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(S) -Nicardipine

CAT: 0804-HY-12515B-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-12515B-01Size:5 mg
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Description
(S) -Nicardipine ((S) -YC-93 free base) is the less active S enantiomer of Nicardipine. Nicardipine is a calcium channel blocker with an IC50 of 1 μM for blocking cardiac calcium channels. Nicardipine acts as an agent for chronic stable angina and for controlling blood pressure[1].
CAS Number
76093-36-2
Product Name Alternative
(S) -YC-93 (free base)
UNSPSC
12352005
Target
Calcium Channel
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/s-nicardipine.html
Purity
99.73
Solubility
DMSO : 200 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C(C1=C(C)NC(C)=C(C(OCCN(C)CC2=CC=CC=C2)=O)[C@H]1C3=CC=CC([N+]([O-])=O)=C3)OC
Molecular Formula
C26H29N3O6
Molecular Weight
479.52
References & Citations
[1]Charnet P, et al. Electrophysiological analysis of the action of nifedipine and nicardipine on myocardial fibers. Fundam Clin Pharmacol. 1987;1 (6) :413-31.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

(S)-Nicardipine

(S)-nicardipine is the S-enantiomer of nicardipine. It has a role as an antihypertensive agent and a calcium channel blocker. It is an enantiomer of a (R)-nicardipine.

CAS Number76093-36-2
PubChem CID6604415
IUPAC Name5-O-[2-[benzyl(methyl)amino]ethyl] 3-O-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Molecular FormulaC26H29N3O6
Molecular Weight479.5
XLogP3.8
Topological Polar Surface Area114
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Heavy Atom Count35
Formal Charge0
Complexity856
SMILES
CC1=C([C@@H](C(=C(N1)C)C(=O)OCCN(C)CC2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OC
InChI
InChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3/t24-/m0/s1
InChIKey
ZBBHBTPTTSWHBA-DEOSSOPVSA-N
Chemical Structure
2D Structure
2D structure of (S)-Nicardipine
CAS: 76093-36-2
CID: 6604415
Formula: C26H29N3O6
MW: 479.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight479.5
XLogP33.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count10
Exact Mass479.20563565
Monoisotopic Mass479.20563565
Topological Polar Surface Area114 Ų
Heavy Atom Count35
Formal Charge0
Complexity856
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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