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V4629

Sigma-Aldrich

（±）-维拉帕米 盐酸盐

≥99% (titration), powder, α1-adrenoceptor antagonist

别名:

5-[N-（3，4-二甲氧基苯基乙基）甲胺基]-2-（3，4-二甲氧基苯基）-2-异丙基戊腈α； 盐酸盐

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About This Item

线性分子式:
(CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl
CAS号:
152-11-4
分子量:
491.06
Beilstein:
3647093
EC 号:
205-800-5
MDL编号:
MFCD00055208
UNSPSC代码:
12352200
PubChem化学物质编号:
24277881
NACRES:
NA.77

产品名称

（±）-维拉帕米 盐酸盐, ≥99% (titration), powder

质量水平

100

方案

≥99% (titration)

表单

powder

颜色

white

mp

142 °C (dec.) (lit.)

溶解性

methanol: 50 mg/mL
ethanol: soluble

SMILES字符串

Cl.COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC

InChI

1S/C27H38N2O4.ClH/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

InChI key

DOQPXTMNIUCOSY-UHFFFAOYSA-N

基因信息

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , CACNA1C(775) , CACNA1D(776) , CACNA1F(778) , CACNA1S(779)

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应用

盐酸维拉帕米已被用于：
  • 抑制受精卵中的钙振荡
  • 阻断钙通道，从而阻断 IL-1β（白细胞介素-1β）的作用，导致膜去极化
  • 研究维拉帕米对 1，3-二亚油酰甘油（DLG）细胞毒性的影响

生化/生理作用

α1-肾上腺素受体拮抗剂；L型钙通道阻滞剂。
α1-肾上腺素受体拮抗剂；L型钙通道阻滞剂。阻断平滑肌和心肌中的 L 型 Ca2+ 通道，体外诱导人原发性和转移性结肠癌细胞的凋亡。对 PGP 起作用的抗药性逆转剂，如减少肾小管清除地高辛。增加 Pgp 的基础 ATP 酶活性。Cyp3A4 和 CYP2C6 的底物。

特点和优势

该化合物在受体分类和信号转导手册的钙通道页面上有重点介绍。如需浏览其他手册页面，请点击此处。
该化合物是ADME Tox研究的特色产品。点击此处 ，查看更多ADME Tox精选产品。了解更多有关用于其他研究领域的生物活性小分子的信息，请访问 sigma.com/discover-bsm。

象形图

Skull and crossbonesEnvironment
GHS06,GHS09

警示用语：

Danger

危险声明

H301,H411

危险分类

Acute Tox. 3 Oral - Aquatic Chronic 2

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000087262
0000071366
0000061258
0000056435
0000047619

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O V Kolomytkin et al.
The American journal of physiology, 276(1 Pt 1), C9-C15 (1999-01-14)
The possibility that membrane depolarization of synovial fibroblasts caused by interleukin-1beta (IL-1beta) was mediated by protein kinase C (PKC) and Ca2+ influx was studied using inhibitor and activator analysis. The effect of IL-1beta was blocked by bisindolylmaleimide I, an inhibitor
Abdalla Elbialy et al.
Biology, 9(6) (2020-06-11)
In our previous publication, it was shown that growth hormone (GH) excess in acromegaly affects the cell integrity of somatic cells through increased DNA damage throughout the body and impaired DNA repair pathways. Acromegaly is a hormone disorder pathological condition
Françoise Nepveu et al.
Journal of medicinal chemistry, 53(2), 699-714 (2009-12-18)
A series of 66 new indolone-N-oxide derivatives was synthesized with three different methods. Compounds were evaluated for in vitro activity against CQ-sensitive (3D7), CQ-resistant (FcB1), and CQ and pyrimethamine cross-resistant (K1) strains of Plasmodium falciparum (P.f.), as well as for
Yvonne E Arnold et al.
Pharmaceutics, 11(3) (2019-03-25)
Drug absorption across viable porcine intestines was investigated using an Ussing chamber system. The apparent permeability coefficients, Papp,pig, were compared to the permeability coefficients determined in humans in vivo, Peff,human. Eleven drugs from the different Biopharmaceutical Classification System (BCS) categories
Y Shiina et al.
Journal of reproduction and fertility, 97(1), 143-150 (1993-01-01)
Changes in intracellular calcium concentration ([Ca2+]i) in fertilized mouse oocytes were measured using the calcium-sensitive dye, fura-2. After fertilization, an initial long-lasting [Ca2+]i increase was followed by a periodic [Ca2+]i increase. The periodic increase in [Ca2+]i persisted for 1 to
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