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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
—— 2-chloro-5-[1-ethyl-2,2-bis(ethylthio)-3-nitropropyl]pyridine 717106-80-4 C14H21ClN2O2S2
2-chloro-5-[1-ethyl-2,2-bis(ethylthio)-3-nitropropyl]pyridine
—— 3-ethylthio-5-phenylisoxazole 69528-68-3 C11H11NOS
3-ethylthio-5-phenylisoxazole
—— 2-bromo-1-[2-(methylsulfanyl)pyrimidin-4-yl]ethanone 496913-69-0 C7H7BrN2OS
2-bromo-1-[2-(methylsulfanyl)pyrimidin-4-yl]ethanone
—— 4-[(2,2-dioxido-1,3-dihydro-2-benzothien-5-yl)amino]-6-methyl-2-(methylthio)-5-pyrimidinecarbonitrile 1208170-28-8 C15H14N4O2S2
4-[(2,2-dioxido-1,3-dihydro-2-benzothien-5-yl)amino]-6-methyl-2-(methylthio)-5-pyrimidinecarbonitrile
—— 2-methylthio-4-(2-trimethylsilylethoxy)pyrimidine 146886-31-9 C10H18N2OSSi
2-methylthio-4-(2-trimethylsilylethoxy)pyrimidine
—— 2-methylthio-4-benzyloxypyrimidine 33489-53-1 C12H12N2OS
2-methylthio-4-benzyloxypyrimidine
—— 4-(cyclohexenylethynyl)-2-(methylthio)pyrimidine 1418137-05-9 C13H14N2S
4-(cyclohexenylethynyl)-2-(methylthio)pyrimidine
—— 2-chloro-5-fluoro-N-(4-((2-(methylthio)pyrimidin-4-ylamino)methyl)benzyl)pyrimidin-4-amine 1258532-46-5 C17H16ClFN6S
2-chloro-5-fluoro-N-(4-((2-(methylthio)pyrimidin-4-ylamino)methyl)benzyl)pyrimidin-4-amine
—— 2-thiomethyl-4-fluoro-5-formylpyrimidine 161124-07-8 C6H5FN2OS
2-thiomethyl-4-fluoro-5-formylpyrimidine
—— 2-(methylthio)-4-(1H-1,2,4-triazol-1-yl)pyrimidine 300552-92-5 C7H7N5S
2-(methylthio)-4-(1H-1,2,4-triazol-1-yl)pyrimidine
—— 4-methoxymethyl-2-methylthiopyrimidine 123061-70-1 C7H10N2OS
4-methoxymethyl-2-methylthiopyrimidine
—— 5-Amino-1,31-dimethyl-1λ<sup>4</sup>,2-thiazin-4-carbonitril-1-oxid 112623-08-2 C7H9N3OS
5-Amino-1,31-dimethyl-1λ<sup>4</sup>,2-thiazin-4-carbonitril-1-oxid
—— 4-Methylamino-2-methylthiopyrimidin 33268-09-6 C6H9N3S
4-Methylamino-2-methylthiopyrimidin
—— (benzylthio-2 pyrazinyl-3)-3 propenoate d'ethyle 74990-51-5 C16H16N2O2S
(benzylthio-2 pyrazinyl-3)-3 propenoate d'ethyle
—— formyl-2 methylthio-3 pyrazine 74990-47-9 C6H6N2OS
formyl-2 methylthio-3 pyrazine
—— selenothiopent-4-enoic acid S-butyl ester 180507-37-3 C9H16SSe
selenothiopent-4-enoic acid S-butyl ester
—— (methylthio-2 pyrazinyl-3)-3 propenoate d'ethyle 74990-48-0 C10H12N2O2S
(methylthio-2 pyrazinyl-3)-3 propenoate d'ethyle
—— benzylthio-3 formyl-2 pyrazine 74990-50-4 C12H10N2OS
benzylthio-3 formyl-2 pyrazine
—— 2,2-dimethyl-3-methylsulfanyl-butane 38372-66-6 C7H16S
2,2-dimethyl-3-methylsulfanyl-butane
—— 2,2-dimethyl-3-phenylthio-butane 54495-70-4 C12H18S
2,2-dimethyl-3-phenylthio-butane
—— 3-methylthiopyridin-5-yldiethylborane 141938-41-2 C10H16BNS
3-methylthiopyridin-5-yldiethylborane
