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V105

Sigma-Aldrich

S(−)-Verapamil hydrochloride hydrate

≥98% (HPLC), powder

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About This Item

Empirical Formula (Hill Notation):
C27H38N2O4 · HCl · xH2O
CAS Number:
36622-28-3
Molecular Weight:
491.06 (anhydrous basis)
EC Number:
253-132-8
MDL number:
MFCD11045898
UNSPSC Code:
12352200
PubChem Substance ID:
24900705
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]22/D −6.1°, c = 0.1 in ethanol(lit.)

storage condition

desiccated
protect from light

color

white to beige

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-;;/m0../s1

InChI key

ICKXRKHJKXMFLR-LPCSYZHESA-N

Biochem/physiol Actions

Active enantiomer of (±)-verapamil. Ca2+ channel (L-type) modulator; adrenoceptor antagonist; cardiac depressant.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

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

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Certificates of Analysis (COA)

Lot/Batch Number
091M4622V
0000192427
0000192426
115M4617V
106K46225

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Samuel M Meier-Menches et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(67), 15528-15537 (2020-09-10)
The organometallic AuI bis-N-heterocyclic carbene complex [Au(9-methylcaffeine-8-ylidene)2 ]+ (AuTMX2 ) was previously shown to selectively and potently stabilise telomeric DNA G-quadruplex (G4) structures. This study sheds light on the molecular reactivity and mode of action of AuTMX2 in the cellular
Weiwei Yi et al.
Cell reports, 34(13), 108922-108922 (2021-04-01)
Hematopoietic stem cells (HSCs) regenerate blood cells upon hematopoietic injuries. During homeostasis, HSCs are maintained in a low reactive oxygen species (ROS) state to prevent exhaustion. However, the role of nitric oxide (NO) in controlling HSC regeneration is still unclear.
Kanna Adachi et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(9), 2025-2033 (2019-11-27)
A novel series of C12-keto-type saxitoxin (STX) derivatives bearing an unusual nonhydrated form of the ketone at C12 has been synthesized, and their NaV -inhibitory activity has been evaluated in a cell-based assay as well as whole-cell patch-clamp recording. Among
Yanyu Zhao et al.
Cell, 177(6), 1495-1506 (2019-06-01)
The L-type voltage-gated Ca2+ (Cav) channels are modulated by various compounds exemplified by 1,4-dihydropyridines (DHP), benzothiazepines (BTZ), and phenylalkylamines (PAA), many of which have been used for characterizing channel properties and for treatment of hypertension and other disorders. Here, we
Alice C Wyse-Jackson et al.
The European journal of neuroscience, 44(12), 3067-3079 (2016-10-21)
Retinitis pigmentosa (RP) is a degenerative retinal disease leading to photoreceptor cell loss. In 2011, our group identified the synthetic progesterone 'Norgestrel' as a potential treatment for RP. Subsequent research showed Norgestrel to work through progesterone receptor membrane component 1
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