Cas no 36622-28-3 ((S)-Verapamil hydrochloride)

(S)-Verapamil hydrochloride is a semi-synthetic derivative of verapamil, a calcium channel blocker. It selectively inhibits the influx of calcium ions into cardiac muscle cells, resulting in reduced myocardial contractility and blood pressure. The (S)-enantiomer provides enhanced selectivity over the (R)-enantiomer, leading to improved efficacy and reduced side effects. Its precise pharmacological action makes it suitable for the treatment of hypertension and certain cardiac arrhythmias.
(S)-Verapamil hydrochloride structure
(S)-Verapamil hydrochloride structure
Product Name:(S)-Verapamil hydrochloride
CAS No:36622-28-3
MF:C27H39ClN2O4
MW:491.062566995621
CID:825680
PubChem ID:12249889
Update Time:2025-10-16

(S)-Verapamil hydrochloride Chemical and Physical Properties

Names and Identifiers

    • S(-)-VERAPAMIL
    • (S)-(-)-Verapamil Hydrochloride
    • (S)-(-)-Verapamil Hy
    • S(-)-VERAPAMIL HCL
    • S(?)-Verapamil hydrochloride hydrate
    • (S)-Verapamil hydrochloride
    • (S)-(-)-Verapamil (hydrochloride)
    • (-)-3-(3,4-dimethoxyphenyl)-6-[(5,6-dimethoxyphenethyl)methylamino]hexane-3-carbonitrile
    • 5002H7B3FO
    • Verapamil hydrochloride, (-)-
    • VERAPAMIL (S)-FORM HYDROCHLORIDE [MI]
    • (-)-(3-Cyano-3-(3,4-dimethoxyphenyl)hex-6-yl)(2-(3,4-dimethoxyphenyl)ethyl)methylammonium chloride
    • ARD193833
    • S-Verapamil HCl
    • AKOS030530539
    • G60908
    • 36622-28-3
    • CHEBI:77741
    • HY-135336A
    • S(-)-Verapamil hydrochloride hydrate
    • CCG-35758
    • UNII-5002H7B3FO
    • BENZENEACETONITRILE, .ALPHA.-(3-((2-(3,4-DIMETHOXYPHENYL)ETHYL)METHYLAMINO)PROPYL)-3,4-DIMETHOXY-.ALPHA.-(1-METHYLETHYL)-, MONOHYDROCHLORIDE, (S)-
    • (S)-Verapamil hydrochloride?
    • BENZENEACETONITRILE, .ALPHA.-(3-((2-(3,4-DIMETHOXYPHENYL)ETHYL)METHYLAMINO)PROPYL)-3,4-DIMETHOXY-.ALPHA.-(1-METHYLETHYL)-, MONOHYDROCHLORIDE, (.ALPHA.S)-
    • MS-29128
    • (-)-Verapamil Hydrochloride
    • CS-0111669
    • LU-33926
    • (S)-Verapamil (hydrochloride)
    • (2S)-2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile;hydrochloride
    • (aS)-a-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-a-(1-methylethyl)benzeneacetonitrile hydrochloride (1:1); (S)-a-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-a-(1-methylethyl)benzeneacetonitrile monohydrochloride; (-)-Verapamil hydrochloride; (S)-Verapamil hydrochloride; LU 33926
    • DA-59696
    • DOQPXTMNIUCOSY-YCBFMBTMSA-N
    • (4S)-4-cyano-4-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-N,5-dimethylhexan-1-aminium chloride
    • EINECS 253-132-8
    • SCHEMBL8759334
    • (S)-5-((3,4-Dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile hydrochloride
    • LU 33926
    • Q27147338
    • (S)-verapamil HCl
    • starbld0016677
    • Benzeneacetonitrile, .alpha.-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-.alpha.-(1-methylethyl)-, (.alpha.S)-, hydrochloride (1:1)
    • (2S)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-isopropylpentanenitrile hydrochloride
    • CCG-36091
    • (S)-verapamil.HCl
    • MDL： MFCD00069356
    • 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/t27-;/m0./s1
    • InChI Key： DOQPXTMNIUCOSY-YCBFMBTMSA-N
    • SMILES： Cl.O(C)C1=C(C=CC(=C1)[C@](C#N)(CCCN(C)CCC1C=CC(=C(C=1)OC)OC)C(C)C)OC

