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Merck
CN

SML2386

Cycloguanil hydrochloride

≥95% (HPLC)

别名:

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

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经验公式(希尔记法):
C11H14ClN5 · HCl
化学文摘社编号:
分子量:
288.18
UNSPSC Code:
12352200
MDL number:
NACRES:
NA.21
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SMILES string

Clc1ccc(cc1)N2C(NC(=N)NC2=N)(C)C.Cl

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

InChI key

MOUAPRKJJUXEIE-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

Application

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.

Biochem/physiol Actions

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.
Dihydrofolate reductase inhibitor, metabolite of proguanil

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

存储类别

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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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)
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)
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
Phenylpropanoids and furanocoumarins as antibacterial and antimalarial constituents of the Bhutanese medicinal plant Pleurospermum amabile
Wangchuk P, et al.
Natural Product Communications, 9(7), 1934578X1400900719-1934578X1400900719 (2014)

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