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viquidil

CAS No.
84-55-9
Chemical Name:
viquidil
Synonyms
101225;LM 192;LM-192;viquidil;Chinicine;Quinotoxol;Viquidilum;Quinotoxine;-3-((3R,4R);d-quinotoxine
CBNumber:
CB6917717
Molecular Formula:
C20H24N2O2
Molecular Weight:
324.42
MDL Number:
MFCD24682725
MOL File:
84-55-9.mol
MSDS File:
SDS
Last updated:2023-06-04 08:28:38

viquidil Properties

Melting point 60°C
Boiling point 462.75°C (rough estimate)
alpha D +43°
Density 1.1294 (rough estimate)
refractive index 1.6800 (estimate)
storage temp. Store at -20°C
solubility Chloroform (Slightly), DMSO (Slightly)
pka 10.13±0.10(Predicted)
form Solid
color White to Off-White
Stability Hygroscopic
FDA UNII 48T4S8667S

viquidil price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation PXT0004201 QUINICINE 95.00% 84-55-9 100MG $374.85 2021-12-16 Buy
Matrix Scientific 120718 1-(6-Methoxyquinolin-4-yl)-3-((3R,4R)-3-vinylpiperidin-4-yl)propan-1-one 97% 84-55-9 5g $1797 2021-12-16 Buy
Matrix Scientific 120718 1-(6-Methoxyquinolin-4-yl)-3-((3R,4R)-3-vinylpiperidin-4-yl)propan-1-one 97% 84-55-9 25g $3597 2021-12-16 Buy
Crysdot CD11047691 1-(6-Methoxyquinolin-4-yl)-3-((3R,4R)-3-vinylpiperidin-4-yl)propan-1-one 95+% 84-55-9 100mg $1092 2021-12-16 Buy
Alichem 84559 1-(6-Methoxyquinolin-4-yl)-3-((3R,4R)-3-vinylpiperidin-4-yl)propan-1-one 84-55-9 100mg $1100 2021-12-16 Buy
Product number Packaging Price Buy
PXT0004201 100MG $374.85 Buy
120718 5g $1797 Buy
120718 25g $3597 Buy
CD11047691 100mg $1092 Buy
84559 100mg $1100 Buy

viquidil Chemical Properties,Uses,Production

Originator

Desclidium,Spret ,France,1972

Uses

1-(6-Methoxyquinolin-4-yl)-3-((3R,4R)-3-vinylpiperidin-4-yl)propan-1-one (CAS# 84-55-9) is in intermediate in the synthesis of Quinotoxine Hydrochloride (Q753500), an isomer of quinine; occurs naturally as the d-form. Present in small quantities in cinchona barks. Vasodilator (cerebral).

Definition

ChEBI: Viquidil is a member of quinolines.

Manufacturing Process

2.70 g of N-benzoylhomomeroquinene ethyl ester (0.0086 mol) are mixed with 4.0 g of ethyl quininate (0.0173 mol = 100% excess). 1.4 g of absolutely dry pulverulent sodium ethoxide (0.0207 mol -140% excess, based on N- benzoylhomomeroquinene ethyl ester) is added, and the reaction mixture is heated to about 80°C with continuous stirring. As the ethyl quininate melts, and the materials become thoroughly mixed, the initial yellow color changes to brown and then gradually to deep red. The reaction mixture is maintained at about 82°C for fourteen hours with continuous stirring. It is then cooled, and the resulting very hard, dark red mass is decomposed with ice water and benzene. The (not entirely clear) combined aqueous layers are extracted with a small amount of ether. The clear, deep red, aqueous layer is then made just acid to litmus. The precipitated oil is taken up in ether. Evaporation of solvent, finally in vacuo, gives 2.56 g of a red glass. The combined benzene and ether extracts from above, containing largely neutral material, are extracted with 10% aqueous sodium hydroxide. The alkaline extract is made just acid to litmus, and extraction with ether followed by removal of solvent gives a further small quantity of β-ketoester, 0.16 g.
Total weight of N-benzoylquinotoxine carboxylic acid ethyl ester thus obtained was 2.72 g, equivalent to 63.4% of the theoretical.
2.72 g of N-benzoylquinotoxine carboxylic acid ethyl ester are dissolved in 30 cc of 1:1 aqueous hydrochloric acid (from 15 cc concentrated hydrochloric acid and 15 cc water). The clear, reddish-orange solution is then boiled under reflux for four hours. The very dark reddish-brown solution is extracted with ether (from this extract 0.50 g of benzoic acid is obtained on evaporation). The aqueous solution is then made strongly alkaline and extracted with ether. 0.23 g of ether-insoluble interface material is dissolved in benzene and set aside. Removal of solvent from the above ether extract gives 1.39 g of crude quinotoxine as a dark red viscous oil.

Therapeutic Function

Vasodilator, Antiarrhythmic

130-95-0
84-55-9
Synthesis of viquidil from Quinine

viquidil Preparation Products And Raw materials

Raw materials

Preparation Products

viquidil Suppliers

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1-(6-Methoxyquinolin-4-yl) -3-((3R,4R) -3-vinylpiperidin-4-yl) viquidil 1-(6-Methoxy-4-quinolyl)-3-[(3R,4R)-3-vinyl-4-piperidinyl]-1-propanone Chinicine Quinotoxine Quinotoxol 1-(6-methoxy-4-quinolyl)-3-[(3R,4R)-3-vinyl-4-piperidyl]propan-1-one 3-[(3R,4R)-3-ethenylpiperidin-4-yl]-1-(6-methoxyquinolin-4-yl)propan-1-one d-quinotoxine 1-(6-Methoxyquinolin-4-yl)-3-((3R,4R)-3-vinylpiperidin-4-yl)propan-1-one 1-Propanone,3-[(3R,4R)-3-ethenyl-4-piperidinyl]-1-(6-Methoxy-4-quinolinyl)- 101225 Quinicine Hemi-Oxalate Quinicine Sulfate LM 192 LM-192 Viquidilum Quinine Impurity 4 84-55-9