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Merck
CN

W1770

Sigma-Aldrich

WR99210

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别名:
1,6-二氢-6,6-二甲基-1-[3-(2,4,5-三氯苯氧基)丙氧基]-1,3,5-三嗪-2,4-二胺
经验公式(希尔记法):
C14H18Cl3N5O2
CAS号:
分子量:
394.68
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

检测方案

≥98% (HPLC)

形式

powder

颜色

white to off-white

溶解性

DMSO: 0.2 mg/mL, clear (warmed)

储存温度

2-8°C

SMILES字符串

CC1(C)N=C(N)N=C(N)N1OCCCOc2cc(Cl)c(Cl)cc2Cl

InChI

1S/C14H18Cl3N5O2/c1-14(2)21-12(18)20-13(19)22(14)24-5-3-4-23-11-7-9(16)8(15)6-10(11)17/h6-7H,3-5H2,1-2H3,(H4,18,19,20,21)

InChI key

MJZJYWCQPMNPRM-UHFFFAOYSA-N

生化/生理作用

WR99210 是恶性疟原虫二氢叶酸还原酶 (DHFR) 的强效抑制剂,DHFR 是主要的疟疾药物靶点。它对野生型、双突变型和四突变型二氢叶酸还原酶具有亚纳摩尔级的效价。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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G Rastelli et al.
Bioorganic & medicinal chemistry, 8(5), 1117-1128 (2000-07-06)
The nature of the interactions between Plasmodium falciparum dihydrofolate reductase (pfDHFR) and antimalarial antifolates, i.e., pyrimethamine (Pyr), cycloguanil (Cyc) and WR99210 including some of their analogues, was investigated by molecular modeling in conjunction with the determination of the inhibition constants
T F de Koning-Ward et al.
Molecular and biochemical parasitology, 117(2), 155-160 (2001-10-19)
The limited number of selectable markers available for malaria transfection has hindered extensive manipulation of the Plasmodium falciparum genome and subsequently thorough genetic analysis of this organism. In this paper, we demonstrate that P. falciparum is highly sensitive to the
E G Hankins et al.
Molecular and biochemical parasitology, 117(1), 91-102 (2001-09-12)
We have expressed dhfr alleles of Plasmodium falciparum in the budding yeast, Saccharomyces cerevisiae, and used this yeast model to identify single amino acid substitutions that confer high level pyrimethamine resistance on the background of the triple mutant dhfr (I51+R59+N108).
Reinaldo Teixeira Delfino et al.
Biophysical chemistry, 98(3), 287-300 (2002-07-20)
The development of drug resistance is reducing the efficiency of antifolates as antimalarials. This phenomenon has been linked to the occurrence of mutations in the parasite's dihydrofolate reductase (DHFR). In this way, the resistance to pyrimethamine and cycloguanil, two potent
Manoj Kumar et al.
Molecular diversity, 14(3), 595-604 (2009-08-22)
The worldwide TB structural genomics initiative has identified several new drug targets for Mycobacterium tuberculosis (M. tb). Dihydrofolate reductase (DHFR) catalyzes the NADPH-dependent reduction of dihydrofolate to tetrahydrofolate that is essential for DNA synthesis. Inhibition of its activity leads to

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