Merck
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V106

Sigma-Aldrich

R(+)-维拉帕米 单盐酸盐 水合物

≥98% (HPLC), powder

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经验公式（希尔记法）:
C27H38N2O4 · HCl · xH2O
CAS号:
38176-02-2
分子量:
491.06 (anhydrous basis)
EC 号:
205-800-5
MDL编号:
MFCD11046028
PubChem化学物质编号:
24900706
NACRES:
NA.77

质量水平

100

检测方案

≥98% (HPLC)

形式

powder

旋光性

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

储存条件

desiccated

颜色

white

溶解性

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

应用

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.

生化/生理作用

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.

注意

hygroscopic

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险声明

H301 + H311 + H331

危险分类

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

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

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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)
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)
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)
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).
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
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