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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-phenylthio-2-trimethylsilylheptane 85969-79-5 C16H28SSi
2-phenylthio-2-trimethylsilylheptane
—— 2-methylnonane-2-thiol 30174-58-4 C10H22S
2-methylnonane-2-thiol
—— 2-(2-aminophenylthio)-5-chlorobenzoic acid 81890-74-6 C13H10ClNO2S
2-(2-aminophenylthio)-5-chlorobenzoic acid
—— 1-phenylthio-2-nonanone 38793-75-8 C15H22OS
1-phenylthio-2-nonanone
—— 2-(2-{4-[3-(benzyloxy)phenylthio]-2-chlorophenyl}ethyl)-2-methylmalonic acid diethyl ester 676481-40-6 C29H31ClO5S
2-(2-{4-[3-(benzyloxy)phenylthio]-2-chlorophenyl}ethyl)-2-methylmalonic acid diethyl ester
—— 2,3-Bis-isobutylsulfanyl-propionaldehyde 132279-15-3 C11H22OS2
2,3-Bis-isobutylsulfanyl-propionaldehyde
—— 3-phenylthio-2-nonanone 1356922-69-4 C15H22OS
3-phenylthio-2-nonanone
—— 1-(3-chloro-1-bicyclo[1.1.1]pentanyl)-3-methylsulfonylbicyclo[1.1.1]pentane 127321-12-4 C11H15ClO2S
1-(3-chloro-1-bicyclo[1.1.1]pentanyl)-3-methylsulfonylbicyclo[1.1.1]pentane
—— (Z)-5-((pyridin-2-ylthio)methylene)thiophen-2(5H)-one 1415508-81-4 C10H7NOS2
(Z)-5-((pyridin-2-ylthio)methylene)thiophen-2(5H)-one
—— 1-chloro-3-methanesulfonylbicyclo[1.1.1]pentane 127321-11-3 C6H9ClO2S
1-chloro-3-methanesulfonylbicyclo[1.1.1]pentane
—— 2-Heptyl-2-methyl-1,3-dithian 68971-92-6 C12H24S2
2-Heptyl-2-methyl-1,3-dithian
—— (Z)-5-(((4-chlorophenyl)thio)methylene)thiophen-2(5H)-one 1415508-87-0 C11H7ClOS2
(Z)-5-(((4-chlorophenyl)thio)methylene)thiophen-2(5H)-one
—— (Z)-5-((pyrimidin-2-ylthio)methylene)thiophen-2(5H)-one 1415508-82-5 C9H6N2OS2
(Z)-5-((pyrimidin-2-ylthio)methylene)thiophen-2(5H)-one
—— 2-phenylsulfanyl-acetoacetic acid ethyl ester 27872-73-7 C12H14O3S
2-phenylsulfanyl-acetoacetic acid ethyl ester
—— 2-heptyl-2-methyl-1,3-dithiolane 147777-28-4 C11H22S2
2-heptyl-2-methyl-1,3-dithiolane
—— N-[2-(4-methoxyphenyl)sulfanyl-5-methyl-phenyl]-7-methyl-pyrido[2,3-d]pyrimidin-4-amine 1365920-98-4 C22H20N4OS
N-[2-(4-methoxyphenyl)sulfanyl-5-methyl-phenyl]-7-methyl-pyrido[2,3-d]pyrimidin-4-amine
—— 6-[2-Hydroxy-2-(4-methylsulfanyl-phenyl)-ethyl]-2-oxo-1,2-dihydro-pyridine-3-carbonitrile 88251-94-9 C15H14N2O2S
6-[2-Hydroxy-2-(4-methylsulfanyl-phenyl)-ethyl]-2-oxo-1,2-dihydro-pyridine-3-carbonitrile
—— (5-Methyl-2-phenylsulfanyl-phenyl)-(7-methyl-pyrido[2,3-d]pyrimidin-4-yl)-amine 944642-35-7 C21H18N4S
(5-Methyl-2-phenylsulfanyl-phenyl)-(7-methyl-pyrido[2,3-d]pyrimidin-4-yl)-amine
—— 4-[4-methyl-2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol 944503-59-7 C21H18N4OS
4-[4-methyl-2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol
—— N-[2-(4-fluorophenyl)sulfanyl-5-methyl-phenyl]-7-methyl-pyrido[2,3-d]pyrimidin-4-amine 1365921-03-4 C21H17FN4S
N-[2-(4-fluorophenyl)sulfanyl-5-methyl-phenyl]-7-methyl-pyrido[2,3-d]pyrimidin-4-amine
—— 2-(But-3-ynyl)-2-phenyl-1,3-dithiane 126594-06-7 C14H16S2
2-(But-3-ynyl)-2-phenyl-1,3-dithiane
—— (3'aS,4'S,7'aS)-7'a-methyl-4'-prop-2-enylspiro[1,3-dithiolane-2,5'-2,3,3a,4,6,7-hexahydroindene]-1'-one 854759-80-1 C15H22OS2
(3'aS,4'S,7'aS)-7'a-methyl-4'-prop-2-enylspiro[1,3-dithiolane-2,5'-2,3,3a,4,6,7-hexahydroindene]-1'-one
—— (aminoiminomethyl)thioacetic acid ethyl ester hydrochloride 60263-46-9 C5H10N2O2S*ClH
(aminoiminomethyl)thioacetic acid ethyl ester hydrochloride
—— 2-[2-(Phenylsulfanyl)ethoxy]ethan-1-ol 95108-89-7 C10H14O2S
2-[2-(Phenylsulfanyl)ethoxy]ethan-1-ol
—— 1-((1R,2R)-2-Methyl-1-oxo-1λ<sup>4</sup>-[1,3]dithian-2-yl)-ethanone 131309-71-2 C7H12O2S2
1-((1R,2R)-2-Methyl-1-oxo-1λ<sup>4</sup>-[1,3]dithian-2-yl)-ethanone
—— 3-Chloro-2-isobutylsulfanyl-propionaldehyde 132279-11-9 C7H13ClOS
3-Chloro-2-isobutylsulfanyl-propionaldehyde
—— 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