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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
—— (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
—— 4-Methyl-1-[(4-methylphenyl)sulfanyl]pentan-2-one 477761-13-0 C13H18OS
4-Methyl-1-[(4-methylphenyl)sulfanyl]pentan-2-one
—— (S)-(+)-1-(p-tolylsulfanyl)-4-methyl-2-pentanol 477761-27-6 C13H20OS
(S)-(+)-1-(p-tolylsulfanyl)-4-methyl-2-pentanol
—— 3-(2-chlorophenyl)-7-methylthio-1-phenyl-3,4-dihydropyrimido[4,5-d]-pyrimidin-2(1H)-one 335653-82-2 C19H15ClN4OS
3-(2-chlorophenyl)-7-methylthio-1-phenyl-3,4-dihydropyrimido[4,5-d]-pyrimidin-2(1H)-one
—— 5-(2-chlorophenyl)aminomethyl-4-phenylamino-2-methylthiopyrimidine 335653-81-1 C18H17ClN4S
5-(2-chlorophenyl)aminomethyl-4-phenylamino-2-methylthiopyrimidine
—— pyrimidin-4-ylsulfanyl-acetic acid methyl ester 64679-74-9 C7H8N2O2S
pyrimidin-4-ylsulfanyl-acetic acid methyl ester
—— [[2-(2,6-Dimethylheptyl)-1-cyclobutenyl]thio]benzene 63048-82-8 C19H28S
[[2-(2,6-Dimethylheptyl)-1-cyclobutenyl]thio]benzene
—— 1-<4-(p-hydroxyphenylthio)butyl>piperidinium hydrochloride 57055-93-3 C15H23NOS*ClH
1-<4-(p-hydroxyphenylthio)butyl>piperidinium hydrochloride
—— 2-(3-chloro-2-hydroxyphenyl)sulfanyl-N,N-diethylacetamide 681123-07-9 C12H16ClNO2S
2-(3-chloro-2-hydroxyphenyl)sulfanyl-N,N-diethylacetamide
—— 2-methyl-5-(2-(methylthio)phenyl)thiophene 1360610-85-0 C12H12S2
2-methyl-5-(2-(methylthio)phenyl)thiophene
—— 3-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1,2,4-triazol-1-yl)propyl]-7-phenylsulfanyl-quinazolin-4-one 187949-61-7 C26H21F2N5O2S
3-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1,2,4-triazol-1-yl)propyl]-7-phenylsulfanyl-quinazolin-4-one
—— 2-[2'-(methylsulfanyl)phenyl]-1,3-dithiane 765292-66-8 C11H14S3
2-[2'-(methylsulfanyl)phenyl]-1,3-dithiane
—— cis-(RS,SR)-γ-hydroxy-β-methyl-γ-<2-(methylthio)phenyl>butanoic acid lactone 133101-61-8 C12H14O2S
cis-(RS,SR)-γ-hydroxy-β-methyl-γ-<2-(methylthio)phenyl>butanoic acid lactone
—— N-((2-(methylsulfanyl)phenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide 1402607-94-6 C23H21N3O4S3
N-((2-(methylsulfanyl)phenyl)([1,3]thiazolo[5,4-b]pyridin-2-yl)methyl)-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
—— o-methylthiostyrene oxide 67764-86-7 C9H10OS
o-methylthiostyrene oxide
—— (2R,3S)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)thio>hept-6-en-2-ol 136310-16-2 C14H17ClF2OS
(2R,3S)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)thio>hept-6-en-2-ol
—— (R)-(+)-2-methyl-2,3-dihydrobenzo[b]thiophene 129388-08-5 C9H10S
(R)-(+)-2-methyl-2,3-dihydrobenzo[b]thiophene
—— 2-Methylmercpto-benzaldoxim 67764-84-5 C8H9NOS
2-Methylmercpto-benzaldoxim
—— 6-(2-(methylthio)phenyl)-3,4-dihydro-2H-pyran 1362860-32-9 C12H14OS
6-(2-(methylthio)phenyl)-3,4-dihydro-2H-pyran
—— (2S,3S)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)thio>hept-6-en-2-ol 136310-15-1 C14H17ClF2OS
(2S,3S)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)thio>hept-6-en-2-ol
—— (2S,3R)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)thio>hept-6-en-2-ol 156483-95-3 C14H17ClF2OS
(2S,3R)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)thio>hept-6-en-2-ol
—— (2R,3R)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)thio>hept-6-en-2-ol 136310-14-0 C14H17ClF2OS
(2R,3R)-1-Chloro-1,1-difluoro-3-<(4-methylphenyl)thio>hept-6-en-2-ol
—— (+)-2-methyl-cis-2,3-dihydroxy-2,3-dihydrobenzo[ b]thiophene 183812-29-5 C9H10O2S
(+)-2-methyl-cis-2,3-dihydroxy-2,3-dihydrobenzo[ b]thiophene
—— N-[4-[[4-(2-hydroxyethylamino)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258423-53-8 C19H21N7O2S2
N-[4-[[4-(2-hydroxyethylamino)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide
—— N-[4-[[4-(butylamino)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide 1258423-63-0 C21H25N7OS2
N-[4-[[4-(butylamino)-6-[(5-methyl-1,3-thiazol-2-yl)amino]-1,3,5-triazin-2-yl]sulfanyl]phenyl]cyclopropanecarboxamide