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Merck
모든 사진(2)

문서

P4532

Sigma-Aldrich

(−)-N6-(2-Phenylisopropyl)adenosine

solid

동의어(들):

(R)-N6-(1-Methyl-2-phenylethyl)adenosine, N6-(L-2-Phenylisopropyl)adenosine, R-(−)-PIA

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About This Item

실험식(Hill 표기법):
C19H23N5O4
CAS Number:
Molecular Weight:
385.42
EC Number:
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

형태

solid

Quality Level

효능

1.17 nM Ki for A1 receptors (using [3H]CHA in rat forebrain preparations)

색상

white

solubility

H2O: slightly soluble 0.3 mg/mL (Solutions may be stored for several days at 4°C.)
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.6 mg/mL (Solutions may be stored for several days at 4°C.)

저장 온도

2-8°C

SMILES string

C[C@H](Cc1ccccc1)Nc2ncnc3n(cnc23)[C@@H]4O[C@H](CO)[C@@H](O)[C@H]4O

InChI

1S/C19H23N5O4/c1-11(7-12-5-3-2-4-6-12)23-17-14-18(21-9-20-17)24(10-22-14)19-16(27)15(26)13(8-25)28-19/h2-6,9-11,13,15-16,19,25-27H,7-8H2,1H3,(H,20,21,23)/t11-,13-,15-,16-,19-/m1/s1

InChI key

RIRGCFBBHQEQQH-SSFGXONLSA-N

유전자 정보

human ... ADORA1(134)

생화학적/생리학적 작용

A1 adenosine receptor agonist. Affinity for adenosine receptor is approx. 100× that of the (+)-isomer.

특징 및 장점

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

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

Kaori Baba et al.
Clinical and experimental pharmacology & physiology, 32(4), 263-268 (2005-04-07)
1. It is reported that alpha1-receptors and adenosine A1-receptors are involved in the ischaemic preconditioning (PC) effect on infarct size (IS). However, it is still unclear to what extent alpha1-receptors and adenosine A1-receptors contribute to the mechanism of PC. Therefore
Jong Yeon Park et al.
Journal of Korean medical science, 23(4), 678-684 (2008-08-30)
We examined the antiallodynic interaction between gabapentin and adenosine A1 receptor agonist, N(6)-(2-phenylisopropyl)-adenosine R-(-)isomer (R-PIA), in a rat model of nerve ligation injury. Rats were prepared with ligation of left L5-6 spinal nerves and intrathecal catheter implantation for drug administration.
Eduardo Paulo Morowsky Vianna et al.
Epilepsia, 46 Suppl 5, 166-173 (2005-07-01)
Adenosine is a major negative neuromodulator of synaptic activity in the central nervous system and can exert anticonvulsant and neuroprotective effects in many experimental models of epilepsy. Extracellular adenosine can be formed by a membrane-anchored enzyme ecto-5'-nucleotidase. The purposes of
H L Tan et al.
Cardiovascular drugs and therapy, 13(5), 441-447 (1999-11-05)
We tested whether the adenosine A1 receptor agonist, R-PIA, suppressed torsade de pointes (TdP) induced by the delayed rectifier potassium channel blocker clofilium. Furthermore, we studied the underlying mechanism: beta-adrenergic antagonism or ATP-sensitive K+ channel (IK-ATP) opening. In anesthetized rabbits
Kim H H Liss et al.
Journal of lipid research, 59(9), 1630-1639 (2018-06-02)
Adipocyte triglyceride storage provides a reservoir of energy that allows the organism to survive times of nutrient scarcity, but excessive adiposity has emerged as a health problem in many areas of the world. Monoacylglycerol acyltransferase (MGAT) acylates monoacylglycerol to produce

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