Nicardipine hydrochloride - ≥98% , CAS No.54527-84-3

CAS: 54527-84-3 Cat. No.: N129547 Molecular Weight: 515.99 EC Number: 259-198-4

GRADE & PURITY ≥98%

Synonyms

Nicardipine (Hydrochloride) | NICARDIPINE HYDROCHLORIDE [MI] | HMS1569M07 | Loxen | MLS001146898 | NICARDIPINE HYDROCHLORIDE (EP MONOGRAPH) | Vasonase | 2-(Benzylmethylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Nicardipine hydrochloride is the hydrochloride salt preparation of Nicardipine and a potent L-type calcium channel protein inhibitor. Nicardipine is described to alter cytochrome P-450 3A expression through induction of CYP3A. Nicardipine blockade of Ca2+ channels has been correlated to antihypertensive effects.
A potent calcium channel protein inhibitor

Specifications

Synonyms

Nicardipine (Hydrochloride) | NICARDIPINE HYDROCHLORIDE [MI] | HMS1569M07 | Loxen | MLS001146898 | NICARDIPINE HYDROCHLORIDE (EP MONOGRAPH) | Vasonase | 2-(Benzylmethylamino)ethyl methyl 1, 4-dihydro-2, 6-dimethyl-4-(3-nitrophenyl)pyridine-3, 5-dicarboxylate

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Selective, L-type Ca 2+ channel blocker (IC 50 = 24.1 μM). Dihydropyridine derivative. Potent coronary and cerebral vasodilator.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488183327
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183327
• Canonical Smiles: CC1=C(C(C(=C(N1)C)C(=O)OCCN(C)CC2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OC.Cl
• IUPAC Name: 5-O-[2-[benzyl(methyl)amino]ethyl] 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate;hydrochloride
• InChIKey: AIKVCUNQWYTVTO-UHFFFAOYSA-N
• INCHI: 1S/C26H29N3O6.ClH/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19;/h5-12,15,24,27H,13-14,16H2,1-4H3;1H
• Isomeric SMILES: CC1=C(C(C(=C(N1)C)C(=O)OCCN(C)CC2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OC.Cl
• WGK Germany: 3
• RTECS: US7972100
• Molecular Weight: 515.99
• Reaxy-Rn: 4286471
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4286471&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Hydropyridines
        • Level5 Dihydropyridines
          • Level6 Dihydropyridinecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Hydropyridines
• Intermediate Tree Nodes: Dihydropyridines
• Direct Parent: Dihydropyridinecarboxylic acids and derivatives
• Alternative Parents: Nitrobenzenes Phenylmethylamines Benzylamines Nitroaromatic compounds Aralkylamines Dicarboxylic acids and derivatives Vinylogous amides Enoate esters Methyl esters Trialkylamines Amino acids and derivatives Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Dialkylamines Organic oxoazanium compounds Enamines Organopnictogen compounds Organic zwitterions Carbonyl compounds Organic oxides Hydrocarbon derivatives Hydrochlorides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Dihydropyridinecarboxylic acid derivative - Nitrobenzene - Benzylamine - Nitroaromatic compound - Phenylmethylamine - Aralkylamine - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Vinylogous amide - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Amino acid or derivatives - Organic nitro compound - Carboxylic acid ester - C-nitro compound - Tertiary amine - Tertiary aliphatic amine - Azacycle - Carboxylic acid derivative - Secondary aliphatic amine - Organic 1,3-dipolar compound - Enamine - Propargyl-type 1,3-dipolar organic compound - Organic oxoazanium - Secondary amine - Allyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organic oxygen compound - Hydrochloride - Carbonyl group - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxide - Amine - Organic zwitterion - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dihydropyridinecarboxylic acids and derivatives. These are compounds containing a dihydropyridine moiety bearing a carboxylic acid group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CYP3A4 Tclin Cytochrome P450 3A4 (0 Activities)

Discover Target: CYP3A4

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP2C9 Tchem Cytochrome P450 2C9 (0 Activities)

Discover Target: CYP2C9

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Soluble in DMSO (1 mg/ml), water (slightly), methanol (50 mg/ml), chloroform (slightly), and 100% ethanol (slightly).
• Sensitivity: Light sensitive
• Molecular Weight: 516.000 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 515.182 Da
• Monoisotopic Mass: 515.182 Da
• Topological Polar Surface Area: 114.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 856.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Qinglin Wang, Hao Yuan, Xinyue Pan, Yiling Yang, Xiaosong Ma, Yahui Guo.  (2023)  Synthesis of silver nanoclusters using a double-stranded DNA template and its application for captopril detection.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2023.105825]

2. Wei Dong, Qin Zhou, Wangqiang Shen, Le Yang, Peng Jin, Xing Lu, Yongfu Lian.  (2023)  The Various Packing Structures of Tb@C82 (I, II) Isomers in Their Cocrystals with Ni(OEP).  Nanomaterials,  13  (6): (994).  [PMID:36985888] [10.3390/nano13060994]

3. Xin Song, Jiangle An, Chao He, Jukai Zhou, Yuanting Xu, Haifeng Ji, Li Yang, Jiarui Yin, Weifeng Zhao, Changsheng Zhao.  (2019)  A bioinspired strategy towards super-adsorbent hydrogel spheres via self-sacrificing micro-reactors for robust wastewater remediation.  Journal of Materials Chemistry A,  7  (37): (21386-21403).  [PMID:] [10.1039/C9TA05550A]

4. Sun Fu-Hua, Dong Jinfeng, Tang Huaichao, Zhuang Hua-Lu, Li Jing-Feng.  (2018)  ZnO-Nanoparticle-Dispersed Cu11.5Ni0.5Sb4S13−δ Tetrahedrite Composites with Enhanced Thermoelectric Performance.  JOURNAL OF ELECTRONIC MATERIALS,  48  (4): (1840-1845).  [PMID:] [10.1007/s11664-018-06839-3]