Products for Research Use Only

2-Cl-IB-MECA

CAT: 0013-GTR19163868-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19163868-02Size:500 mg
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Description
2-Cl-IB-MECA (Chloro-IB-MECA, CF-102, Namodenoson) is a potent, selective A3 adenosine receptor agonist with Ki of 0.33 nM, 2500- and 1400-fold selectivity over A1 and A2a receptors; also displays 46,000-fold selectivity versus the Na (+) -independent adenosine transporter; inhibits adenylate cyclase via rat A3 receptors in CHO cells (IC50=67 nM) ; induces apoptosis in HL-60 cells at concentrations of <30 uM, significantly induced Ca (2+) release from intracellular Ca (2+) pools followed by Ca (2+) influx; increases plasma histamine concentrations in conscious rats.Liver Cancer Phase 2 Clinical (In Vitro) :In human ADF cells of astroglial lineage, 100 nM Namodenoson (2-Cl-IB-MECA) caused a marked reorganization of the cytoskeleton, with appearance of stress fibres and numerous cell protrusions. High concentrations of Namodenoson (2-Cl-IB-MECA) directly cause influx of Ca2+. (In Vivo) :Intravenous administration of 200 μg/kg Namodenoson (2-Cl-IB-MECA) resulted in a short-lasting hypotension, which was accompanied by a 50-100-fold increase in plasma histamine concentrations. Administration of a second dose of Namodenoson (2-Cl-IB-MECA) did not elicit any hemodynamic effects.
CAS Number
163042-96-4
Product Name Alternative
Cl-IB-MECA | CF-102 | Namodenoson
Purity
>98% (HPLC)
Solubility
DMSO: ≥ 31 mg/mL
Smiles
O[C@H]1[C@H] (N2C=NC3=C (NCC4=CC=CC (I) =C4) N=C (Cl) N=C23) O[C@H] (C (NC) =O) [C@H]1O
Molecular Formula
C18H18ClIN6O4
Molecular Weight
544.7308
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
β-D-Ribofuranuronamide, 1-[2-chloro-6-[[ (3-iodophenyl) methyl]amino]-9H-purin-9-yl]-1-deoxy-N-methyl-

Chemical Information

Namodenoson

Namodenoson has been used in trials studying the treatment of Chronic Hepatitis C and Hepatocellular Carcinoma.

CAS Number163042-96-4
PubChem CID3035850
IUPAC Name(2S,3S,4R,5R)-5-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-3,4-dihydroxy-N-methyloxolane-2-carboxamide
Molecular FormulaC18H18ClIN6O4
Molecular Weight544.7
XLogP1.9
Topological Polar Surface Area134
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Heavy Atom Count30
Formal Charge0
Complexity623
SMILES
CNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=C(N=C32)Cl)NCC4=CC(=CC=C4)I)O)O
InChI
InChI=1S/C18H18ClIN6O4/c1-21-16(29)13-11(27)12(28)17(30-13)26-7-23-10-14(24-18(19)25-15(10)26)22-6-8-3-2-4-9(20)5-8/h2-5,7,11-13,17,27-28H,6H2,1H3,(H,21,29)(H,22,24,25)/t11-,12+,13-,17+/m0/s1
InChIKey
IPSYPUKKXMNCNQ-PFHKOEEOSA-N
Chemical Structure
2D Structure
2D structure of Namodenoson
CAS: 163042-96-4
CID: 3035850
Formula: C18H18ClIN6O4
MW: 544.7
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight544.7
XLogP31.9
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass544.01228
Monoisotopic Mass544.01228
Topological Polar Surface Area134 Ų
Heavy Atom Count30
Formal Charge0
Complexity623
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes