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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
Molecular Weight:
528
MDL Number:
MFCD00915772
MOL File:
104757-53-1.mol
MSDS File:
SDS
Last updated:2023-10-17 13:53:46

Barnidipine hydrochloride Properties

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
CAS DataBase Reference 104757-53-1(CAS DataBase Reference)
FDA UNII 7LZ6R3AEM1

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317-H319
Precautionary statements  P280-P305+P351+P338
Toxicity LD50 orally in male, female rats: 105, 113 mg/kg (Satoh)
NFPA 704
0
2 0

Barnidipine hydrochloride price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 20448 Barnidipine (hydrochloride) ≥98% 104757-53-1 10mg $25 2024-03-01 Buy
Cayman Chemical 20448 Barnidipine (hydrochloride) ≥98% 104757-53-1 50mg $94 2024-03-01 Buy
Cayman Chemical 20448 Barnidipine (hydrochloride) ≥98% 104757-53-1 100mg $135 2024-03-01 Buy
TRC B118700 BarnidipineHydrochloride 104757-53-1 25mg $95 2021-12-16 Buy
ApexBio Technology C3727 Barnidipine(hydrochloride) 104757-53-1 50mg $105 2021-12-16 Buy
Product number Packaging Price Buy
20448 10mg $25 Buy
20448 50mg $94 Buy
20448 100mg $135 Buy
B118700 25mg $95 Buy
C3727 50mg $105 Buy

Barnidipine hydrochloride Chemical Properties,Uses,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

Global( 120)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
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+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
WinWin Chemical CO., Limited
+86-0086-577-64498589 +86-15355981851 sales@win-winchemical.com China 13854 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
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Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9320 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29220 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58

View Lastest Price from Barnidipine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Barnidipine USP/EP/BP pictures 2021-08-07 Barnidipine USP/EP/BP
104757-53-1
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
Barnidipine pictures 2019-07-06 Barnidipine
104757-53-1
US $1.00 / KG 1G 98% 100KG Career Henan Chemical Co
  • Barnidipine pictures
  • Barnidipine
    104757-53-1
  • US $1.00 / KG
  • 98%
  • Career Henan Chemical Co

Barnidipine hydrochloride Spectrum

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 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 3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-methyl5-[(3S)-1-(phenylmethyl)-3-pyrrolidinyl] ester, hydrochloride (1:1), (4S)- 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 104757-53-1 C27H29N3O6HCl52801 C27H29N3O6HCl C27H29N3O6 C27H30ClN3O6 C27H28N3O6 Aromatics Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals API Heterocycle-Pyridine series