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V106

R(+)-Verapamil monohydrochloride hydrate

Name: R(+)-Verapamil monohydrochloride hydrate
Brand: SIGMA
Price: 224.4 EUR

≥98% (HPLC), powder

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Tamaño de envase	SKU	Disponibilidad	Precio
5 mg		Póngase en contacto con nuestro Servicio de Atención al Cliente para disponibilidad	264,00 € 224,40 €
25 mg		Póngase en contacto con nuestro Servicio de Atención al Cliente para disponibilidad	995,00 € 845,75 €

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Fórmula empírica (notación de Hill):

C₂₇H₃₈N₂O₄ · HCl · xH₂O

Número CAS:

38176-02-2

Peso molecular:

491.06 (anhydrous basis)

NACRES:

NA.77

PubChem Substance ID:

24900706

UNSPSC Code:

12161501

EC Number:

205-800-5

MDL number:

MFCD11046028

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

224,40 €

Precio de catálogo264,00 €Ahorre 15 %

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Propiedades

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

Descripción

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

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.

Disclaimer

hygroscopic

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Este artículo	V105	M5441	D9571
Sigma-Aldrich V106 R(+)-Verapamil monohydrochloride hydrate	Sigma-Aldrich V105 S(−)-Verapamil hydrochloride hydrate	Sigma-Aldrich M5441 Mibefradil dihydrochloride hydrate	Sigma-Aldrich D9571 Dolasetron mesylate hydrate
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form powder	form powder	form powder	form powder
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage condition desiccated	storage condition desiccated, protect from light	storage condition desiccated	storage condition -
solubility H₂O: >30 mg/mL, ethanol: soluble	solubility H₂O: >30 mg/mL, ethanol: soluble	solubility H₂O: soluble >20 mg/mL, absolute ethanol: insoluble	solubility H₂O: >30 mg/mL
color white	color white to beige	color white	color white to off-white

pictograms

GHS06

signalword

Danger

hcodes

H301 + H311 + H331

pcodes

P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311

Hazard Classifications

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

Clase de almacenamiento

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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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.

The effect of verapamil on the transport of peptides across the blood-brain barrier in rats: kinetic evidence for an apically polarized efflux mechanism.

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

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)

The activity of verapamil as a resistance modifier in vitro in drug resistant human tumour cell lines is not stereospecific.

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).

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Número de artículo de comercio global

SKU	GTIN
V106-25MG	04061837429095
V106-5MG	04061837429101

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