Aminophylline

Aminophylline Basic information
Description References
Product Name:Aminophylline
Synonyms:AMinophylline(Phyllocontin, Truphylline);Theophylline-ethylenediaMine anhydrous COS;(Theophylline)2 Ethylenediamine, Theophylline hemiethylenediamine complex, 3,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione, cmpd. with 1,2-ethanediamine (2:1);Aminophylline,99%;Theophylline-e;Aminophylline hydrat;AMINOPHYLLINE;THEOPHYLLINE COMPOUND WITH ETHYLENEDIAMINE
CAS:317-34-0
MF:C9H16N6O2
MW:240.27
EINECS:206-264-5
Product Categories:Somopphyllin, Aminocadol, Phyllocontin;Miscellaneous Biochemicals;API's;317-34-0
Mol File:317-34-0.mol
Aminophylline Structure
Aminophylline Chemical Properties
Melting point 269-270 °C
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility H2O: 3.7 mg/mL solutions should be freshly prepared.
pkapKa 5.0 (Uncertain)
form powder
color white to off-white
Water Solubility soluble
Merck 14,465
LogP-0.175 (est)
CAS DataBase Reference317-34-0(CAS DataBase Reference)
EPA Substance Registry System1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-, compd. with 1,2-ethanediamine (2:1) (317-34-0)
Safety Information
Hazard Codes Xn,C
Risk Statements 22-42/43-34-36/37/38-20/21/22
Safety Statements 45-36/37/39-26-23-36
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS XH5600000
10-23
TSCA Yes
HazardClass 6.1(b)
PackingGroup III
HS Code 29339900
Hazardous Substances Data317-34-0(Hazardous Substances Data)
ToxicityLD50 orally in mice: 540 mg/kg (Thompson, Warren)
MSDS Information
Aminophylline Usage And Synthesis
DescriptionAminophylline is a drug combination consisting of bronchodilator theophylline and ethylenediamine in 2: 1 ratio. It is a kind of non-selective adenosine receptor blocker, histone deacetylase activator and phosphodiesterase inhibition. It is mainly indicated for the treatment of various kinds of lung diseases including asthma, COPD, chronic bronchitis and emphysema. Aminophylline exerts its effect through the component of theophylline in vivo. Theophylline can relax the smooth muscle of the bronchial airways and pulmonary blood vessels. It can competitively inhibits type III and type IV phosphodiesterase (PDE), which breaks down cyclic AMP in smooth muscle cells, possibly leading to bronchodilation. Theophylline also binds to the adenosine A2B receptor to block the adenosine mediated bronchoconstriction. Furthermore, during the inflammatory states, theophylline can activate the histone deacetylase to prevent transcription of inflammatory genes that require the acetylation of histones to initiate the transcription.
Referenceshttps://www.drugbank.ca/drugs/DB01223 https://en.wikipedia.org/wiki/Aminophylline
DescriptionAminophylline is a 2/1 mixture of theophylline and ethylenediamine. It caused contact dermatitis in industrial plants, in pharmacists, and in nurses. Ethylenediamine is the sensitizer, and patch testing is generally positive to both ethylenediamine and aminophylline, but negative to theophylline.
Chemical Propertieswhite to slightly yellowish powder
OriginatorMemcophylline,Memphis Co.
UsesAminophylline exhibits vasodilatory and anti-inflammatory activity and is occasionally clinically used to treat chronic obstructive pulmonary disorder (COPD). In animal models of allergen-induced lung inflammation, aminophylline decreases levels of IL-5, IL-8, and eosinophils. It is mostly used to prepare solutions for intravenous injections.
UsesBronchodilatator;Mastocytes degranulation inhibitor
UsesAminophylline is a bronchodilator and a non-selective phosphodiesterase (PDE) inhibitor.
DefinitionChEBI: Aminophylline is a mixture comprising of theophylline and ethylenediamine in a 2:1 ratio. It has a role as a bronchodilator agent and a cardiotonic drug. It contains a theophylline and an ethylenediamine.
Manufacturing ProcessA mixture of 198 g (1 mol) theophylline and 60-78 g (0.75-1 mol) ethylenediamine hydrate in 300 g of water was stirred at 50°C and then the mixture was concentrated in vacuo. The product (aminophylline) was separeted by suction filtration. Aminophylline was used as an aqueous solution.
Brand namePhyllocontin (Purdue Frederick); Somophyllin (Fisons); Truphylline (G & W);Afonilum;Aminomal;Aminophylline injection;Aminophylline mudrane;Aminophylline oral;Amino-slow;Amnivent;Asmafilin;Cardophylline;Carine;Colonofilin;Corfilamine;Corophylline;Corphyllamin;Duraphyllin;Escophylline;Eudiamine;Euphyllin 0.48;Euphyllin retard;Euphylllin cr;Euphylllina;Fadfilina;Godafilin;Jaa aminophylline;Mini-lix;Mudrane gg;Mundiphyllin;Palaran;Palaron;Pecram;Pecran;Peterphylin;Phyllotemp;Planphylline;Somophyllin-12;Syntophyllin;Teophyllamin;Thodrox;Variaphylline.
Therapeutic FunctionDiuretic, Cardiac stimulant, Smooth muscle relaxant, Vasodilator
World Health Organization (WHO)Aminophylline, the ethylenediamine salt of theophylline, was introduced many years ago as a treatment for asthma and is listed in the 8th WHO Model List of Essential Drugs. It has been recognized for some 10 years that aminophylline preparations are not interchangeable because bioavailability can vary considerably. The resulting variability in drug absorption can lead to adverse effects including irritation of the mucosa. Allergic reation can also be an adverse effect of aminophylline. Theophylline functions similarly but is considered less of an irritant.
HazardCardiovascular and respiratory collapse.
Contact allergensThis drug is a 2:1 mixture of the alkaloid theophylline and ethylenediamine (see below). It caused contact dermatitis in industrial plants, pharmacists, and nurses. Ethylenediamine is the sensitizer and patch testing is generally positive to both ethylenediamine and aminophylline and negative to theophylline.
Clinical Use
Reversible airways obstruction
Acute severe asthma

Veterinary Drugs and TreatmentsThe theophyllines are used primarily for their bronchodilatory effects, often in patients with myocardial failure and/or pulmonary edema. While they are still routinely used, the methylxanthines must be used cautiously due to their adverse effects and toxicity.
Drug interactionsPotentially hazardous interactions with other drugs
Antibacterials: increased concentration with azithromycin, clarithromycin, erythromycin, ciprofloxacin, norfloxacin and isoniazid; decreased erythromycin levels if erythromycin is given orally; increased risk of convulsions if given with quinolones; rifampicin accelerates metabolism of aminophylline.
Antidepressants: concentration increased by fluvoxamine - avoid or halve theophylline dose and monitor levels; concentration reduced by St John’s wort - avoid.
Antiepileptics: metabolism increased by carbamazepine, phenobarbital and primidone; concentration of both drugs increased with fosphenytoin and phenytoin.
Antifungals: concentration increased by fluconazole and ketoconazole.
Antivirals: metabolism of aminophylline increased by ritonavir; concentration possibly increased by aciclovir.
Calcium-channel blockers: concentration increased by diltiazem and verapamil and possibly other calcium-channel blockers.
Deferasirox: concentration of aminophylline increased.
Feboxostat: use with caution.
Interferons: reduced metabolism of aminophylline.
Tacrolimus: may increase tacrolimus levels.
Ulcer-healing drugs: metabolism inhibited by cimetidine; absorption possibly reduced by sucralfate.







MetabolismAminophylline is metabolised to theophylline in vivo. Theophylline is excreted in the urine as metabolites, mainly 1,3-dimethyluric acid and 3-methylxanthine, and about 10% is excreted unchanged.
Aminophylline Preparation Products And Raw materials
Raw materialsTheophylline-->Mixer-->ETHYLENEDIAMINE MONOHYDRATE
2-[(4-AMINO-PHENYL)-ETHYL-AMINO]-ETHANOL Ethylenediamine AMIROPHYLLINE N,N,N',N'-Tetramethylethylenediamine Acefylline Piperazine Theophylline Ethylenediamine dihydrochloride 2-(2-Aminoethylamino)ethanol N-(1-Naphthyl)ethylenediamine dihydrochloride promethazine teoclate Purine Dimethyl fumarate 8-[2-(4-benzhydrylpiperazin-1-yl)ethyl]-1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione Lysergic acid diethylamide Dimethyl sulfoxide Theophylline, 7-(3-(4-benzyl-1-piperazinyl)propyl)-, dihydrochloride Dihydromyrcenol Dimethyl phthalate

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