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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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Marliana E, et al.
F1000Research (2018)
D Mokra et al.
Advances in experimental medicine and biology, 756, 341-347 (2012-07-28)
As inflammation plays an important role in the pathogenesis of neonatal meconium aspiration syndrome (MAS), anti-inflammatory agents including inhibitors of phosphodiesterases (PDE) are increasingly used in the treatment. To evaluate side effects of PDE inhibitors, this study analyzed changes in
O J Wagner et al.
Surgical endoscopy, 26(10), 2961-2968 (2012-05-15)
Within the next few years, the medical industry will launch increasingly affordable three-dimensional (3D) vision systems for the operating room (OR). This study aimed to evaluate the effect of two-dimensional (2D) and 3D visualization on surgical skills and task performance.
Rami Doukky et al.
Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology, 19(3), 448-457 (2012-03-08)
It is unknown whether the standardized intravenous aminophylline administration following regadenoson-stress can prevent the gastrointestinal and other adverse effects associated with regadenoson. In a randomized, double-blinded, placebo-controlled clinical trial we compared the frequency and severity of regadenoson adverse effects in
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