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Barnidipine hydrochloride

Barnidipine hydrochloride Structure
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
MOL File:
104757-53-1.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:00

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
color Light yellow to yellow
CAS DataBase Reference 104757-53-1(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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 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.

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.

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.

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

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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