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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
—— 3-(5-Ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-5-methyl-[1,3,5]oxadiazinan-4-one 37623-76-0 C8H12N4O2S2
3-(5-Ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-5-methyl-[1,3,5]oxadiazinan-4-one
—— bis(3-(cyclopent-2-en-1-yl)prop-1-yl) sulfide 104808-97-1 C16H26S
bis(3-(cyclopent-2-en-1-yl)prop-1-yl) sulfide
—— 4-(phenylsulfanyl-<i>p</i>-tolyl-methyl)-morpholine 23837-42-5 C18H21NOS
4-(phenylsulfanyl-<i>p</i>-tolyl-methyl)-morpholine
—— 4-Methyl-5'-nitro-2,2'-thiobisthiazol 54776-54-4 C7H5N3O2S3
4-Methyl-5'-nitro-2,2'-thiobisthiazol
—— 2-Methyl-4-benzylthio-5-chlor-3(2H)-pyridazinon 25818-67-1 C18H15ClN2OS
2-Methyl-4-benzylthio-5-chlor-3(2H)-pyridazinon
—— 152874-11-8 C15H13F3N2O2S
—— 6-(4-chloro-6-isopropylamino-[1,3,5]triazin-2-ylsulfanyl)-<i>N</i>,<i>N</i>'-diisopropyl-[1,3,5]triazine-2,4-diamine 51625-74-2 C15H24ClN9S
6-(4-chloro-6-isopropylamino-[1,3,5]triazin-2-ylsulfanyl)-<i>N</i>,<i>N</i>'-diisopropyl-[1,3,5]triazine-2,4-diamine
—— 5-(4-Bromo-phenylsulfanyl)-4-methyl-1H-pyrazolo[3,4-b]pyridine-3,6-diamine 107450-43-1 C13H12BrN5S
5-(4-Bromo-phenylsulfanyl)-4-methyl-1H-pyrazolo[3,4-b]pyridine-3,6-diamine
—— (1S,6R,7S)-Bicyclo[4.1.0]heptane-7-carbothioic acid S-phenyl ester 82528-13-0 C14H16OS
(1S,6R,7S)-Bicyclo[4.1.0]heptane-7-carbothioic acid S-phenyl ester
—— 1-(3-hydroxy-3-(trifluoromethyl)-3a,4,5,6,7,8-hexahydrocyclohepta[c]pyrazol-2(3H)-yl)-3-(2-(methylthio)-6-(trifluoromethyl)pyrimidin-4-yl)propan-1-one 1544273-68-8 C18H20F6N4O2S
1-(3-hydroxy-3-(trifluoromethyl)-3a,4,5,6,7,8-hexahydrocyclohepta[c]pyrazol-2(3H)-yl)-3-(2-(methylthio)-6-(trifluoromethyl)pyrimidin-4-yl)propan-1-one
—— 6-Amino-5-(4-bromo-phenylsulfanyl)-4-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile 89110-41-8 C13H10BrN3OS
6-Amino-5-(4-bromo-phenylsulfanyl)-4-methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile
—— [5-fluoro-2-(6-trifluoromethyl-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine 857498-91-0 C17H14F4N2S
[5-fluoro-2-(6-trifluoromethyl-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine
—— (E)-1-{2-[((E)-But-2-enyl)sulfanyl]-ethylsulfanyl}-but-2-ene 14500-49-3 C10H18S2
(E)-1-{2-[((E)-But-2-enyl)sulfanyl]-ethylsulfanyl}-but-2-ene
—— 4-Amino-5-benzylmercaptopyridazon-(6) 22121-17-1 C11H11N3OS
4-Amino-5-benzylmercaptopyridazon-(6)
—— 2-(tert.-Pentylmercapto)-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin 5142-27-8 C17H20N4O2S
2-(tert.-Pentylmercapto)-1-benzyl-4,7-dihydroxy-1H-imidazo<4,5-d>pyridazin
—— palladium(2+);4-(2-phenylsulfanylethyl)morpholine;dichloride 1415217-51-4 C12H17Cl2NOPdS
palladium(2+);4-(2-phenylsulfanylethyl)morpholine;dichloride
—— 5,5-Dimethyl-2-(3-phenylsulfanyl-2,5-dihydrothiophen-2-yl)-1,3,2lambda5-dioxaphosphinane 2-oxide 1418297-73-0 C15H19O3PS2
5,5-Dimethyl-2-(3-phenylsulfanyl-2,5-dihydrothiophen-2-yl)-1,3,2lambda5-dioxaphosphinane 2-oxide
—— 6-Benzylsulfanyl-1-(3-chloro-phenyl)-4-phenyl-1H-[1,3,5]triazine-2-thione 85442-33-7 C22H16ClN3S2
6-Benzylsulfanyl-1-(3-chloro-phenyl)-4-phenyl-1H-[1,3,5]triazine-2-thione
—— N,N-dimethyl-3-(2-phenylthiazolo<4,5-b>pyrazin-6-ylthio)propylamine 93497-82-6 C16H18N4S2
N,N-dimethyl-3-(2-phenylthiazolo<4,5-b>pyrazin-6-ylthio)propylamine
—— 3,9-Dithioxo-2,4,8,10-tetraoxa-3λ<sup>5</sup>,9λ<sup>5</sup>-diphospha-spiro[5.5]undecane-3,9-dicarbothioic acid bis-allylamide 5305-66-8 C13H20N2O4P2S4
3,9-Dithioxo-2,4,8,10-tetraoxa-3λ<sup>5</sup>,9λ<sup>5</sup>-diphospha-spiro[5.5]undecane-3,9-dicarbothioic acid bis-allylamide
—— SbCl3 1,1,3,3-tetramethylthiourea complex 79666-61-8 C5H12N2S*Cl3Sb
SbCl3 1,1,3,3-tetramethylthiourea complex
—— (Z)-1-ethylthio-2-phenylthio-3-hydroxypropene 1315273-24-5 C11H14OS2
(Z)-1-ethylthio-2-phenylthio-3-hydroxypropene
—— [1,9-bis(phenylsulfanyl)-6-trimethylsilyloxynonan-4-yl]oxy-trimethylsilane 122040-21-5 C27H44O2S2Si2
[1,9-bis(phenylsulfanyl)-6-trimethylsilyloxynonan-4-yl]oxy-trimethylsilane
—— 4-(1-Methyltetrazol-5-yl)sulfanyl-5-(3-nitrophenyl)thieno[2,3-d]pyrimidine 1370338-84-3 C14H9N7O2S2
4-(1-Methyltetrazol-5-yl)sulfanyl-5-(3-nitrophenyl)thieno[2,3-d]pyrimidine
—— 2-(4-Methoxy-phenylsulfanyl)-5-(3-o-tolyl-thioureido)-benzoic acid 78160-51-7 C22H20N2O3S2
2-(4-Methoxy-phenylsulfanyl)-5-(3-o-tolyl-thioureido)-benzoic acid
—— (R)-2-((4R,5S,6R)-5-Methoxymethoxy-6-phenylsulfanylmethyl-[1,3]dioxan-4-yl)-1,4-dioxa-spiro[4.5]decane 107977-55-9 C21H30O6S
(R)-2-((4R,5S,6R)-5-Methoxymethoxy-6-phenylsulfanylmethyl-[1,3]dioxan-4-yl)-1,4-dioxa-spiro[4.5]decane
—— 2-hexyl-2-(6-iodo-hexyl)-[1,3]dithiane 386742-95-6 C16H31IS2
2-hexyl-2-(6-iodo-hexyl)-[1,3]dithiane
—— 2-(cyclopropylamino)-4-methylsulfanyl-6-oxo-1H-pyrimidine-5-carbonitrile 1374158-06-1 C9H10N4OS
2-(cyclopropylamino)-4-methylsulfanyl-6-oxo-1H-pyrimidine-5-carbonitrile
—— 2-Butylmercapto-2-p-tolylmercapto-propan 6839-02-7 C14H22S2
2-Butylmercapto-2-p-tolylmercapto-propan
—— 3-hydroxy-7-methyl-2,3-dihydro-[1,3,4]thiazaborolo[3,2-a]pyrimidin-5-one 16876-40-7 C6H7BN2O2S
3-hydroxy-7-methyl-2,3-dihydro-[1,3,4]thiazaborolo[3,2-a]pyrimidin-5-one
—— [((Z)-Non-6-enyl)sulfanyl]-benzene 90493-80-4 C15H22S
[((Z)-Non-6-enyl)sulfanyl]-benzene
—— 1417893-36-7 C7H14O4S2
—— 2-(1-Adamantyl)-3-tert-butylthiaziridin-1,1-dioxid 78077-01-7 C15H25NO2S
2-(1-Adamantyl)-3-tert-butylthiaziridin-1,1-dioxid
—— (3aR,4R,5R,6aS)-4-(phenylsulfanylmethyl)-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]furan-2,5-diol 86021-78-5 C14H18O3S
(3aR,4R,5R,6aS)-4-(phenylsulfanylmethyl)-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]furan-2,5-diol
—— methyl 2-[(1S,6R)-6-(2-oxo-2-phenylsulfanylethyl)cyclohex-3-en-1-yl]acetate 113474-23-0 C17H20O3S
methyl 2-[(1S,6R)-6-(2-oxo-2-phenylsulfanylethyl)cyclohex-3-en-1-yl]acetate
—— 5,6-dimethyl-3-methylsulfanyl-pyridazine-4-carbonitrile 98488-69-8 C8H9N3S
5,6-dimethyl-3-methylsulfanyl-pyridazine-4-carbonitrile
—— p-tolyl 2,4,5-trichlorophenyl trithiocarbonate 1523313-35-0 C14H9Cl3S3
p-tolyl 2,4,5-trichlorophenyl trithiocarbonate
—— 1-[2,2-Bis[(4-methylphenyl)sulfanyl]cyclobutyl]-4-bromobenzene 1160784-77-9 C24H23BrS2
1-[2,2-Bis[(4-methylphenyl)sulfanyl]cyclobutyl]-4-bromobenzene
—— 2-bromo-5-methoxy-3-(p-tolylthio)-1H-indole 1385029-09-3 C16H14BrNOS
2-bromo-5-methoxy-3-(p-tolylthio)-1H-indole
—— 1,2,5-trimethoxy-4-methyl-3-(toluene-4-sulfanyl)benzene 899822-85-6 C17H20O3S
1,2,5-trimethoxy-4-methyl-3-(toluene-4-sulfanyl)benzene
—— 1-nitro-1-(p-tolylthio)cyclopentane 1402833-04-8 C12H15NO2S
1-nitro-1-(p-tolylthio)cyclopentane
—— N-<Adamantyl-(2)>-N'-allyl-thioharnstoff 41502-41-4 C14H22N2S
N-<Adamantyl-(2)>-N'-allyl-thioharnstoff
—— 1-cyclopropyl-2-methyl-3-cyanoisothiourea 106580-80-7 C6H9N3S
1-cyclopropyl-2-methyl-3-cyanoisothiourea
—— 2-(4-bromo-phenylsulfanyl)-N-hydroxy-N-morpholin-4-ylmethyl-acetamide 41402-70-4 C13H17BrN2O3S
2-(4-bromo-phenylsulfanyl)-N-hydroxy-N-morpholin-4-ylmethyl-acetamide
—— Formic acid 3-(2-methyl-1,1,3,3-tetraoxo-1λ<sup>6</sup>,3λ<sup>6</sup>-[1,3]dithiolan-2-yl)-propyl ester 26981-57-7 C8H14O6S2
Formic acid 3-(2-methyl-1,1,3,3-tetraoxo-1λ<sup>6</sup>,3λ<sup>6</sup>-[1,3]dithiolan-2-yl)-propyl ester
—— Di(trithiokohlensaeure)diphenylester 28786-73-4 C14H10S5
Di(trithiokohlensaeure)diphenylester
—— Anilinomethyl-<4-brom-phenyl>-sulfid 22959-46-2 C13H12BrNS
Anilinomethyl-<4-brom-phenyl>-sulfid
—— 4-(3-Methylsulfanyl-phenyl)-tetrahydro-pyran-4-carboxylic acid methyl ester 179420-80-5 C14H18O3S
4-(3-Methylsulfanyl-phenyl)-tetrahydro-pyran-4-carboxylic acid methyl ester
—— 2,20-dimethyl-11-octanoyl[9,10,11,12,13,14]hexahydro-6H-dibenzo[1,7,4,10,13,16]dioxathia-triazaoctadecin-7,15(8H,16H)dione 1345977-70-9 C30H41N3O5S
2,20-dimethyl-11-octanoyl[9,10,11,12,13,14]hexahydro-6H-dibenzo[1,7,4,10,13,16]dioxathia-triazaoctadecin-7,15(8H,16H)dione
—— 2-Propenethioic acid, 3-(ethylthio)-3-methoxy-, O-methyl ester, (Z)- 146904-62-3 C7H12O2S2
2-Propenethioic acid, 3-(ethylthio)-3-methoxy-, O-methyl ester, (Z)-