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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-(bromophenyl-2-thioyl)tetrahydro-2H-pyran 620988-02-5 C11H13BrOS
2-(bromophenyl-2-thioyl)tetrahydro-2H-pyran
—— methyl (Z)-2-(N-methyl)aminomethyl-3-phenylthio-2-propenoate 156263-70-6 C12H15NO2S
methyl (Z)-2-(N-methyl)aminomethyl-3-phenylthio-2-propenoate
—— (+)-(S)-1-(phenylthio)pentan-2-ol 1073528-75-2 C11H16OS
(+)-(S)-1-(phenylthio)pentan-2-ol
—— allyl (phenylthio)ethyl ether 122396-65-0 C11H14OS
allyl (phenylthio)ethyl ether
—— (2-bromo-4-chloro-6-(methylthio)pyrimidin-5-yl)(phenyl)methanol 1034619-72-1 C12H10BrClN2OS
(2-bromo-4-chloro-6-(methylthio)pyrimidin-5-yl)(phenyl)methanol
—— 4-butylamino-6-chloro-2-methylthiopyrimidine-5-carbonitrile 169473-38-5 C10H13ClN4S
4-butylamino-6-chloro-2-methylthiopyrimidine-5-carbonitrile
—— 2-[4-(3-Bromopropylsulfanyl)phenyl]acetic acid 185802-94-2 C11H13BrO2S
2-[4-(3-Bromopropylsulfanyl)phenyl]acetic acid
—— 2-(phenylamino)-2-(2-(phenylthio)phenyl)acetonitrile 1529776-75-7 C20H16N2S
2-(phenylamino)-2-(2-(phenylthio)phenyl)acetonitrile
—— 2-(Phenylsulfanyl)ethyl 3-methylbut-2-enoate 60359-71-9 C13H16O2S
2-(Phenylsulfanyl)ethyl 3-methylbut-2-enoate
—— N-benzyl-N-[2-[4-[(4-methoxyphenyl)thio]-phenyl]ethyl]amine 477256-58-9 C22H23NOS
N-benzyl-N-[2-[4-[(4-methoxyphenyl)thio]-phenyl]ethyl]amine
—— tert-butyl N-(5-sec-butyl-6-chloro-2-methylthiopyrimidin-4-yl)-N-(2,2,2-trifluoroethyl)carbamate 944740-22-1 C16H23ClF3N3O2S
tert-butyl N-(5-sec-butyl-6-chloro-2-methylthiopyrimidin-4-yl)-N-(2,2,2-trifluoroethyl)carbamate
—— 5-<i>sec</i>-butyl-2-methylsulfanyl-1<i>H</i>-pyrimidine-4,6-dione 42039-72-5 C9H14N2O2S
5-<i>sec</i>-butyl-2-methylsulfanyl-1<i>H</i>-pyrimidine-4,6-dione
—— 4-difluoromethylthiophenyl isocyanate 50844-56-9 C8H5F2NOS
4-difluoromethylthiophenyl isocyanate
—— Acetic acid, methoxy-, 2-(phenylthio)ethyl ester 60359-69-5 C11H14O3S
Acetic acid, methoxy-, 2-(phenylthio)ethyl ester
—— dimethyl 1-[2-(phenylthio)ethyl]-1H-1,2,3-triazole-4,5-dicarboxylate 478626-19-6 C14H15N3O4S
dimethyl 1-[2-(phenylthio)ethyl]-1H-1,2,3-triazole-4,5-dicarboxylate
—— 2-(Phenylthio)ethyl formate 91228-20-5 C9H10O2S
2-(Phenylthio)ethyl formate
—— dimethyl 2-[2-(phenylthio)ethyl]-2H-1,2,3-triazole-4,5-dicarboxylate 478626-21-0 C14H15N3O4S
dimethyl 2-[2-(phenylthio)ethyl]-2H-1,2,3-triazole-4,5-dicarboxylate
—— (6-amino-4-methylsulfanyl-pyridin-2-yl)-methanol 1158787-60-0 C7H10N2OS
(6-amino-4-methylsulfanyl-pyridin-2-yl)-methanol
—— 1-(4-pyridyl)-3-(5-(4-thiazolyl)methylthio-2-pyridyloxy)pyrrolidine 194667-88-4 C18H18N4OS2
1-(4-pyridyl)-3-(5-(4-thiazolyl)methylthio-2-pyridyloxy)pyrrolidine
—— 5-(2,3-dichlorophenylsulfanyl)-N-methyl-4-nitrothiophene-2-carboxamide 1247820-22-9 C12H8Cl2N2O3S2
5-(2,3-dichlorophenylsulfanyl)-N-methyl-4-nitrothiophene-2-carboxamide
—— S-2,3-dichloroallyl di-isopropylthiocarbamate 17708-57-5 C10H17Cl2NOS
S-2,3-dichloroallyl di-isopropylthiocarbamate
—— 1-bromo-4-[(3-methylbut-3-en-1-yl)sulfanyl]benzene 1360916-04-6 C11H13BrS
1-bromo-4-[(3-methylbut-3-en-1-yl)sulfanyl]benzene
—— 2-chloro-5-(4-thiazolyl)methylthiopyridine 194668-58-1 C9H7ClN2S2
2-chloro-5-(4-thiazolyl)methylthiopyridine
—— tert-pentylthioethanol 26901-96-2 C7H16OS
tert-pentylthioethanol
—— 1,8-Dithiophenyl-3,6-dioxyoctan 30983-01-8 C18H22O2S2
1,8-Dithiophenyl-3,6-dioxyoctan
—— 1,2-bis(2-(pyridin-2-ylthio)ethoxy)ethane 501935-17-7 C16H20N2O2S2
1,2-bis(2-(pyridin-2-ylthio)ethoxy)ethane
—— 3-(2-(2-(2-fluoroethoxy)ethoxy)ethylthio)-4-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)-1,2,5-thiadiazole 1262964-26-0 C14H22FN3O2S2
3-(2-(2-(2-fluoroethoxy)ethoxy)ethylthio)-4-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)-1,2,5-thiadiazole
—— 2-{2-[2-(2-hydroxymethyl-3-methyl-pyridin-4-ylsulfanyl)-ethoxy]-ethoxy}-ethanol 251560-53-9 C13H21NO4S
2-{2-[2-(2-hydroxymethyl-3-methyl-pyridin-4-ylsulfanyl)-ethoxy]-ethoxy}-ethanol
—— 2-(2-(2-(4-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)-1,2,5-thiadiazol-3-ylthio)ethoxy)ethoxy)ethanol 1262964-22-6 C14H23N3O3S2
2-(2-(2-(4-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)-1,2,5-thiadiazol-3-ylthio)ethoxy)ethoxy)ethanol
—— 1,3-Dibenzyl-5-ethylsulfanylpyrimidine-2,4-dione 141075-06-1 C20H20N2O2S
1,3-Dibenzyl-5-ethylsulfanylpyrimidine-2,4-dione
—— 2-bromocyclooctyl bromomethyl sulfone 102683-74-9 C9H16Br2O2S
2-bromocyclooctyl bromomethyl sulfone
—— 2-methyl-6-methylthiothiazolo<4,5-b>pyrazine 87444-44-8 C7H7N3S2
2-methyl-6-methylthiothiazolo<4,5-b>pyrazine
—— 3-(4-fluorophenyl)-6-methyl-4-(4-methylthio)phenyl-pyran-2-one 387866-32-2 C19H15FO2S
3-(4-fluorophenyl)-6-methyl-4-(4-methylthio)phenyl-pyran-2-one
—— N-butyl-2-<(2-pyridylthio)methyl>pyrrolidine 128729-92-0 C14H22N2S
N-butyl-2-<(2-pyridylthio)methyl>pyrrolidine
—— allyl trifluoromethyl sulfone 73587-48-1 C4H5F3O2S
allyl trifluoromethyl sulfone
—— 4,2'-Dinitro-3-methyldiphenylsulfid 53827-86-4 C13H10N2O4S
4,2'-Dinitro-3-methyldiphenylsulfid
—— 2-[3-(1,3-dioxan-2-yl)-2-hydroxyphenyl]sulfanyl-N,N-diethylacetamide 731785-58-3 C16H23NO4S
2-[3-(1,3-dioxan-2-yl)-2-hydroxyphenyl]sulfanyl-N,N-diethylacetamide
—— 3-(Decane-1-sulfinyl)-propan-1-ol 82811-06-1 C13H28O2S
3-(Decane-1-sulfinyl)-propan-1-ol
—— 2-(4'-methyloxycarbonylphenylthio)-6-methylnicotinic acid 889879-79-2 C15H13NO4S
2-(4'-methyloxycarbonylphenylthio)-6-methylnicotinic acid
—— 4-(3-indolylthio)nicotinic acid 242491-29-8 C14H10N2O2S
4-(3-indolylthio)nicotinic acid
—— 1,3-bis(1-propylthio)benzene 21128-52-9 C12H18S2
1,3-bis(1-propylthio)benzene
—— bis-<2,2-bis(methylthio)vinyl> sulphone 89880-21-7 C8H14O2S5
bis-<2,2-bis(methylthio)vinyl> sulphone
—— 3-(2-hydroxymethyl-5-isopropyl-3-pyridin-4-ylmethyl-3H-imidazol-4-ylsulfanyl)-phenol 620969-36-0 C19H21N3O2S
3-(2-hydroxymethyl-5-isopropyl-3-pyridin-4-ylmethyl-3H-imidazol-4-ylsulfanyl)-phenol
—— 2-[3-(4-bromo-phenylsulfanyl)propenyl]thiophene 1223575-21-0 C13H11BrS2
2-[3-(4-bromo-phenylsulfanyl)propenyl]thiophene
—— 5-Anilino-3-methylthio-1,2,4-triazin-6-carbonsaeure 112080-86-1 C11H10N4O2S
5-Anilino-3-methylthio-1,2,4-triazin-6-carbonsaeure
—— 3-methylamino-4-phenylthio-2-butenoic acid ethyl ester 827039-37-2 C13H17NO2S
3-methylamino-4-phenylthio-2-butenoic acid ethyl ester
—— 5,6-Dimethyl-2-methylsulfanyl-thieno[2,3-d][1,3]oxazin-4-one 207744-06-7 C9H9NO2S2
5,6-Dimethyl-2-methylsulfanyl-thieno[2,3-d][1,3]oxazin-4-one
—— 2-Ethylsulfanyl-5,6-dimethyl-thieno[2,3-d][1,3]oxazin-4-one 207744-07-8 C10H11NO2S2
2-Ethylsulfanyl-5,6-dimethyl-thieno[2,3-d][1,3]oxazin-4-one
—— 2-Benzylsulfanyl-5,6-dimethyl-thieno[2,3-d][1,3]oxazin-4-one 207744-08-9 C15H13NO2S2
2-Benzylsulfanyl-5,6-dimethyl-thieno[2,3-d][1,3]oxazin-4-one
—— 1-(4-chloro-phenylsulfanylmethyl)-3-isopropyl-2,2-dioxo-2,3-dihydro-1<i>H</i>-2λ<sup>6</sup>-benzo[1,2,6]thiadiazin-4-one 61225-08-9 C17H17ClN2O3S2
1-(4-chloro-phenylsulfanylmethyl)-3-isopropyl-2,2-dioxo-2,3-dihydro-1<i>H</i>-2λ<sup>6</sup>-benzo[1,2,6]thiadiazin-4-one