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(+/-)-Verapamil hydrochloride

CAS No.
152-11-4
Chemical Name:
(+/-)-Verapamil hydrochloride
Synonyms
manidon;cordilox;izoptinhydrochloride;lu20175;Rositol;finoptin;Hormitol;Magotiron;Verapamil HCI;d-365hydrochloride
CBNumber:
CB7664827
Molecular Formula:
C27H39ClN2O4
Molecular Weight:
491.06
MDL Number:
MFCD00069355
MOL File:
152-11-4.mol
MSDS File:
SDS
Last updated:2026-04-21 17:10:26
Product description Number Pack Size Price
Verapamil hydrochloride European Pharmacopoeia (EP) Reference Standard V0100000 50 mg $175
Verapamil hydrochloride solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? V-002 1mL $39.1
(±)-Verapamil, Hydrochloride A papaverine derivative that blocks Ca 676777 100mg $91.2
Verapamil hydrochloride United States Pharmacopeia (USP) Reference Standard 1711202 200mg $501
Verapamil Hydrochloride >98.0%(HPLC)(T) V0118 5g $57
More product size

(+/-)-Verapamil hydrochloride Properties

Melting point 142 °C (dec.)(lit.)
Density 1.0596 (rough estimate)
refractive index 1.6290 (estimate)
Flash point 9℃
storage temp. 2-8°C
solubility H2O: >30 mg/mL
form solid
pka 8.6(at 25℃)
color white
Water Solubility soluble
Merck 14,9950
BRN 3647093
BCS Class 2
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
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
InChIKey DOQPXTMNIUCOSY-UHFFFAOYSA-N
SMILES Cl.COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC
CAS DataBase Reference 152-11-4(CAS DataBase Reference)
FDA UNII V3888OEY5R
UNSPSC Code 41116107
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS09
Signal word  Danger
Hazard statements  H301-H411
Precautionary statements  P264-P270-P273-P301+P310-P391-P405
PPE Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes  T,F
Risk Statements  25-23/24/25-39/23/24/25-11
Safety Statements  45-36/37/39-36/37-16
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  YV8320000
8-10
HazardClass  6.1(b)
PackingGroup  III
HS Code  29269090
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Aquatic Chronic 2
Toxicity LD50 in mice, rats (mg/kg): 7.6, 16 i.v.; 68, 107 s.c.; 68, 67 i.p.; 163, 114 orally (Haas, Hrtfelder)
NFPA 704
0
4 0

(+/-)-Verapamil hydrochloride price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich V0100000 Verapamil hydrochloride European Pharmacopoeia (EP) Reference Standard 152-11-4 50 mg $175 2026-03-19 Buy
Sigma-Aldrich V-002 Verapamil hydrochloride solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? 152-11-4 1mL $39.1 2026-03-19 Buy
Sigma-Aldrich 676777 (±)-Verapamil, Hydrochloride A papaverine derivative that blocks Ca 152-11-4 100mg $91.2 2026-03-19 Buy
Sigma-Aldrich 1711202 Verapamil hydrochloride United States Pharmacopeia (USP) Reference Standard 152-11-4 200mg $501 2026-03-19 Buy
TCI Chemical V0118 Verapamil Hydrochloride >98.0%(HPLC)(T) 152-11-4 5g $57 2026-03-19 Buy
Product number Packaging Price Buy
V0100000 50 mg $175 Buy
V-002 1mL $39.1 Buy
676777 100mg $91.2 Buy
1711202 200mg $501 Buy
V0118 5g $57 Buy

(+/-)-Verapamil hydrochloride Chemical Properties,Uses,Production

Description

Verapamil HCl (152-11-4) is a clinically useful L-type calcium channel blocker.1 It is also used as an inhibitor of drug efflux pump proteins.2

Chemical Properties

white to off-white powder

Originator

Isoptin,Knoll ,W. Germany ,1963

Uses

analgesic, antipyretic

Uses

Bromhexine metabolite, sodium channel blocker, decongestent secretolytic agent for respiratory diseases

Uses

±)-Verapamil hydrochloride is a calcium channel modulator, adrenoceptor antagonist, anti-arrhythmic, cardiac depressant, and coronary vasodilator. It is also a calcium channel-blocker. It acts by inhibiting the slow channel entry of calcium into the cell. It acts by plugging up the channels and limiting the entry of calcium into both smooth muscle cells of arteriolar walls and the cardiac muscle cells at higher doses.

