18. The following drug (structure shown below) is a chemotherapy medication for the treatment of pleural mesothelioma and non-small cell lung cancer (NSCLC) in the clinic. CO2H HN- H2N- a) What's the target of this anticancer drug? Briefly describe its mechanism of action.

18. The following drug (structure shown below) is a chemotherapy medication for the treatment of pleural mesothelioma and non-small cell lung cancer (NSCLC) in the clinic. CO2H HN- H2N- a) What's the target of this anticancer drug? Briefly describe its mechanism of action.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.27P

See similar textbooks

Related questions

Q: Amantadine is effective in preventing infections caused by the influenza A virus and in treating…

Q: A carbamate can be prepared by treating an isocyanate with an alcohol, as shown here. This type of…

A: Carbamate- Carbamate is polyurathane polymer. Carbamate is used in synthesis of urea. Carbamate is…

Q: Identify 3 structural features of this compound that are important to the medicinal chemist and tell…

A: Any molecule or compound designed as a medicine, in such a way that it interacts with the biological…

Q: If the following compound is saponified with sodium hydroxide, the products are: O || CH3(CH2)…

Q: Treating trimethylamine with 2-chloroethyl acetate gives acetylcholine as its chloride.…

A: Trimethylamine reacts with 2-chloroethylacetate by SN2 mechanism. Thus the bond breaking and bond…

Q: Estrogens are female sex hormones, the most potent of which is B-estradiol. OH AYA Но B-Estradiol In…

A: Reagents for the conversion of A to tamoxifen can be proposed as

Q: action when it is given by intramuscular injection, but not when it is given by intravenous

A: Fluphenazine is a phenothiazine (FEEN-oh-THYE-a-zeen) antipsychotic medicine that is used to treat…

Q: For the following compound, predict three Phase 2 reactions possible at the nucleophilic site in the…

A: Para-cresol reacts with chlorofom in alkane medium to give the compound A is a p-methyl hydroxy…

Q: Chlorpropamidé håš a lohger NH NHCH,CH,CH,CH, NH NHCH CH,CH,CH, Tobutamide Chlorpropamide Which of…

A: Tolbutamide is a first potassium channel blocker, sulfonylurea oral hypoglycemic medication. When…

Q: The following three derivatives of succinimide are anticonvulsants and have found use in the…

A: Starting from benzaldehyde we get phensuccimide that has a phenyl group and an H at carbon alpha to…

Q: . Which is NOT a valid resonance structure for the conjugate base of this molecule? (A) (C) (A) :0…

A: IN the first question there are three resonance structure are possible, so C will be the answerIn…

Q: y-Butyrolactone (C4H6O2, GBL) is a biologically inactive compound that is converted to the…

A: The molecular formula of the given compound is C4H6O2.Information from IR spectrum data:IR…

Q: Paroxetine (Paxil) is an antidepressant that is a member of a family of drugs known as Selective…

A: In the given reaction, usage of SOCl2 is the best reagent to carry out halogenation as in this…

Q: What are the derivate reagents for the following compound: MDMA…

A: The derivative reagents for MDMA (N-methyl-N-trifluoroacetyl-3,4-methylenedioxyamphetamine)…

Q: Draw the structure of the following three isomeric amides with chemical formula CgH1¡NO. Amide #1:…

A: Isomers are defined as compounds having the same molecular formula but have a difference in the…

Q: A mixture of the compounds shown below is dissolved in cyclohexane. An aqueous solution of NaOH is…

A: Given Benzoic acid Beta napthol Naphthalene

Q: Which of the following are descriptions of possible starting material for this reaction? ? trace…

Q: CH;CH, -NH, + CH, C-OH A product of the reaction above would be a(n) alkene salt O secondary amine O…

Q: In the reductive amination reaction, there are two steps: a) formation of an iminium ion and b)…

A: The first step is the nucleophiic addition of the carbonyl group to form an imine. The second step…

Q: POST-LABORATORY QUESTIONS 1. Effective mosquito repellents contain DEET…

A: The concept used here is from basic organic chemistry. Process used here in both the question is…

Q: Eistrogens are female sex hormones, the most potent of which is B-estradiol. OH H,C но B-Estradiol…

A: An estrogen antagonist is Tamoxifen and is a man made drug used to treat breast cancer these days.…

Q: Why is methyl salicylate so easily absorbed through the skin?

A: When applied topically, adequate methyl salicylate is assimilated to give relief from discomfort to…

Q: :0: CH3 CH3 imary amines add to aldehydes and ketones to give imines. Imines are formed in a…

A: The objective of the question is to find the curved arrow mechanism for the given reaction of ketone…

Q: 14. What is the IUPAC name for the following compound?

Q: excess NaOH CI Propose a plausible mechanism for the following chemical transformation: O

A: is strong base abstract acidic proton.In acts as nucleophile.

Q: The following compound has been found to be an inhibitor of penicillinase. The enzyme can be…

A: Penicillinase is an enzyme that provides resistance to penicillin by using CH2OH group to open the…

Q: NH2 ད་ཡིན་ན། ༄ ོ་ད༥- ་ ཡི་ རྩ བྱིས་རྩ NH3 the acidity of the amine ion drives the reaction to shift…

Q: 18) The following reaction undergoes three distinct steps: imine formation, electrophilic aromatic…

A: Aldehyde or ketone reacts with amine to form imine.

