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V0100000

Verapamil hydrochloride

European Pharmacopoeia (EP) Reference Standard

Synonym: (±)-Verapamil hydrochloride, 5-[N-(3,4-Dimethoxyphenylethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile hydrochloride

  • CAS Number 152-11-4

  • Linear Formula (CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl

  • Molecular Weight 491.06

  •  Beilstein/REAXYS Number 3647093

  •  MDL number MFCD00055208

  •  PubChem Substance ID 329828921

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, EP Standards, EP Standards U - Z, Pharmacopeia & Metrological Institutes Standards More...
grade   pharmaceutical primary standard
Agency/Method   EP Reference Standard
form   neat
mfr. no.   EDQM
mp   142 °C (dec.) (lit.)
Featured Industry   Pharmaceutical (small molecule)
format   neat
SMILES string   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
Gene Information   human ... CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)

Description

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Biochem/physiol Actions

α1-adrenoceptor antagonist; L-type calcium channel blocker. Blocks L-type Ca2+ channels in smooth and cardiac muscle, induces apoptosis of human primary and metastatic colon adenocarcinoma cells in vitro. Drug resistance reversal agent acting on Pgp, e.g. decrease renal tubule elimination of digoxin. Increases basal ATPase activity of Pgp. Substrate of Cyp3A4 and CYP2C6.

Packaging

Unit quantity: 50 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference subtance catalogue.

Caution

Please find SDS provided by EDQM here..

Other Notes

Sales restrictions may apply.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

LC/MS/MS Analysis of Interacting Cardiac Drugs Digoxin, Quinidine, Amiodarone and Verapamil on Titan™ C18

From our library of Articles, Sigma-Aldrich presents LC/MS/MS Analysis of Interacting Cardiac Drugs Digoxin, Quinidine, Amiodarone and Verapamil on Titan™ C18
Keywords: Antihypertensives, Chromatography, Clinical, High performance liquid chromatography, Liquid chromatography mass spectrometry, Mass spectrometry, Precipitation, Solid phase extractions

UHPLC Analysis of Verapamil and Metabolites on Titan™ C18

From our library of Articles, Sigma-Aldrich presents UHPLC Analysis of Verapamil and Metabolites on Titan™ C18
Keywords: Chromatography, Clinical, High performance liquid chromatography, Liquid chromatography mass spectrometry, Mass spectrometry, Pharmaceutical, Solvents

Peer-Reviewed Papers
15

References

Related Products

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Description

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PHR1131 (±)-Verapamil hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material
08168 Timestrip Plus 8 °C

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