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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-butylthiobuta-1,3-diene 10574-92-2 C8H14S
2-butylthiobuta-1,3-diene
—— 1-methyl-2-phenylsulfanylcyclooctan-1-ol 101704-33-0 C15H22OS
1-methyl-2-phenylsulfanylcyclooctan-1-ol
—— 1-(phenylthiomethyl)cyclo-octene 101704-22-7 C15H20S
1-(phenylthiomethyl)cyclo-octene
—— (NE)-N-(2-phenylsulfanylcyclooctylidene)hydroxylamine 104260-89-1 C14H19NOS
(NE)-N-(2-phenylsulfanylcyclooctylidene)hydroxylamine
—— 1-(Phenylthiomethyl)cyclooctene 125334-96-5 C15H20S
1-(Phenylthiomethyl)cyclooctene
—— 3-(2-(N-tert-Butoxycarbonylamino)ethylthio)-5-phenylisoxazole 195715-30-1 C16H20N2O3S
3-(2-(N-tert-Butoxycarbonylamino)ethylthio)-5-phenylisoxazole
—— Benzene, 1-[1,1-bis(phenylthio)ethyl]-4-chloro- 61094-68-6 C20H17ClS2
Benzene, 1-[1,1-bis(phenylthio)ethyl]-4-chloro-
—— 3-Chlor-6-methylthiopyridazin-1-oxid 61821-97-4 C5H5ClN2OS
3-Chlor-6-methylthiopyridazin-1-oxid
—— Isoxazolium, 2-methyl-5-(methylthio)-3-phenyl-, iodide 61379-18-8 C11H12INOS
Isoxazolium, 2-methyl-5-(methylthio)-3-phenyl-, iodide
—— tert-Butyldimethyl[3-phenylsulfanyl-4-(methoxymethyloxy)phenoxy]silane 299917-44-5 C20H28O3SSi
tert-Butyldimethyl[3-phenylsulfanyl-4-(methoxymethyloxy)phenoxy]silane
—— 3-Chlor-6-benzylthiopyridazin-1-oxid 61821-96-3 C11H9ClN2OS
3-Chlor-6-benzylthiopyridazin-1-oxid
—— Benzene, 1-[1,1-bis(phenylthio)ethyl]-4-(methylthio)- 61094-69-7 C21H20S3
Benzene, 1-[1,1-bis(phenylthio)ethyl]-4-(methylthio)-
—— tert-Butyldimethyl[3-phenylsulfanyl-4-(tetrahydropyran-2-yloxy)phenoxy]silane 299917-37-6 C23H32O3SSi
tert-Butyldimethyl[3-phenylsulfanyl-4-(tetrahydropyran-2-yloxy)phenoxy]silane
—— allyl-(2-chloro-ethyl)-sulfone 149839-06-5 C5H9ClO2S
allyl-(2-chloro-ethyl)-sulfone
—— 3-(2-methylsulfanyl-ethanesulfonyl)-propene 30567-62-5 C6H12O2S2
3-(2-methylsulfanyl-ethanesulfonyl)-propene
—— ethyl 4-(2-fluoro-4-(methylthio)phenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridazine-3-carboxylate 869357-49-3 C16H18FN3O3S
ethyl 4-(2-fluoro-4-(methylthio)phenylamino)-1,5-dimethyl-6-oxo-1,6-dihydropyridazine-3-carboxylate
—— 2-amino-5-ethylphenyl methyl sulphide 139192-89-5 C9H13NS
2-amino-5-ethylphenyl methyl sulphide
—— 2-(5-bromothien-2-yl)-2-butyl-1,3-dithiolane 361348-08-5 C11H15BrS3
2-(5-bromothien-2-yl)-2-butyl-1,3-dithiolane
—— 4-(2-fluoro-4-(methylthio)phenylamino)-1-methyl-6-oxo-N-(2-(vinyloxy)ethoxy)-1,6-dihydropyridazine-3-carboxamide 869357-40-4 C17H19FN4O4S
4-(2-fluoro-4-(methylthio)phenylamino)-1-methyl-6-oxo-N-(2-(vinyloxy)ethoxy)-1,6-dihydropyridazine-3-carboxamide
—— methyl 4-(2-fluoro-4-(methylthio)phenylamino)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate 869357-39-1 C14H14FN3O3S
methyl 4-(2-fluoro-4-(methylthio)phenylamino)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate
—— ethyl N-<3-(4-chlorobenzylthio)-2-thienyl>oxamate 220965-61-7 C14H14ClNO2S2
ethyl N-<3-(4-chlorobenzylthio)-2-thienyl>oxamate
—— 3-(2-methoxy-ethanesulfonyl)-propene 30567-66-9 C6H12O3S
3-(2-methoxy-ethanesulfonyl)-propene
—— Ethyl 3-hydroxy-3-[1'-(phenylsulfanyl)cyclohexyl]propanoate 253152-05-5 C17H24O3S
Ethyl 3-hydroxy-3-[1'-(phenylsulfanyl)cyclohexyl]propanoate
—— Ethyl 3-trimethylsilyloxy-3-[1-(phenylsulfanyl)cyclohexyl]propanoate 253152-14-6 C20H32O3SSi
Ethyl 3-trimethylsilyloxy-3-[1-(phenylsulfanyl)cyclohexyl]propanoate
—— S-3-(phenylthio)propyl-N,N-dimethylthiolcarbamate 62806-74-0 C12H17NOS2
S-3-(phenylthio)propyl-N,N-dimethylthiolcarbamate
—— 2-<(Z)-ethylidene>-1-benzothiophen-3-(2H)-one 78073-21-9 C10H8OS
2-<(Z)-ethylidene>-1-benzothiophen-3-(2H)-one
—— 2-Methyl-3-(methylthio)-1,2,4-triazol 57295-68-8 C4H7N3S
2-Methyl-3-(methylthio)-1,2,4-triazol
—— 2-(2-Amino-phenylmercapto)-1-diaethylamino-aethan 833-87-4 C12H20N2S
2-(2-Amino-phenylmercapto)-1-diaethylamino-aethan
—— 2-amino-3-(4-chlorobenzylthio)thiophene 220965-60-6 C11H10ClNS2
2-amino-3-(4-chlorobenzylthio)thiophene
—— 2-(4-chlorophenyl)-2H-thieno<3,2-b><1,4>thiazin-3(4H)-one 220965-62-8 C12H8ClNOS2
2-(4-chlorophenyl)-2H-thieno<3,2-b><1,4>thiazin-3(4H)-one
—— diethyl-(2-<i>p</i>-tolylsulfanyl-ethyl)-amine 60216-56-0 C13H21NS
diethyl-(2-<i>p</i>-tolylsulfanyl-ethyl)-amine
—— N-(4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)-2-methylpropanamide 1234572-61-2 C21H20FN7OS
N-(4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)-2-methylpropanamide
—— 2,4-Bis-(β-diethylaminoethyl)thiopyrimidine 95264-01-0 C16H30N4S2
2,4-Bis-(β-diethylaminoethyl)thiopyrimidine
—— 5-nitro-2-[3-(pyrimidin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,6-diamine 1234572-81-6 C15H11N9O2S
5-nitro-2-[3-(pyrimidin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,6-diamine
—— N-(4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)acetamide 1234572-60-1 C19H16FN7OS
N-(4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)acetamide
—— methyl (4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)ethyl-carbamate 1234572-58-7 C21H20FN7O2S
methyl (4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)ethyl-carbamate
—— methyl (4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)(2,2,2-trifluoroethyl)carbamate 1234572-70-3 C21H17F4N7O2S
methyl (4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)(2,2,2-trifluoroethyl)carbamate
—— 2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}-5-nitropyrimidine-4,6-diamine 1234572-77-0 C17H12FN7O2S
2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}-5-nitropyrimidine-4,6-diamine
—— N-(4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)-3,3,3-trifluoropropanamide 1234572-62-3 C20H15F4N7OS
N-(4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)-3,3,3-trifluoropropanamide
—— 5-nitro-2-[3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,6-diamine 1234572-79-2 C16H12N8O2S
5-nitro-2-[3-(pyridin-2-ylsulphanyl)-1H-indazol-1-yl]pyrimidine-4,6-diamine
—— N-(4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)-3-methyl-butanamide 1234572-63-4 C22H22FN7OS
N-(4,6-diamino-2-{3-[(2-fluorophenyl)sulphanyl]-1H-indazol-1-yl}pyrimidin-5-yl)-3-methyl-butanamide
—— 3-(pyridin-2-ylsulphanyl)-1H-indazole 1234572-78-1 C12H9N3S
3-(pyridin-2-ylsulphanyl)-1H-indazole
—— 3-[(2-fluorophenyl)sulphanyl]-1H-indazole 1234572-76-9 C13H9FN2S
3-[(2-fluorophenyl)sulphanyl]-1H-indazole
—— 4-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)thio]-3-oxobutanoic acid ethyl ester 290299-61-5 C15H16N2O3S
4-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)thio]-3-oxobutanoic acid ethyl ester
—— 3-Methylthio-5-amino-6-methyl-1,2,4-triazin 7448-38-6 C5H8N4S
3-Methylthio-5-amino-6-methyl-1,2,4-triazin
—— 2-(3-amino-pyrazin-2-yl)-5-(2-(diethylamino)ethylthio)-1,3,4-oxadiazole 1402083-95-7 C12H18N6OS
2-(3-amino-pyrazin-2-yl)-5-(2-(diethylamino)ethylthio)-1,3,4-oxadiazole
—— 3H-pyridazino<4,5-b><1,4>benzothiazin-4(10H)-one 13526-18-6 C10H7N3OS
3H-pyridazino<4,5-b><1,4>benzothiazin-4(10H)-one
—— (+/-)-3-hydroxy-4-phenylsulfanylbutyric acid ethyl ester 766546-98-9 C12H16O3S
(+/-)-3-hydroxy-4-phenylsulfanylbutyric acid ethyl ester
—— 2-[[5-[2-(diethylamino)ethylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-diethylethanamine 66366-31-2 C14H28N4S3
2-[[5-[2-(diethylamino)ethylsulfanyl]-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-diethylethanamine
—— 2-{[2-(diethylamino)ethyl]sulfanyl}-6-hydroxy-5-isopropylpyrimidin-4(3H)-one hydrochloride —— C13H23N3O2S*ClH
2-{[2-(diethylamino)ethyl]sulfanyl}-6-hydroxy-5-isopropylpyrimidin-4(3H)-one hydrochloride