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Rupatadine Fumarate

Product Name
Rupatadine Fumarate
CAS No.
182349-12-8
Chemical Name
Rupatadine Fumarate
Synonyms
Ralif;Rupax FuMarate;Rupafin FuMarate;Pafinur FuMarate;UR12592 Fumarate;Rinialer FuMarate;UR 12592 Fumarate;UR-12592 Fumarate;Rupatadin Fumarate;RUPATADINE FUMARATE
CBNumber
CB42131159
Molecular Formula
C26H26ClN3.C4H4O4
Formula Weight
532.03
MOL File
182349-12-8.mol
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Rupatadine Fumarate Property

Melting point:
196-198°C
storage temp. 
Sealed in dry,2-8°C
solubility 
Methanol (Slightly, Heated)
form 
Solid
color 
White to Pale Brown
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2898
Product name
Rupatadine fumarate
Purity
≥98% (HPLC)
Packaging
10MG
Price
$94.2
Updated
2024/03/01
Sigma-Aldrich
Product number
SML2898
Product name
Rupatadine fumarate
Purity
≥98% (HPLC)
Packaging
50MG
Price
$381
Updated
2024/03/01
Cayman Chemical
Product number
29478
Product name
Rupatadine (fumarate)
Packaging
250mg
Price
$571
Updated
2024/03/01
Cayman Chemical
Product number
29478
Product name
Rupatadine (fumarate)
Packaging
500mg
Price
$987
Updated
2024/03/01
Cayman Chemical
Product number
29478
Product name
Rupatadine (fumarate)
Packaging
50mg
Price
$153
Updated
2024/03/01
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Rupatadine Fumarate Chemical Properties,Usage,Production

Description

Rupatadine fumarate, a novel antiallergic drug with a dual mechanism of action, was introduced in Spain as an oral treatment for perennial and seasonal rhinitis. Rupatadine acts as non-sedating histamine H1 receptor antagonist and plateletactivating factor (PAF) antagonist. Its Kiapp i values against [3H]WEB-2086 binding to rabbit platelet membrane PAF receptors and [3H]pyralimine binding to guinea pig cerebellum membrane H1 histamine receptors are 0.55 and 0.10 μM, respectively. It has a rapid onset of action, with patients experiencing relief of symptoms within 2 h, and its long duration of action (>24 h) permits once-daily dosing. Rupatidine is prepared in a 6-step convergent synthesis, with the key steps involving the Grignard reaction of a N-alkyl-4-chloropiperdine with a benzocycloheptapyridinone intermediate, followed by dehydration. Rupatadine is rapidly absorbed after oral administration. The time to reach maximum plasma concentration is 0.75–1 h and the mean half-life in healthy volunteers is ~6 h. It is extensively metabolized, mainly by CYP3A4, and the major elimination route for the drug is biliary excretion. In comparative clinical trials, rupatadine 10 mg once daily was as effective as certizine 10 mg in short-term studies (2–4 weeks duration), but provided a better profile of CNS side effects. In comparison with ebastine 10 mg and loratadine 10 mg, rupatadine showed a superior relief of rhinitis symptoms at the same dose. Rupatadine was well tolerated in clinical trials and, at the recommended daily dose of 10 mg, was free of the sedative effects associated with first-generation antihistamines. In addition, there were no significant differences in the overall incidence of adverse events in rupatidine-treated patients and those treated with placebo or standard reference products.

Chemical Properties

Rupatadine fumarate is white or off-white color crystalline powder, odorless, and mildly bitter flavor, slightly draws moistly, in methanol, dissolves, almost insoluble in water, slightly molten in 0.1mol/L hydrochloric acid solution.

Originator

Uriach (Spain)

Uses

Rupatadine is a dual antagonist of histamine H1 and platelet-activating factor receptors. Rupatadine is used as an antihistaminic.

Uses

8-Chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidylidene]-5H-benzo[5,6]cyclohepta[1,2-b]pyridine fumarate is a dual antagonist of histamine H1 and platelet-activating factor receptors. Rupatadine is used as an antihistaminic.

brand name

Rupafin

Synthesis

One of the convergent syntheses for rupatadine (XX) involved two key intermediates, tricyclic ketone 162 and chloropiperidine derivative 167. 3-Methylpicoline acid (157) was reacted with p-chloroaniline in the presence of acid chloride and TEA to provide amide 158 in 91% yield. Amide 158 was then treated with n-BuLi at -20??C for 1h, followed by addition of 3-chlorobenzyl chloride (159) to furnish amide 160 in 91% yield after an aqueous workup. The cyclization of amide 160 was accomplished by treatment with 160 PCl5 first followed by AlCl3 mediated Friedel-Crafts cyclization. The cyclic intermediate 161 was directly subjected to hydrolysis without isolation and tricyclic ketone 162 was obtained in 71% yield via a one-pot process. N-acylation of 5- hydroxypiperidine (164) with 5-methylnictonic acid (163) was accomplished by using HOBT, DCC to furnish amide 165. The carbonyl group in 165 was reduced by chlorination/reduction sequence using POCl3 and NaBH4. Alcohol 166 was then converted to the chloride 167 by refluxing with SOCl2 in CHCl3. Coupling tricyclic ketone 162 and chloride 167 via a Grinard protocal followed by dehydration furnished the rupatadine 168. Treatment of rupatadine with fumaric acid in EtOH gave rupatadine fumarate (XX) in 70% yield.

Rupatadine Fumarate Preparation Products And Raw materials

Raw materials

Preparation Products

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Rupatadine Fumarate Suppliers

Jiangxi ravel Biotechnology Co.,Ltd
Tel
400-880-2824 18107960669
Fax
18140514863
Email
bd@ruiweier.cn
Country
China
ProdList
995
Advantage
58
Changzhou Chenhong Biotechnology Co., Ltd.
Tel
0519-85788828 13775037613
Email
sales@chemrenpharm.com
Country
China
ProdList
3538
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2923
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6013
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61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
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59
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
Chembon Pharmaceutical Co., Ltd.
Tel
028-84252981
Fax
+86-28-84252965
Email
sales@chembon.com.cn
Country
China
ProdList
776
Advantage
64
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4648
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7553
Advantage
61
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View Lastest Price from Rupatadine Fumarate manufacturers

Shanghai Affida new material science and technology center
Product
Rupatadine Fumarate 182349-12-8
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99
Supply Ability
10 tons
Release date
2024-03-19
Hebei Duling International Trade Co. LTD
Product
Rupatadine Fumarate 182349-12-8
Price
US $100.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2023-03-23
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Rupatadine Fumarate 182349-12-8
Price
US $0.00/Kg/Bag
Min. Order
100g
Purity
98.5%min HPLC
Supply Ability
20KGS
Release date
2021-07-21

182349-12-8, Rupatadine FumarateRelated Search:


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