Cinchonine Chemical Properties

Melting point:

260-263 °C

alpha 

224 º (c=0.5, alcohol)

Boiling point:

436.16°C (rough estimate)

Density 

1.0863 (rough estimate)

vapor pressure 

0Pa at 25℃

refractive index 

223 ° (C=0.5, EtOH)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

0.25g/l

form 

Micro-Crystalline Powder

pka

5.85, 9.92(at 25℃)

color 

White to light beige

PH

9.0 (0.25g/l, H2O, 20℃)(as aqueous solution)

optical activity

[α]23/D +228°, c = 0.5 in ethanol

Water Solubility 

Insoluble

Sensitive 

Light Sensitive

Merck 

14,2287

BRN 

89689

Stability:

Stable, but may be light sensitive. Incompatible with strong oxidizing agents.

InChIKey

KMPWYEUPVWOPIM-QHQSXHFQSA-N

LogP

2.82 at 25℃

CAS DataBase Reference

118-10-5(CAS DataBase Reference)

NIST Chemistry Reference

Cinchonine(118-10-5)

EPA Substance Registry System

Cinchonan-9-ol, (9S)- (118-10-5)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/22-20/21/22

Safety Statements 

26-36-36/37

RIDADR 

1544

WGK Germany 

3

RTECS 

GD3500000

F 

8-34

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29339900

Toxicity

LD50 i.p. in rats: 152 mg/kg (Johnson, Poe)

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Cinchonine Usage And Synthesis

Description

Cinchonine is a cinchona alkaloid generally found in the bark of Cinchona officinalis plants. It is a pseudoenantiomer that is commonly employed in malaria therapy. Cinchonine is also used as an organocatalyst in many asymmetric reactions. It is a stereoisomer and pseudo-enantiomer of cinchonidine. It is structurally similar to quinine, an antimalarial drug.

Chemical Properties

white to light yellow crystal powde

Uses

cardiotonic

Uses

Stereomeric with Cinchonidine (C441925). Antimalarial.

Uses

Cinchonine occurs in most varieties of cinchonabark (Cinchona micrantha and Rubiaceae).It is used as an antimalarial agent.

Definition

ChEBI: Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (S configuration). It occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis.

Health Hazard

The toxic effects from high doses of cinchonineinclude tinnitus, vomiting, diarrhea, andfever. The toxic effects noted in rats were excitement, change in motor activity, andconvulsions. An intraperitoneal LD50 valuein rats is 152 mg/kg.

Flammability and Explosibility

Non flammable

Purification Methods

Crystallise cinchonine from EtOH or diethyl ether. For the N-benzylcinchoninium chloride see above entry in this section. [Rabe Justus Liebigs Ann Chem 365 366, 371 1909, Beilstein 23 III/IV 2819, 2832.]

Cinchonine(118-10-5)Related Product Information

• Methanol
• N-Vinyl-2-pyrrolidone
• 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE
• Triethoxyvinylsilane
• VINYL PROPIONATE
• Quinine
• Vinyl acetate
• Vinylmagnesium bromide
• CINCHONINE HYDROCHLORIDE
• Cinchonidine
• CINCHONINE HYDROCHLORIDE
• CINCHONIDINE SULFATE
• Simvastatin ammonium salt
• Simvastatin
• Silicone rubber,methyl-vinyl
• Vinyl resin
• Vinyl ester resin
• CINCHONINE HEMISULFATE,CINCHONINE HEMISULFATE SALT,cinchonine sulphate,cinchonine,sulfate(2:1)(salt