McN5691

SKU: orb1709166

Description

McN5691 (RWJ26240) is an antihypertensive agent that functions as a voltage-dependent calcium channel blocker. It is a useful research tool for investigating vascular smooth muscle function and related pathologies, with applications in both in vitro pharmacological assays and in vivo models of hypertension.

Research Area

Metabolism Research, Pharmacology & Drug Discovery

Key Properties

• CAS Number: 99254-95-2
• MW: 457.6
• Purity: 99.38%
• Formula: C₃₀H₃₅NO₃
• SMILES: C(#CC1=CC=C(OC)C=C1CCC(N(C)CCC2=CC=C(OC)C(OC)=C2)C)C=3C=CC=CC3
• Target: Calcium Channel

Bioactivity

• In Vivo:
  McN5691 is extensively metabolized in dogs. In 0-24 hour urine and 0-48 hour fecal extracts, the levels of unchanged McN5691 were less than 0.1% and 19% of the dose, respectively, while in 4-hour plasma, the level of unchanged McN5691 was 36% of the sample . In the McN5691 (McN-5691) study, vascular resistance tended to be higher in spontaneously hypertensive rats (SHR) than in Wistar-Kyoto (WKY), but the difference was only statistically significant in the cerebellum and midbrain . Researchers investigated the excretion and metabolism of the 2-ethynylphenylalkylamine analog, the antihypertensive drug McN5691 (RWJ-26240), in beagles. Within 7 days of oral administration of 14C-McN5691, 96.8% and 2.8% of the radioactive dose was excreted in the feces and urine, respectively. After 7 days of oral administration of 14C-McN5691, 96.8% and 2.8% of the dose was recovered in the feces and urine, respectively. More than 87% of the dose was excreted in the feces within 48 hours.
• In Vitro:
  McN5691 has a complete high-affinity inhibition (Kd=39.5 nM) of specific diltiazem binding to benzothiazepine receptors on voltage-sensitive calcium channels in skeletal muscle microsomal membranes. In contrast to diltiazem, McN5691 inhibited specific dihydropyridine receptor binding, but this effect was biphasic, with both high-affinity (Kd=4.7 nM) and low-affinity (Kd=919.8 nM) components.McN5691 inhibited norepinephrine (NE)-induced constriction (10 μM) and calcium uptake (1 and 10 μM), and caused 1 μM NE contraction of rabbit thoracic aortic rings to produce concentration-dependent relaxation (EC50=159 μM) . McN5691 (1 and 10 μM) prevented 60 mM KCl-induced contraction and calcium uptake and produced concentration-dependent relaxation (EC50=190 μM) in aortic rings contracted with 30 mM KCl. At concentrations of 10 μM or less, McN5691 (McN-5691) had no effect on basal tension or calcium uptake (45Ca) in isolated rings of rabbit thoracic aorta.

Storage & Handling

• Storage: Pure form: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

McN5691, McN-5691, MCN 5691, Calcium channel, Calcium Channel, CalciumChannel, RWJ 26240, RWJ26240, RWJ-26240

Compound Identifiers

PubChem CID

127269