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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
—— N,3-Diisopropyl-N'-<(p-tolylthio)carbonyl>-1,3-thiazetidin-2,4-diimin 85975-87-7 C16H21N3OS2
N,3-Diisopropyl-N'-<(p-tolylthio)carbonyl>-1,3-thiazetidin-2,4-diimin
—— dimethyl sulphonium bis(perfluorobutanesulphonyl)methide 134667-09-7 C11H6F18O4S3
dimethyl sulphonium bis(perfluorobutanesulphonyl)methide
—— [4-(1-Methyl-1H-imidazol-2-ylsulfanyl)-phenyl]-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-amine 225382-53-6 C22H17N5S2
[4-(1-Methyl-1H-imidazol-2-ylsulfanyl)-phenyl]-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-amine
—— 5-allylsulfanyl-3-chloromethanesulfonyloxy-1-methyl-1<i>H</i>-[1,2,4]triazole 55375-39-8 C7H10ClN3O3S2
5-allylsulfanyl-3-chloromethanesulfonyloxy-1-methyl-1<i>H</i>-[1,2,4]triazole
—— [4,6-bis-(4-chloro-phenylsulfanyl)-[1,3,5]triazin-2-yl]-dithiocarbonimidic acid bis-(4-chloro-phenyl) ester 916-79-0 C28H16Cl4N4S4
[4,6-bis-(4-chloro-phenylsulfanyl)-[1,3,5]triazin-2-yl]-dithiocarbonimidic acid bis-(4-chloro-phenyl) ester
—— bis(2-bromo-4,5-ethylenedioxyphenyl)sulphide 117402-75-2 C16H12Br2O4S
bis(2-bromo-4,5-ethylenedioxyphenyl)sulphide
—— (2-Cyan-ethyl)-(2-thiocarbamoyl-ethyl)-phosphinsaeure 91468-81-4 C6H11N2O2PS
(2-Cyan-ethyl)-(2-thiocarbamoyl-ethyl)-phosphinsaeure
—— Phenyl-(2-thiophen-2-yl-[1,3]dithian-2-yl)-methanone oxime 74955-16-1 C15H15NOS3
Phenyl-(2-thiophen-2-yl-[1,3]dithian-2-yl)-methanone oxime
—— 2-methyl-6-methylsulfanyl-1-oxo-4-thioxo-1,4-dihydro-1λ4-[1,3]thiazine-5-carbonitrile 37614-72-5 C7H6N2OS3
2-methyl-6-methylsulfanyl-1-oxo-4-thioxo-1,4-dihydro-1λ4-[1,3]thiazine-5-carbonitrile
—— [3-(2,4-Dimethyl-10-thia-1,3,9-triaza-anthracen-9-yl)-propyl]-dimethyl-amine 7084-54-0 C17H22N4S
[3-(2,4-Dimethyl-10-thia-1,3,9-triaza-anthracen-9-yl)-propyl]-dimethyl-amine
—— S-(3,4,5,6-Tetrachlor-2-pyridyl)-ethylxanthogenat 38025-89-7 C8H5Cl4NOS2
S-(3,4,5,6-Tetrachlor-2-pyridyl)-ethylxanthogenat
—— 1-[3-hydroxy-3-(4-methylthiophenyl)-prop-1-ynyl]-cyclopentanol 301699-17-2 C15H18O2S
1-[3-hydroxy-3-(4-methylthiophenyl)-prop-1-ynyl]-cyclopentanol
—— (S)-1-((2R,4S)-4-Methyl-5-phenylsulfanyl-tetrahydro-furan-2-yl)-ethanol 876152-48-6 C13H18O2S
(S)-1-((2R,4S)-4-Methyl-5-phenylsulfanyl-tetrahydro-furan-2-yl)-ethanol
—— 1-methyl-3-(thiophen-2-ylthio)-1H-indole 1415329-04-2 C13H11NS2
1-methyl-3-(thiophen-2-ylthio)-1H-indole
—— 2-Anilino-2-chlor-1.3-oxothiolan 3083-87-2 C9H10ClNOS
2-Anilino-2-chlor-1.3-oxothiolan
