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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/06/19 15:28:38」(JST)
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Fosaprepitant
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Systematic (IUPAC) name |
[3-{[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl] ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl}-5-oxo- 2H-1,2,4-triazol-1-yl]phosphonic acid |
Clinical data |
AHFS/Drugs.com |
Multum Consumer Information |
MedlinePlus |
a604003 |
Licence data |
EMA:Link, US FDA:link |
Pregnancy
category
|
- US: B (No risk in non-human studies)
|
Legal status
|
|
Routes of
administration
|
Intravenous |
Pharmacokinetic data |
Bioavailability |
n/a |
Protein binding
|
>95% (aprepitant) |
Metabolism |
To aprepitant |
Half-life |
9 to 13 hours (aprepitant) |
Identifiers |
CAS Registry Number
|
172673-20-0 Y
265121-04-8 (dimeglumine) |
ATC code
|
A04AD12 |
PubChem |
CID: 219090 |
IUPHAR/BPS |
7623 |
DrugBank |
DB06717 N |
UNII |
6L8OF9XRDC N |
KEGG |
D06597 N |
ChEMBL |
CHEMBL1199324 N |
Chemical data |
Formula |
C23H22F7N4O6P |
Molecular mass
|
614.406 g/mol |
N (what is this?) (verify) |
Fosaprepitant (Emend for Injection (US), Ivemend (EU)) is an antiemetic drug, administered intravenously. It is a prodrug of aprepitant.
Fosaprepitant was developed by Merck & Co. and was approved by the United States Food and Drug Administration (FDA) on January 25, 2008[1] and by the European Medicines Agency (EMA) on January 11 of the same year.[2]
See also
- Aprepitant
- Casopitant
- L-733,060
- Maropitant
- Vestipitant
References
- ^ "Drugs.com, FDA Approves Emend (fosaprepitant dimeglumine) for Injection, Merck's New Intravenous Therapy, for Use in Combination with Other Antiemetics for Prevention of Nausea and Vomiting Caused by Chemotherapy". Retrieved 2008-03-15.
- ^ "European Public Assessment Report for Ivemend (from the EMEA website)". Retrieved 2008-03-15.
Antiemetics (A04)
|
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5-HT3 Serotonin ion
channel antagonists |
- Alosetron
- Azasetron
- Bemesetron
- Cilansetron
- Clozapine
- Dazopride
- Dolasetron
- Granisetron
- Lerisetron
- Metoclopramide
- Mianserin
- Mirtazapine
- Olanzapine
- Ondansetron
- Palonosetron
- Quetiapine
- Ramosetron
- Ricasetron
- Tropisetron
- Zatosetron
|
|
5-HT Serotonin G-protein
receptor antagonists |
- Clozapine
- Cyproheptadine
- Hydroxyzine
- Olanzapine
- Risperidone
- Ziprasidone
|
|
CB1 Agonists
(Cannabinoids) |
- Dronabinol
- Nabilone
- Nonabine
- Tetrahydrocannabinol
|
|
D2/D3 Antagonists |
- Alizapride
- Bromopride
- Chlorpromazine
- Clebopride
- Domperidone
- Haloperidol
- Hydroxyzine
- Itopride
- Metoclopramide
- Metopimazine
- Prochlorperazine
- Thiethylperazine
|
|
H1 antagonists
(Antihistamines) |
- Cyclizine
- Dimenhydrinate
- Diphenhydramine
- Hydroxyzine
- Meclozine
- Promethazine
|
|
mACh antagonists
(Anticholinergics) |
- Atropine
- Diphenhydramine
- Hydroxyzine (very mild)
- Hyoscyamine
- Scopolamine
|
|
NK1 Antagonists |
- Aprepitant
- Casopitant
- Ezlopitant
- Fosaprepitant
- Maropitant
- Netupitant
- Vestipitant
|
|
Others |
- Cerium oxalate
- Dexamethasone
- Lorazepam
- Midazolam
- Propofol
- Trimethobenzamide
|
|
Index of digestion
|
|
Description |
- Anatomy
- Physiology
- Development
|
|
Disease |
- Congenital
- Neoplasms and cancer
- Inflammatory bowel disease
- Gluten sensitivity
- Other
- Symptoms and signs
- Blood tests
|
|
Treatment |
- Procedures
