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S(−)-Verapamil hydrochloride hydrate

Name: S(−)-Verapamil hydrochloride hydrate
Brand: SIGMA

≥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)

NACRES:

NA.77

PubChem Substance ID:

24900705

UNSPSC Code:

12352200

EC Number:

253-132-8

MDL number:

MFCD11045898

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated, protect from light

Pricing and availability is not currently available.

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Properties

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

Description

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.

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Show Differences

1 of 1

This Item	V106	SML0191	S4696
Sigma-Aldrich V105 S(−)-Verapamil hydrochloride hydrate	Sigma-Aldrich V106 R(+)-Verapamil monohydrochloride hydrate	Sigma-Aldrich SML0191 Valganciclovir hydrochloride hydrate	Sigma-Aldrich S4696 SB-505124 hydrochloride 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
solubility H₂O: >30 mg/mL, ethanol: soluble	solubility H₂O: >30 mg/mL, ethanol: soluble	solubility H₂O: ≥8 mg/mL	solubility DMSO: >10 mg/mL, H₂O: insoluble
storage condition desiccated, protect from light	storage condition desiccated	storage condition desiccated	storage condition desiccated
optical activity [α]22/D −6.1°, c = 0.1 in ethanol(lit.)	optical activity [α]22/D +9.6°, c = 0.5 in ethanol(lit.)	optical activity -	optical activity -

pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

P264 - P270 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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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An Organometallic Gold(I) Bis-N-Heterocyclic Carbene Complex with Multimodal Activity in Ovarian Cancer Cells.

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

Molecular Basis for Ligand Modulation of a Mammalian Voltage-Gated Ca2+ Channel.

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

Protein S-nitrosylation regulates proteostasis and viability of hematopoietic stem cell during regeneration.

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.

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Global Trade Item Number

SKU	GTIN
V105-5MG	04061837429088
V105-25MG	04061832964294

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