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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-Amino-6-(2-tert-butoxy-1-methoxyethyl)-2-cyano-7-(methylthio)thieno<2,3-b>pyrazine 117735-02-1 C15H20N4O2S2
3-Amino-6-(2-tert-butoxy-1-methoxyethyl)-2-cyano-7-(methylthio)thieno<2,3-b>pyrazine
—— pyrazinoethylenedioxotetrathiafulvalene 128346-60-1 C10H6N2O2S4
pyrazinoethylenedioxotetrathiafulvalene
—— 1,10-Di-(methylsulphinyl)-decan 28242-22-0 C12H26O2S2
1,10-Di-(methylsulphinyl)-decan
—— (Z)-3,4-Bis-phenylsulfanyl-but-3-en-1-ol 137540-64-8 C16H16OS2
(Z)-3,4-Bis-phenylsulfanyl-but-3-en-1-ol
—— 8-(3-aminonaphthalen-2-ylthio)-9H-purin-6-amine 1289544-46-2 C15H12N6S
8-(3-aminonaphthalen-2-ylthio)-9H-purin-6-amine
—— 2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(but-3-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-98-0 C17H13BrN4O2S
2-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-1-(but-3-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 1,4-Bis-(2-amino-aethyl-dithio)-butan 92443-09-9 C8H20N2S4
1,4-Bis-(2-amino-aethyl-dithio)-butan
—— N-Methyl-N-<2-(6-phenyl-1,2,4,5-tetrazin-3-yl)thioethyl>-cyanamid 137481-85-7 C12H12N6S
N-Methyl-N-<2-(6-phenyl-1,2,4,5-tetrazin-3-yl)thioethyl>-cyanamid
—— 5-<(2-hydroxyethyl)thio>-6-methyl-2-(phenylmethyl)-4(1H)-pyrimidinone 82551-98-2 C14H16N2O2S
5-<(2-hydroxyethyl)thio>-6-methyl-2-(phenylmethyl)-4(1H)-pyrimidinone
—— S-Methallyl-isothioharnstoff 44744-78-7 C5H10N2S
S-Methallyl-isothioharnstoff
—— 5-<(2-hydroxyethyl)thio>-6-methyl-2-(trichloromethyl)-4(1H)-pyrimidinone 82551-97-1 C8H9Cl3N2O2S
5-<(2-hydroxyethyl)thio>-6-methyl-2-(trichloromethyl)-4(1H)-pyrimidinone
—— S-2-((5-(Phenylthio)pentyl)amino)ethyl thiosulfate 21224-79-3 C13H21NO3S3
S-2-((5-(Phenylthio)pentyl)amino)ethyl thiosulfate
—— N-Methyl-N-<2-(6-dimethylamino-1,2,4,5-tetrazin-3-yl)thioethyl>-cyanamid 137481-83-5 C8H13N7S
N-Methyl-N-<2-(6-dimethylamino-1,2,4,5-tetrazin-3-yl)thioethyl>-cyanamid
—— N-Methyl-N-<2-(6-methylthio-1,2,4,5-tetrazin-3-yl)oxyethyl>-cyanamid 137481-77-7 C7H10N6OS
N-Methyl-N-<2-(6-methylthio-1,2,4,5-tetrazin-3-yl)oxyethyl>-cyanamid
—— 5,7-diethyl-3-phenylthio-1,6-naphthyridin-2(1H)-one 146720-50-5 C18H18N2OS
5,7-diethyl-3-phenylthio-1,6-naphthyridin-2(1H)-one
—— N-Methyl-N-<2-(6-methylthio-1,2,4,5-tetrazin-3-yl)methylaminoethyl>-cyanamid 137481-87-9 C8H13N7S
N-Methyl-N-<2-(6-methylthio-1,2,4,5-tetrazin-3-yl)methylaminoethyl>-cyanamid
