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Oseltamivir acid

CAS No.:
187227-45-8
Catalog Number:
AG00ABL4
Molecular Formula:
C14H24N2O4
Molecular Weight:
284.3514
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥95%
1 week
United States
$148
- +
5mg
99%
1 week
United States
$165
- +
10mg
99%
1 week
United States
$240
- +
50mg
99%
1 week
United States
$707
- +
Product Description
Catalog Number:
AG00ABL4
Chemical Name:
Oseltamivir acid
CAS Number:
187227-45-8
Molecular Formula:
C14H24N2O4
Molecular Weight:
284.3514
MDL Number:
MFCD00953940
IUPAC Name:
(3R,4R,5S)-4-acetamido-5-amino-3-pentan-3-yloxycyclohexene-1-carboxylic acid
InChI:
InChI=1S/C14H24N2O4/c1-4-10(5-2)20-12-7-9(14(18)19)6-11(15)13(12)16-8(3)17/h7,10-13H,4-6,15H2,1-3H3,(H,16,17)(H,18,19)/t11-,12+,13+/m0/s1
InChI Key:
NENPYTRHICXVCS-YNEHKIRRSA-N
SMILES:
CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)N)C(=O)O)CC
UNII:
K6106LV5Q8
Properties
Complexity:
391  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
284.174g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
284.356g/mol
Monoisotopic Mass:
284.174g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
102A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.9  
Literature
Title Journal
Role of the intestinal peptide transporter PEPT1 in oseltamivir absorption: in vitro and in vivo studies. Drug metabolism and disposition: the biological fate of chemicals 20120801
Species-dependent uptake of glycylsarcosine but not oseltamivir in Pichia pastoris expressing the rat, mouse, and human intestinal peptide transporter PEPT1. Drug metabolism and disposition: the biological fate of chemicals 20120701
Synthesis and in vitro study of novel neuraminidase inhibitors against avian influenza virus. Bioorganic & medicinal chemistry 20120315
Intramolecular ion-pair prodrugs of zanamivir and guanidino-oseltamivir. Bioorganic & medicinal chemistry 20110815
Choroid plexus transport: gene deletion studies. Fluids and barriers of the CNS 20110101
Oseltamivir (tamiflu) induced depressive episode in a female adolescent. Psychiatry investigation 20101201
Oseltamivir (tamiflu) is a substrate of peptide transporter 1. Drug metabolism and disposition: the biological fate of chemicals 20090801
Aurintricarboxylic acid inhibits influenza virus neuraminidase. Antiviral research 20090201
Limited brain distribution of [3R,4R,5S]-4-acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate phosphate (Ro 64-0802), a pharmacologically active form of oseltamivir, by active efflux across the blood-brain barrier mediated by organic anion transporter 3 (Oat3/Slc22a8) and multidrug resistance-associated protein 4 (Mrp4/Abcc4). Drug metabolism and disposition: the biological fate of chemicals 20090201
Design, synthesis, inhibitory activity, and SAR studies of hydrophobic p-aminosalicylic acid derivatives as neuraminidase inhibitors. Bioorganic & medicinal chemistry 20080401
P-glycoprotein restricts the penetration of oseltamivir across the blood-brain barrier. Drug metabolism and disposition: the biological fate of chemicals 20080201
A QSAR study on influenza neuraminidase inhibitors. Bioorganic & medicinal chemistry 20060215
Investigation of neuraminidase-substrate recognition using molecular dynamics and free energy calculations. Journal of medicinal chemistry 20031218
In vitro and in vivo activities of T-705 and oseltamivir against influenza virus. Antiviral chemistry & chemotherapy 20030901
Influenza neuraminidase inhibitors: structure-based design of a novel inhibitor series. Biochemistry 20030128
Comparison of colorimetric, fluorometric, and visual methods for determining anti-influenza (H1N1 and H3N2) virus activities and toxicities of compounds. Journal of virological methods 20021001
In vitro selection and characterization of influenza A (A/N9) virus variants resistant to a novel neuraminidase inhibitor, A-315675. Journal of virology 20020601
Peramivir (BCX-1812, RWJ-270201): potential new therapy for influenza. Expert opinion on investigational drugs 20020601
Structural studies of the resistance of influenza virus neuramindase to inhibitors. Journal of medicinal chemistry 20020523
In vitro and in vivo activities of anti-influenza virus compound T-705. Antimicrobial agents and chemotherapy 20020401
In vitro characterization of A-315675, a highly potent inhibitor of A and B strain influenza virus neuraminidases and influenza virus replication. Antimicrobial agents and chemotherapy 20020401
The anti-influenza drug oseltamivir exhibits low potential to induce pharmacokinetic drug interactions via renal secretion-correlation of in vivo and in vitro studies. Drug metabolism and disposition: the biological fate of chemicals 20020101
Characterization of an influenza A (H3N2) virus resistant to the cyclopentane neuraminidase inhibitor RWJ-270201. Antiviral research 20011201
Comparison of the activities of zanamivir, oseltamivir, and RWJ-270201 against clinical isolates of influenza virus and neuraminidase inhibitor-resistant variants. Antimicrobial agents and chemotherapy 20011201
Comparison of the anti-influenza virus activity of RWJ-270201 with those of oseltamivir and zanamivir. Antimicrobial agents and chemotherapy 20010401
In vitro and in vivo assay systems for study of influenza virus inhibitors. Antiviral research 20001001
BCX-1812 (RWJ-270201): discovery of a novel, highly potent, orally active, and selective influenza neuraminidase inhibitor through structure-based drug design. Journal of medicinal chemistry 20000921
Development of a high-performance liquid chromatographic-mass spectrometric assay for the specific and sensitive quantification of Ro 64-0802, an anti-influenza drug, and its pro-drug, oseltamivir, in human and animal plasma and urine. Journal of chromatography. B, Biomedical sciences and applications 20000818
Carbocyclic influenza neuraminidase inhibitors possessing a C3-cyclic amine side chain: synthesis and inhibitory activity. Bioorganic & medicinal chemistry letters 20000605
Synthesis and evaluation of 1,4,5,6-tetrahydropyridazine derivatives as influenza neuraminidase inhibitors. Bioorganic & medicinal chemistry letters 19990705
Characterization of human influenza virus variants selected in vitro in the presence of the neuraminidase inhibitor GS 4071. Antimicrobial agents and chemotherapy 19981201
A new series of C3-aza carbocyclic influenza neuraminidase inhibitors: synthesis and inhibitory activity. Bioorganic & medicinal chemistry letters 19981201
Structure-activity relationship studies of novel carbocyclic influenza neuraminidase inhibitors. Journal of medicinal chemistry 19980702
GS4071 is a slow-binding inhibitor of influenza neuraminidase from both A and B strains. Biochemical and biophysical research communications 19980317
Oral administration of a prodrug of the influenza virus neuraminidase inhibitor GS 4071 protects mice and ferrets against influenza infection. Antimicrobial agents and chemotherapy 19980301
Properties