Amlodipine - Moligand™, ≥98% , Gating inhibitor of Ca v1.2;Gating inhibitor of Ca v1.3;Allosteric modulator of P2X4, CAS No.88150-42-9, Gating inhibitor of Ca v1.2;Gating inhibitor of Ca v1.3;Allosteric modulator of P2X4

CAS: 88150-42-9 Cat. No.: A123260 Peso molecular: 408.88 Número EC: 618-119-7

GRADE & PURITY Moligand™, ≥98%

Synonyms

88150-42-9 (free base) | 3-Ethyl-5-methyl (+-)-2-((2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate | AMLODIPINE (MART.) | BDBM50088383 | NCGC00165957-02 | Norvasc (TN) | 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-3-e

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

A dihydropyridine calcium channel blocker; activity resides mainly in the (-)-isomer.

Specifications

Sinónimos

88150-42-9 (free base) | 3-Ethyl-5-methyl (+-)-2-((2-aminoethoxymethyl)-4-(o-chlorophenyl)-1, 4-dihydro-6-methyl-3, 5-pyridinedicarboxylate | AMLODIPINE (MART.) | BDBM50088383 | NCGC00165957-02 | Norvasc (TN) | 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-3-e

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

Potent, long-acting L-type calcium channel blocker (IC 50 =1.9 nM). Also stimulates nitric oxide synthase (NOS), lowers blood pressure and has antioxidant properties.

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

ALLOSTERIC MODULATOR, GATING INHIBITOR

Mecanismo de acción

Gating inhibitor of Ca v1.2;Gating inhibitor of Ca v1.3;Allosteric modulator of P2X4

Nota

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. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488179669
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179669
• Sonrisas canónicas: CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN
• IUPAC Name: 3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• InChIKey: HTIQEAQVCYTUBX-UHFFFAOYSA-N
• INCHI: 1S/C20H25ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8,17,23H,4,9-11,22H2,1-3H3
• Isómeros SMILES: CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN
• Peso molecular: 408.88
• Reaxy-Rn: 3570229
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3570229&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Pyridines and derivatives
• Subclass: Hydropyridines
• Intermediate Tree Nodes: Dihydropyridines
• Direct Parent: Dihydropyridinecarboxylic acids and derivatives
• Alternative Parents: Chlorobenzenes Aryl chlorides Dicarboxylic acids and derivatives Vinylogous amides Methyl esters Enoate esters Amino acids and derivatives Azacyclic compounds Dialkyl ethers Dialkylamines Enamines Organochlorides Organic oxides Organopnictogen compounds Monoalkylamines Carbonyl compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Dihydropyridinecarboxylic acid derivative - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Vinylogous amide - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Dialkyl ether - Secondary aliphatic amine - Azacycle - Enamine - Ether - Secondary amine - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Amine - Primary amine - Organic oxygen compound - Organopnictogen compound - Carbonyl group - Primary aliphatic amine - Organohalogen compound - Organochloride - Organonitrogen compound - Aromatic heteromonocyclic compound
• Descripción: 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: ethyl ester - primary amino compound - methyl ester - monochlorobenzenes - dihydropyridine

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

Objetivos asociados (humanos)

CACNA1C Tclin Voltage-dependent L-type calcium channel subunit alpha-1C (2 Activities)

Discover Target: CACNA1C

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

CACNA1D Tclin Voltage-dependent L-type calcium channel subunit alpha-1D (1 Activities)

Discover Target: CACNA1D

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

KCNK2 Tclin Potassium channel subfamily K member 2 (1 Activities)

Discover Target: KCNK2

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

P2RX4 Tchem P2X purinoceptor 4 (0 Activities)

Discover Target: P2RX4

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

Propiedades químicas y físicas

• Solubilidad: Soluble in dimethyl sulfoxide, ethanol, water, dimethyl formamide, acetone, chloroform, ethyl acetate and methanol.Water solubility:75.3 mg/L
• Punto de fusión (°C): 178-179 ºC
• Peso molecular: 408.900 g/mol
• XLogP3: 3.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 408.145 Da
• Monoisotopic Mass: 408.145 Da
• Topological Polar Surface Area: 99.900 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 647.000
• 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: 1

Referencias

1. Chehao Lee, Guang Xin, Fan Li, Chengyu Wan, Xiuxian Yu, Lijuan Feng, Ao Wen, Yu Cao, Wen Huang.  (2023)  Calcium/P53/Ninjurin 1 Signaling Mediates Plasma Membrane Rupture of Acinar Cells in Severe Acute Pancreatitis.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  24  (14): (11554).  [PMID:37511311] [10.3390/ijms241411554]

2. Ruike Song, Yanxia Li, Yiting Chen, Zhenli Qiu, Lu Huang.  (2023)  Chiral covalent organic framework incorporated organic polymer monolithic capillary column for enantioseparations.  JOURNAL OF SEPARATION SCIENCE,  46  (8): (2201039).  [PMID:36750206] [10.1002/jssc.202201039]

3. Zhimin Gong, Gaobo Wang, Shuai Shao, Mengjie Wang, Kun Lu, Shixiang Gao.  (2021)  Co-degradation of coexisting pollutants methylparaben (mediators) and amlodipine in enzyme-mediator systems: Insight into the mediating mechanism.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:34523479] [10.1016/j.jhazmat.2021.127112]

4. Zhu-Jun Zhong, Zhong-Ping Yao, Zi-Qi Shi, Yang-Dan Liu, Li-Fang Liu, Gui-Zhong Xin.  (2021)  Measurement of Intracellular Nitric Oxide with a Quantitative Mass Spectrometry Probe Approach.  ANALYTICAL CHEMISTRY,      [PMID:34107211] [10.1021/acs.analchem.1c01259]

5. Yujie Zhang, Hui Zhong, Shouyong Zhou, Haifeng Han, Mingliang Zhang, Hongdeng Qiu.  (2021)  A docosyl-terminated polyamine amphiphile-bonded stationary phase for multimodal separations in liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:33735643] [10.1016/j.chroma.2021.462045]

6. Lelin Zeng, Qin Yi, Qian Liu, Kewen Tang, Bart Van der Bruggen.  (2020)  Development of a new method and device for chiral drug enrichment and enantioseparation: Multiple-phase extraction and in situ coupling of crystallization.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2020.117884]

7. Lelin Zeng, Qian Liu, Bart Van der Bruggen, Kewen Tang, Xiang Yi, Guoxiang Wang.  (2020)  An integrated separation process for recovery and enantioseparation of amlodipine from wastewater: Supported liquid membrane-aqueous/organic phase crystallization.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2020.117121]

8. Shuai Shao, Li Qian, Xin Zhan, Mengjie Wang, Kun Lu, Jianbiao Peng, Dong Miao, Shixiang Gao.  (2019)  Transformation and toxicity evolution of amlodipine mediated by cobalt ferrite activated peroxymonosulfate: Effect of oxidant concentration.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2019.123005]

9. Shi Ruirui, Wang Chao, Zhu Mingyue, Xie Chen, Cui Wenyu, Zhou Qing.  (2025)  A smartphone-assisted colorimetric paper sensor based on MnO2 nanozymes as oxidase mimetics for rapid evaluation of total antioxidant capacity in foods.  MICROCHIMICA ACTA,  192  (7): (1-10).  [PMID:40500337] [10.1007/s00604-025-07277-9]