ChemicalBook > CAS DataBase List > Barnidipine

Barnidipine

Product Name: Barnidipine
CAS No.: 104713-75-9
Chemical Name: Barnidipine
Synonyms: BARNIDIPINE;Barnidipine-d5;Barnidipine(b);YM-09730-5(Free base);Barnidipine USP/EP/BP;Barnidipine, 10 mM in DMSO;Barnidipine,Inhibitor,Ca2+ channels,Calcium Channel,inhibit,Ca channels;(S)-3-((S)-1-Benzylpyrrolidin-3-yl)-5-methyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridin;(S)-3-((S)-1-Benzylpyrrolidin-3-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3;(+)-(3'S,4S)-1-Benzyl-3-pyrrolidinyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate
CBNumber: CB02130255
Molecular Formula: C27H29N3O6
Formula Weight: 491.54
MOL File: 104713-75-9.mol

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Barnidipine Property

Melting point:: 137-139°
alpha: D20 +64.8° (c = 1 in methanol)
Boiling point:: 614.5±55.0 °C(Predicted)
Density: 1.31±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Soluble in DMSO
pka: 7.62±0.40(Predicted)

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Biosynth Carbosynth

Product number: FB37568
Product name: Barnidipine
Packaging: 2mg
Price: $40
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB37568
Product name: Barnidipine
Packaging: 5mg
Price: $60
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB37568
Product name: Barnidipine
Packaging: 10mg
Price: $100
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB37568
Product name: Barnidipine
Packaging: 25mg
Price: $150
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB37568
Product name: Barnidipine
Packaging: 50mg
Price: $200
Updated: 2021/12/16

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Barnidipine Chemical Properties,Usage,Production

Description

Barnidipine is a long-acting novel calcium antagonist that belongs to the dihydropyridine (DHP) group of calcium channel blockers. It contains two chiral centres thus can have four possible enantiomers. The active component is composed of a single optical isomer (3'S, 4S configuration), which is the most potent and longest-acting of the four enantiomers. Barnidipine has shown to be an effective antihypertensive agent in the management of hypertension in elderly patients and its efficacy is not negatively affected by age.

Originator

Barnidipine,Yamanouchi

Uses

Barnidipine is used in the treatment of hypertension, barnidipine displays high affinity for the calcium channels of the smooth muscle cells in the vascular wall and selectivity against cardiovascular L-type calcium channels.

Definition

ChEBI: Barnidipine is a dihydropyridine.

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).

Therapeutic Function

Coronary vasodilator

Side effects

The side effects of barnidipine are typically mild to moderate and typically occur at the beginning of treatment. Common side effects include nausea, palpitations, flushed face, hot flashes, swelling, headache, heavy sensation in the head, dizziness, and a feeling of unsteadiness. Other reported side effects include redness, rash, itching, and sensitivity to sunlight.

Precautions

The medicine may cause dizziness, etc. due to decreased blood pressure. Pay close attention when you work at heights, drive a car or operate dangerous machinery.
Since intake of grapefruit juice may enhance the effect of the medicine, refrain from drinking it.

References

[1] LIAUCHIAU-SUONG. Barnidipine: a new calcium channel blocker for hypertension treatment.[J]. Expert Review of Cardiovascular Therapy, 2005. DOI:10.1586/14779072.3.2.207.
[2] CHENGZHI-GANG. Synthesis and characterization of impurities of barnidipine hydrochloride, an antihypertensive drug substance.[J]. Molecules, 2014. DOI:10.3390/molecules19011344.
[3] https://www.ltl-pharma.com/common/pdf/product/hypoca/hypoca15_capsule_siori_en.pdf
[4] DEROSAGIUSEPPE. Barnidipine compared to lercanidipine in addition to losartan on endothelial damage and oxidative stress parameters in patients with hypertension and type 2 diabetes mellitus.[J]. BMC Cardiovascular Disorders, 2016. DOI:10.1186/s12872-016-0237-z.

Barnidipine Preparation Products And Raw materials

Raw materials

Preparation Products

Barnidipine hydrochloride

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View Lastest Price from Barnidipine manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Barnidipine 104713-75-9
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 500 MT
Release date: 2020-05-11

Career Henan Chemical Co

Product: (+)-(3'S,4S)-1-Benzyl-3-pyrrolidinyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate 104713-75-9
Price: US $1.00/KG
Min. Order: 1KG
Purity: 85.0-99.8%
Supply Ability: 200kgs
Release date: 2020-01-16

104713-75-9, BarnidipineRelated Search:

N-Methyl-2-pyrrolidone N,N-Dimethylformamide Dimethyl sulfoxide Benzyl chloride Polyvinylpyrrolidone ETHANE Benzyl nicotinate Benzyl benzoate Benzyl isocyanate Dimethyl fumarate 2,5-Dimethylpyrrolidine Benzyl alcohol Barnidipine-d4 Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate Barnidipine-d5 HCl (S)-1-Benzyl-3-pyrrolidinol Barnidipine hydrochloride METHYL-2-PYRROLIDONE

BARNIDIPINE

(4S)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-methyl 5-[(3S)-1-benzylpyrrolidin-3β-yl] ester

(4S)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid 5-methyl 3-[(3S)-1-benzylpyrrolidin-3-yl] ester

(4S)-2,6-Dimethyl-1,4-dihydro-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid 5-methyl 3-[(3S)-1-benzylpyrrolidin-3-yl] ester

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

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

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

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

Barnidipine-d5

YM-09730-5(Free base)

Barnidipine(b)

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

Barnidipine USP/EP/BP

Barnidipine,Inhibitor,Ca2+ channels,Calcium Channel,inhibit,Ca channels

Barnidipine, 10 mM in DMSO

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

104713-75-9

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