66508-37-0 Usage
Uses
Used in Pharmaceutical Industry:
Fosmidomycin, Sodium Salt is used as an antibiotic for its potent antibacterial properties. It is effective against a wide range of bacteria, including those that are resistant to conventional antibiotics.
Used in Antimalarial Applications:
Fosmidomycin, Sodium Salt is also used as an antimalarial compound, demonstrating its effectiveness against the Plasmodium parasite responsible for malaria infections.
Used in Drug Development:
Fosmidomycin, Sodium Salt serves as a valuable compound in the development of new drugs targeting the nonmevalonate pathway, which is essential for the survival and replication of various pathogens. This makes it a promising candidate for the creation of novel antimicrobial and antiparasitic agents.
Biological Activity
fosmidomycin is a specific inhibitor of 1-deoxy-d-xylulose 5-phosphate reductoisomerase (dxp) [1]. fosmidomycin is an antibiotic originally isolated from bacteria of the genus streptomyces.1-deoxy-d-xylulose 5-phosphate reductoisomerase is an enzyme that interconverts dxp and 2-c-methyl-d-erythritol 4-phosphate (mep) [2].fosmidomycin was active against both gram-negative and gram-positive bacteria and the human malarial parasite p. falciparum with the ic50 of 290-370 nm[3]. fosmidomycin inhibited 1-deoxy-d-xylulose 5-phosphate reductoisomerase in an alternative nonmevalonate pathway for terpenoid biosynthesis with ic50 of 8.2 nm [1]. fosmidomycin has been shown to possess activity against plasmodium falciparum in vitro and in the mouse model. in patients with acute uncomplicated plasmodium falciparum malaria, oral administration of 1,200 mg fosmidomycin every 8 h for 7 days was effective in curing uncomplicated plasmodiumfalciparum malaria in humans [4]. fosmidomycin was an effective and safe antimalarial drug [4]. the treatment was well tolerated and showed a fast parasite and fever clearance [4].
references
[1] kuzuyama t, shimizu t, takahashi s, et al. fosmidomycin, a specific inhibitor of 1-deoxy-d-xylulose 5-phosphate reductoisomerase in the nonmevalonate pathway for terpenoid biosynthesis[j]. tetrahedron letters, 1998, 39(43): 7913-7916.[2] takahashi s, kuzuyama t, watanabe h, et al. a 1-deoxy-d-xylulose 5-phosphate reductoisomerase catalyzing the formation of 2-c-methyl-d-erythritol 4-phosphate in an alternative nonmevalonate pathway for terpenoid biosynthesis[j]. proceedings of the national academy of sciences, 1998, 95(17): 9879-9884.[3] jomaa h, wiesner j, sanderbrand s, et al. inhibitors of the nonmevalonate pathway of isoprenoid biosynthesis as antimalarial drugs[j]. science, 1999, 285(5433): 1573-1576.[4] lell b, ruangweerayut r, wiesner j, et al. fosmidomycin, a novel chemotherapeutic agent for malaria[j]. antimicrobial agents and chemotherapy, 2003, 47(2): 735-738.
Check Digit Verification of cas no
The CAS Registry Mumber 66508-37-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,5,0 and 8 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 66508-37:
(7*6)+(6*6)+(5*5)+(4*0)+(3*8)+(2*3)+(1*7)=140
140 % 10 = 0
So 66508-37-0 is a valid CAS Registry Number.
InChI:InChI=1/C4H10NO5P.Na/c6-4-5(7)2-1-3-11(8,9)10;/h4,7H,1-3H2,(H2,8,9,10);/q;+1/p-1
66508-37-0Relevant academic research and scientific papers
Synthesis and antiplasmodial activity of novel fosmidomycin derivatives and conjugates with artemisinin and aminochloroquinoline
Antoniou, Antonia I.,Athanassopoulos, Constantinos M.,Baltas, Michel,Grellier, Philippe,Menendez, Christophe,Mouray, Elisabeth,Palla, Despina
, (2020/10/27)
Malaria, despite many efforts, remains among the most problematic infectious diseases worldwide, mainly due to the development of drug resistance by Plasmodium falciparum. The antibiotic fosmidomycin (FSM) is also known for its antimalarial activity by targeting the nonmevalonate isoprenoid synthesis pathway, which is essential for the malaria parasites but is absent in mammalians. In this study, we synthesized and evaluated against the chloroquine-resistant P. falciparum FcB1/Colombia strain, a series of FSM analogs, derivatives, and conjugates with other antimalarial agents, such as artemisinin (ART) and aminochloroquinoline (ACQ). The biological evaluation revealed four new compounds with higher antimalarial activity than FSM: two FSM-ACQ derivatives and two FSM-ART conjugates, with 3.5–5.4 and 41.5–23.1 times more potent activities than FSM, respectively.
Synthesis of antimalarial compounds fosmidomycin and FR900098 through N- or P-alkylation reactions
Suresh, Surisetti,Shyamraj, Dharavath,Larhed, Mats
, p. 1183 - 1188 (2013/03/14)
Two straightforward and convenient routes for the synthesis of the antimalarial agents FR900098 and fosmidomycin are described. In the key steps N- or P-alkylation reactions are used. The best overall yields of FR900098 and fosmidomycin in 15 mmol scale a
Use of organophosphorus compounds for the therapeutic and prophylactic treatment of infections
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Page column 15, 16, (2010/02/05)
Use of organophosphorus compounds of general Formula (I) for the therapeutic and prophylactic treatment of infections in humans and animals caused by viruses, fungi and parasites.
A NEW FORMYLATION REAGENT: 4-FORMYL-2-METHYL-1,3,4-THIADIAZOLIN-5-THIONE
Yazawa, Hisatoyo,Goto, Shunsuke
, p. 3703 - 3706 (2007/10/02)
4-Formyl-2-methyl-1,3,4-thiadiazolin-5-thione, prepared from acetic formic anhydride, is found to act as a selective formylation reagent under mild conditions.The synthesis of some N-formyl antibiotics with this reagent is reported.
Hydroxyaminohydrocarbonphosphonic acids
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, (2008/06/13)
New hydroxyaminohydrocarbonphosphonic acid derivatives of the formula: STR1 wherein R1 is hydrogen or acyl, R2 is hydrogen, lower alkyl, ar(lower)alkyl or acyl, and A is lower alkylene, lower alkenylene or hydroxy(lower)alkylene, or
