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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-diethoxycarbonyl-5-(N,N-dimethylamino)-1,3-dithiane 90937-98-7 C12H21NO4S2
2,2-diethoxycarbonyl-5-(N,N-dimethylamino)-1,3-dithiane
—— O-methyl S-(methoxycarbonylmethyl)dithiocarbonate 123972-88-3 C5H8O3S2
O-methyl S-(methoxycarbonylmethyl)dithiocarbonate
—— 2,6-dichlorophenyl 1-neopentyl-2-tert-butyl-4-nitro-5-imidazolyl sulfide 135217-04-8 C18H23Cl2N3O2S
2,6-dichlorophenyl 1-neopentyl-2-tert-butyl-4-nitro-5-imidazolyl sulfide
—— (2,5-Dimethyl-phenylmercapto)-acetaldehyd-dimethylacetal 109596-63-6 C12H18O2S
(2,5-Dimethyl-phenylmercapto)-acetaldehyd-dimethylacetal
—— 2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)furo[2,3-d]pyrimidine 1217309-54-0 C13H10Cl2N4OS
2,4-diamino-5-methyl-6-(2',6'-dichlorophenylsulfanyl)furo[2,3-d]pyrimidine
—— 4-anilino-2-methyl-6-methylthiopyrimidine-5-carbonitrile 118996-65-9 C13H12N4S
4-anilino-2-methyl-6-methylthiopyrimidine-5-carbonitrile
—— m-(2,2-Dimethoxyethylthio)-jodbenzol 35664-65-4 C10H13IO2S
m-(2,2-Dimethoxyethylthio)-jodbenzol
—— 2,4-diamino-5-isopropyl-6-(2',6'-dichlorophenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-14-9 C15H15Cl2N5S
2,4-diamino-5-isopropyl-6-(2',6'-dichlorophenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2-(5-Cyano-2-methyl-6-methylsulfanylpyrimidin-4-yl)oxyacetic acid 119491-81-5 C9H9N3O3S
2-(5-Cyano-2-methyl-6-methylsulfanylpyrimidin-4-yl)oxyacetic acid
—— 1-[5-(2,6-dichlorophenylsulfanyl)-4-nitro-2-thienyl]ethanone 1247819-63-1 C12H7Cl2NO3S2
1-[5-(2,6-dichlorophenylsulfanyl)-4-nitro-2-thienyl]ethanone
—— 2-(2-dimethoxy-n-decyl)-2-(2,2-dimethoxyethyl)-1,3-dithiane 116149-49-6 C20H40O4S2
2-(2-dimethoxy-n-decyl)-2-(2,2-dimethoxyethyl)-1,3-dithiane
—— glycolaldehyde dipropyl dithioacetal 81712-70-1 C8H18OS2
glycolaldehyde dipropyl dithioacetal
—— 3-tert-butyl-6-[(2,6-dichlorophenyl)thio][l,2,4]triazolo[4,3-a]pyridine 876372-76-8 C16H15Cl2N3S
3-tert-butyl-6-[(2,6-dichlorophenyl)thio][l,2,4]triazolo[4,3-a]pyridine
—— 8-Bromo-10H-benzo[b]pyrido[2,3-e][1,4]thiazine 93616-78-5 C11H7BrN2S
8-Bromo-10H-benzo[b]pyrido[2,3-e][1,4]thiazine
—— 2,4-diamino-5-propyl-6-(2',6'-dichlorophenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-06-9 C15H15Cl2N5S
2,4-diamino-5-propyl-6-(2',6'-dichlorophenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2-(2,2-dimethoxyethyl)-2-(2,2-dimethoxy-n-propyl)-1,3-dithiane 116149-43-0 C13H26O4S2
2-(2,2-dimethoxyethyl)-2-(2,2-dimethoxy-n-propyl)-1,3-dithiane
—— 2-(2,2-dimethoxyethyl)-2-(3,3-dimethoxy-2-butyl)-1,3-dithiane 116149-54-3 C14H28O4S2
2-(2,2-dimethoxyethyl)-2-(3,3-dimethoxy-2-butyl)-1,3-dithiane
—— 2-(2,2-dimethoxy-n-butyl)-2-(2,2-dimethoxyethyl)-1,3-dithiane 116149-34-9 C14H28O4S2
2-(2,2-dimethoxy-n-butyl)-2-(2,2-dimethoxyethyl)-1,3-dithiane
—— 2,2-bis(2,2-dimethoxyethyl)-1,3-dithiane 116149-38-3 C12H24O4S2
2,2-bis(2,2-dimethoxyethyl)-1,3-dithiane
—— 3-Benzyl-6-(2,2-dimethoxy-ethylsulfanyl)-1H-pyrimidine-2,4-dione 449798-65-6 C15H18N2O4S
3-Benzyl-6-(2,2-dimethoxy-ethylsulfanyl)-1H-pyrimidine-2,4-dione
—— methyl 1-cyano-1-(5-cyano-4-methylthio-2-phenylpyrimidin-6-yl)acetate 118996-67-1 C16H12N4O2S
methyl 1-cyano-1-(5-cyano-4-methylthio-2-phenylpyrimidin-6-yl)acetate
—— (2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl-sulfanyl)-acetaldehyde dimethyl acetal 449798-83-8 C8H12N2O4S
(2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl-sulfanyl)-acetaldehyde dimethyl acetal
—— 5-[2-(Methylsulfanyl)anilino]-1,3,4-thiadiazole-2(3H)-thione 90180-66-8 C9H9N3S3
5-[2-(Methylsulfanyl)anilino]-1,3,4-thiadiazole-2(3H)-thione
—— 3-butyl-5-(4-chlorobenzylthio)-4-(4-hydroxybenzyl)-4H-1,2,4-triazole 137761-50-3 C20H22ClN3OS
3-butyl-5-(4-chlorobenzylthio)-4-(4-hydroxybenzyl)-4H-1,2,4-triazole
—— Diethyl [1-hydroxy-3-(phenylsulfanyl)propyl]phosphonate 89222-48-0 C13H21O4PS
Diethyl [1-hydroxy-3-(phenylsulfanyl)propyl]phosphonate
—— 7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(4-chlorobenzylthio)imidazo<4,5-d>pyridazine 85732-85-0 C17H14Cl2N6S
7-Chloro-4-(3,5-dimethylpyrazol-1-yl)-2-(4-chlorobenzylthio)imidazo<4,5-d>pyridazine
—— (E)-2-methyl-1-methylthio-1-sulfinylpropane 118087-12-0 C5H10OS2
(E)-2-methyl-1-methylthio-1-sulfinylpropane
—— 3-Butyl-4-methyl-2-methylthiothiophene 125150-86-9 C10H16S2
3-Butyl-4-methyl-2-methylthiothiophene
—— 2,6-bis(methylthio)-3-(n-butyl)-4-methylpyridine 128736-19-6 C12H19NS2
2,6-bis(methylthio)-3-(n-butyl)-4-methylpyridine
—— 3-propyl-2,4-dithiahexane 55131-00-5 C7H16S2
3-propyl-2,4-dithiahexane
—— 6-Benzyl-2-(2,2-dimethoxy-ethylsulfanyl)-5-ethyl-3H-pyrimidin-4-one 199851-92-8 C17H22N2O3S
6-Benzyl-2-(2,2-dimethoxy-ethylsulfanyl)-5-ethyl-3H-pyrimidin-4-one
—— 3-(methylthio)hexane 57093-85-3 C7H16S
3-(methylthio)hexane
—— 6-Benzyl-2-(2,2-dimethoxy-ethylsulfanyl)-5-isopropyl-3H-pyrimidin-4-one 199852-00-1 C18H24N2O3S
6-Benzyl-2-(2,2-dimethoxy-ethylsulfanyl)-5-isopropyl-3H-pyrimidin-4-one
—— 2-ethylsulfanyl-hexane 57093-90-0 C8H18S
2-ethylsulfanyl-hexane
—— 3-ethylsulfanyl-2-methyl-pentane 57093-92-2 C8H18S
3-ethylsulfanyl-2-methyl-pentane
—— 1-ethylsulfanyl-2-methyl-1-methylsulfanyl-propane 55131-29-8 C7H16S2
1-ethylsulfanyl-2-methyl-1-methylsulfanyl-propane
—— (4'aR)-4'a,5,5-trimethyl-1'-(phenylsulfanylmethyl)spiro[1,3-dioxane-2,5'-4,6,7,8-tetrahydro-3H-naphthalene]-2'-one 327968-88-7 C23H30O3S
(4'aR)-4'a,5,5-trimethyl-1'-(phenylsulfanylmethyl)spiro[1,3-dioxane-2,5'-4,6,7,8-tetrahydro-3H-naphthalene]-2'-one
—— ethyl thiomethyldiethylamine 3492-79-3 C7H17NS
ethyl thiomethyldiethylamine
—— 3,5-dimethyl-4,4-bis-methylsulfanyl-hex-1-ene 62418-90-0 C10H20S2
3,5-dimethyl-4,4-bis-methylsulfanyl-hex-1-ene
—— methyl 1-cyano-1-(5-cyano-2-methyl-4-methylthiopyrimidin-6-yl)acetate 118996-70-6 C11H10N4O2S
methyl 1-cyano-1-(5-cyano-2-methyl-4-methylthiopyrimidin-6-yl)acetate
—— cyclopropanecarbodithioic acid 35329-06-7 C4H6S2
cyclopropanecarbodithioic acid
—— 1-[1-(3-methylsulfanylphenyl)cyclohexyl]-3,6-dihydro-2H-pyridine 127973-03-9 C18H25NS
1-[1-(3-methylsulfanylphenyl)cyclohexyl]-3,6-dihydro-2H-pyridine
—— rac-(1-Amino-2-mercapto-2-methylpropyl)(methyl)phosphinic acid 80518-02-1 C5H14NO2PS
rac-(1-Amino-2-mercapto-2-methylpropyl)(methyl)phosphinic acid
—— 9-methyl-1-azaphenothiazine 93616-77-4 C12H10N2S
9-methyl-1-azaphenothiazine
—— (5S,6S)-5,6-dihydro-5,6-dimethyl-1,3-dithiolo<4,5-b><1,4>dithiin-2-one 148348-06-5 C7H8OS4
(5S,6S)-5,6-dihydro-5,6-dimethyl-1,3-dithiolo<4,5-b><1,4>dithiin-2-one
—— 2,6,8,10-tetrathiobicyclo[5,3,0]dec-1(7)en-9-one 74962-30-4 C6H6OS4
2,6,8,10-tetrathiobicyclo[5,3,0]dec-1(7)en-9-one
—— 2-(4-chlorobenzylthio)-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-14-7 C13H10ClN3OS2
2-(4-chlorobenzylthio)-7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— 1-bromo-2-((2,2-dimethoxyethyl)sulfanyl)benzene 799766-06-6 C10H13BrO2S
1-bromo-2-((2,2-dimethoxyethyl)sulfanyl)benzene
—— (o-Tolylthio)-acetaldehyd-dimethylacetal 51830-52-5 C11H16O2S
(o-Tolylthio)-acetaldehyd-dimethylacetal
—— N,N’-bis(5-((4-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine 53151-30-7 C19H16Cl2N6S4
N,N’-bis(5-((4-chlorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine