96889-94-0

Upstream product

• 2065-37-4 2-bromo-1,4-naphthoquinone 
• 66064-51-5 crotonaldehyde N,N-dimethylhydrazone 
• 193070-67-6 1,8-bis(dimethylamino)-4,5-dimethyl-1,4,5,8-tetrahydro-1,8-diaza-9,10-anthraquinone 
• 1172043-35-4 2-(but-2-yn-1-ylamino)naphthalene-1,4-dione 
• 27760-67-4 crotonaldehyde N-isopropylimine 
• 7422-95-9 1-dimethylamino-1-aza-1,3-pentadiene 

Downstream Products

• 116664-93-8 sampangine 

Relevant academic research and scientific papers

Improvements in the hetero diels-alder reactions of 1-dimethylamino-1- azadienes in the presence of an electrophilic scavenger resin

Reactions between 1-dimethylamino-1-azadienes and several quinones in the presence of a chloroformyl polystyrene resin proceeded with up to 2.5- fold increase in the isolated yields of the hetero Diels-Alder products, owing to efficient scavenging of dimethylamine liberated from the primary cycloadducts.

11-substituted 1,6-diaza benzanthrone derivative and synthesis method and application thereof

The invention discloses a 11-substituted 1,6-diaza benzanthrone derivative and a synthesis method and application thereof. The derivative has a structure represented by the following formula (I). Thesynthesis method of the derivative comprises the steps that a compound represented by the formula (II) is nitrated to obtain a compound represented by the formula (III), and the compound represented by the formula (III) reacts with sodium sulfide in a first organic solvent to obtain a compound represented by the formula (IV); the compound represented by the formula (IV) reacts with DMF-DMA in a second organic solvent, and then ammonium chloride and a weak acid are added for reaction after completion of the reaction to obtain a compound represented by the formula (V), specifically, the entire reaction is carried out under the protection of an atmosphere; further, the compound represented by the formula (V) reacts with acid chloride represented by the formula (VI) in a third organic solventto obtain a crude product of the target compound. The compounds represented from the formula (I) to the formula (VI) are respectively as shown in the specification, wherein n is 1 to 3, and R is -N(CH3)2 and -NEt2.

8-substituted 1,6-benzanthronediazepine derivative as well as synthesis method and application thereof

The invention discloses an 8-substituted 1,6-benzanthronediazepine derivative as well as a synthesis method and application thereof. The derivative has a structure shown as the following formula (I).A synthesis method of the derivative comprises the following steps: nitrifying a compound shown as a formula (II) to obtain a compound shown as a formula (III); enabling the compound shown as the formula (III) to react with sodium sulfide in a first organic solvent to obtain a compound shown as a formula (IV); enabling the compound shown as the formula (IV) to react with DMF-DMA in a second organic solvent; after the reaction is finished, adding ammonium chloride and weak acid for reacting and carrying out the whole reaction under the protection of atmosphere to obtain a compound shown as a formula (V); enabling the compound shown as the formula (V) to react with acyl chloride shown as a formula (VI) in a third organic solvent, and thus obtaining a crude product of a target compound; the compounds shown as from the formula (I) to the formula (VI) are respectively shown in the description.

4- Substituted sampangine derivatives: Novel acetylcholinesterase and β-myloid aggregation inhibitors

A series of 4- substituted sampangine derivatives (4-aminoalkylaminosampangine Ar–NH(CH2)nNR1R2) has been designed, synthesized, and tested for their ability to inhibit acetylcholinesterase (AChE), butyrylcholinesterase (BChE) and β-myloid (Aβ) aggregation. The synthetic compounds exhibited high AChE inhibitory activity and a significant in vitro inhibitory potency toward the self-induced Aβ aggregation. While, treatment of SH-SY5Y cells overexpressing the Swedish mutant form of human β-amyloid precursor protein (APPsw) with derivatives was associated with significant reduction of Aβ42 secretion levels. Moreover, most of the synthetic compounds were predicted to be able to cross the blood-brain barrier (BBB) to reach their targets in the central nervous system (CNS) according to a parallel artificial membrane permeation assay for BBB. The result encourages us to study this class of compounds thoroughly and systematically.

4-substituted Sampangine alkaloid derivative as well as synthesis method and application thereof

The invention discloses a 4-substituted Sampangine alkaloid derivative as well as a synthesis method and application thereof. The 4-substituted Sampangine alkaloid derivative is of a structure as shown in the following formula (I). The synthesis method comprises the following steps: putting Sampangine alkaloid which is of a structure as shown in the formula (II) and perbrominated pyridine bromide into a first organic solvent for reaction, thus obtaining 4-bromo-substituted Sampangine alkaloid which is of a structure as shown in the formula (III), then carrying out a reaction between the 4-bromo-substituted Sampangine alkaloid and sodium methylate in a second organic solvent, thus obtaining 4-methoxy substituted Sampangine alkaloid which is of a structure as shown in the formula (IV), and then carrying out reaction on the 4-methoxy substituted Sampangine alkaloid and diamine which is of a structure as shown in the formula (V) in a third organic solvent, thus obtaining a corresponding target compound coarse product. The compounds which are of the structures as shown in the formulas from (I) to (V) are as follows: as shown in the specification, wherein in the formula (I) and the formula (V), n is equal to a value ranging from 2 to 3, R2 is -N(CH3)3, -NEt2, -OH, a compound shown in the specification or a compound shown in the specification.

Azaanthraquinone assembly from N -propargylamino quinone via a Au(I)-catalyzed 6- endo - Dig cycloisomerization

A methodology to assemble the azaanthraquinone skeleton from N-propargylamino quinone by a Au(I)-catalyzed 6-endo-dig cycloisomerization was developed. The catalytic process was applied to the synthesis of alkaloid cleistopholine and its analogues. A mechanism involving benign nucleophilicity of the aminoquinone was proposed.

Fungicidal properties of sampangine and its analogs to agriculturally important fungal plant pathogens

It has been found that sampangine and related analogs such as benzo[4,5]sampangine, 4-bromosampangine and 4-methoxysampangine may be used as effective fungicidal agents for plants. Fungicidal plant compositions and methods of using the materials for such

Concise preparation of 1,8-diazaanthracene-2,7,9,10-tetraones. Two alternative syntheses of the natural antifolate diazaquinomycin A

Treatment of compounds bearing one or two 1-dimethylamino-1,4- dihydropyridine moieties with the urea-hydrogen peroxide complex (UHP) led to their efficient aromatization. Double N-oxidation of 1,8-diazaanthraquinones thus obtained is the first example of a double N-oxidation of a diaza heterocycle by UHP in trifluoroacetic acid. Treatment of the crude double N- oxides with tosyl chloride in acetonitrile-water afforded 1,8- diazaanthracene-2,7,9,10-tetraones (including diazaquinomycin A) in 25-40% overall yields. An alternative synthesis of diazaquinomycin A was also devised, whose key steps are the hetero Diels-Alder reaction between 2- methyl-2-hexenal dimethylhydrazone and 3-methyl-4-propyl-2H-quinoline-2,5,8- trione and the oxidative functionalization of the 1,8-diazaanthracene-2,9,10- trione derivative thus obtained. (C) 2000 Elsevier Science Ltd.

Copyrine alkaloids: Synthesis, spectroscopic characterization, and antimycotic/antimycobacterial activity of A- and B-ring-functionalized sampangines

Several A- and B-ring-substituted sampangines were synthesized and evaluated for antifungal and antimycobacterial activity against AIDS-related opportunistic infection pathogens. Electrophilic halogenation provided a channel for structural elaboration of

Polycyclic Aromatic Alkaloids, I. - Synthesis of Cleistopholine and Sampangine

Cleistopholine (4) is prepared in one-pot synthesis by Diels-Alder cycloaddition of 1 to 2, followed by thermal elimination of dimethylamine.Reaction of 4 with tripiperidinomethane or dimethylformamide diethyl acetal yields the enamines 5a/5b, which, without further purification, give sampangine (6) on heating with ammonium chloride in glacial acetic acid.