Uprifosbuvir , Hepatitis C virus NS5B RNA-dependent RNA polymerase inhibitor, CAS No.1496551-77-9, Hepatitis C virus NS5B RNA-dependent RNA polymerase inhibitor

CAS: 1496551-77-9 Cat. No.: U646790 Molecular Weight: 545.91 PubChem CID: 90055716
AVAILABLE TO ORDER
Synonyms
DB15206 | D-Alanine, N-((P(R),2'R)-2'-chloro-2'-deoxy-2'-methyl-P-phenyl-5'-uridylyl)-, 1- methylethyl ester | propan-2-yl (2R)-2-[[[(2R,3R,4R,5R)-4-chloro-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-4-methyloxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoat
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1mg
U646790-1mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$560.90
5mg
U646790-5mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$1,360.90
10mg
U646790-10mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$2,200.90
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Why this grade

for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Uprifosbuvir is an antiviral agent. Uprifosbuvir is a NS5b inhibitor developed for the research of chronic hepatitis C virus.

Form:Solid

Specifications

Synonyms
DB15206 | D-Alanine, N-((P(R), 2'R)-2'-chloro-2'-deoxy-2'-methyl-P-phenyl-5'-uridylyl)-, 1- methylethyl ester | propan-2-yl (2R)-2-[[[(2R, 3R, 4R, 5R)-4-chloro-5-(2, 4-dioxopyrimidin-1-yl)-3-hydroxy-4-methyloxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoat
Biochemical and Physiological Mechanisms
Uprifosbuvir is an antiviral agent. Uprifosbuvir is a NS5b inhibitor developed for the research of chronic hepatitis C virus.
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type
INHIBITOR
Mechanism of action
Hepatitis C virus NS5B RNA-dependent RNA polymerase inhibitor
Product Properties
ALogP1.2
Names and Identifiers
Canonical SmilesCC(C)OC(=O)C(C)NP(=O)(OCC1C(C(C(O1)N2C=CC(=O)NC2=O)(C)Cl)O)OC3=CC=CC=C3
IUPAC Namepropan-2-yl (2R)-2-[[[(2R,3R,4R,5R)-4-chloro-5-(2,4-dioxopyrimidin-1-yl)-3-hydroxy-4-methyloxolan-2-yl]methoxy-phenoxyphosphoryl]amino]propanoate
InChIKeySFPFZQKYPOWCSI-KHFYHRBSSA-N
INCHI1S/C22H29ClN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8-6-5-7-9-15)32-12-16-18(28)22(4,23)20(34-16)26-11-10-17(27)24-21(26)30/h5-11,13-14,16,18,20,28H,12H2,1-4H3,(H,25,31)(H,24,27,30)/t14-,16-,18-,20-,22-,36-/m1/s1
Isomeric SMILES C[C@H](C(=O)OC(C)C)N[P@@](=O)(OC[C@@H]1[C@H]([C@@]([C@@H](O1)N2C=CC(=O)NC2=O)(C)Cl)O)OC3=CC=CC=C3
Alternate CAS 1496551-77-9
PubChem CID 90055716
MeSH Entry Terms MK-3682;uprifosbuvir
Molecular Weight 545.91

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleosides
SubclassPyrimidine 2'-deoxyribonucleosides
Intermediate Tree Nodes Not available
Direct ParentPyrimidine 2'-deoxyribonucleosides
Alternative Parents Alpha amino acid esters  Alanine and derivatives  Phosphoric diester monoamides  Phenoxy compounds  Pyrimidones  Hydropyrimidines  Organic phosphoramides  Vinylogous amides  Oxolanes  Heteroaromatic compounds  Ureas  Secondary alcohols  Carboxylic acid esters  Chlorohydrins  Lactams  Oxacyclic compounds  Azacyclic compounds  Monocarboxylic acids and derivatives  Hydrocarbon derivatives  Alkyl chlorides  Organonitrogen compounds  Carbonyl compounds  Organic oxides  Organochlorides  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Pyrimidine 2'-deoxyribonucleoside - Alpha-amino acid ester - Alanine or derivatives - Alpha-amino acid or derivatives - Phenoxy compound - Phosphoric diester monoamide - Pyrimidone - Monocyclic benzene moiety - Hydropyrimidine - Organic phosphoric acid derivative - Phosphoric acid ester - Pyrimidine - Organic phosphoric acid amide - Benzenoid - Heteroaromatic compound - Oxolane - Vinylogous amide - Urea - Secondary alcohol - Carboxylic acid ester - Chlorohydrin - Halohydrin - Lactam - Organoheterocyclic compound - Azacycle - Oxacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Alkyl chloride - Hydrocarbon derivative - Organohalogen compound - Alcohol - Organochloride - Organonitrogen compound - Carbonyl group - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - Organooxygen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
CES1 Tchem Acyl coenzyme A:cholesterol acyltransferase (1029 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A5 Tclin Cytochrome P450 3A5 (525 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver (3974 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Hepatitis C virus (23859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasma (328 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
Molecular Weight545.900 g/mol
XLogP31.200
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count11
Exact Mass545.133 Da
Monoisotopic Mass545.133 Da
Topological Polar Surface Area153.000 Ų
Heavy Atom Count36
Formal Charge0
Complexity913.000
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Solution Calculators
Reviews

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