(+)-Niguldipine hydrochloride  (Synonyms: (S)-Niguldipine hydrochloride)

(+)-Niguldipine hydrochloride is a 1,4-DHP receptor ligand associated with L-type Ca²⁺ channels (with K_i values of 85 pmol/L in guinea pig skeletal muscle, 140 pmol/L in brain, and 45 pmol/L in heart) as well as an α₁-adrenergic receptor ligand (with a K_i value of 78 nmol/L). (+)-Niguldipine hydrochloride shows much higher binding selectivity for α_1α-adrenergic receptors than for α_1B-adrenergic receptors. (+)-Niguldipine hydrochloride can be used in studies related to hypertension^[1][2].

(+)-Niguldipine binds with high and roughly comparable affinity to the 1,4-dihydropyridine receptors associated with L-type Ca²⁺ channels in the cell membranes of guinea pig skeletal muscle (K_i = 85 pmol/L), brain (K_i = 140 pmol/L) and heart (K_i = 45 pmol/L), and is approximately 40 times more potent than its (-)-enantiomer^[1].
(+)-Niguldipine (8-19 different concentrations; 45 min) binds to α₁-adrenergic receptors in rat liver cell membranes, with a K_i value of 78 nmol/L, and its potency is comparable to that of its (-)-enantiomer^[1].
(+)-Niguldipine (8-19 different concentrations; 45-60 min) binds highly selectively to α₁A-adrenergic receptors in rat cerebral cortex cell membranes (relative to α₁B-adrenergic receptors), with a selectivity index of 617 against [³H]prazosin and 230 against [¹²⁵I]HEAT; when using [³H]prazosin, its K_h = 52 pmol/l, and it is over 40 times more potent at the α₁A subtype than its (-)-enantiomer^[1].
(+)-Niguldipine (variable dose; 20 min incubation) displaces the specific binding of [³H]prazosin to rabbit ventricular myocardial membrane fractions at 23.1% of the binding sites with high affinity (K_i = 64.6 pmol/L), while it exhibits low affinity (K_i = 7.08 nmol/L) for the remaining sites^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

646.17

C₃₆H₄₀ClN₃O₆

113145-69-0

Solid

Off-white to yellow

O=C(C1=C(C)NC(C)=C(C(OC)=O)[C@@H]1C2=CC=CC([N+]([O-])=O)=C2)OCCCN3CCC(C4=CC=CC=C4)(C5=CC=CC=C5)CC3.Cl

Room temperature in continental US; may vary elsewhere.

-20°C, sealed storage, away from moisture

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

• [1]. Boer R, et al. (+)-Niguldipine binds with very high affinity to Ca2+ channels and to a subtype of alpha 1-adrenoceptors. Eur J Pharmacol. 1989 May 11;172(2):131-45.  [Content Brief]

  [2]. Endoh M, et al. Effect of (+)-niguldipine on myocardial alpha 1-adrenoceptors in the rabbit. Eur J Pharmacol. 1992 Nov 17;223(2-3):143-51.  [Content Brief]