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Quinine (CAS 130-95-0)

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Alternate Names:
(8α,9R)-6-Methoxycinchonan-9-ol
Application:
Quinine is an antimalarial
CAS Number:
130-95-0
Molecular Weight:
324.42
Molecular Formula:
C20H24N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Quinine is a primary alkaloid of various species of Cinchona, optical isomer of Quinidine and an anti-malarial, skeletal, muscle relaxant.Its mechanisms of action are diverse, including the reduction of oxygen intake, interference with carbohydrate metabolism, disruption of DNA replication and transcription via DNA intercalation, and modulation of muscle fiber excitability through calcium distribution alteration. Additionally, quinine inhibits the drug efflux pump P-glycoprotein, potentially enhancing the efficacy of certain antineoplastic agents.In chemical terms, quinine, also known as chinin or (8S, 9R)-quinine, falls into the class of cinchona alkaloids. These alkaloids are characterized by the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]octane moiety. Quinine is most encountered as a solid, practically insoluble in water, and relatively neutral in nature.


Quinine (CAS 130-95-0) References

  1. Quinine blocks specific gap junction channel subtypes.  |  Srinivas, M., et al. 2001. Proc Natl Acad Sci U S A. 98: 10942-7. PMID: 11535816
  2. Systemic quinine photosensitivity with photoepicutaneous cross-reactivity to quinidine.  |  Ljunggren, B., et al. 1992. Contact Dermatitis. 26: 1-4. PMID: 1600732
  3. Quinine substitutes in the confederate army.  |  Hasegawa, GR. 2007. Mil Med. 172: 650-5. PMID: 17615851
  4. Pharmacokinetics of quinine in young and elderly subjects.  |  Wanwimolruk, S., et al. 1991. Trans R Soc Trop Med Hyg. 85: 714-7. PMID: 1801332
  5. Quinine, an old anti-malarial drug in a modern world: role in the treatment of malaria.  |  Achan, J., et al. 2011. Malar J. 10: 144. PMID: 21609473
  6. Asymmetric synthesis of (+)-mequitazine from quinine.  |  Leroux, S., et al. 2011. Org Lett. 13: 3549-51. PMID: 21657243
  7. Efficacy of quinine against ichthyophthiriasis in common carp Cyprinus carpio.  |  Schumacher, IV., et al. 2011. Dis Aquat Organ. 95: 217-24. PMID: 21932533
  8. [Therapeutic drug monitoring of quinine].  |  Verdier, MC., et al. 2011. Therapie. 66: 507-16. PMID: 22186076
  9. Analytics of Quinine and its Derivatives.  |  Kluska, M., et al. 2016. Crit Rev Anal Chem. 46: 139-45. PMID: 25831406
  10. Investigation of the quinine sulfate dihydrate spectral properties and its effects on Cherenkov dosimetry.  |  Jean, E., et al. 2019. Phys Med Biol. 64: 155019. PMID: 31181556
  11. Antimalarial Natural Products.  |  Kingston, DGI. and Cassera, MB. 2022. Prog Chem Org Nat Prod. 117: 1-106. PMID: 34977998
  12. Quinine and quinidine photoproducts can be identical.  |  Isaksson, M., et al. 1994. Acta Derm Venereol. 74: 286-8. PMID: 7976088
  13. The reproducibility of quinine bioavailability.  |  Paintaud, G., et al. 1993. Br J Clin Pharmacol. 35: 305-7. PMID: 8471408

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Quinine, 1 g

sc-212616
1 g
$77.00

Quinine, 5 g

sc-212616A
5 g
$102.00

Quinine, 10 g

sc-212616B
10 g
$163.00

Quinine, 25 g

sc-212616C
25 g
$347.00

Quinine, 50 g

sc-212616D
50 g
$561.00