2-(4-Aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Basic information
- CAS
6736-58-9- Standard SMILES
Nc1nccc2c1ncn2C1OC(CO)C(O)C1O- InChIKey
DBZQFUNLCALWDY-UHFFFAOYSA-N- Molecular formula
- C11H14N4O4
- Average molar mass
- 266.25 g/mol
- Monoisotopic mass
- 266.10150494
Names & identifiers
- Preferred name
- 2-(4-Aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
- IUPAC
- 2-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diol
- English name
- 3-DEAZAADENOSINE
- Molecular formula
- C11H14N4O4
- Molecular weight
- 266.25
Names & synonyms
3dAdoMLS0031066592-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)oxolane-3,4-diolDiethylaminoethyl cellulose (DEAE-Cellulose)NSC167897CHEMBL17777DEAE-Cellulose, (approx. 70per cent moisture content)SCHEMBL17780621s6835PD066520SMR0018215511H-Imidazo[4, 1-.beta.-D-ribofuranosyl-
Show more names
C3-Ado3-Deaza-rANSC 1678973-DEAZAADENOSINE3-deazaadenoside3-Deaza-D-adenosine3-Deazaadenosine ,98%3-DEAZAADENOSINE USP/EP/BP1-β-D-Ribofuranosyl-1H-imidazo[4,5-c]pyridin-4-amine4-Amino-1-(D-ribofuranosyl)-1H-imidazo(4,5)-pyridine
DB-1226851H-Imidazo[4, 4-amino-1-.beta.-D-ribofuranosyl-1-.beta.-d-Arabinofuranosyl-1H-imidazo[4,5-c]pyridin-4-amine2-(4-aminoimidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
Database identifiers
- CAS
6736-58-9- PubChem CID
- 1651
- ChEMBL
CHEMBL17777
Properties
Computed structural properties
- XLogP
- -1.6
- Topological polar surface area
- 127 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 2
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 334
Physicochemical properties
- Melting point
- 228 · 228-229°C
- Boiling point
- 665.7 · 665.7±65.0 °C(Predicted)
- Density
- 1.9 · 1.90±0.1 g/cm3 (20 ºC 760 Torr)
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
- solubility
- 2 O: · H2O: 10 mg/mL with heating to 60 °C
- pka
- 13.24 · 13.24±0.70(Predicted)
- form
- Solid
- color
- White to Off-White
- InChI
- 1S/C11H14N4O4/c12-10-7-5(1-2-13-10)15(4-14-7)11-9(18)8(17)6(3-16)19-11/h1-2,4,6,8-9,11,16-18H,3H2,(H2,12,13)/t6-,8-,9-,11-/m1/s1
- InChIKey
- DBZQFUNLCALWDY-PNHWDRBUSA-N
- SMILES
- Nc1nccc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
- FDA UNII
- 37 V4520IY · 037V4520IY
- UNSPSC Code
- 51111800 · 51111800
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 6 · GHS06
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- ridadr
- 2811
- hs_code
- 29419090
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- safety_code
- 24/25
- hazard_class
- 6.1(a)
- Storage Class
- 11 - Combustible Solids
- packing_group
- II
- Hazard statements
- H302+H312-H315-H319-H331-H335
- Precautionary statements
- P261-P280-P305+P351+P338-P311
Chemistry & industry
Applications
Description3-Deazaadenosine (3-DZA) is an inhibitor of SAH (Sadenosylhomocysteine) hydrolase (Ki = 3.9 μM). It has antiinflammatory properties, inhibiting leukocyte adhesion and chemotaxis, lymphocyte-mediated cytolysis, phagocytosis, degranulation, and NF-κB signaling. 3-DZA also has anti-viral and anti-bacterial activities.
UsesPossesses antiviral activity. It is an inhibitor of leukocyte adhesion to TNF-treated endothelial cells.
Related reactions
1 records
Compound notes
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