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N135

S(+)-Niguldipine hydrochloride

solid

Synonym(s):

S(+)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-(4,4-diphenyl-1-piperidinyl)-propyl methyl ester hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C36H39N3O6 · HCl
CAS Number:
113165-32-5
Molecular Weight:
646.17
UNSPSC Code:
12352200
PubChem Substance ID:
24897482
MDL number:
MFCD00873564
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form

solid

optical activity

[α]22/D +14.62°, c = 0.13 in methanol(lit.)

color

yellow

solubility

DMSO: 13 mg/mL, ethanol: 16 mg/mL, methanol: 8 mg/mL, H2O: insoluble, dilute aqueous acid: insoluble

storage temp.

−20°C

SMILES string

Cl.COC(=O)C1=C(C)NC(C)=C([C@H]1c2cccc(c2)[N+]([O-])=O)C(=O)OCCCN3CCC(CC3)(c4ccccc4)c5ccccc5

InChI

1S/C36H39N3O6.ClH/c1-25-31(34(40)44-3)33(27-12-10-17-30(24-27)39(42)43)32(26(2)37-25)35(41)45-23-11-20-38-21-18-36(19-22-38,28-13-6-4-7-14-28)29-15-8-5-9-16-29;/h4-10,12-17,24,33,37H,11,18-23H2,1-3H3;1H/t33-;/m0./s1

InChI key

MHOSUIMBPQVOEU-WAQYZQTGSA-N

Biochem/physiol Actions

α1A-adrenoceptor antagonist; antihypertensive agent; L-type Ca2+ channel blocker; potassium agonist that activates Ca2+-activated maxi K-channels.

Disclaimer

Photosensitive. This compound adsorbs strongly to plastic.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Cary Wu
Social science research, 91, 102449-102449 (2020-09-17)
This article examines how Americans' actual experience of gun victimization affects their trust in others and how this further connects to the widely-discussed association between gun crime and trust at the place level. Analyzing data from the U.S. General Social
U Klöckner et al.
Arzneimittel-Forschung, 39(1A), 120-126 (1989-01-01)
Calcium antagonists relax vascular smooth muscle cells (VSM) by decreasing Ca-influx and intracellular Ca-load. In isolated VSM, Ca-influx was measured as Ca-current by the voltage clamp technique applied to a patch of membrane (single-channel current) or to the whole cell
R Boer et al.
European journal of pharmacology, 172(2), 131-145 (1989-05-11)
The enantiomers of the 1,4-dihydropyridine (DHP) niguldipine (3-methyl-5-[3-(4,4-diphenyl-1-piperidinyl)-propyl]- 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-pyridine-3,5-dicarboxylate- hydrochloride) were investigated with respect to their interaction with 1,4-DHP receptors on L-type Ca2+ channels and alpha-adrenoceptors. The Ki values for niguldipine were dependent on the membrane protein concentrations in the