V106

R(+)-Verapamil monohydrochloride hydrate

≥98% (HPLC), powder

• Empirical Formula (Hill Notation): C₂₇H₃₈N₂O₄ · HCl · xH₂O
• CAS Number: 38176-02-2
• Molecular Weight: 491.06 (anhydrous basis)
• EC Number: 205-800-5
• MDL number: MFCD11046028
• UNSPSC Code: 12161501
• PubChem Substance ID: 24900706
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]22/D +9.6°, c = 0.5 in ethanol(lit.)
• storage condition: desiccated
• color: white
• 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-;;/m1../s1
• InChI key: ICKXRKHJKXMFLR-KFSCGDPASA-N

Description

Application

R(+)-Verapamil monohydrochloride hydrate has been used as a P-glycoprotein (gp) inhibitor, to detect P-gp expression on the SK-OV-3 and SK-OV-3/DDP cell surface by flow cytometry. It has also been used as a calcium channel blocker, to evaluate its effect on doxorubicin (DOX) cytotoxicity.

Biochem/physiol Actions

Verapamil is a calcium channel blocker. Verapamil hydrochloride is a phenyl-alkyl amine derivative and is potentially used for treating hypertension, angina pectoris and arrhythmias. It is water soluble in nature.

Inhibitor of P-glycoprotein; less active enantiomer of (±)-verapamil.

Caution

hygroscopic

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301 + H311 + H331
• Precautionary Statements: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Storage Class Code: 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves