CAS 105784-83-6 5-Iodo-2',3'-dideoxyuridine (HCID 451862)

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Basic information

CAS: 105784-83-6
Standard SMILES: O=c1[nH]c(=O)n([C@H]2CC[C@@H](CO)O2)cc1I
InChIKey: OBGFSDPYSQAECJ-CAHLUQPWSA-N
Molecular formula: C9H11IN2O4
Average molar mass: 338.1 g/mol
Monoisotopic mass: 337.97635483

Overview

antiviral; structure in first source

Names & identifiers

Preferred name: 5-Iodo-2',3'-dideoxyuridine
IUPAC: 1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
English name: 5-IODO-2',3'-DIDEOXYURIDINE
Molecular formula: C9H11IN2O4
Molecular weight: 338.1

Names & synonyms

5-Iodo-2',3'-dideoxyuridineRefChem:913474105784-83-62',3'-Dideoxy-5-iodouridine1-((2R,5S)-5-(Hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidine-2,4(1H,3H)-dioneUridine, 2',3'-dideoxy-5-iodo-5-I-ddUMFCD000748771-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dioneHY-W0484762',3'-Dideoxy-5-iodouridine, 97%2 inverted exclamation marka,3 inverted exclamation marka-Dideoxy-5-iodouridine

Show more names

IddU5-Iodo-2',3'-Dideoxy-D-Uridine5-Iodo-2’,3’-dideoxyuridine, , IddU5-IODO-2',3'-DIDEOXYURIDINE USP/EP/BP2′,3′-Dideoxy-5-iodouridine, CAS 105784-83-61-[5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iododihydropyrimidine-2,4(1H,3H)-dione

D720981-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dionedideoxy-5-iodouridineBIDD:GT0256orb1679931SCHEMBL2043148CHEMBL2112135SCHEMBL10379038

Properties

Computed structural properties

XLogP: -1.4
Topological polar surface area: 78.9 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 16
Formal charge: 0
Complexity: 357

Physicochemical properties

Melting point: 176 °C · 176 °C (dec.)(lit.)
Density: 2.02 · 2.02±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
pka: 7.94 · 7.94±0.10(Predicted)
form: Solid
color: White to off-white
BRN: 5956836 · 5956836
InChI: InChI=1S/C9H11IN2O4/c10-6-3-12(9(15)11-8(6)14)7-2-1-5(4-13)16-7/h3,5,7,13H,1-2,4H2,(H,11,14,15)/t5-,7+/m0/s1
InChIKey: OBGFSDPYSQAECJ-CAHLUQPWSA-N
SMILES: OC[C@H]1O[C@@H](N2C=C(I)C(=O)NC2=O)CC1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
F: 8 · 8-9
HS Code: 29349990 · 29349990

Safety & regulation

Safety data

F: 8-9
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29349990
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids

Chemistry & industry

Applications

Uses2′,3′-Dideoxy-5-iodouridine (5-Iodo-2′,3′-dideoxyuridine) was used in preparation of fluorescence-tagged chain-terminating reagents, T-526, for rapid DNA sequencing.

General Description2′,3′-Dideoxy-5-iodouridine is commonly used as research tool for antiviral and anticancer studies.