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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H18ClIN6O4
Molecular Weight 544.731
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAMODENOSON

SMILES

CNC(=O)[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=NC3=C2N=C(Cl)N=C3NCC4=CC=CC(I)=C4

InChI

InChIKey=IPSYPUKKXMNCNQ-PFHKOEEOSA-N
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

HIDE SMILES / InChI

Molecular Formula C18H18ClIN6O4
Molecular Weight 544.731
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

CF102 known as Cl-IB-MECA (2-chloro-N6-(3-iodobenzyl)-adenosine-5’- N-methyl-uronamide), is a highly specific and selective agonist at the A3 adenosine receptor. Phase I/II study in hepatocellular carcinoma (HCC) successfully met its primary and secondary endpoints demonstrating initial indications for efficacy of CF102. A global Phase II study treating patients with CF102 as a second line therapy will start enroling patients shortly.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
1.4 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

Doses

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
The primary objectives of a phase I/II, open-label, dose-escalation study were to examine the safety and pharmacokinetic behavior of CF102 given orally (1, 5, and 25 mg BID) in 28-day cycles.
Route of Administration: Oral
In Vitro Use Guide
CF102 at a concentration of 1 and 10 nM induced a linear inhibitory effect on the proliferation of Hep-3B cells
Substance Class Chemical
Record UNII
Z07JR07J6C
Record Status Validated (UNII)
Record Version