2'-Deoxyinosine

2'-Deoxyinosine Basic information
Product Name:2'-Deoxyinosine
Synonyms:Didanosine EP Impurity C;Didanosine Impurity Ⅲ:2'-Deoxyinosine;Didanosine Impurity 3(Didanosine EP Impurity C);2'-Deoxyinosine(Di);DEOXYINOSINE, 2'-(RG);9-[(2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)oxolan-2-yl]-9H-purin-6-ol;9-((2R,4S,5R)-4-Hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-9H-purin-6-ol;1,9-Dihydro-9-(2'-deoxy-β-D-ribofuranosyl)-6H-purin-6-one
CAS:890-38-0
MF:C10H12N4O4
MW:252.23
EINECS:212-964-1
Product Categories:Bases & Related Reagents;Heterocycles;Impurities;Inhibitors;Intermediates & Fine Chemicals;Nucleotides;Pharmaceutical Raw Materials;Pyridines, Pyrimidines, Purines and Pteredines;Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Pharmaceuticals;Heterocycles, Impurities, Inhibitors, Nucleotides, Bases & Related Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
Mol File:890-38-0.mol
2'-Deoxyinosine Structure
2'-Deoxyinosine Chemical Properties
Melting point 250 °C
alpha 21 º (c=1, H2O 22 ºC)
Boiling point 395.4°C (rough estimate)
density 1.3402 (rough estimate)
refractive index -16 ° (C=1, H2O)
storage temp. -20°C
solubility DMSO (Slightly), Water (Slightly)
pka8.92±0.70(Predicted)
form Powder
color White to Off-white
Water Solubility 8.33g/L(25.02 ºC)
BRN 33517
InChIInChI=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
InChIKeyVGONTNSXDCQUGY-RRKCRQDMSA-N
SMILESOC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)O)N=C2)C[C@@H]1O
CAS DataBase Reference890-38-0(CAS DataBase Reference)
NIST Chemistry ReferenceInosine, 2'-deoxy-(890-38-0)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 20/21/22-36/37/38
Safety Statements 24/25-37/39-36-26
WGK Germany 3
10-23
HS Code 29349990
MSDS Information
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2'-Deoxyinosine English
ACROS English
SigmaAldrich English
2'-Deoxyinosine Usage And Synthesis
Chemical PropertiesCrystalline
UsesAn Inosine (I661000) analog with hypotensive activity. An impurity of the antiviral drug 2’,3’-Dideoxyinosine (D440950).
Uses2′-Deoxyinosine has been used in the quantification of nucleoside forms of DNA lesion in a single DNA sample by liquid chromatography tandem mass spectrometry (LC-MS/MS). It has also been used as a standard for high performance liquid chromatography analysis.
DefinitionChEBI: 2'-deoxyinosine is a purine 2'-deoxyribonucleoside that is inosine in which the hydroxy group at position 2' is replaced by a hydrogen. It has a role as a Saccharomyces cerevisiae metabolite, a human metabolite, a plant metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a purines 2'-deoxy-D-ribonucleoside and a purine 2'-deoxyribonucleoside. It is functionally related to an inosine.
Biochem/physiol Actions2′-Deoxyinosine is a nucleoside form of hypoxanthine. It is a DNA damage product resulting from the impairment of DNA by reactive nitrogen species. 2′-deoxyinosine is formed from nitrosative deamination by N2O3.
Purification Methods2'-Deoxyinosine [890-38-0] M 252.2, m 206o(dec), 218-220o(dec), [ ] D25 -21o (c 2, N ] D -21o (c 1, H 2O), pKEst(1) ~ 8.9, pKEst(2) ~ 12.4. Purify 2'-deoxyinosine by recrystallisation from H2O. [Brown & Lythgoe J Chem Soc 1990 1950, UV: MacNutt Biochem J 50 384 1952, Beilstein 26 III/IV 2086.]
2'-Deoxyinosine Preparation Products And Raw materials
Preparation ProductsN-(9 beta-D-2'-deoxyribofuranosylpurin-6-yl)glycinamide
Dideoxyinosine 3'-GMP DISODIUM SALT Tetrahydro 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE-3'-(METHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE 2',3'-O-Isopropylideneinosine N2-Isobutyryl-2'-deoxyguanosine Guanosine Disodium 5'-Inosinate 2'-Deoxyguanosine-5'-diphosphate trisodium salt 6-Hydroxypurine 2'-Deoxyinosine INOSINE-3',5'-CYCLIC PHOSPHATE IDP Inosinic Acid Tris(hydroxymethyl)nitromethane 8-BR-CGMP CHLOROPHOSPHONAZO III Furan

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