—— 3-amino-4-(2,5-dichlorophenylthio)benzonitrile 1154901-65-1 C13H8Cl2N2S
3-amino-4-(2,5-dichlorophenylthio)benzonitrile
—— 3,4,5,6-tetrahydro-2H-benzo<b>thiocin 84346-40-7 C11H14S
3,4,5,6-tetrahydro-2H-benzo<b>thiocin
—— 2-(6-methyl-2-phenylpyrimidin-4-ylthio)acetic acid 1239849-18-3 C13H12N2O2S
2-(6-methyl-2-phenylpyrimidin-4-ylthio)acetic acid
—— 6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 439128-81-1 C11H10N4S
6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— Trifluormethylmercaptomethylmercapto-benzol 829-96-9 C8H7F3S2
Trifluormethylmercaptomethylmercapto-benzol
—— 2-(6-methyl-2-phenylpyrimidin-4-ylthio)acetohydrazide 1632027-85-0 C13H14N4OS
2-(6-methyl-2-phenylpyrimidin-4-ylthio)acetohydrazide
—— 5-ethyl-1-benzyloxymethyl-6-(3,5-dimethylphenylthio)uracil 136105-76-5 C22H24N2O3S
5-ethyl-1-benzyloxymethyl-6-(3,5-dimethylphenylthio)uracil
—— (3S,4S)-1-methanesulfinyl-3,4-dimethyl-1-methylsulfanyl-cyclopentane 921210-48-2 C9H18OS2
(3S,4S)-1-methanesulfinyl-3,4-dimethyl-1-methylsulfanyl-cyclopentane
—— 1-Propyl-3-ethyl-6-ethoxy-1H-pyrimido<5.4-b><1.4>thiazin-2.4.7(3H.6H.8H)-trion 96431-43-5 C13H19N3O4S
1-Propyl-3-ethyl-6-ethoxy-1H-pyrimido<5.4-b><1.4>thiazin-2.4.7(3H.6H.8H)-trion
—— methyl (1R,2R,4R,6S)-1,6-dimethyl-5-oxobicyclo[2.2.2]octane-spiro[8,2']-1,3-dithiolane-2-carboxylate 1017577-08-0 C14H20O3S2
methyl (1R,2R,4R,6S)-1,6-dimethyl-5-oxobicyclo[2.2.2]octane-spiro[8,2']-1,3-dithiolane-2-carboxylate
—— 2-(4-chlorophenyl)-2-(phenylsulfanyl)cyclohept-4-enone 878480-54-7 C19H17ClOS
2-(4-chlorophenyl)-2-(phenylsulfanyl)cyclohept-4-enone
—— 2,7-dimethyl-2,7-di(phenylsulfenyl)octane-3,6-dione 474304-47-7 C22H26O2S2
2,7-dimethyl-2,7-di(phenylsulfenyl)octane-3,6-dione
—— (4'aα)-Tetrahydro-4'a,7',7'-trimethylspiro<1,3-dithiolane-2,2'(3'H)-naphthalen>-5'(6'H)-one 32624-49-0 C15H22OS2
(4'aα)-Tetrahydro-4'a,7',7'-trimethylspiro<1,3-dithiolane-2,2'(3'H)-naphthalen>-5'(6'H)-one
—— Z-3-chloro-2-(phenylthio)propenamide 936908-49-5 C9H8ClNOS
Z-3-chloro-2-(phenylthio)propenamide
—— 3-Amino-5,6-(1',2',4'-triazolyl-3',4')-thiadazin 74599-53-4 C4H5N5S
3-Amino-5,6-(1',2',4'-triazolyl-3',4')-thiadazin
—— (E)-3-(4-Amino-4H-[1,2,4]triazol-3-ylsulfanyl)-acrylic acid methyl ester 126335-05-5 C6H8N4O2S
(E)-3-(4-Amino-4H-[1,2,4]triazol-3-ylsulfanyl)-acrylic acid methyl ester
—— 6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]-thiadiazine 22184-41-4 C10H7BrN4S
