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Nucleoside and nucleotide analogues

Nucleosides and nucleotides containing a nucleic acid analogue (a compound structurally similar to naturally occurring RNA or DNA); analogous nucleobases typically possess, among other things, different base pairing and base stacking properties.
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2

(2R-cis)-1-[2-(Hydroxymethyl)-1,3-oxathiolan-5-yl]-2,4(1H,3H)-pyrimidinedione, TRC

CAS: 145986-07-8 Molecular Formula: C8 H10 N2 O4 S Molecular Weight (g/mol): 230.24 Synonym: 2,4(1H,3H)-Pyrimidinedione, 1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-cis)- (9CI),1,3-Oxathiolane, 2,4(1H,3H)-pyrimidinedione deriv.,1-[(2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidine-2,4(1H,3H)-dione,Lamivudine Imp. J (EP) IUPAC Name: 1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidine-2,4-dione SMILES: OC[C@@H]1O[C@@H](CS1)N2C=CC(=O)NC2=O

CAS 145986-07-8
Molecular Weight (g/mol) 230.24
SMILES OC[C@@H]1O[C@@H](CS1)N2C=CC(=O)NC2=O
Synonym 2,4(1H,3H)-Pyrimidinedione, 1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-cis)- (9CI),1,3-Oxathiolane, 2,4(1H,3H)-pyrimidinedione deriv.,1-[(2R,5S)-2-(Hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidine-2,4(1H,3H)-dione,Lamivudine Imp. J (EP)
IUPAC Name 1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidine-2,4-dione
Molecular Formula C8 H10 N2 O4 S
3

ent-Emtricitabine, TRC

CAS: 137530-41-7 Molecular Formula: C8 H10 F N3 O3 S Molecular Weight (g/mol): 247.25 Synonym: 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2S-cis)-,1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,4-Amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,(+)-2'-Deoxy-3'-thia-5-fluorocytidine,(+)-FTC,(2'S,5'R)-Emtricitabine,4-Amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one IUPAC Name: 4-amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one SMILES: NC1=NC(=O)N(C=C1F)[C@H]2CS[C@@H](CO)O2

CAS 137530-41-7
Molecular Weight (g/mol) 247.25
SMILES NC1=NC(=O)N(C=C1F)[C@H]2CS[C@@H](CO)O2
Synonym 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2S-cis)-,1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,4-Amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,(+)-2'-Deoxy-3'-thia-5-fluorocytidine,(+)-FTC,(2'S,5'R)-Emtricitabine,4-Amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one
IUPAC Name 4-amino-5-fluoro-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Molecular Formula C8 H10 F N3 O3 S
4

ent-Lamivudine, TRC

CAS: 134680-32-3 Molecular Formula: C8H11N3O3S Molecular Weight (g/mol): 229.26 Synonym: 4-Amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,(2S-cis)-4-Amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,(+)-BCH 189,2',3'-Dideoxy-3'-thiacytidine,2'-Deoxy-3'-thiacytidine,3TC,NSC 620753,cis(+)-2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane,Lamivudine EP Impurity D SMILES: C1[C@@H](O[C@@H](S1)CO)N2C=CC(=NC2=O)N

CAS 134680-32-3
Molecular Weight (g/mol) 229.26
SMILES C1[C@@H](O[C@@H](S1)CO)N2C=CC(=NC2=O)N
Synonym 4-Amino-1-[(2S,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,(2S-cis)-4-Amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,(+)-BCH 189,2',3'-Dideoxy-3'-thiacytidine,2'-Deoxy-3'-thiacytidine,3TC,NSC 620753,cis(+)-2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane,Lamivudine EP Impurity D
Molecular Formula C8H11N3O3S
5

Lamivudine, TRC

CAS: 134678-17-4 Molecular Formula: C8 H11 N3 O3 S Molecular Weight (g/mol): 229.26 Synonym: Lamivudine,2(1H)-Pyrimidinone, 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-cis)-,1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,(-)-2'-Deoxy-3'-thiacytidine,(-)-BCH 189,2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane,3TC,BCH 189, (-)-,Epivir,Epivir HBV,GR 109714X,Hepitec,Heptodin,Heptovir,L-SddC,Lamivir,Virolam,Zeffix,Zefix,cis(-)-2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane,β-L-2',3'-Dideoxy-3'-thiacytidine,β-L-3'-Thia-2',3'-dideoxycytidine IUPAC Name: 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one SMILES: NC1=NC(=O)N(C=C1)[C@@H]2CS[C@H](CO)O2

CAS 134678-17-4
Molecular Weight (g/mol) 229.26
SMILES NC1=NC(=O)N(C=C1)[C@@H]2CS[C@H](CO)O2
Synonym Lamivudine,2(1H)-Pyrimidinone, 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-cis)-,1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,(-)-2'-Deoxy-3'-thiacytidine,(-)-BCH 189,2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane,3TC,BCH 189, (-)-,Epivir,Epivir HBV,GR 109714X,Hepitec,Heptodin,Heptovir,L-SddC,Lamivir,Virolam,Zeffix,Zefix,cis(-)-2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane,β-L-2',3'-Dideoxy-3'-thiacytidine,β-L-3'-Thia-2',3'-dideoxycytidine
IUPAC Name 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Molecular Formula C8 H11 N3 O3 S
6

cis 5-Fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2,4(1H,3H)- pyrimidinedione, TRC

CAS: 145986-11-4 Molecular Formula: C8H9FN2O4S Molecular Weight (g/mol): 248.23 Synonym: (2R-cis)-5-Fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2,4(1H,3H)-pyrimidinedione SMILES: O=C1C(F)=CN([C@@H]2CS[C@H](CO)O2)C(N1)=O

CAS 145986-11-4
Molecular Weight (g/mol) 248.23
SMILES O=C1C(F)=CN([C@@H]2CS[C@H](CO)O2)C(N1)=O
Synonym (2R-cis)-5-Fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2,4(1H,3H)-pyrimidinedione
Molecular Formula C8H9FN2O4S
7

4’-Epi Lamivudine, TRC

CAS: 139757-68-9 Molecular Formula: C8 H11 N3 O3 S Molecular Weight (g/mol): 229.26 Synonym: 2(1H)-Pyrimidinone, 4-amino-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-trans)- (9CI),1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,4-Amino-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,trans(+)-2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane,4'-Epi Lamivudine,4'-epi-Lamivudine,4'-Epilamivudine,trans-Lamivudine,4-Amino-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one,(2'R-trans)-Lamivudine IUPAC Name: 4-amino-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one SMILES: NC1=NC(=O)N(C=C1)[C@H]2CS[C@H](CO)O2

CAS 139757-68-9
Molecular Weight (g/mol) 229.26
SMILES NC1=NC(=O)N(C=C1)[C@H]2CS[C@H](CO)O2
Synonym 2(1H)-Pyrimidinone, 4-amino-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-trans)- (9CI),1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,4-Amino-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,trans(+)-2-Hydroxymethyl-5-(cytosin-1-yl)-1,3-oxathiolane,4'-Epi Lamivudine,4'-epi-Lamivudine,4'-Epilamivudine,trans-Lamivudine,4-Amino-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2(1H)-one,(2'R-trans)-Lamivudine
IUPAC Name 4-amino-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Molecular Formula C8 H11 N3 O3 S
8

Emtricitabine, TRC

CAS: 143491-57-0 Molecular Formula: C8 H10 F N3 O3 S Molecular Weight (g/mol): 247.25 Synonym: 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-cis)-,1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,4-Amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,(-)-2',3'-Dideoxy-5-fluoro-3'-thiacytidine,(-)-2'-Deoxy-5-fluoro-3'-thiacytidine,(-)-Emtricitabine,(-)-FTC,524W91,BW 1592,BW 524W91,Coviracil,Emtricitabine,Emtriva,(-)-FTC IUPAC Name: 4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one SMILES: NC1=NC(=O)N(C=C1F)[C@@H]2CS[C@H](CO)O2

CAS 143491-57-0
Molecular Weight (g/mol) 247.25
SMILES NC1=NC(=O)N(C=C1F)[C@@H]2CS[C@H](CO)O2
Synonym 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-cis)-,1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,4-Amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,(-)-2',3'-Dideoxy-5-fluoro-3'-thiacytidine,(-)-2'-Deoxy-5-fluoro-3'-thiacytidine,(-)-Emtricitabine,(-)-FTC,524W91,BW 1592,BW 524W91,Coviracil,Emtricitabine,Emtriva,(-)-FTC
IUPAC Name 4-amino-5-fluoro-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Molecular Formula C8 H10 F N3 O3 S
9

5-epi Emtricitabine, TRC

CAS: 145986-26-1 Molecular Formula: C8 H10 F N3 O3 S Molecular Weight (g/mol): 247.25 Synonym: 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-trans)- (9CI),1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,4-Amino-5-fluoro-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,α-L-FTC,(2'R,5'R)-Emtricitabine IUPAC Name: 4-amino-5-fluoro-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one SMILES: NC1=NC(=O)N(C=C1F)[C@H]2CS[C@H](CO)O2

CAS 145986-26-1
Molecular Weight (g/mol) 247.25
SMILES NC1=NC(=O)N(C=C1F)[C@H]2CS[C@H](CO)O2
Synonym 2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-,2(1H)-Pyrimidinone, 4-amino-5-fluoro-1-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-, (2R-trans)- (9CI),1,3-Oxathiolane, 2(1H)-pyrimidinone deriv.,4-Amino-5-fluoro-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone,α-L-FTC,(2'R,5'R)-Emtricitabine
IUPAC Name 4-amino-5-fluoro-1-[(2R,5R)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
Molecular Formula C8 H10 F N3 O3 S