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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
—— trimethyl(Z)-α-methylthio-α-(hydroxyimino)orthotrithioacetate 172531-53-2 C6H13NOS4
trimethyl(Z)-α-methylthio-α-(hydroxyimino)orthotrithioacetate
—— S-hexyl hexanethiosulfonate 88130-84-1 C12H26O2S2
S-hexyl hexanethiosulfonate
—— Bis(octadecylsulfanyl)methanone 112096-11-4 C37H74OS2
Bis(octadecylsulfanyl)methanone
—— (2-Chlor-aethyl)-decyl-sulfon 59682-01-8 C12H25ClO2S
(2-Chlor-aethyl)-decyl-sulfon
—— 2-hexylisothiourea hydrobromide 4270-01-3 BrH*C7H16N2S
2-hexylisothiourea hydrobromide
—— 3-Bromo-1-ethenyl-5-(methylsulfanyl)-1H-pyrazole 923036-03-7 C6H7BrN2S
3-Bromo-1-ethenyl-5-(methylsulfanyl)-1H-pyrazole
—— 3-[(4-tetradecylsulfanylphenyl)methyl]-4H-1,2,4-oxadiazol-5-one 850143-56-5 C23H36N2O2S
3-[(4-tetradecylsulfanylphenyl)methyl]-4H-1,2,4-oxadiazol-5-one
—— N-(phenylsulfanylmethyl)morpholine 10316-03-7 C11H15NOS
N-(phenylsulfanylmethyl)morpholine
—— 1-(phenylthio)-4-carbomethoxycyclohexene 60466-70-8 C14H16O2S
1-(phenylthio)-4-carbomethoxycyclohexene
—— [4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone 270927-44-1 C20H24O3S
[4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone
—— [2,2'-bi(1,3-dithianyl-2-yl)](1,3-dithian-2-yl)methanone 1155851-76-5 C13H20OS6
[2,2'-bi(1,3-dithianyl-2-yl)](1,3-dithian-2-yl)methanone
—— 3-Methyl-2-pyridin-2-ylsulfanylpyridine 76093-19-1 C11H10N2S
3-Methyl-2-pyridin-2-ylsulfanylpyridine
—— 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxy-2-thiapentacyclo[19.3.1.1<sup>3,7</sup>.1<sup>9,13</sup>.1<sup>15,19</sup>]octacosa-1(25),3,5,7(26),9,11,13(27),15,17,19(28),21,23-dodecaene 195056-78-1 C43H54O4S
5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxy-2-thiapentacyclo[19.3.1.1<sup>3,7</sup>.1<sup>9,13</sup>.1<sup>15,19</sup>]octacosa-1(25),3,5,7(26),9,11,13(27),15,17,19(28),21,23-dodecaene
—— tert-butyl 4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidine-1-carboxylate 1156468-95-9 C22H25BrN6O4S
tert-butyl 4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidine-1-carboxylate
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9-piperidin-4-yl-9H-purin-6-amine 1156467-71-8 C17H17BrN6O2S
8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9-piperidin-4-yl-9H-purin-6-amine
—— 4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidine-1-carbaldehyde 1156467-75-2 C18H17BrN6O3S
4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidine-1-carbaldehyde
—— 4-(1-methyl-5-phenylthio-1H-1, 2, 4-triazol-3-yl)-2, 4-dioxobutanoic acid ethyl ester 875553-65-4 C15H15N3O4S
4-(1-methyl-5-phenylthio-1H-1, 2, 4-triazol-3-yl)-2, 4-dioxobutanoic acid ethyl ester
—— 1-(o-methylthiophenyl)-4,5-dihydro-5-hydroxy-1H-1,2,3-triazole 108429-49-8 C9H11N3OS
1-(o-methylthiophenyl)-4,5-dihydro-5-hydroxy-1H-1,2,3-triazole
—— α-Cyanthioisobuttersaeureamid 89181-74-8 C5H8N2S
α-Cyanthioisobuttersaeureamid
—— [[2-(2-chloroethoxy)ethyl]thio]ethene 170135-59-8 C6H11ClOS
[[2-(2-chloroethoxy)ethyl]thio]ethene
—— 5-chloro-2-(pyridin-4-ylsulfanyl)-pyridin-3-ylamine 899424-04-5 C10H8ClN3S
5-chloro-2-(pyridin-4-ylsulfanyl)-pyridin-3-ylamine
—— 4-bromobutyl 1,1-dimethylethyl sulfone 1119801-61-4 C8H17BrO2S
4-bromobutyl 1,1-dimethylethyl sulfone
—— 4-bromobutyl 1,1-dimethylethyl sulfide 1119801-76-1 C8H17BrS
4-bromobutyl 1,1-dimethylethyl sulfide
—— methyl 2,2-difluoro-2-(fluorosulfonyl)acetate 27825-80-5 C4H6F2O4S
methyl 2,2-difluoro-2-(fluorosulfonyl)acetate
—— 1-chloro-3-i-propylsulfonylpropane 128147-27-3 C6H13ClO2S
1-chloro-3-i-propylsulfonylpropane
—— 5-nitro-2-phenylsulfanyl-benzenesulfinic acid 200422-32-8 C12H9NO4S2
5-nitro-2-phenylsulfanyl-benzenesulfinic acid
—— 3,5-dichloro-4-[(6-methyl-1H-benzimidazol-2-yl)sulfanyl]aniline 315228-22-9 C14H11Cl2N3S
3,5-dichloro-4-[(6-methyl-1H-benzimidazol-2-yl)sulfanyl]aniline
—— (1E)-1-(phenylsulfanylmethyl)cyclopentadecene 125335-05-9 C22H34S
(1E)-1-(phenylsulfanylmethyl)cyclopentadecene
—— 1-(phenylthiomethyl)cyclopentadecanol 78514-60-0 C22H36OS
1-(phenylthiomethyl)cyclopentadecanol
—— 3,5-Bis(trifluormethylthio)anilin 57830-52-1 C8H5F6NS2
3,5-Bis(trifluormethylthio)anilin
—— cyclopropyl isopropyl sulphone 112981-24-5 C6H12O2S
cyclopropyl isopropyl sulphone
—— 1-chloro-3-i-propylsulfinylpropane 128147-22-8 C6H13ClOS
1-chloro-3-i-propylsulfinylpropane
—— 6-Ethylsulfenyl-6-ethylsulfinyl-4-methylthiomethyleneheptan-3-one 94272-43-2 C13H26O2S3
6-Ethylsulfenyl-6-ethylsulfinyl-4-methylthiomethyleneheptan-3-one
—— Monosulfoxide of Acetaldehyde Diethyl Thioacetal 72796-28-2 C6H14OS2
Monosulfoxide of Acetaldehyde Diethyl Thioacetal
—— 4-isocyanatomethyl-2,2-bis(trifluoromethyl)-[1,3]oxathiolan-5-one 170997-01-0 C7H3F6NO3S
4-isocyanatomethyl-2,2-bis(trifluoromethyl)-[1,3]oxathiolan-5-one
—— 2-(6-(2-amidinoethyl)phenyl)thio-1-(2-amidinoethyl)benzene 1062597-71-0 C18H22N4S
2-(6-(2-amidinoethyl)phenyl)thio-1-(2-amidinoethyl)benzene
—— bis-methylsulfanyl-acetic acid methyl ester 51534-59-9 C5H10O2S2
bis-methylsulfanyl-acetic acid methyl ester
—— 4-(4-(4-methoxyphenylthio)-2,6-dimethylphenyl)thiazol-2-amine 1334923-02-2 C18H18N2OS2
4-(4-(4-methoxyphenylthio)-2,6-dimethylphenyl)thiazol-2-amine
—— N-(4-(4-(4-methoxyphenylthio)-2,6-dimethylphenyl)thiazol-2-yl)isonicotinamide 1334921-43-5 C24H21N3O2S2
N-(4-(4-(4-methoxyphenylthio)-2,6-dimethylphenyl)thiazol-2-yl)isonicotinamide
—— N-{4-(2,6-dimethyl-4-(pyrazin-2-ylthio)phenyl)thiazol-2-yl}isonicotinamide 1439936-14-7 C21H17N5OS2
N-{4-(2,6-dimethyl-4-(pyrazin-2-ylthio)phenyl)thiazol-2-yl}isonicotinamide
—— tert-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)(2-methoxyethyl)amino]methyl}phenyl)thio]-2-methyl-propanoate 881687-22-5 C22H30ClN3O3S
tert-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)(2-methoxyethyl)amino]methyl}phenyl)thio]-2-methyl-propanoate
—— 2-cyano-3-<(4-methylphenyl)thio>cyclopentan-1-one 149325-39-3 C13H13NOS
2-cyano-3-<(4-methylphenyl)thio>cyclopentan-1-one
—— (+/-)-10-phenylthio-1,4-dioxaspiro[4.5]dec-6-en-8-one 173383-41-0 C14H14O3S
(+/-)-10-phenylthio-1,4-dioxaspiro[4.5]dec-6-en-8-one
—— 2-cyclopentanespiro-1,3-dithia-4-cyclohexene 83236-46-8 C15H16N2S2
2-cyclopentanespiro-1,3-dithia-4-cyclohexene
—— (2-amino-5-chloro-3-methyl-phenyl-mercapto)-acetic acid 861870-28-2 C9H10ClNO2S
(2-amino-5-chloro-3-methyl-phenyl-mercapto)-acetic acid
—— (<i>E</i>)-2-methyl-1-methylsulfanyl-but-2-ene 137175-32-7 C6H12S
(<i>E</i>)-2-methyl-1-methylsulfanyl-but-2-ene
—— (R)-1-isothiocyanato-5-(methylsulfinyl)pentane 646-23-1 C7H13NOS2
(R)-1-isothiocyanato-5-(methylsulfinyl)pentane
—— 1,5-dihydro-3-methyl-10-thiaisoalloxazine 65693-74-5 C11H9N3O2S
1,5-dihydro-3-methyl-10-thiaisoalloxazine
—— (<i>E</i>)-1-ethylsulfanyl-2-methyl-but-2-ene 69690-80-8 C7H14S
(<i>E</i>)-1-ethylsulfanyl-2-methyl-but-2-ene
—— 4-chloro-3-hydroxy-1-methyl-5-methylthiopyrazole 92607-63-1 C5H7ClN2OS
4-chloro-3-hydroxy-1-methyl-5-methylthiopyrazole