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SML3579

Sigma-Aldrich

Pyrimethamine

≥98% (HPLC)

Synonym(s):

2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine, 5-(4-Chlorophenyl)-6-ethyl-2,4-pyrimidinediamine

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About This Item

Empirical Formula (Hill Notation):
C12H13ClN4
CAS Number:
58-14-0
Molecular Weight:
248.71
MDL number:
MFCD00057350
UNSPSC Code:
12352116
UNSPSC Code:
12352200
NACRES:
NA.21
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Wramed)

storage temp.

2-8°C

SMILES string

Clc1ccc(cc1)c2c(nc(nc2CC)N)N

InChI

1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)

InChI key

WKSAUQYGYAYLPV-UHFFFAOYSA-N

Biochem/physiol Actions

Antiparasitic inhibitor of dihydrofolate reductase; folic acid antagonist
Pyrimethamine is an antiparasitic drug used to treat malaria, toxoplasmosis and cystoisosporiasis. Pyrimethamine is a potent inhibitor of dihydrofolate reductase.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
0000276084
0000225354
0000225355
0000210436
0000225355

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The multifaceted antineoplastic role of pyrimethamine against human malignancies
Shanaya Ramchandani
IUBMB Life, 74, 198-212 (2022)
Mutations in Plasmodium falciparum dihydrofolate reductase and dihydropteroate synthase and epidemiologic patterns of pyrimethamine-sulfadoxine use and resistance
C V Plowe
The Journal of Infectious Diseases, 176, 1590-1596 (1997)
Lisa N Heppler et al.
The Journal of biological chemistry, 298(2), 101531-101531 (2021-12-27)
Cancer is often characterized by aberrant gene expression patterns caused by the inappropriate activation of transcription factors. Signal transducer and activator of transcription 3 (STAT3) is a key transcriptional regulator of many protumorigenic processes and is persistently activated in many

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