Basic information Nausea and vomiting drug Adverse effects References Safety Supplier Related
ChemicalBook >  Product Catalog >  Biochemical Engineering >  Inhibitors >  Neuronal Signaling >  5-HT Receptor Antagonists >  Palonosetron Hydrochloride

Palonosetron Hydrochloride

Palonosetron hydrochloride is a drug to inhibit nausea and vomiting, which is a new type highly selective, high-affinity 5-HT3 receptor antagonist that can block the vomiting reflex center peripheral neurons presynaptic 5-HT. Receptor excitement directly affects the central nervous system in 5-HT. Impulse receptor excitement generated by the role of vagal afferent nerve after area, blocking the vagus nerve endings in the gut, preventing signals to 5-HT. Receptor trigger zone can reduce the incidence of nausea and vomiting. Central clinically for the treatment of acute severe emetogenic chemotherapy induced delayed nausea and vomiting. Because of its high curative effect, little side effect, long half-life (about 40 h), small dosage, and so on, it has attracted much attention.

Basic information Nausea and vomiting drug Adverse effects References Safety Supplier Related

Palonosetron Hydrochloride Basic information

Product Name:
Palonosetron Hydrochloride
Synonyms:
  • (S)-2-((S)-quinuclidin-3-yl)-2,3,3a,4,5
  • Palonosetron hydrochloride, 99.5%, a 5-HT3 antagonist
  • PALONOSETRON HCL
  • PALONOSETRON HYDROCHLORIDE
  • CS-292
  • Palonosetronhydrochloride hydrochloride
  • Palonosetron-d3 HCl
  • (3aS)-2-(3S)-1-Azabicyclo[2.2.2]oct-3-yl-2,3,3a,4,5,6-hexahydro-1H-benz[de]isoquinolin-1-one Hydrochloride
CAS:
135729-62-3
MF:
C19H25ClN2O
MW:
332.87
EINECS:
680-630-6
Product Categories:
  • Selective 5-HT3 Receptor Antagonist
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • API
  • 135729-62-3
Mol File:
135729-62-3.mol
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Palonosetron Hydrochloride Chemical Properties

Melting point:
>290°C
alpha 
D25 -94.1° (c = 0.4 in water)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
Methanol (Slightly, Heated), Water (Slightly)
form 
Solid
color 
White to Off-White
Merck 
14,6997
InChI
InChI=1/C19H24N2O.ClH/c22-19-16-6-2-4-14-3-1-5-15(18(14)16)11-21(19)17-12-20-9-7-13(17)8-10-20;/h2,4,6,13,15,17H,1,3,5,7-12H2;1H/t15-,17-;/s3
InChIKey
OLDRWYVIKMSFFB-HYCRUXCXNA-N
SMILES
N1(C[C@@]2([H])CCCC3=CC=CC(=C32)C1=O)[C@H]1[C@]2([H])CCN(CC2)C1.Cl |&1:2,15,16,r|
CAS DataBase Reference
135729-62-3(CAS DataBase Reference)
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Safety Information

HS Code 
29339900
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Palonosetron Hydrochloride Usage And Synthesis

Nausea and vomiting drug

Palonosetron hydrochloride is a drug to inhibit nausea and vomiting, which is a new type highly selective, high-affinity 5-HT3 receptor antagonist that can block the vomiting reflex center peripheral neurons presynaptic 5-HT. Receptor excitement directly affects the central nervous system in 5-HT. Impulse receptor excitement generated by the role of vagal afferent nerve after area, blocking the vagus nerve endings in the gut, preventing signals to 5-HT. Receptor trigger zone can reduce the incidence of nausea and vomiting. Central clinically for the treatment of acute severe emetogenic chemotherapy induced delayed nausea and vomiting. Because of its high curative effect, little side effect, long half-life (about 40 h), small dosage, and so on, it has attracted much attention.
With 1,2,3,4-tetrahydro-1-naphthoic acid as the starting material, the split, amination, reduction, cyclization, salt of palonosetron hydrochloride granisetron.
Clinical studies showed that palonosetron can be used safely with corticosteroids, analgesics, antiemetics, antispasmodics and anticholinergic drugsas the starting material, the split, amination, reduction, cyclization, salt of palonosetron hydrochloride granisetron.
Murine tumor model studies indicate that palonosetron does not inhibit the five kinds of chemotherapy drugs studied (cisplatin, cyclophosphamide, cytarabine, doxorubicin and mitomycin C) anti-cancer activity.

Adverse effects

The most common adverse effects are headache, which occurs in 4–11% of patients, and constipation in up to 6% of patients. In less than 1% of patients, other gastrointestinal disorders occur, as well as sleeplessness, first-and second-degree atrioventricular block, muscle pain and shortness of breath. Palonosetron is similarly well tolerated as other setrons, and slightly less than placebo.

