1,3-DIPROPYLXANTHINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H16N4O2
Molecular Weight	236.2703
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCN1C2=C(NC=N2)C(=O)N(CCC)C1=O

InChI

InChIKey=MJVIGUCNSRXAFO-UHFFFAOYSA-N

InChI=1S/C11H16N4O2/c1-3-5-14-9-8(12-7-13-9)10(16)15(6-4-2)11(14)17/h7H,3-6H2,1-2H3,(H,12,13)

HIDE SMILES / InChI

Molecular Formula	C11H16N4O2
Molecular Weight	236.2703
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3016449 | https://www.ncbi.nlm.nih.gov/pubmed/3803571

1,3-Dipropylxanthine is an A1 and A2 adenosine receptors inhibitor. It is selective for the A1 receptors. 1,3-Dipropylxanthine was about 2- to 3-fold more potent than theophylline at A2 receptors, while being 5- to 6-fold more potent at A1 receptors.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adenosine A1 receptor 50 Target ID: CHEMBL318 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3803571	Antagonist 2778		710.0 nM [Ki]
Adenosine A2 receptor 7 Target ID: CHEMBL2094117 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3016449	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Characterization of human A(2B) adenosine receptors: radioligand binding, western blotting, and coupling to G(q) in human embryonic kidney 293 cells and HMC-1 mast cells.	1999 Oct	10496952
[3H]MRS 1754, a selective antagonist radioligand for A(2B) adenosine receptors.	2001 Mar 15	11266650
Delineating the mode of action of adenosine A1 receptor allosteric modulators.	2010 Sep	20547736

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

The Ki-values of the 1,3-Dipropylxanthine for inhibition of [3H]N6-cyclohexyladenosine ([3H]CHA) binding to rat brain membranes was 0.7 uM.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:45:44 GMT 2023` Edited by `admin` on `Fri Dec 15 17:45:44 GMT 2023`
Record UNII	Z02T66W92D
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,3-DIPROPYLXANTHINE

Systematic Name

English

1H-PURINE-2,6-DIONE, 3,7-DIHYDRO-1,3-DIPROPYL-

Systematic Name

English

XANTHINE, 1,3-DIPROPYL-

Systematic Name

English

1H-PURINE-2,6-DIONE, 3,9-DIHYDRO-1,3-DIPROPYL

Common Name

English

Code System Code Type Description

PUBCHEM

169317