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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-3-((5-nitropyridin-2-yl)thio)-3-phenylpropan-1-amine 1584114-13-5 C16H19N3O2S
N,N-dimethyl-3-((5-nitropyridin-2-yl)thio)-3-phenylpropan-1-amine
—— N-(2,2-dimethoxy-ethyl)-2-(acetyl-methylamino)-3,3-dimethyl-thiobutyric acid amide 866784-81-8 C13H26N2O3S
N-(2,2-dimethoxy-ethyl)-2-(acetyl-methylamino)-3,3-dimethyl-thiobutyric acid amide
—— (E)-4-(di-sec-butylboryl)-5-(butylthio)-3-methyl-4-nonene 403519-55-1 C22H45BS
(E)-4-(di-sec-butylboryl)-5-(butylthio)-3-methyl-4-nonene
—— 2-Butylsulfanyl-1-tert-butylethyne 127894-33-1 C10H18S
2-Butylsulfanyl-1-tert-butylethyne
—— 2,3-Bis(phenylthio)-N-methylmaleinimid 74353-20-1 C17H13NO2S2
2,3-Bis(phenylthio)-N-methylmaleinimid
—— D-4-HYDROXYMETHYL-5-[4-(METHYLMERCAPTO)PHENYL]-2-PHENYL-2-OXAZOLINE 126429-07-0 C17H17NO2S
D-4-HYDROXYMETHYL-5-[4-(METHYLMERCAPTO)PHENYL]-2-PHENYL-2-OXAZOLINE
—— 1-Thiomethyl-3-methyl-allen 34262-50-5 C5H8S
1-Thiomethyl-3-methyl-allen
—— 2-pyridin-2-ylsulfanyl-acetamide 10002-31-0 C7H8N2OS
2-pyridin-2-ylsulfanyl-acetamide
—— tert-butyl 2-(trimethylsilyl)ethyl sulfoxide 156090-86-7 C9H22OSSi
tert-butyl 2-(trimethylsilyl)ethyl sulfoxide
—— 3,5-dichloro-2,6-difluoro-4-phenylthiopyridine 51066-41-2 C11H5Cl2F2NS
3,5-dichloro-2,6-difluoro-4-phenylthiopyridine
—— 5-((3,5-dichloropyridin-4-yl)thio)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-nitrothiophene-2-carboxamide 1247820-70-7 C19H13Cl2N3O4S2
5-((3,5-dichloropyridin-4-yl)thio)-N-((2,3-dihydrobenzofuran-5-yl)methyl)-4-nitrothiophene-2-carboxamide
—— 1-Methylmercapto-1.2.4-pentatrien 19429-99-3 C6H8S
1-Methylmercapto-1.2.4-pentatrien
—— N-methoxy-N-methyl-2-(phenylthio)pent-4-enamide 754201-16-6 C13H17NO2S
N-methoxy-N-methyl-2-(phenylthio)pent-4-enamide
—— 2,3-Dimethyl-2,4-pentadien-diethylthioamid 52412-20-1 C11H19NS
2,3-Dimethyl-2,4-pentadien-diethylthioamid
—— 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N-isopropyl-4-nitro-thiophene-2-carboxamide 1247820-27-4 C13H11Cl2N3O3S2
5-[(3,5-dichloro-4-pyridyl)sulfanyl]-N-isopropyl-4-nitro-thiophene-2-carboxamide
—— (E)-3-dimethylamino-2-methylsulfonylpropenenitrile 858135-91-8 C6H10N2O2S
(E)-3-dimethylamino-2-methylsulfonylpropenenitrile
—— 2-(4-dimethylaminobutoxy)-diphenyl sulfide hydrochloride 62232-58-0 C18H23NOS*ClH
2-(4-dimethylaminobutoxy)-diphenyl sulfide hydrochloride
—— 1-pentyl-3-[(Z)-12-(1H-1,2,4-triazol-5-ylsulfanyl)dodec-5-enyl]urea 1402547-56-1 C20H37N5OS
1-pentyl-3-[(Z)-12-(1H-1,2,4-triazol-5-ylsulfanyl)dodec-5-enyl]urea
—— Pyrrolidine, 1-[[[5-(2-thienyl)-1,3,4-oxadiazol-2-yl]thio]acetyl]- 459846-08-3 C12H13N3O2S2
Pyrrolidine, 1-[[[5-(2-thienyl)-1,3,4-oxadiazol-2-yl]thio]acetyl]-
—— 4-Chloro-2-isothiocyanato-2-methyl-pentane 691359-03-2 C7H12ClNS
4-Chloro-2-isothiocyanato-2-methyl-pentane
—— Bis-<7-nitro-benz<2,1,3-thiadizolyl-(4)>-sulfid 7668-44-2 C12H4N6O4S3
Bis-<7-nitro-benz<2,1,3-thiadizolyl-(4)>-sulfid
—— 4-isothiocyanato-4-methyl-2-pentanol 691359-06-5 C7H13NOS
4-isothiocyanato-4-methyl-2-pentanol
—— 6-(ethylthio)-2,3-difluoropyridine 1257071-62-7 C7H7F2NS
6-(ethylthio)-2,3-difluoropyridine
—— 2-ethyl-3-hydroxy-6-(phenylthio)-4(1H)-pyridinone 221695-79-0 C13H13NO2S
2-ethyl-3-hydroxy-6-(phenylthio)-4(1H)-pyridinone
—— 6,6-dimethyl-2,4-bis(phenylthio)hepta-2,4-dienal 210416-91-4 C21H22OS2
6,6-dimethyl-2,4-bis(phenylthio)hepta-2,4-dienal
—— (1Z,4Z,6Z)-2,6-dicyano-1-ethoxy-8,8-dimethyl-4-(phenylthio)nona-1,4,6-trien-3-ol 403719-73-3 C21H24N2O2S
(1Z,4Z,6Z)-2,6-dicyano-1-ethoxy-8,8-dimethyl-4-(phenylthio)nona-1,4,6-trien-3-ol
—— (2Z,4Z)-4-cyano-6,6-dimethyl-2-(phenylthio)hepta-2,4-dienal 403719-65-3 C16H17NOS
(2Z,4Z)-4-cyano-6,6-dimethyl-2-(phenylthio)hepta-2,4-dienal
—— (1Z,4E)-2-cyano-1-ethoxy-6,6-dimethyl-4-(phenylthio)hepta-1,4-dien-3-ol 403719-53-9 C18H23NO2S
(1Z,4E)-2-cyano-1-ethoxy-6,6-dimethyl-4-(phenylthio)hepta-1,4-dien-3-ol
—— Ethyl 6-chloro-4-(2-methylsulfanylanilino)pyridazine-3-carboxylate 1609393-86-3 C14H14ClN3O2S
Ethyl 6-chloro-4-(2-methylsulfanylanilino)pyridazine-3-carboxylate
—— 4,4-Dichloro-1-isothiocyanato-1-tert-butyl-2-aza-1,3-butadiene 92277-53-7 C8H10Cl2N2S
4,4-Dichloro-1-isothiocyanato-1-tert-butyl-2-aza-1,3-butadiene
—— S-Cyclohexyl-S-methyl dithiocarbonate 41320-28-9 C8H14OS2
S-Cyclohexyl-S-methyl dithiocarbonate
—— 5-methoxy-2,2-dimethyl-6-phenyl-6-(phenylthio)-3-hexanone 121862-20-2 C21H26O2S
5-methoxy-2,2-dimethyl-6-phenyl-6-(phenylthio)-3-hexanone
—— 3-oxo-2-(pyridin-2-ylsulfanyl-acetyl)-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium betaine 66102-82-7 C14H10N2O2S2
3-oxo-2-(pyridin-2-ylsulfanyl-acetyl)-2,3-dihydro-thiazolo[3,2-<i>a</i>]pyridinylium betaine
—— 3-<2-(4-Methylphenyl)ethylidenyl>-2-pentyl-2,3-dihydrobenzo<b>thiophen-2-ol 146916-45-2 C22H26OS
3-<2-(4-Methylphenyl)ethylidenyl>-2-pentyl-2,3-dihydrobenzo<b>thiophen-2-ol
—— bis-γ,γ-dimethylallenyl thiosulfonate 166986-76-1 C10H14O2S2
bis-γ,γ-dimethylallenyl thiosulfonate
—— 5-methylsulfanyl-2,3-diphenyl-[1,3,4]oxadiazolium; iodide 52816-39-4 C15H13N2OS*I
5-methylsulfanyl-2,3-diphenyl-[1,3,4]oxadiazolium; iodide
—— methyl N'-cyano-N-<1,2-dihydro-1,2-dimethyl-5-methylthio-3H-1,2,4-triazol-3-ylidene>carbamimidothioate 282093-33-8 C8H12N6S2
methyl N'-cyano-N-<1,2-dihydro-1,2-dimethyl-5-methylthio-3H-1,2,4-triazol-3-ylidene>carbamimidothioate
—— 2,3,6-Trichloro-5-methylthiopyridine 129836-61-9 C6H4Cl3NS
2,3,6-Trichloro-5-methylthiopyridine
—— 7,12-Dithia-pleiadene 7-oxide 124480-08-6 C16H10OS2
7,12-Dithia-pleiadene 7-oxide
—— 7,12-Dithia-pleiadene 124508-05-0 C16H10S2
7,12-Dithia-pleiadene
—— 1,4-Bis-<(1,2,3,4-thiatriazol-5-yl)-mercaptomethyl>-cyclohexan 3289-20-1 C10H14N6S4
1,4-Bis-<(1,2,3,4-thiatriazol-5-yl)-mercaptomethyl>-cyclohexan
—— 4-chloro-3-(pyridin-4-ylthio)-benzaldehyde dimethyl acetal 203179-01-5 C14H14ClNO2S
4-chloro-3-(pyridin-4-ylthio)-benzaldehyde dimethyl acetal
—— (SS,2S)-2-cyclohexylsulfinyl-N,N-dimethylpent-4-enethioamide 385837-48-9 C13H23NOS2
(SS,2S)-2-cyclohexylsulfinyl-N,N-dimethylpent-4-enethioamide
—— N-[4-chloro-3-(m-tolylsulfanyl)phenyl]-4-methoxy-pyrimidin-2-amine 1333950-22-3 C18H16ClN3OS
N-[4-chloro-3-(m-tolylsulfanyl)phenyl]-4-methoxy-pyrimidin-2-amine
—— (R)-5-((R)-hydroxy-(phenyl)methyl)-3-phenylthiofuran-2(5H)-one 1223157-56-9 C17H14O3S
(R)-5-((R)-hydroxy-(phenyl)methyl)-3-phenylthiofuran-2(5H)-one
—— [(2S,3S)-2-(4-Methoxy-pyrimidin-2-yloxymethyl)-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl]-phosphonic acid diethyl ester 220222-91-3 C21H29N2O6PS
[(2S,3S)-2-(4-Methoxy-pyrimidin-2-yloxymethyl)-5-phenylsulfanyl-tetrahydro-furan-3-ylmethyl]-phosphonic acid diethyl ester
—— 2-methanesulfonyl-2-methyl-propan-1-ol 25841-38-7 C5H12O3S
2-methanesulfonyl-2-methyl-propan-1-ol
—— N-ethyl-2-(methylthio)aniline 80922-03-8 C9H13NS
N-ethyl-2-(methylthio)aniline
—— 4-allylthiopyrimidin-2(1H)-one 105173-88-4 C7H8N2OS
4-allylthiopyrimidin-2(1H)-one
—— 4-benzylthiouracil 78932-26-0 C11H10N2OS
4-benzylthiouracil