Saltar al contenido
Merck
Todas las fotos(1)

Documentos

V106

Sigma-Aldrich

R(+)-Verapamil monohydrochloride hydrate

≥98% (HPLC), powder

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula empírica (notación de Hill):
C27H38N2O4 · HCl · xH2O
Número de CAS:
38176-02-2
Peso molecular:
491.06 (anhydrous basis)
EC Number:
205-800-5
MDL number:
MFCD11046028
UNSPSC Code:
12161501
PubChem Substance ID:
24900706
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]22/D +9.6°, c = 0.5 in ethanol(lit.)

storage condition

desiccated

color

white

solubility

H2O: >30 mg/mL
ethanol: soluble

SMILES string

O.Cl.COc1ccc(CCN(C)CCC[C@@](C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC

InChI

1S/C27H38N2O4.ClH.H2O/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H;1H2/t27-;;/m1../s1

InChI key

ICKXRKHJKXMFLR-KFSCGDPASA-N

Application

R(+)-Verapamil monohydrochloride hydrate has been used as a P-glycoprotein (gp) inhibitor, to detect P-gp expression on the SK-OV-3 and SK-OV-3/DDP cell surface by flow cytometry. It has also been used as a calcium channel blocker, to evaluate its effect on doxorubicin (DOX) cytotoxicity.

Biochem/physiol Actions

Verapamil is a calcium channel blocker. Verapamil hydrochloride is a phenyl-alkyl amine derivative and is potentially used for treating hypertension, angina pectoris and arrhythmias. It is water soluble in nature.
Inhibitor of P-glycoprotein; less active enantiomer of (±)-verapamil.

Caution

hygroscopic

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Effect of formulation variables on verapamil hydrochloride release from hydrated HPMC matrices
Ramrez C, et al.
Journal of the Mexican Chemical Society, 48(4), 326-331 (2004)
Assessment of the chemotherapeutic potential of a new camptothecin derivative, ZBH-1205
Wu D, et al.
Archives of Biochemistry and Biophysics, 604(1), 74-85 (2016)
Formulation and evaluation of once daily sustained release matrix tablet of verapamil hydrochloride
Ray B and Gupta MM
Journal of Drug Delivery and Therapeutics, 3(1) (2013)
E G Chikhale et al.
The Journal of pharmacology and experimental therapeutics, 273(1), 298-303 (1995-04-01)
When the blood-brain barrier (BBB) transport of a series of model peptides that varied in their physicochemical properties (lipophilicity, size and hydrogen-bonding potential) was determined using an in situ rat brain perfusion technique, an unexpected increase in flux with increasing
J A Plumb et al.
Biochemical pharmacology, 39(4), 787-792 (1990-02-15)
The L-isomer of verapamil is a more potent calcium antagonist than the D-isomer. We have examined the two stereoisomers of verapamil for their ability to increase the chemosensitivity in vitro of three drug resistant cell lines (2780AD, MCF7/AdrR and H69LX10).
Ver todos los artículos relacionados

Artículos

Protein-based Drug Transport

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico