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Cinchonine

Product Name
Cinchonine
CAS No.
118-10-5
Chemical Name
Cinchonine
Synonyms
Cinchonin;(S)-quinolin-4-yl((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol;D-CINCHONINE;NSC 6176;LA40221);CINCHONINE;Xin Kening;Xin Kenning;Cinchoninne;(+)-cinconine
CBNumber
CB0244972
Molecular Formula
C19H22N2O
Formula Weight
294.39
MOL File
118-10-5.mol
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Cinchonine Property

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)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

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.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHL80963
Product name
(+)-Cinchonine
Purity
phyproof? Reference Substance
Packaging
100MG
Price
$262
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02506
Product name
(+)-Cinchonine
Purity
for resolution of racemates for synthesis
Packaging
25g
Price
$80
Updated
2024/03/01
Sigma-Aldrich
Product number
8.02506
Product name
(+)-Cinchonine
Purity
for resolution of racemates for synthesis
Packaging
100g
Price
$237
Updated
2024/03/01
Sigma-Aldrich
Product number
27370
Product name
Cinchonine
Purity
crystallized, ≥98.0% (NT)
Packaging
25g
Price
$62.9
Updated
2024/03/01
Sigma-Aldrich
Product number
19431
Product name
(+)-Cinchonine
Purity
analytical standard
Packaging
50mg
Price
$443
Updated
2022/05/15
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Cinchonine Chemical Properties,Usage,Production

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 Preparation Products And Raw materials

Raw materials

Preparation Products

(S)-(-)-1,2,3,4-Tetrahedro-naphthoic acid QUININE SULFATE
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Cinchonine Suppliers

Americas 1 Belgium 4 Canada 1 China 291 Europe 2 France 2 Germany 8 India 21 Japan 6 Poland 1 Slovakia 1 South Korea 1 Switzerland 3 United Kingdom 16 United States 49 Global 407
Shanghai Uteam Biotechnology Co., Ltd.
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View Lastest Price from Cinchonine manufacturers

Hebei Guanlang Biotechnology Co., Ltd.
Product
Cinchonine 118-10-5
Price
US $10.00/PCS
Min. Order
1KG
Purity
99%
Supply Ability
100 mt
Release date
2021-05-19
Hebei Duling International Trade Co. LTD
Product
Cinchonine 118-10-5
Price
US $58.00-10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20MT
Release date
2024-05-27
Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Cinchonine 118-10-5
Price
US $15.00/kg
Min. Order
1kg
Purity
99.912%
Supply Ability
10ton
Release date
2024-04-25

118-10-5, CinchonineRelated Search:

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

  • (+)-cinconine
  • (8r,9s)-cinchonine
  • (9s)-cinchonan-9-o
  • (9S)-Cinchonan-9-ol
  • D-CINCHONINE
  • (+)-CINCHONINE
  • CINCHONINE
  • CINCHONAN-9-OL,(9S)-
  • Cinchonine, 98+%
  • Cinchonine dihydrate monohydrochloride
  • Cinchonine Solution [for spray]
  • (9S)-Cinconan-9-ol
  • Cinchonin
  • Cinchonine,99%
  • (+)-Cinchonine, 98+%, cont. up to 3% quinidine/dihydroquinidine and 3% quinine/dihydroquinine
  • Cinchonine ,98.5%
  • (5-Ethenyl-1-azabicyclo[2.2.2]oct-2-yl)(quinolin-4-yl)methanol
  • 4-[(5-Ethenyl-1-azabicyclo[2.2.2]oct-2-yl)hydroxymethyl]quinoline
  • (S)-{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)Methanol
  • Cinchonine, 99% 100GR
  • Cinchonine, 99% 25GR
  • (+)-Cinchonine, cont. up to 3% quinidine/dihydroquinidine and 3% quinine/dihydroquinine
  • Cinchonine, synthesis grade
  • NSC 6176
  • (+)-CINCHONINE FOR RESOLUTION OF RACEMAT
  • (1S)-Quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)Methanol
  • Cinchonine (Synonyms: (8R,9S)-Cinchonine
  • LA40221)
  • [5-ethenyl-4-(2-quinolinyl)-1-azabicyclo[2.2.2]octan-2-yl]methanol
  • Cinchonine(LA40221)
  • Cinchonine ((8R,9S)-Cinchonine
  • Xin Kenning
  • alpha-(5-vinyl-2-quinolyl)-2-quinuclidinemethano
  • alpha-4-quinolyl-5-vinyl-2-quinuclidinemethano
  • Cinchonine monohydrochloride dihydrate
  • CINCHONINE FREE BASE
  • CINCHONINE, CRYSTALLIZED
  • CINCHONINE PURE
  • (+)-Quinolin-4-yl(5-vinylquinuclidin-2-yl)Methanol
  • Cinchonine (8CI)
  • Cinchonine (base and/or unspecified salts)
  • 4-Quinolyl(5-vinyl-1-azabicyclo[2.2.2]oct-2-yl)methanol
  • CINCHONINE:CINCHONAN-9-OL,(9S)-,
  • (+)-Cinchonine, 98+%, cont. up to 3% quinidine/dihydroquinidine and 3% quinine/dihydroquinidine
  • CINCHONINE(P)
  • CINCHONINE(RG)
  • homocinchonidine
  • homoquinidine
  • Cinchonine , 98.0%(T)
  • -Quinolin-4-yl(5-vinylquinuclidin-2-yl)
  • (S)-quinolin-4-yl((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
  • Xin Kening
  • Cinchonine &gt
  • (S)-Quinolin-4-yl((1S,2R,4S,5S)-5-vinylquinuclidin-2-yl)methanol
  • Quinidine EP Impurity B
  • 4-QUINOLYL(5-VINYL-1-AZABICYCLO[2.2.2]OCT-2-YL)MET
  • Cinchonine USP/EP/BP
  • [(5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol