The product is (R)-(+)-Verapamilic Acid, a chiral intermediate bearing a quaternary stereocenter at the C4 position of a 5-methylhexanoic acid backbone. The molecule features a cyano group (-CN) attached to the quaternary carbon, a 3,4-dimethoxyphenyl aromatic ring, and a terminal carboxylic acid functionality — structural motifs that collectively define its role in calcium channel blocker synthesis. The (R)-configuration at the quaternary carbon is the distinguishing feature that makes this single enantiomer particularly valuable, as it has been demonstrated to be a more potent inhibitor of calcium channels than its (S)-antipode. The presence of both an electron-rich dimethoxyphenyl ring and a nitrile group creates a distinctive electronic environment that influences both the compound‘s stability and its reactivity in downstream amide coupling and reduction steps.
(R)-(+)-Verapamilic Acid (systematic name: (4R)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexanoic acid) serves as the chiral gateway to the single-enantiomer phenylalkylamine calcium channel blocker verapamil. In pharmaceutical manufacturing, (R)-(+)-Verapamilic Acid is the key chiral intermediate that enables access to enantiomerically pure verapamil, as the racemic drug exhibits differential pharmacodynamics: the (R)-enantiomer is better at alleviating angina, while the (S)-enantiomer shows greater efficacy for cardiac arrhythmia and hypertension.
As a chiral building block, (R)-(+)-Verapamilic Acid features a quaternary carbon bearing a nitrile group, which is strategically positioned to undergo selective borane-mediated reduction of a tertiary amide in subsequent steps of the verapamil synthesis. The efficient resolution of verapamilic acid using α-methylbenzylamine yields (R)-(+)-Verapamilic Acid in 89–96% physical yield with 97–99% HPLC purity, demonstrating both scalability and stereochemical integrity at the quaternary carbon center. Beyond its role in cardiovascular drug synthesis, (R)-(+)-Verapamilic Acid is also employed in stereochemical mapping, small-molecule reactivity evaluation, and functional-fragment incorporation studies for metabolism-modeling research.
Product Parameters
Parameter
Specification
CAS Number
38175-99-4
Molecular Formula
C₁₆H₂₁NO₄
Molecular Weight
291.34 g/mol
Purity (HPLC)
≥97% (custom up to ≥98% upon request)
Appearance
White to off-white solid
Melting Point
42–49°C
Boiling Point
448.8 ± 45.0 °C (Predicted)
Density
1.126 ± 0.06 g/cm³ (Predicted)
Flash Point
225.2 °C
Refractive Index
1.515 (Predicted)
pKa
4.29 ± 0.10 (Predicted)
Solubility
Soluble in chloroform, dichloromethane (slightly), ethanol (slightly), methanol (slightly)
Stability
Hygroscopic — store under inert atmosphere
Storage Condition
Hygroscopic, refrigerated (2–8°C), under inert atmosphere, sealed
Why Cosperpharm?
Cosperpharm is your trusted partner for high-quality (R)-(+)-Verapamilic Acid and other chiral pharmaceutical intermediates. Here is why pharmaceutical researchers and manufacturers choose us for their chiral synthesis needs:
Enantiomeric excellence: We understand that chiral purity is non-negotiable for calcium channel blocker intermediates. Our (R)-(+)-Verapamilic Acid is consistently ≥97% HPLC purity with guaranteed (R)-enantiomeric excess, ensuring your downstream amide coupling, nitrile reduction, and final API steps are not compromised by incorrect stereochemistry.
Process-scale expertise: The resolution of verapamilic acid is demanding — controlled precipitation by acidification at 60–65°C, careful pH management. Our process chemistry team has successfully scaled this resolution to pilot plant volumes, delivering 89–96% physical yields with preserved stereochemical integrity at the quaternary carbon center.
Documentation readiness: We provide full documentation packages including Certificate of Analysis (COA) with chiral purity data, stability studies, and regulatory filing support. As a licensed exporter, we ensure smooth customs clearance worldwide.
Flexible volumes, responsive service: Whether you need 1g for route scouting or 1kg+ for early-stage clinical supply, Cosperpharm delivers. We understand R&D timelines and prioritize urgent inquiries without sacrificing quality.
Cost-effective without cutting corners: By integrating synthesis from readily available raw materials, we keep pricing competitive while maintaining rigorous quality standards.
Product Quality Assurance
Cosperpharm ensures uncompromising quality for (R)-(+)-Verapamilic Acid through a multi-layered quality management system:
1.Stringent analytical testing: Each batch undergoes HPLC purity analysis (≥97%), chiral purity verification (>98% ee), residual solvent testing, water content determination (Karl Fischer), and appearance inspection. Physical properties including melting point (42–49°C) are verified against reference standards.
2.Full traceability: From raw material procurement through resolution, crystallization, drying, and final packaging — every step is documented. Batch-specific COA includes all test results and reference to established acceptance criteria.
3.Stability commitment: Stability studies under ICH conditions (long-term storage at 2–8°C; accelerated conditions as applicable) are conducted regularly. Data packages are available to support regulatory submissions.
4.Documentation support: We provide comprehensive documentation including COA with chiral purity, stability summary, SDS, and DMF-ready regulatory packages upon request.
5.Customer-initiated audits: Qualified customers are welcome to audit our manufacturing and quality facilities. Contact our regulatory team to schedule.
Storage Conditions
Due to its hygroscopic nature, (R)-(+)-Verapamilic Acid must be stored sealed under an inert atmosphere (nitrogen or argon) in a tightly closed container. Store refrigerated at 2–8°C in a dry, well-ventilated location away from direct sunlight and sources of ignition. Protect from moisture — even brief exposure to humid air can affect product quality. Desiccated storage is strongly recommended for long-term stability.
Contact Us
Ready to source high-quality (R)-(+)-Verapamilic Acid for your verapamil API development or chiral chemistry research? Contact Cosperpharm today.
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