Description
Deoxyinosine (CAS 890-38-0) is a nucleoside derivative of hypoxanthine, featuring a 2′-deoxyribose sugar moiety. With the molecular formula C10H12N4O4, it is a critical intermediate in nucleic acid metabolism and research applications. This high-purity compound (≥98%) is supplied as a white to off-white crystalline powder, ideal for molecular biology, enzymology, and pharmaceutical studies. Deoxyinosine is widely utilized as a substrate for DNA polymerases, a precursor in oligonucleotide synthesis, and a reference standard in analytical chemistry. It is also recognized as Didanosine Impurity C per USP/EP guidelines, making it essential for impurity profiling in antiviral drug development. Store at 2-8°C in a dry environment to ensure stability.
Properties
- CAS Number: 890-38-0
- Complexity: 377
- IUPAC Name: 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-purin-6-one
- InChI: InChI=1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1
- InChI Key: VGONTNSXDCQUGY-RRKCRQDMSA-N
- Exact Mass: 252.08585488
- Molecular Formula: C10H12N4O4
- Molecular Weight: 252.23
- SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2N=CNC3=O)CO)O
- Topological: 109
- Monoisotopic Mass: 252.08585488
- Physical Description: Solid
- Melting Point: > 250 dec °C
- Synonyms: 2′-Deoxyinosine, deoxyinosine, Inosine, 2′-deoxy-, 9-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol, delta-Ino, d-Ino, Didanosine impurity C, UNII-HN0RQ6SBWQ, 2-Deoxy-Inosine, CHEBI:28997, EINECS 212-964-1, 2′-DEOXYINOSINE [WHO-IP], 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one, 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-9H-purin-6-ol, 9-(2-deoxy-b-D-erythro-pentofuranosyl)-Hypoxanthine, 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-Hypoxanthine, 9-(2-deoxy-beta-delta-erythro-pentofuranosyl)-Hypoxanthine, DIDANOSINE IMPURITY C [EP IMPURITY], 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one, 9-(2-Deoxy-beta-delta-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one, 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one, 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-9H-purin-6-ol, 6H-PURIN-6-ONE, 9-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-1,9-DIHYDRO-, 9-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-1,9-DIHYDRO-6H-PURIN-6-ONE, 9-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-1,9-DIHYDRO-6H-PURIN-6-ONE [WHO-IP], 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one, DIDANOSINE IMPURITY C (EP IMPURITY), DIDANOSINE IMPURITY, 2′-DEOXYINOSINE-(USP IMPURITY), DIDANOSINE IMPURITY, 2′-DEOXYINOSINE-[USP IMPURITY], DInosine, 9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-1H-purin-6-one, 9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-3H-purin-6-one, 9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-9H-purin-6-ol, 9-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-6,9-dihydro-3H-purin-6-one, Deoxyribose-inosine, 6H-Purin-6-one, 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-1,9-dihydro-, 9-(2-Deoxy-beta-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one, 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-9H-purin-6-ol, 9-(2-Deoxy-I2-D-erythro-pentofuranosyl)-9H-purin-6-ol, 212-964-1, 29868-32-4, vgontnsxdcqugy-uhfffaoysa-n, vgontnsxdcqugy-vqvtytsysa-n, 890-38-0, 9-(2-Deoxy-beta-D-ribofuranosyl)hypoxanthine, HN0RQ6SBWQ, MFCD00005762, 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-9H-purin-6-ol, 2deoxy-Inosine, 2′-desoxyinosin, C10H12N4O4, 2-Deoxy-D-inosine, 2 inverted exclamation marka-Deoxyinosine, 2′-Deoxyinosine, 99%, bmse000942, SCHEMBL24307, SCHEMBL24308, 2′-Deoxyinosine, >=98%, Hypoxanthine, 9-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-, GTPL5110, SCHEMBL6839710, CHEMBL1229971, SCHEMBL12541694, MSK6921, DTXSID101346428, BDBM50421823, HG1184, s3757, AKOS015900773, AKOS024282324, AKOS026750182, AC-8207, CCG-266978, CS-W009354, DB02380, HY-W008638, ND05750, 2′-DEOXYINOSINE [USP IMPURITY], NCGC00161962-01, 2ND, AS-73354, BP-43580, ST055521, D3584, NS00070559, C05512, Q27071895, 1871BC26-669C-4B3A-8203-11AAECAA0F70, 9-[(4S,2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]hydropurin-6-one
Deoxyinosine serves as a key substrate in PCR and DNA sequencing applications due to its ability to pair with multiple bases. It is used in enzymology studies to investigate nucleotide metabolism and repair mechanisms. Additionally, it acts as a precursor for modified nucleosides in antiviral and anticancer drug development. Researchers employ deoxyinosine as a reference standard in HPLC and LC-MS analyses for quality control in pharmaceutical manufacturing.
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