6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]-thiadiazine
—— 2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine-4,6-diol 654073-09-3 C11H8ClFN2O2S
2-[(3-chloro-2-fluorobenzyl)thio]pyrimidine-4,6-diol
—— 3-hydroxybutyl p-tolyl sulfide 126665-13-2 C11H16OS
3-hydroxybutyl p-tolyl sulfide
—— 1-(4-chlorophenyl)-1-(phenylsulfanyl)hex-5-en-2-one 878480-40-1 C18H17ClOS
1-(4-chlorophenyl)-1-(phenylsulfanyl)hex-5-en-2-one
—— 4-(4-chlorophenyl)-4-(phenylsulfanyl)nona-1,8-dien-5-one 878480-47-8 C21H21ClOS
4-(4-chlorophenyl)-4-(phenylsulfanyl)nona-1,8-dien-5-one
—— 6-(2-methyl-2-phenylthiopropyl)-1,4-dioxaspiro<4,4>nonane 163068-95-9 C17H24O2S
6-(2-methyl-2-phenylthiopropyl)-1,4-dioxaspiro<4,4>nonane
—— 1-<bis(phenylthio)methyl>-3-methylcyclohex-2-en-1-ol 104130-10-1 C20H22OS2
1-<bis(phenylthio)methyl>-3-methylcyclohex-2-en-1-ol
—— tert-Butyl-{(6R,7S)-6-methyl-7-[(R)-1-methyl-2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-1,4-dioxa-spiro[4.4]non-6-ylmethoxy}-diphenyl-silane 177326-19-1 C33H48O3S2Si
tert-Butyl-{(6R,7S)-6-methyl-7-[(R)-1-methyl-2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-1,4-dioxa-spiro[4.4]non-6-ylmethoxy}-diphenyl-silane
—— Acetic acid (S)-2,2-dimethyl-6,10-dithia-spiro[4.5]dec-1-yl ester 152455-21-5 C12H20O2S2
Acetic acid (S)-2,2-dimethyl-6,10-dithia-spiro[4.5]dec-1-yl ester
—— 6-benzyl-2-methyl-8,8-bis(phenylsulfanyl)oct-1-ene 222547-37-7 C28H32S2
6-benzyl-2-methyl-8,8-bis(phenylsulfanyl)oct-1-ene
—— 2-chloro-4-((4-methoxyphenyl)thio)pyrimidine 213747-64-9 C11H9ClN2OS
2-chloro-4-((4-methoxyphenyl)thio)pyrimidine
—— 1-[(2-hydroxy-3,3-dimethyl-1-phenylsulfanyl)butyl]cyclohexanol 253797-50-1 C18H28O2S
1-[(2-hydroxy-3,3-dimethyl-1-phenylsulfanyl)butyl]cyclohexanol
—— Acetic acid 2,2-dimethyl-6,10-dithia-spiro[4.5]dec-1-yl ester 177099-46-6 C12H20O2S2
Acetic acid 2,2-dimethyl-6,10-dithia-spiro[4.5]dec-1-yl ester
—— 1,1-Bis-(phenylthio)-octan-2-ol 69036-36-8 C20H26OS2
1,1-Bis-(phenylthio)-octan-2-ol
—— 1-[(2-hydroxy-3-methyl-1-phenylsulfanyl)butyl]cyclohexanol 253797-49-8 C17H26O2S
1-[(2-hydroxy-3-methyl-1-phenylsulfanyl)butyl]cyclohexanol
—— 4,5-bisphenylthiohepta-1,3-diene 98793-34-1 C19H20S2
4,5-bisphenylthiohepta-1,3-diene
—— 1,1-Bis-(phenylthio)-butan-2-ol 71221-30-2 C16H18OS2
1,1-Bis-(phenylthio)-butan-2-ol
—— ((R)-2-Methyl-pent-3-ynylsulfanyl)-benzene 143619-07-2 C12H14S
((R)-2-Methyl-pent-3-ynylsulfanyl)-benzene