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C8031

Sigma-Aldrich

N6-Cyclopentyladenosine

solid

Sinonimo/i:

CPA

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25 MG
CHF 74.10
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CHF 225.00

CHF 74.10

Spedizione prevista il28 maggio 2025

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25 MG
CHF 74.10
100 MG
CHF 225.00

About This Item

Formula empirica (notazione di Hill):
C15H21N5O4
Numero CAS:
41552-82-3
Peso molecolare:
335.36
Numero MDL:
MFCD00036845
Codice UNSPSC:
12352200
ID PubChem:
24277686
NACRES:
NA.77

CHF 74.10

Spedizione prevista il28 maggio 2025

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Stato

solid

Livello qualitativo

200

Colore

white to off-white

Solubilità

H2O: 1.7 mg/mL
0.1 M HCl: 12 mg/mL
DMSO: 23 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCC4)ncnc23

InChI

1S/C15H21N5O4/c21-5-9-11(22)12(23)15(24-9)20-7-18-10-13(16-6-17-14(10)20)19-8-3-1-2-4-8/h6-9,11-12,15,21-23H,1-5H2,(H,16,17,19)/t9-,11-,12-,15-/m1/s1
SQMWSBKSHWARHU-SDBHATRESA-N

Informazioni sul gene

human ... ADORA1(134) , ADORA2A(135) , ADORA3(140)
mouse ... Adora1(11539)
rat ... Adora1(29290) , Adora2a(25369) , Adora3(25370)

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Applicazioni

N6-Cyclopentyladenosine has also been used to study its effect on p53 and caspase 3, 8, and 9 expression and apoptosis rate in MCF-7 breast cancer cell line.[1]
N6-Cyclopentyladenosine has been used to study its effect on the cavernosal smooth muscle cells from lean and db/db (obesity and type II diabetes caused by a leptin receptor mutation) mice.[2]

Azioni biochim/fisiol

N6-Cyclopentyladenosine (CPA) is an adenosine derivative[3] and a potent A1 adenosine receptor agonist.[2] It acts as an anticonvulsant and might exhibit protective actions against aminophylline (AMPH)-induced seizures.[4]
N6-Cyclopentyladenosine also exhibits analgesic effect against acute, arthritis-induced and neuropathic pain.[5]

Caratteristiche e vantaggi

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.

Stato fisico

hygroscopic solid

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
038M4058V
105M4130V
076M4127V
13141214
077M4024V

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Individual and combined effects of N6-cyclopentyladenosine, flunarizine and diazepam on aminophylline-induced recurrent generalized seizures in mice
Jaishree J, et al.
Polish Journal of Pharmacology, 55(4), 559-564 (2003)
Claudia Iasillo et al.
Nucleic acids research, 45(17), 10229-10241 (2017-10-04)
Termination of transcription is important for establishing gene punctuation marks. It is also critical for suppressing many of the pervasive transcription events occurring throughout eukaryotic genomes and coupling their RNA products to efficient decay. In human cells, the ARS2 protein
Cheng-Hui Hsiao et al.
Biomedical chromatography : BMC, 33(9), e4518-e4518 (2019-02-26)
The prominent stromal compartment surrounds pancreatic ductal adenocarcinoma and protects the tumor cells from chemo- or radiotherapy. We hypothesized that our nano formulation carrying cyclopamine (CPA, stroma modulator) and paclitaxel (PTX, antitumor agent) could increase the permeation of PTX through
Ainhoa Bilbao et al.
Addiction biology, 24(5), 1008-1018 (2019-06-27)
The co-occurrence of chronic pain and alcohol use disorders (AUDs) involves complex interactions between genetic and neurophysiological aspects, and the research has reported mixed findings when they both co-occur. There is also an indication of a gender-dependent effect; males are
Yahaira Naaldijk et al.
BMC biotechnology, 16(1), 85-85 (2016-12-03)
Preservation of human skin fibroblasts and keratinocytes is essential for the creation of skin tissue banks. For successful cryopreservation of cells, selection of an appropriate cryoprotectant agent (CPA) is imperative. The aim of this study was to identify CPAs that
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