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Triazole ribonucleosides and ribonucleotides

Nucleoside derivatives containing a ribose moiety that is N-glycosylated to triazole. Nucleotide derivatives have a phosphate group linked to the C5 carbon of the ribose moiety.
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1

Ribavirin, 98%

CAS: 36791-04-5 Molecular Formula: C8H12N4O5 Molecular Weight (g/mol): 244.2 InChI Key: IWUCXVSUMQZMFG-AFCXAGJDSA-N Synonym: ribavirin,tribavirin,virazole,rebetol,ribavirine,copegus,vilona,ribamide,ribamidil,ribasphere PubChem CID: 37542 ChEBI: CHEBI:63580 IUPAC Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide SMILES: C1=NC(=NN1C2C(C(C(O2)CO)O)O)C(=O)N

PubChem CID 37542
CAS 36791-04-5
Molecular Weight (g/mol) 244.2
ChEBI CHEBI:63580
SMILES C1=NC(=NN1C2C(C(C(O2)CO)O)O)C(=O)N
Synonym ribavirin,tribavirin,virazole,rebetol,ribavirine,copegus,vilona,ribamide,ribamidil,ribasphere
IUPAC Name 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
InChI Key IWUCXVSUMQZMFG-AFCXAGJDSA-N
Molecular Formula C8H12N4O5
2

Ribavirin, MP Biomedicals™

CAS: 36791-04-5 Molecular Formula: C8H12N4O5 Molecular Weight (g/mol): 244.207 InChI Key: IWUCXVSUMQZMFG-AFCXAGJDSA-N Synonym: ribavirin,tribavirin,virazole,rebetol,ribavirine,copegus,vilona,ribamide,ribamidil,ribasphere PubChem CID: 37542 ChEBI: CHEBI:63580 IUPAC Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide SMILES: C1=NC(=NN1C2C(C(C(O2)CO)O)O)C(=O)N

PubChem CID 37542
CAS 36791-04-5
Molecular Weight (g/mol) 244.207
ChEBI CHEBI:63580
SMILES C1=NC(=NN1C2C(C(C(O2)CO)O)O)C(=O)N
Synonym ribavirin,tribavirin,virazole,rebetol,ribavirine,copegus,vilona,ribamide,ribamidil,ribasphere
IUPAC Name 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
InChI Key IWUCXVSUMQZMFG-AFCXAGJDSA-N
Molecular Formula C8H12N4O5
3

Levovirin, TRC

CAS: 206269-27-4 Chemical Name or Material: Levovirin Formula Weight: 244.0808 InChI Formula: InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m0/s1 IUPAC Name: 1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide Molecular Formula: C8 H12 N4 O5 Molecular Weight (g/mol): 244.2 Recommended Storage: -20°C SMILES: NC(=O)c1ncn(n1)[C@H]2O[C@@H](CO)[C@H](O)[C@@H]2O Synonym: 1-β-L-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide,ICN 17261,L-Ribavirin

CAS 206269-27-4
Molecular Weight (g/mol) 244.2
InChI Formula InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m0/s1
Chemical Name or Material Levovirin
Synonym 1-β-L-Ribofuranosyl-1H-1,2,4-triazole-3-carboxamide,ICN 17261,L-Ribavirin
SMILES NC(=O)c1ncn(n1)[C@H]2O[C@@H](CO)[C@H](O)[C@@H]2O
Recommended Storage -20°C
Molecular Formula C8 H12 N4 O5
IUPAC Name 1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
Formula Weight 244.0808
4

Iso Ribavirin (Ribavirin Impurity G), TRC

CAS: 39030-43-8 Chemical Name or Material: Iso Ribavirin (Ribavirin Impurity G) Formula Weight: 244.0808 InChI Formula: InChI=1S/C8H12N4O5/c9-6(16)7-10-2-11-12(7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1 IUPAC Name: 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide Molecular Formula: C8H12N4O5 Molecular Weight (g/mol): 244.2 Recommended Storage: -20°C SMILES: NC(=O)c1ncnn1[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O Synonym: 1-beta-D-Ribofuranosyl-1H-1,2,4-triazole-5-carboxamide,Ribavirin Impurity G

CAS 39030-43-8
Molecular Weight (g/mol) 244.2
InChI Formula InChI=1S/C8H12N4O5/c9-6(16)7-10-2-11-12(7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1
Chemical Name or Material Iso Ribavirin (Ribavirin Impurity G)
Synonym 1-beta-D-Ribofuranosyl-1H-1,2,4-triazole-5-carboxamide,Ribavirin Impurity G
SMILES NC(=O)c1ncnn1[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
Recommended Storage -20°C
Molecular Formula C8H12N4O5
IUPAC Name 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
Formula Weight 244.0808
5

1-Beta-D-Ribofuranosyl-1,2,4-triazole-3-carboxylic Acid Methyl Ester (Ribavirin Impurity H), TRC

CAS: 38934-69-9 Chemical Name or Material: 1-beta-D-Ribofuranosyl-1,2,4-triazole-3-carboxylic acid methyl ester Formula Weight: 275.0753 InChI Formula: InChI=1S/C9H13N3O7/c13-1-4-6(14)7(15)8(18-4)19-9(16)17-2-5-10-3-11-12-5/h3-4,6-8,13-15H,1-2H2,(H,10,11,12)/t4-,6-,7-,8+/m1/s1 IUPAC Name: [(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl] 1H-1,2,4-triazol-3-ylmethyl carbonate Molecular Formula: C9 H13 N3 O7 Molecular Weight (g/mol): 275.22 Recommended Storage: 4°C SMILES: OC[C@H]1O[C@@H](OC(=O)OCc2nc[nH]n2)[C@H](O)[C@@H]1O Synonym: 1-β-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxylic Acid Methyl Ester,Methyl 1-(β-D-Ribofuranosyl)-1,2,4-triazole-3-carboxylate,NSC 360639

CAS 38934-69-9
Molecular Weight (g/mol) 275.22
InChI Formula InChI=1S/C9H13N3O7/c13-1-4-6(14)7(15)8(18-4)19-9(16)17-2-5-10-3-11-12-5/h3-4,6-8,13-15H,1-2H2,(H,10,11,12)/t4-,6-,7-,8+/m1/s1
Chemical Name or Material 1-beta-D-Ribofuranosyl-1,2,4-triazole-3-carboxylic acid methyl ester
Synonym 1-β-D-Ribofuranosyl-1H-1,2,4-triazole-3-carboxylic Acid Methyl Ester,Methyl 1-(β-D-Ribofuranosyl)-1,2,4-triazole-3-carboxylate,NSC 360639
SMILES OC[C@H]1O[C@@H](OC(=O)OCc2nc[nH]n2)[C@H](O)[C@@H]1O
Recommended Storage 4°C
Molecular Formula C9 H13 N3 O7
IUPAC Name [(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl] 1H-1,2,4-triazol-3-ylmethyl carbonate
Formula Weight 275.0753