Casopitant

Casopitant

Systematic (IUPAC) name
(2S,4S)-4-(4-Acetyl-1-piperazinyl)-N-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl]-2-(4-fluoro-2-methylphenyl)-N-methyl-1-piperidinecarboxamide
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	414910-27-3
ATC code	A04AD13
PubChem	CID 23725089
UNII	3B03KPM27L^Y
Chemical data
Formula	C₃₀H₃₅F₇N₄O₂
Mol. mass	616.26 g/mol
SMILES	eMolecules & PubChem
Y(what is this?) (verify)

Casopitant (trade names Rezonic (US), Zunrisa (EU)) is an neurokinin 1 (NK₁) receptor antagonist undergoing research for the treatment of chemotherapy-induced nausea and vomiting (CINV).^[1] It is currently under development by GlaxoSmithKline (GSK).

In July 2008, the company filed a marketing authorisation application with the European Medicines Agency. The application was withdrawn in September 2009 because GSK decided that further safety assessment was necessary.^[2]

References

^ Lohr L (2008). "Chemotherapy-induced nausea and vomiting". Cancer J 14 (2): 85–93. doi:10.1097/PPO.0b013e31816a0f07. PMID 18391612.
^ "GlaxoSmithKline withdraws its marketing authorisation application for Zunrisa". London: EMEA. 13 October 2009. http://www.emea.europa.eu/humandocs/PDFs/EPAR/zunrisa/63959809en.pdf. Retrieved 21 December 2009.

Antiemetics (A04)

5-HT₃ Antagonists

Alosetron • Azasetron • Bemesetron • Cilansetron • Clozapine • Dazopride • Dolasetron • Granisetron • Lerisetron • Metoclopramide • Mianserin • Mirtazapine • Olanzapine • Ondansetron • Palonosetron • Ramosetron • Ricasetron • Tropisetron • Zatosetron

CB₁ Agonists (Cannabinoids)

Dronabinol • Nabilone • Nonabine • Tetrahydrocannabinol

D₂/D₃ Antagonists

Alizapride • Bromopride • Chlorpromazine • Clebopride • Domperidone • Haloperidol • Itopride • Metoclopramide • Metopimazine • Prochlorperazine • Thiethylperazine

H₁ Antagonists (Antihistamines)

Cyclizine • Dimenhydrinate • Diphenhydramine • Meclozine • Promethazine

mACh Antagonists (Anticholinergics)

Atropine • Hyoscyamine • Scopolamine

NK₁ Antagonists

Aprepitant • Casopitant • Ezlopitant • Fosaprepitant • Maropitant • Vestipitant

Others

Cerium oxalate • Dexamethasone • Lorazepam • Midazolam • Propofol • Trimethobenzamide

M: DIG

anat(t, g, p)/phys/devp/enzy

noco/cong/tumr, sysi/epon

proc, drug(A2A/2B/3/4/5/6/7/14/16), blte

Antidepressants (N06A)

Specific reuptake inhibitors (RIs), enhancers (REs), and releasing agents (RAs)

Selective serotonin reuptake inhibitors (SSRIs)	Alaproclate • Citalopram • Escitalopram • Femoxetine • Fluoxetine^# • Fluvoxamine • Indalpine • Ifoxetine • Litoxetine • Lubazodone • Panuramine • Paroxetine • Pirandamine • Seproxetine • Sertraline^# • Zimelidine^‡

Serotonin–norepinephrine reuptake inhibitors (SNRIs)	Bicifadine • Clovoxamine • Desvenlafaxine • Duloxetine • Levomilnacipran • Eclanamine • Milnacipran • Sibutramine • Venlafaxine

Serotonin–norepinephrine–dopamine reuptake inhibitors (SNDRIs)	Brasofensine • BTS-74,398 • Cocaine • Diclofensine • DOV-21,947 • DOV-102,677 • DOV-216,303 • EXP-561 • Fezolamine • JNJ-7925476 • NS-2359 • PRC200-SS • Pridefine • SEP-225,289 • SEP-227,162 • Tesofensine

Norepinephrine reuptake inhibitors (NRIs)	Amedalin • Atomoxetine/Tomoxetine • Binedaline • Ciclazindol • Daledalin • Esreboxetine • Lortalamine • Mazindol • Nisoxetine • Reboxetine • Talopram • Talsupram • Tandamine • Viloxazine

Dopamine reuptake inhibitors (DRIs)	Medifoxamine • Vanoxerine

Norepinephrine-dopamine reuptake inhibitors (NDRIs)	Amineptine • Bupropion/Amfebutamone^# • Cilobamine • Manifaxine • Methylphenidate • Nomifensine • Radafaxine • Tametraline

Norepinephrine-dopamine releasing agents (NDRAs)	Amphetamine • Befuraline • Lisdexamfetamine • Methamphetamine • Phenethylamine • Piberaline • Tranylcypromine

Serotonin-norepinephrine-dopamine releasing agents (SNDRAs)	4-Methyl-αMT • αET/Etryptamine • αMT/Metryptamine

Selective serotonin reuptake enhancers (SSREs)	Tianeptine

Others	Indeloxazine • Teniloxazine • Tramadol • Viqualine

Receptor antagonists and/or reuptake inhibitors

Serotonin antagonists and reuptake inhibitors (SARIs)	Etoperidone • Nefazodone • Trazodone

Noradrenergic and specific serotonergic antidepressants (NaSSAs)	Aptazapine • Esmirtazapine • Mianserin • Mirtazapine • Setiptiline/Teciptiline

Norepinephrine-dopamine disinhibitors (NDDIs)	Agomelatine

Serotonin modulators and stimulators (SMSs)	Vortioxetine

Others	Tedatioxetine • Vilazodone

Heterocyclic antidepressants (bi-, tri-, and tetracyclics)

Bicyclics	Tiazesim

Tricyclics	Amezepine • Amineptine • Amitriptyline^# • Amitriptylinoxide • Azepindole • Butriptyline • Cianopramine • Clomipramine • Cotriptyline • Cyanodothiepin • Demexiptiline • Depramine/Balipramine • Desipramine • Dibenzepin • Dimetacrine • Dosulepin/Dothiepin • Doxepin • Enprazepine • Fluotracen • Hepzidine • Homopipramol • Imipramine • Imipraminoxide • Intriptyline • Iprindole • Ketipramine • Litracen • Lofepramine • Losindole • Mariptiline • Melitracen • Metapramine • Mezepine • Naranol • Nitroxazepine • Nortriptyline • Noxiptiline • Octriptyline • Opipramol • Pipofezine • Propizepine • Protriptyline • Quinupramine • Tampramine • Tianeptine • Tienopramine • Trimipramine;

Tetracyclics	Amoxapine • Aptazapine • Azipramine • Ciclazindol • Ciclopramine • Esmirtazapine • Maprotiline • Mazindol • Mianserin • Mirtazapine • Oxaprotiline • Setiptiline/Teciptiline

Monoamine oxidase inhibitors (MAOIs)

Nonselective	Irreversible: Benmoxin • Echinopsidine • Iproclozide • Iproniazid • Isocarboxazid • Mebanazine • Metfendrazine • Nialamide • Octamoxin • Phenelzine • Pheniprazine • Phenoxypropazine • Pivalylbenzhydrazine • Safrazine • Tranylcypromine; Reversible: Caroxazone • Paraxazone;• Quercetin;

MAO_A-Selective	Irreversible: Clorgiline; Reversible: Amiflamine • Bazinaprine • Befloxatone • Befol • Berberine • Brofaromine • Cimoxatone • Esuprone • Harmala Alkaloids (Harmine, Harmaline, Tetrahydroharmine, Harman, Norharman, etc) • Methylene Blue • Metralindole • Minaprine • Moclobemide • Pirlindole • Sercloremine • Tetrindole • Toloxatone • Tyrima;

MAO_B-Selective	Irreversible: Ladostigil • Mofegiline • Pargyline • Rasagiline • Selegiline; Reversible: Lazabemide • Milacemide

Azapirones and other 5-HT_1A receptor agonists

Alnespirone • Aripiprazole • Befiradol • Buspirone • Eptapirone • Flesinoxan • Flibanserin • Gepirone • Ipsapirone • Oxaflozane • Tandospirone • Vilazodone • Zalospirone

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: PSO/PSI

mepr

dsrd (o, p, m, p, a, d, s), sysi/epon, spvo

proc(eval/thrp), drug(N5A/5B/5C/6A/6B/6D)

Anxiolytics (N05B)

GABA_A PAMs

Benzodiazepine	Adinazolam • Alprazolam • Bretazenil • Bromazepam • Camazepam • Chlordiazepoxide • Clobazam • Clonazepam • Clorazepate • Clotiazepam • Cloxazolam • Diazepam • Ethyl Loflazepate • Etizolam • Fludiazepam • Halazepam • Imidazenil • Ketazolam • Lorazepam • Medazepam • Nordazepam • Oxazepam • Pinazepam • Prazepam

Carbamates	Emylcamate • Mebutamate • Meprobamate (Carisoprodol, Tybamate) • Phenprobamate • Procymate

Nonbenzodiazepines	Abecarnil • Adipiplon • Alpidem • CGS-8216 • CGS-9896 • CGS-13767 • CGS-20625 • Divaplon • ELB-139 • Fasiplon • GBLD-345 • Gedocarnil • L-838,417 • NS-2664 • NS-2710 • Ocinaplon • Pagoclone • Panadiplon • Pipequaline • RWJ-51204 • SB-205,384 • SL-651,498 • Taniplon • TP-003 • TP-13 • TPA-023 • Y-23684 • ZK-93423

Pyrazolopyridines	Cartazolate • Etazolate • ICI-190,622 • Tracazolate

Others	Chlormezanone • Ethanol (Alcohol) • Etifoxine • Kavalactones (Kava Kava) • Skullcap • Valerenic Acid (Valerian)

α₂δ VDCC Blockers

Gabapentin • Pregabalin

5-HT_1A Agonists

Azapirones: Buspirone • Gepirone • Tandospirone; Others: Flesinoxan • Oxaflozane

H₁ Antagonists

Diphenylmethanes: Captodiame • Hydroxyzine; Others: Brompheniramine • Chlorpheniramine • Pheniramine

CRH₁ Antagonists

Antalarmin • CP-154,526 • Pexacerfont • Pivagabine

NK₂ Antagonists

GR-159,897 • Saredutant

MCH₁ antagonists

ATC-0175 • SNAP-94847

mGluR₂_/₃ Agonists

DAA-1097 • DAA-1106 • Emapunil • FGIN-127 • FGIN-143

σ₁ agonists

Afobazole • Opipramol

Others

Benzoctamine • Carbetocin • Demoxytocin • Mephenoxalone • Mepiprazole • Oxanamide • Oxytocin • Promoxolane • Tofisopam • Trimetozine • WAY-267,464

^#WHO-EM. ^‡Withdrawn from market. Clinical trials: ^†Phase III. ^§Never to phase III

M: PSO/PSI

mepr

dsrd (o, p, m, p, a, d, s), sysi/epon, spvo

proc(eval/thrp), drug(N5A/5B/5C/6A/6B/6D)

Neuropeptidergics

Cholecystokinin

CCK_A	Agonists: Cholecystokinin • CCK-4 Antagonists: Asperlicin • Proglumide • Lorglumide • Devazepide • Dexloxiglumide

CCK_B	Agonists: Cholecystokinin • CCK-4 • Gastrin Antagonists: Proglumide • CI-988

CRH

CRF₁	Agonists: Corticotropin releasing hormone Antagonists: Antalarmin • CP-154,526 • Pexacerfont

CRF₂	Agonists: Corticotropin releasing hormone

Galanin

GAL₁	Agonists: Galanin • Galanin-like peptide • Galmic • Galnon

GAL₂	Agonists: Galanin • Galanin-like peptide • Galmic • Galnon

GAL₃	Agonists: Galanin • Galmic • Galnon

Ghrelin

Agonists: Ghrelin • Capromorelin • MK-677 • Sermorelin • SM-130,686 • Tabimorelin

MCH

MCH₁	Agonists: Melanin concentrating hormone Antagonists: ATC-0175 • GW-803,430 • NGD-4715 • SNAP-7941 • SNAP-94847

MCH₂	Agonists: Melanin concentrating hormone

Melanocortin

MC₁	Agonists: alpha-MSH • Afamelanotide • BMS-470,539 • Bremelanotide • Melanotan II Antagonists: Agouti signalling peptide

MC₂	Agonists: ACTH • Cosyntropin • Tetracosactide

MC₃	Agonists: alpha-MSH • Bremelanotide • Melanotan II

MC₄	Agonists: alpha-MSH • Bremelanotide • Melanotan II • THIQ Antagonists: Agouti-related peptide

MC₅	Agonists: alpha-MSH • Melanotan II

Neuropeptide S

Agonists: Neuropeptide S
Antagonists: SHA-68

Neuropeptide Y

Y₁	Agonists: Neuropeptide Y • Peptide YY Antagonists: BIBP-3226

Y₂	Agonists: Neuropeptide Y • Peptide YY Antagonists: BIIE-0246

Y₄	Agonists: Neuropeptide Y • Pancreatic polypeptide • Peptide YY Antagonists: UR-AK49

Y₅	Agonists: Neuropeptide Y • Peptide YY Antagonists: Lu AA-33810

Neurotensin

NTS₁	Agonists: Neurotensin • Neuromedin N Antagonists: SR-48692 • SR-142,948

NTS₂	Agonists: Neurotensin Antagonists: Levocabastine • SR-142,948

Opioid

see Template:Opioids

Orexin

OX₁	Agonists: Orexin-A Antagonists: Almorexant • SB-334,867 • SB-408,124 • SB-649,868 • Suvorexant

OX₂	Agonists: Orexin-A Antagonists: Almorexant • SB-649,868 • Suvorexant • TCS-OX2-29

Oxytocin

Agonists: Carbetocin • Demoxytocin • Oxytocin • WAY-267,464
Antagonists: Atosiban • Epelsiban • L-371,257 • L-368,899

Tachykinin

NK₁	Agonists: Substance P Antagonists: Aprepitant • Befetupitant • Casopitant • CI-1021 • CP-96,345 • CP-99,994 • CP-122,721 • Dapitant • Ezlopitant • FK-888 • Fosaprepitant • GR-203,040 • GW-597,599 • HSP-117 • L-733,060 • L-741,671 • L-743,310 • L-758,298 • Lanepitant • LY-306,740 • Maropitant • Netupitant • NKP-608 • Nolpitantium • Orvepitant • RP-67,580 • SDZ NKT 343 • Vestipitant • Vofopitant

NK₂	Agonists: Neurokinin A Antagonists: GR-159,897 • Ibodutant • Saredutant

NK₃	Agonists: Neurokinin B Antagonists: Osanetant • Talnetant

Vasopressin

V_1A	Agonists: Desmopressin • Felypressin • Ornipressin • Terlipressin • Vasopressin Antagonists: Conivaptan • Demeclocycline • Relcovaptan

V_1B	Agonists: Felypressin • Ornipressin • Terlipressin • Vasopressin Antagonists: Demeclocycline • Nelivaptan

V₂	Agonists: Desmopressin • Ornipressin • Vasopressin Antagonists: Conivaptan • Demeclocycline • Lixivaptan • Mozavaptan • Satavaptan • Tolvaptan

Casopitant

See also

References