ChemicalBook >> CAS DataBase List >>(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride

(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride

CAS No.
52211-63-9
Chemical Name:
(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride
Synonyms
PerMiran;Quinicine;quinotoxin;Chinotoxin;ViquidilHCl;Viquidilhydrochloride;Chinicine Hydrochloride;Quinotoxine Hydrochloride;Quinine Impurity 4 Hydrochloride;(3R,4R)-4-[3-Oxo-3-(6-Methoxyquinolin-4-yl)propyl]-3-vinylpiperidine Hydrochloride
CBNumber:
CB4915542
Molecular Formula:
C20H25ClN2O2
Molecular Weight:
360.8777
MDL Number:
MOL File:
52211-63-9.mol
Last updated:2023-09-04 15:51:00

(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride Properties

Melting point 184 ±4°
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility DMSO (Slightly), Water (Slightly, Sonicated)
form Solid
color Pale Yellow to Yellow
Water Solubility Water: 15 mg/mL (41.57 mM)
Stability Very Hygroscopic
FDA UNII U6FXT2V136

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H312-H332-H302
Precautionary statements  P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501-P264-P270-P301+P312-P330-P501

(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC Q753500 QuinotoxineHydrochloride 52211-63-9 500mg $1355 2021-12-16 Buy
American Custom Chemicals Corporation CCH0039226 QUINICINE HYDROCHLORIDE 95.00% 52211-63-9 5MG $496.44 2021-12-16 Buy
Product number Packaging Price Buy
Q753500 500mg $1355 Buy
CCH0039226 5MG $496.44 Buy

(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride Chemical Properties,Uses,Production

Description

Although this alkaloid from the bark of Cinchona species was first isolated by Howard in 1871, it had earlier been prepared by Pasteur by heating the acid sulphate of quinine and Hesse subsequently prepared it in a similar manner from quinidine. The identity of the alkaloid with quinotoxine, formed by heating quinine in H20 or dilute AcOH was proved by von Miller and his co-workers. The base forms a bitter, yellow varnish having [α]D + 38.6° (CHCI 3 ) and is normally purified through the oxalate nonahydrate which has m.p. 166-7°C;[α]20D + 24°. The alkaloid yields crystalline salts, the hydrochloride forming colourless leaflets, m.p. l80-2°C; [α]]13.7D + 16 26° (H20); the oxime, m.p. l12-6°C; dipicrolonate, m.p. 210°C; the (+)-tropate monohydrate, m.p. l12-3°C or l16-8°C (dry). The p-bromophenylhydrazone forms yellow crystals, m.p. 141°C. Both the N-methyl and N-ethyl derivatives are yellow oils, the former yielding a hydrochloride monohydrate, m.p. l53-5°C; [α]23D + 16.6° (H20) and the latter the corresponding hydrochloride, m.p. 202-4°C; [α]23D + 68.1 ° (H20). The N-benzoyl derivative crystallizes from C6H6 or MeOH with m.p. l13-4°C; [α]22D + 36° (c 2.0, EtOH).
According to de Caro, the minimum lethal dose for white rats is 0.32 gm/kilo compared with 1.25 gm/kilo for quinine and, although it has no anti-malarial action, the alkaloid appears to be less toxic than formerly supposed.

Uses

An isomer of quinine; occurs naturally as the d-form. Present in small quantities in cinchona barks. Vasodilator (cerebral).

Uses

An isomer of quinine; occurs naturally as the d-form. Present in small quantities in cinchona barks. Vasodilator (cerebral).

References

Pasteur.,Jahresb., 473 (1853)
Howard.,f. Chem. Soc., 24, 6! (! 871)
Howard., ibid, 25, 101 (1872)
Hesse., Annalen, 178, 244 (1875)
von Miller, Rohde, Fussenegger., Ber., 33,3228 (1900)
Heidelberger, Jacobs.,J. Amer. Chem. Soc., 41,832 (1919)
Heidelberger, Jacobs., ibid, 44, 1093 (1922)
Frankel, Diamant., Ber., 58,554 (1925)
Prostenik, Prelog., Helv. Chim. Acta, 26, 1965 (1943)
Toxicology :
de Caro., Arch. expo Path. Pharm., 164,314 (1932)

(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride Suppliers

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(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride Spectrum

52211-63-9((3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride)Related Search:

(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride ViquidilHCl Viquidilhydrochloride Quinicine quinotoxin Quinotoxine Hydrochloride (3R,4R)-4-[3-Oxo-3-(6-Methoxyquinolin-4-yl)propyl]-3-vinylpiperidine Hydrochloride (3R-cis)-3-(3-Ethenyl-4-piperidinyl)-1-(6-Methoxy-4- quinolinyl)-1-propanone Hydrochloride 3-[(3R,4R)-3-Ethenyl-4-piperidinyl]-1-(6-Methoxy-4-quinolinyl)-1-propanone Hydrochloride Chinicine Hydrochloride Chinotoxin PerMiran Viquidil,cerebral,blood,Quinotoxine,Viquidil hydrochloride,Inhibitor,antithrombotic,inhibit,flow Quinine Impurity 4 Hydrochloride 52211-63-9 C20N24N2O2 Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals