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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
—— cis-4-phenylthio-3-octen-2-one 80650-95-9 C14H18OS
cis-4-phenylthio-3-octen-2-one
—— 1-(4-nitro-2-phenylsulfanylbenzyl)-1H-imidazole 1229598-13-3 C16H13N3O2S
1-(4-nitro-2-phenylsulfanylbenzyl)-1H-imidazole
—— 7-ethoxy-5-methylsulfanyl-2-pyridin-3-yl-oxazolo[5,4-d]pyrimidine 1314866-87-9 C13H12N4O2S
7-ethoxy-5-methylsulfanyl-2-pyridin-3-yl-oxazolo[5,4-d]pyrimidine
—— 1-(bromomethyl)-4-nitro-2-phenylsulfanyl-benzene 1229598-17-7 C13H10BrNO2S
1-(bromomethyl)-4-nitro-2-phenylsulfanyl-benzene
—— 1,1-bis(phenylthio)-1-phenylbut-3-ene 77815-77-1 C22H20S2
1,1-bis(phenylthio)-1-phenylbut-3-ene
—— [4-(ethylthio)-2-methylphenyl]-boronic acid 777944-00-0 C9H13BO2S
[4-(ethylthio)-2-methylphenyl]-boronic acid
—— 1,1-bis(phenylthio)-1-phenylbutane 77815-75-9 C22H22S2
1,1-bis(phenylthio)-1-phenylbutane
—— 1,1-bis(phenylthio)-1-phenyltridecane 77829-72-2 C31H40S2
1,1-bis(phenylthio)-1-phenyltridecane
—— 2-Hex-5-enyl-2-phenyl-[1,3]dithiane 88563-41-1 C16H22S2
2-Hex-5-enyl-2-phenyl-[1,3]dithiane
—— {1-[hydroxy-(2-phenyl-[1,3]-dithian-2-yl)-methyl]pentyl}-carbamic acid tert-butyl ester 440125-25-7 C21H33NO3S2
{1-[hydroxy-(2-phenyl-[1,3]-dithian-2-yl)-methyl]pentyl}-carbamic acid tert-butyl ester
—— 2-cyclohexyl-1,6-dihydro-4-(methylthio)-6-oxo-5-pyrimidinecarbonitrile 119896-59-2 C12H15N3OS
2-cyclohexyl-1,6-dihydro-4-(methylthio)-6-oxo-5-pyrimidinecarbonitrile
—— 8-[3-(1-Imidazolyl)-1-propyl]-10H-pyrazino[2,3-b][1,4]benzothiazine 203654-99-3 C16H15N5S
8-[3-(1-Imidazolyl)-1-propyl]-10H-pyrazino[2,3-b][1,4]benzothiazine
—— N-[amino(imino)methyl]-2-(mesitylthio)acetamide 1356959-31-3 C12H17N3OS
N-[amino(imino)methyl]-2-(mesitylthio)acetamide
—— 3,4,5-tris(p-tolyl-thio)nitrobenzene 129976-44-9 C27H23NO2S3
3,4,5-tris(p-tolyl-thio)nitrobenzene
—— (E)-(S)-4-Methyl-1-phenyl-3-phenylsulfanyl-hex-4-en-1-ol 203174-47-4 C19H22OS
(E)-(S)-4-Methyl-1-phenyl-3-phenylsulfanyl-hex-4-en-1-ol
—— (2,6-dithia-1,7(2,5)-1,3,4-oxadiazola)cyclodecaphane-4-one 1375488-84-8 C10H10N4O3S2
(2,6-dithia-1,7(2,5)-1,3,4-oxadiazola)cyclodecaphane-4-one
—— methyl 3-(2-methoxycarbonylmethylthiophenyl)propionate 108495-53-0 C13H16O4S
methyl 3-(2-methoxycarbonylmethylthiophenyl)propionate
—— 1,3-bis[(5-carbethoxymethylmercapto)-1,3,4-oxadiazol-2-yl]propane 1375488-82-6 C15H20N4O6S2
1,3-bis[(5-carbethoxymethylmercapto)-1,3,4-oxadiazol-2-yl]propane
—— 3-chlorodibenzo[b,f][1,4,5]thiadiazepine 81246-30-2 C12H7ClN2S
3-chlorodibenzo[b,f][1,4,5]thiadiazepine
—— 6-methoxy-3-methyl-1<i>H</i>-pyrido[2,3-<i>b</i>][1,4]thiazin-2-one 116081-08-4 C9H10N2O2S
6-methoxy-3-methyl-1<i>H</i>-pyrido[2,3-<i>b</i>][1,4]thiazin-2-one
—— C,C,C-Trifluoro-N-(4-methyl-2-phenylsulfanyl-phenyl)-methanesulfonamide 62705-76-4 C14H12F3NO2S2
C,C,C-Trifluoro-N-(4-methyl-2-phenylsulfanyl-phenyl)-methanesulfonamide
—— benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-acetylamino-ethyl) ester 35805-96-0 C16H15N3O2S2
benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-acetylamino-ethyl) ester
—— 2-benzyl-5-methoxy-4-(methylthio)pyridazin-3(2H)-one 1200133-44-3 C13H14N2O2S
2-benzyl-5-methoxy-4-(methylthio)pyridazin-3(2H)-one
—— 3,4-dibromo-5-(methylthio)pyrazole 923036-06-0 C4H4Br2N2S
3,4-dibromo-5-(methylthio)pyrazole
—— tert-butyl {2-[(3'-nitropyridin-2'-yl)sulfanyl]ethyl}carbamate 1228879-94-4 C12H17N3O4S
tert-butyl {2-[(3'-nitropyridin-2'-yl)sulfanyl]ethyl}carbamate
—— Methanethiosulfonic acid S-(2-dimethylamino-3-methanesulfonylsulfanyl-propyl) ester 17606-30-3 C7H17NO4S4
Methanethiosulfonic acid S-(2-dimethylamino-3-methanesulfonylsulfanyl-propyl) ester
—— (2-Ethylsulfanyl-6-methyl-pyrimidin-4-yloxy)-acetic acid methyl ester 115996-84-4 C10H14N2O3S
(2-Ethylsulfanyl-6-methyl-pyrimidin-4-yloxy)-acetic acid methyl ester
—— 2-(2-N-t-Butoxycarbonylaminoethylthio)-4-chloropyrimidine 331779-67-0 C11H16ClN3O2S
2-(2-N-t-Butoxycarbonylaminoethylthio)-4-chloropyrimidine
—— 3,4-bis(methylthio)pyrrole 189090-44-6 C6H9NS2
3,4-bis(methylthio)pyrrole
—— 2-benzylmercapto-5-bromo-3<i>H</i>-pyrimidin-4-one 125154-07-6 C11H9BrN2OS
2-benzylmercapto-5-bromo-3<i>H</i>-pyrimidin-4-one
—— 2-formyl-3,4-bis(methylthio)pyrrole 189090-45-7 C7H9NOS2
2-formyl-3,4-bis(methylthio)pyrrole
—— 2-(2-tert-Butoxycarbonylaminoethylthio)-4-[(2-tert-butoxycarbonylaminoethyl)thiomethyl]-1,3-thiazole 331779-49-8 C18H31N3O4S3
2-(2-tert-Butoxycarbonylaminoethylthio)-4-[(2-tert-butoxycarbonylaminoethyl)thiomethyl]-1,3-thiazole
—— thiocarbonic acid S-[4-(2-tert-butoxycarbonylaminoethylsulfanylmethyl)-pyridin-3-yl] ester O-tert-butyl ester 258497-37-9 C18H28N2O4S2
thiocarbonic acid S-[4-(2-tert-butoxycarbonylaminoethylsulfanylmethyl)-pyridin-3-yl] ester O-tert-butyl ester
—— 2-(3-chloro-4-(methylsulfanyl)phenyl)-3-(tetrahydrofuran-2(R)-yl)propionic acid 625112-63-2 C14H17ClO3S
2-(3-chloro-4-(methylsulfanyl)phenyl)-3-(tetrahydrofuran-2(R)-yl)propionic acid
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]pyridine-3,5-dicarbonitrile 1187543-20-9 C22H16ClN7OS2
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]pyridine-3,5-dicarbonitrile
—— 1,1-bis(phenylthio)-2-pentanone 111731-02-3 C17H18OS2
1,1-bis(phenylthio)-2-pentanone
—— 4-(tert-butylthio)-3-(chloromethyl)pyridine 1147849-22-6 C10H14ClNS
4-(tert-butylthio)-3-(chloromethyl)pyridine
—— Pseudourea, 2-(2-aminoethyl)-1,3-dimethyl-2-thio-, dihydrobromide 17124-68-4 C5H15Br2N3S
Pseudourea, 2-(2-aminoethyl)-1,3-dimethyl-2-thio-, dihydrobromide
—— tert-butyl 2-((4-(tert-butylthio)pyridine-3-yl)methylthio)ethylcarbamate 1147849-23-7 C17H28N2O2S2
tert-butyl 2-((4-(tert-butylthio)pyridine-3-yl)methylthio)ethylcarbamate
—— 1-{1-[difluoro(phenylthio)methyl]-2-methylpropyl}-pyrrolidine 1357268-70-2 C15H21F2NS
1-{1-[difluoro(phenylthio)methyl]-2-methylpropyl}-pyrrolidine
—— N,N’-bis(5-((2-fluorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine 1516888-50-8 C19H16F2N6S4
N,N’-bis(5-((2-fluorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine
—— (2-Propylsulfanyl-imidazo[2,1-b][1,3,4]thiadiazol-6-yl)-carbamic acid methyl ester 141722-32-9 C9H12N4O2S2
(2-Propylsulfanyl-imidazo[2,1-b][1,3,4]thiadiazol-6-yl)-carbamic acid methyl ester
—— 4-(3,3,3-trifluoropropylsulfonylmethyl)cyclohexanemethanol 1233934-88-7 C11H19F3O3S
4-(3,3,3-trifluoropropylsulfonylmethyl)cyclohexanemethanol
—— 6-chloro-2-(methylthio)-N-(pyrazin-2-yl)pyrimidin-4-amine 1522207-04-0 C9H8ClN5S
6-chloro-2-(methylthio)-N-(pyrazin-2-yl)pyrimidin-4-amine
—— Pseudourea, 1,3-dimethyl-2-(2-(dimethylamino)ethyl)-2-thio-, dihydrobromide 18144-24-6 C7H19Br2N3S
Pseudourea, 1,3-dimethyl-2-(2-(dimethylamino)ethyl)-2-thio-, dihydrobromide
—— 6-methyl-5-[4'-(2"-thienyl)pyrimidin-2'-ylthio]-2-thioxo-1,2-dihydropyridine-3-carbonitrile 1055315-13-3 C15H10N4S3
6-methyl-5-[4'-(2"-thienyl)pyrimidin-2'-ylthio]-2-thioxo-1,2-dihydropyridine-3-carbonitrile
—— 2-(4-(4-aminophenylthio)pyrimidin-2-ylamino)ethanol 1207681-67-1 C12H14N4OS
2-(4-(4-aminophenylthio)pyrimidin-2-ylamino)ethanol
—— Pseudourea, 2-(2-(diethylamino)ethyl)-1,3-dimethyl-2-thio-, dihydrobromide 18144-26-8 C9H23Br2N3S
Pseudourea, 2-(2-(diethylamino)ethyl)-1,3-dimethyl-2-thio-, dihydrobromide
—— bis-(5-chloro-2-methoxy-phenyl)-sulfide 75024-24-7 C14H12Cl2O2S
bis-(5-chloro-2-methoxy-phenyl)-sulfide
—— methyl dl-2-[4-(4'-methyl-2'-morpholinothiocarbonylmethylphenylthio)phenyl]propionate 72619-48-8 C23H27NO3S2
methyl dl-2-[4-(4'-methyl-2'-morpholinothiocarbonylmethylphenylthio)phenyl]propionate