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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
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
protect from light

Key Documents

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Product Name

Adenosine amine congener hydrate, solid, ≥98% (HPLC)

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.

Disclaimer

Photosensitive

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

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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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
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
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
Karl Z Lukic et al.
Biomedical engineering online, 5, 54-54 (2006-10-20)
The objective was to determine the repeatability and stability of capnography interfaced with human exposure facility. Capnographic wave signals were obtained from five healthy volunteers exposed to particle-free, filtered air during two consecutive 5 min intervals, 10 min apart, within
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