Q: Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing…

A: The anion A- being basic abstracts the acidic proton of RR'NH2+ and forms HA and the product.

Q: The compounds labeled benzophenone-3 (CH20,) and benzophenone-5 (C,H,NaO,S) are found in certain…

A: Sunscreens are the chemical products which are also known as the sunblock. They generally make a…

Q: 1. Br₂, PBг3 2. H₂O H3C OH в незв H3C OH Br The a-bromination of carbonyl compounds by Br₂ in acetic…

A: It is the Hell-Volhard-Zelinsky reaction.Activation: The carboxylic acid is activated by treatment…

Q: Following are two possible retrosynthetic analyses for the anticholinergic drug cycri- mine. Fill in…

A: Reaction of Piperidine with epoxide ring initiates the ring opening of epoxide and the product on…

Q: γ-Butyrolactone (C4H6O2, GBL) is a biologically inactive compound that is converted to the…

A: The molecular formula of the given compound is C4H6O2. Information from IR spectrum data: IR…

Question

18. The following drug (structure shown below) is a chemotherapy medication for the
treatment of pleural mesothelioma and non-small cell lung cancer (NSCLC) in the clinic.
CO2H
HN-
H2N-
a) What's the target of this anticancer drug? Briefly describe its mechanism of action.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Step 3

VIEW

Step by step

Solved in 3 steps with 3 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

A newer generation of antipsychotics, among them clozapine, are now used to treat the symptoms of schizophrenia. These drugs are more effective than earlier drugs in improving patient response in the areas of social withdrawal, apathy, memory, comprehension, and judgment. They also produce fewer side effects such as seizures and tardive dyskinesia (involuntary body movements). In the following synthesis of clozapine, Step 1 is an Ullmann coupling, a type of nucleophilic aromatic substitution that uses a copper catalyst. (a) Show how you might bring about formation of the amide in Step 2. (b) Propose a reagent for Step 3. (c) Propose a mechanism for Step 4. (d) Is clozapine chiral? If so, how many of the possible stereoisomers are formed in this synthesis?
Terpin, prepared commercially by the acid-catalyzed hydration of limonene, is used medicinally as an expectorant for coughs. (a) Propose a structural formula for terpin and a mechanism for its formation. (b) How many cis, trans isomers are possible for the structural formula you propose?
Following is a synthesis for toremifene, a nonsteroidal estrogen antagonist whose structure is closely related to that of tamoxifen. (a) This synthesis makes use of two blocking groups, the benzyl (Bn) group and the tetrahydropyranyl (THP) group. Draw a structural formula of each group and describe the experimental conditions under which it is attached and removed. (b) Discuss the chemical logic behind the use of each blocking group in this synthesis. (c) Propose a mechanism for the conversion of D to E. (d) Propose a mechanism for the conversion of F to toremifene. (e) Is toremifene chiral? If so, which of the possible stereoisomers are formed in this synthesis?
5 The compounds labeled benzophenone-3 (CH,O,) and benzophenone-5 (CHNAO,S) are found in certain sunscreens. Would you expect a sunscreen made with benzophenone-3 or benzophenone-5 to be more waterproof? Explain your choice.
NOC XT Ph CH₂ Both primary and secondary amines add to a ß-unsaturated aldehydes and ketones to yield ß-amino aldehydes and ketones rather than the alternative imines. Under typical reaction conditions, both direct and conjugate modes of addition occur rapidly. But because the reactions are reversible, they generally proceed with thermodynamic control rather than kinetic control so the more stable conjugate addition product is often obtained to the complete exclusion of the less stable direct addition product. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H H CH3NH₂ CH3 H-A :A Ph NHCH3 вон CH3 :A H-A 8b
Ciprofloxacin is a member of the fluoroquinolone class of antibiotics.(a) Which of its rings are aromatic?(b) Which nitrogen atoms are basic?(c) Which protons would you expect to appear between d 6 and d 8 in the proton NMR spectrum?
plz write a plausible mechanism with clear arrow pushing.
Select the best pair of answers below justifying the reason for your answer with detailed explanations. Answer Q44
Explain this difference in potency and speed of onset by pointing out the main differences in functional groups between morphine and heroin.
Why are azo compounds good building blocks for organic dyes because aromatic azo compounds have alternating C-C and C=C bonds azo coupling removes the N-N triple bond azo coupling generates new C=C bonds O Azo coupling makes a longer conjugation system
3 Treatment of 1-aminoadamantane, C„H„N, with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R,N, involves two successive S,2 reactions and gives compound A. Propose a structural formula for compound A. R&N NH, + Br. C15H93NO, + 2 R,NH Br OCH Br 1-Aminoadamantane Methyl 2,4-dibromobutanoate A
this drug contains one or more building blocks derived from either ethylene oxide or epichlorohydrin.Identify the part of each molecule that can be derived from one or the other of the building block and propose structural formulas for the nucleophile(s) that can be used along with either ethylene oxide or epichlorohydrin to synthesize each molecule.