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Key Documents

SML2386

Sigma-Aldrich

Cycloguanil hydrochloride

≥95% (HPLC)

Sinonimo/i:

1-(4-chlorophenyl)-1,6-dihydro-6,6-dimethyl-1,3,5-triazine-2,4-diamine hydrochloride

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About This Item

Formula empirica (notazione di Hill):
C11H14ClN5 · HCl
Numero CAS:
Peso molecolare:
288.18
Numero MDL:
Codice UNSPSC:
12352200

Saggio

≥95% (HPLC)

Forma fisica

powder

Condizioni di stoccaggio

desiccated

Colore

white to beige

Solubilità

H2O: 2 mg/mL, clear

Temperatura di conservazione

−20°C

InChI

1S/C11H14ClN5.ClH/c1-11(2)16-9(13)15-10(14)17(11)8-5-3-7(12)4-6-8;/h3-6H,1-2H3,(H4,13,14,15,16);1H
MOUAPRKJJUXEIE-UHFFFAOYSA-N

Applicazioni

Cycloguanil hydrochloride is suitable for use as a positive control in screening Plasmodium falciparum strains in microdilution radioisotope antiplasmodial bioassay. It may also be used as internal standard in high performance liquid chromatography for the quantification of urine and plasma samples.

Azioni biochim/fisiol

Cycloguanil is it a potential antimalarial drug. It is hydrophilic in nature. Cycloguanil acts as a substrate for the enzyme organic cation transporter 1 (OCT1).
Cycloguanil, a metabolite of proguanil, is a potent dihydrofolate reductase inhibitor.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Eye Irrit. 2

Codice della classe di stoccaggio

4.1B - Flammable solid hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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Sensitive high performance liquid chromatographic method for the determination of proguanil and its metabolites, cycloguanil and 4-chlorophenylbiguanide in biological fluids
Ebeshi BU, et al.
African Journal of Biotechnology, 4(8), 856-861 (2005)
Michele Tonelli et al.
European journal of medicinal chemistry, 135, 467-478 (2017-05-10)
We have identified a series of 1-aryl-4,6-diamino-1,2-dihydrotriazines, structurally related to the antimalarial drug cycloguanil, as new inhibitors of influenza A and B virus and respiratory syncytial virus (RSV) via targeting of the host dihydrofolate reductase (DHFR) enzyme. Most analogues proved
OCT 1 Deficiency Affects Hepatocellular Concentrations and Pharmacokinetics of Cycloguanil, the Active Metabolite of the Antimalarial Drug Proguanil
Matthaei J, et al.
Clinical Pharmacology and Therapeutics, 105(1), 190-200 (2019)
GC/GC-MS analysis, isolation and identification of bioactive essential oil components from the Bhutanese medicinal plant, Pleurospermum amabile
Wangchuk P, et al.
Natural Product Communications, 8(9), 1934578X1300800930-1934578X1300800930 (2013)
Cholwich Nattee et al.
Journal of molecular graphics & modelling, 71, 13-27 (2016-11-12)
Malaria is still one of the most serious diseases in tropical regions. This is due in part to the high resistance against available drugs for the inhibition of parasites, Plasmodium, the cause of the disease. New potent compounds with high

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