(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride
- Product Name
- (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
- Formula Weight
- 360.8777
- MOL File
- 52211-63-9.mol
(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride Property
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H332Harmful if inhaled
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P322Specific measures (see …on this label).
P330Rinse mouth.
P363Wash contaminated clothing before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- Q753500
- Product name
- QuinotoxineHydrochloride
- Packaging
- 500mg
- Price
- $1355
- Updated
- 2021/12/16
- Product number
- CCH0039226
- Product name
- QUINICINE HYDROCHLORIDE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $496.44
- Updated
- 2021/12/16
(3R-cis)-1-(6-methoxy-4-quinolyl)-3-(3-vinyl-4-piperidyl)propan-1-one monohydrochloride Chemical Properties,Usage,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).
in vivo
Viquidil hydrochloride (Quinotoxine hydrochloride) increases the cerebral blood flow in the rabbit considerably[3].
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
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