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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
—— tert-butyl {2-[(3-{2-[2-(tetrahydro-2H-pyran-2-yloxy)ethoxy]phenyl}[1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]benzyl}carbamate 1344738-23-3 C31H36N4O5S
tert-butyl {2-[(3-{2-[2-(tetrahydro-2H-pyran-2-yloxy)ethoxy]phenyl}[1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]benzyl}carbamate
—— ethyl 2-phenylthiobut-2-enoate 77873-90-6 C12H14O2S
ethyl 2-phenylthiobut-2-enoate
—— 4-(2-tetrahydropyranyloxyethylthio)-bromobenzene 1349856-50-3 C13H17BrO2S
4-(2-tetrahydropyranyloxyethylthio)-bromobenzene
—— 2-[2-(2-bromophenylsulfanyl)ethoxy]tetrahydropyran 863579-25-3 C13H17BrO2S
2-[2-(2-bromophenylsulfanyl)ethoxy]tetrahydropyran
—— 5-t-Butylsulfonylpent-1-en 64818-54-8 C9H18O2S
5-t-Butylsulfonylpent-1-en
—— 3-(4-Pentenylthio)-1-propanol 143144-51-8 C8H16OS
3-(4-Pentenylthio)-1-propanol
—— p-chlorophenyl α-fluoropropargyl sulfide 349146-78-7 C9H6ClFS
p-chlorophenyl α-fluoropropargyl sulfide
—— {6-[2-amino-4-fluoro-5-(1-methyl-1H-imidazol-2-ylsulfanyl)-benzoylamino]-pyridin-3-yl}-methyl-phosphinic acid isopropyl ester 1119778-30-1 C20H23FN5O3PS
{6-[2-amino-4-fluoro-5-(1-methyl-1H-imidazol-2-ylsulfanyl)-benzoylamino]-pyridin-3-yl}-methyl-phosphinic acid isopropyl ester
—— 1-Chloro-4-[6-(4-chlorophenyl)sulfanylhexa-2,4-diynylsulfanyl]benzene 75354-78-8 C18H12Cl2S2
1-Chloro-4-[6-(4-chlorophenyl)sulfanylhexa-2,4-diynylsulfanyl]benzene
—— 1-Chloro-4-prop-1-ynylsulfanyl-benzene 85143-30-2 C9H7ClS
1-Chloro-4-prop-1-ynylsulfanyl-benzene
—— p-chlorophenyl α-fluoroallenyl sulfide 349146-83-4 C9H6ClFS
p-chlorophenyl α-fluoroallenyl sulfide
—— (2-Phenylsulfanyl-pyrrol-1-yl)-acetic acid 214270-54-9 C12H11NO2S
(2-Phenylsulfanyl-pyrrol-1-yl)-acetic acid
—— (2-Phenylsulfanyl-pyrrol-1-yl)-selenoacetic acid Se-methyl ester 214270-55-0 C13H13NOSSe
(2-Phenylsulfanyl-pyrrol-1-yl)-selenoacetic acid Se-methyl ester
—— 10-Cyan-decylisothiocyanat 108488-82-0 C12H20N2S
10-Cyan-decylisothiocyanat
—— 3-(Ethylthio)propyl 4-pentenyl sulfide 143144-41-6 C10H20S2
3-(Ethylthio)propyl 4-pentenyl sulfide
—— 2-[2,3-bis(isopropylthio)benzyl]pyrimidine 332101-38-9 C17H22N2S2
2-[2,3-bis(isopropylthio)benzyl]pyrimidine
—— 2-[2,3-bis(isopropylthio)benzyl]pyridine 332101-34-5 C18H23NS2
2-[2,3-bis(isopropylthio)benzyl]pyridine
—— 2,3-bis(isopropylthio)-1-[2-(N-tert-butoxycarbonylamino)ethyl]benzene 165283-79-4 C19H31NO2S2
2,3-bis(isopropylthio)-1-[2-(N-tert-butoxycarbonylamino)ethyl]benzene
—— n-Butyl-propinyl-(2)-sulfon 15259-73-1 C7H12O2S
n-Butyl-propinyl-(2)-sulfon
—— S-isopropylisothiourea 6913-17-3 C4H10N2S
S-isopropylisothiourea
—— N,N,3,3-Tetramethyl-2-thioxobutansaeurethioamid 74128-99-7 C8H15NS2
N,N,3,3-Tetramethyl-2-thioxobutansaeurethioamid
—— 3,3-bis((2'-hydroxyethyl)thio)cyclobutanecarbonitrile 125331-82-0 C9H15NO2S2
3,3-bis((2'-hydroxyethyl)thio)cyclobutanecarbonitrile
—— 3-(4'-methylthiophenyl)-4-(4'-fluorophenyl)thiophene 157671-90-4 C17H13FS2
3-(4'-methylthiophenyl)-4-(4'-fluorophenyl)thiophene
—— 8-oxa-5-thiaspiro<3.4>octane-2-carbonitrile 906633-25-8 C7H9NOS
8-oxa-5-thiaspiro<3.4>octane-2-carbonitrile
—— N-(3,5-Bis-methylsulfanyl-[1,2,4]triazol-4-yl)-2,4-dimethyl-benzamidine 86663-48-1 C13H17N5S2
N-(3,5-Bis-methylsulfanyl-[1,2,4]triazol-4-yl)-2,4-dimethyl-benzamidine
—— N,N-3,3-Tetramethyl-2-oxobutansaeurethioamid 60166-89-4 C8H15NOS
N,N-3,3-Tetramethyl-2-oxobutansaeurethioamid
—— 2-Guanylmercapto-pyridin-(1)-oxid 3735-61-3 C6H7N3OS
2-Guanylmercapto-pyridin-(1)-oxid
—— 2-amino-5-(4-aminophenylthio)thiazole 133691-49-3 C9H9N3S2
2-amino-5-(4-aminophenylthio)thiazole
—— 2-amino-4-(4-aminophenylthiomethyl)thiazole 133691-46-0 C10H11N3S2
2-amino-4-(4-aminophenylthiomethyl)thiazole
—— 2-acetamido-5-(4-methanesulfonylaminophenylthio)thiazole 133691-66-4 C12H13N3O3S3
2-acetamido-5-(4-methanesulfonylaminophenylthio)thiazole
—— 3-methoxycarbonylmethylsulfanyl-2-methyl-5-phenyl-isoxazolium; chloride 66181-91-7 C13H14NO3S*Cl
3-methoxycarbonylmethylsulfanyl-2-methyl-5-phenyl-isoxazolium; chloride
—— (E/Z)-1-(p-toluenethio)-1-butene 81281-64-3 C11H14S
(E/Z)-1-(p-toluenethio)-1-butene
—— (Z)-1-bromo-2-[4'-(methylthio)phenyl]-1-nitroethene 1337927-72-6 C9H8BrNO2S
(Z)-1-bromo-2-[4'-(methylthio)phenyl]-1-nitroethene
—— 5-chloro-2-(4-methoxy-phenylsulfanyl)-pyrimidine 69033-89-2 C11H9ClN2OS
5-chloro-2-(4-methoxy-phenylsulfanyl)-pyrimidine
—— 2-acetyl-3-[4-(methylthio)phenyl]thiophene 572913-11-2 C13H12OS2
2-acetyl-3-[4-(methylthio)phenyl]thiophene
—— 4-methylthiophenyl 4-fluorophenyl sulfide 1361950-32-4 C13H11FS2
4-methylthiophenyl 4-fluorophenyl sulfide
—— (Z)-5-benzylidene-4-methyl-3-(4-(methylthio)phenyl)furan-2(5H)-one 1360895-17-5 C19H16O2S
(Z)-5-benzylidene-4-methyl-3-(4-(methylthio)phenyl)furan-2(5H)-one
—— 3-Bromo-5-[4-(methylthio)phenyl]-1,2,4-thiadiazole 1198321-26-4 C9H7BrN2S2
3-Bromo-5-[4-(methylthio)phenyl]-1,2,4-thiadiazole
—— allyl-(3-benzylsulfanyl-[1,2,4]thiadiazol-5-yl)-amine 35746-66-8 C12H13N3S2
allyl-(3-benzylsulfanyl-[1,2,4]thiadiazol-5-yl)-amine
—— N-(4-thiomethylphenyl) 2-allylaniline 1187049-38-2 C16H17NS
N-(4-thiomethylphenyl) 2-allylaniline
—— 5-Aethylamino-3-S-benzyl-1,2,4-thiadiazol 35746-63-5 C11H13N3S2
5-Aethylamino-3-S-benzyl-1,2,4-thiadiazol
—— (3-benzylsulfanyl-[1,2,4]thiadiazol-5-yl)-butyl-amine 35746-65-7 C13H17N3S2
(3-benzylsulfanyl-[1,2,4]thiadiazol-5-yl)-butyl-amine
—— (3-benzylsulfanyl-[1,2,4]thiadiazol-5-yl)-isopropyl-amine 35746-64-6 C12H15N3S2
(3-benzylsulfanyl-[1,2,4]thiadiazol-5-yl)-isopropyl-amine
—— 4-(4'-methylbenzenesulfenyl)-5-endo-nitro-3-oxo-2-oxabicyclo<2.2.2>oct-7-ene 141510-29-4 C14H13NO4S
4-(4'-methylbenzenesulfenyl)-5-endo-nitro-3-oxo-2-oxabicyclo<2.2.2>oct-7-ene
—— 2,4,6-Trithia-1,3-diaza-pentalene-5-carboxylic acid methyl ester 177798-57-1 C5H4N2O2S3
2,4,6-Trithia-1,3-diaza-pentalene-5-carboxylic acid methyl ester
—— 2-[[2-(methylthio)-3-pyridinyl]methylene]-3-oxobutanoic acid, 1-methylethyl ester 108931-57-3 C14H17NO3S
2-[[2-(methylthio)-3-pyridinyl]methylene]-3-oxobutanoic acid, 1-methylethyl ester
—— 4-(4-methylthiobenzyl)pyrimidine 337461-35-5 C12H12N2S
4-(4-methylthiobenzyl)pyrimidine
—— 5-Methylamino-3-S-benzyl-1,2,4-thiadiazol 35746-62-4 C10H11N3S2
5-Methylamino-3-S-benzyl-1,2,4-thiadiazol
—— (7'aS)-7'a-prop-2-enylspiro[1,3-dithiolane-2,5'-2,3,6,7-tetrahydroindene]-1'-one 1453815-18-3 C14H18OS2
(7'aS)-7'a-prop-2-enylspiro[1,3-dithiolane-2,5'-2,3,6,7-tetrahydroindene]-1'-one
—— methyl (2Z)-2-benzylidene-1'-methyl-5',6'-dihydro-1'H-spiro[1-benzothiophene-3,4'-pyridine]-3'-carboxylate 1259948-16-7 C22H21NO2S
methyl (2Z)-2-benzylidene-1'-methyl-5',6'-dihydro-1'H-spiro[1-benzothiophene-3,4'-pyridine]-3'-carboxylate