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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
—— Dicyclohexyl-[[1-(phenylsulfanylmethyl)triazol-4-yl]methyl]phosphane 1186034-81-0 C22H32N3PS
Dicyclohexyl-[[1-(phenylsulfanylmethyl)triazol-4-yl]methyl]phosphane
—— 6-methyl-2-methylthio-4-pyrimidinyl triflate 154499-79-3 C7H7F3N2O3S2
6-methyl-2-methylthio-4-pyrimidinyl triflate
—— 2-chloro-3-(4-bromophenylthio)-4-aminopyridine 1235872-84-0 C11H8BrClN2S
2-chloro-3-(4-bromophenylthio)-4-aminopyridine
—— potassium N,N-di-n-propylthiocarbamate 115981-32-3 C7H14NOS*K
potassium N,N-di-n-propylthiocarbamate
—— 3,12-dioxa-7,8-dithiatetradecane-1,14-diol 1316759-69-9 C10H22O4S2
3,12-dioxa-7,8-dithiatetradecane-1,14-diol
—— 2-chloro-3-(phenylthio)pyridin-4-amine 1235876-44-4 C11H9ClN2S
2-chloro-3-(phenylthio)pyridin-4-amine
—— (1E,3E)-1-bromo-4-(phenylthio)-1,3-butadiene-1,2,3,4-d4 188802-32-6 C10H9BrS
(1E,3E)-1-bromo-4-(phenylthio)-1,3-butadiene-1,2,3,4-d4
—— tert-butyl-dimethyl-[2-[(2S,6S)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]ethoxy]silane 1373398-03-8 C23H38O2SSi
tert-butyl-dimethyl-[2-[(2S,6S)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]ethoxy]silane
—— 2-[(1R,2R,4R)-4-(2-Methoxy-ethoxymethoxy)-2-methylsulfanylmethoxymethyl-cyclopentyl]-oxirane 231291-47-7 C14H26O5S
2-[(1R,2R,4R)-4-(2-Methoxy-ethoxymethoxy)-2-methylsulfanylmethoxymethyl-cyclopentyl]-oxirane
—— 2(S)-methyl-3-(methyl sulfonyl)propionic acid t-butyl ester 143225-00-7 C9H18O4S
2(S)-methyl-3-(methyl sulfonyl)propionic acid t-butyl ester
—— 4-Amino-6-methylsulfanylpyrimidine-5-carbonitrile 900479-85-8 C6H6N4S
4-Amino-6-methylsulfanylpyrimidine-5-carbonitrile
—— 6,16,19,29-Tetraoxa-3,9,11,24,26,32-hexathia-13,22,39,40-tetrazatetracyclo[32.3.1.110,13.122,25]tetraconta-1(38),10(40),25(39),34,36-pentaene-12,23-dione 1041201-03-9 C26H36N4O6S6
6,16,19,29-Tetraoxa-3,9,11,24,26,32-hexathia-13,22,39,40-tetrazatetracyclo[32.3.1.110,13.122,25]tetraconta-1(38),10(40),25(39),34,36-pentaene-12,23-dione
—— 3,5-dimethylphenyl ethyl xanthate 89816-83-1 C11H14OS2
3,5-dimethylphenyl ethyl xanthate
—— 2-i-Propyl-propan-1,3-dithiol 24330-59-4 C6H14S2
2-i-Propyl-propan-1,3-dithiol
—— 2-[β-(1-pyrrolidinyl)ethylthio]phenyl-N-phenylbenzthioimidate hydrochloride 78455-24-0 C25H26N2S2*ClH
2-[β-(1-pyrrolidinyl)ethylthio]phenyl-N-phenylbenzthioimidate hydrochloride
—— 2-[β-(1-pyrrolidinyl)ethylthio]phenol 78455-23-9 C12H17NOS
2-[β-(1-pyrrolidinyl)ethylthio]phenol
—— isopropyl 2-(pentylsulfonyl) diazoacetate 1424362-21-9 C10H18N2O4S
isopropyl 2-(pentylsulfonyl) diazoacetate
—— 4-methoxy-4-{4-[4-(2-methyl-1,3-dioxolan-2-yl)benzyloxy]-2-methylthiopyrimidin-6-yl}tetrahydropyran 161386-27-2 C22H28N2O5S
4-methoxy-4-{4-[4-(2-methyl-1,3-dioxolan-2-yl)benzyloxy]-2-methylthiopyrimidin-6-yl}tetrahydropyran
—— (2R,3R,4S,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-6-fluoro-2-methyl-5-phenylsulfanyl-tetrahydro-pyran 306768-24-1 C24H43FO3SSi2
(2R,3R,4S,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-6-fluoro-2-methyl-5-phenylsulfanyl-tetrahydro-pyran
—— 4-(4-bromo-2-methylthiopyrimidin-6-yl)-4-methoxytetrahydropyran 161386-32-9 C11H15BrN2O2S
4-(4-bromo-2-methylthiopyrimidin-6-yl)-4-methoxytetrahydropyran
—— N,N'-hexanediyl bis-dithiocarbamic acid diphenyl ester 1370652-54-2 C20H24N2S4
N,N'-hexanediyl bis-dithiocarbamic acid diphenyl ester
—— 4-diethoxymethyl-2-hexylsulfanyl-6-methylpyrimidine 863672-51-9 C16H28N2O2S
4-diethoxymethyl-2-hexylsulfanyl-6-methylpyrimidine
—— 4-(trifluoromethyl)-2-(methylthio)-6-(thiophen-2-yl)pyridine-3-carbonitrile 285980-91-8 C12H7F3N2S2
4-(trifluoromethyl)-2-(methylthio)-6-(thiophen-2-yl)pyridine-3-carbonitrile
—— 2-(2-oxopropylthio)-4-(trifluoromethyl)-6-(thiophen-2-yl)pyridine-3-carbonitrile 332869-24-6 C14H9F3N2OS2
2-(2-oxopropylthio)-4-(trifluoromethyl)-6-(thiophen-2-yl)pyridine-3-carbonitrile
—— di-prop-1-ynyl sulfoxide 68634-33-3 C6H6OS
di-prop-1-ynyl sulfoxide
—— allyl 2-(4-chlorothiophenoxy)benzoate 144463-75-2 C16H13ClO2S
allyl 2-(4-chlorothiophenoxy)benzoate
—— meso-(4aR,8aS,9aR,10aS)-9,9-bis(phenylsulfanyl)decahydro-1,8,10-trioxaanthracene 175664-23-0 C23H26O3S2
meso-(4aR,8aS,9aR,10aS)-9,9-bis(phenylsulfanyl)decahydro-1,8,10-trioxaanthracene
—— 4-Deoxy-1,2-O-isopropylidene-3-phenylthio-L-threitol 128990-11-4 C13H18O3S
4-Deoxy-1,2-O-isopropylidene-3-phenylthio-L-threitol
—— 1-Methoxy-4-methyl-2-[(4-nitrophenyl)sulfanyl]benzene 5465-76-9 C14H13NO3S
1-Methoxy-4-methyl-2-[(4-nitrophenyl)sulfanyl]benzene
—— (E)-4-p-tolylbuten-2-al-1 125631-36-9 C11H12OS
(E)-4-p-tolylbuten-2-al-1
—— ((Z)-1,3-Bis-phenylsulfanyl-propenyl)-trimethyl-silane 143365-61-1 C18H22S2Si
((Z)-1,3-Bis-phenylsulfanyl-propenyl)-trimethyl-silane
—— 6-Amino-3-methoxy-diphenylsulfid 1552-18-7 C13H13NOS
6-Amino-3-methoxy-diphenylsulfid
—— 3,6-dioxa-1,8-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>octane 108345-13-7 C12H18N4O2S6
3,6-dioxa-1,8-bis<(2-(methylthio)-1,3,4-thiadiazol-5-yl)thio>octane
—— 2-Methyl-4H-3,1-benzoxathiin-2-carbonsaeure-methylester 124921-58-0 C11H12O3S
2-Methyl-4H-3,1-benzoxathiin-2-carbonsaeure-methylester
—— 2-Acetyl-2-methyl-4H-3,1-benzoxathiin 124921-62-6 C11H12O2S
2-Acetyl-2-methyl-4H-3,1-benzoxathiin
—— Spiro<4H-3,1-benzoxathiin-2,1'-cyclooctan>-2'-on 124921-67-1 C15H18O2S
Spiro<4H-3,1-benzoxathiin-2,1'-cyclooctan>-2'-on
—— 2-(2-Carbomethoxyethylthio)-3-nitropyridine 111042-82-1 C9H10N2O4S
2-(2-Carbomethoxyethylthio)-3-nitropyridine
—— 3',5'-Di-tert-butylspiro<4H,3,1-benzoxathiin-2,1'-<3',5'>cyclohexadien>-2'-on 124921-74-0 C21H26O2S
3',5'-Di-tert-butylspiro<4H,3,1-benzoxathiin-2,1'-<3',5'>cyclohexadien>-2'-on
—— 2-(3,7-dimethyloctylthio)thiophene 321858-70-2 C14H24S2
2-(3,7-dimethyloctylthio)thiophene
—— 3-(phenylsulfanyl)hex-2-enoic acid methyl ester 1093350-57-2 C13H16O2S
3-(phenylsulfanyl)hex-2-enoic acid methyl ester
—— 3-(4-N,N-dimethylaminophenyl)-sulfanyl-propionic acid methyl ester 571167-29-8 C12H17NO2S
3-(4-N,N-dimethylaminophenyl)-sulfanyl-propionic acid methyl ester
—— 3-(5-chloro-thiazole-2-sulfanyl)-propionic acid methyl ester 915137-48-3 C7H8ClNO2S2
3-(5-chloro-thiazole-2-sulfanyl)-propionic acid methyl ester
—— 7-methyl-6-[(3-sulfamoyl propyl)thio]imidazo-[1,2-b]pyridazine 152669-04-0 C10H14N4O2S2
7-methyl-6-[(3-sulfamoyl propyl)thio]imidazo-[1,2-b]pyridazine
—— tert.-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)amino]methyl}phenyl)thio]-2-methylpropanoate 881687-21-4 C19H24ClN3O2S
tert.-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)amino]methyl}phenyl)thio]-2-methylpropanoate
—— tert-butyl-2-{[4-({(6-chloropyrimidin-4-yl)[(3,5-dimethylisoxazol-4-yl)methyl]amino}methyl)-phenyl]thio}-2-methylpropanoate 881687-55-4 C25H31ClN4O3S
tert-butyl-2-{[4-({(6-chloropyrimidin-4-yl)[(3,5-dimethylisoxazol-4-yl)methyl]amino}methyl)-phenyl]thio}-2-methylpropanoate
—— tert-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)(1,3-thiazol-2-ylmethyl)amino]methyl}phenyl)thio]-2-methylpropanoate 881687-48-5 C23H27ClN4O2S2
tert-butyl-2-[(4-{[(6-chloropyrimidin-4-yl)(1,3-thiazol-2-ylmethyl)amino]methyl}phenyl)thio]-2-methylpropanoate
—— 2-Methyl-buten-(2)-thiol-(3) 17516-76-6 C5H10S
2-Methyl-buten-(2)-thiol-(3)
—— 3,4-dibutyl-5-butylsulfanylthiophene-2-carbaldehyde 165396-99-6 C17H28OS2
3,4-dibutyl-5-butylsulfanylthiophene-2-carbaldehyde
—— 6-Chloro-2-methylsulfanyl-5-prop-2-enylpyrimidin-4-amine 1421698-84-1 C8H10ClN3S
6-Chloro-2-methylsulfanyl-5-prop-2-enylpyrimidin-4-amine
—— 5-bromo-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone 934365-63-6 C7H9BrN2O2S
5-bromo-6-(2-hydroxyethyl)-2-(methylthio)-3,4-dihydro-4-pyrimidinone