—— Methyl-carbamic acid 4-(4-chloro-phenylsulfanyl)-2,3,5-trimethyl-phenyl ester 52145-32-1 C17H18ClNO2S
Methyl-carbamic acid 4-(4-chloro-phenylsulfanyl)-2,3,5-trimethyl-phenyl ester
—— Bis-<2-propyl-oxycarbonyl-aethyl>-sulfon 33618-41-6 C12H22O6S
Bis-<2-propyl-oxycarbonyl-aethyl>-sulfon
—— 2-(benzyloxymethylthio)-5-iodine-6-benzyluracil 1616298-55-5 C19H17IN2O2S
2-(benzyloxymethylthio)-5-iodine-6-benzyluracil
—— O,O-Di-n-nonyl-thiocarbonat 57024-86-9 C19H38O2S
O,O-Di-n-nonyl-thiocarbonat
—— phenyl 3,4-di-O-acetyl-2,6-anhydro-1,2-dithio-D-altropyranoside 132016-26-3 C16H18O5S2
phenyl 3,4-di-O-acetyl-2,6-anhydro-1,2-dithio-D-altropyranoside
—— α,α-Bis-thioethyl-methylidencyclohexan 66483-12-3 C11H20S2
α,α-Bis-thioethyl-methylidencyclohexan
—— trifluoroacetato-(2,3,4,13,14,15-hexamethyltripyrrinato)palladium(II) 556014-58-5 C22H22F3N3O2Pd
trifluoroacetato-(2,3,4,13,14,15-hexamethyltripyrrinato)palladium(II)
—— 5-(4-bromonaphthalen-1-ylsulfanyl)-1H-tetrazole 1178538-03-8 C11H7BrN4S
5-(4-bromonaphthalen-1-ylsulfanyl)-1H-tetrazole
—— 2-Hydroxy-4-methylsulfanyl-nicotinonitrile 28939-94-8 C7H6N2OS
2-Hydroxy-4-methylsulfanyl-nicotinonitrile
—— (2R,3R)-3-(Phenylsulfanyl-trimethylsilanyl-methyl)-hex-5-en-2-ol 127781-08-2 C16H26OSSi
(2R,3R)-3-(Phenylsulfanyl-trimethylsilanyl-methyl)-hex-5-en-2-ol
—— 2-(trimethylammonio)cyclohexanone triflate 113503-41-6 CF3O3S*C9H18NO
2-(trimethylammonio)cyclohexanone triflate
—— 1-(2,6-diisopropylphenyl)-3-[4-(quinoxaline-2-ylsulfanyl)-phenyl]-urea 1155799-07-7 C27H28N4OS
1-(2,6-diisopropylphenyl)-3-[4-(quinoxaline-2-ylsulfanyl)-phenyl]-urea
—— 1-(3,3-dimethylbutyl)-4-isopropyl-2,6,7-trithiabicyclo[2.2.2]octane-2-oxide 136906-73-5 C14H26OS3
1-(3,3-dimethylbutyl)-4-isopropyl-2,6,7-trithiabicyclo[2.2.2]octane-2-oxide
—— 2-(5Phenylpent-1-yl)thio-5-((2-methylpyrid-5-yl)methyl)pyrimidin-4-one 224770-08-5 C22H25N3OS
2-(5Phenylpent-1-yl)thio-5-((2-methylpyrid-5-yl)methyl)pyrimidin-4-one
—— fac-[RuCl(dmso-S)3(dmso-O)2][BF4] 72907-39-2 BF4*C10H30ClO5RuS5
fac-[RuCl(dmso-S)3(dmso-O)2][BF4]
—— 1-butylsulfanyl-3,3-bis-ethylsulfanyl-butane 19157-22-3 C12H26S3
1-butylsulfanyl-3,3-bis-ethylsulfanyl-butane
—— N-<2-Chlor-cyclohexyl>-thiolkohlensaeureamid-S-phenylester 23547-12-8 C13H16ClNOS
N-<2-Chlor-cyclohexyl>-thiolkohlensaeureamid-S-phenylester
—— 3-(2-Hydroxy-phenylsulfanyl)-propionic acid ethyl ester 36124-36-4 C11H14O3S
3-(2-Hydroxy-phenylsulfanyl)-propionic acid ethyl ester
—— Trimethyl-(2-vinyloxy-ethylsulfanylmethyl)-silane 26205-60-7 C8H18OSSi
Trimethyl-(2-vinyloxy-ethylsulfanylmethyl)-silane
—— 3,5,6-Trichloro-4-thiocyanato-pyridine-2-carbonitrile 50524-47-5 C7Cl3N3S
3,5,6-Trichloro-4-thiocyanato-pyridine-2-carbonitrile
—— 3-(methylsulfanyl)-5-phenyl-4-isoxazolecarbaldehyde oxime 1099823-58-1 C11H10N2O2S
3-(methylsulfanyl)-5-phenyl-4-isoxazolecarbaldehyde oxime
—— 4-(4-methoxyphenyl)sulfanyl-6-(1H-1,2,4-triazol-5-yl)pyrrolo[1,2-a]quinoxaline 1255926-95-4 C20H15N5OS
4-(4-methoxyphenyl)sulfanyl-6-(1H-1,2,4-triazol-5-yl)pyrrolo[1,2-a]quinoxaline
—— 6-[(6-amino-9-{2-[1-(3-methoxypropanoyl)piperidin-4-yl]ethyl}-9H-purin-8-yl)thio]-1,3-benzodioxole-5-carbonitrile 1156465-47-2 C24H27N7O4S
6-[(6-amino-9-{2-[1-(3-methoxypropanoyl)piperidin-4-yl]ethyl}-9H-purin-8-yl)thio]-1,3-benzodioxole-5-carbonitrile
—— 8.9-Dibrom-3-chlor-12H-chinoxalino<2.3-b><1.4>benzothiazin 19843-59-5 C14H6Br2ClN3S
8.9-Dibrom-3-chlor-12H-chinoxalino<2.3-b><1.4>benzothiazin
—— (2RS,4RS)-2-Benzyloxy-4-(tert-butyldimethylsiloxy)-3,4-dihydro-6-methyl-5-phenylthio-2H-pyran 99789-23-8 C25H34O3SSi
(2RS,4RS)-2-Benzyloxy-4-(tert-butyldimethylsiloxy)-3,4-dihydro-6-methyl-5-phenylthio-2H-pyran
—— 1-(Methoxy-phenylsulfanyl-methyl)-cycloheptanol 154868-25-4 C15H22O2S
1-(Methoxy-phenylsulfanyl-methyl)-cycloheptanol
—— 6-Amino-5-(4-isopropyl-thiazol-2-ylsulfanyl)-benzofuran-3-one 286377-54-6 C14H14N2O2S2
6-Amino-5-(4-isopropyl-thiazol-2-ylsulfanyl)-benzofuran-3-one
—— 3-Phenyl-1,1-bis(phenylthio)-1-buten 37891-69-3 C22H20S2
3-Phenyl-1,1-bis(phenylthio)-1-buten
—— 6-[(5-chloro-4-ethoxy-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl)sulfanyl]-N-cyclopropylpyridazin-3-amine 1275601-32-5 C17H19ClN6OS
6-[(5-chloro-4-ethoxy-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl)sulfanyl]-N-cyclopropylpyridazin-3-amine
—— 2-[((Z)-2-But-2-enyl)-[1,3]dithian-2-yl]-propan-2-ol 68872-24-2 C11H20OS2
2-[((Z)-2-But-2-enyl)-[1,3]dithian-2-yl]-propan-2-ol
—— 1-(1-Chloro-5-phenyl-pentylsulfanyl)-4-methyl-benzene 175349-37-8 C18H21ClS
1-(1-Chloro-5-phenyl-pentylsulfanyl)-4-methyl-benzene
—— [(E)-1-methoxynon-1-en-3-yl]sulfanylbenzene 63109-53-5 C16H24OS
[(E)-1-methoxynon-1-en-3-yl]sulfanylbenzene
—— 2-{3-[((Z)-2-Hex-4-enyl)-[1,3]dithian-2-yl]-propyl}-[1,3]dioxolane 253197-49-8 C16H28O2S2
2-{3-[((Z)-2-Hex-4-enyl)-[1,3]dithian-2-yl]-propyl}-[1,3]dioxolane
—— 4-(2-Chloro-phenylsulfanyl)-pyridine-3-sulfonic acid propionyl-amide 64063-14-5 C14H13ClN2O3S2
4-(2-Chloro-phenylsulfanyl)-pyridine-3-sulfonic acid propionyl-amide
—— 1-<2-Diaethylamino-aethyl>-2-<4-sek.-butyl-phenylmercapto>-benzimidazol 5594-63-8 C23H31N3S
1-<2-Diaethylamino-aethyl>-2-<4-sek.-butyl-phenylmercapto>-benzimidazol