Date published: 2025-10-31

1-800-457-3801

SCBT Portrait Logo
Seach Input

Cycloguanil Hydrochloride (CAS 152-53-4)

5.0(1)
Write a reviewAsk a question

See product citations (4)

Alternate Names:
Chloroguanide Triazine Hydrochloride
Application:
Cycloguanil Hydrochloride is an active metabolite of proguanil
CAS Number:
152-53-4
Molecular Weight:
288.18
Molecular Formula:
C11H14ClN5•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

Cycloguanil hydrochloride, a metabolite of the antimalarial prodrug proguanil, is primarily studied in scientific research for its action against malarial parasites through the inhibition of dihydrofolate reductase (DHFR). This compound provides a model for studying enzyme inhibition mechanisms, particularly how certain compounds can disrupt critical enzymatic pathways in protozoan parasites. Cycloguanil hydrochloride′s ability to bind selectively to the active site of DHFR, thereby preventing the reduction of dihydrofolate to tetrahydrofolate, is utilized in biochemical assays to explain the structure-activity relationships that govern enzyme-substrate interactions. This has broader implications for understanding resistance mechanisms at a molecular level, as mutations in the DHFR enzyme can alter drug efficacy. Additionally, cycloguanil hydrochloride is used in comparative studies across different Plasmodium species to explore evolutionary variations in drug sensitivity and resistance. Its role extends into studies of population genetics, providing insights into the spread and prevalence of resistance alleles within parasite populations. Through these research applications, cycloguanil hydrochloride contributes significantly to the field of molecular biology and evolutionary biochemistry, enhancing our understanding of enzyme inhibition and resistance mechanisms.


Cycloguanil Hydrochloride (CAS 152-53-4) References

  1. Mutation rates in the dihydrofolate reductase gene of Plasmodium falciparum.  |  Paget-McNicol, S. and Saul, A. 2001. Parasitology. 122: 497-505. PMID: 11393822
  2. Structure of cycloguanil hydrochloride by neutron diffraction.  |  Schwalbe, CH., et al. 1989. Acta Crystallogr C. 45 (Pt 3): 468-71. PMID: 2610975
  3. Host dihydrofolate reductase (DHFR)-directed cycloguanil analogues endowed with activity against influenza virus and respiratory syncytial virus.  |  Tonelli, M., et al. 2017. Eur J Med Chem. 135: 467-478. PMID: 28477572
  4. Cardiopulmonary effects of antimalarial drugs. V. Cycloguanil and a new triazine compound (WR 99,662).  |  Ruiz, R., et al. 1971. Toxicol Appl Pharmacol. 18: 487-97. PMID: 4398207
  5. Reciprocal cross resistance between cycloguanil hydrochloride and pyrimethamine in Plasmodium berghei infections in mice.  |  Thompson, PE. and Bayles, A. 1968. J Parasitol. 54: 588-93. PMID: 5757732
  6. Crystallographic and molecular-orbital studies on the geometry of antifolate drugs.  |  Hunt, WE., et al. 1980. Biochem J. 187: 533-6. PMID: 6893149
  7. Sustained-release implants in the chemotherapy of experimental rodent malaria II. The effects of sulphadiazine, pyrimethamine and cycloguanil in biodegradable polymer matrices.  |  Judge, BM., et al. 1981. Ann Trop Med Parasitol. 75: 511-9. PMID: 7032431
  8. In vitro effects of artemisinin ether, cycloguanil hydrochloride (alone and in combination with sulfadiazine), quinine sulfate, mefloquine, primaquine phosphate, trifluoperazine hydrochloride, and verapamil on Toxoplasma gondii.  |  Holfels, E., et al. 1994. Antimicrob Agents Chemother. 38: 1392-6. PMID: 8092843

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cycloguanil Hydrochloride, 5 mg

sc-207470
5 mg
$342.00