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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,N-dimethyl-2-(3,4-dimethoxyphenylthio)benzylamine 127905-80-0 C17H21NO2S
N,N-dimethyl-2-(3,4-dimethoxyphenylthio)benzylamine
—— 4-({2-[(Methylamino)methyl]phenyl}sulfanyl)-1,2-benzenediol 127906-37-0 C14H15NO2S
4-({2-[(Methylamino)methyl]phenyl}sulfanyl)-1,2-benzenediol
—— [2-(3,4-Dimethoxyphenyl)sulfanylphenyl]methanamine 127905-97-9 C15H17NO2S
[2-(3,4-Dimethoxyphenyl)sulfanylphenyl]methanamine
—— 4-methyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one 79749-94-3 C11H12O2S
4-methyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— 2,4-bis(phenylthio)-3-pentanone 77161-76-3 C17H18OS2
2,4-bis(phenylthio)-3-pentanone
—— 4-(4-methylsulfanylphenyl)-N-[(E)-(2,3,5-trichlorophenyl)methylideneamino]-1,3-thiazol-2-amine 1018688-21-5 C17H12Cl3N3S2
4-(4-methylsulfanylphenyl)-N-[(E)-(2,3,5-trichlorophenyl)methylideneamino]-1,3-thiazol-2-amine
—— butyl 3-methyl-4-phenylthiopent-2-enoate 88087-91-6 C16H22O2S
butyl 3-methyl-4-phenylthiopent-2-enoate
—— butyl 3-methyl-4-phenylthiopent-2-enoate 88087-92-7 C16H22O2S
butyl 3-methyl-4-phenylthiopent-2-enoate
—— β,γ'-diquinolinyl sulfide 162464-54-2 C18H12N2S
β,γ'-diquinolinyl sulfide
—— p-Tolyl-isopropylaminomethyl-sulfid 25508-61-6 C11H17NS
p-Tolyl-isopropylaminomethyl-sulfid
—— methyl [7-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-7-azaspiro[3.5]non-2-yl]carboxylate 203649-48-3 C21H24N4O2S
methyl [7-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-7-azaspiro[3.5]non-2-yl]carboxylate
—— 1-butoxy-2-phenylsulfanyl-ethane 100520-02-3 C12H18OS
1-butoxy-2-phenylsulfanyl-ethane
—— N-methyl-2-(4'-bromo-2'-nitrophenylthio)benzylamine 334632-66-5 C14H13BrN2O2S
N-methyl-2-(4'-bromo-2'-nitrophenylthio)benzylamine
—— N-methyl-2-(2-amino-4-iodophenylthio)benzylamine 334632-69-8 C14H15IN2S
N-methyl-2-(2-amino-4-iodophenylthio)benzylamine
—— 2,23-bis(tert-butylsulfanyl)-8,17-dinitro-5,6,11,12,13,14,19,20,25,26,32,33,39,40-tetradecadehydro-7,10:15,18-dietheno-27,31:34,38-dimethenodibenzo[a,o]cyclodotriacontane 914673-98-6 C58H38N2O4S2
2,23-bis(tert-butylsulfanyl)-8,17-dinitro-5,6,11,12,13,14,19,20,25,26,32,33,39,40-tetradecadehydro-7,10:15,18-dietheno-27,31:34,38-dimethenodibenzo[a,o]cyclodotriacontane
—— [3-chloro-4-(3,5-dibromobenzylsulfanyl)phenyl]acetic acid methyl ester 870289-05-7 C16H13Br2ClO2S
[3-chloro-4-(3,5-dibromobenzylsulfanyl)phenyl]acetic acid methyl ester
—— N-methyl-2-(2-amino-4-bromophenylthio)benzylamine 334632-67-6 C14H15BrN2S
N-methyl-2-(2-amino-4-bromophenylthio)benzylamine
—— N,N'-bis[3-(4-bromo-2-nitrophenyl)sulfanylphenyl]pentanediamide 188059-03-2 C29H22Br2N4O6S2
N,N'-bis[3-(4-bromo-2-nitrophenyl)sulfanylphenyl]pentanediamide
—— N,N'-bis[3-(2-amino-4-bromophenyl)sulfanylphenyl]pentanediamide 188059-04-3 C29H26Br2N4O2S2
N,N'-bis[3-(2-amino-4-bromophenyl)sulfanylphenyl]pentanediamide
—— 4,4-bis(ethylthio)-1,3-cyclohexanedione 112473-07-1 C10H16O2S2
4,4-bis(ethylthio)-1,3-cyclohexanedione
—— 1-(2-((4-bromo-2-nitrophenyl)thio)phenyl)-N,N-dimethylmethanamine 305352-01-6 C15H15BrN2O2S
1-(2-((4-bromo-2-nitrophenyl)thio)phenyl)-N,N-dimethylmethanamine
—— [3-(4-bromo-2-nitro)phenylsulfanyl]phenylamine 188059-02-1 C12H9BrN2O2S
[3-(4-bromo-2-nitro)phenylsulfanyl]phenylamine
—— 3,22-bis(tert-butylsulfanyl)-28-nitro-5,6,12,13,19,20,25,26,31,32-decadehydro-27,30-etheno-7,11:14,18-dimethenodibenzo[a,k]cyclooctacosane 914673-93-1 C48H35NO2S2
3,22-bis(tert-butylsulfanyl)-28-nitro-5,6,12,13,19,20,25,26,31,32-decadehydro-27,30-etheno-7,11:14,18-dimethenodibenzo[a,k]cyclooctacosane
—— thioacetic hydrazide 62543-18-4 C2H6N2S
thioacetic hydrazide
—— 4-[4-[Bis(2-chloroethyl)amino]phenyl]sulfanylaniline 133041-87-9 C16H18Cl2N2S
4-[4-[Bis(2-chloroethyl)amino]phenyl]sulfanylaniline
—— γ,γ'-diquinolinyl sulfide 14095-26-2 C18H12N2S
γ,γ'-diquinolinyl sulfide
—— (4-bromo-2-nitrophenyl)(phenyl)sulfane 33358-33-7 C12H8BrNO2S
(4-bromo-2-nitrophenyl)(phenyl)sulfane
—— N-methyl-2-(4-bromo-2-nitrophenylthio)benzamide 334632-65-4 C14H11BrN2O3S
N-methyl-2-(4-bromo-2-nitrophenylthio)benzamide
—— <i>N</i>-(1-cyano-ethyl)-<i>N</i>'-methyl-thiourea 409314-78-9 C5H9N3S
<i>N</i>-(1-cyano-ethyl)-<i>N</i>'-methyl-thiourea
—— 3-chloro-4-dimethylcarbamoylthio-phenylacetic acid methyl ester 91361-78-3 C12H14ClNO3S
3-chloro-4-dimethylcarbamoylthio-phenylacetic acid methyl ester
—— bis<2-<4-methyl(thiophenoxy)>benzyl> oxalate 120454-39-9 C30H26O4S2
bis<2-<4-methyl(thiophenoxy)>benzyl> oxalate
—— methyl 3-chloro-4-(3-bromopropylthio)-phenylacetate 194792-52-4 C12H14BrClO2S
methyl 3-chloro-4-(3-bromopropylthio)-phenylacetate
—— dodecyldimethylsulfonium chloride 41580-87-4 C14H31S*Cl
dodecyldimethylsulfonium chloride
—— adamantylideneadamantanethiirane 1-oxide 62281-76-9 C20H28OS
adamantylideneadamantanethiirane 1-oxide
—— 11-benzenesulfanyl-drim-7-ene 155191-62-1 C21H30S
11-benzenesulfanyl-drim-7-ene
—— 1-ethoxy-2,2-bismethylsulphonylethane 115373-71-2 C6H14O5S2
1-ethoxy-2,2-bismethylsulphonylethane
—— (R)-(+)-2,2-dimethyl-6-methylene-1-[1'-(phenylthio)methyl]cyclohexane 502763-41-9 C16H22S
(R)-(+)-2,2-dimethyl-6-methylene-1-[1'-(phenylthio)methyl]cyclohexane
—— 2-benzylthio-5-trifluoromethylpyrimidine 94447-84-4 C12H9F3N2S
2-benzylthio-5-trifluoromethylpyrimidine
—— (8S,10R)-10-phenylthio-1,4-dioxaspiro[4.5]dec-6-en-8-ol 697741-18-7 C14H16O3S
(8S,10R)-10-phenylthio-1,4-dioxaspiro[4.5]dec-6-en-8-ol
—— deuterioisothiocyanic acid 141312-03-0 CHNS
deuterioisothiocyanic acid
—— ethyl 2-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthylthio)-5-thiazolecarboxylate 190596-60-2 C21H27NO2S2
ethyl 2-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthylthio)-5-thiazolecarboxylate
—— 4-methyl-5-phenylthiomethyl-1,2,3-thiadiazole 205131-55-1 C10H10N2S2
4-methyl-5-phenylthiomethyl-1,2,3-thiadiazole
—— 5-ethylsulfanyl-[1,2,3]thiadiazole-4-carboxylic acid ethyl ester 64837-50-9 C7H10N2O2S2
5-ethylsulfanyl-[1,2,3]thiadiazole-4-carboxylic acid ethyl ester
—— 5-(1-amino-4-ethoxycarbonyl-1,2,3-triazol-5-yl)mercapto-4-ethoxycarbonyl-1,2,3-thiadiazole 127098-23-1 C10H12N6O4S2
5-(1-amino-4-ethoxycarbonyl-1,2,3-triazol-5-yl)mercapto-4-ethoxycarbonyl-1,2,3-thiadiazole
—— 2,6-di(4-methoxyphenylthio)pyridine 1263672-74-7 C19H17NO2S2
2,6-di(4-methoxyphenylthio)pyridine
—— 3-carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole 497059-84-4 C11H13N5O2S2
3-carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole
—— 1-adamantylthioacetic acid amide 56432-91-8 C12H19NS
1-adamantylthioacetic acid amide
—— diallyl-N-(prop-2-ynyl) dithiocarbonimidate 1315267-98-1 C10H13NS2
diallyl-N-(prop-2-ynyl) dithiocarbonimidate
—— 6-chloro-4-methoxy-2-methylsulfanylpyrimidine-5-carbaldehyde 308110-95-4 C7H7ClN2O2S
6-chloro-4-methoxy-2-methylsulfanylpyrimidine-5-carbaldehyde
—— 5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione 347344-48-3 C9H11N5S2
5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione