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X103

Sigma-Aldrich

Xanthine amine congener

≥96% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C21H28N6O4
CAS Number:
96865-92-8
Molecular Weight:
428.48
MDL number:
MFCD00055115
UNSPSC Code:
12352200
PubChem Substance ID:
24277745

Assay

≥96% (HPLC)

form

solid

color

white

solubility

DMSO: >5 mg/mL

storage temp.

room temp

SMILES string

CCCN1C(=O)N(CCC)c2nc([nH]c2C1=O)-c3ccc(OCC(=O)NCCN)cc3

InChI

1S/C21H28N6O4/c1-3-11-26-19-17(20(29)27(12-4-2)21(26)30)24-18(25-19)14-5-7-15(8-6-14)31-13-16(28)23-10-9-22/h5-8H,3-4,9-13,22H2,1-2H3,(H,23,28)(H,24,25)

InChI key

FIQGIOAELHTLHM-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)
rat ... Adora1(29290) , Adora2a(25369) , Adora2b(29316) , Adora3(25370)

Biochem/physiol Actions

Xanthine amine congener is a potent, nonselective adenosine receptor antagonist (A1 and A2B > A2A).

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S Boehm
Naunyn-Schmiedeberg's archives of pharmacology, 350(5), 454-458 (1994-11-01)
The effects of ATP and analogues on the release of previously incorporated 3H-noradrenaline were studied in cultured sympathetic neurons derived from superior cervical ganglia of neonatal rats. Electrical field stimulation (40 mA at 3 Hz) of the neurons for 10
D K Von Lubitz et al.
European journal of pharmacology, 263(1-2), 59-67 (1994-09-22)
Chronic treatment with the selective adenosine A3 receptor agonist N6-(3-iodobenzyl)adenosine-5'-N-methylcarboxamide (IB-MECA) administered prior to either 10 or 20 min forebrain ischemia in gerbils resulted in improved postischemic cerebral blood circulation, survival, and neuronal preservation. Opposite effects, i.e., impaired postischemic blood
S J Briddon et al.
Proceedings of the National Academy of Sciences of the United States of America, 101(13), 4673-4678 (2004-04-09)
The A1-adenosine receptor (A1-AR) is a G protein-coupled receptor that mediates many of the physiological effects of adenosine in the brain, heart, kidney, and adipocytes. Currently, ligand interactions with the A1-AR can be quantified on large cell populations only by
Q Jiang et al.
Journal of medicinal chemistry, 40(16), 2588-2595 (1997-08-01)
Structure-affinity relationships for ligand binding at the human A2A adenosine receptor have been probed using site-directed mutagenesis in the transmembrane helical domains (TMs). The mutant receptors were expressed in COS-7 cells and characterized by binding of the radioligands [3H]CGS21680, [3H]NECA
K N Klotz et al.
Naunyn-Schmiedeberg's archives of pharmacology, 357(1), 1-9 (1998-02-12)
Four adenosine receptor subtypes of the family of G protein-coupled receptors, designated A1, A2A, A2B and A3 are currently known. In this study all human subtypes were stably transfected into Chinese hamster ovary (CHO) cells in order to be able
View All Related Papers

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