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V106

Sigma-Aldrich

R(+)-Verapamil monohydrochloride hydrate

≥98% (HPLC), powder

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About This Item

Fórmula empírica (notación de Hill):
C27H38N2O4 · HCl · xH2O
Número de CAS:
38176-02-2
Peso molecular:
491.06 (anhydrous basis)
Número CE:
205-800-5
Número MDL:
MFCD11046028
Código UNSPSC:
12161501
ID de la sustancia en PubChem:
24900706
NACRES:
NA.77

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

actividad óptica

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

condiciones de almacenamiento

desiccated

color

white

solubilidad

H2O: >30 mg/mL
ethanol: soluble

cadena SMILES

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

Clave InChI

ICKXRKHJKXMFLR-KFSCGDPASA-N

Categorías relacionadas

Aplicación

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.

Acciones bioquímicas o fisiológicas

Inhibitor of P-glycoprotein; less active enantiomer of (±)-verapamil.
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.

Precaución

hygroscopic

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H301 + H311 + H331

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
0000221360
0000225380
0000221361
0000221361
0000221360

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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)
Embryonic stem cell-derived cardiomyocytes as a model system to study cardioprotective effects of dexamethasone in doxorubicin cardiotoxicity
Farokhpour M, et al.
Toxicology in vitro, 23(7), 1422-1428 (2009)
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).
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)
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