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Details

Stereochemistry ACHIRAL
Molecular Formula C5H12NO5P
Molecular Weight 197.1262
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FR-900098

SMILES

CC(=O)N(O)CCCP(O)(O)=O

InChI

InChIKey=PKMNDDZSIHLLLI-UHFFFAOYSA-N
InChI=1S/C5H12NO5P/c1-5(7)6(8)3-2-4-12(9,10)11/h8H,2-4H2,1H3,(H2,9,10,11)

HIDE SMILES / InChI

Molecular Formula C5H12NO5P
Molecular Weight 197.1262
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets
PubMed

PubMed

TitleDatePubMed
The effect of chain length and unsaturation on Mtb Dxr inhibition and antitubercular killing activity of FR900098 analogs.
2014-01-15
DXR inhibition by potent mono- and disubstituted fosmidomycin analogues.
2013-08-08
Expression, characterization and inhibition of Toxoplasma gondii 1-deoxy-D-xylulose-5-phosphate reductoisomerase.
2013-04-01
Alpha-heteroatom derivatized analogues of 3-(acetylhydroxyamino)propyl phosphonic acid (FR900098) as antimalarials.
2013-01-10
Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors.
2011-11-04
Design, synthesis, and X-ray crystallographic studies of α-aryl substituted fosmidomycin analogues as inhibitors of Mycobacterium tuberculosis 1-deoxy-D-xylulose 5-phosphate reductoisomerase.
2011-07-28
Synthesis and antiplasmodial activity of highly active reverse analogues of the antimalarial drug candidate fosmidomycin.
2010-10-04
Synthesis and evaluation of alpha-halogenated analogues of 3-(acetylhydroxyamino)propylphosphonic acid (FR900098) as antimalarials.
2010-07-22
Cloning, expression, and biochemical characterization of Streptomyces rubellomurinus genes required for biosynthesis of antimalarial compound FR900098.
2008-08-25
Synthesis of beta- and gamma-oxa isosteres of fosmidomycin and FR900098 as antimalarial candidates.
2008-03-15
gamma-Substituted bis(pivaloyloxymethyl)ester analogues of fosmidomycin and FR900098.
2007-12
Double ester prodrugs of FR900098 display enhanced in-vitro antimalarial activity.
2007-12
Molecular epidemiology of malaria in Cameroon. XXV. In vitro activity of fosmidomycin and its derivatives against fresh clinical isolates of Plasmodium falciparum and sequence analysis of 1-deoxy-D-xylulose 5-phosphate reductoisomerase.
2007-08
Conformationally restrained aromatic analogues of fosmidomycin and FR900098.
2007-07
Synthesis and antimalarial activity of chain substituted pivaloyloxymethyl ester analogues of Fosmidomycin and FR900098.
2006-08-01
Alkoxycarbonyloxyethyl ester prodrugs of FR900098 with improved in vivo antimalarial activity.
2005-07
1-Deoxy-D-xylulose 5-phosphate reductoisomerase: an overview.
2004-12
Acyloxyalkyl ester prodrugs of FR900098 with improved in vivo anti-malarial activity.
2003-07-07
Diaryl ester prodrugs of FR900098 with improved in vivo antimalarial activity.
2001-03-26
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:33:01 GMT 2025
Edited
by admin
on Mon Mar 31 23:33:01 GMT 2025
Record UNII
0711Y106HV
Record Status Validated (UNII)
Record Version
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Name Type Language
PHOSPHONIC ACID, (3-(ACETYLHYDROXYAMINO)PROPYL)-
Preferred Name English
FR-900098
Common Name English
PHOSPHONIC ACID, P-(3-(ACETYLHYDROXYAMINO)PROPYL)-
Systematic Name English
Code System Code Type Description
PUBCHEM
162204
Created by admin on Mon Mar 31 23:33:01 GMT 2025 , Edited by admin on Mon Mar 31 23:33:01 GMT 2025
PRIMARY
FDA UNII
0711Y106HV
Created by admin on Mon Mar 31 23:33:01 GMT 2025 , Edited by admin on Mon Mar 31 23:33:01 GMT 2025
PRIMARY
CAS
66508-32-5
Created by admin on Mon Mar 31 23:33:01 GMT 2025 , Edited by admin on Mon Mar 31 23:33:01 GMT 2025
PRIMARY
EPA CompTox
DTXSID50216710
Created by admin on Mon Mar 31 23:33:01 GMT 2025 , Edited by admin on Mon Mar 31 23:33:01 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY