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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
—— 4-chloro-2-{[2-(methylsulfanyl)benzyl]amino}pyrimidine-5-carbonitrile 1214727-96-4 C13H11ClN4S
4-chloro-2-{[2-(methylsulfanyl)benzyl]amino}pyrimidine-5-carbonitrile
—— 4-<<3-(ethoxycarbonyl)phenyl>thio>phenol 128950-15-2 C15H14O3S
4-<<3-(ethoxycarbonyl)phenyl>thio>phenol
—— thiosulfurous acid <i>O</i>-ethyl ester <i>S</i>-propyl ester 17796-39-3 C5H12O2S2
thiosulfurous acid <i>O</i>-ethyl ester <i>S</i>-propyl ester
—— <i>O</i>,<i>S</i>-Diaethyl-thiosulfit 68261-74-5 C4H10O2S2
<i>O</i>,<i>S</i>-Diaethyl-thiosulfit
—— 3-(4-Chloro-phenylsulfanyl)-2-(2,2,2-trifluoro-acetylamino)-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester 209971-61-9 C17H11ClF3N3O3S
3-(4-Chloro-phenylsulfanyl)-2-(2,2,2-trifluoro-acetylamino)-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester
—— Methyl 3-(4-fluorophenyl)sulfanyl-2-[(2,2,2-trifluoroacetyl)amino]imidazo[1,2-a]pyridine-6-carboxylate 209971-62-0 C17H11F4N3O3S
Methyl 3-(4-fluorophenyl)sulfanyl-2-[(2,2,2-trifluoroacetyl)amino]imidazo[1,2-a]pyridine-6-carboxylate
—— 3-[3-(2-Carboxy-ethyl)-4-(6-phenyl-hexyloxy)-phenylsulfanyl]-benzoic acid 128950-03-8 C28H30O5S
3-[3-(2-Carboxy-ethyl)-4-(6-phenyl-hexyloxy)-phenylsulfanyl]-benzoic acid
—— 3-cyano-2-(3-hydroxy-1H-pyrazol-5-ylmethylthio)-4,6-dimethylpyridine 750593-45-4 C12H12N4OS
3-cyano-2-(3-hydroxy-1H-pyrazol-5-ylmethylthio)-4,6-dimethylpyridine
—— S-allyl O-ethyl carbonothioate 116423-17-7 C6H10O2S
S-allyl O-ethyl carbonothioate
—— O-methyl S-phenyl carbonodithioate 6047-46-7 C8H8OS2
O-methyl S-phenyl carbonodithioate
—— N-<1,2,3,4-tetrahydro-8-methoxy-5-(phenylthio)-2-naphthalenyl>acetamide 80270-83-3 C19H21NO2S
N-<1,2,3,4-tetrahydro-8-methoxy-5-(phenylthio)-2-naphthalenyl>acetamide
—— ethyl 2-{6-amino-3,5-dicyano-4-(2-thiophene)pyridyl}thioacetate 136633-83-5 C15H12N4O2S2
ethyl 2-{6-amino-3,5-dicyano-4-(2-thiophene)pyridyl}thioacetate
—— Propan-2-yl 4-[(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl]-3-oxobutanoate 327167-61-3 C16H20N2O3S
Propan-2-yl 4-[(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl]-3-oxobutanoate
—— 2-(Benzofuran-5-ylthio)-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-74-2 C22H18N4O2S
2-(Benzofuran-5-ylthio)-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2,5-bis-phenylsulfanyl-[1,3,4]thiadiazole 21398-13-0 C14H10N2S3
2,5-bis-phenylsulfanyl-[1,3,4]thiadiazole
—— 2,4,6-Trimethyl-dithio-benzoesaeure-phenylester 20876-79-3 C16H16S2
2,4,6-Trimethyl-dithio-benzoesaeure-phenylester
—— S-Methyl-S'-phenyl-trithiocarbonat-S,S-dioxid 53271-53-7 C8H8O2S3
S-Methyl-S'-phenyl-trithiocarbonat-S,S-dioxid
—— 4-(3,5-Dibromobenzylthio)Aniline 1314034-15-5 C13H11Br2NS
4-(3,5-Dibromobenzylthio)Aniline
—— phenyl N-phenyl-N-methyldithiocarbamate 21168-04-7 C14H13NS2
phenyl N-phenyl-N-methyldithiocarbamate
—— ethyl 2-phenylsulphanylthiazole-5-carboxylate 56355-60-3 C12H11NO2S2
ethyl 2-phenylsulphanylthiazole-5-carboxylate
—— 1,6-anhydro-2,4-dideoxy-4-methyl-2-(phenylthiomethyl)-β-D-glucopyranose 100757-48-0 C14H18O3S
1,6-anhydro-2,4-dideoxy-4-methyl-2-(phenylthiomethyl)-β-D-glucopyranose
—— N,N-dimethyl-2-(6'-methyl-2'-phenylpyrimidin-4'-ylthio)ethylamine 90185-66-3 C15H19N3S
N,N-dimethyl-2-(6'-methyl-2'-phenylpyrimidin-4'-ylthio)ethylamine
—— N,N-Diethyl-α,α-dichlor-thioacetamid 89582-80-9 C6H11Cl2NS
N,N-Diethyl-α,α-dichlor-thioacetamid
—— 3-amino-6-phenylthioimidazo [1,2-a] pyridine 64064-73-9 C13H11N3S
3-amino-6-phenylthioimidazo [1,2-a] pyridine
—— 3-[(3-Chlorophenyl)sulfanyl]-1-methyl-1H-pyrrole-2,5-dione 132227-63-5 C11H8ClNO2S
3-[(3-Chlorophenyl)sulfanyl]-1-methyl-1H-pyrrole-2,5-dione
—— Ethyl 4-methyl-5-oxo-2-phenylsulfanylthiocarbonyl-2,5-dihydroisoxazole-3-carboxylate 197582-19-7 C14H13NO4S2
Ethyl 4-methyl-5-oxo-2-phenylsulfanylthiocarbonyl-2,5-dihydroisoxazole-3-carboxylate
—— 3-Methoxycarbonylamino-6-phenylthio-imidazo<1,2-a>pyridin 64064-74-0 C15H13N3O2S
3-Methoxycarbonylamino-6-phenylthio-imidazo<1,2-a>pyridin
—— Ethyl 5-oxo-2-phenylsulfanylthiocarbonyl-2,5-dihydroisoxazole-4-carboxylate 197582-15-3 C13H11NO4S2
Ethyl 5-oxo-2-phenylsulfanylthiocarbonyl-2,5-dihydroisoxazole-4-carboxylate
—— O-[(1R,3R,6Z,8S,9E)-3,7,11,11,14-pentamethyl-15-oxo-16-oxatricyclo[11.2.1.01,5]hexadeca-4,6,9,13-tetraen-8-yl] phenylsulfanylmethanethioate 1448443-57-9 C27H30O3S2
O-[(1R,3R,6Z,8S,9E)-3,7,11,11,14-pentamethyl-15-oxo-16-oxatricyclo[11.2.1.01,5]hexadeca-4,6,9,13-tetraen-8-yl] phenylsulfanylmethanethioate
—— 3-(2-chloro-5-pyridinylmethyl)-2-[(phenylthio)thiocarbonylimino]thiazolidine 1314458-04-2 C16H14ClN3S3
3-(2-chloro-5-pyridinylmethyl)-2-[(phenylthio)thiocarbonylimino]thiazolidine
—— 2-Dimethylamino-aethyl-2-dimethylamino-aethanthiolsulfonat 51263-82-2 C8H20N2O2S2
2-Dimethylamino-aethyl-2-dimethylamino-aethanthiolsulfonat
—— 2-Allylsulfanyl-propionaldehyde 132604-57-0 C6H10OS
2-Allylsulfanyl-propionaldehyde
—— 1-Butyl-3-(phenylsulfanyl)pyrrolidine-2,5-dione 62164-00-5 C14H17NO2S
