyl) ester S-methyl ester 27334-14-1 C14H24OS2
Dithiocarbonic acid O-(2,2-dipropyl-cyclohex-3-enyl) ester S-methyl ester
—— 4-(1-Trifluoromethanesulfonyl-ethanesulfonyl)-pent-1-en-3-ol 96247-10-8 C8H13F3O5S2
4-(1-Trifluoromethanesulfonyl-ethanesulfonyl)-pent-1-en-3-ol
—— 3-cyano-1-methylisothiourea sodium salt 67944-71-2 C3H4N3S*Na
3-cyano-1-methylisothiourea sodium salt
—— (S,Z)-4-(2-((R)-2-hydroxybutyl)-1,3-dithian-2-yl)pent-2-en-1-ol 1374424-61-9 C13H24O2S2
(S,Z)-4-(2-((R)-2-hydroxybutyl)-1,3-dithian-2-yl)pent-2-en-1-ol
—— (β-Hydroxy-ethyl)-(3-isopropylmercapto-phenyl)-sulfid 22017-41-0 C11H16OS2
(β-Hydroxy-ethyl)-(3-isopropylmercapto-phenyl)-sulfid
—— 2-Sulfinyl-1-benzothiophen-3-one 91891-70-2 C8H4O2S2
2-Sulfinyl-1-benzothiophen-3-one
—— (2E,3E)-1,1,1-trifluoro-3-(methoxymethyl)-N,4-diphenyl-4-(p-tolylthio)but-3-en-2-imine 1241668-44-9 C25H22F3NOS
(2E,3E)-1,1,1-trifluoro-3-(methoxymethyl)-N,4-diphenyl-4-(p-tolylthio)but-3-en-2-imine
—— 2-<2-<1,3-dimethyl-2-<(phenylthio)methyl>-2-cyclohexen-1-yl>methyl>-1,3-dioxolane 98127-13-0 C19H26O2S
2-<2-<1,3-dimethyl-2-<(phenylthio)methyl>-2-cyclohexen-1-yl>methyl>-1,3-dioxolane
—— (1R,3R,4S)-4-isopropyl-3-(phenylsulfanyl)cyclohexyl acetate 881927-35-1 C17H24O2S
(1R,3R,4S)-4-isopropyl-3-(phenylsulfanyl)cyclohexyl acetate
—— 2-Diethoxyphosphorylessigsaeure-<6-<2β-(2-formyl-1,3-dithian-2-yl)-4α-<(2-methoxyethoxy)methoxy>-1α-cyclopentyl>-1-methyl-5-hexenyl>ester 90383-06-5 C27H47O9PS2
2-Diethoxyphosphorylessigsaeure-<6-<2β-(2-formyl-1,3-dithian-2-yl)-4α-<(2-methoxyethoxy)methoxy>-1α-cyclopentyl>-1-methyl-5-hexenyl>ester
—— (E)-2-Methyl-but-2-enedithioic acid methyl ester 75413-24-0 C6H10S2
(E)-2-Methyl-but-2-enedithioic acid methyl ester
—— methyl 5-deoxy-2,3-O-isopropylidene-5-(uracil-2-yl)thio-β-D-ribofuranoside 676557-67-8 C13H18N2O5S
methyl 5-deoxy-2,3-O-isopropylidene-5-(uracil-2-yl)thio-β-D-ribofuranoside
—— 5-dimethylcarbamoyloxy-1-methyl-3-methylsulfanyl-1<i>H</i>-[1,2,4]triazole 53065-34-2 C7H12N4O2S
5-dimethylcarbamoyloxy-1-methyl-3-methylsulfanyl-1<i>H</i>-[1,2,4]triazole
—— 3-(naphthalen-1-ylthio)-6-nitro-1H-indazole 1300735-05-0 C17H11N3O2S
3-(naphthalen-1-ylthio)-6-nitro-1H-indazole
—— N,N-dimethyl-2-(4'-bromomethyl-2'-nitrophenylthio)-5-iodo-benzamide 1005412-89-4 C16H14BrIN2O3S
N,N-dimethyl-2-(4'-bromomethyl-2'-nitrophenylthio)-5-iodo-benzamide
—— [3-(2-cyano-phenylsulfanyl)-1-pyridin-2-ylmethyl-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester 868673-39-6 C27H26N4O2S
[3-(2-cyano-phenylsulfanyl)-1-pyridin-2-ylmethyl-1H-indol-6-yl]-methyl-carbamic acid tert-butyl ester
—— 3-(2-aminoethylthio)-4-phenylfurazan 204335-75-1 C10H11N3OS
3-(2-aminoethylthio)-4-phenylfurazan
—— 2,4-Bis-(2-hydroxy-aethylmercapto)-toluol 30393-61-4 C11H16O2S2
2,4-Bis-(2-hydroxy-aethylmercapto)-toluol
—— 2,4-Dimethyl-9-(2-morpholin-4-yl-ethyl)-9H-10-thia-1,3,9-triaza-anthracene 6981-92-6 C18H22N4OS
2,4-Dimethyl-9-(2-morpholin-4-yl-ethyl)-9H-10-thia-1,3,9-triaza-anthracene
—— (But-3-yn-1-yl)(imino)methyl-lambda6-sulfanone 2309466-18-8 C5H9NOS
(But-3-yn-1-yl)(imino)methyl-lambda6-sulfanone
—— 2-(5-Nitropyridin-2-yl)sulfanyl-1H-pyrimidin-6-one 73768-48-6 C9H6N4O3S
2-(5-Nitropyridin-2-yl)sulfanyl-1H-pyrimidin-6-one
—— phenyl 3-(4-fluorophenylthio)-2-methyl-N-(4-methylphenyl)-2-propenimidothioate 1158835-12-1 C23H20FNS2
phenyl 3-(4-fluorophenylthio)-2-methyl-N-(4-methylphenyl)-2-propenimidothioate
—— [7-chloro-3-(4-chlorophenylamino)-8-methyl-1,1-dioxo-4H-1,5,2-benzo[f]dithiazepin-4-ylidene]acetic acid 1083063-89-1 C17H12Cl2N2O4S2
[7-chloro-3-(4-chlorophenylamino)-8-methyl-1,1-dioxo-4H-1,5,2-benzo[f]dithiazepin-4-ylidene]acetic acid
—— 3-Benzyloxy-5-methylsulfanyl-isothiazole-4-carbonitrile 4886-06-0 C12H10N2OS2
3-Benzyloxy-5-methylsulfanyl-isothiazole-4-carbonitrile
—— 2,5-dimethyl-4-pentachlorophenylsulfanyl-pyrrole 32884-69-8 C12H8Cl5NS
2,5-dimethyl-4-pentachlorophenylsulfanyl-pyrrole
—— 5-(2-isopropylsulfanylphenyl)-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine 1232411-53-8 C21H19N5OS
5-(2-isopropylsulfanylphenyl)-3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyrazin-2-amine
—— 3-ethoxy-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one 34658-14-5 C8H10N2O2S
3-ethoxy-2,3-dihydro-thiazolo[3,2-a]pyrimidin-7-one