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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-Methylsulfanyl-phenylsulfanyl)-acetonitrile 79506-68-6 C9H9NS2
(4-Methylsulfanyl-phenylsulfanyl)-acetonitrile
—— N-Hydroxy-2-(4-methylsulfanyl-phenylsulfanyl)-acetamidine 79506-77-7 C9H12N2OS2
N-Hydroxy-2-(4-methylsulfanyl-phenylsulfanyl)-acetamidine
—— tert-Butyl-[4-(4-fluoro-phenylsulfanyl)-butoxy]-diphenyl-silane 300706-49-4 C26H31FOSSi
tert-Butyl-[4-(4-fluoro-phenylsulfanyl)-butoxy]-diphenyl-silane
—— 4-(methylsulfinyl)diphenyl sulfide 33689-38-2 C13H12OS2
4-(methylsulfinyl)diphenyl sulfide
—— 5-Fluoro-4-prop-2-ynylsulfanyl-1H-pyrimidin-2-one 105245-96-3 C7H5FN2OS
5-Fluoro-4-prop-2-ynylsulfanyl-1H-pyrimidin-2-one
—— tert-butyl (1R,3S)-1,2,2-trimethyl-3-((4-(methylthio)phenylthio)methyl)cyclopentylcarbamate 1300078-80-1 C21H33NO2S2
tert-butyl (1R,3S)-1,2,2-trimethyl-3-((4-(methylthio)phenylthio)methyl)cyclopentylcarbamate
—— [1,3]Dithiane-2,2-dicarboxylic acid diethyl ester 90956-47-1 C10H16O4S2
[1,3]Dithiane-2,2-dicarboxylic acid diethyl ester
—— [({[2-(Phenylsulfanyl)phenyl]methylidene}amino)oxy]acetic acid 352427-04-4 C15H13NO3S
[({[2-(Phenylsulfanyl)phenyl]methylidene}amino)oxy]acetic acid
—— 2-[2'-(phenylthio)benzyl]pyridine 359015-70-6 C18H15NS
2-[2'-(phenylthio)benzyl]pyridine
—— 2-(Phenylsulfanyl)benzaldehyde oxime 352427-00-0 C13H11NOS
2-(Phenylsulfanyl)benzaldehyde oxime
—— ethyl 2-diazo-3-oxo-3-(2-phenylthio)phenylpropanoate 131327-54-3 C17H14N2O3S
ethyl 2-diazo-3-oxo-3-(2-phenylthio)phenylpropanoate
—— 3-[(2-bromo-5-octylphenyl)thio]benzo[b]thiophene-2-carboxylic acid 1618666-16-2 C23H25BrO2S2
3-[(2-bromo-5-octylphenyl)thio]benzo[b]thiophene-2-carboxylic acid
—— 2-(4-chlorophenyl)-2-[6-(phenylthio)pyridazin-3-yl]acetonitrile 303997-39-9 C18H12ClN3S
2-(4-chlorophenyl)-2-[6-(phenylthio)pyridazin-3-yl]acetonitrile
—— 4-chloro-2-(ethylthio)aniline 107254-78-4 C8H10ClNS
4-chloro-2-(ethylthio)aniline
—— α-phenyl-α-[(4,5,6,7-tetrahydrobenzothiazol-2-yl)thio]acetic acid 85592-39-8 C15H15NO2S2
α-phenyl-α-[(4,5,6,7-tetrahydrobenzothiazol-2-yl)thio]acetic acid
—— (3,4-Dimethoxy-2-thienylthio)-acetic Acid 58386-18-8 C8H10O4S2
(3,4-Dimethoxy-2-thienylthio)-acetic Acid
—— (2-amino-5-chloro-phenylsulfanyl)-acetic acid 418783-16-1 C8H8ClNO2S
(2-amino-5-chloro-phenylsulfanyl)-acetic acid
—— 4-Aza-phenothiazin-10-carbonsaeure-1-methyl-4-amino-piperidid 99002-75-2 C18H20N4OS
4-Aza-phenothiazin-10-carbonsaeure-1-methyl-4-amino-piperidid
—— (+/-)-4-oxo-5-phenyl-4,5-dihydro-11H-pyrrolo[2,1-d][1,5]benzothiazocine 189883-86-1 C19H15NOS
(+/-)-4-oxo-5-phenyl-4,5-dihydro-11H-pyrrolo[2,1-d][1,5]benzothiazocine
—— α-(2-{[(1H-pyrrol-1-yl)methyl]phenyl}thio)phenylacetic acid 189883-85-0 C19H17NO2S
α-(2-{[(1H-pyrrol-1-yl)methyl]phenyl}thio)phenylacetic acid
—— trans-2-(phenylthio)-4-phenylbutyrolactone 62675-52-9 C16H14O2S
trans-2-(phenylthio)-4-phenylbutyrolactone
—— α-[(5-Chlorothiazolo[5,4-b]pyridin-2-yl)thio]α-phenyl acetic acid 85615-12-9 C14H9ClN2O2S2
α-[(5-Chlorothiazolo[5,4-b]pyridin-2-yl)thio]α-phenyl acetic acid
—— 1,1-bis(phenylthio)-2-cyclohexyl-2-ethanone 111731-05-6 C20H22OS2
1,1-bis(phenylthio)-2-cyclohexyl-2-ethanone
—— 4-Phenyl-4-phenylsulfanyl-butyric acid 2-dimethylamino-ethyl ester 47366-25-6 C20H25NO2S
4-Phenyl-4-phenylsulfanyl-butyric acid 2-dimethylamino-ethyl ester
—— 2,2-Dimethyl-2,3-dihydro-pyrido[3,2-e][1,3]thiazin-4-one 118966-07-7 C9H10N2OS