Manufacturing Process

177.2 g (1 mol) of veratryl cyanide are dissolved in 1 liter of toluene in a three-neck flask. 42.9 g (1.1 mols) of pulverized sodium amide are added. The mixture is heated to boiling under reflux for one hour while stirring and excluding moisture. A solution of the base (N-methyl-N-homoveratryl)-γ- aminochloropropane, freshly prepared from 339.2 g (1.1 mols) of the hydrochloride, in 1.2 liters of toluene is added drop by drop into this boiling mixture within two hours while stirring vigorously. Heating and stirring are continued for four more hours. After cooling, the reaction mixture is poured into 3 liters of ice water while stirring, The mixture is acidified with 20% hydrochloric acid. The acidified aqueous layer is separated, neutralized by the addition of sodium hydroxide solution, and rendered alkaline by the addition of concentrated potassium carbonate solution. The precipitated oily base is taken up in benzene. On evaporating the solvent, 402 g of the crude base are obtained in the form of a reddish-brown, viscous oil.
The crude base is dissolved in a mixture of 550 ml of isopropanol and 650 ml of ethyl acetate; Gaseous hydrogen chloride is introduced into the solution until it is of weakly acidic reaction. On allowing the mixture to stand at 0°C, 365 g of α-[(N-methyl-N-homoveratryl)-γ-amino-propyl]-3,4-dimethoxyphenyl acetonitrile hydrochloride precipitate as a slightly yellowish crystal powder of the melting point 136°C to 139°C (corr.). Yield: 81% of the theoretical yield. The pure, white hydrochloride melting at 140°C to 142°C (corr.) is obtained on recrystallizing the crude salt twice from isopropanol with the addition of decolorizing carbon. The salt is very soluble in water. The base prepared from the hydrochloride in the form of an almost colorless, very viscous oil boils at 233°C to 235°C/0.01 mm Hg; nD25= 1.5532. Dioxalate, melting point: 123°C to 125°C (corr.), on recrystallization from acetone and isopropanol.
61.9 g (0.15 mol) of α-[(N-methyl-N-homoveratryl)-γ-aminopropyl]-3,4- dimethoxyphenyl acetonitrile are dissolved in 300 ml of toluene. The solution is heated to boiling under reflux with 8.5 g (1.45 x 0.15 mols) of pulverized sodium amide for one hour while stirring. Thereafter, a solution of 31.4 g (1.7 x 0.15 mols) of isopropyl bromide in 50 ml of toluene is added drop by drop thereto within 90 minutes and the mixture is kept boiling for four more hours while stirring. The cooled reaction mixture is allowed to run into 1.5 liters of ice water and the mixture is acidified with 20% hydrochloric acid. The aqueous layer is separated and is rendered alkaline by the addition of a solution of potassium carbonate. The base is taken up in warm benzene. The solvent is evaporated and the residue is distilled in a vacuum. 62.6 g of α- isopropyl-α-[(N-methyl-N-homoveratryl)-γ-aminopropy]-3,4-dimethoxyphenyl acetonitrile are obtained in the form of a light yellow, very viscous oil. Boiling point: 232°C to 235°C/0.01 mm Hg; n D 25 = 1.5460. Yield: 91.8% of the theoretical yield. Hydrochloride: melting point: 139.5°C to 140.5°C (corr.), on recrystallization from a mixture of isopropanol and ethyl acetate.

brand name

Calan (Searle); Covera (Searle); Isoptin (FSC); Isoptin (Par); Verelan (Elan).

Therapeutic Function

Coronary vasodilator, Antiarrhythmic

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Verapamil hydrochloride is a calcium channel blocker used commonly for the management of angina, supra-ventricular tachyarrhythmia, hypertension, migraine and atrial tachyarrhythmias.

Biological Activity

L-type calcium channel blocker. Vasodilator, adrenergic antagonist.

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.

storage

Room temperature

References

[1] R N BROGDEN  P B. Verapamil: a review of its pharmacological properties and therapeutic use in coronary artery disease.[J]. Drugs, 1996, 51 5: 792-819. DOI:10.2165/00003495-199651050-00007
[2] A R SAFA. Identification of the multidrug resistance-related membrane glycoprotein as an acceptor for calcium channel blockers.[J]. The Journal of Biological Chemistry, 1987, 262 16: 7884-7888.

