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Merck
CN

A242

Alloxazine

solid

Synonym(s):

Benzo[g]pteridine-2,4(1H,3H)-dione, Isoalloxazine

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About This Item

Empirical Formula (Hill Notation):
C10H6N4O2
CAS Number:
490-59-5
Molecular Weight:
214.18
UNSPSC Code:
12352100
PubChem Substance ID:
24277695
MDL number:
MFCD00005020

Key Documents

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InChI

1S/C10H6N4O2/c15-9-7-8(13-10(16)14-9)12-6-4-2-1-3-5(6)11-7/h1-4H,(H2,12,13,14,15,16)

SMILES string

O=C1NC(=O)c2nc3ccccc3nc2N1

InChI key

HAUGRYOERYOXHX-UHFFFAOYSA-N

form

solid

color

yellow

solubility

DMSO: 11 mg/mL, dilute aqueous base: 4 mg/mL, H2O: insoluble, dilute aqueous acid: insoluble, ethanol: insoluble

Gene Information

human ... ADORA1(134), ADORA2A(135), ADORA2B(136)

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Biochem/physiol Actions

Selective A2B adenosine receptor antagonist.

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

188.6 °F - Solvent

flash_point_c

87 °C - Solvent

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
048K3773
037K3675
037K3673
046K3690
065K3747

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B T Liang et al.
Circulation research, 76(2), 242-251 (1995-02-01)
Adenosine exerts pronounced biological effects in the heart cell. The role of multiple adenosine receptor subtypes in regulating the heart cell function is not known. Ventricular cells cultured from chick embryos 14 days in ovo were used to study a
L E Brackett et al.
Biochemical pharmacology, 47(5), 801-814 (1994-03-02)
The adenosine (ADO) receptor in NIH 3T3 fibroblasts was characterized using a series of adenosine agonists and selected xanthine and non-xanthine antagonists. The ADO receptor elicited accumulations of cyclic AMP in intact NIH 3T3 fibroblasts and caused activation of adenylate
Patrizia Minetti et al.
Journal of medicinal chemistry, 48(22), 6887-6896 (2005-10-28)
Two types of adenosine receptor ligands were designed, i.e., 9H-purine and 1H-imidazo[4,5-c]pyridines, to obtain selective A(2A) antagonists, and we report here their synthesis and binding affinities for the four adenosine receptor subtypes A(1), A(2A), A(2B) and A(3). The design was
Phedias Diamandis et al.
Nature chemical biology, 3(5), 268-273 (2007-04-10)
The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain cancer. However, the complete repertoire of signaling pathways that governs the

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