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P4532

Sigma-Aldrich

(−)-N6-(2-Phenylisopropyl)adenosine

solid

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C19H23N5O4
Número de CAS:
38594-96-6
Peso molecular:
385.42
Número CE:
254-028-5
Número MDL:
MFCD00069194
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24277681
NACRES:
NA.77

Formulario

solid

Nivel de calidad

200

potencia

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

color

white

solubilidad

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.)

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

RIRGCFBBHQEQQH-SSFGXONLSA-N

Información sobre el gen

human ... ADORA1(134)

Acciones bioquímicas o fisiológicas

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

Características y beneficios

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
099M4096V
099M4046V
018M4119V
13171011
057M4040V

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Sigma-Aldrich

B5386

8-Bromoadenosine 3′,5′-cyclic monophosphate

Colagenasa de tipo I The collagenase type I (from Clostridium histolyticum) is a crude collagenase preparation that can be used for the isolation of primary cells or for tissue dissociation by enzymatic means.

Sigma-Aldrich

SCR103

Colagenasa de tipo I

Tamsin L Jenner et al.
Vascular pharmacology, 45(6), 341-349 (2006-07-11)
To investigate the effects of age on adenosine A1 receptor (ADORA1) mediated vascular, inotropic and chronotropic functional responses in isolated rat hearts. NECA (5'-(N-ethylcarboxamido)adenosine) and R-PIA (R-N6-(1-methyl-2-phenylethyl)adenosine) concentration-response curves were produced in Langendorff prepared hearts isolated from immature (6 weeks)
Toshihide Tabata et al.
The Journal of physiology, 581(Pt 2), 693-708 (2007-03-24)
Adenosine receptors (ARs) are G protein-coupled receptors (GPCRs) mediating the neuromodulatory actions of adenosine that influence emotional, cognitive, motor, and other functions in the central nervous system (CNS). Previous studies show complex formation between ARs and metabotropic glutamate receptors (mGluRs)
Iara Ribeiro Silva et al.
Neurobiology of disease, 41(1), 169-176 (2010-09-21)
It is well known that the uncoupling between local cerebral glucose utilization (LCGU) and local cerebral blood flow (LCBF), i.e. decrease in LCBF rates with high LCGU, is frequently associated with seizure-induced neuronal damage. This study was performed to assess
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.
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