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MMV008138

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names：
MMV008138
CAS號(hào)：
1679333-73-3
MDL Number：
MF(分子式)： C18H14Cl2N2O2 MW(分子量)： 361.22
EINECS: Reaxys Number:
Pubchem ID:987146 Brand:BIOFOUNT

MMV008138(1679333-73-3) 是一種選擇性 2-C-甲基-d-赤蘚糖醇4-磷酸胞苷酰轉(zhuǎn)移酶 (IspD) 靶向抗瘧藥，MMV008138 抑制惡性瘧原蟲 Dd2 蟲株的生長。

貨品編碼	規(guī)格	純度	價(jià)格 (￥)	現(xiàn)價(jià)(￥)	特價(jià)(￥)	庫存描述	數(shù)量	總計(jì) (￥)
YZM000824-10mg	10mg	98%	￥ 7590.00	￥ 7590.00		2-3天	- +	￥ 0.00
YZM000824-5mg	5mg	98%	￥ 4460.00	￥ 4460.00		2-3天	- +	￥ 0.00

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中文別名	MMV008138(1679333-73-3)
英文別名	MMV008138,1679333-73-3
CAS號(hào)	1679333-73-3
Inchi	InChI = 1S / C18H14Cl2N2O2 / c19-9-5-6-11（13（20）7-9）16-17-12（8-15（22-16）18（23）24）10-3-1- 2-4-14（10）21-17 / h1-7,15-16,21-22H，8H2，（H，23,24）/ t15-，16 + / m0 / s1
InchiKey	ZJDRIKAAFJMYGX-JKSUJKDBSA-N
分子式 Formula	C18H14Cl2N2O2
分子量 Molecular Weight	361.22
溶解度Solubility	生物體外In Vitro:DMSO溶解度125 mg/mL(346.05 mM;Need ultrasonic)
性狀	淺黃色至黃色固體粉末
儲(chǔ)藏條件 Storage conditions	存放在陰涼干燥處，短期（數(shù)天至數(shù)周）在0-4℃，長期（數(shù)月至數(shù)年）在-20℃。

MMV008138(CAS:1679333-73-3)實(shí)驗(yàn)注意事項(xiàng)：
1.實(shí)驗(yàn)前需戴好防護(hù)眼鏡，穿戴防護(hù)服和口罩，佩戴手套，避免與皮膚接觸。
2.實(shí)驗(yàn)過程中如遇到有毒或者刺激性物質(zhì)及有害物質(zhì)產(chǎn)生，必要時(shí)實(shí)驗(yàn)操作需要手套箱內(nèi)完成以免對(duì)實(shí)驗(yàn)人員造成傷害
3.實(shí)驗(yàn)后產(chǎn)生的廢棄物需分類存儲(chǔ)，并交于專業(yè)生物廢氣物處理公司處理，以免造成環(huán)境污染Experimental considerations:
1. Wear protective glasses, protective clothing and masks, gloves, and avoid contact with the skin during the experiment.
2. The waste generated after the experiment needs to be stored separately, and handed over to a professional biological waste gas treatment company to avoid environmental pollution.

產(chǎn)品說明	MMV008138(1679333-73-3) 是一種選擇性 2-C-甲基-d-赤蘚糖醇4-磷酸胞苷酰轉(zhuǎn)移酶?(IspD)?靶向抗瘧藥。
Introduction	MMV008138(1679333-73-3) is a selective 2-C-methyl-d-erythritol 4-phosphocytyltransferase (IspD) targeted antimalarial drug.
Application1
Application2
Application3

警示圖
危險(xiǎn)性	warning
危險(xiǎn)性警示	Not available
安全聲明	H303吞入可能有害+H313皮膚接觸可能有害+H2413吸入可能對(duì)身體有害
安全防護(hù)	P264處理后徹底清洗+P280戴防護(hù)手套/穿防護(hù)服/戴防護(hù)眼罩/戴防護(hù)面具+P305如果進(jìn)入眼睛+P351用水小心沖洗幾分鐘+P338取出隱形眼鏡（如果有）并且易于操作,繼續(xù)沖洗+P337如果眼睛刺激持續(xù)+P2393獲得醫(yī)療建議/護(hù)理
備注	實(shí)驗(yàn)過程中防止吸入、食入，做好安全防護(hù)

Biological Studies and Target Engagement of the 2- C-Methyl-d-Erythritol 4-Phosphate Cytidylyltransferase (IspD)-Targeting Antimalarial Agent (1 R,3 S)-MMV008138 and Analogs PMID 29072835;

Plasmodium IspD (2-C-Methyl-D-erythritol 4-Phosphate Cytidyltransferase), an Essential and Druggable Antimalarial Target PMID 26783558; ACS infectious diseases 2015 Apr; 1(4):157-167

Deciphering the role of IspD (2?C?methyl?D?erythritol 4?phosphate cytidyltransferase) enzyme as a potential therapeutic drug target against Plasmodium vivax PMID 29958953; Gene 2018 Oct; 675(?):240-25

Biological Studies and Target Engagement of the 2- C-Methyl-d-Erythritol 4-Phosphate Cytidylyltransferase (IspD)-Targeting Antimalarial Agent (1 R,3 S)-MMV008138 and Analogs PMID 29072835

Probing the B- & C-rings of the antimalarial tetrahydro-β-carboline MMV008138 for steric and conformational constraints PMID 32898696; Bioorganic & medicinal chemistry letters 2020 Sep; ?(?):127520

Biological Studies and Target Engagement of the 2- C-Methyl-d-Erythritol 4-Phosphate Cytidylyltransferase (IspD)-Targeting Antimalarial Agent (1 R,3 S)-MMV008138 and Analogs
Abstract:Malaria continues to be one of the deadliest diseases worldwide, and the emergence of drug resistance parasites is a constant threat. Plasmodium parasites utilize the methylerythritol phosphate (MEP) pathway to synthesize isopentenyl pyrophosphate (IPP) and dimethylallyl pyrophosphate (DMAPP), which are essential for parasite growth. Previously, we and others identified that the Malaria Box compound MMV008138 targets the apicoplast and that parasite growth inhibition by this compound can be reversed by supplementation of IPP. Further work has revealed that MMV008138 targets the enzyme 2- C-methyl-d-erythritol 4-phosphate cytidylyltransferase (IspD) in the MEP pathway, which converts MEP and cytidine triphosphate (CTP) to cytidinediphosphate methylerythritol (CDP-ME) and pyrophosphate. In this work, we sought to gain insight into the structure-activity relationships by probing the ability of MMV008138 analogs to inhibit PfIspD recombinant enzyme. Here, we report PfIspD inhibition data for fosmidomycin (FOS) and 19 previously disclosed analogs and report parasite growth and PfIspD inhibition data for 27 new analogs of MMV008138. In addition, we show that MMV008138 does not target the recently characterized human IspD, reinforcing MMV008138 as a prototype of a new class of species-selective IspD-targeting antimalarial agents.

Yao ZK, et al. Determination of the active stereoisomer of the MEP pathway-targeting antimalarial agent MMV008138, and initial structure-activity studies. Bioorg Med Chem Lett. 2015 Apr 1;25(7):1515-9.
Abstract:Compounds that target isoprenoid biosynthesis in Plasmodium falciparum could be a welcome addition to malaria chemotherapy, since the methylerythritol phosphate (MEP) pathway used by the parasite is not present in humans. We previously reported that MMV008138 targets the apicoplast of P. falciparum and that its target in the MEP pathway differs from that of Fosmidomycin. In this Letter, we determine that the active stereoisomer of MMV008138 is 4a, which is (1R,3S)-configured. 2',4'-Disubstitution of the D ring was also found to be crucial for inhibition of the parasite growth. Limited variation of the C3-carboxylic acid substituent was carried out, and methylamide derivative 8a was found to be more potent than 4a; other amides, acylhydrazines, and esters were less potent. Finally, lead compounds 4a, 4e, 4f, 4h, 8a, and 8e did not inhibit growth of Escherichia coli, suggesting that protozoan-selective inhibition of the MEP pathway of P. falciparum can be achieved.

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