Barnidipine hydrochloride

ChemicalBook > CAS DataBase List > Barnidipine hydrochloride

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

Barnidipine Isopropyl alcohol trans-Methyl crotonate Pyrrolidine

Preparation Products

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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:

Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate N,N-Dimethylformamide Benzyl nicotinate ETHANE N-Methyl-2-pyrrolidone Benzyl alcohol Topotecan hydrochloride Benzyl isocyanate Benzyl chloride Nicardipine hydrochloride Dimethyl fumarate Benzyl benzoate Dimethyl sulfoxide 2,5-Dimethylpyrrolidine Polyvinylpyrrolidone (S)-1-Benzyl-3-pyrrolidinol Benzyl N-Benzyl-3-pyrrolidinol

hydrochloride,(s-(r*,r*))-hyl1-(phenylmethyl)-3-pyrrolidinyleste

ly198561

BARNIDIPINE HCL

BARNIDIPINE HYDROCHLORIDE

(+)-(3's,4s)-1-benzyl-3-pyrrolidinyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl (3S)-1-(phenylmethyl)-3-pyrrolidinyl ester, (4S)-

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 1-(phenylmethyl)-3-pyrrolidinyl ester, [S-(R*,R*)]-

Hypoca

Mepirodipine

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl (3S)-1-(phenylmethyl)-3-pyrrolidinyl ester, monohydrochloride, (4S)-

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 1-(phenylmethyl)-3-pyrrolidinyl ester, monohydrochloride, [S-(R*,R*)]-

YM-09730-5：Hypoca

(+)-(3'S,4S)-1-Benzyl-3-pyrrolidinyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate hydrochloride

[S-( R^<*>^，R^<*>^)]-1，4-Dihydro-2，6-dimethyl-4-(3-nitrophenyl)-3，5-pyridinedicarboxylic acid methy11-(phenylmethyl)-3-pyrrolidinyl ester

3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-methyl5-[(3S)-1-(phenylmethyl)-3-pyrrolidinyl] ester, hydrochloride (1:1), (4S)-

mepirodipinehydrochloride

ym09730-5

3-((S)-1-Benzylpyrrolidin-3-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3

ym730

3-((S)-1-Benzylpyrrolidin-3-yl) 5-Methyl 2,6-diMethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride

(4S)-1,4-Dihydro-2,6-diMethyl-4-(3-nitrophenyl)-3,5-Pyridinedicarboxylic Acid 3-Methyl 5-[(3S)-1-(phenylMethyl)-3-pyrrolidinyl] Ester Hydrochloride

[S-(R*,R*)]-1,4-Dihydro-2,6-diMethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid Methyl 1-(PhenylMethyl)-3-pyrrolidinyl Ester Monohydrochloride

Barnidipine Hydrochloride l

3-((S)-1-Benzylpyrrolidin-3-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-d

2,6-dimethyl-4-(3-nitrophenyl)-1-(phenylmethyl)-4H-pyridine-3,5-dicarboxylic acid O3-methyl ester O5-(3-pyrrolidinyl) ester hydrochloride

Barnidipine D5 HydrochlorideQ: What is Barnidipine D5 Hydrochloride Q: What is the CAS Number of Barnidipine D5 Hydrochloride Q: What is the storage condition of Barnidipine D5 Hydrochloride Q: What are the applications of Barnidipine D5 Hydrochloride

3-((S)-1-Benzylpyrrolidin-3-yl) 5-methyl (S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride

104757-53-1

C27H29N3O6HCl52801

C27H29N3O6HCl

C27H29N3O6

C27H30ClN3O6

C27H28N3O6

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Heterocycle-Pyridine series