Verapamil

CAS 52-53-9C27H38N2O4MW 454.6

Verapamil (CAS 52-53-9) — formula C27H38N2O4, molecular weight 454.6.

Product Overview

CAS Number	52-53-9
Molecular Formula	C27H38N2O4
Molecular Weight	454.6
Melting Point	< 25 °C
Boiling Point	BP: 245 °C at 0.01 mm Hg
LogP	3.79
Applications	Uses: Anti-Arrhythmia Agents, Calcium Channel Blockers, Vasodilator Agents, MEDICATION, Use (kg) in Switzerland (2009): >1000, Use (kg, approx.) in Germany (2009): >25000, Use (kg) in USA (2002): 207000, Consumption (g per capita) in Switzerland (2009): 0.13, Consumption (g per capita, approx.) in Germany (2009): 0.31, Consumption (g per capita) in the USA (2002): 0.73, Excretion rate: 0.2, Calculated removal (%): 21.5, Drug used for the treatment of hypertension, angina, and cluster headache prophylaxis., Use Classification: Pharmaceuticals, Pharmaceuticals -> Cardiovascular system -> Calcium channel blockers -> Selective calcium channel blockers with direct cardiac effects -> Phenylalkylamine derivatives -> Calcium antagonists, Methods of Manufacturing: Preparation: Belgium patent 615861, Dengel, United States of America patent 3261859 (1962, 1966 both to Knoll)., Veratryl chloride + isopropyl bromide + homoveratrylamine + 1-bromo-3-chloroporpane (dehydrobromination, methylation, amine formation, dehydrochlorination), Formulations, Preparations: Trade Names: Isoptin (Knoll), Securon (Knoll Ltd.), Calan (Searle), Cardibeltin (Pharma Schwarz), Cordilox (Abbott), all preparations contain verapamil hydrochloride., Table: Verapamil Hydrochloride Preparations [Table#4670], Table: Verapamil Hydrochloride Combinations [Table#4671], General Manufacturing Information: Available commercially as the free base or hydrochloride, Ca2+ channel antgonist which is unrelated chemically to nifedipine and nitrendipine.

Applications

Documented applications: Uses: Anti-Arrhythmia Agents, Calcium Channel Blockers, Vasodilator Agents, MEDICATION, Use (kg) in Switzerland (2009): >1000, Use (kg, approx.) in Germany (2009): >25000, Use (kg) in USA (2002): 207000, Consumption (g per capita) in Switzerland (2009): 0.13, Consumption (g per capita, approx.) in Germany (2009): 0.31, Consumption (g per capita) in the USA (2002): 0.73, Excretion rate: 0.2, Calculated removal (%): 21.5, Drug used for the treatment of hypertension, angina, and cluster headache prophylaxis., Use Classification: Pharmaceuticals, Pharmaceuticals -> Cardiovascular system -> Calcium channel blockers -> Selective calcium channel blockers with direct cardiac effects -> Phenylalkylamine derivatives -> Calcium antagonists, Methods of Manufacturing: Preparation: Belgium patent 615861, Dengel, United States of America patent 3261859 (1962, 1966 both to Knoll)., Veratryl chloride + isopropyl bromide + homoveratrylamine + 1-bromo-3-chloroporpane (dehydrobromination, methylation, amine formation, dehydrochlorination), Formulations, Preparations: Trade Names: Isoptin (Knoll), Securon (Knoll Ltd.), Calan (Searle), Cardibeltin (Pharma Schwarz), Cordilox (Abbott), all preparations contain verapamil hydrochloride., Table: Verapamil Hydrochloride Preparations [Table#4670], Table: Verapamil Hydrochloride Combinations [Table#4671], General Manufacturing Information: Available commercially as the free base or hydrochloride, Ca2+ channel antgonist which is unrelated chemically to nifedipine and nitrendipine..

Technical Profile

What this product is

Verapamil is a chemical compound with CAS registry number 52-53-9 and molecular formula C27H38N2O4 (molecular weight 454.6).