—— <(methyl-2 pyrazinyl-3) thio-2>acetate d'ethyle 74990-45-7 C9H12N2O2S
<(methyl-2 pyrazinyl-3) thio-2>acetate d'ethyle
—— benzylthio-2 methyl-3 pyrazine 74990-49-1 C12H12N2S
benzylthio-2 methyl-3 pyrazine
—— (benzylthio-2 pyrazinyl-3)-3 diibromo-2,3 propenoate d'ethyle 74990-52-6 C16H16Br2N2O2S
(benzylthio-2 pyrazinyl-3)-3 diibromo-2,3 propenoate d'ethyle
—— (methylthio-2 pyrazinyl-3)-3 dibromo-2,3 propenoate d'ethyl 74990-53-7 C10H12Br2N2O2S
(methylthio-2 pyrazinyl-3)-3 dibromo-2,3 propenoate d'ethyl
—— 7-(2-N,N-dimethylaminosulfonylaminoethyl)thio-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole 352469-99-9 C21H40N4O2S3Sn
7-(2-N,N-dimethylaminosulfonylaminoethyl)thio-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole
—— <(formyl-2 pyrazinyl-3) thio-2>acetate d'ethyle 74990-46-8 C9H10N2O3S
<(formyl-2 pyrazinyl-3) thio-2>acetate d'ethyle
—— 5,5-dimethyl-4,5-dihydro-4-oxofurano[2,3-b]thiophene 120280-09-3 C8H8O2S
5,5-dimethyl-4,5-dihydro-4-oxofurano[2,3-b]thiophene
—— 5-(1,1,1,3,3,3-hexamethyldisilazan-2-yl)-2-phenylsulfanylthiazole 1245530-68-0 C15H24N2S2Si2
5-(1,1,1,3,3,3-hexamethyldisilazan-2-yl)-2-phenylsulfanylthiazole
—— 7-phenylthioimidazo[5,1-b]thiazole 258839-50-8 C11H8N2S2
7-phenylthioimidazo[5,1-b]thiazole
—— 7-Phenylthio-2-(tri-n-butylstannyl)-imidazo[5,1-b]thiazole 258839-49-5 C23H34N2S2Sn
7-Phenylthio-2-(tri-n-butylstannyl)-imidazo[5,1-b]thiazole
—— tert-butyl [3-bromo-6-methyl-2-(methylthio)pyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate 1290127-77-3 C12H16BrN3O2S2
tert-butyl [3-bromo-6-methyl-2-(methylthio)pyrazolo[5,1-b][1,3]thiazol-7-yl]carbamate
—— 1,1,5-Trimethyl-2,4-dithiobiuret 33885-76-6 C5H11N3S2
1,1,5-Trimethyl-2,4-dithiobiuret
—— N-((R)-(2-(methylsulfanyl)phenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide 1402598-50-8 C23H21N3O4S3
N-((R)-(2-(methylsulfanyl)phenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
—— N-((S)-(2-(methylsulfanyl)phenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide 1402598-49-5 C23H21N3O4S3
N-((S)-(2-(methylsulfanyl)phenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
—— 3-(2-bromophenyl)-7-methylthio-3,4-dihydro-1-(3-(2-hydroxyethyl)phenyl)pyrimido[4,5-d]pyrimidin-2(1H)-one 266314-36-7 C21H19BrN4O2S
3-(2-bromophenyl)-7-methylthio-3,4-dihydro-1-(3-(2-hydroxyethyl)phenyl)pyrimido[4,5-d]pyrimidin-2(1H)-one
—— 5-(2-bromoanilino)methyl-4-[3-(2-(tetrahydropyranyloxy)ethyl)phenyl]amino-2-methylthiopyrimidine 266314-35-6 C25H29BrN4O2S
5-(2-bromoanilino)methyl-4-[3-(2-(tetrahydropyranyloxy)ethyl)phenyl]amino-2-methylthiopyrimidine
—— 4,6,16,18-tetraaza-5,17-bis(methylsulfanyl)-2,8,14,20,26-pentaoxacalix[5]arene 1260029-60-4 C28H20N4O5S2
4,6,16,18-tetraaza-5,17-bis(methylsulfanyl)-2,8,14,20,26-pentaoxacalix[5]arene
—— 1-(2,6-dichlorophenyl)-6-(4-fluorophenylsulfanyl)-3,4-dihydro-1H-quinazolin-2-one 342433-96-9 C20H13Cl2FN2OS
1-(2,6-dichlorophenyl)-6-(4-fluorophenylsulfanyl)-3,4-dihydro-1H-quinazolin-2-one
—— 1-(2,6-dichlorophenylamino)-2-aminomethyl-4-(4-fluorophenylsulfanyl)-benzene 342434-02-0 C19H15Cl2FN2S
1-(2,6-dichlorophenylamino)-2-aminomethyl-4-(4-fluorophenylsulfanyl)-benzene
—— N-[4-[[4-[2-(dimethylamino)ethylamino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258424-08-6 C21H27N9OS
N-[4-[[4-[2-(dimethylamino)ethylamino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— 2-phenylthio-6-methyl-4H-3,1-benzoxazin-4-one 351435-64-8 C15H11NO2S
2-phenylthio-6-methyl-4H-3,1-benzoxazin-4-one
—— 1,5-Bis(dimethylamino)-3-thiapentan-3,3-dioxid 59406-68-7 C8H20N2O2S
1,5-Bis(dimethylamino)-3-thiapentan-3,3-dioxid
—— N-[4-[[4-chloro-6-(2-imino-5-methyl-1,3-thiazol-3-yl)-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258424-39-3 C17H15ClN6OS2
N-[4-[[4-chloro-6-(2-imino-5-methyl-1,3-thiazol-3-yl)-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— N-[4-[[4-[(5-methyl-1H-pyrazol-3-yl)amino]-6-pyrrolidin-1-yl-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258424-06-4 C21H24N8OS
N-[4-[[4-[(5-methyl-1H-pyrazol-3-yl)amino]-6-pyrrolidin-1-yl-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— N-[4-[[4-(butylamino)-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258424-10-0 C21H26N8OS
N-[4-[[4-(butylamino)-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— N-[4-[[4-amino-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258424-14-4 C17H18N8OS
N-[4-[[4-amino-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— N-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)-6-morpholino-1,3,5-triazin-2-yl)thio)phenyl)cyclopropanecarboxamide 1258424-05-3 C21H24N8O2S
N-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)-6-morpholino-1,3,5-triazin-2-yl)thio)phenyl)cyclopropanecarboxamide
—— N-[4-[[4-[2-(dimethylamino)ethyl-methylamino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258424-09-7 C22H29N9OS
N-[4-[[4-[2-(dimethylamino)ethyl-methylamino]-6-[(5-methyl-1H-pyrazol-3-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— 6lambda6,11,20,25lambda6-Tetrathiaheptacyclo[24.2.2.22,5.27,10.212,15.216,19.221,24]tetraconta-1(29),2(40),3,5(39),7,9,12,14,16(34),17,19(33),21(32),22,24(31),26(30),27,35,37-octadecaene 6,6,25,25-tetraoxide 1204429-61-7 C36H24O4S4
6lambda6,11,20,25lambda6-Tetrathiaheptacyclo[24.2.2.22,5.27,10.212,15.216,19.221,24]tetraconta-1(29),2(40),3,5(39),7,9,12,14,16(34),17,19(33),21(32),22,24(31),26(30),27,35,37-octadecaene 6,6,25,25-tetraoxide