2,2-Dimethyl-2,3-dihydro-pyrido[3,2-e][1,3]thiazin-4-one
—— 2,4-dimethoxy-6-methylsulfanyl-pyrimidine 89943-44-2 C7H10N2O2S
2,4-dimethoxy-6-methylsulfanyl-pyrimidine
—— 2-(7-iodo-2,3-dihydrobenzo[b][1,4]dioxin-6-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-67-3 C19H17IN4O2S
2-(7-iodo-2,3-dihydrobenzo[b][1,4]dioxin-6-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-chloro-4-fluoro-1-methylsulfanylbenzene 917761-33-2 C7H6ClFS
2-chloro-4-fluoro-1-methylsulfanylbenzene
—— 6-Phenylsulfanyl-1,4,4a,8a-tetrahydro-1,4-methano-naphthalene-5,8-dione 95333-41-8 C17H14O2S
6-Phenylsulfanyl-1,4,4a,8a-tetrahydro-1,4-methano-naphthalene-5,8-dione
—— N,N,N',N'-Tetrakis-[2-(4-chloro-phenylsulfanyl)-ethyl]-succinamide 61455-09-2 C36H36Cl4N2O2S4
N,N,N',N'-Tetrakis-[2-(4-chloro-phenylsulfanyl)-ethyl]-succinamide
—— 2H,3H-benzo<1,2-b:4,3:b'>bisthiete 220398-60-7 C8H6S2
2H,3H-benzo<1,2-b:4,3:b'>bisthiete
—— 5-bromo-3-methyl-6-phenylthiouracil 81077-92-1 C11H9BrN2O2S
5-bromo-3-methyl-6-phenylthiouracil
—— (3,3-Dimethyl-2-phenylsulfanylmethyl-cyclohex-1-enyl)-methanol 81054-02-6 C16H22OS
(3,3-Dimethyl-2-phenylsulfanylmethyl-cyclohex-1-enyl)-methanol
—— 1,5-dithia-spiro[5.5]undecan-8-ol 68972-10-1 C9H16OS2
1,5-dithia-spiro[5.5]undecan-8-ol
—— cobalt(2+);tetrathiocyanate —— C4CoN4S4-2
cobalt(2+);tetrathiocyanate
—— 3-(5-methyl-1,3,4-thiadiazol-2-mercapto)-propionitrile 132432-21-4 C6H7N3S2
3-(5-methyl-1,3,4-thiadiazol-2-mercapto)-propionitrile
—— 1-(methylthio)oct-2-ene 91944-69-3 C9H18S
1-(methylthio)oct-2-ene
—— 6,6-dimethyl-2-phenylthiomethyl-1-cyclohexencarboxaldehyde 126087-75-0 C16H20OS
6,6-dimethyl-2-phenylthiomethyl-1-cyclohexencarboxaldehyde
—— 1-methoxy-1-(phenylthio)-1,3-pentadiene 93500-44-8 C12H14OS
1-methoxy-1-(phenylthio)-1,3-pentadiene
—— 1-Methyl-3-methylmercapto-1,2,4-triazolon (5) 53065-41-1 C4H7N3OS
1-Methyl-3-methylmercapto-1,2,4-triazolon (5)
—— 5-Mercaptomethyldihydro-1,2,4-triazolon-3 53065-40-0 C3H5N3OS
5-Mercaptomethyldihydro-1,2,4-triazolon-3
—— <i>N</i>-ethyl-4-(4-nitro-phenylsulfanyl)-aniline 5786-51-6 C14H14N2O2S
<i>N</i>-ethyl-4-(4-nitro-phenylsulfanyl)-aniline
—— (1R,2R)-1-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-2-methoxy-2-phenylsulfanyl-ethanol 134678-19-6 C17H24O4S
(1R,2R)-1-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-2-methoxy-2-phenylsulfanyl-ethanol
—— tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-heptyloxy]-propenyloxy}-dimethyl-silane 200347-28-0 C28H50O3SSi
tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-heptyloxy]-propenyloxy}-dimethyl-silane
—— (E)-1-methoxy-3-methyl-1-(phenylthio)but-1-ene 93500-48-2 C12H16OS
(E)-1-methoxy-3-methyl-1-(phenylthio)but-1-ene
—— (1-Methoxy-heptylsulfanyl)-benzene 89423-38-1 C14H22OS
(1-Methoxy-heptylsulfanyl)-benzene
—— (1-Methoxy-4-methyl-pent-3-enylsulfanyl)-benzene 116204-90-1 C13H18OS
(1-Methoxy-4-methyl-pent-3-enylsulfanyl)-benzene
—— 5H,7H-Dibenzo<b,g><1,5>dithiocin 6-oxide 103896-92-0 C14H12OS2
5H,7H-Dibenzo<b,g><1,5>dithiocin 6-oxide
—— (2R,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-3,3-bis-ethylsulfanyl-10a-methyl-decahydro-1,8,10-trioxa-anthracene-2-carbaldehyde 807616-67-7 C43H66O6S2Si2
(2R,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-3,3-bis-ethylsulfanyl-10a-methyl-decahydro-1,8,10-trioxa-anthracene-2-carbaldehyde
—— Cyclohexyl-phenylsulfanyl-acetaldehyde 115205-38-4 C14H18OS
Cyclohexyl-phenylsulfanyl-acetaldehyde