Barnidipine

Modify Date: 2025-08-21 11:07:01

Barnidipine Structure
Barnidipine structure
Common Name Barnidipine
CAS Number 104713-75-9 Molecular Weight 491.536
Density 1.3±0.1 g/cm3 Boiling Point 614.5±55.0 °C at 760 mmHg
Molecular Formula C27H29N3O6 Melting Point 137-139°
MSDS N/A Flash Point 325.4±31.5 °C

 Use of Barnidipine


Barnidipine (Mepirodipine) is an L-type calcium antagonist (CaA) with high affinity for [3H] initrendipine binding sites (Ki=0.21 nmol/l), has selective action against CaA receptors[1].Barnidipine (Mepirodipine) is an antihypertensive drug and acts by the reduction of peripheral vascular resistance secondary to its vasodilatory action[2].

 Names

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

 Barnidipine Biological Activity

Description Barnidipine (Mepirodipine) is an L-type calcium antagonist (CaA) with high affinity for [3H] initrendipine binding sites (Ki=0.21 nmol/l), has selective action against CaA receptors[1].Barnidipine (Mepirodipine) is an antihypertensive drug and acts by the reduction of peripheral vascular resistance secondary to its vasodilatory action[2].
Related Catalog
Target

Ki: 0.21 nmol/l ([3H] initrendipine)[1]

References

[1]. van Zwieten PA, et al. Pharmacological profile of barnidipine: a single optical isomer dihydropyridine calcium antagonist. Blood Press Suppl. 1998;1:5-8

[2]. Malhotra HS, et al. Barnidipine. Drugs. 2001;61(7):989-96; discussion 997-8.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 614.5±55.0 °C at 760 mmHg
Melting Point 137-139°
Molecular Formula C27H29N3O6
Molecular Weight 491.536
Flash Point 325.4±31.5 °C
Exact Mass 491.205627
PSA 113.69000
LogP 4.36
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.628
InChIKey VXMOONUMYLCFJD-DHLKQENFSA-N
SMILES COC(=O)C1=C(C)NC(C)=C(C(=O)OC2CCN(Cc3ccccc3)C2)C1c1cccc([N+](=O)[O-])c1
Storage condition -20°C

 Synthetic Route

 BarnidipineBioassay

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Name: Binding affinity towards rat Gabra1 in an in vitro assay with cellular components mea...
Source: ChEMBL
Target: Gamma-aminobutyric acid receptor subunit alpha-1
External Id: CHEMBL5291800
Name: Binding affinity towards human ESR1 in an in vitro cell free assay (CRO assay) measur...
Source: ChEMBL
Target: Estrogen receptor
External Id: CHEMBL5291792
Name: Compound was evaluated for inhibition of human F2 in an in vitro cell free assay meas...
Source: ChEMBL
Target: Prothrombin
External Id: CHEMBL5291794
Name: Choleostatic liver toxicity, either proven histopathologically or where the ratio of ...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137727
Name: Severe hepatitis, defined as possibly life-threatening liver failure or through clini...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137728
Name: Chronic liver disease either proven histopathologically, or through a chonic elevatio...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137729
Name: Cirrhosis, proven histopathologically. Value is number of references indexed. [column...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137730
Name: Granulomatous liver disease, proven histopathologically. Value is number of reference...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL3137731
Name: Binding affinity towards human DRD1 in an in vitro assay with cellular components (NI...
Source: ChEMBL
Target: D(1A) dopamine receptor
External Id: CHEMBL5291779
Name: Liver damage due to vascular disease: peliosis hepatitis, hepatic veno-occlusive dise...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137732
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 Synonyms

(+)-(3'S,4S)-1-Benzyl-3-pyrrolidinyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate
Barnidipine
Hypoca
(3S)-1-Benzyl-3-pyrrolidinyl methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate
(3S)-1-Benzylpyrrolidin-3-yl methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
mepirodipine
(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
[S-(R*,R*)]-1,4-Dihydro-2,6-di methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid Methyl 1-(Phenylmethyl)-3-pyrrolidinyl Ester
(3S)-1-benzyl-3-pyrrolidinyl methyl (4S)-2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
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