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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-(3,4-Dichlorphenylthio)phenylessigsaeure 60810-65-3 C14H10Cl2O2S
2-(3,4-Dichlorphenylthio)phenylessigsaeure
—— 2,3-Dicyano-3-methylthioacrylonitrile 56407-94-4 C6H3N3S
2,3-Dicyano-3-methylthioacrylonitrile
—— benzyl-{4-[2-(4-methylsulfanylphenyl)ethyl]pyrimidin-2-yl}amine 1206484-70-9 C20H21N3S
benzyl-{4-[2-(4-methylsulfanylphenyl)ethyl]pyrimidin-2-yl}amine
—— 3-benzo[1,3]dithiol-2-yl-pentane-2,4-dione 59375-99-4 C12H12O2S2
3-benzo[1,3]dithiol-2-yl-pentane-2,4-dione
—— 3-(Methylsulfanyl)-1,1-dioxo-1H-1lambda~6~,4-benzodithiine-2-carbonitrile 87475-55-6 C10H7NO2S3
3-(Methylsulfanyl)-1,1-dioxo-1H-1lambda~6~,4-benzodithiine-2-carbonitrile
—— 2-(3,4-Dichlorphenylthio)phenylacetonitril 60810-63-1 C14H9Cl2NS
2-(3,4-Dichlorphenylthio)phenylacetonitril
—— Dimethylsulfimin 22913-28-6 C2H7NS
Dimethylsulfimin
—— 2,3,5,6-tetrakis(methylsulfanyl)pyridine 246019-28-3 C9H13NS4
2,3,5,6-tetrakis(methylsulfanyl)pyridine
—— 2-(3,4-Dichlorphenylthio)benzylchlorid 60810-61-9 C13H9Cl3S
2-(3,4-Dichlorphenylthio)benzylchlorid
—— 2-(3,4-Dichlorphenylthio)benzoesaeure 50900-45-3 C13H8Cl2O2S
2-(3,4-Dichlorphenylthio)benzoesaeure
—— 5-chloro-3-methylsulfanyl-1,1-dioxo-1λ6,4-benzodithiine-2-carbonitrile 87475-61-4 C10H6ClNO2S3
5-chloro-3-methylsulfanyl-1,1-dioxo-1λ6,4-benzodithiine-2-carbonitrile
—— 3-ethylsulfanyl-1,1-dioxo-1λ6,4-benzodithiine-2-carbonitrile 87475-59-0 C11H9NO2S3
3-ethylsulfanyl-1,1-dioxo-1λ6,4-benzodithiine-2-carbonitrile
—— 2-Cyano-3-(methoxycarbonyl-methylthio)-1,4-benzodithiin-1,1-dioxide 87475-57-8 C12H9NO4S3
2-Cyano-3-(methoxycarbonyl-methylthio)-1,4-benzodithiin-1,1-dioxide
—— 6-Chloro-3-methylsulfanyl-1,1-dioxo-1lambda6,4-benzodithiine-2-carbonitrile 87475-62-5 C10H6ClNO2S3
6-Chloro-3-methylsulfanyl-1,1-dioxo-1lambda6,4-benzodithiine-2-carbonitrile
—— Carbamic acid, dimethyldithio-, acetamidomethyl ester 3659-51-6 C6H12N2OS2
Carbamic acid, dimethyldithio-, acetamidomethyl ester
—— 2-Methoxyhex-4-yn-3-ylsulfanylbenzene 114245-36-2 C13H16OS
2-Methoxyhex-4-yn-3-ylsulfanylbenzene
—— 4-Ethyl-3,3,5,5-tetraoxo-3λ<sup>6</sup>,5λ<sup>6</sup>-[1,3,5]oxadithian-4-ol 63044-73-5 C5H10O6S2
4-Ethyl-3,3,5,5-tetraoxo-3λ<sup>6</sup>,5λ<sup>6</sup>-[1,3,5]oxadithian-4-ol
