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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-Allylsulfanyl-5-thiocyanatomethylsulfanyl-[1,3,4]thiadiazole 56492-76-3 C7H7N3S4
2-Allylsulfanyl-5-thiocyanatomethylsulfanyl-[1,3,4]thiadiazole
—— (3R,5R)-(+)-5-(2-Ethyl-1,3-dithian-2-yl)-5-hydroxy-3-methyl-1-(((triethylsilyl)oxy)methyl)-3-((trimethylsilyl)oxy)cyclopentene 121888-14-0 C22H44O3S2Si2
(3R,5R)-(+)-5-(2-Ethyl-1,3-dithian-2-yl)-5-hydroxy-3-methyl-1-(((triethylsilyl)oxy)methyl)-3-((trimethylsilyl)oxy)cyclopentene
—— [LuI2(2-propanol)4]I 667419-69-4 C12H32I2LuO4*I
[LuI2(2-propanol)4]I
—— (1'S,1S,2S,3R,4R,6S)-2,6-dimethyl-3-<(((1'-phenylethyl)amino)carbonyl)oxy>-4-(phenylthio)cyclohexane-1,2-diol 1,2-acetonide 82769-84-4 C26H33NO4S
(1'S,1S,2S,3R,4R,6S)-2,6-dimethyl-3-<(((1'-phenylethyl)amino)carbonyl)oxy>-4-(phenylthio)cyclohexane-1,2-diol 1,2-acetonide
—— 4-[1-(3,4-dimethoxyphenyl)ethyl]-2-phenyl-5-(phenylsulfanyl)thiazole 1253755-54-2 C25H23NO2S2
4-[1-(3,4-dimethoxyphenyl)ethyl]-2-phenyl-5-(phenylsulfanyl)thiazole
—— 2-diethylamino-4-methylsulfanyl-6,7-dihydro-oxazolo[3,2-<i>a</i>][1,3,5]triazinylium; chloride 69825-92-9 C10H17N4OS*Cl
2-diethylamino-4-methylsulfanyl-6,7-dihydro-oxazolo[3,2-<i>a</i>][1,3,5]triazinylium; chloride
—— 1-((6-chloro-1,3-benzodioxol-5-yl) methyl)-2-(alpha-hydroxy-(phenylmethyl))-4-((4-methoxyphenyl)thio)-1H-imidazole-5-carboxaldehyde 177845-46-4 C26H21ClN2O5S
1-((6-chloro-1,3-benzodioxol-5-yl) methyl)-2-(alpha-hydroxy-(phenylmethyl))-4-((4-methoxyphenyl)thio)-1H-imidazole-5-carboxaldehyde
—— (6-phenyl-1,4-dithia-spiro[4.5]dec-6-yl)-acetic acid 34219-59-5 C16H20O2S2
(6-phenyl-1,4-dithia-spiro[4.5]dec-6-yl)-acetic acid
—— 2-Isobutyl-2,3-dimethyl-3-phenyl-[1,3]thiaphosphinan-3-ium; iodide 51329-26-1 C16H26PS*I
2-Isobutyl-2,3-dimethyl-3-phenyl-[1,3]thiaphosphinan-3-ium; iodide
—— N-(3-Chloro-4-phenylsulfanyl-phenyl)-propionamide 32631-33-7 C15H14ClNOS
N-(3-Chloro-4-phenylsulfanyl-phenyl)-propionamide
—— 3-(2,2-Dimethyl-propyl)-cyclopropene 39647-70-6 C8H14
3-(2,2-Dimethyl-propyl)-cyclopropene
—— 35800-70-5 C9H18N2O2S2
—— (2R)-2-[[6-amino-2-[[(3-chlorophenyl)methyl]thio]-4-pyrimidinyl]amino]-1-propanol 354582-95-9 C14H17ClN4OS
(2R)-2-[[6-amino-2-[[(3-chlorophenyl)methyl]thio]-4-pyrimidinyl]amino]-1-propanol
—— 4-chloro-5-thiophen-2-ylmethylsulfanyl-2<i>H</i>-pyridazin-3-one 5569-00-6 C9H7ClN2OS2
4-chloro-5-thiophen-2-ylmethylsulfanyl-2<i>H</i>-pyridazin-3-one
—— N-Phenyl-thiol-oxalimidsaeure-nitril-o-tolylester 22198-00-1 C15H12N2S
N-Phenyl-thiol-oxalimidsaeure-nitril-o-tolylester
—— 4-Mercapto-5-benzylthio-3-pyridazinon 21130-97-2 C11H10N2OS2
4-Mercapto-5-benzylthio-3-pyridazinon
—— 4-methyl-5-thiocyanato-2-<i>p</i>-tolylsulfanyl-thiazole 35534-82-8 C12H10N2S3
4-methyl-5-thiocyanato-2-<i>p</i>-tolylsulfanyl-thiazole
—— 2-Ethylthio-5-fluor-pyrimidin-6-carboxaldehyd 17011-84-6 C7H7FN2O2S
2-Ethylthio-5-fluor-pyrimidin-6-carboxaldehyd
—— Diphenyl-{2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylsulfanyl]-ethyl}-phosphane 798548-40-0 C26H30BO2PS
Diphenyl-{2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylsulfanyl]-ethyl}-phosphane
—— 1-(2,6-diisopropylphenyl)-3-[4-(pyridine-2-ylsulfanyl)-phenyl]-urea 1155798-83-6 C24H27N3OS
1-(2,6-diisopropylphenyl)-3-[4-(pyridine-2-ylsulfanyl)-phenyl]-urea
—— thiophosphoric acid <i>O</i>,<i>O</i>'-diethyl ester <i>S</i>-(5-ethylsulfanyl-2-oxo-[1,3,4]thiadiazol-3-ylmethyl) ester 94504-01-5 C9H17N2O4PS3
thiophosphoric acid <i>O</i>,<i>O</i>'-diethyl ester <i>S</i>-(5-ethylsulfanyl-2-oxo-[1,3,4]thiadiazol-3-ylmethyl) ester
—— 2-Brompropyl-sulfenylchlorid 857193-48-7 C3H6BrClS
2-Brompropyl-sulfenylchlorid
—— [2-Methyl-1-morpholin-4-yl-prop-(E)-ylidene]-((1S,2S)-2-phenylsulfanyl-cyclohexyl)-amine 93740-74-0 C20H30N2OS
[2-Methyl-1-morpholin-4-yl-prop-(E)-ylidene]-((1S,2S)-2-phenylsulfanyl-cyclohexyl)-amine
—— 5,5-bis(phenylthio)-1-hexene 161145-63-7 C18H20S2
5,5-bis(phenylthio)-1-hexene
—— Methyltrimethylsilyldithioacetate 118657-36-6 C6H14S2Si
Methyltrimethylsilyldithioacetate
—— 2,7(6):3,6(7)-Bis[2-thioxo-1,3-dithiole-4,5-diylbisthiobis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene 205654-69-9 C36H48O8S18
2,7(6):3,6(7)-Bis[2-thioxo-1,3-dithiole-4,5-diylbisthiobis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)dioxybis(ethane-1,2-diyl)bisthio]tetrathiafulvalene
—— (2Z,8E)-(5S,7S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-chloro-phenylsulfanyl)-3-phenylselanyl-nona-2,8-dienoic acid ethyl ester 138325-25-4 C35H53ClO4SSeSi2
(2Z,8E)-(5S,7S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-9-(4-chloro-phenylsulfanyl)-3-phenylselanyl-nona-2,8-dienoic acid ethyl ester
—— but-2-yne;N,N-dimethylcarbamodithioate;niobium(3+) 205488-27-3 C13H24N3NbS6
but-2-yne;N,N-dimethylcarbamodithioate;niobium(3+)
—— 2-(2-Phenylmercapto-aethylamino)-aethanthiol 695806-12-3 C10H15NS2
2-(2-Phenylmercapto-aethylamino)-aethanthiol
—— N,N-diethylcarbamodithioate;hex-3-yne;niobium(3+) 205488-40-0 C21H40N3NbS6
N,N-diethylcarbamodithioate;hex-3-yne;niobium(3+)
—— <i>cis</i>-1-ethanesulfonyl-2-(nonane-1-sulfonyl)-ethene 30651-86-6 C13H26O4S2
<i>cis</i>-1-ethanesulfonyl-2-(nonane-1-sulfonyl)-ethene
—— N-Ethyl-thiopropionimidic acid methyl ester 39157-50-1 C6H13NS
N-Ethyl-thiopropionimidic acid methyl ester
—— {6-fluoro-2-methyl-3-[4-(pyrrolidine-1-carbonyl)phenylsulfanyl]indolizin-1-yl}acetic acid 1036713-48-0 C22H21FN2O3S
{6-fluoro-2-methyl-3-[4-(pyrrolidine-1-carbonyl)phenylsulfanyl]indolizin-1-yl}acetic acid
—— 2-Butyl-2-dimethylamino-dithiolan-1,3 22260-62-4 C9H19NS2
2-Butyl-2-dimethylamino-dithiolan-1,3
—— 2-Ethyl-3-n-propyl-2-thiacyclobuten-1.1-dioxid 33527-45-6 C8H14O2S
2-Ethyl-3-n-propyl-2-thiacyclobuten-1.1-dioxid
—— 2-(1-benzyl-but-2-ynylsulfanyl)-4,5-dihydro-thiazole 37125-78-3 C14H15NS2
2-(1-benzyl-but-2-ynylsulfanyl)-4,5-dihydro-thiazole
—— bis(O,O'-dimethyldithiophosphate)platinum(II) 66496-33-1 C4H12O4P2PtS4
bis(O,O'-dimethyldithiophosphate)platinum(II)
—— (4E)-5-(3-hydroxyoct-1-en-2-ylsulfinyl)undeca-1,4-dien-6-ol 77132-07-1 C19H34O3S
(4E)-5-(3-hydroxyoct-1-en-2-ylsulfinyl)undeca-1,4-dien-6-ol
—— 1-(p-chlorophenylthio)-1-nitrodecane 1402832-97-6 C16H24ClNO2S
1-(p-chlorophenylthio)-1-nitrodecane
—— 5,5-difluoro-3-iodo-5-phenylsulfanylpentanenitrile 1016166-37-2 C11H10F2INS
5,5-difluoro-3-iodo-5-phenylsulfanylpentanenitrile
—— 3-(bromomethyl)-2-cyclopropyl-6-fluoro-4,7-bis((4-isopropylphenyl)thio)quinoline 1202383-71-8 C31H31BrFNS2
3-(bromomethyl)-2-cyclopropyl-6-fluoro-4,7-bis((4-isopropylphenyl)thio)quinoline
—— ((2-cyclopropyl-6-fluoro-4,7-bis((3-methoxyphenyl)thio)quinolin-3-yl)methyl)diphenylphosphine oxide 1202383-51-4 C39H33FNO3PS2
((2-cyclopropyl-6-fluoro-4,7-bis((3-methoxyphenyl)thio)quinolin-3-yl)methyl)diphenylphosphine oxide
—— Benzene, [(2-methoxy-1-phenyl-4-pentenyl)thio]-, (R*,R*)- 129732-84-9 C18H20OS
Benzene, [(2-methoxy-1-phenyl-4-pentenyl)thio]-, (R*,R*)-
—— 4-(6-Chloro-thieno[2,3-b]thiochromen-4-ylidene)-1-methyl-piperidine 13125-30-9 C17H16ClNS2
4-(6-Chloro-thieno[2,3-b]thiochromen-4-ylidene)-1-methyl-piperidine
—— 2-(O,O-Diethyl-phosphorothiolyl)-4,6-bis(isopropylxanthyl)-s-triazin 10158-80-2 C15H24N3O5PS5
2-(O,O-Diethyl-phosphorothiolyl)-4,6-bis(isopropylxanthyl)-s-triazin
—— 2-[[2-bromo-5-[[(3-bromophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol 333743-91-2 C15H14Br2N4OS2
2-[[2-bromo-5-[[(3-bromophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-(2R)-1-propanol
—— (R)-3-fluoro-4-{3-[(S)-2-oxo-3-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)-oxazolidin-5-yl]-propylamino}-4,5-dihydro-pyrrolo[3,2,1-de][1,5]naphthyridin-7-one 1220977-57-0 C23H21FN6O4S
(R)-3-fluoro-4-{3-[(S)-2-oxo-3-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazin-6-yl)-oxazolidin-5-yl]-propylamino}-4,5-dihydro-pyrrolo[3,2,1-de][1,5]naphthyridin-7-one
—— Ethyl-[2-(2-phenylsulfanyl-ethanesulfonyl)-ethyl]-m-tolyl-amine 21814-47-1 C19H25NO2S2
Ethyl-[2-(2-phenylsulfanyl-ethanesulfonyl)-ethyl]-m-tolyl-amine
—— (Z)-4-ethyl-5-(phenylthio)-4-decene 661489-20-9 C18H28S
(Z)-4-ethyl-5-(phenylthio)-4-decene
—— Dithiocarbonic acid S-methyl ester S-(2-methyl-1-phenethyl-allyl) ester 74940-35-5 C14H18OS2
Dithiocarbonic acid S-methyl ester S-(2-methyl-1-phenethyl-allyl) ester