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Benidipine hydrochloride

Product Name
Benidipine hydrochloride
CAS No.
91599-74-5
Chemical Name
Benidipine hydrochloride
Synonyms
(3R)-1-Benzyl-3-piperidinyl methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate hydrochloride (1:1);Conipros;Benidipin;rac-Benidipine HCl;Benidipine hydrochlo;Benidipine Impurity 4;Benidipine hydrochloride;rac Benidipine Hydrochloride;Benidipine hydrochloride USP/EP/BP;Benidipine hydrochloride - Bio-X ?
CBNumber
CB5294563
Molecular Formula
C28H31N3O6.HCl
Formula Weight
542.02
MOL File
91599-74-5.mol
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Benidipine hydrochloride Property

Melting point:
199-201°C
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
DMSO: ≥20mg/mL
pka
7.34(at 25℃)
form 
powder
color 
yellow
InChIKey
DGVVISBYHUXFIU-UHFFFAOYSA-N
SMILES
C(C1=C(NC(=C([C@H]1C1C=CC=C(C=1)N(=O)=O)C(=O)OC)C)C)(=O)O[C@@H]1CCCN(C1)CC1C=CC=CC=1.Cl
CAS DataBase Reference
91599-74-5(CAS DataBase Reference)
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
RTECS 
US7975657
HS Code 
2933.99.5300
HazardClass 
6.1
Toxicity
LD50 orally in male mice: 218 mg/kg (Muto, 1988)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B6813
Product name
Benidipine hydrochloride
Purity
≥98% (HPLC)
Packaging
10mg
Price
$80.1
Updated
2025/07/31
Sigma-Aldrich
Product number
B6813
Product name
Benidipine hydrochloride
Purity
≥98% (HPLC)
Packaging
50mg
Price
$309
Updated
2025/07/31
TCI Chemical
Product number
B5629
Product name
Benidipine Hydrochloride
Packaging
100MG
Price
$23
Updated
2025/07/31
TCI Chemical
Product number
B5629
Product name
Benidipine Hydrochloride
Packaging
1G
Price
$213
Updated
2025/07/31
Cayman Chemical
Product number
21607
Product name
Benidipine (hydrochloride)
Purity
≥98%
Packaging
10mg
Price
$37
Updated
2024/03/01
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Benidipine hydrochloride Chemical Properties,Usage,Production

Description

Benidipine hydrochloride is a new, long acting dihydropyridine calcium antagonist useful in the treatment of hypertension and angina pectoris. In experimental animals, benidipine hydrochloride dose dependently induced hypotension with a potency of 6 and 12 times more than nifedipine and nicardipine, respectively. It also exhibited a slow onset of action.

Description

Benidipine is an orally bioavailable blocker of L-, T-, and N-type calcium channels. In guinea pig ventricular cells benidipine has an IC50 of 2.7 nM for calcium currents, determined using whole cell voltage clamp electrophysiology. It prevents oxidative stress dose-dependently in vitro, decreases blood pressure in spontaneously hypertensive rats (at 3 and 10 mg/kg), and is neuroprotective for neural stem cells after oxidative stress-induced injury. Benidipine is also a competitive antagonist at mineralocorticoid receptors.

Chemical Properties

Yellow Crystalline Powder

Originator

Kyowa Hakko (Japan)

Uses

A dihydropyridine calcium channel blocker. Antihypertensive.

brand name

Coniel

Biological Activity

Orally active antihypertensive agent which displays a wide range of activities in vitro and in vivo . Inhibits L-, N- and T-type Ca 2+ channels. Also inhibits aldosterone-induced mineralocorticoid receptor activation. Exhibits cardioprotective and antiartherosclerotic effects.

Safety Profile

A poison by ingestion,intraperitoneal, and intravenous routes. When heated todecomposition it emits toxic vapors of NOx and HCl.

Synthesis

14813-01-5

74936-72-4

91599-74-5

Under sonication conditions, 10 g of monomethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate was placed in a 200 mL reaction flask, to which 14 mL of N,N-dimethylformamide (DMF) and 56 mL of dichloromethane were added. Under ice bath conditions, 2.4 mL of thionyl chloride was slowly added to the resulting homogeneous suspension, followed by stirring the reaction mixture for 1 hour until a clarified solution was formed. Next, 6.3 g of 1-benzyl-3-piperidinol was added and stirring was continued for 2.5 hours under ice bath conditions. Upon completion of the reaction, the reaction solution was washed with 40 mL of water (repeated 4 times) and 40 mL of saturated brine solution (1 time). The organic phase was dried by adding 4 g of anhydrous sodium sulfate for 2 hours. After drying, the sodium sulfate solid was removed by filtration and the dichloromethane was recovered by distillation under reduced pressure to give the crude yellow to red (R)-rel-3-((R)-1-benzylpiperidin-3-yl)5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride. The crude product was dissolved in 100 mL of acetone and sonicated at 150 W and 40 kHz for 7 min, followed by filtration under reduced pressure and drying to give 5.9 g of yellow powdery product in 36.2% yield.

storage

room temperature (desiccate)

References

[1] Patent: WO2012/142815, 2012, A1. Location in patent: Page/Page column 5; 6

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Raw materials

Preparation Products

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View Lastest Price from Benidipine hydrochloride manufacturers

Guangzhou Tosun Pharmaceutical Ltd
Product
Benidipine hydrochloride 91599-74-5
Price
US $0.00-0.00/mg
Min. Order
5mg
Purity
95%+
Supply Ability
1000mg
Release date
2024-12-30
Baoji Guokang Healthchem Co., Ltd.
Product
Benidipine hydrochloride 91599-74-5
Price
US $1050.00/g/Bag
Min. Order
100g
Purity
99%
Supply Ability
10kg
Release date
2021-06-03
Shaanxi Dideu New Materials Co. Ltd
Product
Benidipine hydrochloride 91599-74-5
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
10000KGS
Release date
2025-02-18

91599-74-5, Benidipine hydrochlorideRelated Search:


  • (R,R)-(+/-)-2,6-DIMETHYL-4-(3-NITROPHENYL)-1,4-DIHYDRO-3,5-PYRIDINE,DICARBOXYLIC ACID METHYL-1-BENZYL-3-PIPERIDYL-ESTER,MONOHYDROCHLORIDE SALT
  • Coniel, Capadipine, KW-3049, Nacadipine
  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl (3R)-1-(phenylmethyl)-3-piperidinyl ester, monohydrochloride, (4R)-rel-
  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 1-(phenylmethyl)-3-piperidinyl ester, monohydrochloride, (R*,R*)-(+-)-
  • (R,R)-(+/-)-2,6-Dimethyl-4-(3-nitrophenyl)-1,4-Dihydro-3,5-pyridine-dicarboxylic acid methyl-1-benzyl-3-piperidyl-ester hydrochloride
  • Benidipine hydrochloride
  • monohydrochloride,(r*,r*)-(+-)-hyl1-(phenylmethyl)-3-piperidinyleste
  • 1-(BENZYLMETHYL)-3-PIPERIDINYL 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-3,5-PYRIDINEDICARBOLATE
  • 2,6-Dimethyl-4-(3-Nitrophenyl)-1,4-Dihydropyridine-3,5-DimethoxyCarboxylate
  • (R,R)-(+/)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylicacidmethyl-1-(phenylmethyl)-3-piperidiny
  • rac-Benidipine HCl
  • Benidipine hydrochlo
  • (4R)-rel-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-methyl 5-[(3R)-1-(phenylmethyl)-3-piperidinyl] ester, hydrochloride (1:1)
  • (4R)-rel-3,5-Pyridinedicarboxylic acid
  • 3-methyl 5-[(3R)-1-(phenylmethyl)-3-piperidinyl] ester
  • Conipros
  • rac-(4R*)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid 3-methyl 5-[(3R*)-1-benzylpiperidine-3-yl]·hydrochloride
  • (4R)-rel-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylicacid3-methyl5-[(3R)-1-(phenylmethyl)-3-piperidinyl]esterhydrochloride
  • rac Benidipine Hydrochloride
  • Benidipine Impurity 4
  • 3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-diMethyl-4-(3-nitrophenyl)-, 3-Methyl5-[(3R)-1-(phenylMethyl)-3-piperidinyl] ester, hydrochloride (1:1), (4R)-rel-
  • (3R)-1-Benzyl-3-piperidinyl methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate hydrochloride (1:1)
  • 3-[(3RS)-1-Benzylpiperidin-3-yl] 5-Methyl (4RS)-2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Hydrochloride
  • Benidipine hydrochloride USP/EP/BP
  • (R)-rel-3-((R)-1-Benzylpiperidin-3-yl) 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
  • 5-O-[(3R)-1-benzylpiperidin-3-yl] 3-O-methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate,hydrochloride
  • 3-[(R*)-1-Benzylpiperidin-3-yl] (R*)-5-Methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Hydrochloride
  • Benidipin
  • (R,R)(S,S)-Benidipine Hydrochloride
  • (±)-(R*)-3-[(R*)-1-Benzyl-3-piperidyl]methyl 1,4-dihydro-2,6-dimethyl- 4-(m-nitrophenyl)-3,5-pyridinedicarboxylate hydrochloride
  • (3R*)-1-Benzylpiperidin-3-yl methyl (4R*)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
  • Cocaine Hydrochloride Impurity 3(Cocaine Hydrochloride EP Impurity C )(β-Truxilline)
  • Benidipine hydrochloride, 10 mM in DMSO
  • Benidipine hydrochloride - Bio-X ?
  • 91599-74-5
  • 91599-47-5
  • C28H32ClN3O6
  • C28H31N3O6
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