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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 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
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 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
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