Quinine
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 318603

CAS#: 130-95-0

Description: Quinine is an optical isomer of Quinidine and an anti-malarial, skeletal, muscle relaxant.


Price and Availability

Size
Price

2g
USD 250
20g
USD 750
Size
Price

5g
USD 390
50g
USD 950
Size
Price

10g
USD 520

Quinine, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. Delivery time: overnight (USA/Canada); 3-5 days (worldwide). Shipping fee: from $30.00 (USA); from $45.00 (Canada); from $70.00 (international).


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 318603
Name: Quinine
CAS#: 130-95-0
Chemical Formula: C20H24N2O2
Exact Mass: 324.18378
Molecular Weight: 324.42
Elemental Analysis: C, 74.04; H, 7.46; N, 8.64; O, 9.86


Synonym: Quinine; Chinin; Chininum; 6'-Methoxycinchonidine; (8S,9R)-Quinine; Qualaquin; Odan Brand of Quinine Sulfate; Plough Brand of Quinine Sulfate; Prosana Brand of Quinine Bisulfate; Quinamm; Quinbisan; Quinbisul; Quindan;

IUPAC/Chemical Name: (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol

InChi Key: LOUPRKONTZGTKE-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3

SMILES Code: COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Roersch Van Der Hoogte A, Pieters T. Quinine, Malaria, and the Cinchona
Bureau: Marketing Practices and Knowledge Circulation in a Dutch Transoceanic
Cinchona-Quinine Enterprise (1920s-30s). J Hist Med Allied Sci. 2016
Apr;71(2):197-225. doi: 10.1093/jhmas/jrv009. Epub 2015 Jun 7. PubMed PMID:
26054829.

2: Rotella FM, Vig V, Olsson K, Pagirsky J, Aminov A, Kohen I, Bodnar RJ.
Baclofen differentially mediates fructose-conditioned flavor preference and
quinine-conditioned flavor avoidance in rats. Eur J Pharmacol. 2016 Mar
15;775:15-21. doi: 10.1016/j.ejphar.2016.02.015. Epub 2016 Feb 4. PubMed PMID:
26852956.

3: Mirijello A, Pacilli M, Pennacchia I, Manfrini A, Pacilli G. Giant "turtle-egg
tumors": a forgotten complication of quinine injections. Intern Emerg Med. 2016
Mar;11(2):269-71. doi: 10.1007/s11739-015-1275-8. Epub 2015 Jun 23. PubMed PMID:
26099280.

4: Saguil A, Lauters R. Quinine for Leg Cramps. Am Fam Physician. 2016 Feb
1;93(3):177-8. PubMed PMID: 26926610.

5: Falade OB, Falusi AG, Olaniyi AA, Ezeasor C, Kwasi DA, Babalola CP.
Significant Pharmacokinetic Interactions Between Quinine and
Ampicillin-Cloxacillin Combination. Drugs R D. 2016 Mar 28. [Epub ahead of print]
PubMed PMID: 27020278.

6: de Pablos-Martinez C, Porte L, Fraissinet F, Berry A, Séraissol P, Lavit M,
Chatelut E, Concordet D, Gandia P. Quinine unbound concentration is the best
marker for therapeutic drug monitoring. Ther Drug Monit. 2016 Mar 25. [Epub ahead
of print] PubMed PMID: 27019100.

7: Song T, Chen J, Huang L, Gan W, Yin H, Jiang J, He T, Huang H, Hu X. Should we
abandon quinine plus antibiotic for treating uncomplicated falciparum malaria? A
systematic review and meta-analysis of randomized controlled trials. Parasitol
Res. 2016 Mar;115(3):903-12. doi: 10.1007/s00436-015-4842-z. Epub 2015 Dec 14.
PubMed PMID: 26661109.

8: Adegbola AJ, Soyinka JO, Adeagbo BA, Igbinoba SI, Nathaniel TI. Alteration of
the Disposition of Quinine in Healthy Volunteers After Concurrent Ciprofloxacin
Administration. Am J Ther. 2016 Mar-Apr;23(2):e398-404. doi:
10.1097/MJT.0000000000000087. PubMed PMID: 25406952.

9: Burger RJ, van Eijk AM, Bussink M, Hill J, Ter Kuile FO. Artemisinin-Based
Combination Therapy Versus Quinine or Other Combinations for Treatment of
Uncomplicated Plasmodium falciparum Malaria in the Second and Third Trimester of
Pregnancy: A Systematic Review and Meta-Analysis. Open Forum Infect Dis. 2015 Nov
12;3(1):ofv170. doi: 10.1093/ofid/ofv170. eCollection 2016 Jan. Review. PubMed
PMID: 26788543; PubMed Central PMCID: PMC4716351.

10: Ianni F, Sardella R, Carotti A, Natalini B, Lindner W, Lämmerhofer M.
Quinine-Based Zwitterionic Chiral Stationary Phase as a Complementary Tool for
Peptide Analysis: Mobile Phase Effects on Enantio- and Stereoselectivity of
Underivatized Oligopeptides. Chirality. 2016 Jan;28(1):5-16. doi:
10.1002/chir.22541. Epub 2015 Oct 20. PubMed PMID: 26483276.

11: Zhang Y, Zhu Y, Zhao N, Wu J, Hu Y. Application of isothermal titration
calorimeter for screening bitterness-suppressing molecules of quinine. Food Chem.
2016 Jan 1;190:1007-12. doi: 10.1016/j.foodchem.2015.06.070. Epub 2015 Jun 22.
PubMed PMID: 26213068.

12: Kluska M, Marciniuk-Kluska A, Prukała D, Prukała W. Analytics of Quinine and
its Derivatives. Crit Rev Anal Chem. 2016;46(2):139-45. doi:
10.1080/10408347.2014.996700. PubMed PMID: 25831406.

13: Roszak K, Piasecka M, Katrusiak A, Kacprzak K. Double helix quinine-based
supergelator. Soft Matter. 2016 Feb 7;12(5):1368-73. doi: 10.1039/c5sm02723c.
Epub 2015 Dec 24. PubMed PMID: 26701368.

14: González Reyes AB, Hardisson de la Torre A, Gutiérrez Fernández AJ, Rubio
Armendáriz C, Frías Tejera I, Revert Gironés C. [CAFFEINE AND QUININE IN SOFT
DRINKS; CONTRIBUTION TO THE DIETARY INTAKE]. Nutr Hosp. 2015 Dec 1;32(6):2880-6.
doi: 10.3305/nh.2015.32.6.9714. Spanish. PubMed PMID: 26667747.

15: Babalonis S, Hampson AJ, Lofwall MR, Nuzzo PA, Walsh SL. Quinine as a
potential tracer for medication adherence: A pharmacokinetic and pharmacodynamic
assessment of quinine alone and in combination with oxycodone in humans. J Clin
Pharmacol. 2015 Dec;55(12):1332-43. doi: 10.1002/jcph.557. Epub 2015 Jul 29.
PubMed PMID: 26032168; PubMed Central PMCID: PMC4666817.

16: Liles NW, Page EE, Liles AL, Vesely SK, Raskob GE, George JN. Diversity and
severity of adverse reactions to quinine: A systematic review. Am J Hematol. 2016
Jan 28. doi: 10.1002/ajh.24314. [Epub ahead of print] PubMed PMID: 26822544.

17: Yang S, Shen LL, Kim YJ, Jeong JH. Effective and novel enantioselective
preparation of pyranopyrazoles and pyranocoumarins that is catalyzed by a
quinine-derived primary amine. Org Biomol Chem. 2016 Jan 14;14(2):623-30. doi:
10.1039/c5ob01656h. PubMed PMID: 26540619.

18: Wang SW, Yang SG, Liu W, Zhang YX, Xu PX, Wang T, Ling TJ, Liu RT.
Alpha-tocopherol quinine ameliorates spatial memory deficits by reducing
beta-amyloid oligomers, neuroinflammation and oxidative stress in transgenic mice
with Alzheimer's disease. Behav Brain Res. 2016 Jan 1;296:109-17. doi:
10.1016/j.bbr.2015.09.003. Epub 2015 Sep 7. PubMed PMID: 26358659.

19: Zhou D, Huang Z, Yu X, Wang Y, Li J, Wang W, Xie H. A Quinine-Squaramide
Catalyzed Enantioselective Aza-Friedel-Crafts Reaction of Cyclic Trifluoromethyl
Ketimines with Naphthols and Electron-Rich Phenols. Org Lett. 2015 Nov
20;17(22):5554-7. doi: 10.1021/acs.orglett.5b02668. Epub 2015 Nov 2. PubMed PMID:
26524623.

20: Rattanapunya S, Cressey TR, Rueangweerayut R, Tawon Y, Kongjam P,
Na-Bangchang K. Pharmacokinetic Interactions Between Quinine and
Lopinavir/Ritonavir in Healthy Thai Adults. Am J Trop Med Hyg. 2015
Dec;93(6):1383-90. doi: 10.4269/ajtmh.15-0453. Epub 2015 Sep 28. PubMed PMID:
26416104; PubMed Central PMCID: PMC4674263.