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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
—— di(cyclo-2-pentenyl) sulfide 78400-60-9 C10H14S
di(cyclo-2-pentenyl) sulfide
—— [6-(4-bromo-3-methyl-phenylsulfanyl)-2-methyl-pyridin-3-yl]-methanol 926304-63-4 C14H14BrNOS
[6-(4-bromo-3-methyl-phenylsulfanyl)-2-methyl-pyridin-3-yl]-methanol
—— 4-(N,N'-bis(4-bromophenyl))guanidino-2-methyl-5-methylthio-2H-1,2,4-triazol-3(4H)-one 116088-22-3 C17H16Br2N6OS
4-(N,N'-bis(4-bromophenyl))guanidino-2-methyl-5-methylthio-2H-1,2,4-triazol-3(4H)-one
—— N,N’-bis(5-((3-fluorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine 1516888-52-0 C19H16F2N6S4
N,N’-bis(5-((3-fluorobenzyl)thio)-1,3,4-thiadiazol-2-yl)methane diamine
—— 4-(3-Fluoro-benzylsulfanyl)-pyridine-2-carbonitrile 225112-52-7 C13H9FN2S
4-(3-Fluoro-benzylsulfanyl)-pyridine-2-carbonitrile
—— 2,6-Bis(2,6-dimethylpyrazolo[1,5-b][1,2,4]triazol-7-ylidene)-[1,3]dithiolo[4,5-f][1,3]benzodithiole-4,8-diol 1116390-80-7 C20H14N8O2S4
2,6-Bis(2,6-dimethylpyrazolo[1,5-b][1,2,4]triazol-7-ylidene)-[1,3]dithiolo[4,5-f][1,3]benzodithiole-4,8-diol
—— 3-hydroxy-2-methylsulphinylprop-1-ene 63067-85-6 C4H8O2S
3-hydroxy-2-methylsulphinylprop-1-ene
—— trans-3-methylsulfinyl-2-propenol 654670-99-2 C4H8O2S
trans-3-methylsulfinyl-2-propenol
—— 3,3-Bis(methylthio)-2-butanone oxime 94291-65-3 C6H13NOS2
3,3-Bis(methylthio)-2-butanone oxime
—— Morpholine, 4-(2-(N-(2-((p-chlorophenyl)thio)ethyl)anilino)ethyl)- 96966-63-1 C20H25ClN2OS
Morpholine, 4-(2-(N-(2-((p-chlorophenyl)thio)ethyl)anilino)ethyl)-
—— 1-(phenylthio)cyclopropyl-1-(4-methylphenyl)-methanol 144453-16-7 C17H18OS
1-(phenylthio)cyclopropyl-1-(4-methylphenyl)-methanol
—— N-Methyl-2-[[N-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-N-methyl]amino]ethanesulfonamide 203656-97-7 C15H19N5O2S2
N-Methyl-2-[[N-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-N-methyl]amino]ethanesulfonamide
—— 1-(10H-Pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-1-azoniabicyclo[2.2.2]octane-4-carboxylate 203650-71-9 C19H20N4O2S
1-(10H-Pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-1-azoniabicyclo[2.2.2]octane-4-carboxylate
—— ethyl [1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]oxyacetate 741729-92-0 C20H24N4O3S
ethyl [1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]oxyacetate
—— methyl (anti)-[3-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]non-9-yl]acetate 203646-61-1 C22H26N4O2S
methyl (anti)-[3-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]non-9-yl]acetate
—— 5-Chloro-2-(4-chlorophenyl)sulfanylaniline 15211-90-2 C12H9Cl2NS
5-Chloro-2-(4-chlorophenyl)sulfanylaniline
—— 3-methoxy-4-methyl-2-phenyl-4-(phenylthio)-2-cyclobuten-1-one 137395-12-1 C18H16O2S
3-methoxy-4-methyl-2-phenyl-4-(phenylthio)-2-cyclobuten-1-one
—— ethyl [3-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]non-9-ylidene]acetate 203646-60-0 C23H26N4O2S
ethyl [3-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]non-9-ylidene]acetate
—— ethyl [1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]thioacetate 203649-42-7 C20H24N4O2S2
ethyl [1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]thioacetate
—— 8-(1,4,5,6-Tetrahydropyrimidin-1-ylmethyl)-10H-pyrazino[2,3-b][1,4]benzothiazine hydrochloride 203659-68-1 C15H15N5S*ClH
8-(1,4,5,6-Tetrahydropyrimidin-1-ylmethyl)-10H-pyrazino[2,3-b][1,4]benzothiazine hydrochloride
—— 10H-pyrazino[2,3-b][1,4]benzothiazine-8-acetonitrile 203659-39-6 C12H8N4S
10H-pyrazino[2,3-b][1,4]benzothiazine-8-acetonitrile
—— 7-Bromo-1,4-dithia-spiro[4.4]non-6-ene 81770-77-6 C7H9BrS2
7-Bromo-1,4-dithia-spiro[4.4]non-6-ene
—— 2-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthylthio)-5-thiazolecarboxylic acid 179762-67-5 C19H23NO2S2
2-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthylthio)-5-thiazolecarboxylic acid
—— 2-Nitrophenyl-4-(trifluormethylphenyl)sulfid 61174-10-5 C13H8F3NO2S
2-Nitrophenyl-4-(trifluormethylphenyl)sulfid
—— α-Aethylsulfon-isobuttersaeure-amid 89584-59-8 C6H13NO3S
α-Aethylsulfon-isobuttersaeure-amid
—— diethyl 2,5-bis(o-dodecylthioanilino)-3,6-dihydroterephthalate 141945-30-4 C48H74N2O4S2
diethyl 2,5-bis(o-dodecylthioanilino)-3,6-dihydroterephthalate
—— diethyl 2,5-bis(o-octylthioanilino)-3,6-dihydroterephthalate 141945-28-0 C40H58N2O4S2
diethyl 2,5-bis(o-octylthioanilino)-3,6-dihydroterephthalate
—— N-Butylthiourea 1036847-07-0 C5H12N2OS
N-Butylthiourea
—— α-Butylsulfon-isobuttersaeure-amid 90227-72-8 C8H17NO3S
α-Butylsulfon-isobuttersaeure-amid
—— α-Propylsulfon-isobuttersaeure-amid 89855-86-7 C7H15NO3S
α-Propylsulfon-isobuttersaeure-amid
—— 3-<3-Pyridyl-(2)-mercapto-propyl>-oxazolidinon-(2) 22280-17-7 C11H14N2O2S
3-<3-Pyridyl-(2)-mercapto-propyl>-oxazolidinon-(2)
—— (3-Phenylmercapto-propyl)-(2-brom-aethylamin) 802844-90-2 C11H16BrNS
(3-Phenylmercapto-propyl)-(2-brom-aethylamin)
—— S-<2-(3-Phenylmercapto-propylamino)-aethyl>-hydrogen-thiosulfat 20748-26-9 C11H17NO3S3
S-<2-(3-Phenylmercapto-propylamino)-aethyl>-hydrogen-thiosulfat
—— ((E)-2-o-Tolylsulfanylcarbonylamino-vinyl)-thiocarbamic acid S-o-tolyl ester 25582-62-1 C18H18N2O2S2
((E)-2-o-Tolylsulfanylcarbonylamino-vinyl)-thiocarbamic acid S-o-tolyl ester
—— DIC 1307 21085-19-8 C10H16N4OS
DIC 1307
—— ((E)-2-Phenylsulfanylcarbonylamino-vinyl)-thiocarbamic acid S-phenyl ester 25524-74-7 C16H14N2O2S2
((E)-2-Phenylsulfanylcarbonylamino-vinyl)-thiocarbamic acid S-phenyl ester
—— ((E)-2-Dodecylsulfanylcarbonylamino-vinyl)-thiocarbamic acid S-dodecyl ester 25524-72-5 C28H54N2O2S2
((E)-2-Dodecylsulfanylcarbonylamino-vinyl)-thiocarbamic acid S-dodecyl ester
—— ((E)-2-Butylsulfanylcarbonylamino-vinyl)-thiocarbamic acid S-butyl ester 25524-73-6 C12H22N2O2S2
((E)-2-Butylsulfanylcarbonylamino-vinyl)-thiocarbamic acid S-butyl ester
—— <2-(2-amino-4-trifluoromethylphenylthio)-4-fluorophenyl>acetic acid 77795-44-9 C15H11F4NO2S
<2-(2-amino-4-trifluoromethylphenylthio)-4-fluorophenyl>acetic acid
—— 4.4'.7.7'-Tetramethyl-5.5'-dichlorthioindigo 2379-75-1 C20H14Cl2O2S2
4.4'.7.7'-Tetramethyl-5.5'-dichlorthioindigo
—— Trithiocarbonic acid methyl ester (E)-propenyl ester 82204-39-5 C5H8S3
Trithiocarbonic acid methyl ester (E)-propenyl ester
—— N-butyl-2-[3-(phenylthio)prop-1-ynyl]aniline 1255086-00-0 C19H21NS
N-butyl-2-[3-(phenylthio)prop-1-ynyl]aniline
—— [(Z)-dec-1-en-3-ynyl]sulfanylbenzene 1169837-04-0 C16H20S
[(Z)-dec-1-en-3-ynyl]sulfanylbenzene
—— 6-(2,4-Dinitro-phenylmercapto)-purin 64567-56-2 C11H6N6O4S
6-(2,4-Dinitro-phenylmercapto)-purin
—— 5-amino-4-((trifluoromethyl)thio)-1H-pyrazole-3-carbonitrile 183288-97-3 C5H3F3N4S
5-amino-4-((trifluoromethyl)thio)-1H-pyrazole-3-carbonitrile
—— (Z)-4-Phenylsulfanyl-hexa-3,5-dienoic acid 3-formyl-2,4,4-trimethyl-cyclohex-2-enyl ester 84132-53-6 C22H26O3S
(Z)-4-Phenylsulfanyl-hexa-3,5-dienoic acid 3-formyl-2,4,4-trimethyl-cyclohex-2-enyl ester
—— 6-Methyl-2(3-oxobenzo(b)thien-2(3H)-ylidene)benzo(b)thiophen-3(2H)-one 53633-35-5 C17H10O2S2
6-Methyl-2(3-oxobenzo(b)thien-2(3H)-ylidene)benzo(b)thiophen-3(2H)-one
—— ((2,2'-Thiobis(3-octylphenolato))(2-)-O,O',S)nickel 33882-09-6 C28H40NiO2S
((2,2'-Thiobis(3-octylphenolato))(2-)-O,O',S)nickel
—— Benzo[b]thiophen-3(2H)-one, 4,7-dimethyl-2-(3-oxobenzo[b]thien-2(3H)-ylidene)- 68516-80-3 C18H12O2S2
Benzo[b]thiophen-3(2H)-one, 4,7-dimethyl-2-(3-oxobenzo[b]thien-2(3H)-ylidene)-
—— (+/-)-α-Amino-valeriansaeure-thioamid 16256-22-7 C5H12N2S
(+/-)-α-Amino-valeriansaeure-thioamid