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Barnidipine

Barnidipine Struktur
104713-75-9
CAS-Nr.
104713-75-9
Englisch Name:
Barnidipine
Synonyma:
BARNIDIPINE;Barnidipine-d5;Barnidipine(b);YM-09730-5(Free base);Barnidipine USP/EP/BP;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;(S)-3-((S)-1-Benzylpyrrolidin-3-yl) 5-Methyl 2,6-diMethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
CBNumber:
CB02130255
Summenformel:
C27H29N3O6
Molgewicht:
491.54
MOL-Datei:
104713-75-9.mol

Barnidipine Eigenschaften

Schmelzpunkt:
137-139°
alpha 
D20 +64.8° (c = 1 in methanol)
Siedepunkt:
614.5±55.0 °C(Predicted)
Dichte
1.31±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
L?slichkeit
Soluble in DMSO
pka
7.62±0.40(Predicted)

Sicherheit

Barnidipine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

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

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

Nebenwirkungen

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.

Einzelnachweise

[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 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Barnidipine Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 76)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28172 58
BOC Sciences
+1-631-485-4226
inquiry@bocsci.com United States 19553 58
Alchem Pharmtech,Inc.
8485655694
sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 49374 58
career henan chemical co
+86-0371-86658258 +8613203830695
factory@coreychem.com China 29812 58
SIMAGCHEM CORP
+86-13806087780
sale@simagchem.com China 17365 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000
marketing@targetmol.com United States 32079 58
Win-Win chemical CO., Limited
+86-0086-577-64498589 +86-15355981851
sales@win-winchemical.com China 14347 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226
sales@hzclap.com CHINA 6312 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167
1026@dideu.com China 7724 58

104713-75-9()Verwandte Suche:


  • 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
  • 104713-75-9
  • API
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