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Nicergoline

CAT: 0804-HY-B0702-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0702-01Size:5 mg
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Description
Nicergoline, an ergoline derivative ester of bromonicotinic acid, is a potent, selective and orally active antagonist of α1A-adrenoceptor. Nicergoline has vasodilator effects. Nicergoline also has ameliorative effects on cognitive function in mouse models of Alzheimer's disease[1][2].
CAS Number
27848-84-6
UNSPSC
12352005
Hazard Statement
H302
Target
Adrenergic Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/nicergoline.html
Concentration
10mM
Purity
99.31
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
CO[C@@]([C@@]1([H])C2)(C[C@@H](COC(C3=CN=CC(Br)=C3)=O)CN1C)C4=C5C2=CN(C)C5=CC=C4
Molecular Formula
C24H26BrN3O3
Molecular Weight
484.39
Precautions
H302
References & Citations
[1]Alvarez-Guerra, M., N. Bertholom, and R.P. Garay, Selective blockade by nicergoline of vascular responses elicited by stimulation of alpha 1A-adrenoceptor subtype in the rat. Fundam Clin Pharmacol, 1999. 13 (1) : p. 50-8.|[2]Zang G, et, al. Ameliorative effect of nicergoline on cognitive function through the PI3K/AKT signaling pathway in mouse models of Alzheimer's disease. Mol Med Rep. 2018 May;17 (5) :7293-7300.|[3]Mizuno T, et, al. Protective effects of nicergoline against neuronal cell death induced by activated microglia and astrocytes. Brain Res. 2005 Dec 20;1066 (1-2) :78-85.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
α adrenergic receptor

Chemical Information

Nicergoline

Nicergoline is an organonitrogen heterocyclic compound and an organic heterotetracyclic compound.

CAS Number27848-84-6
PubChem CID34040
IUPAC Name[(6aR,9R,10aS)-10a-methoxy-4,7-dimethyl-6a,8,9,10-tetrahydro-6H-indolo[4,3-fg]quinolin-9-yl]methyl 5-bromopyridine-3-carboxylate
Molecular FormulaC24H26BrN3O3
Molecular Weight484.4
XLogP3.2
Topological Polar Surface Area56.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Heavy Atom Count31
Formal Charge0
Complexity680
SMILES
CN1C[C@@H](C[C@]2([C@H]1CC3=CN(C4=CC=CC2=C34)C)OC)COC(=O)C5=CC(=CN=C5)Br
InChI
InChI=1S/C24H26BrN3O3/c1-27-13-17-8-21-24(30-3,19-5-4-6-20(27)22(17)19)9-15(12-28(21)2)14-31-23(29)16-7-18(25)11-26-10-16/h4-7,10-11,13,15,21H,8-9,12,14H2,1-3H3/t15-,21-,24+/m1/s1
InChIKey
YSEXMKHXIOCEJA-FVFQAYNVSA-N
Chemical Structure
2D Structure
2D structure of Nicergoline
CAS: 27848-84-6
CID: 34040
Formula: C24H26BrN3O3
MW: 484.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight484.4
XLogP33.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass483.11575
Monoisotopic Mass483.11575
Topological Polar Surface Area56.6 Ų
Heavy Atom Count31
Formal Charge0
Complexity680
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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