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Merck
CN

X103

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
UNSPSC Code:
12352200
PubChem Substance ID:
24277745
MDL number:
MFCD00055115

Key Documents

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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)

SMILES string

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

InChI key

FIQGIOAELHTLHM-UHFFFAOYSA-N

assay

≥96% (HPLC)

form

solid

color

white

solubility

DMSO: >5 mg/mL

storage temp.

room temp

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

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
042M4720V
111M4720V
031M4741V
070M4717
127K4707

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U Prabhakar et al.
International journal of immunopharmacology, 17(3), 221-224 (1995-03-01)
We examined the effects of adenosine A1 and A2 receptor agonists on LPS-stimulated TNF alpha production by human monocytes isolated from peripheral blood. We have demonstrated that CGS-21680, a highly selective A2 agonist inhibited production of TNF alpha at the
S Takasuga et al.
The Journal of biological chemistry, 274(28), 19545-19550 (1999-07-03)
The role of adenosine receptor in regulation of insulin-induced activation of phosphoinositide 3-kinase (PI 3-kinase) and protein kinase B was studied in isolated rat adipocytes. Rat adipocytes are known to spontaneously release adenosine, which in turn binds and stimulates the
B L Sabates et al.
The Journal of surgical research, 67(2), 163-168 (1997-02-01)
The following experiments were conducted to determine whether, and the mechanisms through which, endogenous peptides alter coronary artery blood flow. Ultrasonic transit time probes were placed around the ascending aorta and left anterior descending coronary artery in groups of anesthetized
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
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
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