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Barnidipine hydrochloride

Product Name
Barnidipine hydrochloride
CAS No.
104757-53-1
Chemical Name
Barnidipine hydrochloride
Synonyms
ym730;Hypoca;ly198561;ym09730-5;Mepirodipine;BARNIDIPINE HCL;YM-09730-5:Hypoca;BARNIDIPINE HYDROCHLORIDE;mepirodipinehydrochloride;Barnidipine Hydrochloride l
CBNumber
CB1397277
Molecular Formula
C27H30ClN3O6
Formula Weight
528
MOL File
104757-53-1.mol
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Barnidipine hydrochloride Property

Melting point:
223-226°C
alpha 
D20 +116.4° (c = 1 in methanol)
storage temp. 
Sealed in dry,Room Temperature
solubility 
insoluble in H2O; insoluble in EtOH; ≥16.3 mg/mL in DMSO with gentle warming
form 
A crystalline solid
color 
Light yellow to yellow
CAS DataBase Reference
104757-53-1(CAS DataBase Reference)
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Safety

Toxicity
LD50 orally in male, female rats: 105, 113 mg/kg (Satoh)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
20448
Product name
Barnidipine (hydrochloride)
Purity
≥98%
Packaging
10mg
Price
$25
Updated
2024/03/01
Cayman Chemical
Product number
20448
Product name
Barnidipine (hydrochloride)
Purity
≥98%
Packaging
50mg
Price
$94
Updated
2024/03/01
Cayman Chemical
Product number
20448
Product name
Barnidipine (hydrochloride)
Purity
≥98%
Packaging
100mg
Price
$135
Updated
2024/03/01
TRC
Product number
B118700
Product name
BarnidipineHydrochloride
Packaging
25mg
Price
$95
Updated
2021/12/16
ApexBio Technology
Product number
C3727
Product name
Barnidipine(hydrochloride)
Packaging
50mg
Price
$105
Updated
2021/12/16
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Barnidipine hydrochloride Chemical Properties,Usage,Production

Description

Barnidipine hydrochloride, chemically known as (3S)-1-benzyl-3-pyrrolidinylmethyl-(4S)-2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride, is a new long-acting dihydropyridine calcium antagonist developed and marketed by Yamanouchi Pharmaceutical (now Astellas Pharma). This medication effectively lowers blood pressure without impacting heart rate by specifically targeting calcium channels responsible for transmembrane potential. By inhibiting calcium influx into cells, it selectively relaxes smooth muscle in peripheral and coronary blood vessels.

Chemical Properties

Pale Yellow Solid. Melting point 226-228°C. [α]D20+116.4° (C=1, methanol). Insoluble in water. Acute toxicity LD50 male and female rats (mg/kg): 105, 113 Oral.

Originator

Yamanouchi (Japan)

Uses

Barnidipine hydrochloride is a vasodilating dihydropyridine calcium antagonist useful in the treatment of primary hypertension and renal hypertension. In experimental animals, its hypotensive effect was more potent and longer acting than nicardipine, nifedipine and nitrendipine.

Definition

ChEBI: Barnidipine hydrochloride is a dihydropyridine. 1,4-Dihydropyridine calcium antagonist with antihypertensive and diuretic effects. It is a potential candidate in the treatment of patients with renal parenchymal hypertension.

Manufacturing Process

In 5 ml of isopropyl alcohol were dissolved 1.5 g (0.01 mole) of 3- nitrobenzaldehyde, 2.6 g (0.01 mole) of 1-benzyl-3-acetoacetyloxypyrrolidine, and 1.3 g (0.01 mole) of β-aminocrotonic acid methyl ester and then the solution was refluxed for 8 hours. The solvent was distilled off under reduced pressure, the residue obtained was dissolved in a small amount of chloroform, and the solution was applied to silica gel column chromatography (column diameter 1.5 cm, height 20 cm, and about 200 ml of chloroform was used as the eluent). The eluates were collected and concentrated to give 3.4 g of oily 2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid-3- (1-benzylpyrrolidin-3-yl)ester-5-methyl ester: [α]D 20=+64.8° (c = 1 in methanol).

brand name

Hypoca

Therapeutic Function

Coronary vasodilator

Biological Activity

Barnidipine is a dihydropyridine calcium channel blocker that has an IC50 value of 0.35 nM in potassium-induced tonic contraction of pig coronary artery. It demonstrates antihypertensive activity by reducing peripheral vascular resistance. It decreases blood pressure in spontaneously hypertensive rats when administered orally at 1 and 3 mg/kg per day. Formulations containing barnidipine have been used as a treatment for hypertension.

in vitro

the effects of barnidipine on l-type ca(2+) current (i(ca(l))) were investigated in rat ventricular cardiomyocytes. it was found that barnidipine reduced i(ca(l)) in a concentration and voltage dependent manne. barnidipine induced a leftward shift of the steady-state inactivation curve of i(ca(l)) [1].

in vivo

a previous study was conducted to investigate the influence of barnidipine treatment on early stage hypertension by determining the mesenteric and renal arteries as well as the kidney in l-name-induced hypertensive rats. barnidipine was applied to rats after 2 weeks of l-name administration, and continued for the next 3 weeks concomitantly with l-name. histopathological studies verified structural alterations in the arteries and the kidney. moreover, a decrease in endothelial nitric oxide synthase expression was observed both in the arteries and kidney of hypertensive rats with barnidipine treatment [2].

References

[1] WEGENERJ W. Barnidipine block of L-type Ca(2+) channel currents in rat ventricular cardiomyocytes.[J]. British Journal of Pharmacology, 2000. DOI:10.1038/sj.bjp.0703514.
[2] ALP YILDIRIMF ILKAY. Barnidipine ameliorates the vascular and renal injury in L-NAME-induced hypertensive rats.[J]. European journal of pharmacology, 2015. DOI:10.1016/j.ejphar.2015.07.033.
[3] CHENGZHI-GANG. Synthesis and characterization of impurities of barnidipine hydrochloride, an antihypertensive drug substance.[J]. Molecules, 2014. DOI:10.3390/molecules19011344.

Barnidipine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Barnidipine hydrochloride Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
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China
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Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
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China
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Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
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LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
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Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
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Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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shchemsky@sina.com
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China
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32321
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Shanghai Ennopharm Co., Ltd.
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+86 (21) 6435-5022
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China
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Aemon Chemical
Tel
0086-755-86198205
Email
acinfo@aemonchem.com
Country
China
ProdList
1931
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Wuhan Fortuna Chemical Co., Ltd
Tel
027-59207852 13308628970
Fax
QQ3130921841
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buy@fortunachem.com
Country
China
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Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
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4727
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View Lastest Price from Barnidipine hydrochloride manufacturers

Career Henan Chemical Co
Product
Barnidipine 104757-53-1
Price
US $1.00/KG
Min. Order
1G
Purity
98%
Supply Ability
100KG
Release date
2018-08-20

104757-53-1, Barnidipine hydrochlorideRelated Search:


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