—— 10-Oxa-15-thia-2-azatricyclo[14.4.0.04,9]icosa-1(20),2,4,6,8,16,18-heptaene 1173702-49-2 C17H17NOS
10-Oxa-15-thia-2-azatricyclo[14.4.0.04,9]icosa-1(20),2,4,6,8,16,18-heptaene
—— 10-Oxa-14-thia-2-azatricyclo[13.4.0.04,9]nonadeca-1(19),2,4,6,8,15,17-heptaene 1173702-48-1 C16H15NOS
10-Oxa-14-thia-2-azatricyclo[13.4.0.04,9]nonadeca-1(19),2,4,6,8,15,17-heptaene
—— 6,7-Dihydrobenzo[e][4,1,8]benzoxathiazecine 1173702-47-0 C15H13NOS
6,7-Dihydrobenzo[e][4,1,8]benzoxathiazecine
—— (2S,4S)-1-(tert-butyldiphenylsilyloxy)-5-(2-(3'-(tert-butyldiphenylsilyloxy)propan-1'-yl)-1,3-dithian-2-yl)-2-(ethoxymethoxy)-4-methoxypentane 1339911-30-6 C48H68O5S2Si2
(2S,4S)-1-(tert-butyldiphenylsilyloxy)-5-(2-(3'-(tert-butyldiphenylsilyloxy)propan-1'-yl)-1,3-dithian-2-yl)-2-(ethoxymethoxy)-4-methoxypentane
—— S-methylsulfanyl 3-methylbutanethioate 60681-94-9 C6H12OS2
S-methylsulfanyl 3-methylbutanethioate
—— 3-acetyl-7,8-dimethoxy-2-methyl-10H-pyrido-[3,2-b][1,4]benzothiazine 1236277-96-5 C16H16N2O3S
3-acetyl-7,8-dimethoxy-2-methyl-10H-pyrido-[3,2-b][1,4]benzothiazine
—— Cyclophan-bispropylenthioketal 132562-50-6 C22H24S4
Cyclophan-bispropylenthioketal
—— tricarbonyl(dispiro{1,3-dithiane-2,1'-{2.2}metacyclophane-10',2''-{1,3}dithiane}-(B))-anti-chromium 132491-52-2 C25H24CrO3S4
tricarbonyl(dispiro{1,3-dithiane-2,1'-{2.2}metacyclophane-10',2''-{1,3}dithiane}-(B))-anti-chromium
—— 1-(4-chloro-2-(methylthio)pyrimidin-5-yl)propan-1-one 1549785-48-9 C8H9ClN2OS
1-(4-chloro-2-(methylthio)pyrimidin-5-yl)propan-1-one
—— (E)-methyl 7-oxo-7-(2-(3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)phenylamino)heptanoate 1133966-21-8 C28H28N4O3S
(E)-methyl 7-oxo-7-(2-(3-(2-(pyridin-2-yl)vinyl)-1H-indazol-6-ylthio)phenylamino)heptanoate
—— 1,1-Diethyldithioformaldoxim 66619-15-6 C5H11NOS2
1,1-Diethyldithioformaldoxim
—— 2-amino-3,5-dicyano-6-cyanomethylmercaptopyrazine 157225-06-4 C8H4N6S
2-amino-3,5-dicyano-6-cyanomethylmercaptopyrazine
—— 6-acetyl-3-amino-2-cyano-7-(methylthio)thieno<2,3-b>pyrazine 79917-16-1 C10H8N4OS2
6-acetyl-3-amino-2-cyano-7-(methylthio)thieno<2,3-b>pyrazine
—— 1-((1E,3E)-2-Chloro-1-ethyl-4-nitro-buta-1,3-dienylsulfanyl)-4-methyl-benzene 77922-29-3 C13H14ClNO2S
1-((1E,3E)-2-Chloro-1-ethyl-4-nitro-buta-1,3-dienylsulfanyl)-4-methyl-benzene
