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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
—— Hydroxy (methyl)-methylenesulfane —— C2H6OS
Hydroxy (methyl)-methylenesulfane
—— methanesulfinyl-acetaldehyde 51840-12-1 C3H6O2S
methanesulfinyl-acetaldehyde
—— 5-Amino-3-methylthio-1,2,4-triazine 7632-30-6 C4H6N4S
5-Amino-3-methylthio-1,2,4-triazine
—— WEHI-0059743 68943-85-1 C8H8N6OS
WEHI-0059743
—— N,N-dimethyl-2-((3′-(methylthio)-[5,5′-bi(1,2,4-triazin)]-3-yl)-thio)ethan-1-amine 1255789-70-8 C11H15N7S2
N,N-dimethyl-2-((3′-(methylthio)-[5,5′-bi(1,2,4-triazin)]-3-yl)-thio)ethan-1-amine
—— 2-[[5-[3-(2-dimethylaminoethylsulfanyl)-1,2,4-triazin-5-yl]-1,2,4-triazin-3-yl]sulfanyl]-N,N-dimethyl-ethanamine 1255789-71-9 C14H22N8S2
2-[[5-[3-(2-dimethylaminoethylsulfanyl)-1,2,4-triazin-5-yl]-1,2,4-triazin-3-yl]sulfanyl]-N,N-dimethyl-ethanamine
—— 2-(5-(3-methylthio-1,2,4-triazin-5-yl)-1,2,4-triazin-3-ylthio)-N,N-diethylethanamine 1255789-72-0 C13H19N7S2
2-(5-(3-methylthio-1,2,4-triazin-5-yl)-1,2,4-triazin-3-ylthio)-N,N-diethylethanamine
—— 3,4-dihydro-6-methylthio-2-p-methylphenyl-4-oxopyrimidine-5-carbonitrile 87693-98-9 C13H11N3OS
3,4-dihydro-6-methylthio-2-p-methylphenyl-4-oxopyrimidine-5-carbonitrile
—— N,N-dimethyl-2-[[5-(3-methylsulfanyl-1,2,4-triazin-5-yl)-1,2,4-triazin-3-yl]oxy]ethanamine 1255789-69-5 C11H15N7OS
N,N-dimethyl-2-[[5-(3-methylsulfanyl-1,2,4-triazin-5-yl)-1,2,4-triazin-3-yl]oxy]ethanamine
—— 3-(4-Methoxyphenyl)-4-(4-methoxyphenyl)sulfanylcyclobut-3-ene-1,2-dione 956110-81-9 C18H14O4S
3-(4-Methoxyphenyl)-4-(4-methoxyphenyl)sulfanylcyclobut-3-ene-1,2-dione
—— 2,4-bis(methylthio)imidazo[1,2-f][1,2,4]triazine-7-carboxylic acid 1062135-88-9 C8H8N4O2S2
2,4-bis(methylthio)imidazo[1,2-f][1,2,4]triazine-7-carboxylic acid
—— Methyl 3<2-(1,3-dioxolanyl)>furan-2-yl mercaptoacetate 122321-34-0 C10H12O5S
Methyl 3<2-(1,3-dioxolanyl)>furan-2-yl mercaptoacetate
—— 3-amino-4,4-dicyano-3-butenethioamide 676655-98-4 C6H6N4S
3-amino-4,4-dicyano-3-butenethioamide
—— 2,4-diamino-6-methylsulfanylnicotinnitrile 676656-05-6 C7H8N4S
2,4-diamino-6-methylsulfanylnicotinnitrile
—— 1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]thiophen-2-yl}-3-(2,4-difluorophenyl)urea 417715-68-5 C24H18F2N4O3S2
1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]thiophen-2-yl}-3-(2,4-difluorophenyl)urea
—— N-(2,4-Difluorophenyl)-N'-(2-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)urea 417715-36-7 C21H16F2N4O3S2
N-(2,4-Difluorophenyl)-N'-(2-(6,7-dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)urea
—— (2,6-dichloro-5-methylsulfanylpyrimidin-4-yl)acetic acid methyl ester 1313720-79-4 C8H8Cl2N2O2S
(2,6-dichloro-5-methylsulfanylpyrimidin-4-yl)acetic acid methyl ester
—— (2,6-dihydroxy-5-methylsulfanylpyrimidin-4-yl)acetic acid methyl ester 1313720-78-3 C8H10N2O4S
(2,6-dihydroxy-5-methylsulfanylpyrimidin-4-yl)acetic acid methyl ester
—— 5-methoxy-2-(thiophen-2-yl)-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole 1337932-61-2 C22H21NO4S2
5-methoxy-2-(thiophen-2-yl)-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole
—— 1-benzylideneamino-4-ethoxycarbonyl-5-methylmercapto-1,2,3-triazole 127045-29-8 C13H14N4O2S
1-benzylideneamino-4-ethoxycarbonyl-5-methylmercapto-1,2,3-triazole
—— 5-(1H-Imidazol-2-ylsulfanyl)-pentanoic acid heptylamide 1027514-75-5 C15H27N3OS
5-(1H-Imidazol-2-ylsulfanyl)-pentanoic acid heptylamide
—— Benzyl-(4-chloro-5-methylsulfanyl-pyrimidin-2-yl)-amine 115581-37-8 C12H12ClN3S
Benzyl-(4-chloro-5-methylsulfanyl-pyrimidin-2-yl)-amine
—— N-<5-(1H-imidazol-2-ylthio)pentyl>-1-heptanamine 161669-64-3 C15H29N3S
N-<5-(1H-imidazol-2-ylthio)pentyl>-1-heptanamine
—— 4-benzilamino-2-metossi-5-metiltiopirimidina 115581-40-3 C13H15N3OS
4-benzilamino-2-metossi-5-metiltiopirimidina
—— 5-methylthio-2,4,6-trimethoxypyrimidine 87756-55-6 C8H12N2O3S
5-methylthio-2,4,6-trimethoxypyrimidine
—— 2-methyl-5-phenylthio-2-pentene 203632-83-1 C12H16S
2-methyl-5-phenylthio-2-pentene
—— 1-(6-Methyl-4-methylsulfanyl-1-phenyl-2-thioxo-1,2-dihydro-pyridin-3-yl)-ethanone 90097-27-1 C15H15NOS2
1-(6-Methyl-4-methylsulfanyl-1-phenyl-2-thioxo-1,2-dihydro-pyridin-3-yl)-ethanone
—— methyl [(2-amino-4-chloro-5-formyl-6-pyrimidinyl)thio]ethanoate 873544-78-6 C8H8ClN3O3S
methyl [(2-amino-4-chloro-5-formyl-6-pyrimidinyl)thio]ethanoate
—— octakis-2,3,7,8,12,13,17,18-(2-methyl-2-pentenyl)porphyrazine 1331773-85-3 C64H90N8S8
octakis-2,3,7,8,12,13,17,18-(2-methyl-2-pentenyl)porphyrazine
—— 1-[1-(4-Chloro-phenyl)-6-methyl-4-methylsulfanyl-2-thioxo-1,2-dihydro-pyridin-3-yl]-ethanone 90097-32-8 C15H14ClNOS2
1-[1-(4-Chloro-phenyl)-6-methyl-4-methylsulfanyl-2-thioxo-1,2-dihydro-pyridin-3-yl]-ethanone
—— 3-(O-tert-butyldimethylsilyl)-5-chloro-1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose 124502-76-7 C20H31ClO4SSi
3-(O-tert-butyldimethylsilyl)-5-chloro-1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose
—— 6,10-anhydro-3-O-(tert-butyldimethylsilyl)-8,9-dideoxy-1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-glycero-L-ido-decofuranos-7-ulose 124502-84-7 C25H38O6SSi
6,10-anhydro-3-O-(tert-butyldimethylsilyl)-8,9-dideoxy-1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-glycero-L-ido-decofuranos-7-ulose
—— (1Z,3R)-3-tert-butyldimethylsilyloxy-4-methyl-1-(4'-methylphenylthio)-1-nitropent-1-ene 228716-84-5 C19H31NO3SSi
(1Z,3R)-3-tert-butyldimethylsilyloxy-4-methyl-1-(4'-methylphenylthio)-1-nitropent-1-ene
—— (4,7-dihydroxy-benzo[1,3]dithiol-2-ylidene)-malononitrile 24059-12-9 C10H4N2O2S2
(4,7-dihydroxy-benzo[1,3]dithiol-2-ylidene)-malononitrile
—— 1-Benzyl-3-phenyl-5-phenylthio-1H-1,2,4-triazole 108223-03-6 C21H17N3S
1-Benzyl-3-phenyl-5-phenylthio-1H-1,2,4-triazole
—— 2-[(1-methyl-4-nitro-5-imidazolyl)thio]-5-acetamido-1,3,4-thiadiazole 1070980-44-7 C8H8N6O3S2