- Drugs
- anabolic steroids
- antacids
- diarrhoea and infection
- bile and liver
- functional gastrointestinal disorders
- laxatives
- peptic ulcer and reflux
- nausea and vomiting
- other
- Surgery
|
|
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Antidepressants (N06A)
|
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Specific reuptake inhibitors and/or receptor modulators
|
|
SSRIs
|
- Citalopram
- Escitalopram
- Fluoxetine#
- Fluvoxamine
- Indalpine‡
- Paroxetine
- Sertraline
- Zimelidine‡
|
|
SNRIs
|
- Desvenlafaxine
- Duloxetine
- Levomilnacipran
- Milnacipran
- Tofenacin
- Venlafaxine
|
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NRIs
|
|
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NDRIs
|
|
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SARIs
|
- Etoperidone
- Nefazodone‡
- Trazodone
|
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SMSs
|
|
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Others
|
- Agomelatine
- Amisulpride
- Amitriptyline/perphenazine
- Buprenorphine
- Bupropion
- Etryptamine‡
- Flupentixol/melitracen
- Ketamine
- Lurasidone
- Medifoxamine‡
- Metryptamine‡
- Olanzapine/fluoxetine
- Oxaflozane‡
- Quetiapine
- Tandospirone
- Teniloxazine
- Tianeptine
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|
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Tricyclic and tetracyclic antidepressants
|
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TCAs
|
- Amineptine‡
- Amitriptyline#
- Amitriptylinoxide
- Butriptyline‡
- Clomipramine#
- Demexiptiline‡
- Desipramine
- Dibenzepin
- Dimetacrine‡
- Dosulepin
- Doxepin
- Imipramine
- Imipraminoxide‡
- Iprindole‡
- Lofepramine
- Melitracen
- Metapramine‡
- Nitroxazepine
- Nortriptyline
- Noxiptiline
- Opipramol
- Pipofezine
- Propizepine‡
- Protriptyline
- Quinupramine‡
- Tianeptine
- Trimipramine
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TeCAs
|
- Amoxapine
- Maprotiline
- Mianserin
- Mirtazapine
- Setiptiline
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Others
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|
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Monoamine oxidase inhibitors
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Non-selective
|
- Irreversible: Benmoxin‡
- Iproclozide‡
- Iproniazid‡
- Isocarboxazid
- Mebanazine‡
- Nialamide‡
- Octamoxin‡
- Phenelzine
- Pheniprazine‡
- Phenoxypropazine‡
- Pivhydrazine‡
- Safrazine‡
- Tranylcypromine
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MAOA-selective
|
- Reversible: Eprobemide
- Metralindole
- Minaprine‡
- Moclobemide
- Pirlindole
- Toloxatone
- Harmine
- Harmaline
- Harmane
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MAOB-Selective
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- Irreversible: Selegiline
- Rasagiline
- Ladostigil
- Mofegiline
- Lazabemide
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Adjunctive therapies
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- Atypical antipsychotics (aripiprazole, lurasidone, olanzapine, quetiapine)
- Buspirone
- Lithium (lithium carbonate, lithium citrate)
- Thyroid hormones (triiodothyronine (T3), levothyroxine (T4))
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Miscellaneous
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- Ademetionine (SAMe)
- Hypericum perforatum (St. John's Wort)
- Oxitriptan (5-HTP)
- Tryptophan
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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Index of psychology and psychiatry
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Description |
|
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Disorders |
- Mental and behavioral
- Mood
- Developmental
- pervasive
- dyslexia and specific
- Substance-related
- Emotional and behavioral
- Symptoms and signs
- Evaluation and testing
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Treatment |
- Psychotherapy
- Drugs
- depression
- antipsychotics
- anxiety
- dementia
- hypnotics and sedatives
- psychostimulants, ADHD and nootropics
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Anxiolytics (N05B)
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5-HT1A agonists |
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GABAAR PAMs |
- Benzodiazepines:
- Adinazolam
- Alprazolam
- Bromazepam
- Camazepam
- Chlordiazepoxide
- Clobazam
- Clonazepam
- Clorazepate
- Clotiazepam
- Cloxazolam
- Diazepam#
- Ethyl loflazepate
- Etizolam
- Fludiazepam
- Halazepam
- Ketazolam
- Lorazepam#
- Medazepam
- Nordazepam
- Oxazepam
- Pinazepam
- Prazepam
- Others: Alpidem‡
- Barbiturates
- Carbamates
- Chlormezanone‡
- Ethanol
- Etifoxine; Herbs:
- Kava
- Skullcap
- Valerian
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α2δ VDCC blockers |
- Gabapentin
- Gabapentin enacarbil
- Pregabalin
|
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Antidepressants |
- SSRIs
- SNRIs
- SARIs
- TCAs
- TeCAs
- MAOIs; Others: Agomelatine
- Bupropion
- Ketamine
- Tianeptine
- Vilazodone
- Vortioxetine
|
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Sympatholytics |
- Beta blockers
- Clonidine
- Guanfacine
- Prazosin
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Others |
- Baclofen
- Benzoctamine
- Cannabidiol
- Cycloserine
- Fabomotizole
- Hydroxyzine
- Kanna
- Lavender
- Mebicarum
- Mepiprazole
- Opipramol
- Oxaflozane‡
- Phenaglycodol
- Phenibut
- Picamilon
- Selank
- Tiagabine
- Tofisopam
- Validolum
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|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of psychology and psychiatry
|
|
Description |
|
|
Disorders |
- Mental and behavioral
- Mood
- Developmental
- pervasive
- dyslexia and specific
- Substance-related
- Emotional and behavioral
- Symptoms and signs
- Evaluation and testing
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|
Treatment |
- Psychotherapy
- Drugs
- depression
- antipsychotics
- anxiety
- dementia
- hypnotics and sedatives
- psychostimulants, ADHD and nootropics
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Neuropeptidergics
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CGRP |
- Agonists: Amylin
- CGRP
- Pramlintide
- Antagonists: BI 44370 TA
- BMS-927711
- CGRP (8-37)
- MK-3207
- Olcegepant
- Rimegepant
- SB-268262
- Telcagepant
- Ubrogepant
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Cholecystokinin |
CCKA
|
- Agonists: Cholecystokinin
- CCK-4
- Antagonists: Amiglumide
- Asperlicin
- Devazepide
- Dexloxiglumide
- Lintitript
- Lorglumide
- Loxiglumide
- Pranazepide
- Proglumide
- Tarazepide
- Tomoglumide
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CCKB
|
- Agonists: Cholecystokinin
- CCK-4
- Gastrin
- Antagonists: CI-988 (PD-134,308)
- Itriglumide
- L-365,360
- Netazepide
- Proglumide
- Spiroglumide
|
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CRH |
CRF1
|
- Agonists: Cortagine
- Corticorelin
- Corticotropin releasing hormone
- Sauvagine
- Stressin I
- Urocortin
- Antagonists: Antalarmin
- Astressin-B
- CP-154,526
- Emicerfont
- Hypericin
- LWH-234
- NBI-27914
- Pexacerfont
- R-121,919
- TS-041
- Verucerfont
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CRF2
|
- Agonists: Corticorelin
- Corticotropin releasing hormone
- Sauvagine
- Urocortin
|
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Galanin |
GAL1
|
- Agonists: Galanin
- Galanin (1-15)
- Galanin-like peptide
- Galmic
- Galnon
- Antagonists: C7
- Dithiepine-1,1,4,4-tetroxide
- Galantide (M15)
- M32
- M35
- M40
- SCH-202596
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|
GAL2
|
- Agonists: Galanin
- Galanin (1-15)
- Galanin (2-11)
- Galanin-like peptide
- Galmic
- Galnon
- J18
- Antagonists: C7
- Galantide (M15)
- M32
- M35
- M40
- M871
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GAL3
|
- Agonists: Galanin
- Galanin (1-15)
- Galmic
- Galnon
- Antagonists: C7
- Galantide (M15)
- GalR3ant
- HT-2157
- M32
- M35
- M40
- SNAP-37889
- SNAP-398299
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Ghrelin/GHS |
- Agonists: Adenosine
- Alexamorelin
- Anamorelin
- Capromorelin
- CP-464709
- Cortistatin-14
- Examorelin (hexarelin)
- Ghrelin (lenomorelin)
- GHRP-1
- GHRP-3
- GHRP-4
- GHRP-5
- GHRP-6
- Ibutamoren (MK-677)
- Ipamorelin
- L-692,585
- LY-426410
- LY-444711
- Macimorelin
- Pralmorelin (GHRP-2)
- Relamorelin
- SM-130,686
- Tabimorelin
- Ulimorelin
- Antagonists: A-778,193
- Cortistatin-8
- (D-Lys3)-GHRP-6
- YIL-781
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MCH |
MCH1
|
- Agonists: Melanin concentrating hormone
- Antagonists: ATC-0065
- ATC-0175
- GW-803,430
- NGD-4715
- SNAP-7941
- SNAP-94847
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MCH2
|
- Agonists: Melanin concentrating hormone
|
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Melanocortin |
MC1
|
- Agonists: α-MSH
- β-MSH
- γ-MSH
- ACTH (corticotropin)
- Afamelanotide
- BMS-470,539
- Bremelanotide
- HS-014
- HS-024
- Melanotan II
- Modimelanotide
- PL-8177
- SHU-8914
- SHU-9005
- SHU-9119
- SNAP-7941
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|
MC2
|
- Agonists: ACTH (corticotropin)
- Alsactide
- Codactide
- Giractide
- Norleusactide (pentacosactride)
- Seractide
- Tetracosactide (tetracosactrin, cosyntropin)
- Tosactide (octacosactrin)
- Tricosactide
- Tridecactide
|
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MC3
|
- Agonists: α-MSH
- β-MSH
- γ-MSH
- ACTH (corticotropin)
- Afamelanotide
- Bremelanotide
- Melanotan II
- Modimelanotide
- PG-931
- Antagonists: AGRP
- ASIP
- HS-014
- ML-00253764
- PG-106
- SHU-8914
- SHU-9005
- SHU-9119
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MC4
|
- Agonists: α-MSH
- β-MSH
- γ-MSH
- ACTH (corticotropin)
- Afamelanotide
- AZD2820
- BIM-22493
- Bremelanotide
- LY-2112688
- Melanotan II
- MK-0493
- Modimelanotide
- PF-00446687
- PG-931
- PL-6983
- Ro 27-3225
- Setmelanotide
- THIQ
- Antagonists: AGRP
- ASIP
- HS-014
- HS-024
- HS-131
- JKC-363
- MCL-0020
- MCL-0042
- MCL-0129
- ML-00253764
- MPB-10
- SHU-8914
- SHU-9005
- SHU-9119
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MC5
|
- Agonists: α-MSH
- β-MSH
- γ-MSH
- ACTH (corticotropin)
- Afamelanotide
- Bremelanotide
- HS-014
- HS-024
- Melanotan II
- Modimelanotide
- SHU-8914
- SHU-9005
- SHU-9119
- Antagonists: ASIP
- ML-00253764
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Unsorted
|
- Agonists: Alsactide
- Codactide
- Giractide
- Norleusactide (pentacosactride)
- Seractide
- Tetracosactide (tetracosactrin, cosyntropin)
- Tosactide (octacosactrin)
- Tricosactide
- Tridecactide
|
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Neuropeptide S |
|
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Neuropeptide Y |
Y1
|
- Agonists: Neuropeptide Y
- Peptide YY
- Antagonists: BIBO-3304
- BIBP-3226
- BVD-10
- GR-231,118
- PD-160,170
|
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Y2
|
- Agonists: 2-Thiouridine 5'-triphosphate
- Neuropeptide Y
- Neuropeptide Y (13-36)
- Peptide YY
- Peptide YY (3-36)
- Antagonists: BIIE-0246
- JNJ-5207787
- SF-11
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Y4
|
- Agonists: GR-231,118
- Neuropeptide Y
- Pancreatic polypeptide
- Peptide YY
|
|
Y5
|
- Agonists: BWX-46
- Neuropeptide Y
- Peptide YY
- Antagonists: CGP-71683
- FMS-586
- L-152,804
- Lu AA-33810
- MK-0557
- NTNCB
- Velneperit (S-2367)
|
|
|
Neurotensin |
NTS1
|
- Agonists: Neurotensin
- Neuromedin N
- Antagonists: Meclinertant
- SR-142,948
|
|
NTS2
|
- Antagonists: Levocabastine
- SR-142,948
|
|
|
Opioid |
See here instead.
|
|
Orexin |
OX1
|
- Agonists: Orexin-A
- Orexin-B
- Antagonists: ACT-335827
- ACT-462206
- Almorexant
- Filorexant
- Lemborexant
- SB-334,867
- SB-408,124
- SB-649,868
- Suvorexant
- TCS-1102
|
|
OX2
|
- Agonists: Orexin-A
- Orexin-B
- SB-668,875
- Antagonists: ACT-335827
- ACT-462206
- Almorexant
- EMPA
- Filorexant
- JNJ-10397049
- JNJ-42847922
- Lemborexant
- MK-1064
- SB-649,868
- Suvorexant
- TCS-1102
- TCS-OX2-29
|
|
|
Oxytocin |
- Agonists: Aspartocin
- Carbetocin
- Cargutocin
- Demoxytocin
- Merotocin
- Nacartocin
- Oxytocin
- TC OT 39
- TGOT
- Vasotocin (argiprestocin)
- WAY-267,464
- Antagonists: Atosiban
- Barusiban
- Epelsiban
- Erlosiban
- L-368,899
- L-371,257
- L-372,662
- OBE001
- Retosiban
- SSR-126,768
- Tocinoic acid
- WAY-162,720
|
|
Tachykinin |
NK1
|
- Antagonists: Aprepitant
- Befetupitant
- Burapitant
- Casopitant
- CI-1021
- CP-96,345
- CP-99,994
- CP-122,721
- Dapitant
- Ezlopitant
- Figopitant
- 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 besilate
- Orvepitant
- Rolapitant
- RP-67,580
- SDZ NKT 343
- Serlopitant
- Telmapitant
- Tradipitant
- Vestipitant
- Vofopitant
|
|
NK2
|
- Antagonists: GR-159,897
- Ibodutant
- Nepadutant
- Saredutant
|
|
NK3
|
- Antagonists: Osanetant
- Talnetant
|
|
|
Vasopressin |
V1A
|
- Agonists: Felypressin
- Lypressin
- Ornipressin
- Selepressin
- Terlipressin
- Vasopressin (argipressin)
- Vasotocin (argiprestocin)
- Antagonists: Atosiban
- Conivaptan
- FR-218944
- JNJ-17079166
- JNJ-17308616
- LY-307174
- PF-184563
- Relcovaptan
- RG7314
- SRX246
- SRX251
- TC OT 39
- WAY-267,464
- YM-218
- YM-471
- YM-35471
|
|
V1B
|
- Agonists: Desmopressin
- Felypressin
- Lypressin
- Ornipressin
- Terlipressin
- Vasopressin (argipressin)
- Vasotocin (argiprestocin)
- Antagonists: ABT-436
- Nelivaptan
- ORG-52186
|
|
V2
|
- Agonists: Desmopressin
- Felypressin
- Lypressin
- Ornipressin
- TC OT 39
- Terlipressin
- Vasopressin (argipressin)
- Vasotocin (argiprestocin)
- Antagonists: Conivaptan
- JNJ-17079166
- Lixivaptan
- Mozavaptan
- RWJ-351647
- Satavaptan
- Tolvaptan
- YM-471
- YM-35471
|
|
Unsorted
|
- Antagonists: Ribuvaptan
- RWJ-339489
- VMAX-367
- VMAX-372
- VMAX-382
- YM-222546
|
|
|
See also: Peptidergics
|
|
UpToDate Contents
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English Journal
- Fosaprepitant for the prevention of nausea and vomiting in patients receiving BEAM or high-dose melphalan before autologous hematopoietic stem cell transplant.
