Pyrimethamine - Moligand™, 10mM in DMSO , CAS No.58-14-0

CAS: 58-14-0 Cat. No.: P409195 Molecular Weight: 248.71 Beilstein Registry Number: 219864 EC Number: 200-364-2

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

5-​(4-​chlorophenyl)​-​6-​ethyl-2,​4-​pyrimidinediamine

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Information

Pyrimethamine Pyrimethamine is a dihydrofolate reductase (DHFR) inhibitor, used as an antimalarial drug.
In vitro

Pyrimethamine has an IC50 of 5–13 μM for the Hex isozymes at pH 4.3. Pyrimethamine increases the enzyme activity and protein level of the α and β subunits of Hex A in the βR505Q/Δ16kb cell line. Pyrimethamine-sulfadoxine is an inhibitor of dihydrofolate reductase(DHFR) that has been widely used to treat chloroquine-resistant Plasmodium falciparum malaria. Pyrimethamine is a potent inhibitor of mouse (m)Mate1 (K(i) = 145 nM) among renal organic cation transporters mOctn1 and mOctn2 (K(i) > 30 mM), mOct1 (K(i) = 3.6 mM), and mOct2 (K(i) = 6.0 mM). Pyrimethamine inhibits the uptake of metformin by kidney brush-border membrane vesicles (BBMVs) (K(i) = 41 nM) and canalicular membrane vesicles in the presence of outward gradient of H+. Pyrimethamine treatment significantly increases the kidney-to-plasma ratio of tetraethylammonium, and both the liver- and kidney-to-plasma ratios of metformin in mice, whereas it does not affect their plasma concentrations and urinary excretion rates. Pyrimethamine is a potent inhibitor of human (h)MATE1 and hMATE2-K (K(i) = 77 and 46 nM, respectively) and H+ and organic cation exchanger in human kidney BBMVs (K(i) = 31 nM) in the presence of outward gradient of H+.

In vivo

Cell Data

cell lines：Human umbilical vein endothelial cells (HUVECs)

Concentrations：

Incubation Time：

Powder Purity:≥100%

Specifications

Synonyms

5-​(4-​chlorophenyl)​-​6-​ethyl-2, ​4-​pyrimidinediamine

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Pyrimethamine is a dihydrofolate reductase (DHFR) inhibitor, used as an antimalarial drug.

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Product Properties

• ALogP: 2.7

Names and Identifiers

• Isomeric SMILES: CCC1=C(C(=NC(=N1)N)N)C2=CC=C(C=C2)Cl
• UN Number: 2811
• Packing Group: I
• Molecular Weight: 248.71
• Beilstein: 219864
• Reaxy-Rn: 219864
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=219864&ln=

Associated Targets(Human)

DHFR Tclin Dihydrofolate reductase (11 Activities)

Discover Target: DHFR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SLC47A2 Tchem Multidrug and toxin extrusion protein 2 (1 Activities)

Discover Target: SLC47A2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SLC47A1 Tchem Multidrug and toxin extrusion protein 1 (1 Activities)

Discover Target: SLC47A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Melt Point(°C): 239-242℃

References

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2. Qian Jingqi, Wang Mian, Wang Zhaoxiang, Feng Rui, Zhang Jiaqi, Ye Chencheng, Zhang Man, Wang Baomin, Cui Liwang.  (2021)  Development of single- and multiplex immunoassays for rapid detection and quantitation of amodiaquine in ACT drugs and rat serum.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  414  (4): (1631-1640).  [PMID:34846541] [10.1007/s00216-021-03787-6]

3. Jian Lu, Yingying Qin, Yilin Wu, Minjia Meng, Zeqing Dong, Chao Yu, Yongsheng Yan, Chunxiang Li, Felix Kwame Nyarko.  (2020)  Bidirectional molecularly imprinted membranes for selective recognition and separation of pyrimethamine: A double-faced loading strategy.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2020.117917]

4. Shuyi Huang, Manli Guo, Lei Tan, Jiean Tan, Jinyi Wu, Youwen Tang, Yong Liang.  (2018)  Click chemistry-based core–shell molecularly imprinted polymers for the determination of pyrimethamine in fish and plasma samples.  Analytical Methods,  10  (23): (2750-2755).  [PMID:] [10.1039/C8AY00876K]

5. Li Peiyao, Su Rina, Ren Ganglin, Si Hongbin, Song Xingju, Hu Dandan.  (2025)  Molecular mechanisms of surface antigen suppression by ApiAP2 and its implications for vaccine development.  VETERINARY RESEARCH,  56  (1): (1-14).  [PMID:40121506] [10.1186/s13567-025-01491-2]

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7. Liran Tian, Xiangwei Song, Tianjiao Liu, Anfeng Li, Yang Ning, Xiuyi Hua, Deming Dong, Zhijun Song, Dapeng Liang.  (2023)  Spectrophotometric Determination of Acetamiprid Using Gold Nanoparticles (AuNPs) with Optimized Truncated Aptamers.  ANALYTICAL LETTERS,      [PMID:] [10.1080/00032719.2023.2289088]

8. Panpan Ma, Haiyuan Zhang, Mingyu Cui, Yuqi Zhang, Zhongyu Cai.  (2025)  Two-dimensional photonic hydrogel aptasensors for selective detection of pesticide carbendazim.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.115970]

9. Weiyu Xie, Zhenkun Cai, Zehua Bao.  (2025)  Benchmarking the PAM compatibility of Cas12a variants for high-throughput yeast genetic variant engineering.  APPLIED AND ENVIRONMENTAL MICROBIOLOGY,      [PMID:41288355] [10.1128/aem.01618-25]