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Merck
CN

A111

Adenosine amine congener hydrate

solid, ≥98% (HPLC)

Synonym(s):

ADAC, N6-[4-[[[4-[[[(2-Aminoethyl)amino]carbonyl]methyl]-anilino]carbonyl]methyl]phenyl]adenosine hydrate

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About This Item

Empirical Formula (Hill Notation):
C28H32N8O6 · xH2O
CAS Number:
96760-69-9
Molecular Weight:
576.60 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
24890507
UNSPSC Code:
12352202
MDL number:
MFCD11045962

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InChI

1S/C28H32N8O6.H2O/c29-9-10-30-21(38)11-16-1-5-18(6-2-16)34-22(39)12-17-3-7-19(8-4-17)35-26-23-27(32-14-31-26)36(15-33-23)28-25(41)24(40)20(13-37)42-28;/h1-8,14-15,20,24-25,28,37,40-41H,9-13,29H2,(H,30,38)(H,34,39)(H,31,32,35);1H2/t20-,24-,25-,28-;/m1./s1

SMILES string

O.NCCNC(=O)Cc1ccc(NC(=O)Cc2ccc(Nc3ncnc4n(cnc34)[C@@H]5O[C@H](CO)[C@@H](O)[C@H]5O)cc2)cc1

InChI key

KPSYUNGHYKDIMQ-LWOJYUBXSA-N

assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

white

solubility

0.1 M acetic acid: 12 mM, DMSO: soluble

Gene Information

rat ... Adora1(29290)

Biochem/physiol Actions

Potent aqueous-soluble A1 adenosine receptor agonist.

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.

Disclaimer

Photosensitive

Storage Class

11 - 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
067K4712

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H W Suh et al.
Neuropeptides, 31(4), 339-344 (1997-08-01)
A previous study reported that beta-endorphin and morphine administered supraspinally produce antinociception by activating different descending pain inhibitory systems. The present study was designed to investigate the blocking effects of A1 or A2 adenosine receptors in the spinal cord on
U Adén et al.
European journal of pharmacology, 426(3), 185-192 (2001-08-31)
We examined if the adenosine A(1) receptor agonist adenosine amine congener (ADAC, 100 microg/kg i.p.) is neuroprotective in 7-day-old rats subjected to hypoxic ischemia. Brain damage, evaluated as weight deficit and gross morphology, was not affected by ADAC treatment. Nonetheless
Rafael Rubio et al.
American journal of physiology. Heart and circulatory physiology, 284(1), H204-H214 (2002-10-22)
In isolated guinea pig hearts saline perfused at constant flow, adenosine A(1), A(2A), and A(3) (A(x)) agonists covalently bound to a large polymer (Pol; 2,000 kDa) were intracoronarily administered, and three effects were studied: dromotropic, vascular and inotropic. The rank
E Balcells et al.
European journal of pharmacology, 210(1), 1-9 (1992-01-07)
The endothelium is relatively 'impermeable' to adenosine. In addition, infusion of adenosine deaminase and transient infusion of large size adenosine agonists (molecular weight 100 kD) which are confined to the intravascular space depress effects of endogenous adenosine and retain physiologic
Tufi Dippe et al.
Arquivos brasileiros de cardiologia, 112(2), 121-128 (2018-12-21)
Obesity is associated with an increased risk of type 2 diabetes mellitus (DM), ischemic heart disease (IHD) and cardiovascular mortality. Several studies have demonstrated the diagnostic and prognostic value of single photon computed tomography-myocardial perfusion scintigraphy (SPECT-MPI) in the evaluation
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