Computed Properties

  • Exact Mass: 490.26000
  • Monoisotopic Mass: 490.2598354g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 34
  • Rotatable Bond Count: 13
  • Complexity: 579
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • XLogP3: Not determined
  • Topological Polar Surface Area: 88.4

Experimental Properties

  • Solubility: H2O: >30?mg/mL
  • PSA: 63.95000
  • LogP: 5.89508

(S)-Verapamil hydrochloride Security Information

  • Hazardous Material transportation number：UN 2811 6.1/PG 3
  • WGK Germany：3
  • Hazard Category Code： 25
  • Safety Instruction： 45
  • Hazardous Material Identification： T

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(S)-Verapamil hydrochloride Suppliers

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(CAS:36622-28-3)(S)-Verapamil hydrochloride
Order Number:A823312
Stock Status:in Stock
Quantity:5mg/10mg/100mg
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:10
Price ($):225.0/342.0/1530.0

(S)-Verapamil hydrochloride Related Literature

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Additional information on (S)-Verapamil hydrochloride

Comprehensive Overview of (S)-Verapamil Hydrochloride (CAS No. 36622-28-3): Mechanism, Applications, and Research Insights

(S)-Verapamil hydrochloride (CAS No. 36622-28-3) is a stereoisomer of the well-known calcium channel blocker verapamil, distinguished by its chiral specificity and enhanced pharmacological profile. As a phenylalkylamine derivative, it selectively inhibits L-type calcium channels, making it a critical tool in cardiovascular research and therapeutic development. The (S)-enantiomer exhibits superior binding affinity compared to its (R)-counterpart, which has spurred interest in its use for precision medicine.

Recent studies highlight the growing demand for enantiopure pharmaceuticals, driven by the need to minimize off-target effects and improve drug efficacy. (S)-Verapamil hydrochloride exemplifies this trend, with researchers exploring its potential in drug-resistant cancer therapy due to its ability to inhibit P-glycoprotein (P-gp), a key player in multidrug resistance. This aligns with current searches for "how to overcome chemotherapy resistance" and "targeted cancer treatments," reflecting its relevance in oncology.

Beyond oncology, (S)-Verapamil hydrochloride is investigated for neuroprotective applications. Its calcium channel modulation may mitigate neurodegenerative conditions like Alzheimer’s, a topic frequently queried as "calcium blockers and brain health." Additionally, its role in autophagy regulation has attracted attention in metabolic disease research, addressing popular queries such as "autophagy and diabetes management."

From a synthetic chemistry perspective, the production of (S)-Verapamil hydrochloride involves asymmetric synthesis or chiral resolution, techniques often searched under "chiral drug synthesis methods." Its high purity standards (≥98% HPLC) ensure reproducibility in preclinical studies, meeting the stringent requirements of regulatory bodies like the FDA and EMA.

In the context of personalized medicine, the compound’s stereospecificity underscores the shift toward patient-tailored therapies. Searches for "precision medicine examples" and "enantiomer-specific drugs" highlight this paradigm, positioning (S)-Verapamil hydrochloride as a model compound. Its pharmacokinetics, including CYP3A4 metabolism, also make it a subject in "drug-drug interaction studies," a trending topic in pharmacogenomics.

Ongoing clinical trials are evaluating (S)-Verapamil hydrochloride in novel formulations, such as nanoparticle delivery systems, to enhance bioavailability—a response to frequent searches like "improving drug absorption nanotechnology." This innovation aligns with the broader pharmaceutical industry’s focus on advanced drug delivery solutions.

In summary, (S)-Verapamil hydrochloride (CAS No. 36622-28-3) represents a multifaceted compound bridging cardiovascular science, oncology, and neurology. Its stereochemical purity and mechanistic versatility make it indispensable for both therapeutic development and academic research, addressing contemporary health challenges and fueling scientific curiosity.

36622-28-3 ((S)-Verapamil hydrochloride) Related Products

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Amadis Chemical Company Limited
(CAS:36622-28-3)(S)-Verapamil hydrochloride
A823312
Purity:99%/99%/99%
Quantity:5mg/10mg/100mg
Price ($):225.0/342.0/1530.0
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