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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
—— (4-chloro-phenylsulfanylmethyl)-oxirane 5296-23-1 C9H9ClOS
(4-chloro-phenylsulfanylmethyl)-oxirane
—— (+)<sub>589</sub>-18,18-(Ethylenedithio)-3-(methoxycarbonyl)-2-methyl-4-nonadecanolide 150736-90-6 C24H42O4S2
(+)<sub>589</sub>-18,18-(Ethylenedithio)-3-(methoxycarbonyl)-2-methyl-4-nonadecanolide
—— (-)<sub>589</sub>-18,18-(Ethylenedithio)-3-(methoxycarbonyl)-2-methyl-4-nonadecanolide 101899-76-7 C24H42O4S2
(-)<sub>589</sub>-18,18-(Ethylenedithio)-3-(methoxycarbonyl)-2-methyl-4-nonadecanolide
—— cyclohex-2-enyl t-butyl sulphone 99978-21-9 C10H18O2S
cyclohex-2-enyl t-butyl sulphone
—— N'-tert-Butyl-N,N-dimethylthioharnstoff 14327-02-7 C7H16N2S
N'-tert-Butyl-N,N-dimethylthioharnstoff
—— 1,12-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]dodecane 390800-01-8 C26H32N6S4
1,12-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]dodecane
—— 1,1,1,14,14,14-Hexakis-methylsulfanyl-tetradecane 153557-01-8 C20H42S6
1,1,1,14,14,14-Hexakis-methylsulfanyl-tetradecane
—— methylmercaptopropionaldehyde 89124-35-6 C4H8OS
methylmercaptopropionaldehyde
—— 3,6-Diphenyl-7H-[1,3]thiazolo[2,3-b][1,3,4]thiadiazin-4-ium bromide 112085-09-3 Br*C17H13N2S2
3,6-Diphenyl-7H-[1,3]thiazolo[2,3-b][1,3,4]thiadiazin-4-ium bromide
—— (2S)-2-amino-4-methylpentanethioamide 114747-11-4 C6H14N2S
(2S)-2-amino-4-methylpentanethioamide
—— 1-{[(ethylthio)carbonyl]oxy}ethyl acetate 467229-00-1 C7H12O4S
1-{[(ethylthio)carbonyl]oxy}ethyl acetate
—— 4-oxo-3-(phenylthio)pentanal 173310-65-1 C11H12O2S
4-oxo-3-(phenylthio)pentanal
—— 6-(phenylthio)-2,5-hexanedione 173310-54-8 C12H14O2S
6-(phenylthio)-2,5-hexanedione
—— Pentanal, 4-oxo-5-(phenylthio)- 142841-43-8 C11H12O2S
Pentanal, 4-oxo-5-(phenylthio)-
—— 2,2,6,6-Tetramethyl-4,4-bis(propylsulfanyl)piperidine 112830-73-6 C15H31NS2
2,2,6,6-Tetramethyl-4,4-bis(propylsulfanyl)piperidine
—— (E)-3-phenylsulfanyl-4-trimethylsilyloxypent-3-en-2-one 1020167-88-7 C14H20O2SSi
(E)-3-phenylsulfanyl-4-trimethylsilyloxypent-3-en-2-one
—— 2-methyl-4-oxo-5-(phenylthio)pentanal 173310-52-6 C12H14O2S
2-methyl-4-oxo-5-(phenylthio)pentanal
—— 1,1'-<2-<(2-amminofenil)tio>malonil>dipirrolidina 117378-55-9 C17H23N3O2S
1,1'-<2-<(2-amminofenil)tio>malonil>dipirrolidina
—— 4-oxo-2-(phenylthio)pentanal 173310-64-0 C11H12O2S
4-oxo-2-(phenylthio)pentanal
—— 2-methyl-7-(phenylthio)-3,6-heptandione 173310-55-9 C14H18O2S
2-methyl-7-(phenylthio)-3,6-heptandione
—— 5-oxo-6-(phenylthio)hexanal 173310-56-0 C12H14O2S
5-oxo-6-(phenylthio)hexanal
—— (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(Z)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate 138175-87-8 C27H38O7S2Si
(E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(Z)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate
—— (R*,RS)-methyl 2-<<2'-tert-butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>ethoxy><dimethyl(phenyl)silyl>methyl>prop-2-enoate 145745-80-8 C29H50O6S2Si2
(R*,RS)-methyl 2-<<2'-tert-butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>ethoxy><dimethyl(phenyl)silyl>methyl>prop-2-enoate
—— (1R*,3aR*,4R*,*8bR*)-methyl 1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4-dimethyl(phenyl)silyl-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>difuran-3a-carboxylate 138175-73-2 C28H40O6S2Si
(1R*,3aR*,4R*,*8bR*)-methyl 1-<2'-(2'',2''-dimethoxyethyl)-1',3'-dithian-2'-yl>-4-dimethyl(phenyl)silyl-1,4,5,7,8,8b-hexahydro-3H-benzo<1,2-b:3,4-c'>difuran-3a-carboxylate
—— (E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate 138175-72-1 C27H38O7S2Si
(E)-methyl 2-<1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>-2'-<(E)-2''''-oxotetrahydrofuran-3-ylidene>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate
—— (2S,4R)-1-[2-[2-(4-hydroxyphenyl)ethyl]-1,3-dithian-2-yl]heptadecane-2,4-diol 1056441-46-3 C29H50O3S2
(2S,4R)-1-[2-[2-(4-hydroxyphenyl)ethyl]-1,3-dithian-2-yl]heptadecane-2,4-diol
—— 2,2,6,6-Tetramethyl-4,4-bis(propylsulfanyl)piperidin-1-ol 112830-72-5 C15H31NOS2
2,2,6,6-Tetramethyl-4,4-bis(propylsulfanyl)piperidin-1-ol
—— 4-(Methylsulfonyl)-1-butanol 26981-51-1 C5H12O3S
4-(Methylsulfonyl)-1-butanol
—— 7-methylsulfonyl-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine 1429321-55-0 C11H14N2O4S3
7-methylsulfonyl-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine
—— N-isopropyl-N'-dodecylthiourea 62552-43-6 C16H34N2S
N-isopropyl-N'-dodecylthiourea
—— 4-[4-methyl-2-(1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol 1076222-44-0 C21H16N6OS
4-[4-methyl-2-(1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol
—— 4-methanesulfinyl-butan-1-ol 60270-06-6 C5H12O2S
4-methanesulfinyl-butan-1-ol
—— N<sup>1</sup>,N<sup>1</sup>,N<sup>2</sup>-Triisopropyl-thioharnstoff 24053-64-3 C10H22N2S
N<sup>1</sup>,N<sup>1</sup>,N<sup>2</sup>-Triisopropyl-thioharnstoff
—— 1-imido-2,μ-dithio-dicarbonic acid 1-amide 2-isopropylamide 60791-37-9 C5H11N3S2
1-imido-2,μ-dithio-dicarbonic acid 1-amide 2-isopropylamide
—— 3-Isopropylamino-7-nitro-1,4,2-benzothiadiazine 1,1-dioxide 638210-30-7 C10H11N3O4S2
3-Isopropylamino-7-nitro-1,4,2-benzothiadiazine 1,1-dioxide
—— t-Butyl-glyoxylsaeure-thionisopropylamid 5970-05-8 C9H17NOS
t-Butyl-glyoxylsaeure-thionisopropylamid
—— (α-bromoisopropyl)-isothiocyanate 71055-94-2 C4H6BrNS
(α-bromoisopropyl)-isothiocyanate
—— rac-O-cyclohept-2-enyl N-isopropylmonothiocarbamate 491880-00-3 C11H19NOS
rac-O-cyclohept-2-enyl N-isopropylmonothiocarbamate
—— 1,1-dioxo-N-propan-2-yl-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine 1429321-50-5 C11H11F3N2O2S2
1,1-dioxo-N-propan-2-yl-7-(trifluoromethyl)-1lambda6,4,2-benzodithiazin-3-imine
—— N-isopropyl-2-oxohexanethioamide 95112-88-2 C9H17NOS
N-isopropyl-2-oxohexanethioamide
—— (R)-S-cyclohex-2-enyl N-isopropylmonothiocarbamate 255851-58-2 C10H17NOS
(R)-S-cyclohex-2-enyl N-isopropylmonothiocarbamate
—— 4-(4-Methyl-benzylsulfanyl)-phenol 102273-81-4 C14H14OS
4-(4-Methyl-benzylsulfanyl)-phenol
—— (<i>Z</i>)-2-methylsulfanyl-hex-2-en-4-yne 60813-85-6 C7H10S
(<i>Z</i>)-2-methylsulfanyl-hex-2-en-4-yne
—— 7-oxido-1,1-dioxo-N-propan-2-ylpyrido[4,3-e][1,4,2]dithiazin-7-ium-3-imine 1429321-61-8 C9H11N3O3S2
7-oxido-1,1-dioxo-N-propan-2-ylpyrido[4,3-e][1,4,2]dithiazin-7-ium-3-imine
—— (-)-(S)-O-cyclohex-2-enyl N-isopropylmonothiocarbamate 255851-57-1 C10H17NOS
(-)-(S)-O-cyclohex-2-enyl N-isopropylmonothiocarbamate
—— 1,1-dioxo-N-propan-2-ylpyrido[4,3-e][1,4,2]dithiazin-3-imine 1429321-60-7 C9H11N3O2S2
1,1-dioxo-N-propan-2-ylpyrido[4,3-e][1,4,2]dithiazin-3-imine
—— (+/-)-isopropyl-thiocarbamic acid O-(cyclohex-2-enyl) ester 405238-15-5 C10H17NOS
(+/-)-isopropyl-thiocarbamic acid O-(cyclohex-2-enyl) ester
—— 1,1-Dioxo-3-propan-2-ylimino-1lambda6,4,2-benzodithiazine-7-carbonitrile 1429321-58-3 C11H11N3O2S2
1,1-Dioxo-3-propan-2-ylimino-1lambda6,4,2-benzodithiazine-7-carbonitrile
—— isopropyl-thiocarbamic acid S-((S)-cyclohex-2-enyl) ester 255851-54-8 C10H17NOS
isopropyl-thiocarbamic acid S-((S)-cyclohex-2-enyl) ester
—— 3-isopropyl-1,1-dimethylthiourea 36600-03-0 C6H14N2S
3-isopropyl-1,1-dimethylthiourea