—— 3-(2-aminophenylthio)-5,5-dimethylcyclohex-2-enone 60290-47-3 C14H17NOS
3-(2-aminophenylthio)-5,5-dimethylcyclohex-2-enone
—— 4-p-tolylthiobut-1-en-3-one 132151-58-7 C11H12OS
4-p-tolylthiobut-1-en-3-one
—— 2-(2-(phenylthio)vinyl)thiophene 123432-00-8 C12H10S2
2-(2-(phenylthio)vinyl)thiophene
—— N-<1-(N,N-Dimethylthiocarbamoyl)-1-methyl-3-butenyl>acetamid 107640-44-8 C10H18N2OS
N-<1-(N,N-Dimethylthiocarbamoyl)-1-methyl-3-butenyl>acetamid
—— 4-Piperidinol, 1,2,5-trimethyl-4-[(phenylthio)ethynyl]- 58174-75-7 C16H21NOS
4-Piperidinol, 1,2,5-trimethyl-4-[(phenylthio)ethynyl]-
—— 1-(4-methylphenylthio)-2-hexanone 126856-08-4 C13H18OS
1-(4-methylphenylthio)-2-hexanone
—— 3-methylthio-1,4,2-benzodithiazine 59103-15-0 C8H7NS3
3-methylthio-1,4,2-benzodithiazine
—— erythro-2-(1',1',4'-trimethyl-2'-methoxypenten-4'-yl)-3-(p-tolylthio)oxane —— C21H32O2S
erythro-2-(1',1',4'-trimethyl-2'-methoxypenten-4'-yl)-3-(p-tolylthio)oxane
—— 5-methanesulfonyl-4,7-dihydro-[1,3]dioxepine 41649-08-5 C6H10O4S
5-methanesulfonyl-4,7-dihydro-[1,3]dioxepine
—— (1S,4R,5R,6R)-6-chloro-5-(4-methylphenyl)sulfanylbicyclo[2.2.2]octan-2-one 106988-59-4 C15H17ClOS
(1S,4R,5R,6R)-6-chloro-5-(4-methylphenyl)sulfanylbicyclo[2.2.2]octan-2-one
—— 1,2-Dimethylmercapto-cyclohexen 59103-34-3 C8H14S2
1,2-Dimethylmercapto-cyclohexen
—— 1-Mercapto-2-methylmercapto-cyclohexen 59103-33-2 C7H12S2
1-Mercapto-2-methylmercapto-cyclohexen
—— 2,2-bis(ethylthio)propanoic acid 20461-91-0 C7H14O2S2
2,2-bis(ethylthio)propanoic acid
—— 3-Methylmercapto-5-phenyl-isothiazol 4818-29-5 C10H9NS2
3-Methylmercapto-5-phenyl-isothiazol
—— 2-(4-tolylthio)acetaldehyde 41208-03-1 C9H10OS
2-(4-tolylthio)acetaldehyde
—— 2-tert-butox-2-chloroethyl p-tolyl sulfide 301151-91-7 C13H19ClOS
2-tert-butox-2-chloroethyl p-tolyl sulfide
—— phenylsulfanylmethyl-phosphonic acid monoethyl ester 747407-63-2 C9H13O3PS
phenylsulfanylmethyl-phosphonic acid monoethyl ester
—— (1α,2β,3β,4α)-1,3-Dichlor-2,4-bis(4-tolylthio)cyclopentan 101054-67-5 C19H20Cl2S2
(1α,2β,3β,4α)-1,3-Dichlor-2,4-bis(4-tolylthio)cyclopentan
—— {3-Chloro-2-[(4-methylphenyl)sulfanyl]prop-1-en-1-yl}phosphonic dichloride 87909-86-2 C10H10Cl3OPS
{3-Chloro-2-[(4-methylphenyl)sulfanyl]prop-1-en-1-yl}phosphonic dichloride