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1711202 USP

Verapamil hydrochloride

United States Pharmacopeia (USP) 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

  •  EC Number 205-800-5

  •  MDL number MFCD00055208

  •  PubChem Substance ID 329751490

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, Pharmacopeia & Metrological Institutes Standards, USP Standards, USP Standards U - Z More...
grade   pharmaceutical primary standard
form   neat
mfr. no.   USP
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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

USP issued SDS can be found here.

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
RTECS 
YV8320000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

HPLC Analysis of Verapamil and Metabolites in Rat Plasma on Ascentis® Express C18 after Phospholipid Removal using HybridSPE®-Phospholipid

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Verapamil and Metabolites in Rat Plasma on Ascentis® Express C18 after Phospholipid Removal using HybridSPE®-Phospholipid
Keywords: Antihypertensives, Chromatography, Clinical, High performance liquid chromatography, Liquid chromatography mass spectrometry, Mass spectrometry, Metabolites, Pharmaceutical, Precipitation, Sample preparations, Solid phase extractions

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

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