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A111

Adenosine amine congener hydrate

Name: Adenosine amine congener hydrate
Brand: SIGMA

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

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assay

≥98% (HPLC)

form

solid

storage condition

protect from light

color

white

solubility

0.1 M acetic acid: 12 mM, DMSO: soluble

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

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

InChI key

KPSYUNGHYKDIMQ-LWOJYUBXSA-N

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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Adenosine A(1) receptor agonism in the immature rat brain and heart.

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

Functional role of intravascular coronary endothelial adenosine receptors.

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

Sole activation of three luminal adenosine receptor subtypes in different parts of coronary vasculature.

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

Differential effects of adenosine receptor antagonists injected intrathecally on antinociception induced by morphine and beta-endorphin administered intracerebroventricularly in the mouse.

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

Differential effects of the adenosine A1 receptor agonist adenosine amine congener on renal, femoral and carotid vascular conductance in preterm fetal sheep.

Lindsea C Booth et al.

Clinical and experimental pharmacology & physiology, 35(11), 1316-1320 (2008-08-02)

1. Adenosine A(1) receptor activation is critical for endogenous neuroprotection from hypoxia-ischaemia, raising the possibility that treatment with A(1) receptor agonists may be an effective physiological protection strategy for vulnerable preterm infants. However, the A(1) receptor can mediate unwanted systemic

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Global Trade Item Number

SKU	GTIN
A111-5MG	04061832079097
A111-25MG	04061832268927

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