References

https://en.wikipedia.org/wiki/Palonosetron

Description

Palonosetron is a novel 5-HT3 receptor antagonist launched as an injectable agent for the prevention of acute and delayed nausea and vomiting associated with cancer chemotherapy. It has a much longer half-life (~ 40 h) than the other currently available 5-HT3 antagonists, which provides efficacy advantages in the prevention of delayed nausea and vomiting that typically occurs after 24 h and up to six days post chemotherapy administration. Palonosetron was developed as a conformationally restricted analog of the previously known 5HT3 antagonists tropisetron and granisetron. It is synthesized in four steps starting with the condensation of 1,8- naphthalic anhydride and (S)-3-aminoquinuclidine to produce the corresponding imide. The subsequent steps include catalytic hydrogenation of one of the aromatic rings of the imide intermediate, selective reduction of one of the carbonyls to a hydroxyl group, dehydration to an olefin and catalytic hydrogenation. The recommended dosage of palonosteron is 0.25 mg, administered as a single intravenous dose approximately 30 min before the start of chemotherapy. Palonosetron exhibits dose-proportional pharmacokinetics and it is moderately bound to plasma proteins (62%). Fifty percent of the dose is metabolized in the liver, and 40% is excreted unchanged in the urine. In comparative clinical studies with two other 5- HT3 receptor antagonists, palonosetron is shown to be as effective as dolasetron and more effective than ondansetron in controlling acute nausea and vomiting and superior to both in the control of delayed nausea and vomiting. Efficacy of palonosetron has been demonstrated in patients receiving initial and repeat courses of both moderately and highly emetogenic chemotherapy, including cisplatin, cyclophosphamide and dacarbazine. At 0.25 and 0.75 mg doses, palonosetron is well tolerated and the most occurring adverse events are headache, diarrhea, fatigue, abdominal pain and insomnia.

Chemical Properties

White Solid

Originator

Syntex (Roche Bioscience) (US)

Uses

(S,S)-Palonosetron Hydrochloride is a serotonin 5-HT3 receptor antagonist used in the prevention and treatment of chemotherapy-induced nausea and vomiting (CINV). Antiemetic.

Uses

Palonosetron HCl is a 5-HT3 antagonist used in the prevention and treatment of chemotherapy-induced nausea and vomiting

Uses

specifically inhibits cells of the adrenal cortex and their production of hormones for adrenocortical tumor therapy, causes CNS damage, but no bone marrow depression.

Uses

Palonosetron is a potent, selective antagonist of the serotonin (5-HT) receptor 5-HT3 (pKi = 10.4 in rat cortex) that minimally effects a wide range of other neuronal receptors. It is orally bioavailable and potently inhibits emesis induced by chemotherapeutic drugs, like cisplatin , but not by apomorphine , which acts by dopamine receptor antagonism. Palonosetron is remarkable for its long duration of action, related to its high receptor-binding affinity and long half-life. It is effective in managing chemotherapy-induced nausea and vomiting.[Cayman Chemical]

Definition

ChEBI: A hydrochloride obtained by combining palonosetron with one molar equivalent of hydrogen chloride; an antiemetic used in combination with netupitant (under the trade name Akynzeo) to treat nausea and vomiting in patients undergoing cancer chemotherapy.

brand name

Aloxi (Helsinn).

storage

Store at -20°C

Palonosetron HydrochlorideSupplier

Hangzhou Lenny Technology Co. , Ltd. Gold
Tel
571-88086013
Email
sunnie@rdpharm.com
Products Intro
Product Name:PALONOSETRON HCL
Purity:≥99% Package:50kg
Suzhou Unite pharmTech Co., Ltd , Gold
Tel
792-3901125 13222993784
Email
sales@unite-pharm.com
Products Intro
Product Name:Palonosetron hydrochloride
CAS:135729-62-3
Purity:99% HPLC Package:5g,25g,100g
Jinan Hongkangda Chemical Co., Ltd Gold
Tel
0531-88901705 18753193522
Email
810353473@qq.com
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Product Name:Palonosetron hydrochloride
CAS:135729-62-3
Purity:99% Package:1kg/ Remarks:EP, USP
Tianjin Keluo Pharmaceutical Technology Co. LTD Gold
Tel
022-23869539 18920052327
Email
281258989@qq.com
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Product Name:Palonosetron HCL
CAS:135729-62-3
Purity:99 Package:100g/RMB 2000
Jiangsu Simcere Pharmaceutical CO.,Ltd Gold
Tel
025-85566666-7321 15195996671
Email
API@simcere.com
Products Intro
Product Name:Palonosetron Hydrochloride
CAS:135729-62-3
Purity:99% Package:1KG