Identification

CAS number: 52-53-9

Its molecular formula C27H38N2O4 comprises 27 C, 38 H, 2 N, 4 O atoms.

Also known as: Verapamil · 维拉帕米

Frequently Asked Questions

What is the CAS number of Verapamil?

The CAS registry number of Verapamil is 52-53-9.

What is the molecular formula and molecular weight of Verapamil?

Molecular formula C27H38N2O4, molecular weight 454.6.

What other names is Verapamil known by?

It is also registered under: Verapamil, 维拉帕米.

What are the documented applications of Verapamil?

Recorded applications: Uses: Anti-Arrhythmia Agents, Calcium Channel Blockers, Vasodilator Agents, MEDICATION, Use (kg) in Switzerland (2009): >1000, Use (kg, approx.) in Germany (2009): >25000, Use (kg) in USA (2002): 207000, Consumption (g per capita) in Switzerland (2009): 0.13, Consumption (g per capita, approx.) in Germany (2009): 0.31, Consumption (g per capita) in the USA (2002): 0.73, Excretion rate: 0.2, Calculated removal (%): 21.5, Drug used for the treatment of hypertension, angina, and cluster headache prophylaxis., Use Classification: Pharmaceuticals, Pharmaceuticals -> Cardiovascular system -> Calcium channel blockers -> Selective calcium channel blockers with direct cardiac effects -> Phenylalkylamine derivatives -> Calcium antagonists, Methods of Manufacturing: Preparation: Belgium patent 615861, Dengel, United States of America patent 3261859 (1962, 1966 both to Knoll)., Veratryl chloride + isopropyl bromide + homoveratrylamine + 1-bromo-3-chloroporpane (dehydrobromination, methylation, amine formation, dehydrochlorination), Formulations, Preparations: Trade Names: Isoptin (Knoll), Securon (Knoll Ltd.), Calan (Searle), Cardibeltin (Pharma Schwarz), Cordilox (Abbott), all preparations contain verapamil hydrochloride., Table: Verapamil Hydrochloride Preparations [Table#4670], Table: Verapamil Hydrochloride Combinations [Table#4671], General Manufacturing Information: Available commercially as the free base or hydrochloride, Ca2+ channel antgonist which is unrelated chemically to nifedipine and nitrendipine..

PubChem Public Data

Independent reference data for Verapamil (CAS 52-53-9), compiled from public chemistry databases.

Registry identifiers across databases

CAS Registry Number	52-53-9
PubChem CID	2520
Molecular formula	C27H38N2O4
IUPAC name	2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile
UNII (FDA)	CJ0O37KU29

Computed descriptors

Molecular Weight	454.6
XLogP3	3.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	13
Exact Mass	454.28315770
Monoisotopic Mass	454.28315770
Topological Polar Surface Area	64
Heavy Atom Count	33

Physicochemical values on record

Boiling Point	BP: 245 °C at 0.01 mm Hg
Boiling Point	243-246 °C at 1.00E-02 mm Hg
Melting Point	< 25 °C
Solubility	4.47 mg/L
LogP	3.79
LogP	3.83
Dissociation Constants	9.07
Dissociation Constants	8.92
Dissociation Constants	pKa = 8.92
Collision Cross Section	203.4 Å² [M+H]+

Documented uses on record

Synonyms and trade names

VERAPAMIL; 52-53-9; Iproveratril; Dilacoran; Verapamilo; Cardibeltin; Verapamilum; Isoptine; Securon; D-365; Cardiagutt; Dignover; Veramex; Verpamil; Quasar; CP-16533-1

GHS hazard classification

Reported hazard statements	H301 (100%), H311 (100%), H331 (100%)

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

H311 (100%): Toxic in contact with skin [Danger Acute toxicity, dermal]

What the public record says

Verapamil · CAS 52-53-9 · C27H38N2O4. UNII CJ0O37KU29. Boiling Point: BP: 245 °C at 0.01 mm Hg; Boiling Point: 243-246 °C at 1.00E-02 mm Hg; Melting Point: < 25 °C.

Physical description and handling notes

Source: PubChem / Wikidata; the batch COA governs where values differ.