2-[(1-methyl-4-nitro-5-imidazolyl)thio]-5-acetamido-1,3,4-thiadiazole
—— (1Z,3R)-3-hydroxy-4-methyl-1-(4'-methylphenylthio)-1-nitropent-1-ene 228716-86-7 C13H17NO3S
(1Z,3R)-3-hydroxy-4-methyl-1-(4'-methylphenylthio)-1-nitropent-1-ene
—— (1'S,2R,3R)-3-(1'-tert-butoxydimethylsilyloxy-2'-methylpropyl)-2-(4''-methylphenylthio)-2-nitrooxirane 228716-90-3 C19H31NO4SSi
(1'S,2R,3R)-3-(1'-tert-butoxydimethylsilyloxy-2'-methylpropyl)-2-(4''-methylphenylthio)-2-nitrooxirane
—— (1'S,2R,3R)-3-(1'-hydroxy-2'-methylpropyl)-2-(4''-methylphenylthio)-2-nitrooxirane 228716-88-9 C13H17NO4S
(1'S,2R,3R)-3-(1'-hydroxy-2'-methylpropyl)-2-(4''-methylphenylthio)-2-nitrooxirane
—— N-{5-[6,7-bis(2-methoxyethoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}acetamide 1370256-69-1 C18H21N5O5S2
N-{5-[6,7-bis(2-methoxyethoxy)quinazolin-4-ylthio][1,3,4]thiadiazol-2-yl}acetamide
—— 3.5-Dihydroxy-6-<2-amino-1.3.4-thiadiazolyl-(5)-mercapto>-1.2.4-triazin 4956-10-9 C5H4N6O2S2
3.5-Dihydroxy-6-<2-amino-1.3.4-thiadiazolyl-(5)-mercapto>-1.2.4-triazin
—— (4-Chloro-1-phenylsulfanylbutyl)sulfanylbenzene 89593-91-9 C16H17ClS2
(4-Chloro-1-phenylsulfanylbutyl)sulfanylbenzene
—— N-(2-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)-'-(3-fluorophenyl)urea 417715-34-5 C21H17FN4O3S2
N-(2-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiazol-5-yl)-'-(3-fluorophenyl)urea
—— 2-Acetylamino-5-phenylsulfanyl-thiazole-4-carboxylic acid ethyl ester 175603-84-6 C14H14N2O3S2
2-Acetylamino-5-phenylsulfanyl-thiazole-4-carboxylic acid ethyl ester
—— 1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]thiophen-2-yl}-3-(3-fluorophenyl)urea 417715-63-0 C24H19FN4O3S2
1-{5-[6-Cyano-7-(2-methoxyethoxy)quinolin-4-ylsulfanyl]thiophen-2-yl}-3-(3-fluorophenyl)urea
—— Ethyl 2-amino-5-(3-benzyl-6,7-dimethoxy-4-oxoquinazolin-2-yl)sulfanyl-1,3-thiazole-4-carboxylate 1443205-18-2 C23H22N4O5S2
Ethyl 2-amino-5-(3-benzyl-6,7-dimethoxy-4-oxoquinazolin-2-yl)sulfanyl-1,3-thiazole-4-carboxylate
—— Ethyl 2-amino-5-(6-chloro-4-oxo-3-phenylquinazolin-2-yl)sulfanyl-1,3-thiazole-4-carboxylate 1443205-15-9 C20H15ClN4O3S2
Ethyl 2-amino-5-(6-chloro-4-oxo-3-phenylquinazolin-2-yl)sulfanyl-1,3-thiazole-4-carboxylate
—— Ethyl 2-amino-5-(3-benzyl-6-chloro-4-oxoquinazolin-2-yl)sulfanyl-1,3-thiazole-4-carboxylate 1443205-16-0 C21H17ClN4O3S2
Ethyl 2-amino-5-(3-benzyl-6-chloro-4-oxoquinazolin-2-yl)sulfanyl-1,3-thiazole-4-carboxylate
—— 2-Amino-5-phenylsulfanyl-thiazole-4-carboxylic acid ethyl ester 175603-81-3 C12H12N2O2S2
2-Amino-5-phenylsulfanyl-thiazole-4-carboxylic acid ethyl ester
—— N-(6-(6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3-ylthio)imidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide 1208247-67-9 C16H12BrN7OS
N-(6-(6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3-ylthio)imidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide