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Merck
모든 사진(2)

주요 문서

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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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모든 사진(2)

About This Item

실험식(Hill 표기법):
C19H23N5O4
CAS Number:
38594-96-6
Molecular Weight:
385.42
EC Number:
254-028-5
MDL number:
MFCD00069194
UNSPSC 코드:
12352200
PubChem Substance ID:
24277681
NACRES:
NA.77

양식

solid

Quality Level

200

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)

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

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

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문서 라이브러리 방문

F Saadani-Makki et al.
Neuroscience, 127(2), 505-518 (2004-07-21)
Involvement of adenosinergic A1 systems in the occurrence of respiratory perturbations encountered in newborns following an in utero caffeine exposure has been investigated on pontomedullary-spinal cord, caudal pons-medullary-spinal cord and medullary-spinal cord preparations isolated from newborn rats. According to the
María Ángeles Ruiz et al.
European journal of pharmacology, 670(2-3), 365-371 (2011-09-29)
Adenosine plays an important neuroprotective role in brain, usually mediated by the activation of adenosine A₁ receptors. Prolonged activation of a G-protein-coupled receptor generally leads to the partial loss of the responsiveness of receptor-mediated transduction pathways (desensitization). Rat immature cortical
Luigi Aurelio et al.
Journal of medicinal chemistry, 52(14), 4543-4547 (2009-06-12)
A series of 4-substituted 2-amino-3-benzoylthiophenes was screened using a functional assay of A(1)AR-mediated phosphorylation of ERK1/2 in intact CHO cells to identify both potential agonistic effects as well the ability to allosterically modulate the activity of the orthosteric agonist, R-PIA.
Jun-Gol Song et al.
Anesthesia and analgesia, 112(6), 1494-1499 (2011-05-06)
Nerve injury can generate neuropathic pain. The accompanying mechanical allodynia may be reduced by the intrathecal administration of adenosine. The neuroprotective effects of adenosine are mediated by the adenosine triphosphate (ATP)-sensitive potassium (K(ATP)) channel. We assessed the relationship between the
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)
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