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A1755

Sigma-Aldrich

Aminophylline

≥98%, powder

Synonym(s):

(Theophylline)2 · Ethylenediamine, 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione, cmpd. with 1,2-ethanediamine (2:1), Theophylline hemi(ethylenediamine) complex

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About This Item

Empirical Formula (Hill Notation):
C7H8N4O2 · 0.5C2H8N2
CAS Number:
317-34-0
Molecular Weight:
210.21
EC Number:
206-264-5
MDL number:
MFCD00013221
UNSPSC Code:
41106305
PubChem Substance ID:
24277691
NACRES:
NA.77

Assay

≥98%

form

powder

color

white to off-white

solubility

H2O: 50 mg/mL (solutions should be freshly prepared.)
alcohol: insoluble

storage temp.

−20°C

SMILES string

NCCN.CN1C(=O)N(C)c2nc[nH]c2C1=O.CN3C(=O)N(C)c4nc[nH]c4C3=O

InChI

1S/2C7H8N4O2.C2H8N2/c2*1-10-5-4(8-3-9-5)6(12)11(2)7(10)13;3-1-2-4/h2*3H,1-2H3,(H,8,9);1-4H2

InChI key

FQPFAHBPWDRTLU-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140) , PDE3A(5139) , PDE3B(5140) , PDE4A(5141) , PDE4B(5142) , PDE4C(5143) , PDE4D(5144)

Application

Aminophylline has been used:
  • as a positive control in the selective inhibitor of nuclear export, KPT-350 zebrafish dosing experiments
  • as a positive control for the determination of the spasmolytic activity of C. aeruginosa extracts
  • as a phosphodiesterase (PDE) inhibitor in inhibitor studies to quantify its potency to inhibit PDE4A1A and PDE3A enzyme in an assay

Biochem/physiol Actions

Aminophylline is a methylxanthine compound containing theophylline andethylenediamine in a ratio of 2:1. It acts as a bronchodilator and is used to treat chronic lung diseases like asthma, bronchitis, or emphysema.
Non-selective phosphodiesterase (PDE) inhibitor. Antiepileptic drug

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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F1000Research (2018)
Matt Staeben et al.
Assay and drug development technologies, 8(3), 344-355 (2010-02-18)
Screening of AMP- and GMP-producing enzymes such as phosphodiesterases (PDEs), ligases, and synthetases would be simplified by the ability to directly detect unmodified nucleoside monophosphates. To address this need, we developed polyclonal and monoclonal antibodies that recognize AMP and GMP
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The Journal of physiology, 598(24), 5639-5659 (2020-09-19)
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Journal of cardiovascular magnetic resonance : official journal of the Society for Cardiovascular Magnetic Resonance, 14, 89-89 (2013-01-01)
Adenosine cardiovascular magnetic resonance (CMR) can accurately quantify myocardial perfusion reserve. While regadenoson is increasingly employed due to ease of use, imaging protocols have not been standardized. We sought to determine the optimal regadenoson CMR protocol for quantifying myocardial perfusion
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