37556-02-8

Usage

Uses

Used in Pharmaceutical Industry:
NSC 197077 is used as an anti-cancer agent for its ability to inhibit the growth of various cancer cell lines, such as breast cancer, prostate cancer, and leukemia. Its mechanism of action involves the inhibition of tyrosine kinases, which are enzymes often implicated in the development and progression of cancer.
NSC 197077 is also used to induce apoptosis in cancer cells, a process of programmed cell death that can be subverted in cancerous cells, allowing them to proliferate uncontrollably.
Furthermore, NSC 197077 is utilized in the inhibition of angiogenesis, a process essential for the formation of new blood vessels that supply nutrients to tumors, thereby preventing their growth and spread.
NSC 197077's multifaceted approach to cancer treatment, targeting cell growth, apoptosis, and angiogenesis, positions NSC 197077 as a promising candidate for further research and potential clinical applications in oncology.

InChI:InChI=1/C16H22O4/c1-4-13(12-10-8-7-9-11-12)14(15(17)19-5-2)16(18)20-6-3/h7-11,13-14H,4-6H2,1-3H3

Upstream product

• 75-03-6 ethyl iodide 
• 5292-53-5 diethyl benzalmalonate 
• 97-93-8 triethylaluminum 
• 20734-18-3 diethyl 2-(hydroxymethylene)malonate 
• 557-20-0 diethylzinc 
• 100-52-7 benzaldehyde 
• 105-53-3 diethyl malonate 
• 93-54-9 1-Phenyl-1-propanol 
• 96-10-6 diethylaluminium chloride 
• 624-64-6 trans-2-Butene 
• 34727-00-9 lithium diethyl malonate 
• 996-82-7 sodium diethylmalonate 
• 873-66-5 1-propenylbenzene 
• 2114-36-5 1-bromopropylbenzene 

Downstream Products

• 111654-26-3 3-phenoxybenzyl 3-ethyl-3-phenylpropionate 
• 185674-70-8 2-Diazo-5-phenylheptan-3-one 
• 91427-14-4 3-phenylpentanoyl chloride 
• 67478-54-0 ethyl 3-ethyl-3-phenylpropionate 
• 2845-27-4 3-phenylpentanoic acid 
• 100118-00-1 (1-phenyl-propyl)-malonic acid 

Relevant academic research and scientific papers

Reactivity of benzylidene and alkylidenemalonates in radical addition mediated with dialkylzincs – An intriguing story

Benzylidene- and alkylidenemalonates are extremely reactive radical acceptors in dialkylzinc-mediated radical additions. Theoretical investigations showed that the multi-step radical-polar crossover process should be highly exothermic. Not only the addition of the alkyl radical to the complexed substrate is enthalpically favored but what is more, the homolytic substitution at the metal leading to a zinc enolate should also be exothermic, even though it necessitates the cleavage of the C-Zn bond from the complexed α-alkoxycarbonyl radical intermediate. This work was undertaken to highlight the power of chelation in controlling the fate of this type of reaction. Much to our surprise, no unambiguous experimental evidence could be put forward to prove the formation of the expected zinc enolate intermediate. Additionally, benzylidenemalonates and their alkylidene analogues (although to a lesser extent) exhibit an intriguing behavior. The backward reaction (retro-addition) can be triggered at work-up depending upon experimental conditions.

Preparation method and application of chiral spiro aminophosphine ligand with substituent at 3-position of pyridine ring

The invention relates to a preparation method and application of a chiral spiro aminophosphine ligand with a substituent at the 3-position of a pyridine ring. The chiral spiro aminophosphine ligand isa compound shown as a formula 1, or a racemate or an op

Asymmetric conjugate addition to alkylidene malonates

Dialkylzinc and trialkylaluminium reagents undergo conjugate addition to alkylidene malonates with 0.5% copper triflate as catalyst. The reaction could be made enantioselective by completing the reaction in the presence of 0.5-1.0 mol% of chiral phosphorus ligand. Enantiomeric excesses (e.e.s) of up to 73% could be attained with a ligand prepared from TADDOL and 2-naphthylcyclohexanol.

Conjugate addition of dialkylaluminum chlorides to alkylidenemalonic acid derivatives

Complete regioselectivity is achieved in conjugate addition reactions of dialkylaluminum chlorides with alkylidenemalonic esters, alkylidenecyanoacetates, and alkylidenemalonodinitrile to give β-branched carboxylic acid derivatives. Sterically demanding products containing quaternary carbon atoms are obtained in good yields. In the case of diethylaluminum chloride, accompanying reductions of the substrates can be suppressed by application of boron trifluoride as an assisting Lewis acid.

Stereocontrol in the intramolecular Buchner reaction of diazoketones

Rhodium(II) acetate catalysed intramolecular Buchner cyclisation of a series of diazoketones 1 proceeds with excellent diastereoselectivity to produce the trans substituted azulenones 2, which exist as a rapidly equilibrating cycloheptatriene-norcaradiene system, from which the norcaradiene tautomers can be efficiently trapped as PTAD cycloadducts 4. The cyclisation-cycloaddition sequence can be conducted in either a stepwise or a tandem process, leading to the pentacyclic systems 4 as a single diastereomer in each case. In the reaction of diazoketone If intramolecular cyclopropanation competes with cyclisation to the aromatic ring.

Synthesis of 3-Phenoxybenzyl 3-Alkyl-3-phenyl-/p-substituted phenyl and 3-Phenoxybenzyl 2-Alkyl-3-phenyl-/p-substituted phenylpropionates

Some 3-phenoxybenzyl 3-alkyl-3-phenyl-/p-substituted phenylpropionates (VII, XI, XV, XIX, XXIII, XXVII) which resemble structurally the 1,2-secopyrethroids, have been prepared employing simple reactions like alkylation, decarbethoxylation and transesterification.The synthesis of 3-phenoxybenzyl 2-alkyl-3-phenyl-/p-substituted phenyl-propionates (XXXI, XXXII, XXXIII, and XXXVI) bearing close structural resemblance to 2,3-secopyrethroids has also been described.

170. Asymmetric Palladium-Assisted Alkylation of Alkenes

Palladium-promoted alkylation of alkenes using chiral sulfoxide-containing carbanions and chiral lithiated oxazolines results in asymmetric induction (AI) ranging from 3-5 percent (1,5 induction), 20-40 percent (1,3 induction) to 44-52 percent (1,4 induction).No general trend allowing predictions of results was found.With 1-hexene, attack at C(1) is almost exclusive but propene gives a mixture of attack at C(1) and C(2).The use of a chiral ligand together with malonate anion also leads to some asymmetric induction (ca. 20 percent).

ASYMMETRIC PALLADIUM-ASSISTED ALKYLATION OF OLEFINS

Palladium-promoted alkylation of some alkenes using chiral sulfoxide-containing carbanion as nucleophiles or using optically active N,N-dimethyl-α-phenylethylamine as ligand together with a non-chiral stabilized carbanion as nucleophile results in an asymmetric induction of 10-40percent.