1-Butyl-3-(phenylsulfanyl)pyrrolidine-2,5-dione
—— N,N-dimethyl-2-<4'-(thiazol-2"-yl)pyrimidin-2'-ylthio>ethylamine 83726-82-3 C11H14N4S2
N,N-dimethyl-2-<4'-(thiazol-2"-yl)pyrimidin-2'-ylthio>ethylamine
—— MC-241 131407-77-7 C16H17N3OS2
MC-241
—— 2-<<2'''-(dimethylamino)ethyl>thio>-4-(1'-methylpyrol-2'-yl)-6-thien-2''-ylpyrimidine 129224-85-7 C17H20N4S2
2-<<2'''-(dimethylamino)ethyl>thio>-4-(1'-methylpyrol-2'-yl)-6-thien-2''-ylpyrimidine
—— 5-(2-dimethylaminoethylthio)-2-thiophenecarboxaldehyde 174766-67-7 C9H13NOS2
5-(2-dimethylaminoethylthio)-2-thiophenecarboxaldehyde
—— 4-carbomethoxybicyclo[2.2.2]octane-1-carboxaldehyde 719274-88-1 C13H19F3O4S
4-carbomethoxybicyclo[2.2.2]octane-1-carboxaldehyde
—— (1-Chloro-oct-2-ynylsulfanyl)-benzene 194856-61-6 C14H17ClS
(1-Chloro-oct-2-ynylsulfanyl)-benzene
—— methyl 4-[(E)-2-ethylsulfonylethenyl]bicyclo[2.2.2]octane-1-carboxylate 719274-63-2 C14H22O4S
methyl 4-[(E)-2-ethylsulfonylethenyl]bicyclo[2.2.2]octane-1-carboxylate
—— 4-[3-(ethylsulfonyl)propyl]bicyclo[2.2.2]octane-1-carboxylic acid 719274-75-6 C14H24O4S
4-[3-(ethylsulfonyl)propyl]bicyclo[2.2.2]octane-1-carboxylic acid
—— methyl 4-[3-(ethylsulfonyl)propyl]bicyclo[2.2.2]octane-1-carboxylate 719274-74-5 C15H26O4S
methyl 4-[3-(ethylsulfonyl)propyl]bicyclo[2.2.2]octane-1-carboxylate
—— 4-[2-(ethylsulfonyl)ethyl]-N-methylbicyclo[2.2.2]octane-1-carboxamide 719274-66-5 C14H25NO3S
4-[2-(ethylsulfonyl)ethyl]-N-methylbicyclo[2.2.2]octane-1-carboxamide
—— 4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxyl chloride 876400-26-9 C13H21ClO3S
4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxyl chloride
—— N,N-dimethyl-2-<(4'-furan-2''-ylpyrimidin-2'-yl)thio>ethylamine 109628-19-5 C12H15N3OS
N,N-dimethyl-2-<(4'-furan-2''-ylpyrimidin-2'-yl)thio>ethylamine
—— methyl 4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxylate 719274-64-3 C14H24O4S
methyl 4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxylate
—— 4-[3-(ethylsulfonyl)propyl]-N-methylbicyclo[2.2.2]octane-1-carboxamide 719274-76-7 C15H27NO3S
4-[3-(ethylsulfonyl)propyl]-N-methylbicyclo[2.2.2]octane-1-carboxamide
—— 4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxylic acid 719274-65-4 C13H22O4S
4-[2-(ethylsulfonyl)ethyl]bicyclo[2.2.2]octane-1-carboxylic acid
—— Methyl 4-(2-ethylsulfonylethenyl)bicyclo[2.2.2]octane-1-carboxylate 876400-25-8 C14H22O4S
Methyl 4-(2-ethylsulfonylethenyl)bicyclo[2.2.2]octane-1-carboxylate
—— 1-methoxy-2-octynyl phenyl sulfide 194856-65-0 C15H20OS
1-methoxy-2-octynyl phenyl sulfide