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Pyrrolopyrimidine nucleosides and nucleotides

Nucleoside and nucleotide analogues containing pyrrolopyrimidine functional groups (7-deazapurines); display antibiotic, antineoplastic, and antiviral activity.
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1

Toyocamycin, TRC

CAS: 606-58-6 Chemical Name or Material: Toyocamycin Formula Weight: 291.0968 InChI Formula: InChI=1S/C12H13N5O4/c13-1-5-2-17(11-7(5)10(14)15-4-16-11)12-9(20)8(19)6(3-18)21-12/h2,4,6,8-9,12,18-20H,3H2,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1 IUPAC Name: 4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbonitrile Molecular Formula: C12H13N5O4 Molecular Weight (g/mol): 291.26 Recommended Storage: 4°C SMILES: Nc1ncnc2c1c(cn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C#N Synonym: 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-Amino-5-cyano-7-(beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine,7-Cyano-7-deazaadenosine,Antibiotic 1037,Antibiotic E 212,MT 1155,NSC 63701NSC 99843,SIPI 763-1,Toyocamycin Nucleoside,Unamycin B,Vengicide

CAS 606-58-6
Molecular Weight (g/mol) 291.26
InChI Formula InChI=1S/C12H13N5O4/c13-1-5-2-17(11-7(5)10(14)15-4-16-11)12-9(20)8(19)6(3-18)21-12/h2,4,6,8-9,12,18-20H,3H2,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1
Chemical Name or Material Toyocamycin
Synonym 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile,4-Amino-5-cyano-7-(beta-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine,7-Cyano-7-deazaadenosine,Antibiotic 1037,Antibiotic E 212,MT 1155,NSC 63701NSC 99843,SIPI 763-1,Toyocamycin Nucleoside,Unamycin B,Vengicide
SMILES Nc1ncnc2c1c(cn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C#N
Recommended Storage 4°C
Molecular Formula C12H13N5O4
IUPAC Name 4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Formula Weight 291.0968
2

Sangivamycin, TRC

CAS: 18417-89-5 Chemical Name or Material: Sangivamycin Formula Weight: 236.1313 InChI Formula: InChI=1S/C16H16N2/c1-9-7-17-15-13(11(9)3)5-6-14-12(4)10(2)8-18-16(14)15/h5-8H,1-4H3 IUPAC Name: 3,4,7,8-tetramethyl-1,10-phenanthroline Molecular Formula: C12H15N5O5 Molecular Weight (g/mol): 309.28 Recommended Storage: 4°C SMILES: Cc1cnc2c(ccc3c(C)c(C)cnc23)c1C Synonym: 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide,7-Deazaadenosine-7-carboxamide,NSC 65346

CAS 18417-89-5
Molecular Weight (g/mol) 309.28
InChI Formula InChI=1S/C16H16N2/c1-9-7-17-15-13(11(9)3)5-6-14-12(4)10(2)8-18-16(14)15/h5-8H,1-4H3
Chemical Name or Material Sangivamycin
Synonym 4-Amino-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide,7-Deazaadenosine-7-carboxamide,NSC 65346
SMILES Cc1cnc2c(ccc3c(C)c(C)cnc23)c1C
Recommended Storage 4°C
Molecular Formula C12H15N5O5
IUPAC Name 3,4,7,8-tetramethyl-1,10-phenanthroline
Formula Weight 236.1313
3

5-Iodotubercidin, TRC

CAS: 24386-93-4 Chemical Name or Material: 5-Iodotubercidin Formula Weight: 391.9981 InChI Formula: InChI=1S/C11H13IN4O4/c12-4-1-16(10-6(4)9(13)14-3-15-10)11-8(19)7(18)5(2-17)20-11/h1,3,5,7-8,11,17-19H,2H2,(H2,13,14,15)/t5-,7-,8-,11-/m1/s1 IUPAC Name: (2R,3R,4S,5R)-2-(4-amino-5-iodopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol Molecular Formula: C11 H13 I N4 O4 Molecular Weight (g/mol): 392.15 Recommended Storage: -20°C SMILES: Nc1ncnc2c1c(I)cn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O

CAS 24386-93-4
Molecular Weight (g/mol) 392.15
InChI Formula InChI=1S/C11H13IN4O4/c12-4-1-16(10-6(4)9(13)14-3-15-10)11-8(19)7(18)5(2-17)20-11/h1,3,5,7-8,11,17-19H,2H2,(H2,13,14,15)/t5-,7-,8-,11-/m1/s1
Chemical Name or Material 5-Iodotubercidin
SMILES Nc1ncnc2c1c(I)cn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
Recommended Storage -20°C
Molecular Formula C11 H13 I N4 O4
IUPAC Name (2R,3R,4S,5R)-2-(4-amino-5-iodopyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Formula Weight 391.9981