(+/-)-Verapamil hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 476)Suppliers
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View Lastest Price from (+/-)-Verapamil hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(+/-)-Verapamil hydrochloride pictures 2026-04-21 (+/-)-Verapamil hydrochloride
152-11-4
US $87.00 / g 10g 99% 10kg Baoji Guokang Healthchem Co., Ltd.
Verapamil hydrochloride pictures 2026-04-21 Verapamil hydrochloride
152-11-4
US $0.00-0.00 / Kg 1Kg 99% 50KG Xi an Biohorlden Industry Trade Co Ltd
Verapamil hydrochloride pictures 2026-04-21 Verapamil hydrochloride
152-11-4
US $41.00 / mg 99.84% 10g TargetMol Chemicals Inc.
R(+)-VERAPAMIL HYDROCHLORIDE (+)-VERAPAMIL, METHOXY-, HYDROCHLORIDE manidon verapamilchloridrate (+)-METHOXYVERAPAMIL HYDROCHLORIDE Benzeneacetonitrile, α-[3-[[2-(3,4-dimethoxyphenyl) ethyl]methylamino]propyl]-3,4-dimethoxy -α-(1-methylethyl)-, monohydrochloride (+/-)-Verapamil hydrochloride alpha-(3-((2-(3,4-Dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-benzeneacetonitrile hydrochloride Verapamil HCI (+ -)-VERAPAMIL HYDROCHLORIDE (USP) VERAPAMIL HYDROCHLORIDE (ISOPTIN, IPROVERATRIL, CALAN) Benzeneacetonitrile, .alpha.-3-2-(3,4-dimethoxyphenyl)ethylmethylaminopropyl-3,4-dimethoxy-.alpha.-(1-methylethyl)-, monohydrochloride 5-[n-(3,4-dimethoxyphenylethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile hydrochloride 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methyl-amino]-2-propan-2-yl-pentanenitrile hydrochloride Verapamil hydrochloride, 98%, a L-type Ca2+ channel blocker 2-(3,4-Dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)-ethyl](methyl)amino]-2-isopropylpentanenit 5-[(3,4-Dimethoxyphenethyl)-methylamino]-2-(3,4-dimethoxyphenyl) 2-isopropylalneronitryl hydrochloride (±)-Verapamil hydrochloride, 5-[N-(3,4-Dimethoxyphenylethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile hydrochloride 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-valeronitril cordilox d-365hydrochloride finoptin iproveratrilhydrochloride izoptinhydrochloride lu20175 Valeronitrile, 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropyl-, monohydrochloride Hormitol Magotiron Rositol (#1)-Verapamil hydrochloride α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl)benzeneacetonitrilehydrochloride Verapamil Hydrochloride (200 mg) 2-(3,4-Dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl )ethyl](methyl)amino]-2-isopropylpentanenitrileHCl (§1)-Verapamil hydrochloride, 99+% 2-(3,4-Dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl )ethyl](methyl)amino]-2-isopropylpentanenitrileHC VerapaMil, 5-[N-(3,4-DiMethoxyphenylethyl)MethylaMino]-2-(3,4-diMethoxyphenyl)-2-isopropylvaleronitrile hydrochlorid, Isoptin, Verelan, Calan, Bosoptin, Covera-HS, VerapaMil HCl, Cardibeltin, Manidon , Calcan hydrochloride, VerapaMyl hydrochloride , Cardioprotect ()-VerapaMil hydrochloride, 99+% 2-(3,4-Dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)-ethyl](methyl)amino]-2-isopropylpentanenitril Verapamil hydrochloride solution Benzeneacetonitrile, α-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-, hydrochloride (1:1) (±)-Verapamil hydrochlorid (±)-Verapamil, Hydrochloride - CAS 152-11-4 - Calbiochem 2-(3,4-dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino]-2-isopropylpentanenitrile hydrochloride Verapamil Hydrochloride, 98.0+ % (Titration) Verapamil hydrochloride CRS Calcan hydrochloride 5-[(3,4-Dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxy phenyl)-2-isopropylvaleronitrile hydrochloride (+/-)-Verapamil hydrochloride USP/EP/BP Verapamil HCl - 5 g Verapamil HCl (CP-16533-1) Verapamil HydrochlorideQ: What is Verapamil Hydrochloride Q: What is the CAS Number of Verapamil Hydrochloride Q: What is the storage condition of Verapamil Hydrochloride Q: What are the applications of Verapamil Hydrochloride Verapamil Hydrochloride (1711202) (±)-Verapamil-d3 hydrochloride (N-methyl-d3) in methanol Verapamil hydrochloride in methanol Zeatin Impurity 20 Verapamil hydrochloride (mM/ml), L-type Ca2+ channel blocker Verapamil hydrochloride, L-type Ca2+ channel blocker Verapamil hydrochloride, 10 mM in DMSO