- Clark SM1, Clemmons AB2, Schaack L3, Garren J4, DeRemer DL2, Kota VK5.
- Journal of oncology pharmacy practice : official publication of the International Society of Oncology Pharmacy Practitioners.J Oncol Pharm Pract.2015 May 7. pii: 1078155215585190. [Epub ahead of print]
- PURPOSE: To assess the impact of single-dose fosaprepitant on nausea and emesis after BEAM and high-dose melphalan conditioning regimens for autologous hematopoietic stem cell transplantation.METHODS: In a single-center cohort study patients receiving melphalan containing hematopoietic stem cell tra
- PMID 25956421
- Combination antiemetic therapy with aprepitant/fosaprepitant in patients with colorectal cancer receiving oxaliplatin-based chemotherapy (SENRI trial): A multicentre, randomised, controlled phase 3 trial.
- Nishimura J1, Satoh T2, Fukunaga M3, Takemoto H3, Nakata K3, Ide Y4, Fukuzaki T5, Kudo T2, Miyake Y6, Yasui M7, Morita S8, Sakai D2, Uemura M9, Hata T9, Takemasa I9, Mizushima T9, Ohno Y10, Yamamoto H9, Sekimoto M11, Nezu R12, Doki Y9, Mori M9; Multi-center Clinical Study Group of Osaka, Colorectal Cancer Treatment Group (MCSGO).
- European journal of cancer (Oxford, England : 1990).Eur J Cancer.2015 Apr 24. pii: S0959-8049(15)00291-9. doi: 10.1016/j.ejca.2015.03.024. [Epub ahead of print]
- INTRODUCTION: The oral neurokinin-1 antagonist aprepitant is recommended in several guidelines for preventing chemotherapy-induced nausea & vomiting (CINV) due to highly emetogenic cancer chemotherapy. Little is known about the feasibility and safety of aprepitant in patients treated with oxalip
- PMID 25922233
- Aprepitant and Fosaprepitant: A 10-Year Review of Efficacy and Safety.
- Aapro M1, Carides A2, Rapoport BL2, Schmoll HJ2, Zhang L2, Warr D2.
- The oncologist.Oncologist.2015 Apr;20(4):450-458. Epub 2015 Mar 20.
- Chemotherapy-induced nausea and vomiting (CINV) is a common adverse event associated with anticancer treatment that can have a significant adverse impact on patient health-related quality of life and that can potentially undermine the effectiveness of chemotherapy. Traditional regimens to prevent CI
- PMID 25795636
★リンクテーブル★
[★]
- 英
- fosaprepitant
- 化
- ホスアプレピタントメグルミン fosaprepitant dimeglumine
- 商
- プロイメンド
- 関
- 鎮吐薬。その他の消化器官用薬
- 選択的ニューロキニン1(NK1)受容体拮抗型制吐剤
[★]
- 英
- fosaprepitant dimeglumine
[★]
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ホスアプレピタント