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N7510

Sigma-Aldrich

Nicardipine hydrochloride

powder, ≥98%

Synonym(s):

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid methyl 2-[methyl(phenylmethyl)amino]ethyl ester hydrochloride, YC-93

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About This Item

Empirical Formula (Hill Notation):
C26H29N3O6 · HCl
CAS Number:
54527-84-3
Molecular Weight:
515.99
EC Number:
259-198-4
MDL number:
MFCD00057327
UNSPSC Code:
12352200
PubChem Substance ID:
24277856
NACRES:
NA.77

Quality Level

100

Assay

≥98%

form

powder

color

yellow

solubility

DMSO: ~1 mg/mL
0.1 M NaOH: insoluble
H2O: slightly soluble
methanol: soluble

originator

EKR Therapeutics

storage temp.

2-8°C

SMILES string

Cl[H].COC(=O)C1=C(C)NC(C)=C(C1c2cccc(c2)[N+]([O-])=O)C(=O)OCCN(C)Cc3ccccc3

InChI

1S/C26H29N3O6.ClH/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;1H

InChI key

AIKVCUNQWYTVTO-UHFFFAOYSA-N

Gene Information

human ... CACNA1C(775) , CACNA1D(776) , CACNA1F(778) , CACNA1S(779)

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Biochem/physiol Actions

Blocks L-type voltage-dependent calcium channels; antihypertensive.

Features and Benefits

This compound was developed by EKR Therapeutics. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Prasanna P K M Gamage et al.
Journal of cellular and molecular medicine, 22(10), 5160-5164 (2018-07-27)
Ageing is associated with impaired neuromuscular function of the terminal gastrointestinal (GI) tract, which can result in chronic constipation, faecal impaction and incontinence. Interstitial cells of cajal (ICC) play an important role in regulation of intestinal smooth muscle contraction. However
S Thellung et al.
Neurobiology of disease, 7(4), 299-309 (2000-08-31)
Prion diseases are neurodegenerative pathologies characterized by the accumulation, in the brain, of altered forms of the prion protein (PrP), named PrP(Sc). A synthetic peptide homologous to residues 106-126 of PrP (PrP106-126) was reported to maintain the neurodegenerative characteristics of
I Japelj et al.
European journal of pharmacology, 369(1), 43-47 (1999-04-16)
The qualitative and quantitative effects of the (+)-S and (-)-R enantiomers and of the racemic mixture of the Ca2+ channel antagonist, nicardipine, were compared on the isolated porcine coronary artery with intact and removed endothelium. All three forms of nicardipine
E M Fitzgerald
The Journal of physiology, 527 Pt 3, 433-444 (2000-09-16)
The small G-protein Ras, a critical component in the signalling pathways regulating cell growth, is involved in the tonic upregulation of voltage-dependent calcium channels (VDCCs) in rat sensory neurones. To investigate which downstream effector(s) of Ras is involved in this
T Matsuda et al.
General pharmacology, 33(2), 115-125 (1999-08-26)
The effects of nicardipine and bupivacaine on early afterdepolarizations (EADs) were investigated in rabbit sinoatrial (SA) nodes using the conventional microelectrode technique. In a nominally Ca2+ -free, Mg2+ -free solution, addition of 0.5 mM Sr2+ produced EADs following prolongation of
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