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Details

Stereochemistry ACHIRAL
Molecular Formula C19H28N8O2
Molecular Weight 400.478
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DSR-6434

SMILES

CCCCNC1=NC(N)=C2NC(=O)N(CC3=CC=C(OCCN(C)C)N=C3)C2=N1

InChI

InChIKey=SSZHESNDOMBSRV-UHFFFAOYSA-N
InChI=1S/C19H28N8O2/c1-4-5-8-21-18-24-16(20)15-17(25-18)27(19(28)23-15)12-13-6-7-14(22-11-13)29-10-9-26(2)3/h6-7,11H,4-5,8-10,12H2,1-3H3,(H,23,28)(H3,20,21,24,25)

HIDE SMILES / InChI

Molecular Formula C19H28N8O2
Molecular Weight 400.478
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

6-amino-2-(butylamino)-9-((6-(2-(dimethylamino)ethoxy)pyridin-3-yl)methyl)-7,9-dihydro-8H-purin-8-one (DSR-6434) is a small molecule toll-like receptor (TLR)-7 agonist, which didn’t have direct antitumor activity, but enhanced efficacy of ionizing radiation therapy in a model of colorectal carcinoma.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Synthesis and evaluation of 8-oxoadenine derivatives as potent Toll-like receptor 7 agonists with high water solubility.
2013 Feb 1
Patents

Sample Use Guides

ALB/c mice wild type (WT) or knockout: received 0.1 mg/kg (i.v.) DSR-6434
Route of Administration: Intravenous
NF-kB-driven reporter assay was performed in HEK293 cells engineered to express either hTLR7, TLR8 or TLR9, using a range of concentrations (0.001–10 uM) of DSR-6434. In this assay, successful binding of DSR-6434 to the specific receptor leads to NF-kB activation. DSR-6434 was capable of stimulating reporter gene activity only in HEK293 cells expressing hTLR7 (EC50 = 7.9 nM) and not in HEK293 cells expressing the structurally similar hTLR8 or hTLR9.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:13:02 GMT 2023
Edited
by admin
on Sat Dec 16 17:13:02 GMT 2023
Record UNII
8YBW739LJ0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DSR-6434
Code English
8H-PURIN-8-ONE, 6-AMINO-2-(BUTYLAMINO)-9-((6-(2-(DIMETHYLAMINO)ETHOXY)-3-PYRIDINYL)METHYL)-7,9-DIHYDRO-
Systematic Name English
6-AMINO-2-(BUTYLAMINO)-9-((6-(2-(DIMETHYLAMINO)ETHOXY)-3-PYRIDINYL)METHYL)-7,9-DIHYDRO-8H-PURIN-8-ONE
Common Name English
Code System Code Type Description
CAS
1059070-10-8
Created by admin on Sat Dec 16 17:13:02 GMT 2023 , Edited by admin on Sat Dec 16 17:13:02 GMT 2023
PRIMARY
PUBCHEM
25071151
Created by admin on Sat Dec 16 17:13:02 GMT 2023 , Edited by admin on Sat Dec 16 17:13:02 GMT 2023
PRIMARY
FDA UNII
8YBW739LJ0
Created by admin on Sat Dec 16 17:13:02 GMT 2023 , Edited by admin on Sat Dec 16 17:13:02 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY